Vacation Rentals & Cottages in Southwest Harbor

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151 cottages

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Slopeside Attitash near StoryLand, White Mountains

Glen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Shared outdoor pool (unheated) Pool or snooker table

All filters match

Price per night from

$229

Reservations

New Castle chateau

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Shared outdoor pool (unheated) Pool or snooker table

All filters match

Price per night from

$654

Match: Shared outdoor pool (unheated) Pool or snooker table

All filters match

Price per night from

$201

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Private Oceanfront Beach House

Georgetown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$573

SKI IN SKI OUT! Luxury Rare Mountainside Unit

Glen condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Pool or snooker table, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$373

Rustic Lakeside Lodge and Four Cabins-13 bedrooms

Jefferson lodge

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 26

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$1,211

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$318

Enjoy the 4th of July week in the White Mountains of New Hampshire!

Lincoln house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$460

Summer Getaway at Pollard Brook Inn Seasons Resort

Lincoln condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$462

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$462

Mountain Log Home, Panoramic Views! Hot Tub! 3 bedrooms, 3.5 Baths.

Madison house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$572

STRONG TIMBERS B AND B CRICKET HOLLOW

Kingsclear b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$118

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$745

Perfect little Condo

Waterville Valley condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Pool or snooker table, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$144

Spacious Vacation Home Madison

Madison house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$201

10 Locust Lane

North Conway house

  • 15 bedrooms
  • 9 bathrooms
  • sleeps 32

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$2,748

Beautiful Cottage on Crystal Lake

Gray house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$229

Responds fast! avg. 33 minutes

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$171

Lakefront Home with private dock on Great East Lak

Wakefield house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$773

The Bliss St Beach House in Pine Point, Maine

Scarborough house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 19

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$2,618

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

Moody cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$241

Saco River House

North Conway house

  • 8 bedrooms
  • 4 bathrooms
  • sleeps 17

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$1,575

Jones Brook Cottage

Boundary Creek cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$398

RIVER! Hot tub, Movie theater, Sauna, Massage chair

Conway house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 16

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$1,111

70 Locust Lane

North Conway house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$1,054

Bear Mountain Lodge - 560 Acres of Private Estate

Robbinston house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$286

Tidewater Popham Beach House

Phippsburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$457

White Mountain Getaway

Lincoln house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$258

6 Bedroom Waterfront Home - Lake Winnipesaukee, NH

Moultonborough house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$1,424

The Farm at Worthley Pond, Private Beach & Wedding Barn

Peru house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 25

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$1,002

Pine Brook Lodge: 3 fireplaces, sauna, game room, bar, 4 TVs, AC, deck, grill

North Conway house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 18

Responds fast! avg. 12 minutes

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$367

2500ft | 3 Bed Front HBR | 60’ Lap Pool | Fire Pit | DT 5 Min Walk

Chester house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$419

Winnie Waterfront

Alton Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$1,718

Maple View House: fireplaces, sauna, jettub, 4 TVs, deck, firepit, game room, AC

North Conway house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 19

Responds fast! avg. 12 minutes

1 of 2 match: Shared outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$458

Lake Winni - Condo - 205

Laconia house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Pool or snooker table, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$139

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: Pool or snooker table, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$543

Renovated House Nestled in the White Mountains

Campton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Pool or snooker table, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$315

"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: Pool or snooker table, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$291

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rentals in Southwest Harbor

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