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306 villas

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Match: Rental types Housekeeping Included Private outdoor pool (unheated)

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Price per night from

$1,260

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Abigail ‘s Nest

Brimfield house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

2 of 3 match: Rental types, Housekeeping Included, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,031

The I.B. Munson House Inn - Bedroom 1

Wallingford b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Private outdoor pool (unheated), Housekeeping Included

1 of 3 filters match

Price per night from

$224

The I.B. Munson House Inn - Bedroom 2

Wallingford b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Private outdoor pool (unheated), Housekeeping Included

1 of 3 filters match

Price per night from

$224

The I.B. Munson House Inn - Bedroom 3

Wallingford b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Private outdoor pool (unheated), Housekeeping Included

1 of 3 filters match

Price per night from

$224

The I.B. Munson House Inn - Bedroom 4

Wallingford b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Private outdoor pool (unheated), Housekeeping Included

1 of 3 filters match

Price per night from

$224

The Gene Pitney Green Room

Stafford Springs apartment

  • 1 bedroom
  • 4 bathrooms
  • sleeps 2

1 of 3 match: Rental types, Private outdoor pool (unheated), Housekeeping Included

1 of 3 filters match

Price per night from

$172

Castle Villa

Sosua villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Fabulous time” what a great time I had. The private pool in the backyard was an added bonus to the close proximity to the ocean and restaurants. Looking forward to going again.

2 of 3 match: Housekeeping Included, Rental types, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$161

Salisbury Coastal Retreat

Salisbury studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Private outdoor pool (unheated), Housekeeping Included

1 of 3 filters match

Price per night from

$195

Fabulous 2 Bedroom in Historic Cape Style House

Provincetown house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 42 minutes

1 of 3 match: Rental types, Private outdoor pool (unheated), Housekeeping Included

1 of 3 filters match

Price per night from

$458

Casual lux near Hermitage Club & Four Columns Inn

South Newfane villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Rental types, Housekeeping Included

2 of 3 filters match

Price per night from

$1,718

Short term close to beach and ferry to Boston

Hull house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Housekeeping Included, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$287

Idyllic North Fork Waterfront Home with Pool

Mattituck house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 3 match: Rental types, Housekeeping Included, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$430

Wine Country Retreat w/ Dock & Pool on Mattituck Inlet

Mattituck house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 3 match: Rental types, Housekeeping Included, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$430

Relax at our East Hampton home

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Housekeeping Included, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$900

Reading Farms Estate/ Vermont Luxury Rental

Reading villa

  • 15 bedrooms
  • 12 bathrooms
  • sleeps 46

2 of 3 match: Housekeeping Included, Rental types, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$5,096

Charming cottage in the heart of East Hampton village

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Housekeeping Included, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$382

Full Basement unit with gorgeous view.

Salem house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 3 match: Rental types, Housekeeping Included, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$172

Spacious Villa With Free Parking

Charlton villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Housekeeping Included, Rental types, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$401

Pool house

Plymouth house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11

Responds fast! avg. 3 hours 0 minutes

1 of 3 match: Rental types, Housekeeping Included, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$516

Marion- Village Loft ...Perfect !

Marion apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Private outdoor pool (unheated), Housekeeping Included

1 of 3 filters match

Price per night from

$224

The I.B. Munson House Inn - All Bedrooms

Wallingford b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Private outdoor pool (unheated), Housekeeping Included

1 of 3 filters match

Price per night from

$716

1 of 3 match: Rental types, Private outdoor pool (unheated), Housekeeping Included

1 of 3 filters match

Price per night from

$1,317

2 of 3 match: Private outdoor pool (unheated), Rental types, Housekeeping Included

2 of 3 filters match

Price per night from

$1,123

Back Inn Time--The Loft

Saint Albans apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Private outdoor pool (unheated), Housekeeping Included

1 of 3 filters match

Price per night from

$361

Beach Front Luxe: Italian vibes & coastal glam in Rockport!

Rockport house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 3 match: Rental types, Private outdoor pool (unheated), Housekeeping Included

1 of 3 filters match

Price per night from

$745

1 of 3 match: Rental types, Private outdoor pool (unheated), Housekeeping Included

1 of 3 filters match

Price per night from

$859

Balcony Room in Victorian 2 minutes walk to delightful Shelburne Falls center.

Shelburne Falls private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Private outdoor pool (unheated), Housekeeping Included

1 of 3 filters match

Price per night from

$144

Bayso By The Bay

Freeport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Private outdoor pool (unheated), Housekeeping Included

1 of 3 filters match

Price per night from

$367

Captain Gosnold Village - Studio Unit 7B

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Housekeeping Included, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$221

Modern 3BR 2BA Home w/ Patio & Outdoor Salt Pool

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Housekeeping Included, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$343

Summer retreat on Edgartown Great Pond with Pool.

Edgartown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Housekeeping Included, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$715

Resort Home with Hot Tub Pools Fireplace

Campton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 13 minutes

1 of 3 match: Rental types, Housekeeping Included, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$287

Serene & Private East Hampton Summer Rental w/pool

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Housekeeping Included, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$982

Coastal Haven: Private Pool, Bay Access, Water Sports

Aquebogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Housekeeping Included, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$399

Modern North Fork Haven: Beachfront,Private Pool

Southold house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 3 match: Rental types, Housekeeping Included, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$842

The Coast of Maine House - 1856 ships captains mansion

Saco house

  • 10 bedrooms
  • 4 bathrooms
  • sleeps 28

1 of 3 match: Rental types, Housekeeping Included, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$1,374

Beautiful Katama Home with Pool

Edgartown house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 3 match: Rental types, Housekeeping Included, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$965

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