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 Iron Satellite TV Skiing – property near ski resort

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Price per night from

$260

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White Mountain Getaway

Lincoln house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Satellite TV, Skiing – property near ski resort, Climbing frame, Iron

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Price per night from

$258

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.

3 of 4 match: Skiing – property near ski resort, Climbing frame, Iron, Satellite TV

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Price per night from

$687

The Jethro Peckham House

Middletown house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 13

3 of 4 match: Skiing – property near ski resort, Climbing frame, Iron, Satellite TV

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Price per night from

$401

“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!!!

3 of 4 match: Skiing – property near ski resort, Climbing frame, Iron, Satellite TV

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Price per night from

$395

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

Falmouth apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Skiing – property near ski resort, Climbing frame, Iron, Satellite TV

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Price per night from

$172

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

3 of 4 match: Skiing – property near ski resort, Climbing frame, Iron, Satellite TV

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Price per night from

$235

3 of 4 match: Skiing – property near ski resort, Climbing frame, Iron, Satellite TV

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Price per night from

$395

3 of 4 match: Satellite TV, Skiing – property near ski resort, Climbing frame, Iron

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Price per night from

$201

Pleasant Forest Shores cottages #2 : So. Chatham

South Chatham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Skiing – property near ski resort, Satellite TV, Climbing frame, Iron

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Price per night from

$102

Pleasant Forest Shores cottages #3 : So. Chatham

South Chatham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 4 match: Skiing – property near ski resort, Satellite TV, Climbing frame, Iron

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Price per night from

$115

Pleasant Forest Shores cottages #Apt : So. Chatham

South Chatham cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Skiing – property near ski resort, Satellite TV, Climbing frame, Iron

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Price per night from

$75

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

Killington house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

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Price per night from

$859

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

Wilmington condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

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Price per night from

$81

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

3 of 4 match: Skiing – property near ski resort, Climbing frame, Iron, Satellite TV

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Price per night from

$1,390

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Skiing – property near ski resort, Climbing frame, Iron, Satellite TV

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Price per night from

$1,374

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

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Price per night from

$1,374

Slopeside condo with great view on Burke Mountain

East Burke condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

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Price per night from

$401

Smugglers' Notch * 3 Bedroom, Sleeps 10

Jeffersonville condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

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Price per night from

$753

ON MOUNTAIN, SKI IN-SKI OUT Sleeps 14-16 HappyTrails

Newry house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 58 minutes

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

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Price per night from

$1,598

Suites at Killington: Luxury 2 BR Resort Ski Condo

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

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Price per night from

$166

Smugglers' Notch * 2 Bedroom, Sleeps 8

Cambridge condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

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Price per night from

$452

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

3 of 4 filters match

Price per night from

$401

Mountainside Getaway @ Jiminy Peak In the Berkshires

Hancock house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

3 of 4 filters match

Price per night from

$568

Killington- 6 Bedroom, 3 Bath. Right in the heart of Ski country!

Killington house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

3 of 4 filters match

Price per night from

$1,088

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

Killington townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 9 minutes

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

3 of 4 filters match

Price per night from

$126

Responds fast! avg. 9 minutes

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

3 of 4 filters match

Price per night from

$132

Luxury Harvard/MIT Victorian w/off street parking.

Cambridge apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

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Price per night from

$454

Charming Harvard Victorian w/pkng.

Cambridge apartment

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

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Price per night from

$556

Modern Luxe Loft

Needham apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Skiing – property near ski resort, Satellite TV, Climbing frame, Iron

2 of 4 filters match

Price per night from

$172

Ocean View Cape on 14 Private Acres

Searsport house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Skiing – property near ski resort, Iron, Climbing frame, Satellite TV

2 of 4 filters match

Price per night from

$373

The White Lion Manor~Luxury mansion, elegant, secluded. 10 min from Wesleyan

Middletown manor house

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 12

Responds fast! avg. 16 minutes

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

3 of 4 filters match

Price per night from

$1,004

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

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Price per night from

$801

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

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

3 of 4 filters match

Price per night from

$338

Forest Ridge townhouse, free shuttle to Loon

Lincoln townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 24 minutes

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

3 of 4 filters match

Price per night from

$430

“The Perfect Vermont Getaway” When I visit Vermont in winter, I tend to go with a mixed crowd. Part of our group are avid skiers/snowboarders, the other part (well, me) are not. This house allows you to experience the best of both worlds, with something for everyone. Situated on top of the mountain (within walking distance to the lodge and with a shuttle that can pick you up right outside the front door), it's in the absolute perfect location for those who like to lace up their boots and hit the slopes. For anyone not playing snow bunny for the day, you are smack dab in the middle of Okemo with plenty of cafes, shopping, and scenic walks just down the hillside (or a very short drive away if you wish to explore). The house itself is also a fantastic, light, open space that is comfortable no matter which straw you draw for beds (we got the twins in the upstairs loft and had one of the soundest sleeps I'd had all winter). Plus, who doesn't love a hot tub. You never feel cramped even with a full house. The living room is an amazing space to just sip coffee and read your book in the morning sunshine or in front of the fire. The owners are extremely knowledgeable, responsive, and helpful, and made sure our stay was top-notch. They have everything outlined for you in a book when you arrive and are there for you should you have any questions. I can't wait to go back next winter!

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

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Price per night from

$1,832

Stowe Area #1 Luxury Inn - Private Rental

Stowe house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

3 of 4 filters match

Price per night from

$1,718

3 of 4 match: Climbing frame, Skiing – property near ski resort, Iron, Satellite TV

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Price per night from

$401

Viewing 38 of 2,883
rentals in Martha's Vineyard

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