Search Cabin Rentals in Windsor

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Compare 47 Cabin Rentals in Windsor with updated reviews, rates, and availability.

"We were traveling through New England and were looking forward to spending some time exploring the pond. We’d already been at the coast and were headed to more mountains and hiking inland over the rest of the week. We arrived and found they had put the paddleboards and kayaks away for the season. The neighbors on the cove still had lots of water toys set up. When we called, we were told that they put the Paddleboards and kayaks away October 1st. There was no mention of that in the listing and...

"We are four adult sisters, 60+. The cabin was comfortable, had everything we needed for a good stay. It’s located right on the water and so convenient to all the sightseeing we wanted to do. I would highly recommend as our stay far exceeded our expectations. "

"Had a great time. House was beautiful over looking great pond. "

Hammock swings are easily hung on the porch for a relaxing afternoon.

"Roxie was a cozy tiny cabin! It was absolutely perfect for the one night passing through with the dog. My only regret was not having more time to make it a longer stay. The cabin has everything you need for a stay! The wood stove did a great job heating it, and it stayed pretty warm all night. GPS took me right there, no issue finding the road. And while no WiFi, cell service was fine and could stream playoff baseball before bed. Would 10/10 stay again and for longer if back in the area! "

SAR 593 total

includes taxes & fees

27 Dec - 28 Dec

"This is the perfect Maine camp! Clean, comfortable and cute."

"Amazing property! "

"This was just what we needed. Right on the water, quiet surroundings and the neighbors were so nice they brought us fresh vegetables."

"Peaceful and relaxing. A few things would have been nice to know ahead of our trip. Difficult to get to the water to swim. Did not know when trash pick up was scheduled and had to remind owner that it was not picked up. All that being said - it was very enjoyable"

Cook, eat, and enjoy outside under the gazebo.

"We had two adults, two teens and one very active dog. Guess who was NOT thrilled with the no-plumbing no-electricity situation?!? But that’s the point- reconnect with nature and slow down. We even got them off their phones for a while. (Although internet is strong! Totally remote workable) The island is beautiful and serene and clean. A great escape from the hustle and bustle of DC (where we live). We fished in the canoe, wandered around in the kayaks….. Our dog Archie roamed the island (he is...

"Beautiful location right on the water!"

Dresden Vacation Rental | 2BR | 1.5BA | 1,400 Sq Ft | Stairs Required

"We really appreciated this property! We planned a trip out to Maine for a long time and this rental made it so perfect! Very cozy, very relaxing atmosphere! It really was great we had everything we needed."

Kayaking to Blueberry Island on Lake St George

"The GOOD: Checking in was a breeze, the location for what we needed was excellent and the living spaces where comfortable and cozy. The BAD: The outside of property was not well kept and the seating outside was not what was portrayed in the pictures. Deck was a bit sketchy and table and chairs where dirty as was the window sills on the inside of cabin. The UGLY: The basement was wet and musty and smelly (like cat piss). Would not allow anyone to go down because when you open the basement door...

"Perfect setup! Great for a getaway. The owners have thought of everything to make your stay perfect. It was private, quiet and gorgeous. Will definitely be going back!"

SAR 696 total

includes taxes & fees

29 Nov - 30 Nov

"Great size, very clean. The posted pictures do not do this camp justice! Lots of upgrades and Beth is very responsive. Beautiful cove with little traffic. Sounds of loons day and night. Great bass fishing too! There is a wonderful dock but be sure to bring your own water toys. Great place for children with neighbors that encourage lots of kid play, exploring/adventuring, and boisterous fun."

"Dawn was great and the cabin/house was awesome. Clean, decorated beautifully, and with heat pumps in each bedroom, a huge hit for the 3 couples. Highly recommend!"

"Amazing little place on a beautiful property. Wish we could have stayed longer! Would definitely stay again."

"I would highly recommend this cabin to everyone. It was so clean and had all the amenities that you needed and more. They have thought of everything. Enjoyed the canoe and tubes to float on the lake. And the fires in at night. . It was truly paradise. Thank you so much for a wonderful stay."

" We stayed August 24 - 31 2024 in this lovely property. It provided all the comforts of home and more. The beds were comfortable, it was VERY clean, and there was a well equipped kitchen for preparing any kind of meal. The additional "toys" made having fun easy. The hosts were so nice and very receptive to any needs we may have had but they had provided everything for a comfortable stay. There was also a nice selection of rainy day entertainment available too. The property is...

"Wonderful stay!"

"Excellent and clean cabin. Had everything we needed. The owner was great and even helped us out at 7am when we locked ourselves out! He came right away. Would highly recommend "

Save an average of 15% on thousands of hotels when you're signed in

Other property types in Windsor

"We had a great time staying at sunfish cove! Very spacious home with great views of the water! Really enjoyed the fire pit and the outdoor amenities!"

"This house has a beautiful location. My husband and I stayed for a weekend getaway and enjoyed our stay. One issue that we had was the water pressure. It was hard to shower because the water kept going in and out. As others have stated, the inside of the house could use some TLC. Some of the decorations are falling apart on the wall. The paint on the walls in some rooms look incomplete. Overall it was a good stay. "

This 44 foot porch runs the width of the house with panoramic views of the water

"Beautiful cottage with an amazing view of the bay. Great porch where we spent most of our time. Very convenient to Damariscotta. Great setting for two couples. "