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
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Islesboro holiday rentals

1 bedroom, bed sheets

Quaint 1-bedroom Bell Tent in charming Frankfort, ME perfect for nature lovers.

Quaint 1-bedroom Bell Tent in charming Frankfort, ME perfect for nature lovers.
Frankfort
The price is HK$1,058
HK$1,803 total
includes taxes & fees
13 Jul - 14 Jul
Quaint 1-bedroom Bell Tent in charming Frankfort, ME perfect for nature lovers.
Terrace/patio

NEW BUILD Hemlock Cabin - Sauna & Walk to Sandy Point Beach

NEW BUILD Hemlock Cabin - Sauna & Walk to Sandy Point Beach
Stockton Springs
The price is HK$1,164
HK$2,371 total
includes taxes & fees
13 Jul - 14 Jul
NEW BUILD Hemlock Cabin - Sauna & Walk to Sandy Point Beach
Terrace/patio

New build! Beach cabin in the trees & onsite sauna

New build! Beach cabin in the trees & onsite sauna
Stockton Springs
The price is HK$1,164
HK$1,448 total
includes taxes & fees
13 Jul - 14 Jul
New build! Beach cabin in the trees & onsite sauna
Exterior detail

NEW Dreamy cabin overlooking Penobscot Bay

NEW Dreamy cabin overlooking Penobscot Bay
Stockton Springs
The price is HK$1,164
HK$1,448 total
includes taxes & fees
13 Jul - 14 Jul
NEW Dreamy cabin overlooking Penobscot Bay
Property grounds

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
8.0 out of 10, Very good, (14 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$600
HK$1,209 total
includes taxes & fees
13 Jul - 14 Jul
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
Property grounds

Cozy Cabin By The Pond, Sleeps 2

Cozy Cabin By The Pond, Sleeps 2
Waldo
10.0 out of 10, Exceptional, (211 reviews)
"Perfect getaway and great location. The hosts were so welcoming and kind! "
United States
Alexandra N.
The price is HK$1,137
HK$1,811 total
includes taxes & fees
28 Jul - 29 Jul
Cozy Cabin By The Pond, Sleeps 2
Dining

Hidden Gem Cottage' Near Blue Hill Peninsula

Hidden Gem Cottage' Near Blue Hill Peninsula
Brooklin
10.0 out of 10, Exceptional, (42 reviews)
"We enjoyed our stay very much."
Germany
Richard O.
The price is HK$1,286
HK$2,657 total
includes taxes & fees
20 Jul - 21 Jul
Hidden Gem Cottage' Near Blue Hill Peninsula
Property grounds

New Enchanting Retreat near Acadia National Park

New Enchanting Retreat near Acadia National Park
Blue Hill
The price is HK$1,115
HK$1,830 total
includes taxes & fees
26 Jul - 27 Jul
New Enchanting Retreat near Acadia National Park
Property grounds

Log cabin style lean-to, perfect for nature lovers!

Log cabin style lean-to, perfect for nature lovers!
Orland
The price is HK$705
HK$1,153 total
includes taxes & fees
13 Jul - 14 Jul
Log cabin style lean-to, perfect for nature lovers!
Exterior detail

Serene Midcoast Gem by the beach with Sauna - Hr. to Acadia NP - Cabin #5 Spruce

Serene Midcoast Gem by the beach with Sauna - Hr. to Acadia NP - Cabin #5 Spruce
Stockton Springs
10.0 out of 10, Exceptional, (8 reviews)
"Perfect for anybody passing by. This cozy setting as everything you need."
Canada
Olivier P.
The price is HK$1,035
HK$1,820 total
includes taxes & fees
14 Jul - 15 Jul
Serene Midcoast Gem by the beach with Sauna - Hr. to Acadia NP - Cabin #5 Spruce
Property grounds

Rustic Retreat Across from Lake; Family Friendly!

Rustic Retreat Across from Lake; Family Friendly!
Union
8.8 out of 10, Excellent, (19 reviews)
"Great location for visiting the coast."
United States
Sallie S.
The price is HK$1,035
HK$3,469 total
includes taxes & fees
23 Jul - 24 Jul
Rustic Retreat Across from Lake; Family Friendly!
Exterior detail

Cabin w/ Sauna in Mid-Coast Maine! Hour to Bar Harbor and Acadia- Cabin #6 Birch

Cabin w/ Sauna in Mid-Coast Maine! Hour to Bar Harbor and Acadia- Cabin #6 Birch
Stockton Springs
10.0 out of 10, Exceptional, (10 reviews)
"We really enjoyed our stay. Our hosts were very accomodating and our cabin was as cute as could be."
United States
Ronald C.
The price is HK$1,293
HK$2,145 total
includes taxes & fees
17 Jul - 18 Jul
Cabin w/ Sauna in Mid-Coast Maine! Hour to Bar Harbor and Acadia- Cabin #6 Birch
Exterior

Coastal Maine Getaway in the woods with Sauna - Hour from Acadia - Cabin #4 Oak

Coastal Maine Getaway in the woods with Sauna - Hour from Acadia - Cabin #4 Oak
Stockton Springs
10.0 out of 10, Exceptional, (5 reviews)
"Cabin small, very cozy had everything we needed, peace and quiet . Very clean!"
United States
Kathy P.
The price is HK$1,035
HK$1,820 total
includes taxes & fees
14 Jul - 15 Jul
Coastal Maine Getaway in the woods with Sauna - Hour from Acadia - Cabin #4 Oak
Interior

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$1,293
HK$4,315 total
includes taxes & fees
13 Jul - 14 Jul
Quiet & Lovely Lakefront Cottage for Families!
1 bedroom, free WiFi, bed sheets

Simplicity-Just what you need! STR24-20

Simplicity-Just what you need! STR24-20
Rockland
9.6 out of 10, Exceptional, (25 reviews)
"Very clean and allows for easy access around the area! "
United States
Sarah V.
The price is HK$1,058
HK$1,538 total
includes taxes & fees
26 Jul - 27 Jul
Simplicity-Just what you need! STR24-20
Marina

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

Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden
Lincolnville
9.4 out of 10, Exceptional, (6 reviews)
"This cabin had everything we needed for a one-night pit stop up to Bar Harbor. We especially liked the rural location, the tea kettle, and stove for heat. We were able to sign into our Netflix and watch a thriller on a dark, rainy night, gathered in the living room area. We did not like that there were several large flies inside of the cabin. We killed a few that were bothering us, but even after that my nephew made a cup of tea at night and one of the flies flew into his tea cup!"
United States
Leona
The price is HK$1,609
HK$1,984 total
includes taxes & fees
20 Jul - 21 Jul
Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden
Exterior

Cozy cottage -Close to Downtown Camden!

Cozy cottage -Close to Downtown Camden!
Camden
9.8 out of 10, Exceptional, (22 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 HK$1,601
HK$3,463 total
includes taxes & fees
13 Jul - 14 Jul
Cozy cottage -Close to Downtown Camden!
Property grounds

Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (64 reviews)
"Perfect home away from home. Very well stocked kitchen, the beds were very comfy and everything was just overall cozy. Such a serene location. We will definitely stay again next time we come to visit our grandkids. "
United States
Tina B.
The price is HK$1,411
HK$4,443 total
includes taxes & fees
23 Jul - 24 Jul
Oceanview Bungalow Style Home in Owls Head
Exterior

Drift A-Frame - NEW A-Frame in Blue Hill!

Drift A-Frame - NEW A-Frame in Blue Hill!
Blue Hill
The price is HK$1,786
HK$4,359 total
includes taxes & fees
13 Jul - 14 Jul
Drift A-Frame - NEW A-Frame in Blue Hill!
Property grounds

Glamping at Maine Water Buffalo Farm

Glamping at Maine Water Buffalo Farm
Appleton
10.0 out of 10, Exceptional, (2 reviews)
"Really great place….very thoughtful set up for us to enjoy."
United States
Peter P.
The price is HK$1,011
HK$1,273 total
includes taxes & fees
13 Jul - 14 Jul
Glamping at Maine Water Buffalo Farm
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

Island View Inn

Island View Inn

10/10 Excellent
"Spotless level of clean. Great staff and well maintained property."
Dana 1-night trip
Posted 10 hours ago
Island View 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
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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 8 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 Camden Hills 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.