Vacation Rentals & Apartments in Boston

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Match: Private outdoor pool (heated) Pets allowed

All filters match

Price per night from

$687

Magical home built around Windmill with views of ocean

Centerville house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Private outdoor pool (heated) Pets allowed

All filters match

Price per night from

$1,715

Heated Pool, AC, WiFi, Sleeps 18, 2 mi to beach!

Oak Bluffs house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 19

Match: Private outdoor pool (heated) Pets allowed

All filters match

Price per night from

$6,883

Crew's Quarters at Captain Alexander’s

West Harwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (heated) Pets allowed

All filters match

Price per night from

$164

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Luxury Waterfront Home With Heated Pool

Orleans house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Pets allowed, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,312

Fabolous with Pool and Walk to Town

Nantucket house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Pets allowed, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$3,442

Heated Pool and Hot Tub 5 Minutes to Nauset Beach

Orleans house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 39 minutes

1 of 2 match: Pets allowed, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,220

7 bedroom home sleeping 14! Located on the Bayside with private pool!

Dennis house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

1 of 2 match: Pets allowed, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,000

Summer vacation paradise, with private heated pool, sleeping 8

West Dennis house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$500

78 Main Street 152267

Falmouth house

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

1 of 2 match: Pets allowed, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,143

Hedgebound of Cape Cod

Truro house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 of 2 match: Pets allowed, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$3,442

Beautiful five bedroom home with private swimming pool

Dennis Port house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Excellent accommodations” The rental agent as well as the owner are easily accessible and ensure the house is ready upon arrival. The owner is gracious and gives a thorough explanation of how to use the pool, jacuzzi and fire pit. Walks to the beach are quite easy from this home.

1 of 2 match: Pets allowed, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$572

457 Prince Hinkley Road 151768

Centerville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$686

Responds fast! avg. 37 minutes

1 of 2 match: Pets allowed, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,868

Connors Cottage

West Hyannisport house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$201

Private Home with 2 MBRs on Private Road and Beach

Barnstable house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$574

Unique Waterfront Artist Cottage

Truro cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$328

Sunset Bay Cottage Lg backyard w sunset views,Trails to Grays Bch, kayaks, bikes

Yarmouth Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$271

JB Livery

Weymouth caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$459

8 Ocean Rd

East Sandwich house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$201

Vineyard Charming Retreat near beaches and center

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 15 minutes

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$402

Renovated Cottage near center and beaches

Edgartown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 15 minutes

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$803

Beachfront Home

West Yarmouth house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$1,721

Idyllic! King beds, pets, pond access, close to everything!

Harwich Port house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$316

Between the Harbors

Oak Bluffs apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$488

89-1 Salt Marsh Rd

East Sandwich house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$421

41 Tupper Ave

Sandwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$221

Beautifully decorated Brewster Home

Brewster house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$719

Minutes to Menauhant Beach - Newly Furnished

Falmouth house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$430

11 Georges Rock

Sandwich house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$314

Unique & Serene! Traditional-Elegant Cape House Nearby Beaches & Ponds

Cotuit house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

Responds fast! avg. 11 minutes

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$1,374

207B Great Neck Rd

East Wareham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$257

11 Freeman Ave

Sandwich cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$400

207A Great Neck Rd

Wareham house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 20

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$786

203 Phillips Rd

Sagamore cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$170

96 Knott Ave

Sandwich house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$270

5 Cardinal Rd

Sandwich house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$240

3 Feake Ave

Sandwich house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Private outdoor pool (heated), Pets allowed

1 of 2 filters match

Price per night from

$171

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