Photo by William E Berry Jr.

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Compare Cottages in Windsor with updated reviews, rates, and availability.

The Carriage House on Main
9.8 out of 10, Exceptional, (11)
"Such a cool place to stay in a wonderful location in Quechee. Even nicer than the pictures! Hosts are informative and helpful. Would definitely return."
The Carriage House on Main
Kolelemook Cottage: A Family Oasis on Kolelemook Lake
10.0 out of 10, Exceptional, (3)
"On a very quiet small lake, but plenty of things to do. Kayaks, paddleboard, float pad, and hot tub were a big hit. Plenty of games and activities in the house too for rainy days. Greg was great at communicating everything about the house and quick to respond. Would definitely stay again!"
The price is AED 735
AED 1,698 total
includes taxes & fees
25 Jun - 26 Jun
Kolelemook Cottage: A Family Oasis on Kolelemook Lake
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
10.0 out of 10, Exceptional, (2)
"Had a wonderful stay and romp in the spring snow. Probably the best appointed kitchen we've experienced so far. House is full of character, quirks and picturesque surroundings as well as thoughtful elements for both humans and canines. Perfect location for exploring, skiing or good old relaxation. Loved the streams, covered bridge and variety of eggs available up and down the road!"
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
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Cozy Historic Hilltop Cottage with Mount Ascutney View
9.8 out of 10, Exceptional, (70)
"Fantastic hilltop house in the woods of Vermont; spotlessly clean, very comfortable and tastefully decorated, we had a wonderful stay."
Cozy Historic Hilltop Cottage with Mount Ascutney View
Charming Lakefront Cottage near Mount Sunapee
10.0 out of 10, Exceptional, (32)
"Had a wonderful time at this lake side cottage. Home was lovely and had everything we needed for our winter retreat."
Charming Lakefront Cottage near Mount Sunapee
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
9.0 out of 10, Wonderful, (9)
"Beautiful, quiet location next to river with spectacular views of covered bridge & VT landscapes! Clean, cozy, bright, rustic home in wonderful rural Woodstock area. Home is conveniently close to most highways & the center of town. The spacious rooms have mix of period & contemporary furniture, adding to the charm. Had great outdoor deck & river view was certainly a big plus! A few deck chairs would have made that even better! The kitchen had all necessary items for nice stay, loved...
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Renovated lakefront cottage with deep-water dock, swim platform, & firepit
9.6 out of 10, Exceptional, (5)
"Location was awesome, house met the description and was comfortable. Stayed with dog and 3 kids. Doors (or walls?) were a little drafty in the winter, but heating seemed to be ok. Heated floors in bathrooms were really nice. Suggest more than 2 dishwasher tabs per renter. Basement is quite cold but we didn't need to use it for sleeping. Still, 5 stars, great property and would stay again."
Renovated lakefront cottage with deep-water dock, swim platform, & firepit
Brook Road Cabin
3.5 star property
7.8 out of 10, Good, (9)
"This little cabin is exactly what the owner purports it to be. No more; no less. It's quaint and the bedrooms are small. Because it's a cabin. The shower is small. Because it's a cabin. The TV and stove and sink are all small. Because it's a cabin! There are a few ants around, but there's Raid spray under the sink if you want to go that route. The occasional ant is going to show it's occasional self. It's a cabin. in the woods... I thought it was a fair accommodation for a fair price (just a...
The price is AED 702
AED 1,068 total
includes taxes & fees
23 Jun - 24 Jun
Brook Road Cabin
Cottage Across Street from the Lake w/ 60' Water Frontage Access, Private Dock
9.0 out of 10, Wonderful, (45)
"The house is super nice and cozy, but there was a lot of mud in the parking lot, making things quite difficult to pack and unpack the car. The WiFi signal was good, but super low speed. Other than these two things, we loved the place and would recommend it, specially because it is very close to Okemo Ski resort."
Cottage Across Street from the Lake w/ 60' Water Frontage Access, Private Dock
Spruce Moose Cottage | Tiny House on 65 private acres
Spruce Moose Cottage | Tiny House on 65 private acres
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
10.0 out of 10, Exceptional, (3)
"very good cozy location. enjoyed the privacy during our stay."
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Lakeside life at its best!
9.8 out of 10, Exceptional, (46)
"This place was beautiful. Well taken care of. It has so much to offer. The owner was amazing to work with. We would recommend this place to anyone."
Lakeside life at its best!
Newly converted 2BR/2BA carriage house!
Newly converted 2BR/2BA carriage house!
Cozy Cottage minutes away from Sunapee Mountain Skiing
9.8 out of 10, Exceptional, (12)
"We came for my cousin’s wedding and the location was great! 8 minutes from the hotel that extended family was staying at, 15 minutes from the wedding venue and 20 mins from my Uncle & Aunt’s house. Wish we had more down time to spend at the house because it was peaceful. My husband said he had the best, most restful sleep he’s ever had. Thank you!"
Cozy Cottage minutes away from Sunapee Mountain Skiing
4bdrm Cottage central to year round fun w/fireplace
4bdrm Cottage central to year round fun w/fireplace
Private Sunapee Getaway: 2 Mi to Ledge Pond!
3.5 star property
Private Sunapee Getaway: 2 Mi to Ledge Pond!
Historic New Hampshire Home: 1 Mi to Boat Launch
3.0 star property
Historic New Hampshire Home: 1 Mi to Boat Launch
Wooded Waterfront Grantham Home < 10 Mi to Ski!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Great atmosphere!"
Wooded Waterfront Grantham Home < 10 Mi to Ski!
Historic Hanover Area Home, 16 Miles to Dartmouth!
3.0 star property
Historic Hanover Area Home, 16 Miles to Dartmouth!
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!
3.0 star property
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!
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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.

Other property types in Windsor

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, (32)
"Will be back!!"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
9.6 out of 10, Exceptional, (32)
"Lovely property and great location to outdoor activities."
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (176)
"This property was beautiful and literally had everything we needed to cook family meals including spices and all necessary pots/pans. I was impressed by how much this hike had available form our convenience. My only issue is that the home is advertised as a 2 bedroom but it is a loft space with 3 beds and no doors. We were not expecting this but made it work. Other than that this place is a slice of heaven!"
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
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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