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41 cottages

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Amazing Maine Get-Away - Maine's Western Mountains

Andover house

16 bedrooms
7 bathrooms

sleeps 32

Match: Private outdoor pool (unheated) Table tennis

All filters match

Price per night from

$1,150

Lake Winni - WF - 438

Moultonborough house

4 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 1 hour 36 minutes

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$57,249

Lake Winnipesaukee - Waterfront - 444

Center Harbor house

4 bedrooms
3 bathrooms

sleeps 10

Responds fast! avg. 1 hour 36 minutes

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$763

Lake Winni - WF - 533

Moultonborough house

5 bedrooms
4 bathrooms

sleeps 14

Responds fast! avg. 1 hour 36 minutes

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$619

Unique Yurts Minutes from Acadia National Park

Tremont lodge

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$455

Private Oceanfront Beach House

Georgetown house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$575

Rustic, Romantic, & Spacious Log Chalet BEST PLACE for Family, & Friends

Cape Neddick chalet

5 bedrooms
4 bathrooms

sleeps 12

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$880

Very Private Family Compound on Lake Winnisquam

Belmont villa

10 bedrooms
4 bathrooms

sleeps 25

Responds fast! avg. 1 hour 4 minutes

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$2,054

Rustic Lakeside Lodge and Four Cabins-13 bedrooms

Jefferson lodge

10 bedrooms
9 bathrooms

sleeps 26

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$1,216

Incredible lakehouse, just steps from the water, on pristine Merrymeeting Lake!

New Durham house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$501

Red House w/ Access to Sebago Cove

Naples house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$350

Spacious Vacation Home Madison

Madison house

3 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$202

SkyView on LaHave Island Near Lunenburg. Hi Above Trees/360 Degree Ocean Views!

Lunenburg house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 33 minutes

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$172

Lakefront Home with private dock on Great East Lak

Wakefield house

4 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$776

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

Moody cottage

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$242

The Bliss St Beach House in Pine Point, Maine

Scarborough house

6 bedrooms
3 bathrooms

sleeps 19

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$2,629

Beautiful New Hampshire get away vacation home

Alton Bay house

6 bedrooms
2 bathrooms

sleeps 14

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$459

Winnipesaukee Estate with 300 feet of Waterfront -- Panoramic sunsets

Alton Bay house

6 bedrooms
5 bathrooms

sleeps 14

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$1,249

Melhem Enterprises Retreats

Whitefield house

3 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$920

Rust Pond Camp at Grey Shingles Camps

Wolfeboro cottage

1 bedroom
1 bathroom

sleeps 5

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$294

6 Bedroom Waterfront Home - Lake Winnipesaukee, NH

Moultonborough house

6 bedrooms
4 bathrooms

sleeps 12

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$1,429

Upscale Family-Friendly Mountain Retreat, 30 Acres, 180 Degree View, Sauna, WiFi

Jefferson house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$690

VILLA RIVIERA on the Merrimack River.

Newburyport villa

5 bedrooms
5 bathrooms

sleeps 16

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$1,142

Slopeside Attitash near StoryLand, White Mountains

Glen condo

3 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$230

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: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$368

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: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$460

Mountain Paradise New Luxurious 5 Bedrooms Unbelievable View Waterville Estates

Campton house

4 bedrooms
4 bathrooms

sleeps 12

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$978

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: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$432

Reservations

New Castle chateau

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$657

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: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$420

MidCentury Chalet near Waterville Valley, Pools, Tennis, Ski, Jacuzzis, Gym,Bars

Campton house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$202

Beautiful Log Cabin on Belleau Lake - Pet Friendly, Beach, Kayaks- 2900 sqft!

East Wakefield log cabin

4 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$403

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft, 100ft Beachfront, Kayaks, Dock

East Wakefield house

4 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$863

Attitash Mountain Condo Sleeps 12 - Access to Mountain, Beach, Pools & Amenities

Bartlett condo

2 bedrooms
2 bathrooms

sleeps 12

1 of 2 match: Private outdoor pool (unheated), Table tennis

1 of 2 filters match

Price per night from

$403

The Coast of Maine House - 1856 ships captains mansion

Saco house

10 bedrooms
4 bathrooms

sleeps 28

1 of 2 match: Table tennis, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,380

The ultimate Downeast vacation compound with oceanfront pool!

Prospect Harbor house

4 bedrooms
2 bathrooms

sleeps 14

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Table tennis, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$671

Resort Home with Hot Tub Pools Fireplace

Campton house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 1 hour 13 minutes

1 of 2 match: Table tennis, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$287

Valley Escape: Gorgeous Mountain Views! Near Loon & Waterville! Indoor Pool, Hot

Thornton condo

3 bedrooms
2 bathrooms

sleeps 10

Responds fast! avg. 1 hour 4 minutes

1 of 2 match: Table tennis, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$28

Viewing 38 of 41
rentals in Southwest Harbor

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Vacation Rentals & Cottages in Southwest Harbor

Per night

41 cottages

Viewing 38 of 41rentals in Southwest Harbor

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Viewing 38 of 41
rentals in Southwest Harbor