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Islesboro Vacation Rentals

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Oct 25 - Oct 26
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Oct 26 - Oct 27
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Oct 31 - Nov 2
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Nov 7 - Nov 9

Vacation Rentals in Islesboro

Water view
Trade Winds on the Bay
Trade Winds on the Bay
3.5 star property
8.4 out of 10, Very Good, (298)
"A great location and great view, helpful staff, clean, would stay here again."
United States
Mark
Trade Winds on the Bay
Property grounds
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
8.0 out of 10, Very Good, (11)
"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! "
United States
Allison
The price is ￥7,553
￥15,718 total
includes taxes & fees
Oct 30 - Oct 31
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
Interior
Bayside vista
Bayside vista
10.0 out of 10, Exceptional, (14)
"Bayside Vista felt like a home away from home coupled with the sceneic views of the Penobscot Bridge and Fort knox it was truly a great experience. My wife,daughter and i loved the decor and amenities. We plan to be back.again!"
United States
Anthony
The price is ￥17,716
￥45,091 total
includes taxes & fees
Oct 29 - Oct 30
Bayside vista
Outdoor dining
J & E Riggins - Inn on the Harbor
J & E Riggins - Inn on the Harbor
10.0 out of 10, Exceptional, (11)
"Great location and well managed. Love the views"
United States
Angel M.
The price is ￥16,022
￥26,612 total
includes taxes & fees
Oct 26 - Oct 27
J & E Riggins - Inn on the Harbor
Interior
Apt 1 Studio apartments in downtown Stonington
Apt 1 Studio apartments in downtown Stonington
10.0 out of 10, Exceptional, (73)
"good place to stay"
United States
Robert
The price is ￥13,581
￥31,935 total
includes taxes & fees
Oct 26 - Oct 27
Apt 1 Studio apartments in downtown Stonington
Property grounds
Cabin w/ Sauna in Mid-Coast Maine! Hour to Bar Harbor and Acadia- Cabin #6 Birch
Cabin w/ Sauna in Mid-Coast Maine! Hour to Bar Harbor and Acadia- Cabin #6 Birch
10.0 out of 10, Exceptional, (10)
"Very cute, clean cabin on a quiet and serene property. We enjoyed our stay!"
United States
Jessie M.
The price is ￥19,226
￥33,930 total
includes taxes & fees
Oct 26 - Oct 27
Cabin w/ Sauna in Mid-Coast Maine! Hour to Bar Harbor and Acadia- Cabin #6 Birch
Fridge, oven, stovetop, dishwasher
No bookings after 8/15/2024. Property sold. VRBO Thank you.
No bookings after 8/15/2024. Property sold. VRBO Thank you.
10.0 out of 10, Exceptional, (5)
"Stayed for one night. Property was clean and cute and just right for a quick stay."
United States
Katie B.
The price is ￥15,106
￥21,455 total
includes taxes & fees
Oct 26 - Oct 27
No bookings after 8/15/2024. Property sold. VRBO Thank you.
Property grounds
Cozy cabin close to Acadia NP in Mid-Coast Maine! New Sauna! - Cabin #2 Maple
Cozy cabin close to Acadia NP in Mid-Coast Maine! New Sauna! - Cabin #2 Maple
10.0 out of 10, Exceptional, (18)
" Cozy get away. Looks just like the online picture. Very clean and the owners are very responsive to every question "
United States
John
The price is ￥19,226
￥33,930 total
includes taxes & fees
Oct 29 - Oct 30
Cozy cabin close to Acadia NP in Mid-Coast Maine! New Sauna! - Cabin #2 Maple
Property grounds
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
10.0 out of 10, Exceptional, (8)
"Great place, great property owners, great location!"
United States
lisa k.
The price is ￥19,226
￥34,429 total
includes taxes & fees
Oct 26 - Oct 27
Serene Midcoast Gem by the beach with Sauna - Hr. to Acadia NP - Cabin #5 Spruce
Property grounds
Mid-Coast Maine: Cozy Cabin Retreat close to the beach w/ Sauna -Cabin #1 Balsam
Mid-Coast Maine: Cozy Cabin Retreat close to the beach w/ Sauna -Cabin #1 Balsam
9.8 out of 10, Exceptional, (6)
"Beautiful setting, great views. Clean cabin with a very comfortable bed. No kitchen, but brought the coleman stove and it worked perfectly! Definitely recommend."
United States
Karen C.
The price is ￥19,226
￥33,930 total
includes taxes & fees
Oct 26 - Oct 27
Mid-Coast Maine: Cozy Cabin Retreat close to the beach w/ Sauna -Cabin #1 Balsam
Property grounds
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
10.0 out of 10, Exceptional, (8)
"This was the perfect place for a weekend getaway. There was a nice quiet beach nearby for a morning walk."
United States
Briana
The price is ￥19,226
￥33,930 total
includes taxes & fees
Oct 26 - Oct 27
Mid-Coast Maine cabin less than an hour from Acadia NP! New Sauna! Cabin #3 Pine
Outdoor dining
Rockland is the arts capital of Mid Coast Maine! STR 25-14
Rockland is the arts capital of Mid Coast Maine! STR 25-14
9.6 out of 10, Exceptional, (115)
"Loved our time staying at Cecelia’s property. Rockport is a great town. The only thing we would improve is the shower but we loved everything else. "
United States
Matthew F.
The price is ￥26,703
￥33,264 total
includes taxes & fees
Oct 26 - Oct 27
Rockland is the arts capital of Mid Coast Maine! STR 25-14
TV
2 Bedroom Close to Town Home
2 Bedroom Close to Town Home
9.0 out of 10, Wonderful, (44)
"This property was fine for our needs as we were close to the festival we were attending. Nice, quiet town and spacious accommodations."
United States
Sarah C.
The price is ￥15,793
￥37,008 total
includes taxes & fees
Oct 29 - Oct 30
2 Bedroom Close to Town Home
Property grounds
Coastal Maine Getaway in the woods with Sauna - Hour from Acadia - Cabin #4 Oak
Coastal Maine Getaway in the woods with Sauna - Hour from Acadia - Cabin #4 Oak
10.0 out of 10, Exceptional, (5)
"Cabin small, very cozy had everything we needed, peace and quiet . Very clean!"
United States
Kathy P.
The price is ￥19,226
￥34,429 total
includes taxes & fees
Oct 26 - Oct 27
Coastal Maine Getaway in the woods with Sauna - Hour from Acadia - Cabin #4 Oak
Exterior
Cozy Cabin By The Pond, Sleeps 2
Cozy Cabin By The Pond, Sleeps 2
10.0 out of 10, Exceptional, (193)
"A very clean and cozy cabin. Host was welcoming and respectful of privacy. Great location for day trips. "
United States
Angela F.
The price is ￥20,600
￥33,265 total
includes taxes & fees
Oct 26 - Oct 27
Cozy Cabin By The Pond, Sleeps 2
1 bedroom, iron/ironing board, internet, bed sheets
Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach
Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach
9.8 out of 10, Exceptional, (8)
"Gorgeous views of the ocean and easy walking to the surrounding area. Amazing hosts who responded very quickly"
United States
Delaney
The price is ￥24,675
￥39,681 total
includes taxes & fees
Nov 18 - Nov 19
Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach
Fridge, microwave, oven, stovetop
Tides' Reach - Private Waterfront King Beds
Tides' Reach - Private Waterfront King Beds
10.0 out of 10, Exceptional, (22)
"Great stay! Lots of space for everyone. Great kitchen to cook in. Loved sitting on the porch rockers every morning for coffee. Good size for a family. The two kings in one room is great if you have lots of kids. "
United States
Cass R.
The price is ￥20,847
￥69,128 total
includes taxes & fees
Oct 30 - Oct 31
Tides' Reach - Private Waterfront King Beds
Living area
Inkwell Suite at Spofford Lodge
Inkwell Suite at Spofford Lodge
10.0 out of 10, Exceptional, (14)
"I came to look for a home in the area. After enjoying coastal Maine all day the bath was sublime. Read the guest info book from the hosts, it’s fabulous! I loved every creak of wood! "
United States
Brandy L.
The price is ￥20,636
￥34,635 total
includes taxes & fees
Oct 29 - Oct 30
Inkwell Suite at Spofford Lodge
Fridge, microwave, oven, stovetop
Ladyslipper – Cozy Cottage with Loft in Blue Hill town center
Ladyslipper – Cozy Cottage with Loft in Blue Hill town center
10.0 out of 10, Exceptional, (13)
"We stayed the weekend while we were in town for a wedding. The location was perfect and the rental was great. We really enjoyed our stay and would book again if in the area in the future"
United States
Emily V.
The price is ￥21,012
￥54,504 total
includes taxes & fees
Oct 26 - Oct 27
Ladyslipper – Cozy Cottage with Loft in Blue Hill town center
Interior
New Colonial One Mile from Camden Harbor
New Colonial One Mile from Camden Harbor
2.0 star property
10.0 out of 10, Exceptional, (11)
"Brand new home, very, very clean. loved the open concept which was great for entertaining and conversations. Bedrooms large and roomy. Owners were great and responsive. Home was close to everything including grocery stores, attractions and restaurants. Many extra touches made it special, such as toiletries, games, spices. I would rent it again and again."
United States
Susan T.
The price is ￥28,992
￥78,005 total
includes taxes & fees
Oct 28 - Oct 29
New Colonial One Mile from Camden Harbor
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

Camden Riverhouse Hotel

Camden Riverhouse Hotel

10/10 Excellent
"Great location! Clean comfortable room! "
Eric 2-night trip
Posted 2 hours ago
Camden Riverhouse Hotel

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!

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 of 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 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 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.