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Vacation Rentals & Cottages in Southwest Harbor

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108 cottages

Evergreen Hill | Cape style home with attached Cabin

Southwest Harbor house

3 bedrooms / 3 bathrooms / sleeps 9

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$265

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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$198

Summer rental nr Acadia National Park & Bar Harbor

Southwest Harbor apartment

2 bedrooms / 1 bathroom / sleeps 4

“Great base for exploring acadia” Our stay was quite pleasant. We were able to roam the area conveniently. The house was immaculate and very comfortable. We found several interesting and delightful restaurants in the area, and just getting to Southwest Harbor is a most picturesque journey. Thanks again for your hospitality. Bob and Linda Phipps

Responds fast! avg. 32 minutes

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$206

Idyllic Suite, Ocean and Island Views near Acadia

Southwest Harbor apartment

1 bedroom / 1 bathroom / sleeps 3

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$163

Treetop-Retreat Vacation Rental Apartment near Acadia National & Park Bar Harbor

Southwest Harbor apartment

1 bedroom / 1 bathroom / sleeps 2

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$149

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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$455

Cottage/condo nr Acadia National Park & Bar Harbor

Southwest Harbor apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 32 minutes

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$172

Treetop-Retreat Vacation Rental Suite near Acadia National Park & Bar Harbor

Southwest Harbor private room

1 bedroom / 1 bathroom / sleeps 2

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$126

Cedarledge Cottage at Seaside Cottages, waterfront, Acadia - "quiet" side of MDI

Southwest Harbor cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 1 minutes

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$164

Greendays

Southwest Harbor house

4 bedrooms / 2 bathrooms / sleeps 7

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$717

Summer Cottage Nestled in the Woods

Southwest Harbor house

2 bedrooms / 1 bathroom / sleeps 4

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$209

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

Southwest Harbor cottage

4 bedrooms / 2 bathrooms / sleeps 8

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$579

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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$516

Great rentals within 20 miles that match your search

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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$592

Sounds of the Sea

Bar Harbor house

3 bedrooms / 4 bathrooms / sleeps 7

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$1,155

Beautiful new house + classic cottage Seal Harbor

Seal Harbor house

6 bedrooms / 4 bathrooms / sleeps 12

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$924

Leveque

Blue Hill house

4 bedrooms / 6 bathrooms / sleeps 9

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$809

Little Island House Upstairs Appartment

Bass Harbor house

1 bedroom / 1 bathroom / sleeps 2

“Perfect slice of Peace” The Little Island House is the perfect place to stay when you journey to Maine. It is located in Bass Harbor, which is a peaceful village where lobster fishermen and women come and go. Less than a block from the house is a place to purchase crab and live lobster which you can steam in a kitchen which has Everything you could possibly need. If you are not interested in cooking, a wharf restaurant is close by and will meet your every need. The bed and bedding were perfect. Everything was very comfortable. From your little house, you can quickly jump to other villages and acadia National Park. My favorite part was sitting on the porch watching boats come in and out of the harbor. We also took a boat trip which left from the dock near the house. We saw the part of Maine that you can only see from a boat.

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$174

Maine Squeeze

Surry house

3 bedrooms / 2 bathrooms / sleeps 8

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$429

Quiet Oceanfront Home On Quiet Bay Near Acadia (Lamoine)

Lamoine house

3 bedrooms / 3 bathrooms / sleeps 6

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$405

Turtle Camp

Sargentville house

3 bedrooms / 2 bathrooms / sleeps 6

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$269

Virginia's Sunset at Sunset Cottages

Bernard cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 3 minutes

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$154

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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$179

EDEN COVE: STUNNING, PRIVATE LUXURY OCEANFRONT HOME, EXPANSIVE OCEAN VIEWS/BEACH

Bar Harbor house

3 bedrooms / 4 bathrooms / sleeps 6

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$926

Bar Harbor Region Oceanfront Cabin on 20 Private Acres w/ 1 mile of Shoreline

Sullivan house

3 bedrooms / 1 bathroom / sleeps 8

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$694

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$290

Million Dollar Location IN Town, BOARDERS ACADIA (wk stays Park Pass, Blue Pie)

Bar Harbor house

3 bedrooms / 2 bathrooms / sleeps 6

“Ba Haba” Wow! We stayed in this house in May 2013 and it was perfect. From the moment we pulled into the driveway, till the time we left. Everything was on one level and this was greatly appreciated after a long day of hiking. It was clean and had all the utensils we needed to make meals at home, including a BBQ, which was utilized. We were so relaxed staying here, we completely disconnected. Bob the owner, stopped by upon our arrival, to check in, make sure we had everything we needed and if we had any questions. We were very pleased with everything. He then handed us the best, I mean the best, blueberry pie we have ever had. We even had a slice for breakfast one morning...O.K., maybe more than one morning and picked up two on the way out of town. The location to this house is just outside the downtown area, which is nice. It's quiet and peaceful. Mdi, is a great place to visit and the locals are very friendly. Even though, most of Loop Road was closed while we were there, it was not at all a deterrent. Mdi, has so many wonderful and majestic places to see. We are planning our next trip in Bob and Marcia's Million Dollar Location home.

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$290

Family Home Away From Home. Nestled in the Woods Yet Close to Everything Acadia

Mount Desert house

5 bedrooms / 3 bathrooms / sleeps 10

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$318

Wieland House

Blue Hill house

3 bedrooms / 4 bathrooms / sleeps 6

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$628

Bar Harbor Getaway

Bar Harbor house

3 bedrooms / 1 bathroom / sleeps 5

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$232

Round House

Brooklin house

2 bedrooms / 2 bathrooms / sleeps 4

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$224

Annie's Outlook at Sunset Cottages

Acadia National Park cottage

1 bedroom / 1 bathroom / sleeps 2

“Great location, beautiful view, cosy place” We visited for a week with our kids (9, 12 years) in July, I can only support my Co-reviewers: a most beautiful location, the sea at your feet, a spectacular sight with sunsets and rocks for kids to climb, with love, taste and insight prepared surroundings (find a bench/picknic table at the places you like to sit), a cosy, clean place, with all you need to feel comfortable, kind people meeting your needs/wishes whereever possible, lots of interesting things to do (hikes, biking, whale watching) in close distance.

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$188

Lone Gull

Blue Hill house

2 bedrooms / 1 bathroom / sleeps 4

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$277

charming 1790's farmhouse retreat

Sullivan farmhouse

2 bedrooms / 1 bathroom / sleeps 4

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$203

Amazing Views

Lamoine house

4 bedrooms / 2 bathrooms / sleeps 8

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$347

Diamond's Harbor Ridge

Bass Harbor house

4 bedrooms / 3 bathrooms / sleeps 10

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$290

Quintessential Rustic Maine Oceanfront Cottage with Sunset Views

Tremont cottage

2 bedrooms / 1 bathroom / sleeps 7

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$256

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