
Cottage vacation rentals in Islesboro
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Top-rated cottage rentals in Islesboro
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Popular amenities for Islesboro cottage rentals
Cottage rentals with a hot tub

Oceanfront Family Getaway - 8BR/6BA/5Acres
The most beautiful place, exceeding all expectations. The views are spectacular. We breathed in peace and tranquility. A fabulous place to celebrate my 80th birthday with the whole family -- 16 of us. Everyone was comfortable in the space. In addition to being the perfect host, Samantha provided surprise extras which was such fun! Just a few of the highlights: S'mores at the firepit, lobster dinners, seals, bald eagles and fireworks. She made our stay truly memorable. My family gives the place the highest recommendation.

Maine Cottage - HOT TUB, Dead End, 100+ft shore.
Spent quite a while here for work and saw winter turn to spring. What an amazing place to stay! Right on the water, great views, and it’s so peaceful. Thanks Craig for being so flexible! Everything was up to par and then some. I hope to come back in the summer sometime and enjoy it again!

Lakeview Cottage
This house has a beautiful view of the lake!! The complementary water activity’s are worth booking!! We enjoyed our stay and will come back!! Make sure to walk out on the dock at night and look at the stars!!

2 oceanfront Cottages with spectacular views
Was a great place for a weekend get together with our family. Right on the water and a great throwback feel but with all the amenities.

11 Cute 1Br Acadia Cottage Open Hearth Inn
We stayed here our last night while visiting Acadia. Super cute little cabin! We loved that they had a common space in the main house that was full of supplies and very welcoming. Would stay here again!

Canoe House Bungalow and Spa Retreat ,Searsport
We had a great two nights here and enjoyed the hot soak and the sauna. It was near many amenities and also felt very removed. Matt’s was attentive without being intrusive, making sure our stay was perfect and the escape we hoped it would be.

Lawn Cottage - Newly Renovated 2024
Adorable cottage, newly renovated. Perfect for two with an open space loft for one more. Kitchen is well stocked right down to the coffee. A good location if visiting Fort Knox, Mt. Barrie and not too far from Bar Harbor if that is on your list. Great stay, highly recommend. Beautiful view and private.

Nashport on the Penobscot
great stay for a relaxing weekend trip. perfect house for chilling but still drivable to Acadia. well stocked on the essentials, linens, and stunning views! host very responsive as well.
Pet-friendly cottage rentals

Lake Front-Spa Tub-Fire Pit-Full Kitchen-Canoe
We really enjoyed our stay at Eddie’s house. It was so clean and inviting. The house has so much character. The view of the lake was great. We would definitely book again.

Up Back Cottage
Eric is a super friendly host and he knows the local recommendations. His cabin is easy to check-in, clean and very peaceful. One sidenote is this listing doesn't provide wifi, making it ideal for people looking for an unplugged getaway. We truly enjoyed our time on the beautiful Maine coast!

Chic Farmhouse Cottage, WiFi, Private Beach, A/C
Absolutely loved our stay here! If you're someone who enjoys being close to nature and traveling with your dog, this place is perfect. The surroundings are peaceful and green. Fabiola was super friendly and made everything easy from check-in to check-out. The house rules were clear and straightforward, which made the whole experience stress-free. We felt really welcomed and comfortable the entire time. All in all, a great stay—we’d definitely come back!

Our charming,oceanfront, Bradford point cottage
We had a lovely stay at Jeff's place in Friendship and appreciated all the thoughtful touches there. It was wonderful taking the kayaks out to explore the surrounding islands. I would also recommend the lobster rolls nearby at the Jameson Point restaurant.

Hermit Thrush House
Barbara place is awesome for a couple plus I child nice quiet area very clean and it private. Barbara is a great host you will love this spot it feels like home we will be back

Camp on private Beach / Bears Den / Graham Lake
I had a wonderful stay here! The inside is clean and cozy! Plus we enjoyed being able to cook over the fire and hang out by the lake. The location is private and peaceful. 35 minutes to the entrance of Acadia but depending on what part of the park you are headed to it can be up to an hour drive. I would stay again!

Waterscape Cottage - private waterfront
Great stay at Ann’s cozy cottage. It was the perfect way to end our trip in the most restful way.

Cozy cottage close to Acadia National Park!
Such an absolutely magical place to stay! My pup and I stayed for a month while I worked and played. Gorgeous views of the Beech Hill Pond and close enough to various towns for hiking, sightseeing and enjoying local food. Spent time on Deer Isle, MDI at Bar Harbour & Acadia, and even made the trek to Lubec. if you want to experience a wee bit of winter and early spring, mid to late March into April was the perfect time. We had a few inches of snow fall within the first few days of the trip. Don't hesitate to book this cottage!
Private cottage rentals

Sunny 2 Bedroom cottage - Walk to the beach!
Beautiful home! Bed was great! Other things we loved were: having a well stocked kitchen (and coffee), and a washer/dryer. We did struggle to sleep the 1st night with the road noise, but we got ear plugs for the 2nd night and had no issue. Also, the sun does come in early, it would be nice to have an option of blackout curtains. Overall, a beautiful place and we would definitely stay again!

Owl Glass Cottage
Out of the busy part of town but very drivable to many locations. We went south and north to find hiking spots and beaches. The sunset was amazing from both inside and outside of the cottage. Thanks Annie for the recommendations. Your place is super cute.

Stylish ocean-view home on Acadia's Schoodic Loop
Great place. Exactly as described. Julie and Rich went above and beyond with recommendations and itineraries. Would stay there again!

The Cottage - close to Camden and Belfast
We LOVED staying in the cottage! It’s beautiful and cozy and stunning — even more amazing in person than the gorgeous photos :-) Iveta and her husband are so kind and helpful, you could not ask for more amazing hosts! Would love to stay here again.

Cozy waterfront home on Merrymeeting Bay.
Loved our time here! It’s about a 40 minute drive from Portland and then 5-10 from Brunswick. The neighborhood is quiet and perfect, exactly what we needed to relax! We loved coming back from Portland and grabbing dinner and gelato in Brunswick, such a nice way to unwind from a long day. Highly recommend and would love to stay here again :)

NEW!Waterfront|Firepit|Beach|Kayaks|Near Acadia
Beautiful, serene location and a great cabin. We enjoyed the view, kayaking, and the thoughtful welcome. The cabin is very cute and had everything we needed. Easy to get to local attractions. Would definitely stay here again. Be sure to check out the Williams Family Farm store at the main road.

Oak Grove Cottage at Sennebec Pond
I have zero complaints about Gordon's home. Everything was accurately described and the property was beautiful! it is right on the pond and the pictures do it justice. Yes, it's a little small and gets cold in the winter but it's worth it if you want to stay somewhere pretty without breaking the bank. Also, he has 3 heaters. We didn't leave them on because we were gone a lot of the time but it probably would have stayed warm if we did. This is really a great property for a couple! Highly recommended.

Lakefront Cottage at Salisbury Camp
I loved my stay and Salisbury Camp. I was there in October during peak foliage and the view from every window was just stunning! The interior is beautiful, everything is high-end and well-done. Huge kitchen that had everything I needed. The yard is right on the shore, there’s a solo stove, kayaks and a canoe, and it’s just a peaceful spot to relax. Jenny was very helpful and proactive in all communications, and even provided welcome treats from Stonewall Kitchen, along with a bottle of wine. I had to leave a day early due to a family medical emergency and she was so thoughtful and kind. My only regret is that I didn’t get to use one of the kayaks to explore the pond. Next time! I definitely plan to return, this is such a wonderful spot!
Quick stats about cottage rentals in Islesboro
Total rentals
30 properties
Nightly prices starting at
R1,441 ZAR before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Acadia National Park
- Samoset Resort
- Pemaquid Beach
- Coastal Maine Botanical Gardens
- Northeast Harbour Golf Club
- Pemaquid Point Lighthouse
- Kebo Valley Golf Club
- Hermon Mountain Ski Area
- Dragonfly Farm & Winery
- Sand Beach
- Three Island Beach
- Rockland Breakwater Light
- Hero Beach
- Spragues Beach
- Eaton Mountain Ski Resort
- Pinnacle Park
- The Camden Snow Bowl
- Bear Island Beach
- Narrow Place Beach
- Gilley Beach
- Pebbly Beach
- Lighthouse Beach
- Pebble Beach
- North Point Beach