Vacation Rentals & Cottages in Southwest Harbor

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Secluded Country Getaway

Highland house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Children's pool Housekeeping Included

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Price per night from

$269

Match: Children's pool Housekeeping Included

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Price per night from

$900

Timeshare rental Cove at Yarmouth, Cape Cod, MA

West Yarmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Children's pool Housekeeping Included

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Price per night from

$184

2 Bedroom Cottage for Rent! Summer Village Resort in Westford MA, 800 sqft

Westford cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Children's pool Housekeeping Included

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Price per night from

$221

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The I.B. Munson House Inn - Bedroom 2

Wallingford b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$224

The I.B. Munson House Inn - Bedroom 1

Wallingford b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Children's pool, Housekeeping Included

1 of 2 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 2 match: Children's pool, Housekeeping Included

1 of 2 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 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$224

Wyndham Long Wharf August 11th - 18th Friday to Friday only

Newport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Children's pool

1 of 2 filters match

Price per night from

$328

The Gene Pitney Green Room

Stafford Springs apartment

  • 1 bedroom
  • 4 bathrooms
  • sleeps 2

1 of 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$172

1 bed room condo ! Enjoy your stay at mountain creek

Vernon apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Housekeeping Included, Children's pool

1 of 2 filters match

Price per night from

$287

Beach Getaway

Moody cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Housekeeping Included, Children's pool

1 of 2 filters match

Price per night from

$287

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Housekeeping Included, Children's pool

1 of 2 filters match

Price per night from

$152

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Housekeeping Included, Children's pool

1 of 2 filters match

Price per night from

$132

Salisbury Coastal Retreat

Salisbury studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Children's pool, Housekeeping Included

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Price per night from

$196

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 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$458

Maine Wilderness Lake Island Cabin

Topsfield cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$70

U have to C it 2 believe it ! unlike any other !

Haines Falls house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 25

1 of 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$1,145

Canada's Rotating House, Suites, & Tours (Condo #2)

North Rustico condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$117

Wyndham Longwharf

Newport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Children's pool

1 of 2 filters match

Price per night from

$524

Crafts Inn in Vermont 1br suite, Saturday check-in

Wilmington condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Housekeeping Included, Children's pool

1 of 2 filters match

Price per night from

$81

Smuggler's Notch Resort in Vermont studio suite, Sunday check-in

Jeffersonville condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Housekeeping Included, Children's pool

1 of 2 filters match

Price per night from

$75

Smuggler's Notch Resort in Vermont 1br suite, Sunday check-in

Jeffersonville condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Housekeeping Included, Children's pool

1 of 2 filters match

Price per night from

$81

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

Shelburne Falls private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$144

1 of 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$862

Rogers Island Get-Away Bed and Breakfast

Kensington b&b

  • 1 bedroom
  • 3 bathrooms
  • sleeps 2

1 of 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$130

Marion- Village Loft ...Perfect !

Marion apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$224

Seaside Vacation at Hotel Paulin

Caraquet penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$159

Memories of Meadowbank.

Clyde River cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$205

Holistic and off-grid homestead

Woodstock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$168

The I.B. Munson House Inn - All Bedrooms

Wallingford b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$716

Quaint, private, comfortable... stay here!

Saratoga Springs house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 53 minutes

1 of 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$353

1 of 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$75

Back Inn Time--The Loft

Saint Albans apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$361

Beautiful Country Home

Monticello house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$435

Canada's Rotating House, Suites, & Tours (Condo #3)

North Rustico condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$117

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

Rockport house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Children's pool, Housekeeping Included

1 of 2 filters match

Price per night from

$745

Holiday Inn Club Vacations Oak N' Spruce 2br suite Friday check-ins

South Lee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Housekeeping Included, Children's pool

1 of 2 filters match

Price per night from

$71

Viewing 38 of 227
rentals in Southwest Harbor

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