Holiday houses in Cherryfield

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Popular amenities for Cherryfield holiday rentals

Other great holiday rentals in Cherryfield

Guest favourite
Cottage in Beals
5 out of 5 average rating, 24 reviews

Oceanfront Island: Hiker & Honeymooner’s Paradise

ThomasRating, 5 starstoday
Jane and her cottage were spectacular. We were looking for a place to unwind and decompress, and this was all that plus the bonuses of a luxuriously appointed, thoughtfully decorated and absolutely spotless home, with an unparalleled view of the ocean in its ever-changing moods, shimmering sunsets and moonrises, cavorting seagulls and flocks of geese, and a soundtrack of waves, songbirds and gull calls. We felt welcomed like houseguests at a good friend's home who had just stepped out for a little bit. We forgot to look for the fabled map drawer (mentioned by another reviewer) but were intrigued by the many books on the shelves by Maine authors, and short stories that we read aloud to each other. One of us walked the 4.5 mile loop trail, rugged but well worth the effort, if one is up to it, for the wild coast and ancient forests. We both sat on the chairs at ocean's edge to drink it all in. This was the very best B&B we've ever stayed at. Kudos to Jane for making her home available!
Top Guest favourite
Cabin in Milbridge
5 out of 5 average rating, 27 reviews

Couples’ Retreat on 4 private Atlantic acres

HalleRating, 5 stars3 weeks ago
We had such an amazing stay at the Little G! The cottage was absolutely perfect: squeaky clean, peaceful, cozy/comfy, and had ALL the essentials. Terri & Tim truly thought of everything! Each time we opened another drawer or cabinet, we were surprised to find things we didn't even know we needed! We really enjoyed the tub for two and even the refreshing outdoor shower. Though it stayed in the 40s & 50s for our stay (brrrr), the shower was plenty hot! We are already looking forward to our next visit!
Top Guest favourite
Campervan/RV in Addison
5 out of 5 average rating, 10 reviews

Beautiful Down East

JaniceRating, 5 stars8 months ago
Stephen was very cordial and proactive with contact. It was quiet and peaceful with a beautiful view. Stephen did many little extra things to make our stay comfortable. He put the light on, we arrived early evening and he put on the heat for us to take the chill off, as late September is past the typical travel season. He left nice home baked pastries for our morning. It was nice to have a welcoming host and he respected our privacy. My husband and I would recommend.
Home in Addison
4.83 out of 5 average rating, 24 reviews

New England Charmer

Christopher Rating, 5 stars10 months ago
I highly recommend Bill and Liz Airbnb.. The host were more than accommodating. There Airbnb is in a great location, close to everything you need, peaceful, scenic, well stocked, an excellent value. I highly recommend this place, particularly if you are on a budget. You cannot find a better deal for this location. Thank you Bill and Liz, my parents appreciated your hospitality.
Top Guest favourite
Chalet in Gouldsboro
5 out of 5 average rating, 91 reviews

LUXE Beachfront Chalet w/ Gameroom & Firepit

MelanieRating, 5 stars1 month ago
I cannot recommend this property enough! It far exceeded our expectations and was one of the best airbnb experiences we have had across the board. The hosts were highly communicative and responsive. The house and setting were beautiful, peaceful, and relaxing. The game and movie rooms were a hit! Everything was clean and in great condition and the house had everything we needed and more! We absolutely cannot wait to go back!
Top Guest favourite
Loft in Gouldsboro
5 out of 5 average rating, 55 reviews

Fisherman's Nook & Schoodic Retreat

KayceRating, 5 stars1 day ago
We enjoyed our stay so much! The house had everything we needed… and I mean EVERYTHING. Plenty of cookware, dishes, linens. There were even extra toiletries in case we forgot anything! The bed was comfortable, the porch was peaceful. Spotless and well organized. The lobsters were such a great experience and the instructions were so simple. I would have never thought I could cook lobster but it turned out great! Such a cool place. Lots around the area to explore. We spent a day on the Schoodic Peninsula and I wish we would have more time to spend. The ferry from winter harbor to bar harbor was SO fun! Great hosts! We had plenty of privacy but also appreciated Catherine checking in to make sure we were settled. It’s a beautiful area. There was also a super detailed guidebook and maps, which was extremely helpful and thoughtful.
Guest favourite
Campervan/RV in Addison
4.95 out of 5 average rating, 21 reviews

Private oceanfront glamping

WilliamRating, 5 stars1 week ago
We enjoyed the peace and quiet and the tides. It’s a camper so you do sacrifice the comfy beds at home, but the scenery and quiet make up for that. Would stay again.
Guest favourite
Cottage in Cherryfield
4.9 out of 5 average rating, 82 reviews

Historic Cottage on Horse Farm: FirePit & BBQ

DeepakRating, 5 stars20 months ago
We had an amazing time on the horse farm and our doggos loved running the property. The space was cozy and had everything we needed. Melanie was very friendly and provided us were great local recommendations. We were able to go into the house stables and pet the horses. The gals who owned the horses were there and answered questions we had about the horses. We will definitely be coming back to this gem.

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Washington County
  5. Cherryfield