Vacation Rentals & House Rentals in Martha's Vineyard

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Smugglers' Notch * 3 Bedroom, Sleeps 10

Jeffersonville condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Shared outdoor pool (heated) Stereo system Skiing – property near ski resort

All filters match

Price per night from

$754

Forest Ridge townhouse, free shuttle to Loon

Lincoln townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 24 minutes

Match: Shared outdoor pool (heated) Stereo system Skiing – property near ski resort

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Price per night from

$430

Suites at Killington: Luxury 2 BR Resort Ski Condo

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Stereo system Skiing – property near ski resort

All filters match

Price per night from

$167

Smugglers' Notch * 2 Bedroom, Sleeps 8

Cambridge condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated) Stereo system Skiing – property near ski resort

All filters match

Price per night from

$452

Match: Shared outdoor pool (heated) Stereo system Skiing – property near ski resort

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Price per night from

$975

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

Match: Shared outdoor pool (heated) Stereo system Skiing – property near ski resort

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Price per night from

$339

Match: Shared outdoor pool (heated) Stereo system Skiing – property near ski resort

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Price per night from

$190

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

Bondville condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 15

Match: Shared outdoor pool (heated) Stereo system Skiing – property near ski resort

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Price per night from

$171

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Thanksgiving week lux condo/4 Berkshires

Williamstown condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Skiing – property near ski resort, Shared outdoor pool (heated), Stereo system

2 of 3 filters match

Price per night from

$263

4 acre private retreat setting

Middleborough house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Skiing – property near ski resort, Shared outdoor pool (heated), Stereo system

2 of 3 filters match

Price per night from

$144

East Hampton/Sag Harbor Village Fringe

Sag Harbor house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

2 of 3 match: Skiing – property near ski resort, Shared outdoor pool (heated), Stereo system

2 of 3 filters match

Price per night from

$3,440

Sag Harbor Village Fringe, Great Location

Sag Harbor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Skiing – property near ski resort, Shared outdoor pool (heated), Stereo system

2 of 3 filters match

Price per night from

$2,294

Mountainside Getaway @ Jiminy Peak In the Berkshires

Hancock house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Stereo system, Skiing – property near ski resort, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$568

5 mins to Mt Snow Free Shuttle Ski Home

Dover townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Stereo system, Skiing – property near ski resort, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$230

☆ 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: Stereo system, Skiing – property near ski resort, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$127

Responds fast! avg. 8 minutes

2 of 3 match: Stereo system, Skiing – property near ski resort, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$132

Scenic Newport Rental-Long Wharf Aug 5th-Aug 12th

Newport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Skiing – property near ski resort, Shared outdoor pool (heated), Stereo system

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Price per night from

$295

White Mountains, NH Spacious Luxury Townhome

Lincoln house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

“Gorgeous Memorial Day weekend.” The condo was very nice, very clean. My family of 6 fit in very well. There was a little problem with a sleep sofa but we eventually got it to work. The location was perfect. We were in walking distance to several restaurants and took advantage of it. My wife and I were able to go for a nice 4.5 mile loop run along the path to Loon mountain then down the back road to South Peak and back. We hiked and swam in the rivers and explored the Kancamagus.

2 of 3 match: Skiing – property near ski resort, Shared outdoor pool (heated), Stereo system

2 of 3 filters match

Price per night from

$138

Spectacular Waterfront Townhome - Oyster Pond #25

Chatham house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Skiing – property near ski resort, Shared outdoor pool (heated), Stereo system

2 of 3 filters match

Price per night from

$873

Cherry Grove Oceanfront with Heated Pool

Cherry Grove house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Skiing – property near ski resort, Shared outdoor pool (heated), Stereo system

2 of 3 filters match

Price per night from

$602

80 Locust Lane

North Conway house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

2 of 3 match: Skiing – property near ski resort, Shared outdoor pool (heated), Stereo system

2 of 3 filters match

Price per night from

$1,204

42 Locust Lane

North Conway house

  • 10 bedrooms
  • 5 bathrooms
  • sleeps 20

2 of 3 match: Skiing – property near ski resort, Shared outdoor pool (heated), Stereo system

2 of 3 filters match

Price per night from

$1,950

Killington Mountain Slopeside Home

Killington house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Ski home at Killington” We've been here for 10 days in late January. Wonderful place. Excellent home. We were two families with 4 aDT, CHD 4 with 6.9, 11 and 14 years. We left and came back home from skiing. We used the heated pool at the sport center. the hot tub ... We skate on the frozen pond. Although we are not accustomed to the cold (-13 F/ -25 C) for being Brazilians, we enjoyed a lot. Thank you!

2 of 3 match: Skiing – property near ski resort, Shared outdoor pool (heated), Stereo system

2 of 3 filters match

Price per night from

$975

Spectacular Waterfront Home - Oyster Pond 31&32

Chatham house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

2 of 3 match: Skiing – property near ski resort, Shared outdoor pool (heated), Stereo system

2 of 3 filters match

Price per night from

$1,088

2 of 3 match: Skiing – property near ski resort, Shared outdoor pool (heated), Stereo system

2 of 3 filters match

Price per night from

$172

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, Shared outdoor pool (heated), Stereo system

2 of 3 filters match

Price per night from

$688

UMIQUE Country Condo, 1BR 1 BA - NEW

Hancock condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Stereo system, Skiing – property near ski resort, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$261

Contemporary Ski Chalet Minutes to Hiking Dining Parks

South Londonderry house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Shared outdoor pool (heated), Skiing – property near ski resort, Stereo system

2 of 3 filters match

Price per night from

$1,446

2 of 3 match: Shared outdoor pool (heated), Skiing – property near ski resort, Stereo system

2 of 3 filters match

Price per night from

$1,376

Breakaway House - Unit A & B

Killington house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

2 of 3 match: Shared outdoor pool (heated), Skiing – property near ski resort, Stereo system

2 of 3 filters match

Price per night from

$668

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

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Stereo system, Skiing – property near ski resort, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$258

2 of 3 match: Skiing – property near ski resort, Shared outdoor pool (heated), Stereo system

2 of 3 filters match

Price per night from

$489

Mint Southampton Village 5-BR South of the Highway w Heated Pool

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

2 of 3 match: Skiing – property near ski resort, Shared outdoor pool (heated), Stereo system

2 of 3 filters match

Price per night from

$1,720

5/24-31, 2024 at Long Wharf Resort, Newport, RI

Newport hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 20 minutes

2 of 3 match: Skiing – property near ski resort, Shared outdoor pool (heated), Stereo system

2 of 3 filters match

Price per night from

$459

Luxury Hamptons Quogue Village 4BR Modernist Retre

Quogue house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Skiing – property near ski resort, Shared outdoor pool (heated), Stereo system

2 of 3 filters match

Price per night from

$1,720

Spectacular Martha's Vineyard Island Home!

Oak Bluffs townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 16 minutes

2 of 3 match: Skiing – property near ski resort, Shared outdoor pool (heated), Stereo system

2 of 3 filters match

Price per night from

$453

Vacation home in Artistic / Historic area of East Hampton, NY

Springs house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Skiing – property near ski resort, Shared outdoor pool (heated), Stereo system

2 of 3 filters match

Price per night from

$1,529

2 Bedroom Cottage for Rent! Summer Village Resort in Westford MA, 800 sqft

Westford cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Skiing – property near ski resort, Shared outdoor pool (heated), Stereo system

2 of 3 filters match

Price per night from

$222

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rentals in Martha's Vineyard

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