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Our top choices for Windsor vacation rentals
1. Brook Road Condo
Brook Road Condo3.0 star property
Goshen
8.8 out of 10, Excellent, (3 reviews)
8.8/10
Excellent
(3 reviews)
"Convenient location, quiet and rural. Accommodations were clean and neat. Nice to have full kitchen for meal prep and snacks."
"Convenient location, quiet and rural. Accommodations were clean and neat. Nice to have full kitchen for meal prep and snacks."
Margaret
2. Brook Road Cabin
Brook Road Cabin3.5 star property
Goshen
7.4 out of 10, Good, (10 reviews)
7.4/10
Good
(10 reviews)
"In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊"
"In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊"Jill
The price is AED 668
AED 668
AED 1,091 total
includes taxes & fees
13 Dec - 14 Dec
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.
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.
Find vacation rentals that suit your style
Top Windsor Hotel Reviews
Colby Hill Inn
Colby Hill InnHenniker
10/10 Excellent
The innkeeper was extremely accommodating and helpful. The room was cozy with its own fireplace and four poster bed!! Choices for included breakfasts were worthy of a gourmet’s palette or a farmer’s appetite! A wedding reception with the plated dinners was five star! I look forward to returning next year.
The innkeeper was extremely accommodating and helpful. The room was cozy with its own fireplace and four poster bed!! Choices for included breakfasts were worthy of a gourmet’s palette or a farmer’s appetite! A wedding reception with the plated dinners was five star! I look forward to returning next year.
Mary Clancy
Rosewood Country Inn
Rosewood Country InnBradford
10/10 Excellent
Quaint New England inn. Great breakfasts. Close to snow skiing. Very clean rooms. Refrigerator full size, microwave, snacks available in hall. Owners pay great attention to detail.
Quaint New England inn. Great breakfasts. Close to snow skiing. Very clean rooms. Refrigerator full size, microwave, snacks available in hall. Owners pay great attention to detail.
Anonymous traveler
Blue Bear Inn
Blue Bear InnFrancestown
10/10 Excellent
I would recommend Blue Bear Inn it is a beautiful place, clean, quite, amazing views, and the staff were wonderful!
I would recommend Blue Bear Inn it is a beautiful place, clean, quite, amazing views, and the staff were wonderful!
Margaret
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
Mountain Edge Suites at Sunapee, an Ascend Collection HotelNewbury
10/10 Excellent
Huge comfortable suits, great for families. Loft has two bedrooms and two bathrooms, plus living room, dining room, and full kitchen. Also gas fireplaces (though may not be running) which creates a warm, inviting atmosphere.
Pool, hot tub, and sauna were in great condition. Highly recommend.
Huge comfortable suits, great for families. Loft has two bedrooms and two bathrooms, plus living room, dining room, and full kitchen. Also gas fireplaces (though may not be running) which creates a warm, inviting atmosphere.
Pool, hot tub, and sauna were in great condition. Highly recommend.
Heidi
Hampton Inn & Suites Keene
Hampton Inn & Suites KeeneKeene
10/10 Excellent
The staff are among the kindest people I’ve ever encountered at a hotel. Simply amazing
The staff are among the kindest people I’ve ever encountered at a hotel. Simply amazing
kristin
The Carriage Barn Inn
The Carriage Barn InnKeene
10/10 Excellent
Clean,quiet, beautiful inn in the heart of downtown Keene,NH. Joe was friendly and accommodating and a hell of a great guy. A+++++++
Clean,quiet, beautiful inn in the heart of downtown Keene,NH. Joe was friendly and accommodating and a hell of a great guy. A+++++++
Richard
Keene Elm City Hotel, an Ascend Collection Hotel
Keene Elm City Hotel, an Ascend Collection HotelKeene
10/10 Excellent
Friendly staff and clean, spacious room. Breakfast was very good!!
Friendly staff and clean, spacious room. Breakfast was very good!!
Kristine
Follansbee Inn
Follansbee InnNorth Sutton
10/10 Excellent
The owners are so kind, friendly, and thoughtful! I stayed here the night before the eclipse, and because they knew people wanted to leave early the next day to beat the eclipse traffic, they moved up the start of breakfast (poached eggs and bacon hash, yum!) an hour.
The hotel is beautiful and has wonderful views of the surroundings, including the lake, from windows. There is a nice loop around the lake that can be done, and hiking trails nearby.
There is a cozy atmosphere in the winter,...
The owners are so kind, friendly, and thoughtful! I stayed here the night before the eclipse, and because they knew people wanted to leave early the next day to beat the eclipse traffic, they moved up the start of breakfast (poached eggs and bacon hash, yum!) an hour.
The hotel is beautiful and has wonderful views of the surroundings, including the lake, from windows. There is a nice loop around the lake that can be done, and hiking trails nearby.
There is a cozy atmosphere in the winter,...
Christina
Best Western Plus Keene Hotel
Best Western Plus Keene HotelKeene
10/10 Excellent
Professional staff. Clean & attractive.
Some quests noisy in halls tho.
Professional staff. Clean & attractive.
Some quests noisy in halls tho.
Susan
Courtyard by Marriott Keene Downtown
Courtyard by Marriott Keene DowntownKeene
10/10 Excellent
Everything about this hotel was good. The staff, the room, and the location were all great.
Everything about this hotel was good. The staff, the room, and the location were all great.
Vic
Newport Motel
Newport MotelNewport
10/10 Excellent
Very clean and spacious room. The woman in the office is lovely. Very friendly and welcoming.
Very clean and spacious room. The woman in the office is lovely. Very friendly and welcoming.
Holly
The New London Inn
The New London InnNew London
10/10 Excellent
Staff was very accommodating, and the service was great, food, drinks, good coffee in the morning and the food we pretty good as well. Would definitely stay there again. Has charm and warmth you don't feel at other inn's or hotels. keep up the good work
Staff was very accommodating, and the service was great, food, drinks, good coffee in the morning and the food we pretty good as well. Would definitely stay there again. Has charm and warmth you don't feel at other inn's or hotels. keep up the good work
Joshua
Henniker Motel
Henniker MotelHenniker
10/10 Excellent
First the staff are so nice and friendly. Very welcoming. Room was comfortable and clean. Shower was amazing with plenty of hot water. Quiet, no road noise or traffic. Beautiful scenery. Will definitely stay there again.
First the staff are so nice and friendly. Very welcoming. Room was comfortable and clean. Shower was amazing with plenty of hot water. Quiet, no road noise or traffic. Beautiful scenery. Will definitely stay there again.
Kelly
Hideaway Inn Mt.Sunapee
Hideaway Inn Mt.SunapeeNewbury
10/10 Excellent
As someone who travels up to New Hampshire frequently, finding a reliable and welcoming place to stay is essential, and the Hideaway Inn at Mt Sunapee absolutely delivered. I stayed here with my two sons, and we had an incredible time.
Our room was comfortable and flawlessly clean, and the whole facility feels like a super retro cabin. The property strikes the perfect balance, as it is incredibly family-oriented with endless entertainment for kids, yet maintains a relaxed, well-kept atmosphere...
As someone who travels up to New Hampshire frequently, finding a reliable and welcoming place to stay is essential, and the Hideaway Inn at Mt Sunapee absolutely delivered. I stayed here with my two sons, and we had an incredible time.
Our room was comfortable and flawlessly clean, and the whole facility feels like a super retro cabin. The property strikes the perfect balance, as it is incredibly family-oriented with endless entertainment for kids, yet maintains a relaxed, well-kept atmosphere...
Kelly
Dexter's Inn
Dexter's InnSunapee
10/10 Excellent
This was my 3rd time staying at Dexter’s Inn and hopefully not the last. It is a wonderful inn with easy access to Mount Sunapee.
This was my 3rd time staying at Dexter’s Inn and hopefully not the last. It is a wonderful inn with easy access to Mount Sunapee.
Lisa
Monadnock Inn
Monadnock InnJaffrey
10/10 Excellent
On a Foliage tour through New England in October, my wife and I stayed at The Monadnock Inn following a hike of the nearby Mt. Monadnock. Arrival mid-week was simple and the Inn is full of centuries-old charm and comfort. Check-in was very simple and we were handed a key and walked up the stairs to the 3rd Floor Pauline Room. The room was very cozy with an antique soak tub and shower (great after a long hike), beautiful bay windows, steam radiator, comfortable bed, and warmly lit. There was no...
On a Foliage tour through New England in October, my wife and I stayed at The Monadnock Inn following a hike of the nearby Mt. Monadnock. Arrival mid-week was simple and the Inn is full of centuries-old charm and comfort. Check-in was very simple and we were handed a key and walked up the stairs to the 3rd Floor Pauline Room. The room was very cozy with an antique soak tub and shower (great after a long hike), beautiful bay windows, steam radiator, comfortable bed, and warmly lit. There was no...
Todd
Frequently Asked Questions
Can I find a vacation rental in Windsor?
Yes, you can find vacation rentals near well known attractions in Windsor, or you can go with a more remote option if you're looking for relaxation.
What's the top vacation rental in Windsor?
HISTORIC, RENOVATED BARN w/ Mt. SUNAPEE VIEW, SLEEPS 22+, Minutes to Lake / Mt.: This vacation home near Windsor is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a library.
How many vacation rentals will I find in Windsor?
Expedia has 5 vacation rentals for your stay in Windsor.
What’s there to see and do in Windsor?
Explore the area and family-friendly sights such as Friendly Farm, or get out into nature at a spot like Black Pond. In the larger area, you’ll find Windsor Town Hall and Franklin Pierce Homestead.
What’s a vacation rental in Windsor like?
A vacation rental is a private property where you can stay for a few weeks or just a few days in Windsor. Vacation rentals provide amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for small groups.