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Vacation rentals in Windsor

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Popular amenities for Windsor vacation rentals

Other great vacation rentals in Windsor

Guest favorite
A model sailboat rests on a wooden surface, prominently displayed in front of a large window. The serene view through the glass reveals a snowy landscape, with tall trees framing the scene and a glimpse of the lake beyond.
Cottage in Bradford
4.84 out of 5 average rating, 32 reviews

Breezy Hill

NishitRating, 5 stars1 week ago
Andy’s place was absolutely beautiful! This was one of the nicest places I’ve stayed in quite a while. We were here for the weekend for school and the location and place was PERFECT for a nice getaway and a relaxing place to stay. The house itself is very beautiful and clean with a great bathroom, kitchen and living room. The house also sits right in from of the lake, so personally, I really enjoyed going on a morning run right next to it everyday. Andy was also a great host with crystal clear instructions. I’ll definitely be staying here again!
Top guest favorite
A calm lake is depicted, reflecting a clear blue sky dotted with white clouds. The surrounding lush green trees create a serene backdrop, enhancing the tranquil atmosphere. A small dock is visible in the foreground, providing access to the water.
Cabin in Dunbarton
5 out of 5 average rating, 5 reviews

Waterfront-2/1- Cozy Cottage -Adventure & Romance

MarinaRating, 5 stars1 week ago
Our stay at the lakefront cottage was fantastic! The place was clean and welcoming. We enjoyed the fully stocked kitchen and the sitting areas. But most of all we loved the outdoors. The lake was perfect for paddle-boarding, and there were wonderful trails nearby in the walking distance. Watching beautiful sunsets over the lake made our trip magical. Nico is a gracious host, responsive, genuine, and welcoming. He went out of his way to make sure the kids and I had everything we needed.
Guest favorite
Three product dispensers are mounted on the wall, labeled for shampoo, body wash, and conditioner. The surrounding tiles feature a decorative pattern, while the wall displays a natural stone texture. A gray towel is hung nearby, complementing the neutral tones of the bathroom.
Home in New Boston
5 out of 5 average rating, 6 reviews

Woods’n’Wetlands

Michael,AlanRating, 5 stars1 week ago
We enjoyed our stay… Quiet, peaceful setting.
Guest favorite
Three large windows fill the wall, offering views of the surrounding woodland adorned with autumn foliage. Natural light illuminates the room, highlighting a simple wooden floor and a soft area rug. A small table is visible, accompanied by a few decorative items.
Tiny home in Hillsborough
5 out of 5 average rating, 8 reviews

Cozy Cabin in the forest

DebRating, 5 stars3 weeks ago
I was looking for a quiet, simple and remote getaway which is just what this is. Kristen was a pleasure to interact with from start to finish which made the stay even better.
A calm semi-private lake is seen under a bright sun, with rolling hills in the background. A small dock extends into the water, where a boat is moored. The sandy beach is framed by trees and soft foliage, creating an inviting natural space.
Home in Windsor
4.79 out of 5 average rating, 42 reviews

Rustic Updated Cozy Lake House! Close to skiing!

Erica MarieRating, 5 stars5 months ago
location was peaceful in the woods. house was roomy. kitchen was full of everything you would need in the cabinets. not a bad drive into town. we had a great time !!
Top guest favorite
Home in Washington
5 out of 5 average rating, 30 reviews

Nature Retreat: Kayaks, Hot Tub, SUP's & Fire Pit

ManuelaRating, 5 stars2 days ago
I couldn't have chosen a better place. From the start, Angela showed empathy and understanding. The place has everything, even more than I could have imagined. There's so much to do. It's a very welcoming and clean place. I will definitely return.
Guest favorite
Home in Hillsborough
5 out of 5 average rating, 9 reviews

Very Private Cabin on 12 Acres

SamanthaRating, 5 stars3 weeks ago
Great place, very responsive and great communication, comfy and cozy definitely recommended! it was a wonderful get away.
Top guest favorite
A butterfly with intricate orange and black patterns rests on delicate pink flowers. The background showcases wildflowers and greenery, creating a vibrant natural scene filled with color and life.
Yurt in Henniker
5 out of 5 average rating, 97 reviews

Unique Sunny Yome on Beetle Hill Farm

BumbleRating, 5 stars1 month ago
What an incredible experience! The yurt was beautiful on a lovely property! The stay has everything you need to live comfortably in the yurt for your visit. While it rained for our visit, we enjoyed the serenity of nature and peaceful interior of the yurt, as well as the games and puzzles provided by the host. We cannot wait to return for a longer stay in a warmer month to enjoy all the surrounding area has to offer. There are plenty of state parks, antique stores and local businesses within a short drive, leaving plenty to do, (or not do) while enjoying your stay.

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