Islesboro Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Islesboro vacation rentals

Lobby sitting area

Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (370 reviews)
"Great location, friendly staff. "
United States
Connor
The price is ￥13,002
￥14,173 total
includes taxes & fees
Apr 27 - Apr 28
Trade Winds on the Bay
Property grounds

Cozy Cabin By The Pond, Sleeps 2

Cozy Cabin By The Pond, Sleeps 2
Waldo
10.0 out of 10, Exceptional, (201 reviews)
"Alays a great stay, and the hosts are just so sincere and friendly. Truly good people and a wonderful property"
United States
Wade W.
The price is ￥19,070
￥31,699 total
includes taxes & fees
Apr 14 - Apr 15
Cozy Cabin By The Pond, Sleeps 2
Interior

Bayside vista

Bayside vista
Bucksport
10.0 out of 10, Exceptional, (16 reviews)
"We loved our stay in Bucksport. The apartment was comfortable, clean and had everything we needed - and the view could not be beat! "
United States
Allison M.
The price is ￥27,747
￥58,999 total
includes taxes & fees
Apr 14 - Apr 15
Bayside vista
Property grounds

Waterfront Getaway Near Acadia w/ Spectacular View

Waterfront Getaway Near Acadia w/ Spectacular View
Deer Isle
10.0 out of 10, Exceptional, (20 reviews)
"Great location with everything we needed."
United States
Thomas P.
The price is ￥22,455
￥62,239 total
includes taxes & fees
Apr 9 - Apr 10
Waterfront Getaway Near Acadia w/ Spectacular View
Exterior

Dome 1 - Luxury Dome at Come Spring Farm

Dome 1 - Luxury Dome at Come Spring Farm
Union
9.6 out of 10, Exceptional, (17 reviews)
"We had never stayed in a yurt before and this one had everything you need. We ate breakfast out on the deck and enjoyed the scenery. We had a really nice time!"
United States
Karen I.
The price is ￥31,784
￥46,544 total
includes taxes & fees
Apr 19 - Apr 20
Dome 1 - Luxury Dome at Come Spring Farm
Interior

Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (88 reviews)
"Overall a wonderful place for girls weekend. Close proximity to the lighthouses we wanted to see and to Rockland. Clean, beautiful view and easy check in. Host was very responsive with all contacts with questions. "
United States
Anne
The price is ￥35,757
￥66,344 total
includes taxes & fees
Apr 10 - Apr 11
Comfortable, Close to Town Home, with Oceanview.
Exterior

Cozy cottage -Close to Downtown Camden!

Cozy cottage -Close to Downtown Camden!
Camden
9.8 out of 10, Exceptional, (21 reviews)
"Charming property with many nice touches. Excellent location between the lake and town.We truly enjoyed staying there!"
United States
Susan B.
The price is ￥64,164
￥109,607 total
includes taxes & fees
Apr 9 - Apr 10
Cozy cottage -Close to Downtown Camden!
Living area

Unique Coastal Maine Flower Farm Stay

Unique Coastal Maine Flower Farm Stay
Belmont
9.6 out of 10, Exceptional, (16 reviews)
"Peaceful and pretty place to stay!"
United States
Sara G.
The price is ￥35,614
￥69,133 total
includes taxes & fees
Apr 15 - Apr 16
Unique Coastal Maine Flower Farm Stay
Fridge, microwave, oven, stovetop

In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (42 reviews)
"Super clean… great location… fabulous hosts… total pleasure to stay there…"
United States
James B.
The price is ￥24,029
￥69,498 total
includes taxes & fees
Apr 14 - Apr 15
In-town, coastal + relaxing in Rockland
Interior

Cheerful Two Bedroom Cabin - 10 minutes to Camden!

Cheerful Two Bedroom Cabin - 10 minutes to Camden!
Lincolnville
10.0 out of 10, Exceptional, (13 reviews)
"This is a great place, nice and quiet, very clean and cozy. Loved it here!!"
United States
Lorna W.
The price is ￥27,930
￥64,569 total
includes taxes & fees
Apr 9 - Apr 10
Cheerful Two Bedroom Cabin - 10 minutes to Camden!
Exterior

Architectural Gem in the Heart of Rockport Village

Architectural Gem in the Heart of Rockport Village
Rockport
10.0 out of 10, Exceptional, (1 review)
"This was the most charming cottage, beautifully decorated, and very clean. The two balconies overlook a rushing tidal river and a lovely view of Rockport Harbour only a five minute walk away! We walked to the restaurants and shops in sweet and historic Rockport. There is even parking for a couple of cars!Camden is less than a ten minute drive. Michael, our host, was gracious and easy to communicate with. I'd book this place again in a heartbeat!Susan, Rural Virginia "
United States
Susan G.
Architectural Gem in the Heart of Rockport Village
Interior

Beautiful newly decorated and centrally located home minutes from Camden Harbor.

Beautiful newly decorated and centrally located home minutes from Camden Harbor.
Camden
10.0 out of 10, Exceptional, (6 reviews)
"Great home and location for those that want to enjoy Camden, ME. Town is a 4 minute drive, very quiet neighborhood and a well organized 3 bedroom/2 bath home with room for 2 couples or a family. Coffee service, a fire pit area and nice sized rooms. "
United States
Kevin M.
The price is ￥48,630
￥100,123 total
includes taxes & fees
Apr 9 - Apr 10
Beautiful newly decorated and centrally located home minutes from Camden Harbor.
Smart TV

Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.4 out of 10, Exceptional, (30 reviews)
"The house was clean and well stocked. It is is located in a cute little town."
United States
Candace L.
The price is ￥19,865
￥43,652 total
includes taxes & fees
Apr 12 - Apr 13
Peaceful, Centrally Located Home with Seasonal River Views
Marina

Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden

Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden
Lincolnville
The price is ￥23,620
￥29,384 total
includes taxes & fees
Apr 11 - Apr 12
Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden
Living area

Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach

Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach
Lincolnville
9.4 out of 10, Exceptional, (10 reviews)
"Great view. Very enjoyable stay. "
United States
Jerry C.
The price is ￥22,098
￥36,363 total
includes taxes & fees
Apr 12 - Apr 13
Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach
Terrace/patio

SeaRiver Cabin on the Bagaduce, Kayaks Included. Seals, Wildlife, Birds & Nature

SeaRiver Cabin on the Bagaduce, Kayaks Included. Seals, Wildlife, Birds & Nature
Penobscot
10.0 out of 10, Exceptional, (6 reviews)
"All was fabulous!!!"
United States
Maria M.
The price is ￥25,030
￥59,503 total
includes taxes & fees
Apr 9 - Apr 10
SeaRiver Cabin on the Bagaduce, Kayaks Included. Seals, Wildlife, Birds & Nature
Interior

2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (46 reviews)
"We loved our stay here! Check-in was easy and the host was responsive!"
United States
Jessica H.
The price is ￥18,276
￥40,361 total
includes taxes & fees
Apr 9 - Apr 10
2 Bedroom Close to Town Home
Outdoor dining

The Lewis R. French- Inn on the Harbor

The Lewis R. French- Inn on the Harbor
Stonington
9.2 out of 10, Wonderful, (10 reviews)
"Made wonderful memories and really enjoyed the beautiful oceanfront town of Stonington."
United States
Elizabeth P.
The price is ￥11,681
￥18,796 total
includes taxes & fees
Apr 13 - Apr 14
The Lewis R. French- Inn on the Harbor
Property grounds

Waterfront shingled cottage with shared boat dock - near Acadia

Waterfront shingled cottage with shared boat dock - near Acadia
Orland
8.4 out of 10, Very Good, (7 reviews)
"All was great we enjoyed the peace and quiet "
United States
Susan
The price is ￥22,090
￥52,668 total
includes taxes & fees
May 1 - May 2
Waterfront shingled cottage with shared boat dock - near Acadia
Terrace/patio

Starry Artsy Garage Loft

Starry Artsy Garage Loft
Sedgwick
9.8 out of 10, Exceptional, (28 reviews)
"Absolutely great stay. Wonderful home, wonderful host! I will be keeping this place in mind for when I come back to Maine! "
United States
Kellee M.
The price is ￥21,412
￥49,097 total
includes taxes & fees
Apr 16 - Apr 17
Starry Artsy Garage Loft
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Islesboro Hotel Reviews

Harborline Hotel

Harborline Hotel

8/10 Good
"No coffee maker in the room"
Anderson 1-night trip
Posted 2 hours ago
Harborline Hotel

Find out more about Islesboro

Search for holiday rentals in Islesboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Islesboro using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Islesboro?

Yes, you can find vacation rentals close to the most popular points of interest in Islesboro, or you can choose a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Islesboro has to offer?

Island log home in Maine with ocean views: This highly rated vacation home rental in Islesboro offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals are there in Islesboro?

With 8 Expedia vacation rentals, you're sure to find just the right place for your Islesboro stay.

What’s there to see and do in Islesboro?

While exploring the area, visit family-friendly sights like Penobscot Marine Museum, or get outside and enjoy nature at Lincolnville Beach. Warren Island State Park and Camden Hills State Park are a couple of places you'll find in the larger area.

What’s a vacation rental in Islesboro like?

Vacation rentals are private properties where you can stay for short or long periods in Islesboro. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family trips.