Vacation Rentals & Cottages in Southwest Harbor

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139 cottages

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Spacious 1 bedroom condo near 5 major ski areas!

Glen condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 47 minutes

Match: Shared outdoor pool (unheated) Swing set or jungle gym

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Price per night from

$132

Slopeside Attitash near StoryLand, White Mountains

Glen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Shared outdoor pool (unheated) Swing set or jungle gym

All filters match

Price per night from

$230

Match: Shared outdoor pool (unheated) Swing set or jungle gym

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Price per night from

$401

Match: Shared outdoor pool (unheated) Swing set or jungle gym

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Price per night from

$201

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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: Shared outdoor pool (unheated), 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: Shared outdoor pool (unheated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$878

Linderhof Golf Course Condo / Across from Storyland

Glen condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), 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: Shared outdoor pool (unheated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$344

SKI IN SKI OUT! Luxury Rare Mountainside Unit

Glen condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Swing set or jungle gym, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$373

Cottage on Halfmoon Lake

Alton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$222

Perfect little Condo

Waterville Valley condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$144

Responds fast! avg. 33 minutes

1 of 2 match: Shared outdoor pool (unheated), 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: Shared outdoor pool (unheated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$775

White Mountain GetaWay Lake Region Chocorua Nh

Chocorua house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 9

1 of 2 match: Shared outdoor pool (unheated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$207

1 of 2 match: Shared outdoor pool (unheated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$627

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), Swing set or jungle gym

1 of 2 filters match

Price per night from

$138

Bear Mountain Lodge - 560 Acres of Private Estate

Robbinston house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

1 of 2 match: Shared outdoor pool (unheated), 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: Shared outdoor pool (unheated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$327

Lake And Mountain View House

Gilford house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Shared outdoor pool (unheated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$915

White Mountain Getaway

Lincoln house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$258

Rust Pond Camp at Grey Shingles Camps

Wolfeboro cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Shared outdoor pool (unheated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$292

VILLA RIVIERA on the Merrimack River.

Newburyport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

1 of 2 match: Shared outdoor pool (unheated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$1,140

Locke Lake Waterfront Property

Center Barnstead house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$394

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: Shared outdoor pool (unheated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$401

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: Shared outdoor pool (unheated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$859

Renovated House Nestled in the White Mountains

Campton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$315

Lake Winni - Condo - 205

Laconia house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Swing set or jungle gym, 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: Swing set or jungle gym, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$543

"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: Swing set or jungle gym, 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: Swing set or jungle gym, 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: Swing set or jungle gym, 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: Swing set or jungle gym, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$308

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, 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 6

1 of 2 match: Swing set or jungle gym, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$288

Spruce Point Inn

Capitol Island log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$447

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$386

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$365

1 of 2 match: Swing set or jungle gym, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$269

Viewing 38 of 139
rentals in Southwest Harbor

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