Vacation Rentals & House Rentals in Martha's Vineyard

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284 house rentals

UMIQUE Country Condo, 1BR 1 BA - NEW

Hancock condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Heated pool Climbing frame Skiing – property near ski resort

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Price per night from

$261

Match: Heated pool Climbing frame Skiing – property near ski resort

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Price per night from

$201

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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.

2 of 3 match: Skiing – property near ski resort, Heated pool, Climbing frame

2 of 3 filters match

Price per night from

$687

White Mountain Getaway

Lincoln house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Heated pool, Skiing – property near ski resort, Climbing frame

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Price per night from

$258

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Skiing – property near ski resort, Heated pool, Climbing frame

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Price per night from

$1,377

Slopeside Attitash near StoryLand, White Mountains

Glen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Skiing – property near ski resort, Heated pool, Climbing frame

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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

2 of 3 match: Skiing – property near ski resort, Heated pool, Climbing frame

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Price per night from

$1,394

Suites at Killington: Luxury 2 BR Resort Ski Condo

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Skiing – property near ski resort, Heated pool

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Price per night from

$167

Modern Ski In / Ski Out 4BR / 3BA Smart Home w/ shared pool and hot tub

Bondville condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 15

2 of 3 match: Climbing frame, Skiing – property near ski resort, Heated pool

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Price per night from

$171

Smugglers' Notch * 3 Bedroom, Sleeps 10

Jeffersonville condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Climbing frame, Skiing – property near ski resort, Heated pool

2 of 3 filters match

Price per night from

$753

Mountainside Getaway @ Jiminy Peak In the Berkshires

Hancock house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Climbing frame, Skiing – property near ski resort, Heated pool

2 of 3 filters match

Price per night from

$567

5 mins to Mt Snow Free Shuttle Ski Home

Dover townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Skiing – property near ski resort, Heated pool

2 of 3 filters match

Price per night from

$229

☆ SKI ON & OFF! ☆ Luxury Trailside Townhome! NEW Steam Shower, Hot Tub, Pool

Killington townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 8 minutes

2 of 3 match: Climbing frame, Skiing – property near ski resort, Heated pool

2 of 3 filters match

Price per night from

$126

Responds fast! avg. 8 minutes

2 of 3 match: Climbing frame, Skiing – property near ski resort, Heated pool

2 of 3 filters match

Price per night from

$132

Smugglers' Notch * 2 Bedroom, Sleeps 8

Cambridge condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Climbing frame, Skiing – property near ski resort, Heated pool

2 of 3 filters match

Price per night from

$452

2 of 3 match: Climbing frame, Skiing – property near ski resort, Heated pool

2 of 3 filters match

Price per night from

$190

2 of 3 match: Climbing frame, Skiing – property near ski resort, Heated pool

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Price per night from

$976

Forest Ridge townhouse, free shuttle to Loon

Lincoln townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 24 minutes

2 of 3 match: Climbing frame, Skiing – property near ski resort, Heated pool

2 of 3 filters match

Price per night from

$431

Spectacular 50 miles Year Round Mountain View - 3+ BR Townhouse

Peru townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 2 minutes

2 of 3 match: Climbing frame, Skiing – property near ski resort, Heated pool

2 of 3 filters match

Price per night from

$339

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, Heated pool

2 of 3 filters match

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, Heated pool, Climbing frame

1 of 3 filters match

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, Heated pool, 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, Heated pool, Climbing frame

1 of 3 filters match

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, Heated pool, Climbing frame

1 of 3 filters match

Price per night from

$270

Wyndham Long Wharf

Newport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

1 of 3 match: Skiing – property near ski resort, Climbing frame, Heated pool

1 of 3 filters match

Price per night from

$426

Sunny 3 Bedroom, Slope-side with views.

Stowe condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 3 match: Skiing – property near ski resort, Climbing frame, Heated pool

1 of 3 filters match

Price per night from

$517

Studio King Condo w/pool

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Skiing – property near ski resort, Climbing frame, Heated pool

1 of 3 filters match

Price per night from

$345

Montauk Summer rental

Montauk condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 3 match: Skiing – property near ski resort, Climbing frame, Heated pool

1 of 3 filters match

Price per night from

$459

Seabreeze 3

Old Orchard Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 3 match: Skiing – property near ski resort, Climbing frame, Heated pool

1 of 3 filters match

Price per night from

$311

Seabreaze

Old Orchard Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 3 match: Skiing – property near ski resort, Climbing frame, Heated pool

1 of 3 filters match

Price per night from

$310

Seabreeze 2

Old Orchard Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 3 match: Skiing – property near ski resort, Climbing frame, Heated pool

1 of 3 filters match

Price per night from

$311

Montauk Royal Atlantic Beach Resort

Montauk condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Skiing – property near ski resort, Climbing frame, Heated pool

1 of 3 filters match

Price per night from

$573

Sandy Shores 3

Old Orchard Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 3 match: Skiing – property near ski resort, Climbing frame, Heated pool

1 of 3 filters match

Price per night from

$297

Spacious Antique Farm House

Madison house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

1 of 3 match: Skiing – property near ski resort, Climbing frame, Heated pool

1 of 3 filters match

Price per night from

$458

House for Rent North Fork Long Island

Mattituck house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Skiing – property near ski resort, Climbing frame, Heated pool

1 of 3 filters match

Price per night from

$1,374

Ocean View Cape on 14 Private Acres

Searsport house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Skiing – property near ski resort, Heated pool, Climbing frame

1 of 3 filters match

Price per night from

$373

Modern Luxe Loft

Needham apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Skiing – property near ski resort, Heated pool, Climbing frame

1 of 3 filters match

Price per night from

$172

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, Heated pool, Climbing frame

1 of 3 filters match

Price per night from

$916

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rentals in Martha's Vineyard

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