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Houses in Southwest Harbor and Cottages – Holiday Lettings - Holiday Rentals Southwest Harbor

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178 Holiday homes

Holiday cottage in Southwest Harbor

Southwest Harbor cottage

2 bedrooms • 1 bathroom • sleeps 4

from £168 / night

£1,172 - £2,427 / week

1 / 17

Southwest Harbor holiday home rental

Southwest Harbor house

3 bedrooms • 4 bathrooms • sleeps 6

from £249 / night

£1,744 / week

1 / 18

Holiday home in Southwest Harbor

Southwest Harbor house

4 bedrooms • 3 bathrooms • sleeps 8

from £321 / night

£2,244 / week

1 / 22

Holiday home in Southwest Harbor

Southwest Harbor house

2 bedrooms • 1 bathroom • sleeps 4

from £151 / night

£1,001 / week

1 / 13

Holiday apartment in Southwest Harbor

Southwest Harbor apartment

2 bedrooms • 1 bathroom • sleeps 4

from £132 / night

£921 - £1,757 / week

1 / 11

Holiday home in Southwest Harbor

Southwest Harbor house

3 bedrooms • 3 bathrooms • sleeps 8

from £136 / night

£948 / week

1 / 24

Southwest Harbor holiday home rental

Southwest Harbor house

2 bedrooms • 1 bathroom • sleeps 6

from £124 / night

£866 / week

1 / 25

Holiday apartment in Southwest Harbor

Southwest Harbor apartment

2 bedrooms • 1 bathroom • sleeps 4

from £133 / night

£926 - £1,768 / week

1 / 8

Holiday home in Southwest Harbor

Southwest Harbor house

4 bedrooms • 2 bathrooms • sleeps 8

from £271 / night

£1,669 / week

1 / 20

Holiday apartment rental

Southwest Harbor apartment

2 bedrooms • 1 bathroom • sleeps 2

from £87 / night

£605 / week

1 / 24

Holiday cottage in Southwest Harbor

Southwest Harbor cottage

3 bedrooms • 2 bathrooms • sleeps 5

from £251 / night

£1,757 - £3,933 / week

1 / 17

Holiday apartment in Southwest Harbor

Southwest Harbor apartment

1 bedroom • 1 bathroom • sleeps 3

from £117 / night

£818 / week

1 / 51

Holiday cottage in Southwest Harbor

Southwest Harbor cottage

4 bedrooms • 2 bathrooms • sleeps 8

from £417 / night

£2,914 / week

1 / 25

Holiday home in Southwest Harbor

Southwest Harbor house

4 bedrooms • 2 bathrooms • sleeps 8

from £185 / night

£1,291 / week

1 / 27

Holiday log cabin with golf nearby in Southwest Harbor

Southwest Harbor log cabin

3 bedrooms • 2 bathrooms • sleeps 8

“Best Vacation Ever” Perfect location within walking distance to lovely harbor town. House is extremely comfortable and well located. Everything you need and more (TV, Internet,DVD fully stocked kitchen)Nice sculpture in garden. Low to no maintenance. So much to do on the Island. Can't say enough about this place. Owners spared no expense in preparing this house for two or three couples to share or a large family. We will be back!

from £208 / night

£1,455 / week

1 / 18

Holiday caravan/mobile home in Southwest Harbor

Southwest Harbor caravan/mobile home

1 bedroom • 1 bathroom • sleeps 5

from £84 / night

£417 / week

1 / 11

Southwest Harbor holiday cottage rental

Southwest Harbor cottage

3 bedrooms • 2 bathrooms • sleeps 6

from £203 / night

£838 - £2,132 / week

1 / 19

Cottage letting in Southwest Harbor

Southwest Harbor cottage

2 bedrooms • 1 bathroom • sleeps 5

from £92 / night

£648 - £1,029 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Acadia National Park

Acadia National Park house

7 bedrooms • 4 bathrooms • sleeps 15

from £657 / night

£4,596 - £11,721 / week

1 / 32

Holiday apartment in Bass Harbor

Bass Harbor apartment

2 bedrooms • 1 bathroom • sleeps 6

from £167 / night

£748 - £1,205 / week

1 / 6

Holiday home in Blue Hill

Blue Hill house

3 bedrooms • 3 bathrooms • sleeps 10

from £167 / night

£998 - £1,247 / week

1 / 21

Holiday home with golf nearby in Northeast Harbor

Northeast Harbor house

3 bedrooms • 2 bathrooms • sleeps 5

from £225 / night

£1,575 / week

1 / 15

Holiday cottage in Bernard

Bernard cottage

1 bedroom • 1 bathroom • sleeps 2

from £111 / night

£772 / week

1 / 12

Mount Desert holiday home rental

Mount Desert house

3 bedrooms • 1 bathroom • sleeps 5

from £499 / night

£3,490 / week

1 / 45

Holiday cottage in Seal Harbor

Seal Harbor cottage

2 bedrooms • 2 bathrooms • sleeps 6

from £149 / night

£1,039 / week

1 / 20

Birch Harbor holiday boathouse rental

Birch Harbor boathouse

2 bedrooms • 2 bathrooms • sleeps 4

from £748 / night

£4,986 / week

1 / 4

Deer Isle holiday farmhouse accommodation

Deer Isle farmhouse

4 bedrooms • 4 bathrooms • sleeps 10

from £273 / night

£1,912 / week

1 / 30

Holiday apartment in Seal Cove

Seal Cove apartment

2 bedrooms • 1 bathroom • sleeps 3

from £104 / night

£729 / week

1 / 12

Holiday home in Swans Island

Swans Island house

4 bedrooms • 2 bathrooms • sleeps 6

from £167 / night

£1,165 / week

1 / 21

Holiday home rental

Swans Island house

3 bedrooms • 2 bathrooms • sleeps 8

from £184 / night

£1,283 / week

1 / 19

Holiday apartment in Sullivan

Sullivan apartment

2 bedrooms • 2 bathrooms • sleeps 3

from £84 / night

£583 / week

1 / 10

Cottage rental in Acadia National Park

Acadia National Park cottage

1 bedroom • 1 bathroom • sleeps 2

from £135 / night

£945 / week

1 / 8

Holiday home in Bar Harbor

Bar Harbor house

5 bedrooms • 5 bathrooms • sleeps 12

from £791 / night

£5,537 / week

1 / 29

Holiday home in Hulls Cove

Hulls Cove house

3 bedrooms • 2 bathrooms • sleeps 6

from £278 / night

£1,941 - £4,055 / week

1 / 7

Hulls Cove holiday home rental

Hulls Cove house

4 bedrooms • 2 bathrooms • sleeps 8

from £120 / night

£835 - £2,451 / week

1 / 14

Hulls Cove holiday home rental

Hulls Cove house

4 bedrooms • 2 bathrooms • sleeps 8

from £124 / night

£863 - £2,451 / week

1 / 13

Bar Harbor holiday home rental

Bar Harbor house

2 bedrooms • 2 bathrooms • sleeps 6

from £104 / night

£724 - £2,173 / week

1 / 10

Bar Harbor holiday home rental

Bar Harbor house

3 bedrooms • 2 bathrooms • sleeps 6

from £164 / night

£1,147 - £2,288 / week

1 / 11

Bass Harbor holiday apartment rental

Bass Harbor apartment

2 bedrooms • 1 bathroom • sleeps 4

from £142 / night

£989 - £1,410 / week

1 / 19

Holiday cottage in Tremont

Tremont cottage

2 bedrooms • 1 bathroom • sleeps 7

from £236 / night

£1,649 / week

1 / 36

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Southwest Harbor holidays

Known for its natural serenity and vast woodland, Southwest Harbor, ME, including the surrounding areas of Mount Desert and Bar Harbor, make the perfect northern escape. Walk just minutes from your holiday rental to an infinight number of outdoor recreation opportunities. Take in Southwest Harbor's striking ocean views and rocky coastlines while kayaking, swimming, sailing, fishing, or simply sunning along the coast. Launch a sailboat or paddle through the Western Bay, Blue Hill Bay, and Somes Sound. You can also spend a day admiring some of New England's most beautiful hand crafted Hinckley Yachts. This manufacturer has been making handcrafted boats since 1928, with new innovations that have evolved throughout the decades.

Here are a few additional suggestions of things to do in the area:

  • Spend a day on the water with Maine State Sea Kayak: This sea kayaking service offers guided ecological tours on the western side of Mount Desert Island.
  • Visit the Atlantic Brewing Company: Learn about the secrets of the brewery process while tasting authentic Maine beer.
  • Visit Ben and Bill's Chocolate Emporium: Located in downtown Bar Harbor, this classic family owned and operated candy shop offers homemade ice cream, chocolate and more.
  • Stroll the Southwest Harbor Boardwalk: Walk or bike along a boardwalk that takes you to one of Maine's most beautiful beaches.
  • Go Bar Harbor bird watching: Bar Harbor, Maine offers some of the best opportunities for close encounters with rare New England shorebirds. This area attracts birdwatchers from all over the country every year.
  • Go on a Bar Harbor dinner cruise: Experience unforgettable Maine seafood on the deck of a luxury sailboat while watching the sun set over the Atlantic Ocean.

You'll never run out of fun things to do in Southwest Harbor. Experience the charms of the New England coast by staying in your own private luxury holiday rental. For your stay, find a quaint cottage above the rocky shoreline with views of the ocean and easy access to the very best shopping and nightlife. While you're exploring Southwest Harbor, take day trips to other beautiful Maine destinations like Camden and Greenville.

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