Vacation Rentals & Cottages in Southwest Harbor

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Match: Swing set or jungle gym Skiing – property near ski resort

All filters match

Price per night from

$401

Match: Swing set or jungle gym Skiing – property near ski resort

All filters match

Price per night from

$201

White Mountain Getaway

Lincoln house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swing set or jungle gym Skiing – property near ski resort

All filters match

Price per night from

$258

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Campground/RV Park,Tenting,Day camping,Swimming,Full Service to Rustic sites

Fredericton cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 9

1 of 2 match: Skiing – property near ski resort, Swing set or jungle gym

1 of 2 filters match

Price per night from

$80

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

Cape Neddick chalet

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Skiing – property near ski resort, Swing set or jungle gym

1 of 2 filters match

Price per night from

$876

Linderhof Golf Course Condo / Across from Storyland

Glen condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Skiing – property near ski resort, Swing set or jungle gym

1 of 2 filters match

Price per night from

$228

Family Friendly Cottage on Androscoggin Lake

Leeds cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Skiing – property near ski resort, Swing set or jungle gym

1 of 2 filters match

Price per night from

$344

Cottage on Halfmoon Lake

Alton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Skiing – property near ski resort, Swing set or jungle gym

1 of 2 filters match

Price per night from

$221

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: Skiing – property near ski resort, Swing set or jungle gym

1 of 2 filters match

Price per night from

$138

Responds fast! avg. 33 minutes

1 of 2 match: Skiing – property near ski resort, Swing set or jungle gym

1 of 2 filters match

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: Skiing – property near ski resort, Swing set or jungle gym

1 of 2 filters match

Price per night from

$773

White Mountain GetaWay Lake Region Chocorua Nh

Chocorua house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 9

1 of 2 match: Skiing – property near ski resort, Swing set or jungle gym

1 of 2 filters match

Price per night from

$207

1 of 2 match: Skiing – property near ski resort, Swing set or jungle gym

1 of 2 filters match

Price per night from

$626

Bear Mountain Lodge - 560 Acres of Private Estate

Robbinston house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

1 of 2 match: Skiing – property near ski resort, Swing set or jungle gym

1 of 2 filters match

Price per night from

$286

Acorn Cottage

Bar Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Skiing – property near ski resort, Swing set or jungle gym

1 of 2 filters match

Price per night from

$327

Spacious 1 bedroom condo near 5 major ski areas!

Glen condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 47 minutes

1 of 2 match: Skiing – property near ski resort, Swing set or jungle gym

1 of 2 filters match

Price per night from

$132

Rust Pond Camp at Grey Shingles Camps

Wolfeboro cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Skiing – property near ski resort, Swing set or jungle gym

1 of 2 filters match

Price per night from

$292

Lake And Mountain View House

Gilford house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Skiing – property near ski resort, Swing set or jungle gym

1 of 2 filters match

Price per night from

$915

VILLA RIVIERA on the Merrimack River.

Newburyport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

1 of 2 match: Skiing – property near ski resort, Swing set or jungle gym

1 of 2 filters match

Price per night from

$1,137

Slopeside Attitash near StoryLand, White Mountains

Glen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Skiing – property near ski resort, Swing set or jungle gym

1 of 2 filters match

Price per night from

$229

Locke Lake Waterfront Property

Center Barnstead house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Skiing – property near ski resort, Swing set or jungle gym

1 of 2 filters match

Price per night from

$393

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: Skiing – property near ski resort, Swing set or jungle gym

1 of 2 filters match

Price per night from

$859

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: Skiing – property near ski resort, Swing set or jungle gym

1 of 2 filters match

Price per night from

$401

Red House w/ Access to Sebago Cove

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$392

ON MOUNTAIN, SKI IN-SKI OUT Sleeps 14-16 HappyTrails

Newry house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 58 minutes

1 of 2 match: Swing set or jungle gym, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$1,598

Slopeside condo with great view on Burke Mountain

East Burke condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$401

1 of 2 match: Swing set or jungle gym, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$974

1 of 2 match: Swing set or jungle gym, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$801

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: Swing set or jungle gym, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$430

Sebago Cape with Mountain Views and Lake Access

Raymond house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$160

Sebago Lake Home with Mountain & Lake Views

Raymond house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Swing set or jungle gym, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$81

Cozy Loft - Mountain Views & Sebago Lake Access

Raymond studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 of 2 match: Swing set or jungle gym, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$81

Burke Mountain Vermont Northeast Kingdom Trails

East Burke house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$328

Quarantine you and your loved ones in a safe waterfront log home.

Bridgton log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$572

The 1760 Tavern, Charming Antique Colonial

Townsend manor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$205

Shawnee Peak - Ski In & Out - 3 Bedroom

Bridgton ski chalet

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$916

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: Swing set or jungle gym, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$458

Alpine Perch

North Conway chalet

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$229

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rentals in Southwest Harbor

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