Vacation Rentals & Cottages in Southwest Harbor

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42 cottages

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Slopeside Attitash near StoryLand, White Mountains

Glen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Children's pool Sauna

All filters match

Price per night from

$229

Reservations

New Castle chateau

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Children's pool Sauna

All filters match

Price per night from

$656

Match: Children's pool Sauna

All filters match

Price per night from

$201

These homes match some but not all of your filters. Clear all filters

Beach Getaway

Moody cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Sauna, Children's pool

1 of 2 filters match

Price per night from

$287

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

Moody cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Sauna, Children's pool

1 of 2 filters match

Price per night from

$241

Village of Winnipesaukee 2br suite, Sunday check-in

Weirs Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Sauna, Children's pool

1 of 2 filters match

Price per night from

$86

Private Island - Great for Reunions - Sleeps 24

Port Clyde house

  • 11 bedrooms
  • 6 bathrooms
  • sleeps 24

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$2,459

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$197

Nattuary, a Nordic Spa Retreat on the Bay of Fundy

Gardner Creek guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$210

Greenville Log Cabin w/ Bunkhouse

Greenville log cabin

  • 3 bedrooms
  • 1 bathroom
  • sleeps 11

“Excellent stay” the location is amazing the beach is on the doorstep this is a great family pet friendly caven We ll visit again

Responds fast! avg. 2 hours 39 minutes

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$173

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$463

Cozy 2 BR condo at Attitash Mt Village Ski area

Bartlett apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“great time at cozy attitash Mt Village” If you like to go on vacation with nothing else but your luggage!!! It's the place to go!!! Nothing to worry about. Everything is perfect. The place is very clean and cozy. You can enjoy all the facillity on the site for free. I will go back for sure!!! By the way, we were 4 adults and a 10 month old baby and we had enoufgh space.

Responds fast! avg. 2 hours 2 minutes

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$103

Spacious 1 bdr Condo close to Loon Mountain

Lincoln apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$217

Luxury 2 Bedroom with full kitchen near Loon Mountain. Shuttle service to Loon.

Lincoln hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$230

Peaceful Oceanfront Cabine

Hunts Point villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 56 minutes

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$376

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

Conway house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 16

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$1,114

Majestic Oceanfront Chalet

Hunts Point house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 56 minutes

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$502

Alpine Village - Best White Mountain Condo Rental!

Woodstock apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$287

Luxury Oceanfront Retreats

Summerville Centre house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 56 minutes

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$544

White Mountain Getaway

Lincoln house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$259

Absolutely Stunning Very Spacious Moose Pond Home

Bridgton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$803

Warm and cozy Waterville Valley condo on x-ski trail

Waterville Valley townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$229

Comfy Seaside Cabana

Hunts Point villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 56 minutes

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$376

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$226

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$214

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$190

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$299

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$256

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$209

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$188

Strawberry Hill - Family Gathering Retreat, yet Close to Village

South Portland house

  • 1 bedroom
  • 1 bathroom
  • sleeps 15

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$1,730

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$689

The Farm at Worthley Pond, Private Beach & Wedding Barn

Peru house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 25

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$1,005

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: Children's pool, Sauna

1 of 2 filters match

Price per night from

$368

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$976

Forest Ridge townhouse, free shuttle to Loon

Lincoln townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 24 minutes

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$431

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: Children's pool, Sauna

1 of 2 filters match

Price per night from

$459

1 of 2 match: Children's pool, Sauna

1 of 2 filters match

Price per night from

$402

Viewing 38 of 42
rentals in Southwest Harbor

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