Vacation Rentals & Cottages in Southwest Harbor

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310 cottages

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D3072- Managed by Loon Reservation Service - NH Meals & Rooms Lic# 056365

Woodstock house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated) Waterfront

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Price per night from

$2,024

D0045- Managed by Loon Reservation Service - NH Meals & Rooms Lic# 056365

Woodstock apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“a small piece of paradise” we had the most beautiful time in Deer Park. it was comfortable and beautiful. the clubhouse was an added attraction. we only would have liked an early morning swim, it only was available from 10 a.m.

Match: Shared outdoor pool (unheated) Waterfront

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Price per night from

$269

Match: Shared outdoor pool (unheated) Waterfront

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Price per night from

$299

Match: Shared outdoor pool (unheated) Waterfront

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Price per night from

$209

Responds fast! avg. 1 hour 4 minutes

Match: Shared outdoor pool (unheated) Waterfront

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Price per night from

$139

Match: Shared outdoor pool (unheated) Waterfront

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Price per night from

$190

Match: Shared outdoor pool (unheated) Waterfront

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Price per night from

$188

Match: Shared outdoor pool (unheated) Waterfront

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Price per night from

$226

Match: Shared outdoor pool (unheated) Waterfront

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Price per night from

$256

D0103- Managed by Loon Reservation Service - NH Meals & Rooms Lic# 056365

Woodstock condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated) Waterfront

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Price per night from

$489

D0211- Managed by Loon Reservation Service - NH Meals & Rooms Lic# 056365

Woodstock condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated) Waterfront

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Price per night from

$513

Responds fast! avg. 1 hour 4 minutes

Match: Shared outdoor pool (unheated) Waterfront

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Price per night from

$186

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Birch Harbor boathouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

1 of 2 filters match

Price per night from

$1,031

SUMMER COTTAGE BY THE SEA

Swans Island house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$287

Chadwick House

Friendship house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$458

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

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Price per night from

$654

Nattuary, a Nordic Spa Retreat on the Bay of Fundy

Gardner Creek guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$209

Seacoast Sanctuary

Cape Neddick house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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

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Price per night from

$575

Twin Sails

Wells house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

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

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Price per night from

$431

Sweet Serenity - Y846

York condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$288

Cozy Cottage by the Sea - Y672

York house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 10

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

1 of 2 filters match

Price per night from

$496

Perkins Cove Gem - Q934

Ogunquit condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$360

“Have been using you guys for over 10 years!” we have been coming back and reserving thru loon reservation for quite vsome years already. You guys are just great!

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

1 of 2 filters match

Price per night from

$900

Oceanfront mini home, two decks, with spectacular views.

Meteghan cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$126

Haley Pond Haven

Rangeley house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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

1 of 2 filters match

Price per night from

$501

Experience Your Jorney with Us

Mexico house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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

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Price per night from

$213

Dwell Downeast with a relaxing holiday close to nature and Acadia!

Franklin house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 27 minutes

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

1 of 2 filters match

Price per night from

$546

Waterfront Cottage on Mount Desert Isle - 8 Mi from Acadia

Mount Desert cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 27 minutes

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

1 of 2 filters match

Price per night from

$698

The ultimate Downeast vacation compound with oceanfront pool!

Prospect Harbor house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 27 minutes

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

1 of 2 filters match

Price per night from

$879

Serenity By the Sea with Roof Deck Bay Views, Walk to Town Dock

Sorrento house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 27 minutes

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

1 of 2 filters match

Price per night from

$464

Epic Water View. Pet Friendly Fenced-In Yard. Add'l Private Suite.

Sullivan house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 27 minutes

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

1 of 2 filters match

Price per night from

$553

What beats a Maine vacation by the lake? Nothing, that's what

Bucksport cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 1 hour 27 minutes

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

1 of 2 filters match

Price per night from

$600

SKI IN SKI OUT! Luxury Rare Mountainside Unit

Glen condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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

1 of 2 filters match

Price per night from

$373

Perfect little Condo

Waterville Valley condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$144

Primitive cabin on Penobscot River.

Milford house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$82

The Gray Barn

Bass Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Close to Nirvana” It would be difficult to find a better spot for spending a vacation than the Quietside of Mt. Desert, and the Gray Barn experience is part of the fun. The accomodations are modern and in great shape, and the windows both have a great view over upper Bass Harbor and give great air circulation. Access to cellphone and internet coverage is a convenience. The kitchen is very functional, though you'll want to visit the lobster pounds and restaurants in the area. A perfect base for hiking in acadia National Park. The week we were there was perfect for using the owner's kayaks in the upper harbor and the estuary beyond. We've stayed three different years and will be happy to return.

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

1 of 2 filters match

Price per night from

$229

9 Perio Point

Beals house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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

1 of 2 filters match

Price per night from

$237

Private Island - Great for Reunions - Sleeps 24

Port Clyde house

  • 11 bedrooms
  • 6 bathrooms
  • sleeps 24

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

1 of 2 filters match

Price per night from

$2,453

Viewing 38 of 310
rentals in Southwest Harbor

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