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

Islesboro Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Islesboro holiday rentals

A coastal town with boats docked at a marina, surrounded by lush greenery and hills.

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 HK$1,880
HK$2,152 total
includes taxes & fees
28 Aug - 29 Aug
Pine Grove Cottages

2. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (465 reviews)
"Great stay, great location."
United States
Jerold
The price is HK$1,109
HK$1,209 total
includes taxes & fees
1 Sept - 2 Sept
Trade Winds on the Bay
A small cabin with a front porch and a covered deck area, surrounded by tall trees.

3. 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, (11 reviews)
"Great owner and quick night stay. "
United States
Jeanean W.
The price is HK$1,802
HK$2,247 total
includes taxes & fees
30 Aug - 31 Aug
Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly
A two-story house with a front porch, a chimney, and a garage.

4. 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 HK$3,331
HK$5,613 total
includes taxes & fees
7 Sept - 8 Sept
Cozy cottage -Close to Downtown Camden!
A pond surrounded by trees, with two wooden chairs facing the water.

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 HK$666
HK$1,282 total
includes taxes & fees
3 Sept - 4 Sept
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
A residential property with a wooden deck, a covered porch, and a red bird feeder.

6. Pine Grove Cottages: Cottage 10 - Pet Friendly

Pine Grove Cottages: Cottage 10 - Pet Friendly
Lincolnville
9.4 out of 10, Exceptional, (3 reviews)
"Clean, clean, clean and so easy to use! Hosts are wonderful, location is great, and great location near Camden, Lincolnville Beach and other great places. Your time in Maine will be well spent at Pine Grove Cottages."
United States
Sarah
The price is HK$2,214
HK$2,764 total
includes taxes & fees
29 Aug - 30 Aug
Pine Grove Cottages: Cottage 10 - Pet Friendly
A small house with a patio, a table with chairs, and a door.

7. Cozy Maine Cottage with Outdoor Dining & Modern Comforts near Camden

Cozy Maine Cottage with Outdoor Dining & Modern Comforts near Camden
Lincolnville
The price is HK$2,598
HK$3,242 total
includes taxes & fees
28 Aug - 29 Aug
Cozy Maine Cottage with Outdoor Dining & Modern Comforts near Camden

8. 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 HK$1,513
HK$2,623 total
includes taxes & fees
1 Sept - 2 Sept
Romantic Coastal Escape near Harbor
A cabin with a wooden deck, a door, and a staircase leading up to it.

9. Secluded Cottage Getaway with Kitchenette near Lincolnville, Maine

Secluded Cottage Getaway with Kitchenette near Lincolnville, Maine
Lincolnville
The price is HK$2,061
HK$2,571 total
includes taxes & fees
4 Sept - 5 Sept
Secluded Cottage Getaway with Kitchenette near Lincolnville, Maine
A covered porch with a grill, a potted plant, and a small table.

10. 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 HK$2,547
HK$4,639 total
includes taxes & fees
30 Aug - 31 Aug
Cheerful Two Bedroom Cabin - 10 minutes to Camden!
A kitchen with a window overlooking a house and trees.

11. 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 HK$4,405
HK$7,442 total
includes taxes & fees
31 Aug - 1 Sept
Beautiful newly decorated and centrally located home minutes from Camden Harbor.
A covered patio with a round table and chairs, a sign reading "Life's at ease with an ocean breeze," and a view of a lake and houses in the distance.

12. Privately owned water view cottage with fabulous views of Penobscot Bay!

Privately owned water view cottage with fabulous views of Penobscot Bay!
Belfast
10.0 out of 10, Exceptional, (75 reviews)
"Lovely stay. "
United States
Anne O.
The price is HK$1,952
HK$3,409 total
includes taxes & fees
12 Sept - 13 Sept
Privately owned water view cottage with fabulous views of Penobscot Bay!
A wooden dock leading to a beach with a picnic table and chairs, surrounded by greenery.

13. 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 HK$2,030
HK$4,195 total
includes taxes & fees
16 Sept - 17 Sept
Waterfront Getaway Near Acadia w/ Spectacular View
A spacious kitchen with wooden cabinets, a dining area with a table and chairs, and a ceiling fan.

14. Unique Coastal Maine Flower Farm Stay

Unique Coastal Maine Flower Farm Stay
Belmont
9.6 out of 10, Exceptional, (19 reviews)
"Peaceful and pretty place to stay!"
United States
Sara G.
The price is HK$1,757
HK$3,461 total
includes taxes & fees
29 Aug - 30 Aug
Unique Coastal Maine Flower Farm Stay
A wooden cabin-style kitchen with a central dining table, wooden cabinets, and a hanging light fixture.

15. 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 HK$2,547
HK$4,639 total
includes taxes & fees
30 Aug - 31 Aug
Relaxing Two Bedroom Cabin - 10 minutes to Camden!
A spacious living area with a wooden ceiling, a dining table surrounded by chairs, a red leather sofa, and a view through large windows.

16. Quiet & Lovely Lakefront Cottage for Families!

Quiet & Lovely Lakefront Cottage for Families!
Union
9.8 out of 10, Exceptional, (16 reviews)
"Evocative of my youth and going to the family lake camp in the summer. We had great weather and a great time. The cabin is a ‘Mainer’s’ memories wrapped in eclectic reminders. What a joy!"
United States
Venise B.
The price is HK$1,074
HK$4,041 total
includes taxes & fees
31 Aug - 1 Sept
Quiet & Lovely Lakefront Cottage for Families!
A waterfront marina with boats docked, a large tree in the foreground, and a building with a gabled roof.

17. 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 HK$4,311
HK$5,716 total
includes taxes & fees
2 Sept - 3 Sept
Maine Coast Mountain Retreat
A grassy yard with a small table and chairs, a house, and a lake in the background.

18. Rustic Retreat Across From Lake; Family Friendly!

Rustic Retreat Across From Lake; Family Friendly!
3.0 star property
Union
8.0 out of 10, Very good, (3 reviews)
"The cottage is cute with a great view of the lake. Quiet and peaceful yet convenient to town. Plenty to see and do in the area. We had a wonderful time and I highly recommend staying here!"
United States
Lorraine
The price is HK$1,035
HK$3,062 total
includes taxes & fees
30 Aug - 31 Aug
Rustic Retreat Across From Lake; Family Friendly!
A small cabin with a porch, a table with chairs, and a potted plant.

19. 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 HK$2,626
HK$3,272 total
includes taxes & fees
30 Aug - 31 Aug
Pine Grove Cottages: Cottage 9 - Pet Friendly
A serene lakeside setting with a wooden dock and a gazebo.

20. Cozy Cabin By The Pond, Sleeps 2

Cozy Cabin By The Pond, Sleeps 2
Waldo
10.0 out of 10, Exceptional, (223 reviews)
"Amazing people, amazing property"
United States
Jesse
The price is HK$1,137
HK$1,811 total
includes taxes & fees
8 Sept - 9 Sept
Cozy Cabin By The Pond, Sleeps 2
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

Fort Knox Park Inn

Fort Knox Park Inn

8/10 Good
"nice place to stay and friendly staff!"
Nastaran 1-night trip
Posted 5 hours ago
Fort Knox Park Inn

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:

  • View our selection of featured holiday rentals in Islesboro
  • Use the map to find apartments and other holiday homes in the Islesboro neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Islesboro while they last

Look no further and take a look at our great range of rental properties in Islesboro!

Frequently asked questions

Can I find a holiday rental in Islesboro?

Yes, there are holiday rentals close to the most popular sights in Islesboro, or you can select a more secluded option if you're looking for a relaxing stay.

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

Island log home in Maine with ocean views: This highly rated holiday home rental in Islesboro offers a fireplace, a patio and a BBQ 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 holiday with amenities such as a garden.

How many holiday rentals are there in Islesboro?

With 9 Expedia holiday rentals, you're guaranteed 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 wider area.

What’s a holiday rental in Islesboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Islesboro. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for families.