Vacation Rentals & Cottages in Southwest Harbor

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130 cottages

Tidewater Popham Beach House

Phippsburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Pool or snooker table Pets allowed

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Price per night from

$459

Private Oceanfront Beach House

Georgetown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Pool or snooker table Pets allowed

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Price per night from

$575

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Rustic Lakeside Lodge and Four Cabins-13 bedrooms

Jefferson lodge

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 26

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$1,216

The Bliss St Beach House in Pine Point, Maine

Scarborough house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 19

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$2,629

Bear Mountain Lodge - 560 Acres of Private Estate

Robbinston house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

1 of 2 match: Pets allowed, Pool or snooker table

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: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$1,035

Schlafmans Hollow Solar Camping Rental Cabin #1

Lincoln cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$91

Schlafmans Hollow Solar Camping Rental Cabin #2

Lincoln cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$91

Private Island - Great for Reunions - Sleeps 24

Port Clyde house

  • 11 bedrooms
  • 6 bathrooms
  • sleeps 24

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$2,463

West Lee Cottage

Swans Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$184

Peaceful family friendly lakeside cottage for rent

Leeds cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$238

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: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$144

Waterfront vacation home--fully equipped

Liberty house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$377

Lakeside Cabin Near Belfast Bay w/ Kayaks & Canoe

Swanville log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$115

Charming ocean front cottage in Harpswell

Harpswell cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 55 minutes

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$177

Maine lake house

Lincoln house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$460

Quintessential Rustic Maine Oceanfront Cottage with Sunset Views

Tremont cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$345

Beautiful Seaside Island Home

Long Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$460

Bay Sunrise Vista Helmet

Portland condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$328

Waterfront GUEST HOUSE 2/2 WI-FI, VIEWS, QUIET

Jonesport house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$458

Big Red House - Historic Bangor Home

Bangor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$282

The Forge

North Haven house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$238

Very Private 4 bedroom home on 4 Lake Wassookeag

Dexter house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$403

Knotty Pine Cabin

Otis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$328

Bungalow On The Bay

Saint John house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$147

Lucky Stone Retreat - private beach & Acadia view

Sullivan house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$121

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: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$553

Everybody's favorite Maine beach location

Boothbay Harbor cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$544

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: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$698

Maine Lake Haven- a charming cabin retreat in the woods of Maine

Brooks log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$330

The Pickering House - an 1854 Harbor View Home

Deer Isle farmhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$460

Ocean Front Cottage, Harpswell, ME

Harpswell cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$254

Seal Cove Beach Smokeshed Cottages

Grand Manan house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$115

Cliffside at Sandcliff by the Sea

Bar Harbor house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“We had a great vacation experience at Cliffside..” We had a marvelous time during our stay at Cliffside and thoroughly enjoyed our trip and the use of this beautiful home with our friends. It was a great location-close to the park and town, but nestled amongst the trees for relaxing privacy. We saw deer behind the house several mornings and took some great pictures of a hawk perched in the tree just beyond our deck. The trails behind the house and Sand Point Road were convenient for morning hiking and jogging. Several mornings we enjoyed our coffee on the decks with their peaceful views of the bay. This lovely home provided a great base for visiting Bar Harbor and acadia- whale watching, visits to Cadillac Mountain, Sand Beach, Thunder Hole, and the Thuya Gardens. We hiked around Jordan Pond and enjoyed the tea and popovers, visited Schoodic Peninsula, and took a carriage tour of the bridges. We really appreciated Bonnie's suggestions for dining and activities to enjoy, and everything went very smoothly from beginning to end. The weather was great and we had a wonderful time.

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$427

Whetstone Cottage On The Lake

Abbot Village house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 0 minutes

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$149

Minutes from Popham Beach - Cozy Maine Coast Cottage

Phippsburg cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$259

Midcoast Waterfront Maine Home- Direct Waterfront, secluded site.

Cushing house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$312

lakefront chalet style house on sebec lake

Sebec chalet

  • 1 bedroom
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Pool or snooker table, Pets allowed

1 of 2 filters match

Price per night from

$403

Viewing 38 of 130
rentals in Southwest Harbor

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