Windsor County Homestays
If you're a traveler looking for more than just a room, booking a homestay in Windsor County is the perfect move. It provides a rich, personal environment, whether you're traveling alone and crave conversation or are with your family and want a deeper cultural immersion. The best part is often the insider advice you'll get from your host, turning a simple stay into a memorable experience.
Trip.com Featured Homestays in Windsor County
1. Deer Brook Inn
• Featuring Garden, Parking, and Wi-Fi in public areas.
• Rated 10/10 based on 8 reviews.
• Steps from Aqueduct Trails (3.75 km).
• $248-$428 / night
2. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
• Enjoy Wi-Fi in public areas, Gaming area, and No smoking in public areas.
• Just a 0.22 km walk from Mt. Laurel Ski Club.
• $1,580-$1,902 / night
3. The Weston
• Enjoy Garden, Spa, and Luggage storage.
• Guest Rated: 10/10 (5 Reviews)
• Steps from The Playhouse - WTC Performance Venue (0.37 km).
• $412-$1,786 / night
All prices shown are for June 11-June 17, as listed on Trip.com.
Book Homestays Windsor County for local life and cozy charm.
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Hotel Star Rating
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Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+Popular Homestays in Windsor County
Book Windsor County Homestays for authentic vibes.
Most Booked
Lowest price
Closest to downtown
Highest Rated
56
Great
51 reviews
9.1/10
61
Outstanding
5 reviews
10/10
1 night
From $316
16
Hotels in Windsor County
Featured facilities: Clothes dryer
Great
9.2/10
16
Outstanding
8 reviews
10/10
56
Outstanding
31 reviews
10/10
16
Outstanding
16 reviews
9.8/10
18
Hotels in Windsor County
Featured facilities: Kitchen, Washing machine
Outstanding
9.8/10
20
Hotels in Windsor County
Featured facilities: Clothes dryer
Outstanding
10/10
26
Hotels in Windsor County
Hello and welcome to Hawks Mountain Farm, a working farm with gardens, chickens, two yaks, four donkeys and an 1820 farm house. It borders a 2200 acre wildlife area and the vibrant Okemo Valley Region - lots to see and do.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 3-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.Small scale weddings may be considered..
Outstanding
34 reviews
10/10
30
Hotels in Windsor County
Featured facilities: Kitchen, Washing machine, Clothes dryer
Outstanding
10/10
Frequently Asked Questions
What are some of the best Homestays in Windsor County?
Whether you are traveling to Windsor County for business or tourism, Stone Hearth Inn and Eatery (from $188) , Deer Brook Inn (from $248) and Luxe Mountain Home w/ Chefs Kitchen & Okemo Views (from $1,580) are good options.
How much for staying Homestays in Windsor County?
For Homestays in Windsor County, the average price is $575 on weekdays, and $764 on weekends (Friday–Saturday).
Do any Homestays in Windsor County offer breakfast?
Stone Hearth Inn and Eatery (from $188) provides high-quality breakfast.
Which Homestays in Windsor County provide parking spaces?
Stone Hearth Inn and Eatery (from $188) and Deer Brook Inn (from $248) have parking spaces.
Windsor County Homestays Information
| Total properties | 110 |
|---|---|
| Number of reviews | 764 |
| Weekend Avg. Price | $764 |
| Weekday Avg. Price | $575 |
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