Vacation Rentals & Cottages in Southwest Harbor

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131 cottages

Family Friendly Cottage on Androscoggin Lake

Leeds cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Match: Swing set or jungle gym Pets allowed

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Price per night from

$344

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Bear Mountain Lodge - 560 Acres of Private Estate

Robbinston house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

1 of 2 match: Pets allowed, Swing set or jungle gym

1 of 2 filters match

Price per night from

$286

Acorn Cottage

Bar Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Swing set or jungle gym

1 of 2 filters match

Price per night from

$327

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Birch Harbor boathouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$1,031

Schlafmans Hollow Solar Camping Rental Cabin #2

Lincoln cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Pets allowed

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: Swing set or jungle gym, 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: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$2,453

West Lee Cottage

Swans Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 46 minutes

1 of 2 match: Swing set or jungle gym, 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: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$237

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: Swing set or jungle gym, 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: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$376

Lakeside Cabin Near Belfast Bay w/ Kayaks & Canoe

Swanville log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Swing set or jungle gym, 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: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$177

Quintessential Rustic Maine Oceanfront Cottage with Sunset Views

Tremont cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$344

Beautiful Seaside Island Home

Long Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$458

Maine lake house

Lincoln house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$458

Bay Sunrise Vista Helmet

Portland condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$327

Lucky Stone Retreat - private beach & Acadia view

Sullivan house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$121

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

Jonesport house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$456

Big Red House - Historic Bangor Home

Bangor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$281

Private Oceanfront Beach House

Georgetown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$573

Bungalow On The Bay

Saint John house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$147

Knotty Pine Cabin

Otis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$327

The Forge

North Haven house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$237

Very Private 4 bedroom home on 4 Lake Wassookeag

Dexter house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$401

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: Swing set or jungle gym, Pets allowed

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: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$622

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: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$699

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: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$544

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: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$332

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: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$425

Whetstone Cottage On The Lake

Abbot Village house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 49 minutes

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$148

Minutes from Popham Beach - Cozy Maine Coast Cottage

Phippsburg cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$258

Midcoast Waterfront Maine Home- Direct Waterfront, secluded site.

Cushing house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$311

lakefront chalet style house on sebec lake

Sebec chalet

  • 1 bedroom
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$401

Lake Front Maine Cabin on Cold Stream Pond

Burlington log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$229

Pristine oceanfront cottage

Milbridge cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$295

Ocean View Cape on 14 Private Acres

Searsport house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$373

Viewing 38 of 131
rentals in Southwest Harbor

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