Vacation Rentals & Cottages in Southwest Harbor

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208 cottages

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

Moody cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Children's pool Walking trips

All filters match

Price per night from

$241

Slopeside Attitash near StoryLand, White Mountains

Glen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Children's pool Walking trips

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Price per night from

$230

Match: Children's pool Walking trips

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Price per night from

$201

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Couples Getaway! Log Cabin in the White Mountains

Intervale log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 45 minutes

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$201

Hillside Cottages Norway ME Arran

Norway caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$149

Seaside Rosehip Cottage Downeast Maine

Jonesport cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$258

Unique Yurts Minutes from Acadia National Park

Tremont lodge

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$453

Cabin Oasis Getaway| 3BD| Mins to Ossipee Lake

Ossipee house

  • 5 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$172

Welcome to Pleasant Cove in Beautiful Boothbay Maine

Boothbay house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$327

The Coop - A Studio Cottage at the Mohawk River Farm

Colebrook cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$125

Unique, Secluded Home with Pool: Acadia High Tower

Mount Desert house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$867

Beach Getaway

Moody cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Walking trips, Children's pool

1 of 2 filters match

Price per night from

$287

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$344

Cozy Wells cottage close to beach-avail 6/28-7/5

Wells cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 46 minutes

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$217

house on miles pond

Concord house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 22 minutes

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$144

80 Locust Lane

North Conway house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$1,204

42 Locust Lane

North Conway house

  • 10 bedrooms
  • 5 bathrooms
  • sleeps 20

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$1,950

70 Locust Lane

North Conway house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$1,055

Responds fast! avg. 1 hour 52 minutes

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$362

Ocean Front Cottage on Penobscot Bay

Belfast cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$321

10 Locust Lane

North Conway house

  • 15 bedrooms
  • 9 bathrooms
  • sleeps 32

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$2,752

Working Lighthouse on Picturesque Island in Maine

Saint George lighthouse

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$1,720

Waterfront Home on Scenic Cove

Harpswell house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$184

Sea Glass Cottage - Home From Home

St. Martins house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$252

Long Lake escape; spectacular lake views! A pet friendly, family owned home.

North Bridgton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 58 minutes

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$172

92 Locust Lane

North Conway house

  • 16 bedrooms
  • 11 bathrooms
  • sleeps 34

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$2,981

Majestic Oceanfront Chalet

Hunts Point house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 56 minutes

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$502

Salt Water Farm,The Studio, Waterfront Organic

Brooksville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$170

Luxury Kennebunkport Cottage w/ Private Water Access

Cape Porpoise house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 minutes

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$401

Classic Oceanfront Cottage on Orr's Island

Orrs Island cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$320

Linderhof Golf Course Condo / Across from Storyland

Glen condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$228

Moose Creek Lodge NH - White Mountain Getaway

Bethlehem house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$516

Red House w/ Access to Sebago Cove

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$368

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: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$1,600

Slopeside condo with great view on Burke Mountain

East Burke condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$402

Kellie Ann's Breakwater, Oceanfront living

Saco house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$459

Idyllic Suite, Ocean and Island Views near Acadia

Southwest Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$162

Raymond Retreat Brand New Luxury Lake House on Panther Pond

Raymond house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Children's pool, Walking trips

1 of 2 filters match

Price per night from

$1,371

Viewing 38 of 208
rentals in Southwest Harbor

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