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Vacation Rentals & Cottages in Southwest Harbor

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154 cottages

Evergreen Hill | Cape style home with attached Cabin

Southwest Harbor house

3 bedrooms / 3 bathrooms / sleeps 9

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Price per night from

$270

Cottage with Mountain and Harbor Views on MDI

Southwest Harbor house

4 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$380

Family Friendly Farmhouse with fantastic views

Southwest Harbor house

4 bedrooms / 3 bathrooms / sleeps 8

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$456

Charming Southwest Harbor cottage

Southwest Harbor house

2 bedrooms / 2 bathrooms / sleeps 4

“Wonderful cottage and location!” We spent a week at Harbors End Cottage and had such a wonderful time in the cozy cottage; the cottage was furnished with everything needed to make our stay as comfortable as possible. We highly recommend a vacation here. An additional plus was the ease of renting and the great communication from the owners.

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$202

Anna's Quietside Cottage

Southwest Harbor cottage

4 bedrooms / 2 bathrooms / sleeps 9

“Butterfly Suite” We had a great stay at anna's Quietside. The Butterfly Suite was very clean and spacious. Marc was so helpful and gave us a ton of great suggestions on where to eat and what to do. Even with the shut down there was so much to do and see. We can't wait to come back!

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$464

Mermaid's Watch Western Way Townhouse

Southwest Harbor apartment

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 3 hours 40 minutes

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$405

Sea Watch 3 bedroom at Sawyer's Cove path to shore

Southwest Harbor cottage

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 40 minutes

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$319

Log Cabin in the Best Town on Mt. Desert Island

Southwest Harbor log cabin

3 bedrooms / 2 bathrooms / sleeps 8

“This is very clean, well-accomodated, and in a great location!” Our family just returned from a week in this great cabin. We wanted to be very close to acadia National Park, but not in a busy area. The location was perfect for this. The cabin is within walking distance of a small town with great restaurants and stores, and a very short drive (some 5 minutes, some 10 minutes, some 15 minutes) to all the sights of the national park. And when you return to the cabin you experience its quiet and natural setting at its best. It was rejuvenating to be there. The owners have obviously taken a lot of time and effort to make their home user-friendly. It comes equipped with everything you need for cooking and relaxing. Everything is clean and cared for, and the entire cabin has a cozy yet spacious feel to it. Very highly recommended!

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$247

Pauls Cottage @ Seaside Cottages, Mt Desert Acadia

Southwest Harbor cottage

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 2 hours 1 minutes

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$270

Aldernest Den Mt Desert Island Acadia National Park

Southwest Harbor apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 1 minutes

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Price per night from

$118

Summer Cottage Nestled in the Woods

Southwest Harbor house

2 bedrooms / 1 bathroom / sleeps 4

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$213

Greendays

Southwest Harbor house

4 bedrooms / 2 bathrooms / sleeps 7

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Price per night from

$732

Aldernest Cottage (Loft) "quiet" side of Mount Desert Island/Acadia Nat'l Park

Southwest Harbor apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 1 minutes

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$118

Oceanfront Cottage w/ Dock & Mooring - walking distance to Acadia

Southwest Harbor cottage

4 bedrooms / 2 bathrooms / sleeps 8

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$590

Acadia National Park Home w/ Deck+Ocean View!

Southwest Harbor house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 4 minutes

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Price per night from

$189

Renovated Southwest Harbor Cottage on a Dock!

Southwest Harbor house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 4 minutes

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Price per night from

$171

Renovated Cottage on Quiet 1-Acre Wooded Lot – Near Downtown & National Park

Southwest Harbor house

4 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$139

Southwest Harbor Home-3 Min to Acadia Natl Park

Southwest Harbor house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 4 minutes

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$255

NEW! Charming Dwtn Gem ~10Mi to Acadia Nat'l Park

Southwest Harbor apartment

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 4 minutes

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$178

Seaside Cottage, 3 BRs, Private Beach, Great Views

Southwest Harbor cottage

3 bedrooms / 3 bathrooms / sleeps 7

“Best Vacation ever! Five Glowing Stars!” For our 40th anniversary we decided to take our 2 daughters & their families to acadia. After looking at dozens of homes, I discovered this one that sounded perfect. We were surprised at how spacious, open, and airy it was inside. The house was lovely, clean & comfortable with much thought put into details. We mostly ate in, rather that take the littles out to dinner; the kitchen was well equipped with plenty of room to work. We also used the gas grill. We left the cottage before 9 each morning, and drove to our daily destinations: Swimming at Echo Lake. Bike Riding around Witch Hole Pond and Eagle Lake. Picking Blueberries. Driving Park Loop Road & up Cadillac Mt. Bar Harbor with a walk to Bar Island at low tide. Walked the Shore Walk. Spent an am in Northeast Harbor & Thuya Gardens and an am in Southwest Harbor where we got fresh blueberry pie at the Quietside Cafe. We would then come back mid afternoon to put the littles in for naps. This was the time we adults could rest, read on the screened in porch, walk along the beach, or ride bike locally. The Cove is beautiful, and ever changing. Beachcombing was a big hit with all of us! After dinner in the evening, we went to places close by: Wonderland Trail, Twice to the Bass Harbor Lighthouse. And even one evening to the local school playground for the kids. We had the privilige of meeting the owners who were staying near by. One day Peter installed a DVD which we used in the evenings. Another time a screen blew off & he immediately replaced it. Coming from hot, muggy pa in august, we weren't sure about not having aC. We never needed it. There is always a wonderful breeze coming off the cove, the house was always cool & some nights actually got cold and we had to close windows. From the quiet, peaceful mornings, to the dazzling sunsets...and everything in between, Acadia & this cottage are truly magical! We would recommend this property to anyone & we hope to come back again some day.

Responds fast! avg. 1 hour 55 minutes

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$401

Seaside Cottage, 4 BRs, Private Beach, Great Views

Southwest Harbor house

4 bedrooms / 4 bathrooms / sleeps 9

“Beachcomber's Paradise” Blue Heron Tide was a wonderful set up for our large family (7 adults and one toddler). We all fit very comfortably, with some folks getting up early to walk the beach and others staying up late to play cards. The space is nice enough to feel like you are on a nice vacation and not so nice that you fear for a toddler touching everything. The beach access is also amazing. We had a few beachcombers in the group, and they never tired of finding shells and sea glass on the beach. This is a truly special spot.

Responds fast! avg. 1 hour 55 minutes

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Price per night from

$523

Beautiful ocean view close to Seawall

Southwest Harbor apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 46 minutes

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Price per night from

$207

Cedar Ridge Cottage

Southwest Harbor log cabin

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 18 minutes

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Price per night from

$183

Great rentals within 20 miles that match your search

The Carriage House in Downtown Bar Harbor! Holland Ave Vacation Rentals!

Bar Harbor house

3 bedrooms / 3 bathrooms / sleeps 7

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Price per night from

$292

Downtown Bar Harbor Near Ocean - Holland Ave Vacation Rentals

Bar Harbor house

4 bedrooms / 2 bathrooms / sleeps 6

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$234

Classic Shingled Lakeside Cottage on Maine's Beautiful Down East Coast

Sedgwick house

6 bedrooms / 4 bathrooms / sleeps 10

“More than a vacation destination!” I'm a nature lover so I was not upset that it was pouring rain when we arrived because the brief rain brought a beautiful gift---the loons drifting out of the mist on Walker Pond. You don't have to be a nature lover to enjoy your stay at Cathy and Dan's incredible house on the lake. My husband and I were guests of our daughter's mother-in-law, and we were prepared to be delighted because she had been coming up to Kill Kare Kamp for a few years and we had heard how much she loved it. The house is cozy, spacious and comfortable with a spectacular view of the "pond" from the wraparound veranda. You can also take a trip back in time when you peruse the family photos on the walls or by reading the story of the camp in a book lovingly kept up by Cathy and Dan. The kitchen is like home where you'll want for nothing, every kitchen tool is available in the fully equipped kitchen. We kayaked, we read, we hiked, we tooled around the town, and we did nothing! We loved it!!! I hope to go back.

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Price per night from

$604

A Charming, Comfortable and Beautifully Maintained House with Water View

Swans Island house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$259

Sounds of the Sea

Bar Harbor house

3 bedrooms / 4 bathrooms / sleeps 7

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Price per night from

$1,178

Perfect alternative to hotel

Ellsworth house

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$151

Beautiful new house + classic cottage Seal Harbor

Seal Harbor house

6 bedrooms / 4 bathrooms / sleeps 12

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Price per night from

$942

Leveque

Blue Hill house

4 bedrooms / 6 bathrooms / sleeps 9

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Price per night from

$825

Maine Squeeze

Surry house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$437

SUMMERTIME COTTAGES BAR HARBOR

Hulls Cove house

3 bedrooms / 2 bathrooms / sleeps 6

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$396

Edgewater waterfront 2 bedrooms 2 baths sunsets

Trenton cottage

2 bedrooms / 2 bathrooms / sleeps 4

“Seaside Heaven...” Edgewater is amazing! Fully stocked kitchen, very comfortable beds, clean as a whistle. At waters edge. And hosts who go out of their way to make your stay comfortable and enjoyable. My 2 adult sisters and I stayed here a week in mid June. Mornings on the deck drinking coffee gazing out at the water, low tides spent combing the rocks for shells and such. AMAZING sunsets from the deck while enjoying a bottle of wine. Very quiet and forested, cottages here are not elbow to elbow! A quick trip to MDI and all it's sights and activities. We would not hesitate to book with Bill and Ruth again. The map that pinpoints where the cabin is, at least on this site, is not correct. It is not near Hwy 3 and the small airport, it is just West of Trenton on Union river bay, a very quick trip onto MDI. We loved being off Island, way less traffic. Get your Lobster already cooked at Trenton lobster pound, grab your wine, and have a beautiful evening on the deck. Beautiful place to stay.

Responds fast! avg. 3 hours 40 minutes

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$304

Great location walk downtown around corner 3 park entrances/Cadillac/Eagle lake

Bar Harbor house

4 bedrooms / 2 bathrooms / sleeps 10

“Regular Visitors Sharing Positive Experience” This is our 8th year at Highbrook House and every year gets better. We have witnessed many upgrades to the home over the years. When we walk into the home for our vacation, we are always excited to see the new changes.. We really enjoyed the new kitchen. This is the heart of the home and is "top of the line" with new appliances, pots/pans. What a difference from last year. We really enjoy the Master Suite, large with a sitting area just like the bedroom upstairs where my son and his family stay... Every year we notice new towels and bathroom furnishings so I don't have to bring anything with me. The owner is always on top of anything we need and returns calls promptly. We will be there again this year and look forward to the home, it's surroundings and the peace and quiet of the area... But... we are around the corner from the park and downtown...

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Price per night from

$353

Quiet Oceanfront Home On Quiet Bay Near Acadia (Lamoine)

Lamoine house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$413

Down East Maine Modern, Well Equipped Cottage in Heart of Coastal Winter Harbor

Winter Harbor cottage

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$182

Spectacular Ocean & Mountain View-10 min to Acadia/ 3 Lakes nearby

Acadia National Park house

7 bedrooms / 4 bathrooms / sleeps 15

Responds fast! avg. 2 hours 15 minutes

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Price per night from

$590

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rentals in Southwest Harbor

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