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

Holiday Rentals in Islesboro

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Our top choices for Islesboro holiday rentals

1. Pine Grove Cottages

Pine Grove Cottages
2.5 star property
Lincolnville
9.8 out of 10, Exceptional, (92 reviews)
"Wonderful quiet place, The Host was a great person."
United States
clinch
The price is €229
includes taxes & fees
5 Oct - 6 Oct
Pine Grove Cottages

2. Cozy cottage -Close to Downtown Camden!

Cozy cottage -Close to Downtown Camden!
Camden
9.6 out of 10, Exceptional, (30 reviews)
"This property was clean, the kitchen was well appointed, it was close to downtown and the beds were very comfortable. I would stay here again or reccomend it to others."
United States
Abby S.
The price is €629
includes taxes & fees
27 Sept - 28 Sept
Cozy cottage -Close to Downtown Camden!

3. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (495 reviews)
"Its a place to stay."
United States
Todd
The price is €78
includes taxes & fees
20 Oct - 21 Oct
Trade Winds on the Bay

4. Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly

Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly
Lincolnville
10.0 out of 10, Exceptional, (12 reviews)
"Great owner and quick night stay. "
United States
Jeanean W.
The price is €232
includes taxes & fees
27 Sept - 28 Sept
Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly

5. Pine Grove Cottages: Cottage 9 - Pet Friendly

Pine Grove Cottages: Cottage 9 - Pet Friendly
Lincolnville
10.0 out of 10, Exceptional, (3 reviews)
"Lovely cabin with lots to do nearby. Loved that the office has wine available as well as gifting us a wine cork and a little toy for our pup who was traveling with us . "
United States
Kimberly B.
The price is €358
includes taxes & fees
27 Sept - 28 Sept
Pine Grove Cottages: Cottage 9 - Pet Friendly

6. 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, (17 reviews)
"The cabin is exactly as advertised. The dogs were happy there and we enjoyed our stay. "
United States
Becki C.
The price is €139
includes taxes & fees
27 Sept - 28 Sept
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine

7. Charming Cottage with Private Deck and Modern Amenities near Camden, Maine

Charming Cottage with Private Deck and Modern Amenities near Camden, Maine
Lincolnville
Charming Cottage with Private Deck and Modern Amenities near Camden, Maine

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

Private Cottage for Romantic Vacations near West Penobscot Bay, Maine
Lincolnville
Private Cottage for Romantic Vacations near West Penobscot Bay, Maine

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

Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden
Lincolnville
9.6 out of 10, Exceptional, (15 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
The price is €206
includes taxes & fees
30 Sept - 1 Oct
Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden

10. Waterfront Home - Mid Coast Maine near Camden and Belfast

Waterfront Home - Mid Coast Maine near Camden and Belfast
Belmont
10.0 out of 10, Exceptional, (25 reviews)
"Beautiful, peaceful home with lots of activities for families. Between the kayaking, hiking, and convenience of the house to Acadia and surrounding towns, we could not have asked for a better home to house my entire family for the week. "
United States
Michael L.
Waterfront Home - Mid Coast Maine near Camden and Belfast

11. Cheerful Two Bedroom Cabin - 10 minutes to Camden!

Cheerful Two Bedroom Cabin - 10 minutes to Camden!
Lincolnville
9.8 out of 10, Exceptional, (16 reviews)
"This is a great place, nice and quiet, very clean and cozy. Loved it here!!"
United States
Lorna W.
Cheerful Two Bedroom Cabin - 10 minutes to Camden!

12. Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (5 reviews)
"My family of four greatly enjoyed our stay at this property. Location was very convenient to explore the mid coast towns of Rockport, Rockland, and Camden and all of their beautiful harbors. Having two bedrooms worked well for us along with the living room and a large open kitchen and full bathroom. The private entrance that leads up to the open top floor was easy to manage and appreciated. The quiet street was frequented by wild turkeys that roamed the yard and crossed the street on two...
United States
Christopher H.
The price is €221
includes taxes & fees
21 Oct - 22 Oct
Romantic Coastal Escape near Harbor

13. Unique Coastal Maine Flower Farm Stay

Unique Coastal Maine Flower Farm Stay
Belmont
9.4 out of 10, Exceptional, (21 reviews)
"Peaceful and pretty place to stay!"
United States
Sara G.
The price is €379
includes taxes & fees
26 Sept - 27 Sept
Unique Coastal Maine Flower Farm Stay

14. 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.
The price is €245
includes taxes & fees
29 Sept - 30 Sept
Pine Grove Cottages: Cottage 4: Studio Cottage - Pet Friendly

15. Relaxing Two Bedroom Cabin - 10 minutes to Camden!

Relaxing Two Bedroom Cabin - 10 minutes to Camden!
Lincolnville
8.0 out of 10, Very good, (5 reviews)
"We booked this place for Memorial Weekend, and drove into Camden to explore the town. Host was so friendly and responsive, the cabin was so clean and quaint/cute, loved the location that we go that cabin feel but could drive a short distance to get into town/harbor, and overall had a great time! "
United States
Kimberly
The price is €498
includes taxes & fees
25 Sept - 26 Sept
Relaxing Two Bedroom Cabin - 10 minutes to Camden!

16. 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.
The price is €274
includes taxes & fees
28 Sept - 29 Sept
Pine Grove Cottages: Cottage 11

17. Pine Grove Cottages: Cottage 10 - Pet Friendly

Pine Grove Cottages: Cottage 10 - Pet Friendly
Lincolnville
9.4 out of 10, Exceptional, (3 reviews)
"Clean, clean, clean and so easy to use! Hosts are wonderful, location is great, and great location near Camden, Lincolnville Beach and other great places. Your time in Maine will be well spent at Pine Grove Cottages."
United States
Sarah
The price is €308
includes taxes & fees
28 Sept - 29 Sept
Pine Grove Cottages: Cottage 10 - Pet Friendly

18. 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.
The price is €346
includes taxes & fees
27 Sept - 28 Sept
SeaRiver Cabin on the Bagaduce, Kayaks Included. Seals, Wildlife, Birds & Nature

19. Beautiful newly decorated and centrally located home minutes from Camden Harbor.

Beautiful newly decorated and centrally located home minutes from Camden Harbor.
Camden
9.8 out of 10, Exceptional, (19 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.
Beautiful newly decorated and centrally located home minutes from Camden Harbor.

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

Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
Camden
9.2 out of 10, Wonderful, (87 reviews)
"Very convenient and great beds!"
United States
Teresa O.
Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
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, apart-hotels, 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 favorite 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 depends 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 €78 per night. Entering your travel dates in the search wizard you might find 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. 

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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.

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 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.