Vacation Rentals & Cottages in Southwest Harbor

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256 cottages

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Match: Housekeeping Included Smoking allowed

All filters match

Price per night from

$689

A river runs through it

East Branch house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Housekeeping Included Smoking allowed

All filters match

Price per night from

$333

Match: Housekeeping Included Smoking allowed

All filters match

Price per night from

$259

Slateville Retreat - Lookout Tower and Cabin

Granville tower

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Housekeeping Included Smoking allowed

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Price per night from

$345

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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: Smoking allowed, 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: Smoking allowed, 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: Smoking allowed, 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: Smoking allowed, Housekeeping Included

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Price per night from

$224

The Gene Pitney Green Room

Stafford Springs apartment

  • 1 bedroom
  • 4 bathrooms
  • sleeps 2

1 of 2 match: Smoking allowed, Housekeeping Included

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Price per night from

$172

Schlafmans Hollow Solar Camping Rental Cabin #1

Lincoln cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Housekeeping Included, Smoking allowed

1 of 2 filters match

Price per night from

$91

Schlafmans Hollow Solar Camping Rental Cabin #2

Lincoln cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Housekeeping Included, Smoking allowed

1 of 2 filters match

Price per night from

$91

Maine Wilderness Lake Island Cabin

Topsfield cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Smoking allowed, Housekeeping Included

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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: Smoking allowed, Housekeeping Included

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Price per night from

$1,148

Salisbury Coastal Retreat

Salisbury studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Smoking allowed, Housekeeping Included

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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 2 match: Smoking allowed, Housekeeping Included

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Price per night from

$458

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

North Rustico condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Smoking allowed, Housekeeping Included

1 of 2 filters match

Price per night from

$117

Rogers Island Get-Away Bed and Breakfast

Kensington b&b

  • 1 bedroom
  • 3 bathrooms
  • sleeps 2

1 of 2 match: Smoking allowed, 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: Smoking allowed, 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: Smoking allowed, Housekeeping Included

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Price per night from

$159

Holistic and off-grid homestead

Woodstock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, 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: Smoking allowed, Housekeeping Included

1 of 2 filters match

Price per night from

$717

Back Inn Time--The Loft

Saint Albans apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Housekeeping Included

1 of 2 filters match

Price per night from

$362

Beautiful Country Home

Monticello house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Housekeeping Included

1 of 2 filters match

Price per night from

$436

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

Rockport house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Smoking allowed, Housekeeping Included

1 of 2 filters match

Price per night from

$746

Memories of Meadowbank.

Clyde River cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Smoking allowed, Housekeeping Included

1 of 2 filters match

Price per night from

$205

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: Smoking allowed, Housekeeping Included

1 of 2 filters match

Price per night from

$143

1 of 2 match: Smoking allowed, Housekeeping Included

1 of 2 filters match

Price per night from

$859

Quaint, private, comfortable... stay here!

Saratoga Springs house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 53 minutes

1 of 2 match: Smoking allowed, Housekeeping Included

1 of 2 filters match

Price per night from

$353

1 of 2 match: Smoking allowed, Housekeeping Included

1 of 2 filters match

Price per night from

$75

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

North Rustico condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Smoking allowed, Housekeeping Included

1 of 2 filters match

Price per night from

$117

2 Bedroom Apartment at Moody Beach

Wells apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Housekeeping Included, Smoking allowed

1 of 2 filters match

Price per night from

$197

Cherrybank, an Adirondack cabin on Paradox Lake

Severance house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Housekeeping Included, Smoking allowed

1 of 2 filters match

Price per night from

$345

The Gold Eagle - Cottage 4

Lake George cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Housekeeping Included, Smoking allowed

1 of 2 filters match

Price per night from

$184

Villa Rosa 2

Misquamicut apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Housekeeping Included, Smoking allowed

1 of 2 filters match

Price per night from

$689

The Bear Den

North Adams apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Housekeeping Included, Smoking allowed

1 of 2 filters match

Price per night from

$339

Townhouse in La Savina

Newbury house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

1 of 2 match: Housekeeping Included, Smoking allowed

1 of 2 filters match

Price per night from

$431

catskills YURT

Livingston Manor yurt

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Housekeeping Included, Smoking allowed

1 of 2 filters match

Price per night from

$201

Oceanfront Paradise: Experience the best of Cape Cod

Eastham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Housekeeping Included, Smoking allowed

1 of 2 filters match

Price per night from

$1,033

Viewing 38 of 256
rentals in Southwest Harbor

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