Vacation Rentals & Cottages in Southwest Harbor

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31 cottages

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Slopeside Attitash near StoryLand, White Mountains

Glen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Climbing frame Shared outdoor pool (heated)

All filters match

Price per night from

$229

Match: Climbing frame Shared outdoor pool (heated)

All filters match

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: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$344

Sandy Shores 3

Old Orchard Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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

1 of 2 filters match

Price per night from

$297

Seabreeze 3

Old Orchard Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$311

Seabreeze 2

Old Orchard Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$311

Seabreaze

Old Orchard Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$310

Beach Getaway

Moody cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$287

Oar Island

Bremen cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

“perfect” We love Oar Island. It is the perfect vacation place for families with children of different ages, or just a couple. There is hiking, sunning, relaxation, but mostly what we love about Oar Island is the isolation. It is an adventure as well, since the only way to get there is by the little motorboat. It is a getaway for certain kinds of people; but if you prefer the Marriott type of stay, this is not that kind, it is much more "out-doorsy".

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

1 of 2 filters match

Price per night from

$270

Ocean View Cape on 14 Private Acres

Searsport house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

1 of 2 filters match

Price per night from

$373

Beautiful new house + classic cottage Seal Harbor

Seal Harbor house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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

1 of 2 filters match

Price per night from

$916

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

Old Orchard Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$281

White Mountain Getaway

Lincoln house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$258

Slice of Paradise at Hampton Beach, NH

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$269

10 Locust Lane

North Conway house

  • 15 bedrooms
  • 9 bathrooms
  • sleeps 32

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

1 of 2 filters match

Price per night from

$2,748

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: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$102

80 Locust Lane

North Conway house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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

1 of 2 filters match

Price per night from

$1,203

42 Locust Lane

North Conway house

  • 10 bedrooms
  • 5 bathrooms
  • sleeps 20

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

1 of 2 filters match

Price per night from

$1,947

70 Locust Lane

North Conway house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

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

1 of 2 filters match

Price per night from

$1,055

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

Moody cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$241

Village of Winnipesaukee 2br suite, Sunday check-in

Weirs Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$86

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: Climbing frame, 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: Climbing frame, 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: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$287

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

Falmouth house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$686

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

1 of 2 filters match

Price per night from

$974

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: Climbing frame, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$430

The Point, Where the Land Meets the Sea

Harpswell house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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

1 of 2 filters match

Price per night from

$916

Reservations

New Castle chateau

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$654

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