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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 443 Vacation Homes in Islesboro with updated reviews, rates, and availability.

Stay in this beautiful home: ocean views and access to midcoast Maine's charm!
Fridge, microwave, oven, stovetop

Stay in this beautiful home: ocean views and access to midcoast Maine's charm!

9.2 out of 10, Wonderful, (10)
"lovely little winer getaway. Cabin was everything we could have wanted. "
Stay in this beautiful home: ocean views and access to midcoast Maine's charm!
2 Bedroom Close to Town Home
TV

2 Bedroom Close to Town Home

9.0 out of 10, Wonderful, (26)
"Our primary objective was a clean cost-effective one night stay for a road trip through New England. This was right on the road, which was convenient but a little bit noisy at night."
The price is AED 386
AED 917 total
includes taxes & fees
30 Mar - 31 Mar
2 Bedroom Close to Town Home
Oceanfront home on 6 acres with multi-level deck & spectacular view
Interior

Oceanfront home on 6 acres with multi-level deck & spectacular view

10.0 out of 10, Exceptional, (15)
"Beautiful property that we wish we could have enjoyed more but it was perfectly cozy for a snowstorm. My only request is that of you can’t use the wood burning stove there should be some fire feature to enjoy during the winter even a gas one. "
Oceanfront home on 6 acres with multi-level deck & spectacular view
Oceanfront retreat with sunrise views, screened porch, & deck
Dining

Oceanfront retreat with sunrise views, screened porch, & deck

9.8 out of 10, Exceptional, (34)
"Arrived to a clean, well decorated cottage. Smaller than expected for four adults. The view made up for any shortcomings. A small screened in porch, a deck, large flat granite rocks, the outside seating options are numerous. Best part of our day, coffee on the deck watching lobster boats, hearing loons, marveling at the sunrise. Be aware the use of the fireplace is prohibited. Would have been great on a rainy day. Location is good with proximity to Ellsworth for groceries, Bucklyn coffee in...
Oceanfront retreat with sunrise views, screened porch, & deck
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
On the beach, sun loungers

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

9.8 out of 10, Exceptional, (108)
"A beautiful location, just a short distance from so many things. Our plan was to rest and relax, we couldn't have asked for a better place to do that. Just watching the tide come in and go out each day with lovely Fall views was perfect! Alex and Siobhan were fabulous hosts with great suggestions. Thank you!"
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
Secluded lakefront home with patio & firepit, fast WiFi, wood stove & W/D
TV, books

Secluded lakefront home with patio & firepit, fast WiFi, wood stove & W/D

9.4 out of 10, Exceptional, (29)
"Property was spot on with discription, nice fire pit for camp fire at night, 3 kayaks for use on the lake. We caught lots of fish, bass, pike, and blugills. Property was very clean and secluded."
Secluded lakefront home with patio & firepit, fast WiFi, wood stove & W/D
Relaxing lodge in the woods
Exterior

Relaxing lodge in the woods

9.8 out of 10, Exceptional, (20)
"My grandson was so excited to see the bobcat in the yard. We’re no strangers to wild animals what a great home you have. Thanks for sharing your home with us. We would like to come back "
Relaxing lodge in the woods
In-town, coastal + relaxing in Rockland
Beach/ocean view

In-town, coastal + relaxing in Rockland

10.0 out of 10, Exceptional, (21)
"I cannot say enough complimentary things about the “Salty Cape”!The listing photos and location were what drew me in initially and the reality did not disappoint! Our snowy week visit was brightened by the bright white: neutral Japandi decor! The homeowners know how to welcome visitors. There was nothing they had not thought oft that we could possibly need. Every room was outfitted. And comfortable!The kitchen and bath were top notch!Thank you Jin ….look forward to a return"
In-town, coastal + relaxing in Rockland
Lovely Waterfront Owls Head Home w/ Own Beach
Interior

Lovely Waterfront Owls Head Home w/ Own Beach

10.0 out of 10, Exceptional, (48)
"The house is lovely, great location and situation. The shore just below the house is rocky and charming, but requires caution descending to it (in the winter anyway). Sunrise over the south end of Monroe Island is just gorgeous. Views from every room. The kitchen is great, and the most generously supplied with cookware and dishes that I've ever seen in a rental. Super."
Lovely Waterfront Owls Head Home w/ Own Beach
Waterfront Getaway Near Acadia w/ Spectacular View
On the beach, beach towels

Waterfront Getaway Near Acadia w/ Spectacular View

10.0 out of 10, Exceptional, (12)
"located gave easy access to explore the area"
The price is AED 588
AED 1,525 total
includes taxes & fees
1 Apr - 2 Apr
Waterfront Getaway Near Acadia w/ Spectacular View
Charming Sandy Point Home
Exterior detail

Charming Sandy Point Home

9.8 out of 10, Exceptional, (53)
"Love the area of Stockton Springs , 3rd year staying near Sandy Point, love the quiet peaceful neighborhood, great location for exploring up and down the coast, hiking on Cadillac Mt & Mt Batty , kayaked in Stonington, oyster farm in Edgecomb , and of course Young’s Lobster Pound the best in ME "
Charming Sandy Point Home
Remodeled Home w/ River Views in Frankfort!
Fridge, microwave, stovetop, dishwasher

Remodeled Home w/ River Views in Frankfort!

Remodeled Home w/ River Views in Frankfort!
Comfortable & Charming 2-bedroom barn in peaceful Brooksville with Waterfront
Beach

Comfortable & Charming 2-bedroom barn in peaceful Brooksville with Waterfront

Comfortable & Charming 2-bedroom barn in peaceful Brooksville with Waterfront
Cozy cottage in woodland setting near to hiking biking and lakes
Exterior detail

Cozy cottage in woodland setting near to hiking biking and lakes

10.0 out of 10, Exceptional, (5)
"We really enjoyed this property for our 4th visit to the Maine mid-coast area this year. It was a private and quiet setting surrounded by trees decked out in beautiful fall foliage. Easy access to Camden and many idyllic little townships. Some beautiful hiking nearby too. The house was tidy with an easy layout and good beds. We lacked nothing and were very comfortable. Host Mark was quick to respond if we had any questions. The house is multi-level so there are stairs.We will stay again...
Cozy cottage in woodland setting near to hiking biking and lakes
Idyllic Washington Retreat w/ Fire Pit & Yard
TV, fireplace

Idyllic Washington Retreat w/ Fire Pit & Yard

9.2 out of 10, Wonderful, (12)
"We stayed here because it was outside of Augusta and centered between the coast line, Moosehead Lake, and the scenic NatIonal Park."
Idyllic Washington Retreat w/ Fire Pit & Yard
Charming 3-bedroom house with AC and WiFi in Thomaston
Fridge, microwave, oven, dishwasher

Charming 3-bedroom house with AC and WiFi in Thomaston

Charming 3-bedroom house with AC and WiFi in Thomaston
Comfortable, Close to Town Home, with Oceanview.
Interior

Comfortable, Close to Town Home, with Oceanview.

9.6 out of 10, Exceptional, (66)
"Great management, very clean, had everything in the kitchen, comfortable beds, even a pen for a dog. The sky was beautiful at night. It was very quiet. We were very close to hiking trails and the lighthouse. We had a nice time at Christmas."
The price is AED 716
AED 1,397 total
includes taxes & fees
28 Mar - 29 Mar
Comfortable, Close to Town Home, with Oceanview.
Island log home in Maine with ocean views
Fridge, microwave, oven, stovetop

Island log home in Maine with ocean views

10.0 out of 10, Exceptional, (68)
"Cozy, quiet cabin with a good layout and nice view on the water. Easy check-in and check-out process. Host is very responsive. "
Island log home in Maine with ocean views
Historic charming pet and family friendly 3-bedroom farmhouse in Camden.
Fridge, microwave, oven, stovetop

Historic charming pet and family friendly 3-bedroom farmhouse in Camden.

9.6 out of 10, Exceptional, (4)
"We enjoyed having room to spread out, privacy in the spacious and comfortable house with homey decorations. All the charm and history of a 200 year old farmhouse with modern touches for comfort and convenience. "
Historic charming pet and family friendly 3-bedroom farmhouse in Camden.
Gorgeous Waterfront Estate In Historic Bayside
Outdoor spa tub

Gorgeous Waterfront Estate In Historic Bayside

10.0 out of 10, Exceptional, (65)
"Our stay was perfect and we wouldn’t change a thing. Plenty of space as far as bedrooms and bathrooms go. So much common space to enjoy a fire, meals, and outdoor space. The beach is very wide during low tide and an added perk. Beds and pillows are very comfortable. We can’t wait to plan a return trip."
Gorgeous Waterfront Estate In Historic Bayside
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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Other property types in Islesboro

Island log home in Maine with ocean views
Fridge, microwave, oven, stovetop

Island log home in Maine with ocean views

10.0 out of 10, Exceptional, (68)
"Cozy, quiet cabin with a good layout and nice view on the water. Easy check-in and check-out process. Host is very responsive. "
Island log home in Maine with ocean views
Trade Winds on the Bay
Reception

Trade Winds on the Bay

4.0 star property
8.2 out of 10, Very Good, (195)
"Very nice motel. Our room was more thrn we expected. Was like we was in an apartment. Very clean. Quiet. Bed was comfortable..we will definitely be staying again. If u need a motel room trade winds is the place to go "
The price is AED 380
AED 452 total
includes taxes & fees
31 Mar - 1 Apr
Trade Winds on the Bay
Cozy Cabin By The Pond, Sleeps 2
Exterior

Cozy Cabin By The Pond, Sleeps 2

10.0 out of 10, Exceptional, (167)
"This is the second time I’ve stayed at the Cozy Cabin. I just wanted to get away for reading and accomplished my goal! I love that there isn’t a TV, but there is WiFi. The fridge is great capacity and the microwave and oven are perfect. There is a grocery store less than 15 minutes away if you’re like me and just want to stay in. Barbara and John leave a great welcome message. I’ll be staying here again when I want a quiet getaway! "
The price is AED 441
AED 721 total
includes taxes & fees
28 Mar - 29 Mar
Cozy Cabin By The Pond, Sleeps 2
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.