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: Climbing frame Private outdoor pool (heated) Cycling trips

All filters match

Price per night from

$1,377

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Modern Luxe Loft

Needham apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (heated), Cycling trips, Climbing frame

2 of 3 filters match

Price per night from

$172

2 of 3 match: Climbing frame, Cycling trips, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$689

The Jethro Peckham House

Middletown house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 13

2 of 3 match: Private outdoor pool (heated), Cycling trips, Climbing frame

2 of 3 filters match

Price per night from

$402

White Mountain Getaway

Lincoln house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Cycling trips, Climbing frame

2 of 3 filters match

Price per night from

$259

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Climbing frame, Cycling trips, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,090

2 of 3 match: Private outdoor pool (heated), Cycling trips, Climbing frame

2 of 3 filters match

Price per night from

$396

“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!!!

2 of 3 match: Private outdoor pool (heated), Cycling trips, Climbing frame

2 of 3 filters match

Price per night from

$396

UMIQUE Country Condo, 1BR 1 BA - NEW

Hancock condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Cycling trips, Climbing frame

2 of 3 filters match

Price per night from

$261

Slopeside Attitash near StoryLand, White Mountains

Glen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (heated), Cycling trips, Climbing frame

2 of 3 filters match

Price per night from

$230

Quaint Seaside Retreat With Full Gym

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (heated), Cycling trips, Climbing frame

2 of 3 filters match

Price per night from

$1,377

Responds fast! avg. 37 minutes

2 of 3 match: Climbing frame, Cycling trips, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$2,869

2 of 3 match: Climbing frame, Cycling trips, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$987

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: Cycling trips, Climbing frame, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,394

SOUTHAMPTON POOL & TENNIS

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

2 of 3 match: Climbing frame, Cycling trips, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$3,278

Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events

Marlborough manor house

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 22

2 of 3 match: Climbing frame, Cycling trips, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$4,131

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

2 of 3 match: Climbing frame, Cycling trips, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,148

Hilltop Haven in Montauk with Heated Pool perfect for Families

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

2 of 3 match: Climbing frame, Cycling trips, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$689

2 of 3 match: Climbing frame, Cycling trips, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$574

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

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Cycling trips, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$659

2 of 3 match: Private outdoor pool (heated), Cycling trips, Climbing frame

2 of 3 filters match

Price per night from

$201

Pleasant Forest Shores cottages #Apt : So. Chatham

South Chatham cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Cycling trips, Private outdoor pool (heated), Climbing frame

1 of 3 filters match

Price per night from

$75

Pleasant Forest Shores cottages #3 : So. Chatham

South Chatham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 3 match: Cycling trips, Private outdoor pool (heated), Climbing frame

1 of 3 filters match

Price per night from

$115

Pleasant Forest Shores cottages #2 : So. Chatham

South Chatham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Cycling trips, Private outdoor pool (heated), Climbing frame

1 of 3 filters match

Price per night from

$103

The Little Red House with Prize Ocean View

Rockport house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Private outdoor pool (heated), Climbing frame, Cycling trips

1 of 3 filters match

Price per night from

$197

Tiny house by a brook

Lyndonville house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Private outdoor pool (heated), Climbing frame, Cycling trips

1 of 3 filters match

Price per night from

$89

East Hampton Charming Cottage South Of the Highway Near Ocean/ Further Lane

East Hampton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Cycling trips, Climbing frame, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$1,922

Luxury Waterfront Home With Heated Pool

Orleans house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 3 match: Cycling trips, Climbing frame, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$1,312

Village traditional on a quiet cul de sac

Sag Harbor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Cycling trips, Climbing frame, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$1,278

Fabolous with Pool and Walk to Town

Nantucket house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 3 match: Cycling trips, Climbing frame, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$3,442

Exquisite Hamptons Mansion Retreat

Water Mill house

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

1 of 3 match: Cycling trips, Climbing frame, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$631

New Reno Westhampton Beach Heated Pool Steps to Town

Westhampton Beach house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 16

1 of 3 match: Cycling trips, Climbing frame, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$1,434

On to of Wigwam

Nantucket house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 3 match: Cycling trips, Climbing frame, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$3,557

Heated Pool 6+ Bedrooms , 4.5 BA

Noyack house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 3 match: Cycling trips, Climbing frame, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$1,721

Boutique Waterfront Home with Pool in Heart of North Fork

Southold house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 3 match: Cycling trips, Climbing frame, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$431

Greenport Beach House

Greenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Cycling trips, Climbing frame, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$918

Beautiful Bridgehampton Home

Bridgehampton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Cycling trips, Climbing frame, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$1,721

Tranquil Villa

Monroe apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 3 match: Cycling trips, Climbing frame, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$402

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rentals in Martha's Vineyard

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