Vacation Rentals & Cottages in Southwest Harbor

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Andy's Retreat - Heated outdoor pool, Hot Spring jacuzzi, central AC, BBQ

Falmouth house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Linen provided

All filters match

Price per night from

$686

The Point, Where the Land Meets the Sea

Harpswell house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Shared outdoor pool (heated) Linen provided

All filters match

Price per night from

$916

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Beach Getaway

Moody cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Linen provided, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$287

Schlafmans Hollow Solar Camping Rental Cabin #2

Lincoln cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$91

Schlafmans Hollow Solar Camping Rental Cabin #1

Lincoln cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$91

Stylish home with panoramic view of working harbor

Beals house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$206

The Forge

North Haven house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$237

Hideaway Inn Petite Queen #3

Camden b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$258

Bay Watch Cottage

Lepreau house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$267

Maine Wilderness Lake Island Cabin

Topsfield cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$70

Kendall Farm Cottages

Perry cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$196

Hideaway Inn Deluxe King Suite #4

Camden b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$287

Test Property S2-Signup

Birch Harbor boathouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$1,031

Cozy 1 bedroom house in Rockport Village

Rockport house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$144

Damariscotta waterfront home

Damariscotta house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$516

Downtown "Namastay"

Rockland house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$430

Bayberry Cottage - Storybook cottage in the lovely woods of Pretty Marsh

Mount Desert cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

“summer vacation” good clean place , very spacious near town. Tv cable or internet require for bad weather.

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$146

Big Red House - Historic Bangor Home

Bangor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$281

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$510

Pinelodge Cottage - rustic beauty oceanfront near ANP

Bernard cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$561

Ellenton Cottage on the Cove, Prospect Harbor

Prospect Harbor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$310

Oceanfront mini home, two decks, with spectacular views.

Meteghan cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$125

Beautiful harbor-front home

Boothbay Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$225

Ocean Waterfront - Walk to Pemaquid Light

New Harbor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$368

The Carriage House in Downtown Bar Harbor! Holland Ave Vacation Rentals!

Bar Harbor house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$401

Moose Tracks

Lincolnville cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“Wonderful” My family and I spent a week at Moose Tracks and we had a fantastic time! We couldn't have asked for better weather, and the lake was absolutely beautiful. We hope to come back next summer!

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$245

Salt Water Farm,The Studio, Waterfront Organic

Brooksville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$170

9 Perio Point

Beals house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$237

Family Friendly Cottage on Androscoggin Lake

Leeds cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$344

Private Island - Great for Reunions - Sleeps 24

Port Clyde house

  • 11 bedrooms
  • 6 bathrooms
  • sleeps 24

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$2,453

Waterfront Cottage, Stroll Away from Historic Bath

Bath cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$320

Maine Ocean Front 2 Bedroom Cottage

Tenants Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“A Little Bit of Heaven” Several years ago I had the good fortune to rent this cottage "sight unseen" and have been returning each year for 10 or so years which tells you how much I love it here. Dream about it in the winter too. It is immaculate, close to a small beach, stores, and not too far from Rockland and Camden. If I could, I would spend the summer here and be in heaven! Tranquil, beautiful, soothing and good for the soul are some of the ways I would describe Hupper Cottage. The owners are terrific and most accommodating. In my opinion you won't find a better place to stay in Maine for rest and relaxation! Walking and sight seeing are great, and the lobster and sunsets are fabulous! Great hub for sightseeing in mid-coast Maine as well.

Responds fast! avg. 2 hours 24 minutes

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$161

Aldernest Cottage (Loft) "quiet" side of Mount Desert Island/Acadia Nat'l Park

Southwest Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$180

Aldernest Den-Quiet Side of Mount Desert Island/Acadia - short walk to the shore

Southwest Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$180

Pinelodge Cottage, Quiet side of Mt. Desert Island, Acadia Natl.Park, waterfront

Mount Desert cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$279

Seacroft

Stockton Springs log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“clean,quiet and comfortable” very conviently located,to all that taht mid-coast Maine has to offer. Bed was comfortable and kitchen well equiped. The outside porch was a great place to relax after a busy day,with a nice view of the beautiful gardens. Within a short distance you will find several good local resturants and shopping. Margaret is a wonderful hostess and makes you feel right at home. Also,it is a great value for anyone not needing special handicap access.

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$144

Pristine oceanfront cottage

Milbridge cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$295

1 of 2 match: Shared outdoor pool (heated), Linen provided

1 of 2 filters match

Price per night from

$126

Viewing 38 of 244
rentals in Southwest Harbor

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