Vacation Rentals & Cottages in Southwest Harbor

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Slopeside Attitash near StoryLand, White Mountains

Glen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Shared outdoor pool (heated) Shared outdoor pool (unheated)

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Price per night from

$230

Match: Shared outdoor pool (heated) Shared outdoor pool (unheated)

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Price per night from

$976

Reservations

New Castle chateau

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Shared outdoor pool (heated) Shared outdoor pool (unheated)

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Price per night from

$655

Match: Shared outdoor pool (heated) Shared outdoor pool (unheated)

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Price per night from

$201

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Studio King Condo w/pool

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$345

Sandy Shores 3

Old Orchard Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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

1 of 2 filters match

Price per night from

$298

Seabreaze

Old Orchard Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$310

Seabreeze 2

Old Orchard Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$311

Seabreeze 3

Old Orchard Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$311

Beach Getaway

Moody cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$287

SKI IN SKI OUT! Luxury Rare Mountainside Unit

Glen condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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

1 of 2 filters match

Price per night from

$373

Condo on Grand Beach(OOB)-Steps to Beach, Pool

Old Orchard Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$295

Hampton Beach Studio condo Rental w/pool

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$287

Sandy Shores 2

Old Orchard Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$281

Perfect little Condo

Waterville Valley condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$144

Slice of Paradise at Hampton Beach, NH

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$270

10 Locust Lane

North Conway house

  • 15 bedrooms
  • 9 bathrooms
  • sleeps 32

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

1 of 2 filters match

Price per night from

$2,754

Cozy 2 BR condo at Attitash Mt Village Ski area

Bartlett apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“great time at cozy attitash Mt Village” If you like to go on vacation with nothing else but your luggage!!! It's the place to go!!! Nothing to worry about. Everything is perfect. The place is very clean and cozy. You can enjoy all the facillity on the site for free. I will go back for sure!!! By the way, we were 4 adults and a 10 month old baby and we had enoufgh space.

Responds fast! avg. 2 hours 2 minutes

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

1 of 2 filters match

Price per night from

$103

80 Locust Lane

North Conway house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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

1 of 2 filters match

Price per night from

$1,205

42 Locust Lane

North Conway house

  • 10 bedrooms
  • 5 bathrooms
  • sleeps 20

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

1 of 2 filters match

Price per night from

$1,951

70 Locust Lane

North Conway house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

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

1 of 2 filters match

Price per night from

$1,057

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

Moody cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$241

White Mountains, NH Spacious Luxury Townhome

Lincoln house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

“Gorgeous Memorial Day weekend.” The condo was very nice, very clean. My family of 6 fit in very well. There was a little problem with a sleep sofa but we eventually got it to work. The location was perfect. We were in walking distance to several restaurants and took advantage of it. My wife and I were able to go for a nice 4.5 mile loop run along the path to Loon mountain then down the back road to South Peak and back. We hiked and swam in the rivers and explored the Kancamagus.

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

1 of 2 filters match

Price per night from

$138

Boutique Studio Steps Away from Hampton Beach

Hampton apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$373

Alpine Village - Best White Mountain Condo Rental!

Woodstock apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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

1 of 2 filters match

Price per night from

$287

Village of Winnipesaukee 2br suite, Sunday check-in

Weirs Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$86

Renovated House Nestled in the White Mountains

Campton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$316

Lake Winni - Condo - 205

Laconia house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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

1 of 2 filters match

Price per night from

$139

Escape to Ogunquit - a pool, the beach, Perkins Cove and the Footbridge

Ogunquit condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 27 minutes

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

1 of 2 filters match

Price per night from

$543

Forest Ridge townhouse, free shuttle to Loon

Lincoln townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 24 minutes

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

1 of 2 filters match

Price per night from

$431

The Point, Where the Land Meets the Sea

Harpswell house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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

1 of 2 filters match

Price per night from

$918

Andy's Retreat - Heated outdoor pool, Hot Spring jacuzzi, central AC, BBQ

Falmouth house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$688

"DISCOUNTED PRICE FOR ANY WEEK IN JUNE" Townhouse in Ocean Park Meadows, OOB

Old Orchard Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

1 of 2 filters match

Price per night from

$292

Private Lakefront Cottage on a Unique Setting - Maine At It's Best!

Limerick house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$181

Linderhof - 2 bedroom condo

Glen condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$155

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$334

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$309

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$288

Viewing 38 of 143
rentals in Southwest Harbor

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