Home Vacation Home Rentals By Owner In Oak Bluffs, MA

Showing 240 Of 248 Vacation Rentals
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Exceptional(3)

$582.03

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Private Vacation Home

Quaint, ranch style home in Oak Bluffs with central air

Oak Bluffs, Massachusetts, United States

The RootskellerbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrNestled at the end of a tranquil cul de sac, this charming cabin-style home in Oak Bluffs, MA, offers a warm and inviting ambiance that welcomes you from the moment you arrive. With its updated exterior and cozy interior, this property serves as the perfect home base for those eager to explore the beauty of Martha's Vineyard. The open layout and quaint decor create an inviting atmosphere, ideal for unwinding after a day filled with adventure. The fenced in yard is the perfect place to relax and watch the children playing. Enjoy movie nights on the flatscreen TV or simply relax with loved ones in this delightful retreat.brbrConveniently located just a mile from the Oak Bluffs Ferry and the picturesque village green, you'll find yourself in close proximity to the island's vibrant entertainment and dining options. The famous gingerbread homes of Oak Bluffs are also nearby, adding a touch of charm to your stay. For beach lovers, Inkwell Beach is just a short drive away, perfect for soaking up the sun and enjoying the ocean breeze. If you're a golf enthusiast, the immaculate greens of Farm Neck Golf Club await just a quick drive from your doorstep.brbrThis home is not only a serene escape but also a gateway to the island's many attractions. Film buffs will appreciate the proximity to the iconic Jaws Bridge, located just five miles away. Whether you're interested in whale watching, kayaking, or simply exploring the local shops and restaurants, Oak Bluffs has something for everyone. After a day of exploration, return to your cozy haven, where you can enjoy the comforts of home, including a fully equipped kitchen and outdoor dining area.brbrWith amenities such as central AC, a washer/dryer, and a spacious deck, this Oak Bluffs home is designed for your comfort and convenience. Experience the best of Martha's Vineyard while enjoying the rustic charm of this delightful property. Book your stay today and create unforgettable memories in this beautiful island getaway!brbrThings to KnowbrbrParking notes: There is free parking available for 4 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Exceptional(1)

Select Dates for Price
Private Vacation Home

Enchanting bungalow with golf nearby, full kitchen, central AC, & washer/dryer

Oak Bluffs, Massachusetts, United States

East Chop 90brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to coastal living on the East Chop, a perfect place to bring loved ones for a getaway from the hustle and bustle of everyday life. This renovated home is full of contemporary creature comforts but honors the character and charm of old vineyard living. Rent water equipment to spend your days on the ocean kayaking, paddleboarding, sailing, surfing, and every other waterfront activity imaginable. Bring your golf clubs for world-class greens nearby, and enjoy exquisite walkable neighborhoods full of Martha's Vineyard magic.brbrThe architectural style draws one immediately to the wrap-around porch. Upon entering the home, the sparkling vintage fir floors, beadboard wainscoting, and a beautiful place to relax and unwind awaits. Many viewing windows and french doors bathe the rooms in natural light, creating a perfect cozy atmosphere. Relax and make yourself at home by resting on the plush furniture, streaming your favorite movies on the large TV, or curling up with a good book. Create culinary charms in the sophisticated galley-style kitchen, equipped with stainless steel appliances, a breakfast bar, and a dining table. Comfortable beds in spacious bedrooms ensure that everyone will enjoy a wonderful night's rest from the day's adventures.brbrIn the guest house, you'll find a nice flex space and kitchenette with a mini-fridge, microwave, and toaster oven. A studio guest room with an en suite bathroom makes this a great private space for those who want their own accommodations. brbrTHINGS TO KNOWbrTo use streaming services, guests must log in with their own credentials.brbrParking notes: There is free parking available for 3 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 4

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Bath 3

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Sleep 10

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Exceptional(26)

$267.14

/ Nightly
Private Vacation Home

Cozy getaway in a central location w/ a full kitchen & furnished deck

Oak Bluffs, Massachusetts, United States

Sea Glen CottagebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis lovely cottage awaits you for your next Martha's Vineyard getaway with the whole family! Featuring a spacious living area, a well-appointed kitchen, and a furnished deck with a convenient outdoor dining area, this home is sure to delight guests of all ages.brbrWhat's nearby:brJust seven miles off the shores of Cape Cod, Martha's Vineyard is famous for its beautiful beaches, myriad lighthouses, and chic eateries. This home offers a central location to everything the island has to offer putting you just minutes away from shops, restaurants, beaches, libraries, hiking trails, and more. And if you're planning on preparing home cooked meals during your stay, you will be right across the street from the fresh vegetables of Norton’s Farm.brbrThings to know:brFree WiFibrFull kitchen with a dishwasherbrThe basement is a separate unit for the owner and they may be present during your staybrbrParking notes: There is free parking available for 2 vehicles.brThis rental is located on floor 1.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

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Exceptional(15)

$466.32

/ Nightly
Private Vacation Home

Wonderful three-story home with lovely decks, firepit, fast WiFi & washer/dryer

Oak Bluffs, Massachusetts, United States

Brewster HousebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrCome and experience Oak Bluff's beautiful beaches, quaint shops, and cozy restaurants at this three-story home!brbrThe exterior of the home boasts new renovations, including a privacy fence surrounding the home with lighting, a conversational floating deck (16x16) in addition to the existing deck, and a lounge set with ample seating and a firepit perfect for gathering with s'mores beneath the stars.brbrOn the first floor of this retreat, you'll find two separate living areas–the living area to your left features a baseboard heat unit, a comfortable sectional sofa in front of a wall-mounted flat-screen TV with cable, Netflix, and a DVD player, a chess table, an air purifier, two large ottoman seats that fold out to new twin-sized beds, a space heater, and even a well-equipped desk! The other living area features even more entertainment with two gaming consoles, videogames, a wall-mounted flat-screen TV, baseboard heat and a space heater, a stereo system, and a sectional sofa–both areas are meant to provide endless entertainment for the entire family.brbrUpstairs is the second and main level of this charming retreat where you'll find the dining area, a small living area, the fully-equipped kitchen, two bedrooms, and one full bathroom. The elegant dining table has a convenient ceiling fan. The small living area is made up of a comfortable armchair and an entertainment center with a flat-screen TV with cable, a sound dock, and a couple of magazines–play your favorite tunes for the group or while cooking! Speaking of cooking, the fully-equipped kitchen will be a delight. Equipped with all the essentials, including a coffee maker, a blender, a dishwasher, and a small island, the chef of the group will have plenty of things to work with when it comes to meal prep.brbrOff the kitchen is the deck equipped with a dining table, additional seating, and a private gas grill for dining alfresco. Both bedrooms on this level have a ceiling fan equipped, while the first bedroom features a wall-mounted flatscreen TV and a handful of books. The full bathroom in the hallway features a convenient tub/shower combo. Upstairs are two other bedrooms and another full bathroom. These bedrooms offer guests the convenience of a ceiling fan and a large flat-screen TV each. The full bathroom is located right in the middle and has a tub/shower combo plus a baseboard heat unit. All bedrooms have been updated for guest comfort. brbrLocated less than one mile from downtown Oak Bluffs, this family-friendly home still provides guests with that much-needed privacy and seclusion. When visiting Oak Bluffs, a must-visit is the Flying Horses Carousel, a Victorian-era merry-go-round and the nation's oldest. Another must-visit, especially if you're a history buff, is The Cottage Museum, which houses period furnishings and photos of the town from the 19th century. Less than one mile as well is East Chop Beach–it's a small, family-friendly beach with great views of Nantucket Sound–and East Chop Lighthouse.brbrTHINGS TO KNOWbrBeach towels are available for guest use.brThis home features free high-speed WiFi, perfect for working from home, distance learning, and streaming.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 3 vehicles.brbrSecurity camera details: Ring Doorbell facing front drivewaysbrbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Sleep 10

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Exceptional(3)

$1006.09

/ Nightly
Private Vacation Home

Enchanting home with tennis, firepit, golf nearby & washer/dryer

Oak Bluffs, Massachusetts, United States

Bird's ParadisebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrFind serenity on the coastal bay of Martha's Vineyard with this fantastic getaway rental. You'll love this conveniently located and cozy home, close by timeless attractions like Martha's Vineyard Performing Arts Center, Flying Horses Carousel, Reliable Market, and Inkwell Beach, all within a three-mile radius. Bring your clubs and enjoy playing on the Obama's favorite Vineyard green, Farm Neck Golf Club, less than a mile down the road.brbrUpon entry, you'll be met with a stylish interior simply flooded with natural light and a cozy atmosphere throughout the well-appointed living space. Relax and make yourself at home by resting on the plush furniture, streaming your favorite movies on the large TV, or challenging your loved ones to a friendly game of air hockey. Curl up with a good book while the chef of the group creates culinary charms in the sophisticated kitchen, equipped with stainless steel appliances, a floating island breakfast bar, and a formal dining table. Comfortable beds in spacious bedrooms ensure that everyone will receive a restful night's sleep from the day's adventures. A majestic main bedroom offers a TV for private viewing, a 180-degree view, and a luxurious en suite bathroom with an oversized walk-in shower. Host a wonderful barbecue outside on the patio with comfortable furniture.brbrMake memories that'll last a lifetime when you visit gorgeous Martha's Vineyard!brbrTHINGS TO KNOWbrThe fireplace is not for guest use.brSmoking is not allowed at this property.brTo use streaming services, guests must log in with their own credentials.brbrParking notes: There is free parking available for 4 vehicles.brbrSecurity camera details: Exterior brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Bath 4

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Sleep 7

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Exceptional(17)

$918.42

/ Nightly
Private Vacation Home

Historic, dog-friendly beach view house with fast WiFi, ocean view, & grill

Oak Bluffs, Massachusetts, United States

Captain Shaw Norris HousebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrDon't miss your chance to book this incredible historic beach view home, originally built in 1859, boasting modern amenities and a to-die-for rooftop deck. The three-story home in East Chop features ocean views and abundant private outdoor space. Choose between beachcombing on the sand or admiring the water from home. brbrEnjoy alfresco meals at the outdoor dining table atop the house. The open kitchen is ideal for cooking as it's completely updated with gorgeous white cabinets, recessed lighting, a farmhouse sink, and high-end stainless steel appliances. The formal dining area provides an all-season option for hosting group dinners. Although the home has undergone renovations for your comfort, it retained its charm by keeping fun elements like the blue hardwood floors.brbrAs evening approaches, make sure you don't miss the stunning display of the sunset over the ocean. For nighttime ambience, gather around the firepit on the roof or the one on the enclosed patio.brbrTHINGS TO KNOWbrThis home is equipped with an outdoor shower.brStreaming services are available with guests' accounts.brTwelve beach chairs are available for guest use.brChildren’s toys, books, and games are available for guest use.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 5 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 6

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Bath 4

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Sleep 11

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Exceptional(7)

$525.57

/ Nightly
Private Vacation Home

Updated house close to town and beach with patio, AC, and games

Oak Bluffs, Massachusetts, United States

Sankofa HousebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrNestled in the historic Vineyard Highlands at the beginning of the African American Heritage Trail, this charming home in Oak Bluffs, MA, offers a unique and inviting retreat for your vacation. The newly renovated cottage-style house is located in the sought-after East Chop area, providing a perfect blend of tranquility and convenience. Step onto the fabulous front porch for some people-watching or enjoy a private backyard oasis, ideal for al fresco dining.brbrWith 4 bedrooms, 2 baths, and the ability to comfortably sleep 7 guests, this home is perfect for families or groups of friends looking to explore the beauty of Oak Bluffs. Just a short walk away from Circuit Ave, Oak Bluffs Harbor, the beach, and the iconic East Chop Lighthouse, you'll have easy access to all the town's attractions while still enjoying a peaceful setting. Parking is included for two cars in the driveway.brbrThe amenities at this vacation home are designed to enhance your stay and provide all the comforts of home. From a washer/dryer and gas fireplace to a fully equipped kitchen with modern appliances, you'll have everything you need for a relaxing getaway. Enjoy the outdoor firepit, patio, and gas grill for memorable evenings under the stars. brbrExplore the area's natural beauty and attractions, from the nearby beaches to the historic sites and lively town center. Whether you're interested in water activities like kayaking and jet skiing or prefer hiking and cycling adventures, Oak Bluffs offers something for everyone. After a day of exploration, unwind in the comfortable living spaces, play board games, or stream your favorite shows.brbrDon't miss the chance to experience the best of Oak Bluffs from this exceptional vacation rental. Book your stay today and create lasting memories in this picturesque seaside town on Martha's Vineyard.brbrPlease note that Martha's Vineyard, while beautiful with an abundance of natural landscapes, does have ticks in grassy and wooded areas, so we recommend checking yourself after outdoor activities and taking appropriate precautions to ensure your stay remains enjoyable.brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premises.brbrParking notes: There is free parking available for 2 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Exceptional(5)

$932.1

/ Nightly
Private Vacation Home

Spacious home in central location with beautiful patio, pool table, W/D, & AC

Oak Bluffs, Massachusetts, United States

Bird Street BreezebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrNestled in a quiet neighborhood next door to the public library (with access to EV chargers), this bright and airy house in Oak Bluffs, MA, offers the perfect retreat for your vacation. Conveniently located within walking distance to shops, restaurants, galleries, the harbor, and beaches, this house is a hidden gem. With four spacious bedrooms, including two with private decks, you can enjoy your morning coffee or evening nightcap while taking in the serene surroundings. Enjoy the private pool table in the lower level game room complete with comfortable seating and beautiful TV.brbrThe open concept kitchen, dining, and living room area is ideal for entertaining, with seating for eight. The kitchen boasts stainless steel appliances, quartz countertops, and a large island, equipped with everything you need to whip up a gourmet meal. From a Kitchen Aid mixer to a Vitamix blender, this kitchen has it all. For outdoor dining, there's a spacious yard with a dining area for ten, a patio for relaxation, and a Weber grill for your BBQ needs. Don't miss the outdoor cedar shower, a true highlight of this property.brbrEach of the four bedrooms are thoughtfully designed and furnished for maximum comfort. From the cozy Grey Room with a small private deck and bistro set, to the spacious Master Bedroom that features a king size bed, private bathroom, reading nook, walk-in closet, and a queen-size pull out 'cabinet' bed, every detail has been considered. With mini split AC, a washer/dryer, and a range of amenities from a high chair to towels, this house has everything you need for a relaxing stay. Please note that this property is strictly an animal-free zone.brbrEntertainment options abound both indoors and outdoors. High-speed internet, flat-screen TVs in every bedroom, Apple TV, and an Echo Dot smart speaker ensure you stay connected and entertained. Outdoor games like volleyball, badminton, and cornhole, as well as beach essentials like chairs and boogie boards, are provided for your enjoyment. Indoors, you'll find a variety of games for all ages, ensuring there's never a dull moment.brbrExplore the charming town of Oak Bluffs, enjoy the nearby beaches, or simply unwind in the comfort of this lovely house. Whether you're seeking adventure or relaxation, this vacation rental is the perfect choice for your next getaway. Book now and start counting down the days to your dream vacation on Martha's Vineyard!brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premises.brPlease note that this property is strictly an animal-free zone due to the owner's severe allergies.brbrParking notes: There is free parking available for 3 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Bath 3

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Sleep 12

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$846.66

/ Nightly
Private Vacation Home

Serene private home w/ large deck & yard on conservation land

Oak Bluffs, Massachusetts, United States

The Big EasybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your perfect family getaway in Oak Bluffs, MA! Nestled on a serene cul-de-sac, this spacious house sits on a private acre of land surrounded by conservation woods, making it an ideal retreat for families with children. With a well-manicured front and back yard, there’s plenty of space for outdoor games and activities, ensuring endless fun for everyone.brbrThe expansive 24 x 40 ft deck is the highlight of this home, featuring comfortable seating for up to 40 guests, making it perfect for entertaining. Enjoy al fresco dining at the two 6 ft. tables or the cozy round table with an umbrella. The retractable awning provides shade when needed, and an outdoor shower adds a refreshing touch after a day at the beach. brbrConveniently located just a 10-15 minute drive from many beautiful beaches (beach gear provided), you’ll also find yourself close to Manuel F. Correllus State Forest, Farm Neck Golf Club, and the Mass Audubon’s Felix Neck Wildlife Sanctuary. For those who enjoy outdoor activities, the nearby Vineyard Baseball Park, Y, and skateboard park are within walking distance, as well as a bus stop for easy transportation around the island. brbrInside, the home is equipped with modern amenities including central AC, WiFi, and a fully stocked kitchen with everything you need to prepare meals. With a dog-friendly policy, your furry friends are welcome to join in on the fun. Whether you’re looking for adventure or relaxation, this Oak Bluffs home is the perfect base for your family vacation. Book your stay today and create lasting memories!brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premises.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 6 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Exceptional(4)

$1112.82

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Private Vacation Home

Private house with jetted tub, deck, grill, central AC and large yard

Oak Bluffs, Massachusetts, United States

Family GetawaybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your perfect getaway in Oak Bluffs, MA! This charming house offers a delightful blend of comfort and convenience, making it an ideal retreat for families looking to enjoy the beauty of Martha's Vineyard. With a spacious layout that includes multiple levels, you'll find plenty of room to relax and unwind.brbrStep outside to discover a lovely deck, large yard and patio area, complete with outdoor dining furniture and a gas grill, perfect for summer barbecues. For those who enjoy staying active, a tennis court is just steps away, providing a fun way to spend your afternoons. Inside, the home is equipped with modern amenities, including central AC, a gas fireplace for cozy evenings, and a fully stocked kitchen featuring a fridge, gas range, wall oven, and dishwasher.brbrAfter a day of exploring the island, retreat to the luxurious jetted tub. With comfortable sleeping arrangements, including a king, two queen, and two twin beds, everyone will have a restful night's sleep. Additional conveniences such as a washer/dryer, towels, linens, and beach gear ensure you have everything you need for a stress-free vacation.brbrWhether you're here to relax on the beach, explore local attractions, or simply enjoy quality time with loved ones, this Oak Bluffs home is the perfect base for your island adventures. Book your stay today and create unforgettable memories!brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premises.brbrParking notes: There is free parking available for 4 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 4

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Bath 4

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Sleep 8

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Exceptional(40)

$358.46

/ Nightly
Private Vacation Home

Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard

Oak Bluffs, Massachusetts, United States

Winthrop CottagebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrIf you are planning a family vacation to Martha's Vineyard, consider this affordable and comfortable cottage in Oak Bluffs! With a well-equipped kitchen, furnished patio, and outdoor gas grill, plus two TVs for relaxing after a day in the sun, this property has everything you might need to enjoy a fantastic stay on the Vineyard. Make your vacation a memorable one and book with us today!brbrWhat's nearby: brThis cottage is just a short drive from the ocean and downtown Oak Bluffs. East Chop Lighthouse is an easy drive north and a fantastic choice for a day trip. Be sure to take a walk through Oak Bluffs as well as Vineyard Haven to experience the great local restaurants and adorable shops.brbrWhat's included:brFree WiFibrFull kitchen with a dishwasherbrbrParking notes: There is free parking available for 2 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

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Bath 1

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Sleep 6

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Exceptional(31)

$391.46

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Private Vacation Home

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Oak Bluffs, Massachusetts, United States

Island GetawaybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrFind plenty of summer sunshine at this two-bedroom Oak Bluffs escape, a comfortable Martha's Vineyard getaway with a private deck, easy access to nearby beaches, and an ideal location within walking distance of downtown.brbrThis single-level home sits on a tranquil, dead-end street, just over a mile west of the Steamship Authority Oak Bluffs Terminal, the Flying Horses Carousel, and the lovely beaches in downtown Oak Bluffs. Take morning walks to lounge on the sand at Eastville Beach half a mile west, ride your bike each afternoon to Joseph Sylvia State Beach four miles south, and catch gorgeous sunsets at the East Chop Lighthouse one mile north.brbrThis spacious rambler boasts a bit of mid-century style, from the wood-paneled walls to the mod-inspired furnishings in the den. Leave your flip-flops by the door as you cool off from the summer sun in the partial air conditioning, fix yourself a cold Arnold Palmer in the full kitchen, and set out a few homemade appetizers in the dining room, the den, or the main living room.brbrLight the gas grill for dinner and spend the evening hours outside on the deck, sipping cocktails, catching up with loved ones, and watching the stars fill the night sky. Back inside, you can use the free WiFi to plan a few excursions for the next morning, relax to the soothing sounds of the CD player, and pile on the sofa in front of the flatscreen cable TV and DVD player.brbrFind all the comforts of home at this wonderful Oak Bluffs property - book your escape to Martha's Vineyard today!brbrParking notes: There is free parking available for 4 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 2

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Bath 2

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Exceptional(13)

$630.98

/ Nightly
Private Vacation Home

Oak Bluffs Home with Renovated Screened-in Porch - Short Drive to Beach

Oak Bluffs, Massachusetts, United States

Fallen Oak RetreatbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrLocated in the historic Oak Bluffs neighborhood, this recently remodeled 3BR/2.5BA home is close to beautiful beaches, art galleries, and charming local shops.brbrRelax with a crisp drink on the newly renovated screened sun porch complete with an outdoor porch and gas grill.brbrYou’ll love the convenience of a living room on each floor, both featuring big screen televisions. Warm wood accents throughout add a coastal New England touch.brbrLIVING AREAbrbrThe main and second living rooms are both equipped with big screen TVs and ample comfortable seating for everyone.brbrKITCHEN & DININGbrbrCook tasty meals in the kitchen, outfitted with a full suite of new appliances complimented by new flooring.brbrThe dining table and breakfast nook each offering seating for four.brbrBED & BATHbrbrThis home sleeps up to six guests between three bedrooms. All of the bedroom mattresses have been recently upgraded.brbrThe primary bedroom offers a queen-sized bed and a new big screen smart TV. The en-suite bathroom is equipped with a walk-in shower.brbrThe second bedroom is outfitted with a queen-sized bed and a new smart TV. brbrThe third bedroom contains two twin beds and a new smart TV.brbrThe guest bathroom has a tub/shower combination. A half bath adds convenience.brbrOUTDOOR AREA & AMENITIESbrbrThe newly renovated screened sunporch offers plenty of seating to relax and enjoy the summer breezes.brbrFire up the new gas grill and cook dinner on the side porch.brbrEXTRA PERKS & MORE DETAILSbrbrExtra perks include complimentary Wi-Fi, cable TV, and a washer/dryer. New carpeting and flooring have been installed throughout the second floor. This home is equipped with new window AC units.brbrParking is available for up to two cars in the driveway.brbrAccess to this two-story home is via two steps at the entryway.brbrParking notes: There is free parking available for 2 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

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Exceptional(8)

$708.3

/ Nightly
Private Vacation Home

Private island house with close beach access and water view from deck

Oak Bluffs, Massachusetts, United States

Soundmeadow HousebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrLocated just outside the charming town of Oak Bluffs, MA, this delightful house is the perfect retreat for your next vacation. Just a stone's throw away from the renowned Farm Neck golf course, this home offers a tranquil setting with private community water access on Sengekontacket, the saltwater pond where scenes from the iconic movie JAWS were filmed. Enjoy the picturesque views from the house or take a short walk through the community meadows to reach the dock and small sandy beach, ideal for families with young children during the summer months.brbrThis dog-friendly property boasts a plethora of amenities to ensure a comfortable stay for all guests. From a well-equipped kitchen with modern appliances to a smart TV for streaming services, a gas grill on the deck for outdoor cooking, and a trunk filled with board games and movies for indoor entertainment, there's something for everyone to enjoy. The washer/dryer and mini split AC system add convenience and comfort to your stay.brbrExplore the surrounding area and take advantage of the various activities available, from stand-up paddle boarding on the bay to whale watching, fishing, kayaking, and more. With easy access to local attractions, restaurants, and shops, you'll have everything you need for a memorable vacation. Whether you're seeking adventure, relaxation, or family fun, this house in Oak Bluffs is the perfect home base for your Martha's Vineyard getaway. Book now and start planning your dream vacation!brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premises.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 4 vehicles.brbrSecurity camera details: Ring alarm system, one camera points out the driveway. brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
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$1059.05

/ Nightly
Private Vacation Home

Charming home near downtown & beach with patio, outdoor shower, grill, & W/D

Oak Bluffs, Massachusetts, United States

Blissful Island HavenbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrCentrally located within a half-mile of Inkwell Beach and a mile of downtown Oak Bluffs, this charming home is the perfect choice for your next escapade with family and friends! This convenient location situates you within a short drive of amazing restaurants and must-visit attractions, including Alley/Waban Park, Farm Pond Trail, Oak Bluffs Town Beach, Flying Horses Carousel, Joseph Sylvia State Beach, Martha's Vineyard Camp Meeting Association Cottage Museum, and Tabernacle in Oak Bluffs. brbrThe home boasts a fantastic outdoor space with a dining table to dine alfresco with fantastic views, a gas grill for summertime barbecues, and a lounge area with comfy patio seating protected from the sun by a large patio umbrella. The enclosed outdoor shower is perfect for rinsing off after a memorable day at the beach. Inside, the home welcomes you with a bright and inviting living area where you and your group can spread out comfortably while the chef of the group surprises everyone with a delicious homemade meal. The spacious eat-in kitchen has been appointed with modern appliances that will make cooking a breeze, an island with seating, and a dining table. Additional perks include a washer/dryer and board games.brbrThings to KnowbrbrParking notes: There is free parking available for 4 vehicles.brbrSecurity camera details: DoorbellbrbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Exceptional(19)

$776.79

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Private Vacation Home

Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel

Oak Bluffs, Massachusetts, United States

Oak Leaf Cape CottagebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrLocated walking distance to the center of Oak Bluffs, this 4BR/2BA home offers a relaxing retreat close to all the action, with plenty of room to spread out and get comfortable.brbrStroll to Inkwell Beach or an array of local eateries. Walk to the ferry dock and set off on a scenic day trip to Nantucket.brbrDine alfresco at a shaded patio table in the yard. You’ll love the charming feel of this warmly decorated home.brbrLIVING AREAbrbrThe inviting living area features a variety of seating and a TV.brbrKITCHEN & DININGbrbrPrepare tasty meals in the kitchen, outfitted with a full suite of appliances.brbrThe dining table seats eight.brbrBED & BATHbrbrThis home sleeps eight guests between four bedrooms.brbrThe primary bedroom is furnished with a queen bed. The en-suite bathroom has a tub/shower combination. brbrThe second bedroom is equipped with a queen bed. The third bedroom is appointed with a full-size bed. The fourth bedroom includes two twin beds.brbrThe guest bathroom has a walk-in shower. brbrOUTDOOR AREA & AMENITIESbrbrThe front lawn provides a dining table with an umbrella.brbrEXTRA PERKS & MORE DETAILSbrbrExtra perks include complimentary Wi-Fi, cable TV, and a washer/dryer.brbrParking is available for three cars in the driveway. Street parking is not available.brbrThis home has a two-story layout. The living room fireplace is not operational. The property does not have air-conditioning. brbrLOCATIONbrbrStroll 18 minutes to Inkwell Beach or 11 minutes to Ocean Park and the Flying Horses Carousel, the oldest-operating platform carousel in the country! Walk 8-10 minutes to local eateries and essentials shopping. brbrHit the links at Farm Neck Golf Club. Board the ferry and take a day trip to beautiful Nantucket Island.brbrParking notes: There is free parking available for 3 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Bath 2

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Exceptional(7)

$715.02

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Private Vacation Home

Inviting, two-story home with a large yard, sunroom, balcony, & washer/dryer

Oak Bluffs, Massachusetts, United States

Gingerbread DreambrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrExperience the laidback lifestyle of the Vineyard from this classic, two-story Oak Bluffs vacation rental! Located just a short walk from downtown and the ferry, this home is ideal for those seeking easy access to the coast, local beaches, and an abundance of other family-friendly attractions. brbrEnjoy a leisurely bike ride, check out the Flying Horses Carousel (the oldest platform carousel in the country!), then spend your afternoon swimming in the warm waters of Nantucket Sound. Or, venture to Joseph Sylvia State Beach, ideal for beachcombing, windsurfing, and fishing for striped bass. Timeless attractions like Martha's Vineyard Performing Arts Center, Flying Horses Carousel, Reliable Market, and Inkwell Beach are all within a three-mile radius. Or check out Obama's favorite Vineyard green, Farm Neck Golf Club.brbrBrimming with plenty of old-school New England charm, this delightful getaway invites you to enjoy its many comforts and amenities. Brew up your morning coffee or prepare mealtime masterpieces in the bright, full kitchen, then gather in the adjacent dining room or just outside in the furnished and screened sunroom. Stream your favorite channels on the available TVs or bust out a few of the provided board games on rainy days or relaxing nights in.brbrThis home also offers a furnished front porch, an outdoor shower with a convenient changing area, and a private washer/dryer to let you pack light and keep your laundry under control during your stay.brbrThings to KnowbrCheck-in time: 4:00 PM.brCheck-out time: 10:00 AM.brAll guests shall abide byour good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM.brNo smoking is permitted anywhere on the premises.brbrParking notes: There is free parking available for 2 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Exceptional(6)

$633.98

/ Nightly
Private Vacation Home

Charming Martha's Vineyard retreat close to beaches & downtown - large yard

Oak Bluffs, Massachusetts, United States

Set SailbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrSet, sail, and settle down at this charming Martha's Vineyard hideaway! Showcasing one of the island's most renowned locations, this beautiful home sits within the beloved town of Oaks Bluffs. You'll be within close distance of Circuit Avenue, Inkwell Beach, the Oaks Bluff Ferry Terminal, and the Flying Horses Carousel, the oldest platform carousel in the country and a national historic landmark. Venturing out, enjoy exploring the Aquinnah Cliffs, swimming in the warm waters of Nantucket Sound, and discovering Joseph Sylvia State Beach ideal for its windsurfing, beachcombing, and fishing. Other attractions include downtown Edgartown and the Gayhead Lighthouse. Numerous dining and shopping options will also be available at your fingertips. brbrBack at your stay, peace abounds in the gleaming, full, open kitchen, comfortable living room with vaulted ceilings, and outside in the expansive backyard. Precious moments of family time will come with ease as you prepare barbecued meals and dine al fresco in the yard. Afternoons in can be spent over the Ping-Pong table or in the living room, gathered around the coffee table, playing a board game. The home's private washer/dryer ensures your vacation wear is always clean, and partial air-conditioning keeps you cool no matter the temperature outside. brbrRest easy each evening as you tuck under the soft linens adorning the bedrooms. The perfect vacation awaits, all there's left to do is book! brbrHouse RulesbrCheck-in time: 4:00 PMbrCheck-out time: 10:00 AMbrAll guests shall abide byour good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AMbrNo smoking is permitted anywhere on the premises.brbrParking notes: There is free parking available for 2 vehicles.brbrSecurity camera details: Ring doorbellbrbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Exceptional(10)

$851.87

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Private Vacation Home

Elegant Dream Home w/ Luxurious Living Spaces, Full Kitchen, & Wraparound Porch

Oak Bluffs, Massachusetts, United States

Oak ManorbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your dream getaway in the charming town of Oak Bluffs, MA! This delightful two-story Victorian home is perfectly situated just a stone's throw away from the beach, restaurants, and shopping, making it an ideal retreat for families and friends alike. With a bit of a water view from the front porch, you can enjoy the ocean breeze by while sipping your morning coffee or unwinding in the evening.brbrThe location is unbeatable...a car is not necessary! Just one block from the park and only three blocks from the vibrant center of town, you'll find everything you need within easy walking distance including the ferry, downtown, bus to check out the island and beach. The historic Flying Horses Carousel, arcades, bowling alleys, and ice cream parlors are all nearby, ensuring that kids will have endless fun. Plus, Inkwell Beach and Oak Bluffs Town Beach are less than a five-minute walk away, perfect for sun-soaked days by the water.brbrInside, the home combines throwback charm with modern amenities. Enjoy the comfort of central AC, a fully equipped kitchen with a fridge, stove, and dishwasher, and a cozy living room with cable TV. The outdoor space features a deck, outdoor shower and patio with furniture and a gas grill, ideal for summer barbecues and al fresco dining. With a washer/dryer and all the essentials provided, you can relax and enjoy your vacation without a worry.brbrWhether you're looking to explore the local nightlife, indulge in delicious seafood, or partake in outdoor adventures like sailing and kayaking, this Oak Bluffs home is the perfect base for your island getaway. Book your stay today and make unforgettable memories in this picturesque coastal paradise!brbrThings to KnowbrbrParking notes: There is free parking available for 2 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 4

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Bath 4

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Exceptional(21)

$494.22

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Private Vacation Home

Lakefront Cottage with a Deck, Free WiFi, Gas Grill - Close to Ferries & Beaches

Oak Bluffs, Massachusetts, United States

Sunset MeadowsbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThe stunning waterways and marshlands of Martha's Vineyard are just outside your door at this two-bedroom Oak Bluffs home, a charming island cottage that offers a lovely back deck, an ideal location close to the ferries, and views of Brush Pond, Lagoon Pond, and Vineyard Sound.brbrBeautifully situated on the eastern edge of Brush Pond, this single-level home enjoys waterfront views that reach all the way to downtown Vineyard Haven. It's also just over one mile from the Oak Bluffs Steamship Authority and Oak Bluffs Town Beach, two miles from the Vineyard Haven Steamship Authority, and only four miles from the gorgeous expanse of Joseph Sylvia State Beach. brbrWhether you're planning a family vacation or a summer getaway with friends, this quaint cottage puts you within walking distance of the ferries, ocean beaches, restaurants, and shops that make Martha's Vineyard so special. brbrYou'll find hardwood floors, large windows, and vibrant hues of blue and green in the sunny and cheerful living space. Return home from a day on the beach (sand-free, thanks to the outdoor shower) and challenge your friends to a board game, or use the WiFi to make dinner reservations in downtown Oak Bluffs.brbrThe blue-and-green motif continues in the full kitchen, which features butcher block countertops, full-size appliances, and even a dishwasher to handle the clean-up. Use the lobster pot to boil freshly caught seafood, and sit down for dinner at the spacious indoor dining table. The home is equipped with a private washer and dryer. The living room area has an A/C minisplit which will help you feel cool and comfortable in the summer months.brbrBut there are few reasons to stay inside when such beautiful views await on the back deck. Spend your days sunbathing on an Adirondack chair or simply admiring the stunning view of Brush Pond, Lagoon Pond, and Vineyard Haven; each evening, fire up the gas grill for a sunset meal at the patio table.brbrHead down to one of the nearby beaches each morning to catch a beautiful sunrise. You'll come home to a TV with basic cable and a DVD player to help you unwind. brbrWith two bedrooms and one full bathroom, this home will comfortably sleep as many as four guests. The master bedroom offers a queen-size bed, while the guest room features a twin-size futon. brbrAnd you need not worry about keeping your beach clothes salt- and sand-free. This home is equipped with a private washer and dryer, as well as baseboard heat for chilly island evenings.brbrAs one of New England's most beloved beach destinations since the 19th century, Oak Bluffs is a place for leisurely bike rides and afternoon swims in the warm waters of Nantucket Sound. The calm waves of Oak Bluffs Town Beach are perfect for families, and you'll be just a few blocks from the Flying Horses Carousel, the oldest platform carousel in the country and a national historic landmark.brbrJust a few miles south of Oak Bluffs, the two-mile expanse of Joseph Sylvia State Beach is ideal for windsurfing, beachcombing, and fishing for striped bass. brbrDon't miss this opportunity to enjoy the breathtaking landscapes of Martha's Vineyard - reserve your stay at this Oak Bluffs cottage today!brbrParking notes: There is free parking available for 2 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Bath 1

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Home Most popular vacation rentals in Oak Bluffs