
Holiday rentals in Little Deer Isle, Maine
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Top-rated holiday rentals in Little Deer Isle, Maine
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Other great holiday rentals in Little Deer Isle, Maine

Cottage in Deer Isle
4.87 out of 5 average rating, 141 reviewsFerry Keeper’s Cottage: Deer Isle (Waterviews)
CarolineRating, 5 stars8 months ago
My husband and I stayed at Nicole’s for 4 days in September and it was so peaceful, beautiful, and rejuvenating. The studio lets in natural light with a scenic view of a meadow in the back where we watched her horse Caspian grazing while we drank our morning coffees. It was the perfect escape into a place that felt one with nature. The beach is 3 houses down from her property and we enjoyed walking our dogs down there and exploring at low tide. The place itself was extremely clean, comfortable, and we really enjoyed cooking dinners in the kitchenette and found it to have everything we needed to make meals. Nicole was very responsive, welcoming, and so helpful with recommendations. She kindly gave us eggs from her hens as a welcome gift which we enjoyed as breakfast one of the days. Deer Isle has a lot to offer in the way of nature trails, local artists, and delicious food. We would definitely stay with her again!
Top guest favourite

Cottage in Deer Isle
4.98 out of 5 average rating, 87 reviewswww.periwinklecottagerental.com
DebbieRating, 5 stars9 months ago
We spent a wonderful week at this peaceful cottage in Little Deer Isle and highly recommend it. Good communication with the owners and Cris with quick responses to any questions we had.
Guest favourite

Cabin in Orland
5 out of 5 average rating, 7 reviewsLakefront Lupine Tiny Cabin @ Getogether Stays
DavidRating, 5 stars1 week ago
Amazing stay at Lupine Cabin, would 100% recommend for anyone looking for a rustic vacation but still want amenities. We stayed 2 nights and went kayaking and made a bonfire. Bathrooms were extremely clean, as well as all the linens. We were also able to check in early due to the rain and Eddie was extremely helpful. Out too dogs also loved the cabin. Planning on coming back soon.
Top guest favourite

Guest house in Searsport
5 out of 5 average rating, 25 reviewsModern forest getaway with patio and grill
KevinRating, 5 stars2 weeks ago
Chris’s place was beautiful and spotless. Had everything you could possibly need while being away from home. Anything I needed was right already provided, along with snacks for hikes and pancake mix that we used for breakfast on our final day before leaving. From the beautiful bathroom with the shower AND the tub, to the high ceilings in the kitchen/living room, the art that is all around the home, games, entertainment, etc. this place is absolutely perfect and we can’t wait to make our next trip to Maine to stay here again! Thank you so much for hosting us, Chris!
Top guest favourite

Cabin in Frankfort
4.96 out of 5 average rating, 50 reviewsStreamside Cabin at Trailhead
JenniferRating, 5 stars1 week ago
I cannot say enough great things about our stay here. The outdoor shower is absolutely incredible; so well crafted! If you’re looking at the listing and hesitant to book due to the toilet situation - don’t be! It was cleaner than quite a few other places we’ve stated that had “real” bathrooms. The cabin itself had everything we needed and more (comfortable bed, extra blankets, anything you’d need to cook simple meals, etc.). Everything was very clean and the rules & checkout instructions were very clear, which was great because that is definitely not always the case when you book a place. Bethany is a gracious and responsive host and the area is incredible. If you’re looking for a place in this area, I highly recommend staying here if it’s available for your dates!

Home in Deer Isle
4.83 out of 5 average rating, 12 reviewsTwo Birches, Hardys Hill Rd
JeanRating, 5 stars9 months ago
summer in Maine is now really expensive and as I started looking late, I was delighted to find Regina's place available. It was cozy and comfortable just for me and it felt quiet and safe. I could easily walk to the water's edge just down the hill and the location was only a mile from my sister's house which is primarily why I rented it. There are no exceptional views but if you plan to get out a lot and explore, it's a great option and probably a lot less than air bob's with water views. Everything worked in the house and Gina was always a text message away which was great.
Top guest favourite

Cabin in Deer Isle
4.97 out of 5 average rating, 37 reviewsDownseast on Greenlaw Cove: A Secluded Getaway
JaimieRating, 5 stars3 days ago
We had such an incredible time staying ay Jennifers. The cabin was so cozy, its truly is a Maine family summer cabin, you can feel all fun and good times that have been had there. It was perfectly accommodating given its rustic feel. The beach and surrounding woods are gorgeous and peaceful. We swam off the rocks every day and loved taking the paths between the cabins. And it is a perfect location between Blue Hill and Stonington, with the little enclave of Deer Isle down the road. But if we weren't so keen on exploring the Island, we would've never left the property. Truly a gem, we hope to be back!
Guest favourite

Cottage in Sedgwick
4.94 out of 5 average rating, 80 reviewsCobbler's Cottage
CordellRating, 5 stars8 months ago
Leslie was very accommodating and always made sure we had what we needed. My wife and I really enjoyed our stay at her cottage. The area is beautiful and it is right next to the bay. It is also about an hour away from Acadia and the drive there is very pretty.
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- Acadia National Park
- Samoset Resort
- Pemaquid Beach
- Northeast Harbour Golf Club
- Kebo Valley Golf Club
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- Dragonfly Farm & Winery
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