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266 houses

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Charming Lambert's Cove Beach House

West Tisbury house

4 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$430

Clean, comfortable ranch with lots of amenities

Oak Bluffs house

3 bedrooms
2 bathrooms

sleeps 7

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Price per night from

$544

Coastal Contemporary in Katama / South Beach / Edgartown / Bike Paths /

Edgartown house

4 bedrooms
2 bathrooms

sleeps 8

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$602

Close to Main Street and harbor beaches

Nantucket house

5 bedrooms
2 bathrooms

sleeps 11

Responds fast! avg. 2 hours 38 minutes

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Price per night from

$1,720

Excellent location on Martha's Vineyard

Edgartown house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$631

Charming home w/ beautiful details

Nantucket house

4 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$1,392

Heated Pool, AC, WiFi, Sleeps 18, 2 mi to beach!

Oak Bluffs house

5 bedrooms
5 bathrooms

sleeps 19

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$6,880

Vineyard Haven Guest House - Sleeps 4, A/C, Walk to Town

Vineyard Haven house

2 bedrooms
1 bathroom

sleeps 4

“great stay in Vineyard Haven” We enjoyed staying in David's guest house. It was clean, well situated (a short walk from downtown Vineyard Haven), and made for a relaxing few days on the Vineyard. David was easy to reach and very responsive to any of our needs. I would highly recommend you stay at the guesthouse.

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$264

Privacy 3 acres Rolling Hills Quidnet House and CottagMALodging Tax as of 1/1/19

Nantucket house

6 bedrooms
4 bathrooms

sleeps 14

“Wonderful autumn week” Our stay at this property was wonderful! The view of the rolling backyard and the location is idyllic. This was our first visit to Nantucket and this rental contributed greatly to a most pleasant experience. This home is spacious, comfortable and stocked with every amenity. Big screen tv with cable, kitchen with more than ample cooking supplies, wi-fi and oversized dining table that accomodated 8 of us are some of the comforts of home. House was very clean and ready for our arrival. Beds are comfortable with nice linens. Towels are plush and ample. Washer and dryer are an added bonus. Given that we visited in the off-season (the week of Thanksgiving), we made use of mild weather by walking (to the beach, around the cranberry bogs, to/from altar Rock and around Nantucket town). The beach is welcoming and observing the seals just 10 yards out was a thrill! We did some Black Friday shopping downtown. On rainy days we enjoyed the extensive collection of reading materials, especially the coffee table books on Nantucket! The owner is extremely helpful and readily available to address any concerns or questions. He recommended restaurants and offered suggestions. We loved the Whaling Museum but didn't allow ourselves enough time for a complete visit. Guess this means that we will have to go back! Overall, a great home and a great place. You must have a car as this property is located several miles out of town. Recommended for: Age 55+, Adventure Seekers, Pet-friendly, Girls Getaway, Sightseeing, Families with Teenagers, Romantic Getaway

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$1,392

Renovated Home For Family or Large Group!

Nantucket house

6 bedrooms
4 bathrooms

sleeps 14

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$803

GREAT VACATION HOUSE-GREAT LOCATION TO SOUTH BEACH

Edgartown house

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$344

Charming 3br Getaway in Oak Bluffs

Oak Bluffs house

3 bedrooms
2 bathrooms

sleeps 6

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$344

13 meadow lane

Nantucket house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$1,020

Nantucket Cottage Abuts Bird Santuary

Nantucket house

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$746

Great Martha's Vineyard Island Cottage!

Edgartown house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$344

Great Family Home, Close to South Beach, And Town

Edgartown house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$344

Vineyard House - South Beach Down The Street

Edgartown house

3 bedrooms
2 bathrooms

sleeps 6

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$344

Katama House "CLOSE TO THE BEACH"

Acushnet house

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$311

Oak Bluffs Contemporary Summer Home

Oak Bluffs house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$360

Spacious 5BR Home on 3 Acres near Beach/Shuttle/Bike Path

Nantucket house

5 bedrooms
7 bathrooms

sleeps 12

“Luxurious, comfortable home with fantastic hosts!” I stayed in this gorgeous home with ten close friends for our good friend's wedding weekend. Our experience was superb! The real treat was that the house is utterly perfect for groups. The house has stunning and secluded outdoor space--we played lawn games, grilled, sunbathed, read, and ate outside all weekend long in what felt like a private island oasis. The Widow's Walk offered views of the ocean, stars, and surrounding maritime forest. Cooking for a large group was throughly enjoyable in the high-end and well-equipped kitchen. The house is open and conducive to socializing, but large enough that smaller groups were able to convene in separate sitting areas. All the rooms were beautiful with comfortable beds and bedding--no one felt that they'd gotten the short end of the stick. As a light sleeper, I appreciated the house's many doors, which allowed the night owls and early risers to sleep peacefully. Finally, our hosts were wonderful! They greeted us warmly and ensured that we had everything we needed. I left some important items at the house and Lauren generously shipped them to me the following day. This was my first time in Nantucket and I'd be thrilled to stay at this house again!

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$1,950

Dionis in Nantucket Luxury Waterfront Home

Nantucket house

4 bedrooms
3 bathrooms

sleeps 8

“Paradise” We were in heaven! This property is secluded and beyond peaceful. The house looks out on a small harbor and quiet beach with rare birds. The sunsets are extraordinary and we enjoyed many nights lounging on the porch, drinking wine, nibbling cheese or grilling (freshly caught!) fish and watching the sky turn colors before it got dark (and then we were faced with brilliant stars--we're New Yorkers so we don't get night skies like this!) The house is spacious, yet very cozy. The master bedroom has an amazing (huge!) shower and jacuzzi. The living room has big comfy couches, throw pillows and a working fireplace. One night we roasted marshmallows and played cards. A perfect stay-in evening. I feel I should also say--this house is stocked! The kitchen comes with everything you could want if you're a foodie (we grilled, made mixed drinks, made sushi one night, baked muffins, everything.) There is great cable including HBO and a video library, as well as games for kids if you should need. We loved to bike some days to a nearby beach (Madaket, about 15 minutes away) where there was a little more action than our private one (a taco restaurant called The Westender and spot with bigger surf where we went to boogie board.) The house has beach balls, paddle ball, and buckets for building sand castles. The bikes provided by owners are in great shape and there were also helmets available. Additionally, we loved that there were ocean kayaks, though we didn't have a chance to use them. Mostly, I think we all appreciated that we could completely unwind in this peaceful spot, read, sleep in, enjoy the beauty of the island, etc., but also get into town quickly if we wanted to go out for dinner or get drinks. Getting to Cisco is also a pretty quick trip--and we went twice to the brewery to get a drink after the beach and listen to live music. Overall, this was one of my best vacations in recent memory. You must try this part of the island and

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Price per night from

$2,637