Vacation Rentals & Cottages in Southwest Harbor

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The Gold Eagle - Cottage 3

Lake George cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated) Smoking allowed

All filters match

Price per night from

$184

The Gold Eagle - Cottage 4

Lake George cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated) Smoking allowed

All filters match

Price per night from

$184

Private Berkshire County Retreat

Sheffield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated) Smoking allowed

All filters match

Price per night from

$686

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SKI IN SKI OUT! Luxury Rare Mountainside Unit

Glen condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$373

Hillcrest #1

Stowe house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$200

Tollhouse 17C

Stowe condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$175

Perfect little Condo

Waterville Valley condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$144

Room #1 Concord Wine Hill Top B & B

Fort Plain b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$217

Room #2 Rose Garden Hill Top B & B

Fort Plain b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$194

Room #3 Olive Garden Hill Top B & B

Fort Plain b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$182

Lodge Condo 26

Stowe condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$200

Tollhouse 9B

Stowe condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$375

Mountainside Condo E101

Stowe condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$275

Tollhouse 10C

Stowe condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$400

Notchbrook 34 Apt

Stowe condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$175

Mountainview Condo #5

Stowe condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$212

Schlafmans Hollow Solar Camping Rental Cabin #1

Lincoln cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (unheated), 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: Shared outdoor pool (unheated), Smoking allowed

1 of 2 filters match

Price per night from

$91

Suites at killington Center

Killington condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$344

Exclusive Rental in Beautiful Amenia!

Amenia house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$153

Hill Top Bed & Breakfast

Fort Plain house

  • 8 bedrooms
  • 3 bathrooms
  • sleeps 18

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,260

Room #4 Peaches & Cream Hill Top B & B

Fort Plain b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$217

Room #5 Deep Purple Hill Top B & B

Fort Plain b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$182

Room #6 Forest Green

Fort Plain b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$182

Room #7 Sunshine Room

Fort Plain b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$160

Room #8 Orange Blossoms

Fort Plain b&b

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$286

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

Newport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$328

Cozy Cabin Sleeps 2 Dog Friendly

East Durham guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$228

Modern Glass House

Taghkanic house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$516

Great Gorge-ous Condo

Vernon condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$284

2 bedroom Available in Brighton MA

Brookline apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$287

Close to attractions in the Berkshires

South Lee hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$115

Village Green 8D

Stowe condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$165

Maple House

Stowe house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$450

Notchbrook 24AB

Stowe house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$200

Trapp Villa 618

Stowe villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$750

Tollhouse 16A

Stowe condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$275

Four Seasons 5

Stowe house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Smoking allowed, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$200

Viewing 38 of 362
rentals in Southwest Harbor

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