Updating...

More filters (2)

Swimming pool
Wireless Internet
Air conditioning
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
Sauna
Sea view
Safe
Dishwasher
Children's pool
Clothes dryer
Cribs
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Table tennis
Ceiling Fans
Games room
Trampoline
Pool or snooker table
Towels provided
Hair dryer
Stove
Fridge
Freezer
Microwave
Linen provided
Bicycles available
Fax machine
Climbing frame
Swing set or jungle gym
Private fishing lake or river
Staffed property
Boat available
Video player
Housekeeping Included

See all

Less

Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible
Secure parking

See all

Less

City breaks
Skiing – property near ski resort
Walking trips
Tennis in town

Water sports
Horse riding
Fishing
Cycling trips
Golf within 30mins drive
Mountain Views

See all

Less

207 cottages

Sort by:

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

Moody cottage

2 bedrooms
1 bathroom

sleeps 6

Match: Bicycles available Swimming pool

All filters match

Price per night from

$241

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

Match: Bicycles available Swimming pool

All filters match

Price per night from

$802

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

Bartlett condo

2 bedrooms
2 bathrooms

sleeps 12

Match: Bicycles available Swimming pool

All filters match

Price per night from

$402

Moosehead Lakefront (Mount Kineo) Cottage Rental

Rockwood cottage

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$230

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: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$168

Waterfront Home on Scenic Cove

Harpswell house

3 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$184

Let Nature Rejuvenate The Body, Mind And Soul As Only Nature Can At Schoodic Lak

Brownville cottage

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$127

Pleasant Street Village Home

Vinalhaven house

3 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$281

Secluded Off-grid Cabin | Panoramic Mountain Views | Recreational Trails Access

Andover log cabin

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$195

Picture Perfect Home so close to Cannon Mountain_Franconia Notch!

Franconia house

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$247

Camp Pond's End -- Beautiful view and private dock on Long Pond

Mount Desert log cabin

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$360

Ogden Point Guest House - amazing waterfront property in Bar Harbor- Mimimum sta

Bar Harbor cottage

4 bedrooms
2 bathrooms

sleeps 8

“Absolute best house -” Wonderful home right on point in Bar Harbor - spend evenings watching the sunset on the rocks - only wish it had more bedrooms -

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$690

SKI IN SKI OUT! Luxury Rare Mountainside Unit

Glen condo

3 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Bicycles available, Swimming pool

1 of 2 filters match

Price per night from

$373

Perfect Location & Best Prices! 5th house to beach

Old Orchard Beach apartment

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$190

The Gregory Mansion a huge Victorian Home & architectural landmark in So Maine

Saco house

6 bedrooms
3 bathrooms

sleeps 17

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$746

Grace Cottage

Long Island house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$413

White Cape on the Cove - Year round ocean retreat!

Blandford house

4 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$319

Luxury Kennebunkport Cottage w/ Private Water Access

Cape Porpoise house

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 2 minutes

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$402

Meadow & Mountain View - amazing views & privacy, walk to Bar Harbor

Bar Harbor farmhouse

3 bedrooms
2 bathrooms

sleeps 6

“Perfect location” This older farmhouse has a perfect location. Only a mile from town and there is a trail that crosses at end of driveway for easy access hiking. Park loop road is right around the corner. The best part is when you are there it is completely private in the middle of a quiet meadow. The house itself is older but clean and all amenities are there for you. Would definitely recommend it.

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$225

Perfect little Condo

Waterville Valley condo

1 bedroom
1 bathroom

sleeps 6

1 of 2 match: Bicycles available, Swimming pool

1 of 2 filters match

Price per night from

$144

Cottage On The Green - On golf course & near beach

Kennebunk house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$524

Breezeway Cottage

Lincolnville house

3 bedrooms
4 bathrooms

sleeps 6

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$797

Franconia Notch New Hampshire Farmhouse

Franconia farmhouse

4 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$688

3BR Eden Ridge, Great for Bethel & Sunday River!!

Bethel condo

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$316

34 Pleasant Street Lubec, ME

Lubec cottage

3 bedrooms
2 bathrooms

sleeps 5

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$281

Star Point on Snow Pond in the Belgrade Lakes

Belgrade cottage

2 bedrooms
1 bathroom

sleeps 2

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$379

Fundy Seashore Beach House

Chance Harbour house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$143

Peaceful and Sunny in Plymouth

Plymouth private room

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$92

Beautiful New Hampshire get away vacation home

Alton Bay house

6 bedrooms
2 bathrooms

sleeps 14

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$458

Cozy 3 BR Cottage On Hills Beach - Available from July 17 to July 24.

Biddeford Pool cottage

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$410

Getaway To Silence , Artsy Forested Woodland Home

Parsonsfield house

6 bedrooms
3 bathrooms

sleeps 12

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$505

The King’s Hideaway, 3 bedrooms, sleeps 6 people, pets welcome. Very private.

Mactaquac house

3 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$155

Waterfront Real Log Cabin - Gorgeous Lake Francis

Pittsburg house

3 bedrooms
2 bathrooms

sleeps 7

Responds fast! avg. 50 minutes

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$286

Tiny House Cottage

Boothbay Harbor house

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$172

Oceanfront Cottage On Linekin Bay Boothbay Harbor

Boothbay Harbor cottage

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$287

Maine. Lovely Cottage on Penobscot Bay

Penobscot cottage

3 bedrooms
1 bathroom

sleeps 6

“Amazingly well equipped and idylically located.” Everything you could want in a vacation cottage except a beach. Great for a poet or a painter. Not a lot of action in the immediate neighborhood, but not far away.Quiet, well maintained and comfortable.

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$243

The Craftsman Farmhouse with Modern Flair

Bethlehem house

6 bedrooms
1 bathroom

sleeps 11

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$129

Warm and cozy Waterville Valley condo on x-ski trail

Waterville Valley townhouse

2 bedrooms
2 bathrooms

sleeps 7

1 of 2 match: Swimming pool, Bicycles available

1 of 2 filters match

Price per night from

$230

Viewing 38 of 207
rentals in Southwest Harbor

Also consider

Bar Harbor 47 properties
Mount Desert 17 properties
Gouldsboro 8 properties
Bernard 6 properties
DownEast and Acadia Maine 146 properties
Mid Coast Maine 86 properties
Old Orchard Beach 34 properties
Wells 20 properties
York 20 properties
Ogunquit 15 properties
Capitol Island 10 properties
Rangeley 10 properties
Portland 8 properties
Bridgton 6 properties
Newry 5 properties
Kennebunks 5 properties
Lincoln 5 properties
Denmark 5 properties
California 6,897 properties
Tennessee 2,172 properties
Oregon 1,203 properties
Michigan 752 properties
Nevada 662 properties
Montana 472 properties
Arkansas 314 properties
Delaware 306 properties
Indiana 262 properties
Minnesota 208 properties
Illinois 159 properties
Rhode Island 146 properties
Mississippi 126 properties

Vacation Rentals & Cottages in Southwest Harbor

Per night

207 cottages

Viewing 38 of 207rentals in Southwest Harbor

Also consider

Viewing 38 of 207
rentals in Southwest Harbor