Vacation Rentals & House Rentals in Martha's Vineyard

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UMIQUE Country Condo, 1BR 1 BA - NEW

Hancock condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Climbing frame Skiing – property near ski resort Elevator access

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Price per night from

$261

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Modern Luxe Loft

Needham apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Skiing – property near ski resort, Climbing frame, Elevator access

2 of 3 filters match

Price per night from

$172

White Mountain Getaway

Lincoln house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Elevator access, Skiing – property near ski resort, Climbing frame

2 of 3 filters match

Price per night from

$258

2 of 3 match: Elevator access, Skiing – property near ski resort, Climbing frame

2 of 3 filters match

Price per night from

$201

Killington - FALL IN THE MOUNTAINS...YOU CAN'T BEAT THE VIEWS!

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Skiing – property near ski resort, Elevator access

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Price per night from

$258

Pleasant Forest Shores cottages #Apt : So. Chatham

South Chatham cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Skiing – property near ski resort, Elevator access, Climbing frame

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Price per night from

$75

Pleasant Forest Shores cottages #2 : So. Chatham

South Chatham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Skiing – property near ski resort, Elevator access, Climbing frame

1 of 3 filters match

Price per night from

$102

Pleasant Forest Shores cottages #3 : So. Chatham

South Chatham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 3 match: Skiing – property near ski resort, Elevator access, Climbing frame

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Price per night from

$115

Oar Island

Bremen cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

“perfect” We love Oar Island. It is the perfect vacation place for families with children of different ages, or just a couple. There is hiking, sunning, relaxation, but mostly what we love about Oar Island is the isolation. It is an adventure as well, since the only way to get there is by the little motorboat. It is a getaway for certain kinds of people; but if you prefer the Marriott type of stay, this is not that kind, it is much more "out-doorsy".

1 of 3 match: Skiing – property near ski resort, Elevator access, Climbing frame

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Price per night from

$270

Ocean View Cape on 14 Private Acres

Searsport house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Skiing – property near ski resort, Elevator access, Climbing frame

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Price per night from

$373

Beautiful new house + classic cottage Seal Harbor

Seal Harbor house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 3 match: Skiing – property near ski resort, Elevator access, Climbing frame

1 of 3 filters match

Price per night from

$916

1 of 3 match: Skiing – property near ski resort, Elevator access, Climbing frame

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Price per night from

$396

Waterfront home - Spectacular Sunsets

Bourne house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

“Peace & Tranquility” I have stayed here 4+ times, and I come home relaxed and rejuvenated. It's centrally located in the middle of the western cape, the sunsets are perfect, we usually have meals out on the expansive deck, we bring our kayaks, watch the shipping entering the canal, walk/run/bike the canal path(both sides), cook or grill fresh seafood from local stores, enjoy the wine tastings at the Belfry, jump over to the vineyard for the day, and did I mention the sunsets? The home is roomy, light and airy, plenty of parking, just perfect for us.

1 of 3 match: Skiing – property near ski resort, Elevator access, Climbing frame

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Price per night from

$631

The Jethro Peckham House

Middletown house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 13

1 of 3 match: Skiing – property near ski resort, Elevator access, Climbing frame

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Price per night from

$402

“Great time!!” This wonderful home was great for our Cape vacation! The home is beautiful and the owner's pride and love for their home shows throughout the property. The owners were excellent to work with, very professional and very responsive to inquiries. The house is beautifully decorated and extremely well stocked with everything we needed to make our vacation perfect. We appreciated all the amenities - inside and out, the huge rear deck was one of our favorite places to relax and enjoy the quiet area and the beautiful landscaping, we could even hear the waves at night. The location was very convenient to restaurants, shops and beaches and is centrally located to exploring anywhere on the Cape. We are looking forward to calling this our "home away from home" again!!!

1 of 3 match: Skiing – property near ski resort, Elevator access, Climbing frame

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Price per night from

$396

Waterfront Resort in Falmouth - 5/31/24 - 6/7/24

Falmouth apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Skiing – property near ski resort, Elevator access, Climbing frame

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Price per night from

$173

Fall dates So Vt Mtn Cabn where memories are made and guaranteed to come back.

Mount Tabor log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 20 minutes

1 of 3 match: Skiing – property near ski resort, Elevator access, Climbing frame

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Price per night from

$235

Beech Tree Cottage

Sag Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“The cottage experience was relaxing and peaceful with a short wa” Enchanting cottage, very comfortable, enjoyed a little interaction with the owner's family and dog. Very sweet.

1 of 3 match: Skiing – property near ski resort, Elevator access, Climbing frame

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Price per night from

$687

Comtemporary 1Bdr w/ Queen Bed + Free Wifi

Stratford apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Skiing – property near ski resort, Climbing frame, Elevator access

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Price per night from

$114

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 3 match: Skiing – property near ski resort, Elevator access, Climbing frame

1 of 3 filters match

Price per night from

$1,377

Slopeside Attitash near StoryLand, White Mountains

Glen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 3 match: Skiing – property near ski resort, Elevator access, Climbing frame

1 of 3 filters match

Price per night from

$230

Majestic Southampton Waterfront Estate

Southampton villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

“Incredible home” This was the perfect home for my husband, kids and grandkids. I can't begin to describe how incredible this home was. From the amazing outdoor kitchen, magnificent landscaping, the toasty warm huge pool, with seating enough for our supersized family of 20 with 4 grandbabies. This home was able to house us all comfortably. The inside of the house was clean, spacious and beautifully decorated. The high count sheets were a dream to sleep on (cute pun intended). The air conditioning was set to the perfect temperature. Every day all of us lived in the pool and at night enjoyed the gorgeous sunsets over the bay. To say we loved this home is an understatement. We are still all talking about the amazing vacation. The owner was really really nice to deal with and made us feel welcomed.

Responds fast! avg. 1 hour 30 minutes

1 of 3 match: Skiing – property near ski resort, Elevator access, Climbing frame

1 of 3 filters match

Price per night from

$1,394

Quaint Seaside Retreat With Full Gym

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 3 match: Skiing – property near ski resort, Elevator access, Climbing frame

1 of 3 filters match

Price per night from

$1,377

Perfect vacation home minutes to bay and ocean beaches

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Skiing – property near ski resort, Elevator access, Climbing frame

1 of 3 filters match

Price per night from

$1,434

Beachfront Condo with Great Views

Old Orchard Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Skiing – property near ski resort, Climbing frame, Elevator access

1 of 3 filters match

Price per night from

$253

Bentley/Wyndham Hancock Mass at Jiminy Peak

Hancock condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Skiing – property near ski resort, Climbing frame, Elevator access

1 of 3 filters match

Price per night from

$431

Oceanfront suite with beautiful harbor views at Wyndham Inn On The Harbor

Newport hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Skiing – property near ski resort, Climbing frame, Elevator access

1 of 3 filters match

Price per night from

$572

Oceanfront spacious suite with private balcony at charming Oceancliff Resort

Newport hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Skiing – property near ski resort, Climbing frame, Elevator access

1 of 3 filters match

Price per night from

$544

1 of 3 match: Skiing – property near ski resort, Climbing frame, Elevator access

1 of 3 filters match

Price per night from

$269

1 of 3 match: Skiing – property near ski resort, Climbing frame, Elevator access

1 of 3 filters match

Price per night from

$428

OWL'S NEST LODGING

Conway apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Elevator access, Climbing frame, Skiing – property near ski resort

1 of 3 filters match

Price per night from

$197

Killington Vermont - 4 Bedroom, 2 Bath. Right in the heart of ski country!

Killington house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Elevator access, Climbing frame, Skiing – property near ski resort

1 of 3 filters match

Price per night from

$861

Contemporary Ski Chalet Minutes to Hiking Dining Parks

South Londonderry house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 3 match: Elevator access, Climbing frame, Skiing – property near ski resort

1 of 3 filters match

Price per night from

$1,447

1 of 3 match: Elevator access, Climbing frame, Skiing – property near ski resort

1 of 3 filters match

Price per night from

$286

Crafts Inn in Vermont 1br suite, Saturday check-in

Wilmington condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Elevator access, Climbing frame, Skiing – property near ski resort

1 of 3 filters match

Price per night from

$81

1 of 3 match: Elevator access, Climbing frame, Skiing – property near ski resort

1 of 3 filters match

Price per night from

$1,374

Red House w/ Access to Sebago Cove

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Elevator access, Climbing frame, Skiing – property near ski resort

1 of 3 filters match

Price per night from

$346

Smugglers' Notch * 3 Bedroom, Sleeps 10

Jeffersonville condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 3 match: Elevator access, Climbing frame, Skiing – property near ski resort

1 of 3 filters match

Price per night from

$753

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rentals in Martha's Vineyard

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