Home Vacation Rentals By Owner In Edgartown, MA

Showing 180 Of 327 Vacation Rentals
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Exceptional(52)

$1014.61

/ Nightly
Private Vacation Home

5 minute walk to downtown Edgartown, very close ride to State Beach/South Beach.

Edgartown, Massachusetts, United States

This comfortable and charming home is located within a 5 minute walk to downtown Edgartown with great shopping, movie theater, quiet harbor and fabulous restaurants. A 5 minute drive will get you to the quiet State Beach or a 10 minute drive will bring you to the roar of the ocean at South Beach. It is located near all the major Island roads, making it an easy ride to any of the other Island towns and attractions. It's right on the bus line if you want to leave your car behind for the day. This home features four crisp bedrooms each with a good sized closet. The kitchen was just remodeled featuring a gas stove, granite countertop and a granite peninsula where a small group can gather to eat. It also has a good sized kitchen table and sliding glass door out to the patio. There is lots of light. The local grocery store is just around the corner. The comfortable living room has a flat screen TV and DVR for watching movies on rainy days. It is an open floor plan. There are beautiful hardwood floors throughout. Outside is a furnished patio area with gas grill, large yard for lawn games and an outdoor shower with hot and cold water. Air conditioning throughout with controls in each room. There is a basketball hoop for practicing outside. brRental is from Sunday to Sunday in July & August.br
Bed 4

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Bath 2

Bath

Sleep 9

Sleeps

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$1711.83

/ Nightly
Private Vacation Home

Luxurious New Katama Gambrel With Pool

Edgartown, Massachusetts, United States

POINT B EXCLUSIVE - This luxurious Gambrel is designed for the indoor-outdoor Vineyard lifestyle, with a modern layout inside and outdoor living centered around the pool, patio and deck.brbrThe indoor living space includes open Living, Dining, and Kitchen Areas on the first floor. The Living Area has a dramatic two-story vaulted angular ceiling with balcony overlook. Sofa and chair seating is centered around the gas fireplace. The adjacent Dining Area is framed by a wall of glass windows and sliding doors that open out to the deck and pool area. The fully-equipped Chef's Kitchen has a large center prep island/breakfast bar, Viking commercial stainless appliances, and quartz counters.brbrJust off the Living Area is a separate TV/Family Room with large screen TV and sofa seating. A sliding glass door opens out to the pool area. The Primary Bedroom is also located on the first floor. It has a deluxe bath with soaking tub and glass walk-in shower. The other three Bedrooms are upstairs. There is a second Primary Bedroom with deluxe en suite bath, and the two other Bedrooms share a Jack and Jill bathroom with double vanity and glass walk-in shower.brbrThere is a new deluxe Lower Level that greatly expands the living spaces. There is a new Bedroom with private en suite bath. A second TV/Family Room with sofa and chair seating and large screen TV has been added. There is a Gourmet Kitchen and Dining Area for four. The Kitchen has a sink, Viking oven, microwave, dishwasher, plus wine refrigerator, and two refrigerator drawers. The Game Area has a ping pong table, and the Fitness Room has a Peleton bike, treadmill, and weights, plus a large screen TV. brbrOutdoor living revolves around the 14 by 30-foot heated pool. There is a bluestone patio surround with sun lounging area, and a large mahogany deck. There is outdoor lounge and dining seating. Sliding doors from the Dining/Kitchen Area and TV/Family Room open out to the pool area and backyard. A third door enters a Mudroom Area with half bath.brbrFrom its convenient Katama location, downtown Edgartown is about a mile away, and South Beach is about two miles.brbrNOTE: Pool is heated to 80 degrees and included in the rent for July and August. There is a heating surcharge of $250/week in June and September, and $350/week in May and October, if the pool is open.
Bed 5

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Bath 5

Bath

Sleep 12

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Exceptional(31)

$335.1

/ Nightly
Private Vacation Home

Classic Chappy Beach House, big water views, near the water

Edgartown, Massachusetts, United States

You've heard about location, right If you are looking for a cute, clean, place to vacation on Chappy near the water, this is it. Only a handful of homes can claim views and close proximity to Katama Bay like ours. You can also see the ocean over south beach. Just walk down the yard and with a few extra steps you are at the bay. Birds come and go all day from the tidal pond in front of the house. Shaded sitting area, deck, sunsets over the Vineyard. After a day at the beach, you'll never forget taking an outdoor shower in the afternoon sun. Don't worry, the sides are enclosed for privacy. Kids love it here, so close to the beach. There is endless opportunity to play in the tidal stream and pond and look for wildlife. The sand on the beach in front is great to play in or spend a quiet afternoon away from it all. Fisherman will also appreciate the lighted outdoor filet table. The house is perfectly positioned for afternoon sun, and a cool breeze off the ocean and bay. Sunsets are beautiful, right from the deck and dining room. The kitchen and bathroom were recently updated. Ask about possible use of kayak, paddle boards and bikes. Feel free to contact me with questions before requesting a reservation. August renters please ask me about my transferrable Steamship auto reservations !!! No extra cleaning fee!
Bed 4

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Bath 1

Bath

Sleep 8

Sleeps

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Exceptional(2)

$1447.19

/ Nightly
Private Vacation Home

EDGARTOWN PRIVACY WITH A HEATED POOL AND CENTRAL AC

Edgartown, Massachusetts, United States

Welcome to 36 Hamblen Way - Your Edgartown Retreat. Our mission is simple, to provide you and your family with an unforgettable Vineyard experience rooted in comfort, privacy, and natural beauty.brbrTucked away on the outskirts of historic downtown Edgartown, this home offers a rare blend of space and seclusion, making it a true gem in one of the island’s most sought-after locations. Surrounded by mature trees and open sky, the property connects you to nature while keeping you close to the charm and amenities of town.brbrInside, you'll find four thoughtfully furnished bedrooms, two full bathrooms, and central air conditioning throughout—ensuring a cool and comfortable stay even on the warmest summer days. With its southern exposure, sunlight pours into most rooms throughout the day, creating a bright and welcoming atmosphere.brbrNew as of Summer 2023, our 40' x 20' in-ground pool can now be enjoyed heated at your request, extending your poolside fun well into the evening hours.brbrWhether you're lounging poolside, gathering with loved ones in the common spaces, or unwinding in one of the serene bedrooms, there's something for everyone to enjoy. And yes—we’re pet-friendly, because no family vacation is complete without your four-legged companions.brbrLastly, we believe in true Vineyard hospitality. Our local caretaker is always nearby to ensure your stay is smooth and stress-free, offering help should any needs arise.brbrPlease reach out with any questions. We’d love to hear from you.
Bed 4

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Bath 2

Bath

Sleep 8

Sleeps

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$9495.23

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Private Vacation Home

Luxury Field Club Compound with Pool and Barn

Edgartown, Massachusetts, United States

This Martha’s Vineyard compound is situated in the exclusive Edgartown Field Club, just a mile away from both historic Edgartown and some of the finest beachfront on the island. The property has two generous master suites and then three additional bedrooms for kids/guests/ The property features a main house, a Carriage House, and a pool house. with five generously sized bedrooms, each featuring en suite bathrooms. There is also a large carriage house that has a one-bed/one-bathroom suite above a massive 1st floor, complete with two bars and an entertainment area. brIt is an entertainer paradise; amenities abound, including luxuriously decorated living spaces, a sound system, multiple fireplaces, a patio, decks and balconies, and a luxurious pool and spa added in 2013. The landscaping is meticulously maintained, and the property offers unrivaled indoor and outdoor living.brThe spaces are large and well-appointed. You will not want to leave this amazing residence.brbrA few words about this listing.brI took all of the photographs with my iPhone 15 ProMax this fall. The light was not great, and the pools (if the property has one) were covered. I tried to get a professional photographer to take them but it was hard to do and coordinate a time when these properties were empty as they are quite busy. brSome of the beds are not even set up yet. This is indicative of how much this owner cares for these properties (we represent five on them) that he is always fixing them up, adding heavy furniture, and making everything super nice. brWhile we have attempted to confirm every detail, there is the possibility that we might have missed something. These are new listings and we are only too human.brIf you have any questions at all about the booking please feel free to ask me about them. I have personally visited each one, and they are all amazing. br brThe Security Deposit is $5,000 or 10% of the rental rate, whichever is higher brThis property is now allowing well-behaved petsbrThe pet fee is $2,500 with an additional $2,500 security depositbrThe cleaning fee to maintain this large compound is based on an estimate of at least $1,250 per stay. This includes all linens with each bed made and the home presented as immaculate. brA full interim cleaning fee of $1,250 is required for multi-week bookings.
Bed 5

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Bath 5

Bath

Sleep 8

Sleeps

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$5812.22

/ Nightly
Private Vacation Home

Sandpiper Fields Luxury Field Club Home Near South Beach on Martha’s Vineyard

Edgartown, Massachusetts, United States

Discover an extraordinary getaway at this breathtaking Martha’s Vineyard luxury home, located in the prestigious Edgartown Field Club. Just one mile from historic Edgartown and some of the island’s most stunning beaches, this property offers elegance, privacy, and convenience for an unforgettable vacation. brbrProperty Features brbrMain House br- Five spacious bedrooms, each with a private en suite bathroom, ensuring comfort and privacy. brbrCarriage House br- A charming one-bedroom, one-bathroom suite located above a two-car garage, ideal for guests or staff. brbrEntertainment Paradise brPerfect for hosting or unwinding, this property boasts: br- Elegantly furnished living spaces. br- A high-quality sound system for music and entertainment. br- Multiple fireplaces for cozy evenings. br- Expansive patio, decks, and balconies for seamless indoor-outdoor living. br- A luxurious pool and spa, added in 2013, perfect for relaxation. brbrImpeccable Landscaping brMeticulously maintained grounds enhance the serene and picturesque ambiance, blending harmoniously with the natural beauty of Martha’s Vineyard. brbrThis home is a haven of relaxation and indulgence, perfectly designed to make every stay special. brbrAdditional Information brbrPhotography brImages were taken this fall with an iPhone 15 Pro Max under challenging light conditions. Pools were covered, but the photos still highlight the home’s undeniable charm and appeal. brbrOwner Dedication brThe owner takes exceptional care of the property, consistently updating it with high-end furniture and thoughtful touches to ensure a luxurious experience. brbrAccuracy brWe strive to provide accurate details, though minor updates or changes may occur. Feel free to reach out with questions—I've personally visited and can confirm the home’s extraordinary quality. brbrRental Policies brbrSecurity Deposit brA refundable security deposit of $5,000 or 10% of the rental rate, whichever is higher, is required. brbrPet-Friendly Accommodations br- Well-behaved pets are welcome! br- Pet fee: $2,500, with an additional $2,500 security deposit. brbrCleaning Fees br- Minimum cleaning fee: $1,250 per stay, covering linens and ensuring the home is immaculate. br- Multi-week bookings: Require an interim cleaning fee of $1,250. brbrDon’t miss the chance to experience unparalleled luxury and comfort at this stunning Martha’s Vineyard retreat.** brbrBook your stay today** and create memories to treasure for a lifetime!
Bed 4

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Bath 4

Bath

Sleep 10

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Exceptional(4)

$989.49

/ Nightly
Private Vacation Home

Downtown Edgartown Historic District. Walk to town and harbor.

Edgartown, Massachusetts, United States

This house offers 3 spacious bedrooms with convenient one floor living. The large living room features comfortable furnishings, a large window provides wonderful light, custom built in cabinets and a large TV with high definition cable and WiFi. brbrThe bright kitchen has plenty of cabinet and counter space, is well equipped and features new granite counters and appliances. The eating area seats six and has a tv. There is a half bath off of the kitchen. The living room and kitchen each have separate air conditioning. The dining room features custom cabinetry and a large dining table. brbrThe primary bedroom is bright and airy and has a queen-sized bed, two closets and a TV. Bedroom number 2 has two twin beds and three closets. Bedroom number 3 has a queen bed and one closet. All bedrooms have linens and air conditioners with separate controls. The full tiled bath is equipped with new fixtures and all towels. brbrOutside in the quiet and private back yard, there is a patio with propane grill, outdoor eating and seating. There is an outdoor shower just off of the patio.brThe location in the historic district is a convenient walk to downtown shopping and restaurants, harbor, and offers easy access to bikepaths. The attached garage provides shelter for your bikes and beach gear. There is a clothes washer and dryer in the attached garage, and an additional washer and dryer in the basement.brbrBeach towels, beach chairs and a cooler are included.brbrThe location of this house allows for a short 5–10 minute stroll to downtown and the harbor. The are many restaurants and shops within walking distance. There's no need to spend time looking for a parking space when venturing out to downtown Edgartown.brbrTransferrable car tickets for the ferry are available for the week of July 18 - July 25, 2026
Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps

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Exceptional(1)

$1516.89

/ Nightly
Private Vacation Home

Modern Saltbox in Edgartown Village

Edgartown, Massachusetts, United States

Gorgeous, coastal chic decor provide comfort in this modern 4 bedroom home only 5 blocks to Edgartown Village and 2.5 miles to South Beach! Walk, bike or a quick drive to enjoy the best of the Vineyard. This home is truly inviting and fully equipped with all you need for a perfect stay. The layout and decor are playful yet practical, with second lounge area and work niche upstairs. The three season porch offers a breezy lounge area overlooking the gas fire pit, outdoor dining and backyard retreat. brbrThis exceptional house is the perfect location for all your Vineyard adventures. Just a stone's throw from Main Street in Edgartown, you can easily explore the shops, galleries, and amazing restaurants or simply soak up the stunning Edgartown harbor. Pedal your bike to South Beach, less than three miles away, or State Beach, a little under two miles away. Even closer, you'll find the lovely Fuller Street Beach with views of harbor boats, Chappy and Edgartown Light. brbrDespite its classic Edgartown exterior, this house boasts an open floor plan with breathtaking coastal chic decor and luxurious furnishings. The kitchen and dining area flow seamlessly into a three-season room and terrace with a cozy firepit for those cool island nights. The beautifully landscaped yard also features an enclosed outdoor shower, perfect for rinsing off after a long day at the beach. The bedrooms are perfectly spaced, with two per floor and a comfortable lounge/TV area plus a convenient work niche on the second floor. Air conditioning is provided by a combination of central air on the first floor, and split units in the primary bedroom and third bedroom.brbrSip morning coffee by the fire pit and evening cocktails on the porch, this house is also a perfect retreat space for your long weekend getaway with friends. While summer is often the draw, spring and autumn are also wonderful for a Vineyard excursion. We offer shorter stays during the 'off season' - bike, hike, relax and simply soak in the salt air.brbrOverall, this superior house is a true gem, perfectly located for all your Vineyard activities, offering a luxurious and stylish retreat when you need a break from the island's hustle and bustle.
Bed 4

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Bath 3

Bath

Sleep 8

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