Vacation Rentals & Cottages in Southwest Harbor

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51 cottages

Very Private Family Compound on Lake Winnisquam

Belmont villa

  • 10 bedrooms
  • 4 bathrooms
  • sleeps 25

Match: Staffed property Wheelchair accessible

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Price per night from

$2,048

White Mountains, NH Resort Condo with pool

Lincoln apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

“Beautiful and highly recommended” The townhouse was clean and well maitained. There was plenty of room for four or more people. The upstairs balcony over looking the living rooom and the slider to the deck was great. There were views from just about every window. The fireplace made for a great way to relax and enjoy the townhouse. I would highly recommend this property to a friend and I plan to go back. It is close by to many attractions and restaurants. There a is a shuttle bus to Loon Mountain for skiing. I am looking forward to staying agisn next year.

Match: Staffed property Wheelchair accessible

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Price per night from

$127

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Yellow Tuna Hostel - Yellow Tuna

Wedgeport guest house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$365

9 Perio Point

Beals house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$238

house on miles pond

Concord house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 22 minutes

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$144

Whetstone Cottage On The Lake

Abbot Village house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 22 minutes

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$148

Clean comfortable chalet located in the heart of new Hampshire

Bethlehem house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$263

Unique Yurts Minutes from Acadia National Park

Tremont lodge

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$453

Waterfront Real Log Cabin - Gorgeous Lake Francis

Pittsburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 50 minutes

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$286

Hampton Beach, Beachfront Condominium

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$287

“Privacy and location cannot be beat!” Great home - spread out and quite large - almost too large for the 6 of us! Access to the bay was amazing, easy 5-10 minutes into town and to acadia National park, quiet road; very private location. Pet friendly and cozy enough for movies on the couch for those dastardly rainy days.

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$750

Ledgewood Cottage - large & comfortable near Long Pond & Acadia

Lamoine cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$420

The Farm at Worthley Pond, Private Beach & Wedding Barn

Peru house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 25

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$1,004

Beachfront Cottage on Indian Point

Georgetown cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$316

Greenville Log Cabin w/ Bunkhouse

Greenville log cabin

  • 3 bedrooms
  • 1 bathroom
  • sleeps 11

“Excellent stay” the location is amazing the beach is on the doorstep this is a great family pet friendly caven We ll visit again

Responds fast! avg. 2 hours 39 minutes

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$172

Ocean Front Condo on Hampton Beach

Hampton apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$328

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$666

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$401

Spacious 1 bedroom condo near 5 major ski areas!

Glen condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 47 minutes

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$132

Enjoy Spectacular Views of Lake and Loon Mountain

Lincoln condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$230

cozy oceanfront cottage

Hancock cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 47 minutes

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$196

Bayside Road - Cozy cottage overlooking Union River Bay

Trenton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$173

Cristol Cottage - waterfront on Long Pond

Mount Desert cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$315

“Surf View” - Oceanfront

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$344

Clean and Cozy Oceanfront Condo

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Staffed property, Wheelchair accessible

1 of 2 filters match

Price per night from

$287

"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: Wheelchair accessible, Staffed property

1 of 2 filters match

Price per night from

$292

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

Gagetown b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Wheelchair accessible, Staffed property

1 of 2 filters match

Price per night from

$109

1 of 2 match: Wheelchair accessible, Staffed property

1 of 2 filters match

Price per night from

$196

Riverwalk Loon Mountain Deluxe Studio Condo

Lincoln condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Wheelchair accessible, Staffed property

1 of 2 filters match

Price per night from

$229

Annie's Outlook at Sunset Cottages

Acadia National Park cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Great location, beautiful view, cosy place” We visited for a week with our kids (9, 12 years) in July, I can only support my Co-reviewers: a most beautiful location, the sea at your feet, a spectacular sight with sunsets and rocks for kids to climb, with love, taste and insight prepared surroundings (find a bench/picknic table at the places you like to sit), a cosy, clean place, with all you need to feel comfortable, kind people meeting your needs/wishes whereever possible, lots of interesting things to do (hikes, biking, whale watching) in close distance.

1 of 2 match: Wheelchair accessible, Staffed property

1 of 2 filters match

Price per night from

$186

Little Cottage at Sunset Cottages

Bernard cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Peaceful, Romantic and Inspiring” First I must say that all folks involved in the rental and care of the cottages are the tops. They know just how to be there for everything you might need without being intrusive, and the cottage is very bright and clean. This small cottage is on one spectacular piece of property where we sat by the cove each night in strategically placed adirondack chairs to watch the glorious sunsets. Cannot recommend Little Cottage too highly for a couple or single, as long as they are not too tall. The location is perfect for those who want to be on the quiet side.

1 of 2 match: Wheelchair accessible, Staffed property

1 of 2 filters match

Price per night from

$136

STRONG TIMBERS B AND B CRICKET HOLLOW

Kingsclear b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 2 match: Wheelchair accessible, Staffed property

1 of 2 filters match

Price per night from

$118

Relaxing And Clean - Maine Seacoast

Kittery house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Wheelchair accessible, Staffed property

1 of 2 filters match

Price per night from

$157

Beachfront Condo with Great Views

Old Orchard Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Wheelchair accessible, Staffed property

1 of 2 filters match

Price per night from

$253

Virginia's Sunset at Sunset Cottages

Bernard cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Wheelchair accessible, Staffed property

1 of 2 filters match

Price per night from

$153

Unique A-Frame Farmhouse on Working Farm in Maine

Rumford farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Wheelchair accessible, Staffed property

1 of 2 filters match

Price per night from

$230

Green Edge Of Fabulous Downtown

Portsmouth apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Wheelchair accessible, Staffed property

1 of 2 filters match

Price per night from

$630

1 of 2 match: Wheelchair accessible, Staffed property

1 of 2 filters match

Price per night from

$81

Viewing 38 of 51
rentals in Southwest Harbor

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