Vacation Rentals & Cottages in Southwest Harbor

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188 cottages

Relaxing Oceanfront Retreat

Hunts Point house

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 55 minutes

Match: Private outdoor pool (heated) Cycling trips

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Price per night from

$1,046

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1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$345

Cozy Wells cottage close to beach-avail 6/28-7/5

Wells cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 46 minutes

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$218

92 Locust Lane

North Conway house

  • 16 bedrooms
  • 11 bathrooms
  • sleeps 34

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$2,990

80 Locust Lane

North Conway house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$1,208

42 Locust Lane

North Conway house

  • 10 bedrooms
  • 5 bathrooms
  • sleeps 20

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$1,955

70 Locust Lane

North Conway house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$1,058

Responds fast! avg. 1 hour 52 minutes

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$363

Ocean Front Cottage on Penobscot Bay

Belfast cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$322

Waterfront Home on Scenic Cove

Harpswell house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$184

10 Locust Lane

North Conway house

  • 15 bedrooms
  • 9 bathrooms
  • sleeps 32

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$2,748

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: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$401

Salt Water Farm,The Studio, Waterfront Organic

Brooksville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$170

Idyllic Suite, Ocean and Island Views near Acadia

Southwest Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$163

Haiku House - your gateway to Acadia

Acadia National Park cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$546

Slopeside condo with great view on Burke Mountain

East Burke condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$403

Camden Bungalow close to ocean & downtown.

Camden house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$225

Peaceful and Sunny in Plymouth

Plymouth private room

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$92

Quintessential Rustic Maine Oceanfront Cottage with Sunset Views

Tremont cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$345

Green Edge Of Fabulous Downtown

Portsmouth apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$632

The Blueberry House | Spacious Family Friendly Retreat Near Sebago Lake

Sebago house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$460

Pleasant Street Village Home

Vinalhaven house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$281

White Cape on the Cove - Year round ocean retreat!

Blandford house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$318

ACADIA National Park. Walk to Ocean, Restaurants! Private Deck Mountain VIEW

Winter Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Comfy and Clean” Our family of five just returned from staying five nights in Winter Harbor. The stay was wonderful and the house was really great. We all felt so at home. The house was spotlessly clean. The neighborhood was very friendly. The owner provided so much helpful information on area sights and restaurants. There was everything we could possible need in the house for cooking. Three bedrooms upstairs provided nice privacy for early risers to start their day without bothering the others. Nice little deck for quiet reading in the sun. Short bike ride to Grindstone Neck. Could have easily biked to Schoodic Point but ended up driving. Just loved it. Hope we can go back again!!!

1 of 2 match: Private outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$315

Another Slice of Paradise at Hampton Beach

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Cycling trips, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$271

Lighthouse - Q991

Ogunquit log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Cycling trips, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$267

1 of 2 match: Cycling trips, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$406

1 of 2 match: Cycling trips, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$284

Hannah's House - in Bar Harbor, close to Acadia NP, & POOL!

Bar Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Cycling trips, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$826

Responds fast! avg. 1 hour 4 minutes

1 of 2 match: Cycling trips, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$149

1 of 2 match: Cycling trips, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$284

1 of 2 match: Cycling trips, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$284

1 of 2 match: Cycling trips, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$284

1 of 2 match: Cycling trips, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$284

1 of 2 match: Cycling trips, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$284

1 of 2 match: Cycling trips, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$284

1 of 2 match: Cycling trips, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$299

G301A - Managed by Loon Reservation Service - NH Meals & Rooms Lic# 056365

Lincoln hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Cycling trips, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$284

Viewing 38 of 188
rentals in Southwest Harbor

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