Cottages & Vacation Rentals in Southwest Harbor

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Wireless Internet
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Private pool

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Jacuzzi or hot tub
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Cot available
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Bicycles available
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Private fishing lake or river
Staffed property
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Pets
Pets allowed
Parking
Car not required

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Smoking - Ask
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Skiing – property near ski resort
Beach or lakeside relaxation
Walking trips
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Water sports
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Cycling trips
Golf course on site or within 15 min walk
Golf within 30mins drive
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29 cottages

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

Campton house

3 bedrooms
2 bathrooms

sleeps 8

Match: Children's pool Skiing – property near ski resort

All filters match

Price per night from

$201

Beach Getaway

Moody cottage

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Skiing – property near ski resort, Children's pool

1 of 2 filters match

Price per night from

$287

Village of Winnipesaukee 2br suite, Sunday check-in

Weirs Beach condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Skiing – property near ski resort, Children's pool

1 of 2 filters match

Price per night from

$86

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

Moody cottage

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Skiing – property near ski resort, Children's pool

1 of 2 filters match

Price per night from

$241

Red House w/ Access to Sebago Cove

Naples house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$363

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: Children's pool, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$1,601

Slopeside condo with great view on Burke Mountain

East Burke condo

2 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$402

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

Bartlett condo

2 bedrooms
2 bathrooms

sleeps 12

1 of 2 match: Children's pool, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$401

Reservations

New Castle chateau

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Skiing – property near ski resort, Children's pool

1 of 2 filters match

Price per night from

$655

Slopeside Attitash near StoryLand, White Mountains

Glen condo

3 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Skiing – property near ski resort, Children's pool

1 of 2 filters match

Price per night from

$229

Mountain Paradise New Luxurious 5 Bedrooms Unbelievable View Waterville Estates

Campton house

4 bedrooms
4 bathrooms

sleeps 12

1 of 2 match: Children's pool, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$975

On Loon Mtn 5 Bed 3,000 Sq Ft Home- Walk to Lift! 11 Beds/ New Premier Listing!

Lincoln house

5 bedrooms
3 bathrooms

sleeps 14

1 of 2 match: Children's pool, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$802

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, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$431

Sebago Cape with Mountain Views and Lake Access

Raymond house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$147

Sebago Lake Home with Mountain & Lake Views

Raymond house

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Children's pool, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$81

Cozy Loft - Mountain Views & Sebago Lake Access

Raymond studio

Studio
1 bathroom

sleeps 3

1 of 2 match: Children's pool, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$81

White Mountain Getaway

Lincoln house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$258

Burke Mountain Vermont Northeast Kingdom Trails

East Burke house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$328

Quarantine you and your loved ones in a safe waterfront log home.

Bridgton log cabin

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$573

The 1760 Tavern, Charming Antique Colonial

Townsend manor house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$206

Saddleback Mountain On Slopes 3-4BR Ski-in/out Condo Near Rangeley

Rangeley condo

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$401

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, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$458

Alpine Perch

North Conway chalet

3 bedrooms
1 bathroom

sleeps 8

1 of 2 match: Children's pool, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$229

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, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$229

Picture Perfect Home so close to Cannon Mountain_Franconia Notch!

Franconia house

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Children's pool, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$247

Year Round Family Vacation Getaway

Newry house

5 bedrooms
3 bathrooms

sleeps 16

1 of 2 match: Children's pool, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$458

Shawnee Peak - Ski In & Out - 3 Bedroom

Bridgton ski chalet

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Children's pool, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$916

Franconia Notch New Hampshire Farmhouse

Franconia farmhouse

4 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Children's pool, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$689

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, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$367

Also consider

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Capitol Island 10 properties
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Portland 8 properties
Bridgton 6 properties
Newry 5 properties
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California 6,895 properties
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Montana 472 properties
Arkansas 314 properties
Delaware 306 properties
Indiana 262 properties
Minnesota 208 properties
Illinois 158 properties
Rhode Island 146 properties
Mississippi 126 properties

Vacation Rentals & Cottages in Southwest Harbor

Per night

29 cottages

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

Beach Getaway

Village of Winnipesaukee 2br suite, Sunday check-in

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

Red House w/ Access to Sebago Cove

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

Slopeside condo with great view on Burke Mountain

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

Reservations

Slopeside Attitash near StoryLand, White Mountains

Mountain Paradise New Luxurious 5 Bedrooms Unbelievable View Waterville Estates

On Loon Mtn 5 Bed 3,000 Sq Ft Home- Walk to Lift! 11 Beds/ New Premier Listing!

Forest Ridge townhouse, free shuttle to Loon

Sebago Cape with Mountain Views and Lake Access

Sebago Lake Home with Mountain & Lake Views

Cozy Loft - Mountain Views & Sebago Lake Access

White Mountain Getaway

Burke Mountain Vermont Northeast Kingdom Trails

Quarantine you and your loved ones in a safe waterfront log home.

The 1760 Tavern, Charming Antique Colonial

Saddleback Mountain On Slopes 3-4BR Ski-in/out Condo Near Rangeley

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

Alpine Perch

Warm and cozy Waterville Valley condo on x-ski trail

Picture Perfect Home so close to Cannon Mountain_Franconia Notch!

Year Round Family Vacation Getaway

Shawnee Peak - Ski In & Out - 3 Bedroom

Franconia Notch New Hampshire Farmhouse

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

Viewing 29 of 29
rentals in Southwest Harbor

Also consider

Vacation Rentals & Cottages in Southwest Harbor

Per night

29 cottages

Viewing 29 of 29rentals in Southwest Harbor

Also consider

Viewing 29 of 29
rentals in Southwest Harbor