50 Best Vacation Rentals in Southwest Harbor - Holiday Lettings - Cabins

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41 Vacation rentals

(9) Very Good 

11

Vacation apartment with golf nearby in Southwest Harbor

Mount Desert Island / Southwest Harbor

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
Located in Southwest Harbor known as the quiet side of Mount Desert Island which is the home to Acadia National Park and Bar Harbor. Minutes from downtown shops and restaurants.The property is set back off Main Street and next to the golf course! The property is less …see more

from $150 / night

$875 - $1015 / week

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from $150 / night

(2) Excellent 

22

Vacation home in Southwest Harbor

Mount Desert Island / Southwest Harbor

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
Welcome to Peak A View Cottage! This open style home is 1800 sq. ft. The 1st floor has a queen bdrm, 2 dining areas, kitchen, 3/4 bath, living room, & laundry room. The 2nd floor has 3 bdrms (1 King, 1 queen, & 2 twins) and a full bath. The home is adjacent to a retail …see more

from $236 / night

$1651 - $1800 / week

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Responds fast!
avg. 2 hours 57 minutes

from $236 / night

7

Vacation apartment in Southwest Harbor

Mount Desert Island / Southwest Harbor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Air conditioning
  • Private garden
Bird's Nest is an elevated efficiency apartment with sweeping views of Somes Sound, the ocean, the mountains of Acadia National Park, and the lighthouse on Bear Island. At the end of a long winding private driveway Bird's Nest provides a quiet get away for a couple. The …see more

from $150 / night

$875 - $950 / week

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from $150 / night

(2) Excellent 

12

Vacation condo with golf nearby in Southwest Harbor

Mount Desert Island / Southwest Harbor

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
This two bedroom, two bath condo was newly built in 2013. It is located off Main Street in Southwest Harbor, Maine and is within walking distance from town. It is only 15-20 minutes from Acadia National Park and is 5-7 minutes from the very popularly photographed Bas Ha …see more

from $185 / night

$1295 / week

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from $185 / night

26

Southwest Harbor Vacation studio rental

Mount Desert Island / Southwest Harbor

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
Enjoy picturesque harbor views from every window at this studio-style Southwest Harbor retreat, a beautifully situated waterfront suite with an ideal location for lighthouse lovers, kayakers, and visitors to Acadia National Park. Scenically positioned in the charming vi …see more

from $100 / night

$700 / week

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Responds fast!
avg. 3 hours 4 minutes

from $100 / night

(8) Excellent 

15

Southwest Harbor Vacation home rental

Mount Desert Island / Southwest Harbor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Car not necessary
Harbors End cottage is located in Southwest Harbor on the 'Quiet Side' of Mt. Desert Island directly across the street from the harbor. This charming, sunny and very cozy space is 900 sq. feet, 2 story, 2 bedroom, 2 bathroom. Although small square footage, the downstair …see more

from $128 / night

$895 - $1200 / week

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Responds fast!
avg. 1 hour 4 minutes

from $128 / night

(3) Excellent 

32

Vacation apartment in Southwest Harbor

Mount Desert Island / Southwest Harbor

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Nearest beach 3 mi
  • Child friendly
Seaview Quarters is an idyllic 2nd floor suite designed in 2015 that was inspired by the natural beauty of the Maine Coast and is part of an architecturally designed three story home. It offers a great room enclosed by three walls of windows that includes a kitchen, di …see more

from $142 / night

$990 - $1260 / week

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Responds fast!
avg. 2 hours 10 minutes

from $142 / night

(2) Excellent 

21

Southwest Harbor Vacation condo rental

Mount Desert Island / Southwest Harbor

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Air conditioning
VACATION RENTAL - IN BEAUTIFUL SOUTHWEST HARBOR MAINE!! NR ACADIA NATIONAL PARK AND BAR HARBOR! IF YOU ARE LOOKING FOR AN EARLY SPRING GET AWAY OR BOOKING YOUR SUMMER BREAK IN BEAUTIFUL ACADIA NATIONAL PARK OR LOOKING FOR AUTUMN / FALL WHICH MAKES A GREAT TIME TO SEE …see more

from $120 / night

$795 - $895 / week

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from $120 / night

12

Vacation home in Southwest Harbor

Mount Desert Island / Southwest Harbor

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 8 mi
  • Child friendly
Rent our comfortable and spacious home, located on the Shore Road between the Hinckley and Manset Town docks. Perched atop a former warehouse, it is surrounded by a huge deck, and affords spectacular views of Southwest Harbor and the mountains of Acadia National Park. …see more

from $222 / night

$1551 - $1850 / week

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from $222 / night

(3) Very Good 

Certificate of Excellence

17

Apartment rental in Southwest Harbor

Mount Desert Island / Southwest Harbor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Located in Southwest Harbor known as the quiet side of Mount Desert Island which is the home to Acadia National Park and Bar Harbor. Minutes from downtown shops and restaurants.The property is set back off Main Street and next to the golf course! The property is less …see more

Certificate of Excellence

from $150 / night

$845 - $910 / week

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from $150 / night

8

Vacation cottage in Southwest Harbor

Mount Desert Island / Southwest Harbor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
Sea Watch, a three-bedroom cottage located on Sawyer's Cove with a path to the shore in Seal Cove. The cottage is cozy, secluded and in a peaceful located near beautiful Pretty Marsh Harbor. Spectacular Sunsets! Free-standing wood stove makes your nights extra cozy. …see more

from $215 / night

$1500 - $1900 / week

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from $215 / night

(4) Very Good 

17

Southwest Harbor Vacation cottage rental

Mount Desert Island / Southwest Harbor

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
Quiet 3BR 2BA in a wooded setting with a beautiful harbor view. A quiet wooded setting, beautiful harbor view, and a deeded right-of-way to the rocky shore all help make this a great vacation spot. In the neighborhood of the premier boat-builders on the island and just …see more

from $140 / night

$975 - $2250 / week

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from $140 / night

(1) Excellent 

22

Vacation home in Southwest Harbor

Mount Desert Island / Southwest Harbor

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
Located in Manset, 2 miles south of Southwest Harbor, this classic New England farmhouse has 4 bedrooms, 2.5 baths, living room, kitchen, dining room, laundry, back deck and front porch with spectacular views of mountains and harbor. Fully furnished and equipped for you …see more

from $386 / night

$2700 / week

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from $386 / night

20

Vacation home in Southwest Harbor

Mount Desert Island / Southwest Harbor

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
Located 1 mile south of Southwest Harbor, this cedar-shingled saltbox overlooks the harbor and mountains of Mt. Desert Island and is within easy access of Acadia National Park for all outdoor activities. Within walking distance of the island wide free shuttle bus. Handi …see more

from $286 / night

$2000 / week

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from $286 / night

20

Vacation cottage in Southwest Harbor

Mount Desert Island / Southwest Harbor

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
Private, nicely-appointed, in the woods near Southwest Harbor This 3000 sq ft house is in an excellent location - tucked in the woods on 12 acres of land that abuts Acadia National Park and the historic Carroll Farm Homestead. Very private setting ( deer sightings are n …see more

from $272 / night

$1900 / week

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from $272 / night

14

Vacation cottage in Southwest Harbor

Mount Desert Island / Southwest Harbor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
Beautiful newer 2 BR 1.5 BA cottage near Southwest Harbor You will find this beautiful little cottage charming, comfortable and private, located on a rural, wooded plot near Southwest Harbor. The owner has personalized the open-concept cottage with well-crafted touches …see more

from $158 / night

$1100 - $1300 / week

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from $158 / night

7

Southwest Harbor Vacation home rental

Mount Desert Island / Southwest Harbor

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
It is a fabulous old shingled house nestled in the woods overlooking the ocean, Somes Sound. All newly renovated and very quiet. …see more

from $358 / night

$2500 - $3000 / week

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from $358 / night

(4) Excellent 

10

Vacation cottage in Southwest Harbor

Mount Desert Island / Southwest Harbor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
A sweet retreat, this little 2 BR 2 BA cottage is well cared for and comfortable. This comfortable 2 BR cottage is perfect for those who wish to be out of the congestion of town, but within easy access of everything. At one end of the road are Somes Sound, St. Sauveur, …see more

from $129 / night

$900 - $1100 / week

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from $129 / night

5

Vacation apartment rental

Mount Desert Island / Southwest Harbor

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Located in the village of Southwest Harbor this 2,400 square foot oceanfront townhouse offers beautiful views of Great Harbor. Three decks and heated pool makes our home a dream for families and couples alike. The interior is well appointed with hardwood floors, firep …see more

from $250 / night

$1700 - $2400 / week

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from $250 / night

11

Vacation home in Southwest Harbor

Mount Desert Island / Southwest Harbor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
A modern, well-appointed and comfortable 3 BR 2 BA home on Mt Desert Island Want all the comforts of home in a newer, well-built cottage in a private setting but close to a village with its shops and restaurants? Want to be close to Acadia National Park and less than 30 …see more

from $300 / night

$2100 - $2450 / week

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from $300 / night

4

Vacation cottage in Southwest Harbor

Mount Desert Island / Southwest Harbor

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
Newly built/designed & well appointed cabin nestled in the woods for a real Maine experience. This one bedroom with loft cabin is warm and cozy. Gas fireplace & has all the amenities one would need to begin and end a perfect day in Acadia National park. Situated very cl …see more

from $250 / night

$1750 / week

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from $250 / night

30

Southwest Harbor Vacation studio rental

Mount Desert Island / Southwest Harbor

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
Tucked away from the chaos of everyday life, this Southwest Harbor vacation rental is sure to charm guests with its laid-back interior. It's perfect for a quiet getaway for two! This studio offers a lively experience in Southwest Harbor. It's right across the street fro …see more

from $100 / night

$700 / week

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Responds fast!
avg. 3 hours 4 minutes

from $100 / night

(1) Excellent 

13

Vacation apartment in Southwest Harbor

Mount Desert Island / Southwest Harbor

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Unbelieveable view from the large deck overlooking a working harbor. Lobster boats coming and going. Sailboats enjoying the harbor. Seals are visible at times. The mountains are in the distance. A heated pool for fun in the sun. We are located on Mount Desert Islan …see more

from $271 / night

$1700 - $1900 / week

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Responds fast!
avg. 3 hours 32 minutes

from $271 / night

11

Cottage rental in Manset

Southwest Harbor / Manset

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
PRIVATE EXTENSIVE OCEANFRONT-MODERN 3 BEDROOM HOME-HUGE DECK ON THE WATER'S EDGE-WEEKLY OR LONG TERM-LISTEN TO THE SURF-CAMPFIRES ON THE BEACH-HOME IS FURNISHED WITH EVERYTHING YOU NEED-GREAT FOR SMALL FAMILIES WITH ALL THE FUN THINGS TO DO ON AMERICA'S MOST BEAUTIFUL I …see more

from $580 / night

$4000 / week

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Responds fast!
avg. 3 hours 58 minutes

from $580 / night

15

Vacation home in Southwest Harbor

Mount Desert Island / Southwest Harbor

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
Modern 2 BR 1 BA guest house in rural Southwest Harbor on Mt. Desert Island This vacation home rental near Acadia National Park is a New England style home (1120 sq/ft) located in quiet, peaceful, wooded, residential setting in Southwest Harbor on the 'quiet side' of Mt …see more

from $175 / night

$826 - $1500 / week

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from $175 / night

8

Vacation apartment in Southwest Harbor

Mount Desert Island / Southwest Harbor

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Child friendly
Elegant one bedroom apartment located within two blocks of the center of the village of Southwest Harbor, Maine. Views of the harbor from all rooms, opens to a private deck overlooking the garden. Amenities include two gas fireplaces, Jacuzzi tub in bathroom, cable, WiF …see more

from $225 / night

$1400 / week

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from $225 / night

27

Southwest Harbor Vacation studio rental

Mount Desert Island / Southwest Harbor

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
For a true Maine experience, stay in this comfortable studio suite directly across the street from the harbor. You'll have inviting amenities, beautiful harbor views, and a great location near the harbor and local dockside restaurants. Situated on the water in Southwest …see more

from $100 / night

$700 / week

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Responds fast!
avg. 3 hours 4 minutes

from $100 / night

13

Vacation home in Southwest Harbor

Mount Desert Island / Southwest Harbor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
This two bedroom summer cottage is nestled in the woods of Manset on the shore road, with a small pond off the deck and a peek-a-boo view of the ocean and mountains and direct access to road that runs along the ocean and through the boatyards. There are two bedrooms, a …see more

from $180 / night

$1200 / week

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from $180 / night

41

Home rental in Southwest Harbor

Mount Desert Island / Southwest Harbor

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
Make a memorable summer escape to this four-bedroom Southwest Harbor home, a well-equipped family property with a private deck, a lovely yard with a firepit and a picnic area, and an ideal location for visiting Acadia National Park. This sun-splashed home is located in …see more

from $115 / night

$805 / week

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Responds fast!
avg. 3 hours 4 minutes

from $115 / night

14

Vacation home in Southwest Harbor

Mount Desert Island / Southwest Harbor

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Take a 5 minute drive to remote Cable Crossing Beach and gather fresh mussels at low tide, or drive five minutes south to Seawall Point for shell-finding and a great ocean breeze. Another five minute drive southward will take you to Acadia's Wonderland forest and the hi …see more

from $100 / night

$1300 - $1500 / week

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Responds fast!
avg. 2 hours 36 minutes

from $100 / night

26

Southwest Harbor Vacation home rental

Mount Desert Island / Southwest Harbor

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Alacrity means Cheerful Readiness. It is well furnished and ready to move in. The large kitchen is stocked with most popular appliances. The lower level has an entertainment center with surround sound and a projection TV and 10 foot by 8 foot screen. Each bedroom has …see more

from $286 / night

$2000 - $4500 / week

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from $286 / night

14

Vacation cottage in Southwest Harbor

Mount Desert Island / Southwest Harbor

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
Renovated 3 BR 2 BA home right in the village of Southwest Harbor. Quietside Retreat combines older charm, new amenities, updated spaces in a quaint & updated package. In a great location in the village of Southwest Harbor, walk to all the village amenities, shiops and …see more

from $148 / night

$1035 - $2012 / week

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from $148 / night

5

Vacation home in Southwest Harbor

Mount Desert Island / Southwest Harbor

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
Oceanfront, 4 bedroom home with dock, near Acadia National Park. On private road, but walking distance to town of Southwest Harbor. Fully furnished. …see more

from $500 / night

$3500 - $4340 / week

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from $500 / night

(2) Excellent 

17

Vacation cottage in Southwest Harbor

Mount Desert Island / Southwest Harbor

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
A rustic, comfortable 2 BR 2 BA cottage on a hillside in the woods, close to Acadia NP A sweet, nicely appointed cottage in a private, wooded setting is a great place to get away--adjoins the Park and close to the village of SW Harbor. It's only a short walk to the ocea …see more

from $172 / night

$1200 - $1600 / week

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from $172 / night

25

Vacation cottage in Southwest Harbor

Mount Desert Island / Southwest Harbor

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Private garden
In a prime location on Mount Desert Island Maine, this property has been lovingly cared for and enjoyed by the same family for four generations. The Cottage was designed and built in 2004 by our father, Caleb, to take full advantage of this ideal spot which has direct a …see more

from $358 / night

$2500 - $3500 / week

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from $358 / night

(4) Very Good 

16

Cottage rental in Southwest Harbor

Mount Desert Island / Southwest Harbor

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Pet friendly
Comfortable, clean 3 BR 2 BA cottage with harbor views. A comfortable home base for your Acadia explorations, this home features two levels of living space, each with a living room of it's own. The bright and sunny kitchen is large and well-equipped. Lower living room a …see more

from $200 / night

$1400 - $2000 / week

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from $200 / night

4

Vacation home in Southwest Harbor

Mount Desert Island / Southwest Harbor

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 2 mi
Quiet & newly built located close to many Acadia favorites. Light house, Famous Lobster pound, coffee shops, boat launching, ferry service to the Cranberry islands & our favorite summer restaurant Islesford Dock & the list goes on. Guest access Wifi & full apartment …see more

from $175 / night

$1225 / week

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from $175 / night

18

Southwest Harbor Vacation home rental

Mount Desert Island / Southwest Harbor

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
Elegant & historic 4 BR 3 BA home in Southwest Harbor, walk the village. Napier Cottage is one of the oldest homes in SW Harbor, ME, and features the charm of high ceilings, hardwood floors and sun-drenched rooms offering views of the harbor. It has been lovingly mainta …see more

from $329 / night

$2300 - $3400 / week

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from $329 / night

14

Vacation cottage in Southwest Harbor

Mount Desert Island / Southwest Harbor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly
Updated 2 BR cottage in a neighborhood near the village of Southwest Harbor A beautifully updated little 2 BR cottage near the village of Southwest Harbor; in a quiet residential neighborhood, set back from the street, it's a great place to serve as your home base for e …see more

from $136 / night

$950 - $1100 / week

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from $136 / night

13

Vacation apartment in Southwest Harbor

Mount Desert Island / Southwest Harbor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Private garden
Built & designed by a well known &respected local builder and craftsman. Newly built and furnished with comfy organic mattress 1 king & 1 queen, Large flat screen T.V. & custom furnishings , lovely artwork, fabulous Sonos sound system. Guest access Entire apartment th …see more

from $225 / night

$1575 / week

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from $225 / night