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Compare 46 Cabin Rentals in Windsor with updated reviews, rates, and availability.

Lakefront Cabin

10.0 out of 10, Exceptional, (20)
"We loved the cottage and it was perfect for our family. "
Lakefront Cabin

Lakefront home on McGrath Pond - once featured on Maine Cabin Masters

8.6 out of 10, Excellent, (14)
"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...
Lakefront home on McGrath Pond - once featured on Maine Cabin Masters

Kayakers’ Cabin- “Maine Cabin Masters” remodel.

10.0 out of 10, Exceptional, (40)
"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. "
Kayakers’ Cabin- “Maine Cabin Masters” remodel.

Great Pond Getaway| Lakefront|Dock|Sunset Views

2.0 star property
10.0 out of 10, Exceptional, (2)
"Had a great time. House was beautiful over looking great pond. "
Great Pond Getaway| Lakefront|Dock|Sunset Views

Tiny Cabin on 100 Acres Kayaks/Canoes/Paddleboards

9.8 out of 10, Exceptional, (24)
"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! "
The price is AED 349
AED 581 total
includes taxes & fees
29 Dec - 30 Dec
Tiny Cabin on 100 Acres Kayaks/Canoes/Paddleboards

Lakefront cottage with dock, screened porch, & Island in Biscay Pond

8.6 out of 10, Excellent, (19)
"This is the perfect Maine camp! Clean, comfortable and cute."
Lakefront cottage with dock, screened porch, & Island in Biscay Pond

Nature lovers Paradise your own island

9.8 out of 10, Exceptional, (65)
"Amazing property! "
Nature lovers Paradise your own island

Lakefront cabin with private dock, wood stove, firepit, deck, & grill - 1 dog ok

9.0 out of 10, Wonderful, (18)
"This was just what we needed. Right on the water, quiet surroundings and the neighbors were so nice they brought us fresh vegetables."
Lakefront cabin with private dock, wood stove, firepit, deck, & grill - 1 dog ok

Rustic, lakefront fishing cabin on Webber Pond with sunset views - 2 dogs OK

8.4 out of 10, Very Good, (7)
"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"
Rustic, lakefront fishing cabin on Webber Pond with sunset views - 2 dogs OK

Island Aframe Adventure

10.0 out of 10, Exceptional, (3)
"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...
Island Aframe Adventure

on gorgeous Great Pond (lake), great for families!

9.2 out of 10, Wonderful, (19)
"Beautiful location right on the water!"
on gorgeous Great Pond (lake), great for families!

Waterfront Dresden Cabin with Deck + Fire Pit!

8.8 out of 10, Excellent, (10)
"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."
Waterfront Dresden Cabin with Deck + Fire Pit!

Log cabin on Lake St George! Family adventures await. Openings in September!

8.6 out of 10, Excellent, (34)
"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...
Log cabin on Lake St George! Family adventures await. Openings in September!

Get in touch with nature.

10.0 out of 10, Exceptional, (21)
"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!"
The price is AED 367
AED 601 total
includes taxes & fees
31 Dec - 1 January 2025
Get in touch with nature.

Lakefront Cottage - sleeps 6 - 2 baths

10.0 out of 10, Exceptional, (2)
"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."
Lakefront Cottage - sleeps 6 - 2 baths

Year Round Cabin in Litchfield

10.0 out of 10, Exceptional, (15)
"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!"
Year Round Cabin in Litchfield

Tiny House-100 acres Kayaks/Canoes/Paddleboards/trails/Axe Throwing/pizza oven

9.6 out of 10, Exceptional, (5)
"Amazing little place on a beautiful property. Wish we could have stayed longer! Would definitely stay again."
Tiny House-100 acres Kayaks/Canoes/Paddleboards/trails/Axe Throwing/pizza oven

Quintessential Maine cabin w/ private waterfront

10.0 out of 10, Exceptional, (9)
"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."
Quintessential Maine cabin w/ private waterfront

MAGICAL 98 yr. old Mayflower Lodge Waterfront Cabin Silver Lake, Swim SUNSETS

9.8 out of 10, Exceptional, (15)
" 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...
MAGICAL 98 yr. old Mayflower Lodge Waterfront Cabin Silver Lake, Swim SUNSETS

Mountainside cabin "Sasquatch Haven"

9.4 out of 10, Exceptional, (18)
"Wonderful stay!"
Mountainside cabin "Sasquatch Haven"
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 Windsor

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (97)
"We were having a delightful stay until we noticed that there was no heat but from the fire place. Unfortunately, we had to leave in the middle of our stay. Vrbo gave us a refund. I would stay there again. Lovely and sunny. Excellent Property Manager."
A Charming Waterfront Cottage with Touches of Elegance

Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak

8.0 out of 10, Very Good, (15)
"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. "
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak

Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK

9.0 out of 10, Wonderful, (18)
"Comfortable, quiet location. Appreciated the many nightlights. Both showers need grab bars. Basement shower drain not attached to shower floor."
Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK
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.