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Islesboro Holiday Rentals

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Check prices for these dates

Tonight
30 Sept - 1 Oct
Tomorrow
1 Oct - 2 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 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, (82)
"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, (280)
"The rooms were spacious and the view was beautiful!"
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

8.6 out of 10, Excellent, (8)
"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
1 Oct - 2 Oct
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
House At The Point - Rustic Cottage on Ocean's Edge
Terrace/patio

House At The Point - Rustic Cottage on Ocean's Edge

9.8 out of 10, Exceptional, (17)
"We had the most amazing time at this little cabin. Great trips are made by their location and this cabin has the most incredible location. We will definitely stay here again! "
House At The Point - Rustic Cottage on Ocean's Edge
Pine Grove Cottages
Exterior

Pine Grove Cottages

2.5 star property
9.8 out of 10, Exceptional, (89)
"Wonderful quiet place, The Host was a great person."
The price is HK$1,780
HK$2,038 total
includes taxes & fees
7 Oct - 8 Oct
Pine Grove Cottages
Point Lookout
Exterior

Point Lookout

3.0 star property
9.6 out of 10, Exceptional, (9)
"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
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, (84)
"It was so pleasant and relaxing. Close to the city and harbor "
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, (24)
"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
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, (135)
"We loved this place! It was beautiful and in a convenient location. We highly recommend it."
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, (15)
"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$1,603
HK$3,257 total
includes taxes & fees
1 Oct - 2 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, (90)
"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
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
On the beach, sun-loungers

Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach

10.0 out of 10, Exceptional, (125)
"Awesome place to stay .Close to so many great things to see and do. Highly recommended. "
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
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 ."
Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
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)
"Great place. Everything's just as described. "
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, (102)
"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.
Cozy Cabin By The Pond, Sleeps 2
Exterior

Cozy Cabin By The Pond, Sleeps 2

10.0 out of 10, Exceptional, (188)
"Cozy cabin was beautiful and had absolutely everything we needed for ourselves and our 2 dogs. They have truly thought of everything and work hard to make your stay the best it can be. Will definitely be booking again in the future. "
The price is HK$946
HK$1,565 total
includes taxes & fees
12 Oct - 13 Oct
Cozy Cabin By The Pond, Sleeps 2
Beach Vacation - Private Balcony - Views
Interior

Beach Vacation - Private Balcony - Views

9.8 out of 10, Exceptional, (80)
"This was our 5th trip to Maine. We usually stay in Belfast but wanted something different this year. The place was perfect, clean and had everything that you would need. Love it!!!! Thank you for the tote bag it will definitely come in handy. Promise we will be back."
Beach Vacation - Private Balcony - Views
Rustic Searsport Cabin: Loft + Sunroom on 10 Acres
Interior

Rustic Searsport Cabin: Loft + Sunroom on 10 Acres

3.0 star property
10.0 out of 10, Exceptional, (3)
"This cabin is very well decorated with comfortable bedding and furniture. The decor and taxidermy are consistent with a rustic cabin, while the kitchen is set up well to cook, with all the condiments and seasonings to be able to eat in if you choose. The cabin and the nearby hosts both exceeded expectations."
Rustic Searsport Cabin: Loft + Sunroom on 10 Acres
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

Bucksport Inn

Bucksport Inn

10/10 Excellent
"This was an outstanding property. Pleasantly surprised when we walked into the room. Decorated so nice and it was so clean. Loved the mini fridge. Would highly recommend. You will not be disappointed."
Barry 2-night trip
Posted 2 days ago
Bucksport Inn

Find out more about Islesboro

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!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.

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 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.