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

Islesboro Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Islesboro vacation rentals

Property grounds

1. 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.
$145 nightly
The price is $158
Aug 23 - Aug 24
Total with taxes and fees
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
Boating

2. 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
$263 nightly
The price is $287
Aug 19 - Aug 20
Total with taxes and fees
Pine Grove Cottages
Outdoor dining

3. Charming Retreat for a Romantic Getaway near Penobscot Bay, Maine

Charming Retreat for a Romantic Getaway near Penobscot Bay, Maine
Lincolnville
$288 nightly
The price is $291
Aug 18 - Aug 19
Total with taxes and fees
Charming Retreat for a Romantic Getaway near Penobscot Bay, Maine
Exterior

4. Pine Grove Cottages: Cottage 4: Studio Cottage - Pet Friendly

Pine Grove Cottages: Cottage 4: Studio Cottage - Pet Friendly
Lincolnville
10.0 out of 10, Exceptional, (2 reviews)
"Cozy and quaint cottage in the woods! The cabin was very comfortable. The host provided some awesome local eating options. Would highly recommend to others and will stay here again!"
United States
Taylor B.
$275 nightly
The price is $300
Aug 18 - Aug 19
Total with taxes and fees
Pine Grove Cottages: Cottage 4: Studio Cottage - Pet Friendly
Marina

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

Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden
Lincolnville
9.8 out of 10, Exceptional, (11 reviews)
"This is an amazing little cabin in the woods! Kate is a great host and I highly recommend staying here if you are in the area. Lovely spot and if Lola the local pup is around to great you even better!"
United States
Julie
$195 nightly
The price is $213
Sep 17 - Sep 18
Total with taxes and fees
Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden
Exterior

6. Cozy cottage -Close to Downtown Camden!

Cozy cottage -Close to Downtown Camden!
Camden
9.6 out of 10, Exceptional, (26 reviews)
"Charming property with many nice touches. Excellent location between the lake and town.We truly enjoyed staying there!"
United States
Susan B.
$417 nightly
The price is $455
Aug 28 - Aug 29
Total with taxes and fees
Cozy cottage -Close to Downtown Camden!
Lobby sitting area

7. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (456 reviews)
"Great stay, great location."
United States
Jerold
$210 nightly
The price is $229
Aug 18 - Aug 19
Total with taxes and fees
Trade Winds on the Bay
TV

8. Pine Grove Cottages: Cottage 11

Pine Grove Cottages: Cottage 11
Lincolnville
10.0 out of 10, Exceptional, (1 review)
"Great stay! Cabin was clean and very comfortable, would definitely recommend!!"
United States
Jack S.
$287 nightly
The price is $313
Aug 22 - Aug 23
Total with taxes and fees
Pine Grove Cottages: Cottage 11
1 bedroom, WiFi, bed sheets

9. Private Cottage for Romantic Vacations near West Penobscot Bay, Maine

Private Cottage for Romantic Vacations near West Penobscot Bay, Maine
Lincolnville
$323 nightly
The price is $352
Aug 18 - Aug 19
Total with taxes and fees
Private Cottage for Romantic Vacations near West Penobscot Bay, Maine
Property grounds

10. Cozy Cabin By The Pond, Sleeps 2

Cozy Cabin By The Pond, Sleeps 2
Waldo
10.0 out of 10, Exceptional, (219 reviews)
"Perfect getaway and great location. The hosts were so welcoming and kind! "
United States
Alexandra N.
$212 nightly
The price is $231
Aug 22 - Aug 23
Total with taxes and fees
Cozy Cabin By The Pond, Sleeps 2
Terrace/patio

11. Mid-Coast Maine cabin less than an hour from Acadia NP! New Sauna! Cabin #3 Pine

Mid-Coast Maine cabin less than an hour from Acadia NP! New Sauna! Cabin #3 Pine
Stockton Springs
10.0 out of 10, Exceptional, (9 reviews)
"The cabin was cozy and clean, providing just what we needed for a comfortable stay. Our host was fantastic; I had an issue receiving his messages, but it was resolved during our visit. The location is convenient, just a 40-minute drive to and from Bangor Airport and a little over an hour's drive to Acadia National Park. I highly recommend this cabin."
United States
Shoko
$217 nightly
The price is $236
Aug 18 - Aug 19
Total with taxes and fees
Mid-Coast Maine cabin less than an hour from Acadia NP! New Sauna! Cabin #3 Pine
Exterior

12. Charming Cottage Retreat with Private Deck and BBQ near Camden, Maine

Charming Cottage Retreat with Private Deck and BBQ near Camden, Maine
Lincolnville
$449 nightly
The price is $489
Aug 18 - Aug 19
Total with taxes and fees
Charming Cottage Retreat with Private Deck and BBQ near Camden, Maine
Exterior

13. Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (3 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.
$307 nightly
The price is $335
Sep 1 - Sep 2
Total with taxes and fees
Romantic Coastal Escape near Harbor
Cottage (2 Bedrooms) | Interior

14. Rustic Retreat Across From Lake; Family Friendly!

Rustic Retreat Across From Lake; Family Friendly!
3.0 star property
Union
9.0 out of 10, Wonderful, (2 reviews)
"I liked that it was by the lake quiet and secluded. "
United States
Wilma
$358 nightly
The price is $391
Aug 18 - Aug 19
Total with taxes and fees
Rustic Retreat Across From Lake; Family Friendly!
Outdoor dining

15. Rustic luxury waterfront apartment, 2 decks, kayaks, fireplace, peace & beauty.

Rustic luxury waterfront apartment, 2 decks, kayaks, fireplace, peace & beauty.
Penobscot
$376 nightly
The price is $410
Aug 30 - Aug 31
Total with taxes and fees
Rustic luxury waterfront apartment, 2 decks, kayaks, fireplace, peace & beauty.
Outdoor dining

16. Country Charm: Cozy getaway in delightful Searsport

Country Charm: Cozy getaway in delightful Searsport
Searsport
9.4 out of 10, Exceptional, (21 reviews)
"Lovely spot, thoughtfully equipped — we had a wonderful, restful stay. Highly recommended!"
United States
Jerry K.
$173 nightly
The price is $189
Aug 20 - Aug 21
Total with taxes and fees
Country Charm: Cozy getaway in delightful Searsport
Exterior detail

17. 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, (10 reviews)
"Perfect for anybody passing by. This cozy setting as everything you need."
Canada
Olivier P.
$216 nightly
The price is $235
Aug 20 - Aug 21
Total with taxes and fees
Serene Midcoast Gem by the beach with Sauna - Hr. to Acadia NP - Cabin #5 Spruce
Outdoor dining

18. Stylish Vacation Rental for Couples Overlooking West Penobscot Bay, Maine

Stylish Vacation Rental for Couples Overlooking West Penobscot Bay, Maine
Lincolnville
$301 nightly
The price is $304
Aug 18 - Aug 19
Total with taxes and fees
Stylish Vacation Rental for Couples Overlooking West Penobscot Bay, Maine
Property grounds

19. Fabulous Bed and Breakfast Getaway for Four in Lincolnville, Maine

Fabulous Bed and Breakfast Getaway for Four in Lincolnville, Maine
Lincolnville
$326 nightly
The price is $330
Aug 18 - Aug 19
Total with taxes and fees
Fabulous Bed and Breakfast Getaway for Four in Lincolnville, Maine
Terrace/patio

20. SeaRiver Cabin on the Bagaduce, Kayaks Included. Seals, Wildlife, Birds & Nature

SeaRiver Cabin on the Bagaduce, Kayaks Included. Seals, Wildlife, Birds & Nature
Penobscot
10.0 out of 10, Exceptional, (8 reviews)
"This cottage was truly lovely, comfortable and with an absolutely beautiful view. Barbara was an excellent host. I intend to book here again five star for sure."
United States
Mike C.
$416 nightly
The price is $453
Aug 31 - Sep 1
Total with taxes and fees
SeaRiver Cabin on the Bagaduce, Kayaks Included. Seals, Wildlife, Birds & Nature
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

Fireside Inn & Suites - Belfast

Fireside Inn & Suites - Belfast

10/10 Excellent
"What a beautiful place to stay!"
Rafael 1-night trip
Posted 2 hours ago
Fireside Inn & Suites - Belfast

Find out more about Islesboro

Everything you need to know about Islesboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Islesboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Islesboro vacation 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 low season months. For more hustle and bustle, you may prefer to visit Islesboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $158 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Islesboro rentals

At Expedia, we put the best Islesboro vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Islesboro?

Yes, you can find vacation rentals close to the most popular points of interest in Islesboro, or you can choose a more remote option if you're looking for a relaxing stay.

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

Island log home in Maine with ocean views: This highly rated vacation home rental in Islesboro offers a fireplace, a patio, and a barbecue grill 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 vacation with amenities like a garden.

How many vacation rentals are there in Islesboro?

With 9 Expedia vacation rentals, you're sure 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 Stonington Sea Products, 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 larger area.

What’s a vacation rental in Islesboro like?

Vacation rentals are private properties where you can stay for short or long periods in Islesboro. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family trips.