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Holiday Lettings
> North America
> United States
> Maine
> DownEast and Acadia Maine
> Mount Desert Island
> Houses and Cottages in Southwest Harbor

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

Price per night

£1 £750 -

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  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
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215 Holiday homes

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Holiday apartment in Southwest Harbor

Southwest Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
5 reviews

from £192 / night

£1,279 - £1,535 / week

1 / 14

Southwest Harbor holiday home rental

Southwest Harbor house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £320 / night

£1,827 - £3,106 / week

1 / 20

Holiday cottage in Southwest Harbor

Southwest Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
5 reviews

from £209 / night

£1,462 - £2,905 / week

1 / 17

Holiday apartment in Southwest Harbor

Southwest Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
1 review

from £144 / night

£1,005 - £2,110 / week

1 / 13

Holiday apartment in Southwest Harbor

Southwest Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
3 reviews

from £144 / night

£1,005 - £2,110 / week

1 / 12

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!

18 reviews

from £242 / night

£1,690 / week

1 / 18

Holiday home in Southwest Harbor

Southwest Harbor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £114 / night

£796 - £1,759 / week

1 / 31

Cottage letting in Southwest Harbor

Southwest Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £169 / night

£1,132 - £1,257 / week

1 / 28

Holiday cottage in Southwest Harbor

Southwest Harbor cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £457 / night

£3,197 / week

1 / 25

Holiday apartment in Southwest Harbor

Southwest Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3
4 reviews

from £130 / night

£905 / week

1 / 51

Southwest Harbor holiday cottage rental

Southwest Harbor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
4 reviews

from £264 / night

£1,843 - £2,848 / week

1 / 30

Holiday chalet in Southwest Harbor

Southwest Harbor chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £210 / night

£1,467 - £2,304 / week

1 / 30

Holiday condo in Southwest Harbor

Southwest Harbor condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £198 / night

£1,383 - £2,764 / week

1 / 31

Holiday condo in Southwest Harbor

Southwest Harbor condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £210 / night

£1,467 - £2,764 / week

1 / 34

Holiday cottage in Southwest Harbor

Southwest Harbor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5
6 reviews

from £314 / night

£2,192 - £4,864 / week

1 / 17

Ski cottage to rent in Southwest Harbor

Southwest Harbor cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £162 / night

£1,134 / week

1 / 17

Cottage rental in Southwest Harbor

Southwest Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £184 / night

£1,285 / week

1 / 15

Holiday cottage in Southwest Harbor

Southwest Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £154 / night

£1,078 / week

1 / 29

Cottage rental in Southwest Harbor

Southwest Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £126 / night

£877 / week

1 / 30

Southwest Harbor holiday cottage accommodation

Southwest Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £144 / night

£1,005 / week

1 / 29

Southwest Harbor holiday cottage rental

Southwest Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £128 / night

£894 / week

1 / 28

Holiday home in Southwest Harbor

Southwest Harbor house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £491 / night

£3,434 / week

1 / 30

Holiday studio rental

Southwest Harbor studio

  • Studio
  • 1 bathroom
  • sleeps 4

from £96 / night

£670 / week

1 / 15

Holiday cottage in Southwest Harbor

Southwest Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £136 / night

£950 / week

1 / 30

Holiday cottage in Southwest Harbor

Southwest Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £154 / night

£1,078 / week

1 / 30

Southwest Harbor holiday home rental

Southwest Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £346 / night

£2,418 / week

1 / 20

Southwest Harbor ski cottage to rent.

Southwest Harbor cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £160 / night

£1,117 / week

1 / 25

Holiday condo rental

Southwest Harbor condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £194 / night

£1,357 / week

1 / 30

Holiday home rental

Southwest Harbor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £120 / night

£838 / week

1 / 18

Holiday cottage rental

Southwest Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £164 / night

£1,145 / week

1 / 23

Holiday home in Southwest Harbor

Southwest Harbor house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £217 / night

£1,519 / week

1 / 30

Holiday cottage in Southwest Harbor

Southwest Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £128 / night

£894 / week

1 / 9

Holiday cottage in Southwest Harbor

Southwest Harbor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £205 / night

£1,435 / week

1 / 14

Condo rental in Southwest Harbor

Southwest Harbor condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £205 / night

£1,435 / week

1 / 30

Southwest Harbor ski cottage to rent.

Southwest Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £132 / night

£922 / week

1 / 21

Holiday cottage in Southwest Harbor

Southwest Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £180 / night

£1,257 / week

1 / 30

Southwest Harbor holiday condo rental

Southwest Harbor condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £193 / night

£1,346 / week

1 / 20

Holiday home in Southwest Harbor

Southwest Harbor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £240 / night

£1,676 / week

1 / 30

Southwest Harbor ski apartment to rent.

Southwest Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £92 / night

£643 / week

1 / 21

Holiday cottage in Southwest Harbor

Southwest Harbor cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from £213 / night

£1,491 / week

1 / 18

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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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