Apartments Southwest Harbor

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497 apartments

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

Falmouth apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Rental types Private outdoor pool (unheated)

All filters match

Price per night from

$172

"Up There" 39452

East Orleans apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Fantastic Location on the Cape!” The two separate apartments was perfect for us. Our two young adult sons could stay up late without disturbing us and when we got up we didn't have to worry about waking them up accidently (eventually, just on purpose:o). The view of the ocean from the decks was just beautiful with the nice beach just a short walk across the dunes. Plenty of nice restaurants in Orleans and East Orleans. We couldn't have scripted it any better.

Match: Rental types Private outdoor pool (unheated)

All filters match

Price per night from

$1,429

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COZY RETREAT: HOT TUB, POOL, SAUNA, AND MORE...

Garrison house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 15

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,890

Daydream Mountain Art Chateau '73 | Catskill

Catskill house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$687

Woodstock Way Vacation and Concert Rentals

Mongaup Valley house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$189

Full Basement unit with gorgeous view.

Salem house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$172

Happy Minnewaska- Welcome Home

Kerhonkson house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$516

Pool house

Plymouth house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11

Responds fast! avg. 3 hours 0 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$516

The Farmhouse at Glenwood Retreats

Glenwood farmhouse

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,718

Country Woodland Home

Vankleek Hill house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$243

Short term close to beach and ferry to Boston

Hull house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$287

Captain Gosnold Village - Studio Unit 7B

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$221

Summer retreat on Edgartown Great Pond with Pool.

Edgartown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$715

The Coast of Maine House - 1856 ships captains mansion

Saco house

  • 10 bedrooms
  • 4 bathrooms
  • sleeps 28

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,374

Summer vacation paradise, with private heated pool, sleeping 8

West Dennis house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$500

Private Association Pool Great Location!

Wellfleet house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$84

Resort Home with Hot Tub Pools Fireplace

Campton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 13 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$287

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$217

Katama Luxury with Pool

Edgartown house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$4,372

Katama Farmhouse with Pool

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$600

Private Berkshire County Retreat

Sheffield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$686

78 Main Street 152267

Falmouth house

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$2,143

Beautiful Oak Bluffs home on Lagoon Pond with Pool!

Oak Bluffs house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$572

CUSTOM BUILT HOME WITH POOL NEAR EDGARTOWN GOLF COURSE

Edgartown house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,072

Beautiful Katama Home with Pool

Edgartown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$3,286

455 Nauset Road 106854

Eastham house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,129

Beautiful Home in Katama with Heated Pool

Edgartown house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,286

Great Four Bedroom Home Walking Distance to Town

Edgartown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$2,858

Beautiful Home Near Long Point Beach with Heated Pool

West Tisbury house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,000

Beautiful Katama Home with Pool

Edgartown house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$965

Beautiful Tri-Level Katama Home with Heated Pool

Edgartown house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,072

Oyster Pond Retreat with Pool and Private Beach Access on Oyster Pond

Edgartown house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,715

BEAUTIFUL SUNNY HOME IN EDGARTOWN WITH POOL

Edgartown house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,143

Luxury Oak Bluffs Home with 18 X 30' Pool

Oak Bluffs house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,143

Beautiful Colonial Home in Edgartown with Pool

Edgartown house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,715

Luxury In-town Home with Pool

Westport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$2,143

Edgartown House and Guest House Walking Distance to Edgartown

Edgartown house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 9

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$2,000

Beautiful Mink Meadows Five Bedroom Home with Pool

Vineyard Haven house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$929

Viewing 38 of 497
rentals in Southwest Harbor

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