Vacation rentals in Windsor

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Popular amenities for Windsor vacation rentals

Other great vacation rentals in Windsor

Superhost
The entrance to the property is framed by a bright yellow exterior, featuring two sets of double doors labeled A and B. Potted plants are placed on either side of the doors, and a gentle pathway leads towards the entrance.
Apartment in Bristol
5 out of 5 average rating, 3 reviews

1 bedroom near Ragged Mountain & Newfound Lake

LianaRating, 5 stars5 months ago
Had a lovely longer-term stay here. The house is beautiful with classic old New England character but totally modern features inside. Walking distance to several walking trails and coffee shops and short drives to countless places for swimming, hiking, rock climbing, and walking. The hosts were extremely kind and accommodating. No complaints here, we had a wonderful stay!
Guest favorite
A spacious living area features large windows that provide scenic views of the surrounding landscape. Comfortable seating is arranged to foster conversation, complemented by a central coffee table. The wood-beamed ceiling adds a rustic touch, while plush rugs enhance the cozy ambiance.
Home in Bellows falls
5 out of 5 average rating, 8 reviews

Amazing Views, Skiing Nearby and Amenities Galore!

GillianRating, 5 stars2 months ago
We absolutely loved our stay at Barbara’s home! It was spacious enough to accommodate 6 adults and 1 child with no issue. The kitchen is well appointed, allowing us to cook meals throughout our stay. We had a small storm roll through, which dropped 5” of snow overnight (great for our next day on the mountain!), and we were thrilled to see that the driveway and walkway had been cleared prior to 7am. The bedrooms were comfortable and the view from the great room is truly stunning. Would love to stay here again! Thank you, Barbara!
Guest favorite
A firepit surrounded by red adirondack chairs is placed on a snowy lawn, with a cozy fire burning in the center. The two-story retreat is visible in the background, featuring expansive windows and solar panels on the roof, all under a clear blue sky.
Home in Newport
4.9 out of 5 average rating, 88 reviews

Berry Mountain Lodge: Mountain Views by Lake & Ski

MelissaRating, 5 stars1 month ago
This house was great for a large group to visit Sunapee area. Cassandra was responsive and helpful. The house was clean, neat, very well stocked, and had plenty of space and things to do.
Superhost
Three white Adirondack chairs are positioned on a grassy area facing a serene pond, with rolling hills visible in the background. The cloud-dotted sky contributes to a calm and inviting setting.
Apartment in Henniker
4.83 out of 5 average rating, 36 reviews

Paradise on the pond

GabrielleRating, 5 stars1 month ago
This is the second year we stayed at Paradise on the Pond, a great spot to access both Pat's Peak and Crotched Mountain Ski resorts. Cynthia was very accommodating of some changes in our schedule due to my upcoming surgery and she provided an extra very comfy blow up bed for a 3rd guest. Thank you Cynthia! Hope to see you again next year!
Guest favorite
Home in Gilford
4.88 out of 5 average rating, 201 reviews

Fun & Fabulous Getaway

Joshua MichaelRating, 5 stars1 month ago
My family booked this place because it was close to Gunstock. With plenty of room for the entire family and cozy living area, it had everything we needed. Mohammed was very attentive to any questions we had, and the place had everything we needed and more. The only recommendation I have is to clean more of the snow from the back deck. We had trouble accessing the grill.
Top guest favorite
A spacious kitchen and dining area is seen, featuring a large granite island with bar seating. Open shelving and modern appliances are present. A staircase with wooden steps and metal railings leads to the upper level, while large windows invite natural light into the room.
Home in Plymouth
5 out of 5 average rating, 16 reviews

Luxury Modern Cabin near Okemo & Killington

TariQRating, 5 stars1 month ago
Stephanie was an Incredible host! The listing matched her description and the property looked even better upon checking in. Stephanie maintains this property really well and I couldn’t have felt any more at home. The home was clean and had a perfect cozy feeling to it. In addition, this was really close to the mountain, which made the getaway even better. I enjoyed the privacy and waking up to a nice snow dusting before my trip to the mountain. I highly suggested staying at Stephanie’s property if you’re looking for a quick getaway. I certainly will be looking to book again soon. Thank you Stephanie!
Superhost
Home in Hebron
5 out of 5 average rating, 11 reviews

Getaway at Hebron Bay

CameronRating, 5 stars6 months ago
Perfect place for a family. Lots of beds and space to hang out. The heaters in every room were convenient especially at night. It was comfortable and check-in was easy. Check-out had a lot of steps and required a bit of extra work so make sure to follow the instructions listed in the house rules. Overall a great stay we enjoyed our time at Newfound Lake!
Guest favorite
Home in Newport
4.93 out of 5 average rating, 57 reviews

Crescent Lake home swim, golf and hike

SaraRating, 5 stars2 months ago
We loved the home. Perfect for our ski vacation to Sunapee and Okemo! It was one of our favorite Airbnb’s. So cozy, great location, great atmosphere, great decorating, etc. We just felt right at home from a minute. We walked in the door Beds comfortable. The upstairs is great if you have a few kids who just want to crash on a bunch of different beds. Laurie, who we mostly communicated with, was fantastic. So nice and so easy to get in touch with if we needed her for anything. Thanks for a great day! Hope to come back someday.

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