Vacation Rentals & Cottages in Southwest Harbor

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228 cottages

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Spacious 1 bedroom condo near 5 major ski areas!

Glen condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 47 minutes

Match: Shared outdoor pool (unheated) Horse riding

All filters match

Price per night from

$132

Slopeside Attitash near StoryLand, White Mountains

Glen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Shared outdoor pool (unheated) Horse riding

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Price per night from

$229

NH Country Retreat Family Reunions & Weddings

Tamworth house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Shared outdoor pool (unheated) Horse riding

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Price per night from

$401

Match: Shared outdoor pool (unheated) Horse riding

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Price per night from

$975

Match: Shared outdoor pool (unheated) Horse riding

All filters match

Price per night from

$401

Match: Shared outdoor pool (unheated) Horse riding

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Price per night from

$81

Match: Shared outdoor pool (unheated) Horse riding

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Price per night from

$201

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SKI IN SKI OUT! Luxury Rare Mountainside Unit

Glen condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Horse riding, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$372

Perfect little Condo

Waterville Valley condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Horse riding, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$144

Lake Winni - Condo - 205

Laconia house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Horse riding, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$137

Renovated House Nestled in the White Mountains

Campton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Horse riding, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$315

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: Horse riding, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$520

The Tranquility Suites - ideal for Extended Stay

Fredericton b&b

  • 3 bedrooms
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (unheated), Horse riding

1 of 2 filters match

Price per night from

$167

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: Shared outdoor pool (unheated), Horse riding

1 of 2 filters match

Price per night from

$168

Waterfront on the Cape Neddick Harbor

York Beach house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Shared outdoor pool (unheated), Horse riding

1 of 2 filters match

Price per night from

$689

Responds fast! avg. 3 hours 47 minutes

1 of 2 match: Shared outdoor pool (unheated), Horse riding

1 of 2 filters match

Price per night from

$316

Spectacular White Mountain Home Getaway

North Conway house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Horse riding

1 of 2 filters match

Price per night from

$458

Top Floor Condo with Happy Vibes!

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Horse riding

1 of 2 filters match

Price per night from

$241

Chateau Beata

North Conway cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Shared outdoor pool (unheated), Horse riding

1 of 2 filters match

Price per night from

$229

New England Charmer

Addison house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Horse riding

1 of 2 filters match

Price per night from

$86

ON MOUNTAIN, SKI IN-SKI OUT Sleeps 14-16 HappyTrails

Newry house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 58 minutes

1 of 2 match: Shared outdoor pool (unheated), Horse riding

1 of 2 filters match

Price per night from

$1,601

Haiku House - your gateway to Acadia

Acadia National Park cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Shared outdoor pool (unheated), Horse riding

1 of 2 filters match

Price per night from

$545

Pinnacle View Cottage

Meredith cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Horse riding

1 of 2 filters match

Price per night from

$230

CAMDEN / SPRUCE HEAD SHORE FRONT COTTAGE/HOUSE

Camden house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 of 2 match: Shared outdoor pool (unheated), Horse riding

1 of 2 filters match

Price per night from

$211

1 of 2 match: Shared outdoor pool (unheated), Horse riding

1 of 2 filters match

Price per night from

$195

"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: Horse riding, 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: Horse riding, 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: Horse riding, 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 4

1 of 2 match: Horse riding, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$333

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Horse riding, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$364

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Horse riding, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$292

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Horse riding, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$288

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Horse riding, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$324

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Horse riding, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$277

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Horse riding, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$308

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Horse riding, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$386

Spruce Point Inn

Capitol Island log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Horse riding, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$447

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Horse riding, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$216

Viewing 38 of 228
rentals in Southwest Harbor

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