Vacation Rentals & Cottages in Southwest Harbor

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193 cottages

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Forest Ridge townhouse, free shuttle to Loon

Lincoln townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 24 minutes

Match: Table tennis Swimming pool

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Price per night from

$430

Wells, Maine Cottage w/Pool, hot tub, Gym & more....

Moody cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$241

Slopeside Attitash near StoryLand, White Mountains

Glen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$230

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Price per night from

$975

Amazing Maine Get-Away - Maine's Western Mountains

Andover house

  • 16 bedrooms
  • 7 bathrooms
  • sleeps 32

Match: Table tennis Swimming pool

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Price per night from

$1,147

Reservations

New Castle chateau

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Table tennis Swimming pool

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Price per night from

$655

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Price per night from

$402

Match: Table tennis Swimming pool

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Price per night from

$201

2500ft | 3 Bed Front HBR | 60’ Lap Pool | Fire Pit | DT 5 Min Walk

Chester house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Table tennis Swimming pool

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Price per night from

$420

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Lake Winni - WF - 438

Moultonborough house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Swimming pool, Table tennis

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Price per night from

$57,249

Lake Winnipesaukee - Waterfront - 444

Center Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Swimming pool, Table tennis

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Price per night from

$777

Lake Winni - WF - 533

Moultonborough house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Swimming pool, Table tennis

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Price per night from

$647

Unique Yurts Minutes from Acadia National Park

Tremont lodge

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Swimming pool, Table tennis

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Price per night from

$453

Rustic, Romantic, & Spacious Log Chalet BEST PLACE for Family, & Friends

Cape Neddick chalet

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Swimming pool, Table tennis

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Price per night from

$878

Private Oceanfront Beach House

Georgetown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Swimming pool, Table tennis

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Price per night from

$574

Very Private Family Compound on Lake Winnisquam

Belmont villa

  • 10 bedrooms
  • 4 bathrooms
  • sleeps 25

1 of 2 match: Swimming pool, Table tennis

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Price per night from

$2,048

Rustic Lakeside Lodge and Four Cabins-13 bedrooms

Jefferson lodge

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 26

1 of 2 match: Swimming pool, Table tennis

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Price per night from

$1,212

1 of 2 match: Swimming pool, Table tennis

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Price per night from

$499

Red House w/ Access to Sebago Cove

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Swimming pool, Table tennis

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Price per night from

$383

SKI IN SKI OUT! Luxury Rare Mountainside Unit

Glen condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Table tennis, Swimming pool

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Price per night from

$373

Spacious Vacation Home Madison

Madison house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Swimming pool, Table tennis

1 of 2 filters match

Price per night from

$201

Responds fast! avg. 33 minutes

1 of 2 match: Swimming pool, Table tennis

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Price per night from

$171

Lakefront Home with private dock on Great East Lak

Wakefield house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Swimming pool, Table tennis

1 of 2 filters match

Price per night from

$774

The Bliss St Beach House in Pine Point, Maine

Scarborough house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 19

1 of 2 match: Swimming pool, Table tennis

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Price per night from

$2,622

Beautiful New Hampshire get away vacation home

Alton Bay house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 14

1 of 2 match: Swimming pool, Table tennis

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Price per night from

$458

Winnipesaukee Estate with 300 feet of Waterfront -- Panoramic sunsets

Alton Bay house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Swimming pool, Table tennis

1 of 2 filters match

Price per night from

$1,246

Rust Pond Camp at Grey Shingles Camps

Wolfeboro cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Swimming pool, Table tennis

1 of 2 filters match

Price per night from

$293

Melhem Enterprises Retreats

Whitefield house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Swimming pool, Table tennis

1 of 2 filters match

Price per night from

$918

Perfect little Condo

Waterville Valley condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Table tennis, Swimming pool

1 of 2 filters match

Price per night from

$144

6 Bedroom Waterfront Home - Lake Winnipesaukee, NH

Moultonborough house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Swimming pool, Table tennis

1 of 2 filters match

Price per night from

$1,426

1 of 2 match: Swimming pool, Table tennis

1 of 2 filters match

Price per night from

$688

Pine Brook Lodge: 3 fireplaces, sauna, game room, bar, 4 TVs, AC, deck, grill

North Conway house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 18

Responds fast! avg. 12 minutes

1 of 2 match: Swimming pool, Table tennis

1 of 2 filters match

Price per night from

$367

VILLA RIVIERA on the Merrimack River.

Newburyport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

1 of 2 match: Swimming pool, Table tennis

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Price per night from

$1,139

Maple View House: fireplaces, sauna, jettub, 4 TVs, deck, firepit, game room, AC

North Conway house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 19

Responds fast! avg. 12 minutes

1 of 2 match: Swimming pool, Table tennis

1 of 2 filters match

Price per night from

$459

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft, 100ft Beachfront, Kayaks, Dock

East Wakefield house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Swimming pool, Table tennis

1 of 2 filters match

Price per night from

$860

Beautiful Log Cabin on Belleau Lake - Pet Friendly, Beach, Kayaks- 2900 sqft!

East Wakefield log cabin

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Swimming pool, Table tennis

1 of 2 filters match

Price per night from

$402

Lovely Seasons Resort Townhouse

Glen townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Table tennis, Swimming pool

1 of 2 filters match

Price per night from

$201

Studio King Condo w/pool

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Table tennis, Swimming pool

1 of 2 filters match

Price per night from

$344

Viewing 38 of 193
rentals in Southwest Harbor

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