Vacation Home Rentals By Owner In Oak Bluffs, MA

$1489.67

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

Oak Bluffs, Massachusetts, United States

Our amazing property is a perfect place to spend with family andbrfriends! The property is wonderful for everything from a memorablebrfamily vacation to a serene couples retreat. You and your guests willbrbegin to enjoy the feeling of privacy the minute you arrive. You can'tbrbeat the location of this home! It is conveniently located in OakbrBluffs, just minutes to all the Island's amenities - beaches, shops,brrestaurants, airport, and ferries. Also minutes away from the townbrcenters of Oak Bluffs, Vineyard Haven, and Egdartown! A short bikebrride or drive will land you at some of the island’s best parks,brbeaches, fishing, entertainment, shops, ferries, restaurants,brhistorical landmarks, art galleries and much more. The Island AlpacabrFarm is steps away from the property!brbrThis home can be rented individually or if you need more space, pleasebrview our other two listings. The three homes are just steps from onebrother: brbrhttps://www.vrbo.com/9397806habrhttps://www.vrbo.com/3855510habrbrThe home was completely updated in 2019, with an all new interior thatbris bright and fresh! It features an open floor plan, with a brightbrkitchen, all new appliances and new finishes. The kitchen opens tobrthe dining area that seats eight, and into the comfortable living room with fireplace. The dining area and living room space opens onto a large deck where the family can gather day or evening. A separate den/club room is just off the kitchen/dining area. It isbrcomplete with convertible card table for family fun! Also, on the first floor is a Master bedroom, full bathroom en-suite and a hallway powder room. The second floor features two large bedrooms, and two full bathrooms. The washer/dryer is in the unfinished basement. The lot is landscaped and private.brbrDetails:br3 bedrooms, and 3.5 bathrooms.br* Master Bedroom: King/en-suite bathroombr* Bedroom 2: Queen/en-suite bathroombr* Bedroom 3: Two Twins/adjoining bathroombr* Den/Club room.br* Large, furnished deck with access from dining/living rooms andbrMaster bedroom.br* Laundry in basement.br* Outdoor shower.brbrAdditional notes:br* Linens and towels are supplied.br* Beach towels are available for your use.br* Kitchen is equipped with everything you will need to cook and servebrmeals.brbrThe house is air conditioned and heated.brbrOn arrival you will receive a wifi password.brbrOur housekeepers come prior to check in, and after check-out. Abrcleaning fee in the amount of $500 will be added to all rentals. Also,breach approved guest over the maximum number of guests (6 max) willbrincur a $100 per night (per person) fee. For an additional fee thebrhousekeepers can come more frequently. Cost depends on your needs.brbrThe refundable security deposit is $500. This will be returned withinbr14 days of check out.brbrGuest is also required to get the Property Damage Protection policy for $79. Upon receipt of signed contract, Guest must go to www.propertydamageprotection.com and purchase the “Standard” plan for $79 which provides $3,000 in coverage.brbrOur house manager and caretaker will be your direct contactsbrthroughout your stay. They are happy to help with anything specificbryou need. If anything on site needs to be addressed our caretaker willbrhandle. Our caretaker will be there to greet you and your guests. Hebrwill give you a walk through of the home and answer any questions youbrmay have.brbrWe do NOT allow weddings or events of any kind to take place on thebrproperty.brbrNO pets allowed.brbrMartha's Vineyard has many charming shops with unique clothing, artsbrand crafts, eclectic gifts, gear, candy, and lots more for shoppers.brGreat parks, beaches, fishing and lots of terrific bike paths forbroutdoor fun. Local markets for groceries, fine wines, farmers markets,brand pharmacies are all close by. Movie theaters, arcade, and thebroldest carousel in the US, the Flying Horses, are all nearby. Charterbrboats, jet skiing, para-sailing, bikes and jeeps are available for thebradventurous. Oak Bluffs has a great library, arts district, andbrhistorical sites to visit too. Eat out everyday at a differentbrrestaurant, from fine dining to snack bars, or pick up some freshbrseafood to cook at home in the fully equipped gourmet kitchen. Watchbrbeautiful sunsets while enjoying a glass of wine on Oak Bluffs Harborbror while relaxing comfortably at home with friends and family.brGetting around the island is easy! Rental car, taxi, or bike... all easybrand convenient options. Also, Martha's Vineyard offers a comprehensivebrbus system that connects all towns, Edgartown, Oak Bluffs, VineyardbrHaven, Aquinnah, Chilmark, and West Tisbury. Frequency of servicebrvaries with the season, but buses run regularly year-round and are abrgreat cost-effective way to see the beauty of the Island. You can paybras you go, or purchase 1-day, 3-day, or 1-week bus passes on thebrbuses, at the Steamship Authority or at the Edgartown Visitors Center.brBuses may be boarded at stop or flagged en route in safe places forbryour convenience. All Vineyard Transit Authority (VTA) buses arebrhandicap accessible. Visit their website for current schedules, route maps, fares and additional information. VTA buses are all equippedbrwith bike racks, so you can take your bike with you on your morebrdistant excursions—bike and bus— it's a great way to go!

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$2680.8

/ Nightly

Private Vacation Home

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Oak Bluffs, Massachusetts, United States

Our amazing property is a perfect place to spend with family and friends! The property is wonderful for everything from a memorable family vacation to a serene couples retreat. You and your guests will begin to enjoy the feeling of privacy the minute you arrive. You can't beat the location of this home! It is conveniently located in Oak Bluffs, just minutes to all the Island's amenities - beaches, shops, restaurants, airport, and ferries. Also minutes away from the town centers of Oak Bluffs, Vineyard Haven, and Egdartown! A short bike ride or drive will land you at some of the island’s best parks, beaches, fishing, entertainment, shops, ferries, restaurants, historical landmarks, art galleries and much more. The Island Alpaca Farm is steps away from the property!brbrThis home can be rented individually or if you need more space, please view our other two listings. The three homes are just steps from one other:brbrhttps://www.vrbo.com/7953697habrhttps://www.vrbo.com/3855510habrbrThe home was completely remodeled in 2019, with everything new and updated. It features a bright, gourmet kitchen that opens to a gorgeous dining area that seats eight. The dining area opens onto a large deck where the family can gather day or evening. The comfortable living room opens to the dining area. Also, on the first floor is a Master bedroom, full bathroom with a bench seat and storage. The second floor features two large bedrooms and a full bath. The washer/dryer is also on the second floor. The finished basement is where you will find a large family room, an amazing bathroom with walk in shower and bunkbeds. The lot is landscaped and private.brbrDetails:brbr3 bedrooms, 1 bunk room, and 3 bathrooms.brbr* Master Bedroom: King/adjoining bathroombr* Bedroom 2: Queen (bathroom in hallway)br* Bedroom 3: Two Twins (bathroom in hallway)br* Finished Basement: Bunks/adjoining bathroombr* Dining room with slider leading out to deckbr* Laundry br* Large deck with outdoor furniturebrbrbrAdditional notes:br* Linens and towels are supplied. br* Beach towels and chairs are available for your use.br* Kitchen is equipped with everything you will need to cook and serve meals.brbrThe house is air conditioned and heated.brbrOn arrival you will receive a wifi password.brbrOur housekeepers come prior to check in, and after check-out. A cleaning fee in the amount of $750 will be added to all rentals. Also, each approved guest over the maximum number of guests (10 max) will incur a $100 per night (per person) fee. For an additional fee the housekeepers can come more frequently. Cost depends on your needs.brbrThe refundable security deposit is $750. This will be returned within 14 days of check out.brbrGuest is also required to get the Property Damage Protection policy for $79. Upon receipt of signed contract, Guest must go to www.propertydamageprotection.com and purchase the “Standard” plan for $79 which provides $3,000 in coverage.brbrOur house manager and caretaker will be your direct contacts throughout your stay. They are happy to help with anything specific you need. If anything on site needs to be addressed our caretaker will handle. Our caretaker will be there to greet you and your guests. He will give you a walk through of the home and answer any questions you may have.brbrWe do NOT allow weddings or events of any kind to take place on the property.brbrNO pets allowed.brbrMartha's Vineyard has many charming shops with unique clothing, arts and crafts, eclectic gifts, gear, candy, and lots more for shoppers. Great parks, beaches, fishing and lots of terrific bike paths for outdoor fun. Local markets for groceries, fine wines, farmers markets, and pharmacies are all close by. Movie theaters, arcade, and the oldest carousel in the US, the Flying Horses, are all nearby. Charter boats, jet skiing, para-sailing, bikes and jeeps are available for the adventurous. Oak Bluffs has a great library, arts district, and historical sites to visit too. Eat out everyday at a different restaurant, from fine dining to snack bars, or pick up some fresh seafood to cook at home in the fully equipped gourmet kitchen. Watch beautiful sunsets while enjoying a glass of wine on Oak Bluffs Harbor or while relaxing comfortably at home with friends and family.brbrGetting around the island is easy! Rental car, taxi, or bike… all easy and convenient options. Also, Martha's Vineyard offers a comprehensive bus system that connects all towns, Edgartown, Oak Bluffs, Vineyard Haven, Aquinnah, Chilmark, and West Tisbury. Frequency of service varies with the season, but buses run regularly year-round and are a great cost-effective way to see the beauty of the Island. You can pay as you go, or purchase 1-day, 3-day, or 1-week bus passes on the buses, at the Steamship Authority or at the Edgartown Visitors Center. Buses may be boarded at stop or flagged en route in safe places for your convenience. All Vineyard Transit Authority (VTA) buses are handicap accessible. Visit their website for current schedules, route maps, fares and additional information. VTA buses are all equipped with bike racks, so you can take your bike with you on your more distant excursions—bike and bus— it's a great way to go!

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Bath

Sleeps

$1103.54

/ Nightly

Private Vacation Home

A Close to All Oak Bluffs Oasis!

Oak Bluffs, Massachusetts, United States

Nestled at the end of a cul-de-sac, this home is the ideal spot for a peaceful island retreat. It sits on over a1/2 acre of land, bordered by foliage, with streaming light through every window. The home features three bedrooms with two full bathrooms and a powder room. It comfortably sleeps 6-10 guests. With a private driveway, 2-3 cars may be kept on the property with a Tesla car charging station included. While this home has an 'out of the way' feel, it's close to the island's most popular attractions. The home is equidistant (approximate10 minute drive) from Circuit Avenue in Oak Bluffs, Main Street in Vineyard Haven, and Water Street in Edgartown for shopping and fine food locations.

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$422.86

/ Nightly

Private Vacation Home

Conveniently located near Town

Oak Bluffs, Massachusetts, United States

This comfortable home has all the amenities of home in an idyllic setting, easy access to town, beach and gorgeous East Chop. Sit in the shade under the grape vine in our yard in a classic Martha's Vineyard setting, walk into town to shop or sightsee, or take a morning walk/run along the East Chop Road to the lighthouse. Whatever your fancy, you will be close to those activities in our centrally located home. If just relaxing is your fancy, sit and read a book in our enclosed porch area and watch the world go by! Bedroom air conditioning units and ceiling fans in every newly painted pastel room make it comfortable inside or out. brbrDon't miss out on the beauty of Martha's Vineyard. It is just as spectacular in the spring and fall!brbrKeywords: House

3

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2

Bath

7

Sleeps

$2864.31

/ Nightly

Private Vacation Home

5-Bedroom Waterfront Retreat on Seaview Ave in Oak Bluffs

Oak Bluffs, Massachusetts, United States

Part of the exquisite waterfront retreat that is 348 Seaview Avenue in Oak Bluffs is the thoughtfully renovated 5-bedroom Main House. Perched on a bluff overlooking Nantucket Sound, this waterfront home is part of a compound in the Harthaven area of Oak Bluffs that enjoys 150 feet of private beach. brbrYou can rent this home alone or with the other house on the property (https://www.vrbo.com/4770982).brbrFully and thoughtfully renovated in 2022, this house is furnished with pieces that exude both casual elegance and comfort. The kitchen is well-equipped and stocked with everything you need to cook at home. Rest from your daily adventures on luxury mattresses with high-quality bed linens.brbrThe first floor features an open floor plan that capitalizes on the unobstructed views across Nantucket Sound. The outdoor spaces are as well-appointed as the indoor ones. The extended deck has outdoor sofas, tables, chairs, and a table firepit. brbrThe resort-like private beach area features cushioned lounge chairs, Adirondack chairs, umbrellas, and two large firepits. You can also enjoy kayaks, paddleboards, and a tetherball pole. This house is one of three houses on the compound, so anyone staying at the property is welcome to relax on the beach.brbrA 3-night minimum stay applies during the shoulder season.

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$567.5

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Private Vacation Home

Family home located near everything needed for the perfect vacation.

Oak Bluffs, Massachusetts, United States

The house was recently renovated with new appliances and other furnishing. Appliances include a convection oven, dishwasher, washer and dryer, fully air conditioned, has an outdoor shower, gas grill and outdoor furnishings. Outdoor shower is on the back deck. The windows are covered by blackout blinds, perfect for sleeping in. Conveniently located to everything needed to entertain a family, both adults and children. The arts district is a stones throw away.

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$746.16

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Private Vacation Home

Beautiful downtown Oak Bluffs!

Oak Bluffs, Massachusetts, United States

Beautifully decorated ranch style home in Oak Bluffs Center. Close to the beach, restaurants, shopping, parks, library and downtown Oak Bluffs. There is a huge front yard to enjoy playing ball, swinging in the tree, catching sun or just listening to the birds. There is also a lovely large back deck with an outdoor shower, fire-pit for s'mores, and furniture for good conversation with your favorite cup of coffee / glass of wine!

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$2040.12

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Private Vacation Home

Welcome to your perfect island retreat nestled in a private Oak bluffs Enclave

Oak Bluffs, Massachusetts, United States

This light filled modern, five ensuite bedrooms plus half bath home has everything you need for a perfect getaway. On the floor is the primary bedroom with king bed, features bathroom with stand along soaking tub, balcony, queen size beds in two other rooms, and a set of twin beds. First floor bedroom, with queen size bed. Relax on the expansive secluded front porch with your cup of coffee or red stripe beer. The gourmet kitchen with expansive center island offers ample seating for meal times. Dining room table seats ten. Fire up the backyard grill on the bluestone patio for outdoor gatherings. The development is located across from Farm Neck golf course and is approximately 4 miles from the nearest beach. The bustling town area is only a bike ride away. Whether you are seeking beachside adventures, biking or walking nearby trails, this Oak Bluffs retreat is your escape for unforgettable Vineyard memories.

5

Bed

6

Bath

10

Sleeps

$3123.8

/ Nightly

Private Vacation Home

Spacious, historic, air-conditioned 8-BR 4-BA beauty in the heart of Oak Bluffs

Oak Bluffs, Massachusetts, United States

Oak Bluffs is waiting for you at this 8-bedroom house. With 2 king beds, 4 queen beds, 3 full beds, and more, this enchanting property is perfect for large groups. Enjoy the amenities like a hair dryer, AC, and a jetted bathtub. Kickback, relax, and enjoy an evening on the porch where Martin Luther King and Adam Clayton Powell took in the evening ocean breezes. Across the street from the renowned Inkwell Beach, walking distance to the Ferry, the Flying Horses, the Gingerbread Houses, shopping and more, Villa Rosa is everything Oak Bluffs has to offer.

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$997.32

/ Nightly

Private Vacation Home

Oak Bluffs - Quiet Neighborhood - Walk to Town, Ferry, Library and more!

Oak Bluffs, Massachusetts, United States

This property is situated in a quiet neighborhood just a short walk to downtown Oak Bluffs. This location is perfect. All the amenities of Oak Bluffs are just a stroll away including beaches, restaurants, parks, ferry, library, and more, but it is far enough away from the hustle and bustle of Oak Bluffs that you can enjoy plenty of peace and quiet. brbr*** New outdoor shower in 2024 *** Newly installed, large outdoor shower with changing area. brbrAdditional property amenities include mini-split a/c, spacious living room with plenty of seating, full size dining table, large deck with gas-fueled fire pit, flat grassy yard, large shed for bike storage, and off street parking for up to 4 vehicles. brbrSunday to Sunday in July and August (minimum 7 nights). 3 night minimum on select holiday weekends. 2 night minimum on all other dates. Discounts available for longer stays. brbrSigned lease agreement to accompany booking.

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$902.91

/ Nightly

Private Vacation Home

Beautiful Contemporary Farmhouse close to Oak Bluffs

Oak Bluffs, Massachusetts, United States

WEEK OF JUNE 27th TO JULY 4th AVAILABLE. HAVE TRANSFERABLE FERRY TICKETS AVAILABLE FOR PURCHASE.brbrBeautifully maintained contemporary farmhouse features an open floor plan. The first floor has an open kitchen, dining, living area and spacious family room /den with a sleep sofa and French doors for privacy with a full bath. The living room includes a gas fireplace to relax at the end of the day.brbrUpstairs has three spacious bedrooms, sitting area and two more full baths. You will love the wrap-around farmer's porch which includes a screened-in section. Porch is complete with rockers and multiple sitting areas. Outside living areas also include a back deck and patio area in the fenced in yard that is beautifully landscaped. An outdoor shower (a must for the Vineyard) is off the back deck.brbrThis just under 2,000 square foot house is well equipped with central air, washer, dryer, beach chairs, two large screen televisions, wireless internet and gas grill. Location is convenient to town center of Oak Bluffs, ferries, local beaches and bike paths. Enjoy the sunsets or early morning stroll on the Lagoon which is a short 5-10 minute walk away.brbr3 Bedrooms with a King, Queen and 2 twin beds. Additional sleeper bed in the sectional couch in the family room. Sleeps 8 with use of the sleeper bed. 8 person maximum. Washer and Dryer. Pillows, towels, blankets and comforters are included.brbrNo Pets. No smoking. Linens not included.

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$1824.77

/ Nightly

Private Vacation Home

Relax & Renew at Luxury Villa with Heated Pool & Hot Tub,Tennis,Bikes,Firepit!

Oak Bluffs, Massachusetts, United States

Newly renovated luxury home with 2 king sized en suites and heated pool & hot tub is centrally located! 1.5 miles to downtown Oak Bluffs and less than 2 miles to downtown Vineyard Haven. brbrThis private community offers tennis & pickle ball courts, walk paths, biking paths and more! It's only 5 minutes drive to Farm Neck Golf Club as well as dining and shopping. Conveniently located!brbrThe new heated pool, spa and extended patio awaits you and your loved ones!brThe fully air-conditioned 5 BEDROOMS 3.5 BATHS home is in an established & desirable community with association tennis & pickle ball courts and easy walk to water. There is plenty of space for the whole family to spread out with both a more formal sitting room for reading and conversation and family room with fireplace just off the fully equipped kitchen. Enjoy the fire pit in the backyard! (Pool available Memorial Day through Sept 30)brbrStart your mornings out with coffee on the cozy covered porch. Lay in the hammock and read a book. Enjoy the lovely patio for grilling and dining al fresco! brJust off the patio is a conveniently located outdoor shower for use when you and your loved ones use the pool or return from a fulfilled day at the beach.brbrThere is an en suite king sized bedroom with full bathroom on the first floor. brOn the second floor; the primary bedroom with en suite bath allows for privacy and three more spacious bedrooms share a bathroom. The desk alcove allows you space to take those important conference calls.brbrThere is a variety of activities for everyone:brTennis, pickle ball, biking, corn hole game, a variety of board games or just simply relax in the hammock.

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$1996.24

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Private Vacation Home

Spectacular Classic Waterfront Cottage

Oak Bluffs, Massachusetts, United States

33 Beach captures the essence of Martha's Vineyard. Built around the turn of the century as a stop for the New York Yacht Club, Station 6 has seen more than a century of waterfront activity. Looking across the harbor at Vineyard Haven and West Chop, you can relax and watch the beautiful sunsets or find a perfect spot entertaining friends and family. The private deep water dock and mooring - perfect for swimming, fishing, kayaking, waterboarding or small powerboats. A one minute walk or swim from Eastville Point Beach, you are perfectly positioned on your waterfront cottage. Centrally located, Vineyard Haven just is across the harbor, 3 minutes by boat, or less than a mile by car; Oak Bluffs is a bit over a mile in the opposite direction. brbrA covered patio overlooks the dock and water, and an enclosed living room on the north side provides a cozy spot to read or chat while watching the waterfront activities. Theres a large fireplace in the middle of the house and common space for chilly nights. A small entertainment area provides a stack of games and puzzles, and a large screen TV when the kids need a break from the sun, and wireless Internet which can be reached throughout the house. The modern eat-in kitchen is in the middle of the common area with updated appliances is perfect for meals on the fly or an all day meal prep. brbrAdjacent to the deck, a stainless steel gas grill makes barbequeing a snap. A outdoor shower and open, uncovered deck in front of the covered porch which joins the dock makes for a lovely entertaining area for the evening. The first floor has a dining area for 8 (12 with leaves) makes dining a breeze. Three bedrooms upstairs (one king room and two dual-twin rooms) are up, and a main floor master provide great privacy for two families. Both bathrooms are on the first floor, along with a washer/dryer. brbrThe dock and waterfront are a focal point of the house - with beautiful sunsets over the Harbor. It provides a real connection to the water the history of Martha's Vineyard. Watching the ferry alone come and go reminds you where you are and why you are here. You can fish from our dock or in a kayak or motor boat. Striped bass are present from early May to November. Bonito are present in peak numbers in July and August. Albacore show up in mid August and stay into October. A Whaler can be rented by the day or week from Martha's Vineyard Boat Rentals or a Kayak delivered from Wind's Up both in Vineyard Haven. Part of the property to the east is a small lawn that is kept as natural sea grass but is a great protected area to play or relax.brbrThe property is adjacent to the Eastville Beach and also within walking distance of miles of walking trails in the MV Land Bank Conservation Land. Bikes can be rented and delivered from the Martha's Bike shop by the day or week, making it easy to enjoy the miles of safe bike trails on the island. Bike paths connecting Edgartown, Oak Bluffs, and Vineyard Haven town centers make getting around the island by two wheels a fun way to explore.brbrMA tax ID C0259242210br

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$583.63

/ Nightly

Private Vacation Home

Oak Bluffs Retreat - The perfect getaway!

Oak Bluffs, Massachusetts, United States

Six minute drive to beach! This two floor beauty with central AC boasts ample yard space and all the amenities you look for in a vacation home.brbrThe two bedrooms on the top floor feature private baths to assure the right amount of privacy. One bedroom offers a queen bed, while the other has twins. The den on the top floor is furnished with a daybed that can also sleep two twin size or be converted to one king size bed.brbrThe fully equipped kitchen comes complete with stainless steel appliances and faces a wrap-around dining area, which can easily accommodate six.brbrThe deck, located right off the kitchen, features seating for your favorite hot beverage in the morning and a tall bar table for your afternoon and evening cocktails. Those with an appetite for grilling can take advantage of the Weber gas grill and dine outdoors on the two nearby picnic benches.brbrAs you step down off the deck, to your left is an outdoor shower. Continue walking toward the shed and feel free to use the beach chairs located inside.

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$2204.99

/ Nightly

Private Vacation Home

Amazing Gem with Guest House and Private Sandy Beach on Lagoon Pond

Oak Bluffs, Massachusetts, United States

brNestled on a quiet road within walking distance to Oak Bluffs, this 3-bedroom house with a separate 1-bedroom guest house offers a light-filled, peaceful retreat with amazing Lagoon access for up to ten guests. brbrFeatured on HBO Max’s “Beach Cottage Chronicles” Season 3, Episode 10 -- The Lagoon House. brbrSee more at marthasvineyard-retreat.combrbrBeautifully renovated and superbly decorated, this home balances tasteful elegance and modern comfort. Exquisite stone patio opens to terraced steps leading to 130 feet of private, sandy beach on the Lagoon.brbrBeach Access! Extraordinary 137 feet of private, sandy beach on the Lagoon Pond just steps (48 steps to be precise) from your door. The Lagoon is warmer and calmer than the ocean, making it perfect for swimming (especially for little ones). Spending a day at South Beach, the Inkwell or Jaws Bridge is certainly not to be missed or minimized. But with a sandy beach and beautiful water just steps away, you can add in a morning dip or an afternoon paddle to your everyday routine. House includes two stand-up paddle boards, two single and one double kayak, boogie board, towable tube, clamming rake, beach chairs, umbrella and beach toys. Additional kayaks, paddle boards, small sailboats, windsurfing are rentable—delivered to the house or across the Lagoon. brbrPeaceful Lagoon View! Relax on the patio with a morning cup of coffee or an evening glass of wine. Enjoy glorious sunsets on the Lagoon with the Vineyard Sound in the distance while you listen to the sounds of the beach (seagulls and ferries) and breathe fresh sea air. Watch the local osprey and cormorants dive for meals or read a novel in the sun-filled living room or on the second story deck. The Master Bedroom faces the Lagoon, allowing you to relax in bed as you watch the morning ferry sail out of Vineyard Haven. brbrMain House. The main house hosts a second-story master bedroom (King) with master bath and second floor deck with spectacular views. There is a small room off the master bedroom with a daybed and armoire—perfect for a Pack-n-Play or just to spread out. brbrThe main floor offers two additional Queen bedrooms; a second full bathroom; a chef’s kitchen with state-of-the-art appliances and gorgeous island that opens to the chic, yet comfortable great room; and a dining room with wine fridge. The main floor opens to a beautiful blue-stone patio for outdoor relaxing, grilling and dining. An outdoor shower (unenclosed) is tucked around the corner. brbrGuest House. A separate guest house hosts one bedroom (two twins), full bath, kitchenette and living room (with pull out sleeper-sofa), plus an enclosed, light-drenched porch. brbrGreat set-up for extended family or two-family vacation. The home has A/C, parking for 4 cars, washer and dryer, gas grills, cable TV (with flat screens in the living room, master bedroom and Guest House), beach toys and high speed WiFi. Linens (sheets and towels) are included. brbrSee more at www.marthasvineyard-retreat.combrbrbrbr

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$1686.55

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Private Vacation Home

Beautiful Custom Home In Oak Bluffs

Oak Bluffs, Massachusetts, United States

Discover 4 spacious bedrooms with well planned living space with a inviting porch that wraps around 3/4 of the house is certainly an added attraction with an intimate deck ideal for entertaining, dining, or just plain relaxing. Easy bike ride to town or walk to town, Sandy Beaches, Niantic Park, Oak Bluffs Harbor, Shopping, and Restaurants.

4

Bed

3

Bath

12

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$948.33

/ Nightly

Private Vacation Home

East Chop Oasis, Oak Bluffs, MA

Oak Bluffs, Massachusetts, United States

Located in the heart of East Chop, this newly renovated 3 Bedroom, 2 Bathroom home is close to town, beaches, shops, restaurants and harbor! An open floor plan for family and friends to gather. If you prefer to be outside, you can enjoy the rocking chairs on the covered front porch or perhaps grill and dine on the private back patio. This is a comfortable home and a short distance to the harbor, ferry terminal, town library and Oak Bluffs shops and restaurants.brThe spacebrThis home has 3 bedrooms. Each room has a queen sized bed. One room includes a queen sized pullout couchbrOne bedroom is on the first floor and the other two are located on the second floor with a jack and Jill bathroom.

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$497.07

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Private Vacation Home

Cozy cottage 3/4 mile from Oak Bluffs harbor

Oak Bluffs, Massachusetts, United States

Family owned/charming home in Oak Bluffs, 1/2 mile walk to East Chop Lighthouse and slightly more to the town harbor, which connects to ferry terminals for Island Queen, Vineyard Fast Ferry, Seastreak, Hy-Line and Steamship Authority (Oak Bluffs terminal). Three bedrooms total with one king bed, one queen bed and two singles (bunk beds). One and a half bathrooms indoors plus an outdoor shower. Mini split provides air conditioning/heat throughout the house. Washer/dryer room for your convenience. Private parking for up to (2) vehicles. Relax on the deck or in the sun room with very quiet yard in peaceful wooded area. Wifi internet to work remotely on vacation or stream shows and movies. Smart TV, watch your Netflix, Hulu, Prime, etc. No traditional cable TV.

3

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1

Bath

6

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$2404.38

/ Nightly

Private Vacation Home

Spacious 6-bedroom house in fantastic Oak Bluffs with AC

Oak Bluffs, Massachusetts, United States

Welcome to this beautiful house in Oak Bluffs. With six bedrooms, including five queen beds, a twin bed, and a bunk bed, there’s plenty of space for guests to spread out comfortably. The six bathrooms feature showers, bathtubs, and even two jetted tubs for a relaxing soak. Guests can unwind in the nice living rooms. The loft is very inviting with a cozy sofa bed. Whether you’re gathering for a quiet evening or a lively get-together, this enjoyable home offers a perfect setting with swimming pool and hot tub. We hope you enjoy what our place and Oak Bluffs has to offer.

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$10244.63

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Private Vacation Home

THE PARK ESTATE! Your Martha's Vineyard Getaway!

Oak Bluffs, Massachusetts, United States

Our amazing property is a perfect place to spend with family and friends! The property is wonderful for everything from a memorable family vacation to a serene couples retreat. You and your guests will begin to enjoy the feeling of privacy the minute you arrive as you drive down the long tree lined stone driveway to the inviting circular motor court. You can't beat the location of this estate! It is conveniently located in Oak Bluffs, just minutes to all the Island's amenities - beaches, shops, restaurants, airport, and ferries. Also minutes away from the town centers of Oak Bluffs, Vineyard Haven, and Egdartown! A short bike ride or drive will land you at some of the island’s best parks, beaches, fishing, entertainment, shops, ferries, restaurants, historical landmarks, art galleries and much more. The Island Alpaca Farm is steps away from the property!brbrThe home features a gourmet kitchen that opens to a gorgeous family room with a stone fireplace. The finished basement is where you will find an amazing bunk room that will make any child or adult jump for joy! Each of the four bunks include a luxurious queen size mattress, lighting, storage closet, and outlets. A beautiful center staircase separates the bottom two bunks and leads you up to the top two. Just off the foyer you will enjoy a beautiful office with gorgeous bookshelves, comfortable furnishings, and a desk for those of you who need to get a little work done. A large walk-in pantry is just off the kitchen and mudroom.brbrDetails:brbr5 bedrooms, 1 bunk room with 4 queen bunks, 4 full bathrooms, and 2 powder bathrooms.brbr* Master Bedroom: King w/ bathbr* Bedroom 2: Queen w/ bathbr* Bedroom 3: Queen w/ connecting bath to 4th bedroom and rooftop patiobr* Bedroom 4: Full w/ connecting bath to 3rd bedroombr* Bedroom 5: Queen w/ bath (portable crib and highchair in closet) on the main floorbr* Playroom: 4 Queen bunk beds downstairs in the finished basement. Each bunk has it's own outlet, lighting, and storage. **Please note, there is not a bathroom in the basement. There is a powder bathroom at the top of the basement stairs, as well as a full bathroom with shower/tub in the guest bedroom, adjacent from the basement stairs.br* Dining room, with seating for 10, and french doors leading out to the patiobr* Laundry roombr* Office with sitting area, desk, and pianobr* 3 Season room beautifully furnishedbr* Outdoor dining table for 10 in the gardenbr* Patio with BBQ and dining table for 10brbrAdditional notes:br* Linens and towels are supplied. br* Beach towels, chairs, and umbrella are available for your use.br* Kitchen is equipped with everything you will need to cook and serve meals.brbrThe house is air conditioned and heated, except for the finished basement. A portable air conditioning unit and electric heater are set up in the finished basement.brbrThe pool is closed during the winter season from late September through early May. Exact dates depend on ground temperatures.brbrThis home can be rented individually or if you need more space, please view our other two listings. The three homes are just steps from one other:brbrhttps://www.vrbo.com/7953697habrhttps://www.vrbo.com/9397806habrbrOn arrival you will receive a wifi password.brbrThe carriage house / garage is currently being used as owner storage.brbrOur housekeepers come prior to check in, and after check-out. A cleaning fee in the amount of $800 will be added to all rentals. For an additional fee the housekeepers can come more frequently. Cost depends on your needs.brbrGuest is also required to get the Property Damage Protection policy for $99. Upon receipt of signed contract, Guest must go to www.propertydamageprotection.com and purchase the “Max Protect” plan for $99 which provides $5,000 in coverage.brbrOur house manager and caretaker will be your direct contacts throughout your stay. They are happy to help with anything specific you need. If anything on site needs to be addressed our caretaker will handle. Our caretaker will be there to greet you and your guests. She will give you a walk through of the home and answer any questions you may have.brbrWe do NOT allow weddings or events of any kind to take place on the property.brbrNO pets allowed.brbrMartha's Vineyard has many charming shops with unique clothing, arts and crafts, eclectic gifts, gear, candy, and lots more for shoppers. Great parks, beaches, fishing and lots of terrific bike paths for outdoor fun. Local markets for groceries, fine wines, farmers markets, and pharmacies are all close by. Movie theaters, arcade, and the oldest carousel in the US, the Flying Horses, are all nearby. Charter boats, jet skiing, para-sailing, bikes and jeeps are available for the adventurous. Oak Bluffs has a great library, arts district, and historical sites to visit too. Eat out everyday at a different restaurant, from fine dining to snack bars, or pick up some fresh seafood to cook at home in the fully equipped gourmet kitchen. Watch beautiful sunsets while enjoying a glass of wine on Oak Bluffs Harbor or while relaxing comfortably at home with friends and family.brbrGetting around the island is easy! Rental car, taxi, or bike… all easy and convenient options. Also, Martha's Vineyard offers a comprehensive bus system that connects all towns, Edgartown, Oak Bluffs, Vineyard Haven, Aquinnah, Chilmark, and West Tisbury. Frequency of service varies with the season, but buses run regularly year-round and are a great cost-effective way to see the beauty of the Island. You can pay as you go, or purchase 1-day, 3-day, or 1-week bus passes on the buses, at the Steamship Authority or at the Edgartown Visitors Center. Buses may be boarded at stop or flagged en route in safe places for your convenience. All Vineyard Transit Authority (VTA) buses are handicap accessible. Visit their website for current schedules, route maps, fares and additional information. VTA buses are all equipped with bike racks, so you can take your bike with you on your more distant excursions—bike and bus— it's a great way to go!

6

Bed

5

Bath

16

Sleeps

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