Vacation Rentals & House Rentals in Martha's Vineyard

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5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Heated pool Climbing frame Iron Cycling trips

All filters match

Price per night from

$1,374

Slopeside Attitash near StoryLand, White Mountains

Glen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Heated pool Climbing frame Iron Cycling trips

All filters match

Price per night from

$229

UMIQUE Country Condo, 1BR 1 BA - NEW

Hancock condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Heated pool Climbing frame Iron Cycling trips

All filters match

Price per night from

$260

Match: Heated pool Climbing frame Iron Cycling trips

All filters match

Price per night from

$201

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Modern Luxe Loft

Needham apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Heated pool, Cycling trips, Climbing frame, Iron

3 of 4 filters match

Price per night from

$172

The Jethro Peckham House

Middletown house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 13

3 of 4 match: Heated pool, Cycling trips, Climbing frame, Iron

3 of 4 filters match

Price per night from

$401

White Mountain Getaway

Lincoln house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Heated pool, Cycling trips, Climbing frame, Iron

3 of 4 filters match

Price per night from

$258

3 of 4 match: Heated pool, Cycling trips, Climbing frame, Iron

3 of 4 filters match

Price per night from

$395

“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: Heated pool, Cycling trips, Climbing frame, Iron

3 of 4 filters match

Price per night from

$395

3 of 4 match: Climbing frame, Cycling trips, Heated pool, Iron

3 of 4 filters match

Price per night from

$687

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Climbing frame, Cycling trips, Heated pool, Iron

3 of 4 filters match

Price per night from

$1,088

Skip to beach! Condo across from beach!

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 34 minutes

3 of 4 match: Climbing frame, Cycling trips, Heated pool, Iron

3 of 4 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.

3 of 4 match: Cycling trips, Heated pool, Climbing frame, Iron

3 of 4 filters match

Price per night from

$687

3 of 4 match: Climbing frame, Cycling trips, Heated pool, Iron

3 of 4 filters match

Price per night from

$488

3 of 4 match: Climbing frame, Cycling trips, Heated pool, Iron

3 of 4 filters match

Price per night from

$681

Wells, Maine Cottage w/Pool, hot tub, Gym & more....

Moody cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Climbing frame, Cycling trips, Heated pool, Iron

3 of 4 filters match

Price per night from

$241

☆ 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

3 of 4 match: Climbing frame, Cycling trips, Heated pool, Iron

3 of 4 filters match

Price per night from

$126

Mountainside Getaway @ Jiminy Peak In the Berkshires

Hancock house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Climbing frame, Cycling trips, Heated pool, Iron

3 of 4 filters match

Price per night from

$567

Responds fast! avg. 8 minutes

3 of 4 match: Climbing frame, Cycling trips, Heated pool, Iron

3 of 4 filters match

Price per night from

$132

3 of 4 match: Climbing frame, Cycling trips, Heated pool, Iron

3 of 4 filters match

Price per night from

$985

Responds fast! avg. 37 minutes

3 of 4 match: Climbing frame, Cycling trips, Heated pool, Iron

3 of 4 filters match

Price per night from

$2,863

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, Cycling trips, Heated pool, Iron

3 of 4 filters match

Price per night from

$430

Nauset Beach House with Pool

Orleans house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 39 minutes

3 of 4 match: Climbing frame, Cycling trips, Heated pool, Iron

3 of 4 filters match

Price per night from

$1,060

3 of 4 match: Climbing frame, Cycling trips, Heated pool, Iron

3 of 4 filters match

Price per night from

$189

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: Cycling trips, Heated pool, Climbing frame, Iron

3 of 4 filters match

Price per night from

$1,390

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

3 of 4 match: Climbing frame, Cycling trips, Heated pool, Iron

3 of 4 filters match

Price per night from

$1,145

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

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Cycling trips, Heated pool, Iron

3 of 4 filters match

Price per night from

$258

3 of 4 match: Climbing frame, Cycling trips, Heated pool, Iron

3 of 4 filters match

Price per night from

$573

Hilltop Haven in Montauk with Heated Pool perfect for Families

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

3 of 4 match: Climbing frame, Cycling trips, Heated pool, Iron

3 of 4 filters match

Price per night from

$687

Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events

Marlborough manor house

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 22

3 of 4 match: Climbing frame, Cycling trips, Heated pool, Iron

3 of 4 filters match

Price per night from

$4,122

Chic 3 Bed Cottage w/Modern Pool, 5 Mins from Town

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Cycling trips, Heated pool, Iron

3 of 4 filters match

Price per night from

$659

Ocean View Condo across from Beach with pool!

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 34 minutes

2 of 4 match: Climbing frame, Iron, Cycling trips, Heated pool

2 of 4 filters match

Price per night from

$172

Pleasant Forest Shores cottages #2 : So. Chatham

South Chatham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Cycling trips, Heated pool, Climbing frame, Iron

2 of 4 filters match

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: Cycling trips, Heated pool, Climbing frame, Iron

2 of 4 filters match

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: Cycling trips, Heated pool, Climbing frame, Iron

2 of 4 filters match

Price per night from

$75

Andy's Retreat - Heated outdoor pool, Hot Spring jacuzzi, central AC, BBQ

Falmouth house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Cycling trips, Heated pool, Iron

3 of 4 filters match

Price per night from

$686

The Little Red House with Prize Ocean View

Rockport house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Climbing frame, Heated pool, Cycling trips, Iron

2 of 4 filters match

Price per night from

$196

10 Locust Lane

North Conway house

  • 15 bedrooms
  • 9 bathrooms
  • sleeps 32

2 of 4 match: Climbing frame, Iron, Cycling trips, Heated pool

2 of 4 filters match

Price per night from

$2,748

Viewing 38 of 2,145
rentals in Martha's Vineyard

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