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Swimming pool
Private pool
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Private indoor pool
Balcony or terrace
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Cot available
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Safe
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Private outdoor pool (heated)
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Private outdoor pool (unheated)
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Boat available
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Staffed property
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Smoking allowed
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Car not required
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Non-Smoking property
Smoking - Ask
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Waterfront
Beach or lakeside relaxation
City breaks
Walking trips

Tennis in town
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Golf within 30mins drive

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214 cottages

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Breezy Cottage

Sebago cottage

4 bedrooms
2 bathrooms

sleeps 8

Match: Waterfront Smoking allowed

All filters match

Price per night from

$493

Test Property S2-Signup

Birch Harbor boathouse

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$1,033

SUMMER COTTAGE BY THE SEA

Swans Island house

4 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$287

Chadwick House

Friendship house

5 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$459

Spectacular Views - Maine Waterfront MAIN Home - 3 bedrooms, 2 bathrooms - Beach

Jonesport house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$656

Oceanfront mini home, two decks, with spectacular views.

Meteghan cottage

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$126

Experience Your Jorney with Us

Mexico house

3 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$214

Nattuary, a Nordic Spa Retreat on the Bay of Fundy

Gardner Creek guest house

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$210

Haley Pond Haven

Rangeley house

4 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$501

Sweet Serenity - Y846

York condo

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$288

Seacoast Sanctuary

Cape Neddick house

3 bedrooms
2 bathrooms

sleeps 5

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$575

Cozy Cottage by the Sea - Y672

York house

4 bedrooms
1 bathroom

sleeps 10

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$496

Twin Sails

Wells house

2 bedrooms
1 bathroom

sleeps 8

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$431

Perkins Cove Gem - Q934

Ogunquit condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$360

D0103- Managed by Loon Reservation Service - NH Meals & Rooms Lic# 056365

Woodstock condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$489

D0045- Managed by Loon Reservation Service - NH Meals & Rooms Lic# 056365

Woodstock apartment

1 bedroom
2 bathrooms

sleeps 4

“a small piece of paradise” we had the most beautiful time in Deer Park. it was comfortable and beautiful. the clubhouse was an added attraction. we only would have liked an early morning swim, it only was available from 10 a.m.

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$269

P003G- Managed by Loon Reservation Service - NH Meals & Rooms Lic# 056365

Lincoln house

4 bedrooms
3 bathrooms

sleeps 8

“Have been using you guys for over 10 years!” we have been coming back and reserving thru loon reservation for quite vsome years already. You guys are just great!

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$900

D0211- Managed by Loon Reservation Service - NH Meals & Rooms Lic# 056365

Woodstock condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$513

Dwell Downeast with a relaxing holiday close to nature and Acadia!

Franklin house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$541

Serenity By the Sea with Roof Deck Bay Views, Walk to Town Dock

Sorrento house

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$464

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: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$879

Epic Water View. Pet Friendly Fenced-In Yard. Add'l Private Suite.

Sullivan house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$553

What beats a Maine vacation by the lake? Nothing, that's what

Bucksport cottage

4 bedrooms
2 bathrooms

sleeps 7

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$622

Waterfront Cottage on Mount Desert Isle - 8 Mi from Acadia

Mount Desert cottage

2 bedrooms
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$699

Schlafmans Hollow Solar Camping Rental Cabin #2

Lincoln cottage

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Waterfront, Smoking allowed

1 of 2 filters match

Price per night from

$91

Schlafmans Hollow Solar Camping Rental Cabin #1

Lincoln cottage

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Waterfront, Smoking allowed

1 of 2 filters match

Price per night from

$91

Primitive cabin on Penobscot River.

Milford house

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$82

9 Perio Point

Beals house

4 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$238

Private Island - Great for Reunions - Sleeps 24

Port Clyde house

11 bedrooms
6 bathrooms

sleeps 24

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$2,459

West Lee Cottage

Swans Island house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 46 minutes

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$184

Brookhouse: A Cottage by the Sea

Prospect Harbor cottage

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$197

Virginia's Sunset at Sunset Cottages

Bernard cottage

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$153

Waterfront Cottage, Stroll Away from Historic Bath

Bath cottage

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$321

Maine Ocean Front 2 Bedroom Cottage

Tenants Harbor cottage

2 bedrooms
1 bathroom

sleeps 4

“A Little Bit of Heaven” Several years ago I had the good fortune to rent this cottage "sight unseen" and have been returning each year for 10 or so years which tells you how much I love it here. Dream about it in the winter too. It is immaculate, close to a small beach, stores, and not too far from Rockland and Camden. If I could, I would spend the summer here and be in heaven! Tranquil, beautiful, soothing and good for the soul are some of the ways I would describe Hupper Cottage. The owners are terrific and most accommodating. In my opinion you won't find a better place to stay in Maine for rest and relaxation! Walking and sight seeing are great, and the lobster and sunsets are fabulous! Great hub for sightseeing in mid-coast Maine as well.

Responds fast! avg. 2 hours 22 minutes

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$161

Pinelodge Cottage, Quiet side of Mt. Desert Island, Acadia Natl.Park, waterfront

Mount Desert cottage

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$279

Pauls Cottage @ Seaside Cottages, Mt Desert Acadia

Southwest Harbor cottage

3 bedrooms
2 bathrooms

sleeps 5

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$394

Oar Island

Bremen cottage

3 bedrooms
1 bathroom

sleeps 8

“perfect” We love Oar Island. It is the perfect vacation place for families with children of different ages, or just a couple. There is hiking, sunning, relaxation, but mostly what we love about Oar Island is the isolation. It is an adventure as well, since the only way to get there is by the little motorboat. It is a getaway for certain kinds of people; but if you prefer the Marriott type of stay, this is not that kind, it is much more "out-doorsy".

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$270

Waterfront villa, Coastal Southern Maine

Scarborough house

4 bedrooms
6 bathrooms

sleeps 10

1 of 2 match: Smoking allowed, Waterfront

1 of 2 filters match

Price per night from

$1,148

Viewing 38 of 214
rentals in Southwest Harbor

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York 20 properties
Ogunquit 15 properties
Capitol Island 10 properties
Rangeley 10 properties
Portland 8 properties
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Lincoln 5 properties
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Vacation Rentals & Cottages in Southwest Harbor

Per night

214 cottages

Viewing 38 of 214rentals in Southwest Harbor

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Viewing 38 of 214
rentals in Southwest Harbor