Vacation Rentals & Cottages in Southwest Harbor

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166 cottages

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Match: Shared outdoor pool (unheated) Housekeeping Included

All filters match

Price per night from

$801

Match: Shared outdoor pool (unheated) Housekeeping Included

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Price per night from

$81

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SKI IN SKI OUT! Luxury Rare Mountainside Unit

Glen condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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

1 of 2 filters match

Price per night from

$144

Maine Wilderness Lake Island Cabin

Topsfield cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$70

Salisbury Coastal Retreat

Salisbury studio

  • Studio
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$195

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

1 of 2 filters match

Price per night from

$859

Lake Winni - Condo - 205

Laconia house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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

1 of 2 filters match

Price per night from

$137

Renovated House Nestled in the White Mountains

Campton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$315

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: Housekeeping Included, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$520

Beautiful harbor-front home

Boothbay Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

1 of 2 filters match

Price per night from

$225

The Mission House Bed & Breakfast - a beautiful, historic property

Gagetown b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$109

Maine Bed & Boat, NEBI

Damariscotta boathouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

1 of 2 filters match

Price per night from

$338

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

1 of 2 filters match

Price per night from

$196

Gorgeous Secluded Log Home

Pittsburg house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 50 minutes

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

1 of 2 filters match

Price per night from

$286

Oceanfront mini home, two decks, with spectacular views.

Meteghan cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$126

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

1 of 2 filters match

Price per night from

$197

"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: Housekeeping Included, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$291

Private Lakefront Cottage on a Unique Setting - Maine At It's Best!

Limerick house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$180

Linderhof - 2 bedroom condo

Glen condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$365

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$277

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$447

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

1 of 2 filters match

Price per night from

$406

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

1 of 2 filters match

Price per night from

$284

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$324

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$216

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$292

Charming oceanfront cottage

Cape Neddick cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$320

The Tranquility Suites - ideal for Extended Stay

Fredericton b&b

  • 3 bedrooms
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$167

Yellow Tuna Hostel - Yellow Tuna

Wedgeport guest house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

1 of 2 filters match

Price per night from

$364

SUMMER COTTAGE BY THE SEA

Swans Island house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$287

The Barn On Pascal

Rockport barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

1 of 2 filters match

Price per night from

$286

Chadwick House

Friendship house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

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

1 of 2 filters match

Price per night from

$458

Viewing 38 of 166
rentals in Southwest Harbor

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