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Islesboro Vacation Rentals

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Vacation Rentals in Islesboro

Island log home in Maine with ocean views

10.0 out of 10, Exceptional, (77)
"We had a very cozy and comfortable stay here over the christmas holiday! We had everything we needed to hunker down for a few days. Would absolutely stay here again. "
Island log home in Maine with ocean views

Trade Winds on the Bay

3.5 star property
8.4 out of 10, Very Good, (245)
"Location is amazing."
Trade Winds on the Bay

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

2.0 star property
9.4 out of 10, Exceptional, (9)
"Beautiful location, peaceful and great views"
Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm

Point Lookout

3.0 star property
9.2 out of 10, Wonderful, (5)
"Great location. Away from the down town bustle, but close enough to enjoy the best of both worlds. Clean cabin, great amenities. "
Point Lookout

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

1812 Pierce House

3.5 star property
1812 Pierce House

Cozy 2 BR by River- Crooked Steeple Hall

4.0 star property
The price is ¥51,527
¥56,165 total
includes taxes & fees
Aug 10 - Aug 11
Cozy 2 BR by River- Crooked Steeple Hall

Cozy Cabin on Blue Hill Farm

9.8 out of 10, Exceptional, (24)
"The cottage is very well designed and comfortable. The location is not as desirable as it is situated near the road and pigs which makes sitting outside less appealing: there is a sour smell coming from the vegetable matter in the pig’s pen. That said once inside the cabin it is very charming. Even on very hot days the cabin cooled down at night. (No overhead fan in loft but small battery operated fans can be used). The kitchen area could be cleaner and the water from the hose had bits of...
Cozy Cabin on Blue Hill Farm

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

10.0 out of 10, Exceptional, (127)
"This was by far one of the best places we have ever stayed , it was so well decorated and stocked with anything you would need. Spotlessly clean and really felt like home. If I ever get back to Maine it will be my go to place to stay"
Unobstructed Ocean Views Private Onsite Access to the water & small sandy beach.

35 Mi to Acadia: Rustic Retreat in Orland!

2.0 star property
35 Mi to Acadia: Rustic Retreat in Orland!

Comfortable, Close to Town Home, with Oceanview.

9.6 out of 10, Exceptional, (74)
"Clean"
The price is ¥31,652
¥59,694 total
includes taxes & fees
Sep 2 - Sep 3
Comfortable, Close to Town Home, with Oceanview.

Unique Coastal Maine Flower Farm Stay

9.6 out of 10, Exceptional, (10)
"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 ¥30,342
¥61,637 total
includes taxes & fees
Aug 13 - Aug 14
Unique Coastal Maine Flower Farm Stay

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

10.0 out of 10, Exceptional, (118)
"This property was more than we could have asked for. The view was spectacular the hosts were great and we had more amenities than we could have asked for."
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach

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!

Waterfront cottage with deep water dock, ocean front.

9.8 out of 10, Exceptional, (96)
"The cottage was cozy and had everything I needed. The walking path was great for me and my dog. The sunsets were fantastic and my stay great even though it rained most of the time. "
Waterfront cottage with deep water dock, ocean front.

Beach Vacation - Private Balcony - Views

9.8 out of 10, Exceptional, (74)
"We enjoyed this place. It had everything we needed and was located between some places we planned to visit. Good restaurant options nearby."
Beach Vacation - Private Balcony - Views

Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views

10.0 out of 10, Exceptional, (118)
"We had a lovely time staying at your wonderfully cozy and charming property - thank you for a great experience!"
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views

Cozy Cabin By The Pond, Sleeps 2

10.0 out of 10, Exceptional, (179)
"Extremely cozy, easy to find, great hosts, close to some very cute towns."
The price is ¥19,922
¥32,170 total
includes taxes & fees
Aug 25 - Aug 26
Cozy Cabin By The Pond, Sleeps 2

Pine Grove Cottages

2.5 star property
9.8 out of 10, Exceptional, (88)
"Wonderful quiet place, The Host was a great person."
The price is ¥33,691
¥38,560 total
includes taxes & fees
Aug 10 - Aug 11
Pine Grove Cottages

Country Charm: Cozy getaway in delightful Searsport

2.0 star property
9.8 out of 10, Exceptional, (7)
"The set up was different. But it was nice and cozy. I would stay there again."
The price is ¥22,083
¥31,933 total
includes taxes & fees
Aug 17 - Aug 18
Country Charm: Cozy getaway in delightful Searsport
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

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?

1812 Pierce House: This vacation home rental outside Islesboro is equipped with a barbecue grill, 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 vacation rentals are there in Islesboro?

With 10 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 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 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.