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Search results; 778 homes in Windsor

Home in Windsor
Rustic Updated Cozy Lake House! Close to skiing!
2 bedrooms, 4 beds, 2 private bathrooms
20–25 Aug
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4.8 out of 5 average rating, 56 reviews
Home in Windsor
Spacious, Sunny Lake House! Close to ski trails.
4 bedrooms, 6 beds, 2.5 bathrooms
26–31 Aug
4.69 out of 5 average rating, 83 reviews
Home in Windsor
Large, Comfy Family House w/ Lake & Beach access
5 bedrooms, 8 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.8 out of 5 average rating, 60 reviews
Top guest favourite
Cabin in Windsor
*Amazing Mountain Views* log cabin w/ pool+firepit
3 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 33 reviews
Home in Windsor
Spacious Family Lake and Ski House
5 bedrooms, 10 beds, 3 bathrooms
23–28 Aug
4.63 out of 5 average rating, 96 reviews
Guest favourite
Home in Stoddard
Lake house getaway
3 bedrooms, 9 beds, 3.5 bathrooms
30 Aug – 4 Sept
4.91 out of 5 average rating, 34 reviews
Top guest favourite
Yurt in Newport
Bartlett's Blueberry Farm Yurt
1 bedroom, 2 beds, WC
17–22 Aug
5.0 out of 5 average rating, 87 reviews
Cabin in Windsor
Lakefront Cabin, Quiet Location
2 bedrooms, 3 beds, WC
14–19 Sept
4.67 out of 5 average rating, 9 reviews
Guest favourite
Home in Antrim
Franklin Pierce Lake Escape
2 bedrooms, 2 beds, 1 bathroom
24–29 Aug
4.8 out of 5 average rating, 5 reviews
Superhost
Camper van/Motorhome in Henniker
Relaxing Camper Retreat with Fire Pit & Kayaks
1 bedroom, 3 beds, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Cabin in Marlow
The Birches Cabin, at home in the woods!
2 bedrooms, 4 beds, 1 bathroom
30 Nov – 5 Dec
4.97 out of 5 average rating, 179 reviews
Superhost
Campsite in Washington
Lake Front Campsite 🏕
1 bed, WC
16–21 Aug
4.83 out of 5 average rating, 63 reviews
Top guest favourite
Cabin in Stoddard
Waterfront Cabin on Beautiful Highland Lake!
2 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.83 out of 5 average rating, 271 reviews
Top guest favourite
Cabin in Stoddard
Rocky Ledge: Cozy Pet-Friendly 3BR Log Cabin
3 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
4.92 out of 5 average rating, 158 reviews
Guest favourite
Treehouse in Stoddard
Handcrafted Treehouse · 2hr Boston · Fire + Stars
1 bedroom, 1 bathroom
23–28 Aug
4.95 out of 5 average rating, 129 reviews
Top guest favourite
Cottage in Nelson
Cozy and Romantic Granite Lake Cottage Getaway
2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.99 out of 5 average rating, 143 reviews
Guest favourite
Cabin in Stoddard
Cozy Cabin with Lake Access
2 bedrooms, 4 beds, 1 bathroom
4–9 Sept
4.85 out of 5 average rating, 152 reviews
Top guest favourite
Flat in Henniker
A Lovely In-Law Apt Near Pat’s Peak and NEC!
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
4.99 out of 5 average rating, 83 reviews
Guest favourite
Cottage in Stoddard
Lakeside Retreat 4BR/2BA- 2hrs from Boston
4 bedrooms, 5 beds, 2 bathrooms
19–24 Sept
4.97 out of 5 average rating, 29 reviews