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Islesboro Holiday Rentals

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Check prices for these dates

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
Next weekend
17 Oct - 19 Oct
In two weeks
24 Oct - 26 Oct

Holiday Rentals in Islesboro

Island log home in Maine with ocean views
Fridge, microwave, oven, stovetop

Island log home in Maine with ocean views

10.0 out of 10, Exceptional, (84)
"Wonderful everything was clean and well furnished. Wil; book again "
Island log home in Maine with ocean views
Trade Winds on the Bay
Water view

Trade Winds on the Bay

3.5 star property
8.4 out of 10, Very good, (291)
"This is my second stay here and I enjoy the friendly staff and the great location. "
Trade Winds on the Bay
Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm
Fridge, microwave, oven, stovetop

Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm

2.0 star property
8.8 out of 10, Excellent, (11)
"The home is on a beautiful, private piece of land right on the St. George River estuary. The views are absolutely stunning and there is a short path right to the water and rocks. It was a perfect spot for two couples to relax and convenient to explore the midcoast region."
Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
Property grounds

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

8.0 out of 10, Very good, (11)
"We had the best nights' sleep of our lives in this rustic cabin! Super quiet and peaceful. Excellent star watching. Masha was so nice and extremely hospitable! "
The price is HK$385
HK$802 total
includes taxes & fees
14 Oct - 15 Oct
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
Pine Grove Cottages
Exterior

Pine Grove Cottages

2.5 star property
9.8 out of 10, Exceptional, (90)
"The cottage was super ‘comphy’ and perfect for the two of us and had everything that we needed! The owner was fantastic and told us about all the things that we should do while there! Our pup was very welcomed and I knew he was safe if we needed to leave him for dinner. It wasn’t far from Camden/ Rockland/Rockport, which is where we spent a lot of time when not at the cottage. We will definitely suggest it to others and be staying with them again!!"
The price is HK$1,781
HK$2,038 total
includes taxes & fees
15 Oct - 16 Oct
Pine Grove Cottages
Point Lookout
Exterior

Point Lookout

3.0 star property
9.6 out of 10, Exceptional, (10)
"Great location. Away from the down town bustle, but close enough to enjoy the best of both worlds. Clean cabin, great amenities. "
Point Lookout
1812 Pierce House
Front of property

1812 Pierce House

3.5 star property
1812 Pierce House
Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
Marina

Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town

9.0 out of 10, Wonderful, (74)
"We had a great stay! The property was clean and exactly as described. Great location. The owners were very responsive ."
The price is HK$2,052
HK$5,953 total
includes taxes & fees
21 Oct - 22 Oct
Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
Morning sun, coffee in hand, a good book and so much more...
Property grounds

Morning sun, coffee in hand, a good book and so much more...

9.8 out of 10, Exceptional, (86)
"Very quiet place, great place to relax! "
Morning sun, coffee in hand, a good book and so much more...
Cozy Cabin on Blue Hill Farm
Interior

Cozy Cabin on Blue Hill Farm

9.8 out of 10, Exceptional, (26)
"Great place! My partner and I had so much fun staying here. The location is the best and in a convenient spot. Sean was absolutely amazing! "
Cozy Cabin on Blue Hill Farm
35 Mi to Acadia: Rustic Retreat in Orland!
Interior

35 Mi to Acadia: Rustic Retreat in Orland!

2.0 star property
6.0 out of 10, (2)
"Exactly what you think of a cabin in the Maine woods. Close to Bucksport. No wifi. Only got one channel on the rabbit ears for the TV, but many movies available to use on the dvd player. Dark outside at night. Quick response from property manager. Would stay there again. "
35 Mi to Acadia: Rustic Retreat in Orland!
Unobstructed Ocean Views Private Onsite Access to the water & small sandy beach.
Property grounds

Unobstructed Ocean Views Private Onsite Access to the water & small sandy beach.

10.0 out of 10, Exceptional, (136)
"Great location and the apartment was charming. Our host was very thoughtful and helpful. Would recommend for any couple."
Unobstructed Ocean Views Private Onsite Access to the water & small sandy beach.
Unique Coastal Maine Flower Farm Stay
Living area

Unique Coastal Maine Flower Farm Stay

9.6 out of 10, Exceptional, (16)
"The rental is a spacious 2-bedroom apartment overlooking the grounds, greenhouses, and fields of the unique Leafsong farm, out in the quiet and leafy countryside southwest of Belfast. You may meet the peacocks, sheep, mule, and horse who also call this place home. Many treasures to be found at the flower shop on the premises."
The price is HK$1,604
HK$3,258 total
includes taxes & fees
13 Oct - 14 Oct
Unique Coastal Maine Flower Farm Stay
Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland
Exterior detail

Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland

9.6 out of 10, Exceptional, (93)
"We enjoyed our stay very much. The view was perfect and we really enjoyed sitting on the porch."
Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland
Pet-friendly Prospect Apartment: 7 Mi to Beach!
Interior

Pet-friendly Prospect Apartment: 7 Mi to Beach!

3.0 star property
7.0 out of 10, Good, (2)
"Like: Very private, close to nature, extra blankets available, very clean kitchen and bathroom, towels and cafe k-cups available Didn't like: Mattress, odor in the bathroom, yellow pillow under pillowcase"
Pet-friendly Prospect Apartment: 7 Mi to Beach!
Cozy Cabin By The Pond, Sleeps 2
Exterior

Cozy Cabin By The Pond, Sleeps 2

10.0 out of 10, Exceptional, (191)
"Had a wonderful stay here. Clean and tidy. Owners are wonderful. Highly recommended. "
The price is HK$946
HK$1,565 total
includes taxes & fees
18 Oct - 19 Oct
Cozy Cabin By The Pond, Sleeps 2
Historic Cottage, Updated, short drive to town. 8 years of great reviews!
Exterior

Historic Cottage, Updated, short drive to town. 8 years of great reviews!

9.6 out of 10, Exceptional, (31)
"This charming, colorful cottage was a perfect fit for our family vacation! The artistic charm and basic comforts of home made it a cozy place for us. Jen was very easy to work with!"
Historic Cottage, Updated, short drive to town. 8 years of great reviews!
Waterfront cottage with deep water dock, ocean front.
Exterior

Waterfront cottage with deep water dock, ocean front.

9.8 out of 10, Exceptional, (103)
"Beautiful swing and convenient to town. Live the stay even though the weather was less than cooperative."
Waterfront cottage with deep water dock, ocean front.
Beach Vacation - Private Balcony - Views
Interior

Beach Vacation - Private Balcony - Views

9.8 out of 10, Exceptional, (81)
"Absolutely love this place; very clean and exactly what everyone wrote on the reviews! Loved the beach loved the store beneath us with the pizza and subs. All the amenities in this VRBO were the best I've ever ever seen. Definetly will come back and stay here if we're in the area again thank you so much for everything, including the nice cooler bag that we took everywhere"
Beach Vacation - Private Balcony - Views
Comfortable, Close to Town Home, with Oceanview.
Interior

Comfortable, Close to Town Home, with Oceanview.

9.6 out of 10, Exceptional, (82)
"Close to water and town Very clean and convenient. Would recommend."
The price is HK$1,436
HK$2,855 total
includes taxes & fees
19 Oct - 20 Oct
Comfortable, Close to Town Home, with Oceanview.
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

10/10 Excellent
"Really nice place. Great view from our room. Awesome restaurant across the street. I enjoyed a morning walk only the river. Beautiful!! "
Elizabeth 1-night trip
Posted 2 days 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?

1812 Pierce House: This holiday home rental outside of Islesboro is equipped with a BBQ, air conditioning and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop. Another good choice for your trip to Islesboro is Island log home in Maine with ocean views.

How many holiday rentals are there in Islesboro?

With 10 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.