Islesboro Holiday Rentals

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Our top choices for Islesboro holiday rentals

Aparthotel in Rockland

Trade Winds on the Bay
3.5 star property
8.6 out of 10, Excellent, (334 reviews)
"Very nice place "
United States
Robert
Trade Winds on the Bay
10.0 out of 10, Exceptional, (197 reviews)
"Nice location, quiet."
United States
Michelle G.
The price is AU$294
includes taxes & fees
22 Jan - 23 Jan
Cozy Cabin By The Pond, Sleeps 2
9.8 out of 10, Exceptional, (24 reviews)
"Communication with the host was great. They responded quickly and give us all the information we needed. Appreciated the seclusion of the property, but still near important resources like grocery and gas. Easy access to Acadia and other great parks."
United States
Scott P.
The price is AU$601
includes taxes & fees
23 Jan - 24 Jan
Tides' Reach - Private Waterfront King Beds
10.0 out of 10, Exceptional, (3 reviews)
"Very comfortable and convenient location. Super comfortable beds and living room furniture. Host was very quick to clean up the snow that fell overnight!"
United States
tom w.
The price is AU$316
includes taxes & fees
28 Jan - 29 Jan
Bright 2-Bedroom Apartment Near Downtown Thomaston
9.2 out of 10, Wonderful, (9 reviews)
"Comfortable, cozy, and clean."
United States
David L.
The price is AU$171
includes taxes & fees
22 Jan - 23 Jan
The Lewis R. French- Inn on the Harbor

Holiday Home in Bucksport

Inkwell Suite at Spofford Lodge
10.0 out of 10, Exceptional, (15 reviews)
"We had a wonderful stay at Spofford Lodge. The room was beyond our expectations and immaculate. Check in process was easy and great communication by Lisa. Many thanks"
United Kingdom
Richard G.
The price is AU$367
includes taxes & fees
10 Feb - 11 Feb
Inkwell Suite at Spofford Lodge

Holiday Home in Thomaston

2 Bedroom Close to Town Home
9.0 out of 10, Wonderful, (45 reviews)
"We loved our stay here! Check-in was easy and the host was responsive!"
United States
Jessica H.
The price is AU$364
includes taxes & fees
31 Jan - 1 Feb
2 Bedroom Close to Town Home
9.4 out of 10, Exceptional, (9 reviews)
"Great view. Very enjoyable stay. "
United States
Jerry C.
The price is AU$330
includes taxes & fees
3 Feb - 4 Feb
Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach

Apartment in Bucksport

Bayside vista
10.0 out of 10, Exceptional, (16 reviews)
"Very spacious space with all if the amenities a group or family could need. The view is spectacular, the kitchen is nice, and I especially loved lounging on the giant couch!"
United States
Jason R.
The price is AU$476
includes taxes & fees
2 Feb - 3 Feb
Bayside vista
10.0 out of 10, Exceptional, (19 reviews)
"This place was fantastic. I will absolutely come back and recommend to my family and friends. Very clean and comfortable. Great view! "
United States
Joel M.
The price is AU$550
includes taxes & fees
22 Jan - 23 Jan
Waterfront Getaway Near Acadia w/ Spectacular View
9.4 out of 10, Exceptional, (29 reviews)
"Great stay and host was very responsive with a forgotten item. "
United States
Yvonne T.
The price is AU$407
includes taxes & fees
22 Jan - 23 Jan
Peaceful, Centrally Located Home with Seasonal River Views
9.6 out of 10, Exceptional, (4 reviews)
"Wonderful stay, great cabin, exactly what we needed."
United States
Amanda G.
The price is AU$628
includes taxes & fees
19 Feb - 20 Feb
Peaceful Cabin in the Woods

Apartment in Bucksport

Abacus Suite at Spofford Lodge
10.0 out of 10, Exceptional, (3 reviews)
"Terrific suite!! Perfectly appointed, quiet and serene. Couldn't ask for better hosts. Have to come back and stay soon! Thank you for your kind and generous spirit and for sharing your beautiful restoration with me."
United States
Leslie S.
The price is AU$416
includes taxes & fees
3 Feb - 4 Feb
Abacus Suite at Spofford Lodge
10.0 out of 10, Exceptional, (3 reviews)
"The host was wonderful and checked to make sure my stay was satisfactory and comfortable. "
United States
Toni M.
The price is AU$717
includes taxes & fees
26 Jan - 27 Jan
Charming 3-bedroom house with a Pond View/pet friendly
9.6 out of 10, Exceptional, (85 reviews)
"Convenient location; host responsive; good towel supply. "
United States
Connie K.
The price is AU$490
includes taxes & fees
31 Jan - 1 Feb
Comfortable, Close to Town Home, with Oceanview.
10.0 out of 10, Exceptional, (1 review)
"Everything was absolutely perfect. I can’t think of any suggestions to make it better! "
United States
Elizabeth W.
The price is AU$629
includes taxes & fees
31 Jan - 1 Feb
Eleanor's Cove - Apartment on Bayview St
9.6 out of 10, Exceptional, (16 reviews)
"Peaceful and pretty place to stay!"
United States
Sara G.
The price is AU$637
includes taxes & fees
2 Feb - 3 Feb
Unique Coastal Maine Flower Farm Stay
2.0 star property
9.8 out of 10, Exceptional, (21 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 AU$1,015
includes taxes & fees
22 Jan - 23 Jan
Cozy cottage -Close to Downtown Camden!
10.0 out of 10, Exceptional, (5 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 AU$1,006
includes taxes & fees
25 Jan - 26 Jan
Beautiful newly decorated and centrally located home minutes from Camden Harbor.
2.0 star property
The price is AU$293
includes taxes & fees
3 Feb - 4 Feb
Charming 1-bedroom apartment in Downtown Camden
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

Find out more about Islesboro

Everything you need to know about Islesboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Islesboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Islesboro holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Islesboro holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Islesboro. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Islesboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Islesboro holiday rentals we have selected for you start as low as AU$294 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Islesboro rentals

At Expedia, we put the best Islesboro holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Islesboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Islesboro holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Islesboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 7 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 Penobscot Marine Museum, 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.