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Browse Select Islesboro Holiday Homes

View from property
Oceanfront home on 6 acres with multi-level deck & spectacular view
Oceanfront home on 6 acres with multi-level deck & spectacular view
Property grounds
Coastal Comfort
The price is £375
includes taxes & fees
31 May - 1 Jun
Coastal Comfort
Fridge, microwave, oven, stovetop
Welcome to Heav'nsent
9.8 out of 10, Exceptional, (39)
"Great location for day trips throughout Maine! Our property host was wonderful with answering our questions and ensuring we had a great stay!"
Welcome to Heav'nsent
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Interior
Elegant Victorian Gothic Revival home with wet bar, sunroom, & washer/dryer
10.0 out of 10, Exceptional, (4)
Elegant Victorian Gothic Revival home with wet bar, sunroom, & washer/dryer
Beach | On the beach, sun-loungers
Oceanfront,Unobstructed Ocean Views, Onsite ocean access to a small sandy beach
10.0 out of 10, Exceptional, (89)
"Maine is spectacular in mid-October. The Primrose Apartment was the perfect location to see the colorful leaves, visit lighthouses and enjoy all both Rockland and Camden have to offer. Alex and Siobhan were gracious, thoughtful and kind hosts. The view of Glen Cove from both the kitchen window and the deck is stunning. The Primrose was the perfect property and location for our stay."
Oceanfront,Unobstructed Ocean Views, Onsite ocean access to a small sandy beach
Property grounds
Secluded house just minutes away from Deer Isle/Stonington villages and beaches!
10.0 out of 10, Exceptional, (27)
"The house was beautiful and exactly what we needed. Mike and Rachael were fantastic."
Secluded house just minutes away from Deer Isle/Stonington villages and beaches!
Property grounds
Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
9.2 out of 10, Wonderful, (60)
"This house was awesome for our family to gather for my daughter's wedding. The wedding party got ready in the beautiful living room and there was plenty of room. Walkable to town and the wedding venue made this spot ideal. Seamless check in and check out."
The price is £748
includes taxes & fees
16 Jun - 17 Jun
Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
Interior
Gorgeous Home and Yoga Studio
9.8 out of 10, Exceptional, (26)
"We enjoyed staying in Camden in this whimsical house. The space was interesting, the yoga studio was very cool. The property owners were very helpful and respectful of our privacy."
Gorgeous Home and Yoga Studio
Property grounds
Oceanview 2 Double Beds
8.0 out of 10, Very good, (1)
"Ok"
The price is £155
includes taxes & fees
30 May - 31 May
Oceanview 2 Double Beds
Fridge, microwave, oven, stovetop
Newly renovated home in Camden, Maine -In town!
10.0 out of 10, Exceptional, (14)
"We spent one week in Camden at a cottage less than one mile from the center of the village. We loved the town and loved the cottage. The cottage was very clean, very well decorated, very thoughtfully equipped, the kitchen new and the bed comfortable. Try it. You will love it."
Newly renovated home in Camden, Maine -In town!
Golf
Cozy Maine home. River view. Minutes from ocean, lighthouses and sights.
Cozy Maine home. River view. Minutes from ocean, lighthouses and sights.
Fridge, microwave, oven, stovetop
Mid-century modern walk to ocean, restaurants, and shops. Open for the holidays
10.0 out of 10, Exceptional, (4)
"The house is beautiful and well equipped. I mean, there is a Kitchen-Aid mixer! And, the beds are incredibly comfortable with amazing linens. It was clean, comfortable and has a park down the street right on the ocean. Highly recommend!"
Mid-century modern walk to ocean, restaurants, and shops. Open for the holidays
Interior
Cozy Dockside House on Wheeler's Bay
10.0 out of 10, Exceptional, (11)
".My husband and I travel rather extensively - always staying in rented condos or houses and without a doubt, this property is on of the cleanest and most comfortable vacation rental we’ve ever visited. Everything in the cottage is top quality - sheets, towels, comforters, throw blankets…..the drawers in the kitchen are full of everything one would need - and neatly arranged. The king bed is incredibly comfortable with a gorgeous view of the bay - right from the bedside. The wrap around porch and...
Cozy Dockside House on Wheeler's Bay
Exterior
Comfortable, Convenient Apartment/ House
9.8 out of 10, Exceptional, (47)
"Very clean and conveniently located on Rt 1."
Comfortable, Convenient Apartment/ House
Fridge, microwave, stovetop, coffee/tea maker
Simplicity-Just what you need! STR24-20
The price is £156
includes taxes & fees
31 May - 1 Jun
Simplicity-Just what you need! STR24-20
Fridge, microwave, stovetop, coffee/tea maker
Secluded Surry Hideout w/ Backyard Fire Pit!
9.0 out of 10, Wonderful, (4)
"The overall house was very nice. It was very clean, neat and organized. Our two complaints would be the road to the house was very desolate and full of ruts and very large holes. The water coming out of the faucets smelled awful. It had a very high sulfuric odor. It also came out dark gray when the faucet was first turned on. We had to let it run for awhile. The water that was supposed to be filtered tasted terrible. We ended up buying bottled water."
Secluded Surry Hideout w/ Backyard Fire Pit!
Fridge, microwave, oven, stovetop
Island log home in Maine with ocean views
10.0 out of 10, Exceptional, (54)
"My wife and I thought the property was fantastic. It was well maintained and very clean. If you want a nice quiet getaway I would highly recommend this place."
Island log home in Maine with ocean views
On the beach, sun-loungers
Oceanfront, Onsite Ocean Access to a small beach. Fantastic Ocean & Island Views
9.8 out of 10, Exceptional, (88)
"We renewed our wedding vows at Children’s Chapel. The area is beautiful, beach is amazing, there is a rock on the beach that has dates and names carved all over it from the 1800’s. The host was GREAT Alex told us stories and let us hear his “Alabama accent” LOL. I could’ve talked to him all day. We had a great trip and plan on coming back."
Oceanfront, Onsite Ocean Access to a small beach. Fantastic Ocean & Island Views
View from property
Jaw-Dropping Coastal Mountain & Ocean View Post & Beam Log Getaway
9.8 out of 10, Exceptional, (59)
"This home was even better than the pictures! The space is so cozy and decorated beautifully. The hosts left a huge bouquet of fresh flowers for us along with bread, chocolates, and jams. Checking in and out was super easy and the home had all the accommodations you could need. Definitely will be back!"
Jaw-Dropping Coastal Mountain & Ocean View Post & Beam Log Getaway
Property grounds
Journeys End Loft
10.0 out of 10, Exceptional, (5)
"Journeys End Loft is a charming vacation home located in Sedgwick, Maine. It offers a cozy and comfortable space for travelers looking to enjoy the area around Acadia National Park. Guests can enjoy the entire home to themselves and share it only with other guests in their party. If you’re looking for a peaceful retreat in a beautiful setting, Journeys End Loft is a great choice"
The price is £267
includes taxes & fees
11 Jun - 12 Jun
Journeys End Loft
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See all available properties in Islesboro
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.

Other property types in Islesboro

Fridge, microwave, oven, stovetop
Island log home in Maine with ocean views
10.0 out of 10, Exceptional, (54)
"My wife and I thought the property was fantastic. It was well maintained and very clean. If you want a nice quiet getaway I would highly recommend this place."
Island log home in Maine with ocean views
Property grounds
~ Peaceful And Quaint Family Cottage On An Island In Maine ~
9.8 out of 10, Exceptional, (38)
"Pros: Quiet. This is it if you are looking for quiet. The cottage: The glassed-in porch is the star. The windows open too. The kitchen is updated and a pleasure to cook in. The living room is very cozy at night. There was a musky smell when we 1st arrived, but went away quickly once all windows were open and never came back, but then again the windows were open the whole vacation. Cons: The view will be obstructed soon if the owner doesn't cut down some small trees, it seems without affecting...
~ Peaceful And Quaint Family Cottage On An Island In Maine ~
Panoramic Suite, 1 King Bed with Sofa bed, Balcony, Harbour View | Free WiFi, bed sheets, wheelchair access
Trade Winds on the Bay
3.0 star property
7.6 out of 10, Good, (42)
"This property is centrally located in Rockland and within walking distance to the harbor, dining, coffee, shopping, and more. We had a great harbor view from our room. And while Trade Winds is old and needs work (smells old and we had to air out our room every time we came back to it.), it's in the ideal location and we would definitely stay there again; just wish the price was a little less expensive. Customer service and communication was top notch and exceeded all expectations. "
The price is £116
includes taxes & fees
30 May - 31 May
Trade Winds on the Bay
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.

Islesboro Holiday Homes information

Number of reviews
492
Accommodation
357 Holiday Homes
Lowest Price
£155
Highest Price
£748

Islesboro Hotel Reviews
Expedia verified reviews