Vacation Rentals & Cottages in Southwest Harbor

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Very Private Family Compound on Lake Winnisquam

Belmont villa

  • 10 bedrooms
  • 4 bathrooms
  • sleeps 25

Match: Boat available Wheelchair adapted

All filters match

Price per night from

$2,045

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Primitive cabin on Penobscot River.

Milford house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$82

Charming Early 1900s Lakeside Cottage

Rangeley house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$229

Cozy 1 bedroom house in Rockport Village

Rockport house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$144

Maine Lakefront Cottage on Moose Pond, Denmark

Denmark cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$287

Family Friendly Cottage on Androscoggin Lake

Leeds cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Wheelchair adapted, Boat available

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: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$2,453

Labor Day Holiday week 9/2-9/9 available! Book Now!

Moultonborough cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 9

“Great spot to unwind and get away from it all !!” Very pleased. My family had a ball. Was there end of august and plan to return next month and next august Rooms are good size, plenty of closet space, and fully equipped Kitchen. Clean and well card for property.

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$115

Oar Island

Bremen cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

“perfect” We love Oar Island. It is the perfect vacation place for families with children of different ages, or just a couple. There is hiking, sunning, relaxation, but mostly what we love about Oar Island is the isolation. It is an adventure as well, since the only way to get there is by the little motorboat. It is a getaway for certain kinds of people; but if you prefer the Marriott type of stay, this is not that kind, it is much more "out-doorsy".

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$269

Lake House with over 200 feet of private waterfront beach!

Denmark chalet

  • 5 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$225

Pristine oceanfront cottage

Milbridge cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$295

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: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$245

Maine Bed & Boat, NEBI

Damariscotta boathouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$338

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$126

Lakeside cottage with boats,grill &firepit! Family friendly!

Poland cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$182

Taffy Lake Retreat

Nackawic log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$172

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$195

Luney Dunes Penthouse: 1 Dog ok, Ocean View, Deck, Spa Bath, Jetted Tub, Walk to

Newburyport hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 4 minutes

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$115

Responds fast! avg. 1 hour 4 minutes

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$103

Farm Stay Cottage @ Toddy Pond Farm

Belfast house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$298

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: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$229

Beautiful Waterfront Log Cabin - White Mountains

White Mountains house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 9

“Lake cabin” Beautiful location..owner very kind and helpful.Very private..yet close to attractions.The view from the deck is beautiful.

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$430

West Lee Cottage

Swans Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 46 minutes

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$184

Maine Bed & Boat, MAZU

Damariscotta yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$338

Cottage on Halfmoon Lake

Alton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$221

Rustic Lakeside Lodge and Four Cabins-13 bedrooms

Jefferson lodge

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 26

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$1,211

Waterfront vacation home--fully equipped

Liberty house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$376

Midcoast Waterfront Maine Home- Direct Waterfront, secluded site.

Cushing house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Wheelchair adapted, Boat available

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: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$401

Lakeside Cabin Near Belfast Bay w/ Kayaks & Canoe

Swanville log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$115

SUMMER COTTAGE BY THE SEA

Swans Island house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$287

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$498

Responds fast! avg. 1 hour 4 minutes

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$203

Responds fast! avg. 1 hour 4 minutes

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$228

Responds fast! avg. 1 hour 4 minutes

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$223

Responds fast! avg. 1 hour 4 minutes

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$264

Linden Tree: Walk to Enchanting Downtown, Spacious, Gas Fireplace, Tree Swing, G

Newburyport hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 4 minutes

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$154

Responds fast! avg. 1 hour 4 minutes

1 of 2 match: Wheelchair adapted, Boat available

1 of 2 filters match

Price per night from

$111

Viewing 38 of 77
rentals in Southwest Harbor

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