A calm lake with a dock, boats, and a forested shoreline.

Islesboro Vacation Rentals

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Islesboro vacation rentals

Boating

1. Pine Grove Cottages

Pine Grove Cottages
2.5 star property
Lincolnville
9.8 out of 10, Exceptional, (90 reviews)
"Wonderful quiet place, The Host was a great person."
United States
clinch
The price is AED 881
AED 1,008 total
includes taxes & fees
25 Aug - 26 Aug
Pine Grove Cottages
Lobby sitting area

2. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (464 reviews)
"Great stay, great location."
United States
Jerold
The price is AED 475
AED 518 total
includes taxes & fees
25 Aug - 26 Aug
Trade Winds on the Bay
Exterior

3. Charming Cottage Retreat with Private Deck and BBQ near Camden, Maine

Charming Cottage Retreat with Private Deck and BBQ near Camden, Maine
Lincolnville
The price is AED 1,444
AED 1,798 total
includes taxes & fees
26 Aug - 27 Aug
Charming Cottage Retreat with Private Deck and BBQ near Camden, Maine
Exterior

4. Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly

Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly
Lincolnville
10.0 out of 10, Exceptional, (10 reviews)
"Great owner and quick night stay. "
United States
Jeanean W.
The price is AED 845
AED 1,053 total
includes taxes & fees
25 Aug - 26 Aug
Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly
Property grounds

5. Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine

Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
Lincolnville
7.6 out of 10, Good, (15 reviews)
"The cabin is exactly as advertised. The dogs were happy there and we enjoyed our stay. "
United States
Becki C.
The price is AED 281
AED 567 total
includes taxes & fees
26 Aug - 27 Aug
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
TV

6. Pine Grove Cottages: Cottage 11

Pine Grove Cottages: Cottage 11
Lincolnville
10.0 out of 10, Exceptional, (1 review)
"Great stay! Cabin was clean and very comfortable, would definitely recommend!!"
United States
Jack S.
The price is AED 922
AED 1,149 total
includes taxes & fees
25 Aug - 26 Aug
Pine Grove Cottages: Cottage 11
Exterior

7. Cozy cottage -Close to Downtown Camden!

Cozy cottage -Close to Downtown Camden!
Camden
9.6 out of 10, Exceptional, (27 reviews)
"This property was clean, the kitchen was well appointed, it was close to downtown and the beds were very comfortable. I would stay here again or reccomend it to others."
United States
Abby S.
The price is AED 1,561
AED 2,610 total
includes taxes & fees
7 Sep - 8 Sep
Cozy cottage -Close to Downtown Camden!
Interior

8. Cheerful Two Bedroom Cabin - 10 minutes to Camden!

Cheerful Two Bedroom Cabin - 10 minutes to Camden!
Lincolnville
10.0 out of 10, Exceptional, (15 reviews)
"This is a great place, nice and quiet, very clean and cozy. Loved it here!!"
United States
Lorna W.
The price is AED 1,134
AED 2,101 total
includes taxes & fees
25 Aug - 26 Aug
Cheerful Two Bedroom Cabin - 10 minutes to Camden!
Exterior

9. Romantic Cottage Retreat for Couples near Lincolnville, Maine

Romantic Cottage Retreat for Couples near Lincolnville, Maine
Lincolnville
The price is AED 991
AED 1,236 total
includes taxes & fees
25 Aug - 26 Aug
Romantic Cottage Retreat for Couples near Lincolnville, Maine
Property grounds

10. Cozy Cabin By The Pond, Sleeps 2

Cozy Cabin By The Pond, Sleeps 2
Waldo
10.0 out of 10, Exceptional, (222 reviews)
"Amazing people, amazing property"
United States
Jesse
The price is AED 479
AED 783 total
includes taxes & fees
25 Aug - 26 Aug
Cozy Cabin By The Pond, Sleeps 2
Property grounds

11. Waterfront Getaway Near Acadia w/ Spectacular View

Waterfront Getaway Near Acadia w/ Spectacular View
Deer Isle
10.0 out of 10, Exceptional, (25 reviews)
"Great location with everything we needed."
United States
Thomas P.
The price is AED 951
AED 1,970 total
includes taxes & fees
16 Sep - 17 Sep
Waterfront Getaway Near Acadia w/ Spectacular View
Exterior

12. Historic Captain's House on shore of Penobscot Bay

Historic Captain's House on shore of Penobscot Bay
Searsport
The price is AED 1,983
AED 2,470 total
includes taxes & fees
31 Aug - 1 Sep
Historic Captain's House on shore of Penobscot Bay
Dining

13. Relaxing Two Bedroom Cabin - 10 minutes to Camden!

Relaxing Two Bedroom Cabin - 10 minutes to Camden!
Lincolnville
8.0 out of 10, Very Good, (5 reviews)
"We booked this place for Memorial Weekend, and drove into Camden to explore the town. Host was so friendly and responsive, the cabin was so clean and quaint/cute, loved the location that we go that cabin feel but could drive a short distance to get into town/harbor, and overall had a great time! "
United States
Kimberly
The price is AED 1,134
AED 2,101 total
includes taxes & fees
25 Aug - 26 Aug
Relaxing Two Bedroom Cabin - 10 minutes to Camden!
Interior

14. 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, (14 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 AED 2,064
AED 3,487 total
includes taxes & fees
31 Aug - 1 Sep
Beautiful newly decorated and centrally located home minutes from Camden Harbor.
Exterior

15. Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (4 reviews)
"The home is clean and very well stocked with anything you might need. Ty reached out to me to make sure everything was good and offered to bring anything I might need while staying there. Property is very well kept. I love the neighbors too. Bed was comfortable. We will be back next year."
United States
Sheila D.
The price is AED 709
AED 1,229 total
includes taxes & fees
1 Sep - 2 Sep
Romantic Coastal Escape near Harbor
Living area

16. Unique Coastal Maine Flower Farm Stay

Unique Coastal Maine Flower Farm Stay
Belmont
9.6 out of 10, Exceptional, (18 reviews)
"Peaceful and pretty place to stay!"
United States
Sara G.
The price is AED 823
AED 1,622 total
includes taxes & fees
5 Sep - 6 Sep
Unique Coastal Maine Flower Farm Stay
Interior

17. Waterfront Home - Mid Coast Maine near Camden and Belfast

Waterfront Home - Mid Coast Maine near Camden and Belfast
Belmont
10.0 out of 10, Exceptional, (24 reviews)
"Beautiful, peaceful home with lots of activities for families. Between the kayaking, hiking, and convenience of the house to Acadia and surrounding towns, we could not have asked for a better home to house my entire family for the week. "
United States
Michael L.
The price is AED 1,980
AED 4,168 total
includes taxes & fees
6 Sep - 7 Sep
Waterfront Home - Mid Coast Maine near Camden and Belfast
Outdoor dining

18. Cozy Cottage with Private Patio & Modern Amenities near Camden, Maine

Cozy Cottage with Private Patio & Modern Amenities near Camden, Maine
Lincolnville
The price is AED 1,082
AED 1,347 total
includes taxes & fees
25 Aug - 26 Aug
Cozy Cottage with Private Patio & Modern Amenities near Camden, Maine
Marina

19. Maine Coast Mountain Retreat

Maine Coast Mountain Retreat
Camden
10.0 out of 10, Exceptional, (11 reviews)
"The house is beautiful, with tons of wonderful decorations. The owners are very welcoming and great to deal with. The house is located very close to downtown Camden, so we got to take a relaxing walk every day to see the sights. We had a great stay and hope to visit again. "
United States
Danielle W.
The price is AED 2,020
AED 2,678 total
includes taxes & fees
2 Sep - 3 Sep
Maine Coast Mountain Retreat
Outdoor dining

20. Pine Grove Cottages: Cottage 9 - Pet Friendly

Pine Grove Cottages: Cottage 9 - Pet Friendly
Lincolnville
10.0 out of 10, Exceptional, (3 reviews)
"Lovely cabin with lots to do nearby. Loved that the office has wine available as well as gifting us a wine cork and a little toy for our pup who was traveling with us . "
United States
Kimberly B.
The price is AED 1,230
AED 1,533 total
includes taxes & fees
25 Aug - 26 Aug
Pine Grove Cottages: Cottage 9 - Pet Friendly
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

Fireside Inn & Suites - Belfast

Fireside Inn & Suites - Belfast

8/10 Good
"Overall a good stay. The hotel is a bit dated but everything was clean and comfortable. The staff was helpful and the location was great with a beautiful view."
Allison 1-night trip
Posted less than an hour ago
Fireside Inn & Suites - Belfast

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 9 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 Perry's Nut House, or get outside and enjoy nature at Lincolnville Beach. Warren Island State Park and Holbrook Island Sanctuary 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.