Vacation Rentals & Cottages in Southwest Harbor

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Slopeside Attitash near StoryLand, White Mountains

Glen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Climbing frame Shared outdoor pool (unheated)

All filters match

Price per night from

$230

Match: Climbing frame Shared outdoor pool (unheated)

All filters match

Price per night from

$201

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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: Shared outdoor pool (unheated), Climbing frame

1 of 2 filters match

Price per night from

$270

Ocean View Cape on 14 Private Acres

Searsport house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Climbing frame

1 of 2 filters match

Price per night from

$373

Beautiful new house + classic cottage Seal Harbor

Seal Harbor house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Shared outdoor pool (unheated), Climbing frame

1 of 2 filters match

Price per night from

$918

SKI IN SKI OUT! Luxury Rare Mountainside Unit

Glen condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$373

Perfect little Condo

Waterville Valley condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$144

White Mountain Getaway

Lincoln house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Climbing frame

1 of 2 filters match

Price per night from

$259

Renovated House Nestled in the White Mountains

Campton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$316

Escape to Ogunquit - a pool, the beach, Perkins Cove and the Footbridge

Ogunquit condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$543

Lake Winni - Condo - 205

Laconia house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$139

"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: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$292

Private Lakefront Cottage on a Unique Setting - Maine At It's Best!

Limerick house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$181

Linderhof - 2 bedroom condo

Glen condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$155

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$293

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$334

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$365

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$387

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$309

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$325

Spruce Point Inn

Capitol Island log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$448

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$216

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$288

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$385

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$269

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$277

Ogunquit beach house sleeps 6 Opening. May 19 th

Ogunquit condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$327

D0053 - Managed by Loon Reservation Service - NH Meals & Rooms Lic# 056365

Lincoln apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$234

D0045- Managed by Loon Reservation Service - NH Meals & Rooms Lic# 056365

Woodstock apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“a small piece of paradise” we had the most beautiful time in Deer Park. it was comfortable and beautiful. the clubhouse was an added attraction. we only would have liked an early morning swim, it only was available from 10 a.m.

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$256

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$270

Responds fast! avg. 1 hour 4 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$137

The Danbury: Walk to Village, Ski, Skate, Indoor Pool & Athletic Club with Fee,

Waterville Valley condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 4 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$186

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$378

Anne's Adagio, A Sunlit Retreat for a Perfect Getaway loaded with amenities

Arundel cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$451

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$269

C011E- Managed by Loon Reservation Service - NH Meals & Rooms Lic# 056365

Lincoln house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

“Clearbrook rental” The accommodations were good. The spaces were well separated and met our families' needs quite well. The unit itself is dark and needs more lamps throughout. The few that were there had no light bulbs in them. The many stairs leading down to the unit might be a problem for some folks with mobility issues. The kitchen was well supplied with dishes/silverware/pots. etc. Overall, our stay was enjoyable and met our requirements nicely. Thank you.

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$348

C6901U-Managed by Loon Reservation Service - NH Meals & Rooms Lic# 05636

Lincoln townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$442

1 of 2 match: Climbing frame, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$269

Viewing 38 of 124
rentals in Southwest Harbor

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