Vacation Rentals & Cottages in Southwest Harbor

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211 cottages

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The Farm at Worthley Pond, Private Beach & Wedding Barn

Peru house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 25

Match: Bicycles available Jacuzzi or hot tub

All filters match

Price per night from

$1,004

Warm and cozy Waterville Valley condo on x-ski trail

Waterville Valley townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Bicycles available Jacuzzi or hot tub

All filters match

Price per night from

$229

Wells, Maine Cottage w/Pool, hot tub, Gym & more....

Moody cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Bicycles available Jacuzzi or hot tub

All filters match

Price per night from

$241

Dog Friendly Secluded Home In Seaside Community

Kittery Point house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Bicycles available Jacuzzi or hot tub

All filters match

Price per night from

$574

Match: Bicycles available Jacuzzi or hot tub

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Price per night from

$802

Match: Bicycles available Jacuzzi or hot tub

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Price per night from

$401

Getaway To Silence , Artsy Forested Woodland Home

Parsonsfield house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Bicycles available Jacuzzi or hot tub

All filters match

Price per night from

$505

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Breath taking Ocean Harbour Front 3 Bedroom 2 Bath

Chester condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 42 minutes

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$168

Moosehead Lakefront (Mount Kineo) Cottage Rental

Rockwood cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$230

Waterfront Home on Scenic Cove

Harpswell house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$184

Camp Pond's End -- Beautiful view and private dock on Long Pond

Mount Desert log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$360

“Absolute best house -” Wonderful home right on point in Bar Harbor - spend evenings watching the sunset on the rocks - only wish it had more bedrooms -

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$690

Pleasant Street Village Home

Vinalhaven house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$281

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$195

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$126

Picture Perfect Home so close to Cannon Mountain_Franconia Notch!

Franconia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$247

Perfect Location & Best Prices! 5th house to beach

Old Orchard Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$190

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$746

Meadow & Mountain View - amazing views & privacy, walk to Bar Harbor

Bar Harbor farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect location” This older farmhouse has a perfect location. Only a mile from town and there is a trail that crosses at end of driveway for easy access hiking. Park loop road is right around the corner. The best part is when you are there it is completely private in the middle of a quiet meadow. The house itself is older but clean and all amenities are there for you. Would definitely recommend it.

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$225

Grace Cottage

Long Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$413

White Cape on the Cove - Year round ocean retreat!

Blandford house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$319

Luxury Kennebunkport Cottage w/ Private Water Access

Cape Porpoise house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 minutes

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$401

Cottage On The Green - On golf course & near beach

Kennebunk house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$525

Franconia Notch New Hampshire Farmhouse

Franconia farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$689

3BR Eden Ridge, Great for Bethel & Sunday River!!

Bethel condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$316

Breezeway Cottage

Lincolnville house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$798

Peaceful and Sunny in Plymouth

Plymouth private room

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$92

Fundy Seashore Beach House

Chance Harbour house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 19 minutes

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$143

Beautiful New Hampshire get away vacation home

Alton Bay house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 14

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$458

Waterfront Real Log Cabin - Gorgeous Lake Francis

Pittsburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 50 minutes

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$286

Cozy 3 BR Cottage On Hills Beach - Available from July 17 to July 24.

Biddeford Pool cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$410

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$155

Star Point on Snow Pond in the Belgrade Lakes

Belgrade cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$379

34 Pleasant Street Lubec, ME

Lubec cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$281

Oceanfront Cottage On Linekin Bay Boothbay Harbor

Boothbay Harbor cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$287

The Craftsman Farmhouse with Modern Flair

Bethlehem house

  • 6 bedrooms
  • 1 bathroom
  • sleeps 11

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$147

Secluded Home-COTTAGE AT OTTER CREEK-Sleeps 9!

Otter Creek house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$258

Maine. Lovely Cottage on Penobscot Bay

Penobscot cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“Amazingly well equipped and idylically located.” Everything you could want in a vacation cottage except a beach. Great for a poet or a painter. Not a lot of action in the immediate neighborhood, but not far away.Quiet, well maintained and comfortable.

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$243

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rentals in Southwest Harbor

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