
Holiday rentals with a fireplace in Windsor County
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Top-rated rentals with a fireplace in Windsor County
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House rentals with a fireplace

Country Home next to Covered Bridge
Exactly as described! We really enjoyed our stay! We Hope to come back eventually!

Beautiful Historic 1909 Library with a Fireplace
We love the library! Stayed here 4 times now. It's a special place filled with history, in a beautiful area with quite a bit to do nearby. The fireplace is lovely and cozy, the bed is super comfortable, the kitchenette has everything you need, and we love that it's dog friendly too. There were even some toys for our pup to enjoy during our stay. Highly recommend for a unique and special getaway!

Escape to Vermont
Wesley and Damon’s home was a very cozy place and in a great location to stay at if you’re looking to ski at Killington. My friends and I were very happy this is where we chose to stay.

Modern Farmhouse on 25 Acres - Superb Views
We had a quiet stay at the Farmhouse. Very peaceful and quiet location. Lots of space for our dog to roam. The house is very nice and clean. We enjoyed having coffee and looking out across the fields, reading, and cooking. It’s near the small village of Rochester with a few restaurants and otherwise we explored neighboring towns like Middlebury, Waitsfield, Stowe, and Montpelier.

Blueberry Hill Escape | Pet Friendly | HotTub | Fi
We enjoyed our time at Chris's house. The house has everything you will need including coffee and kcups. We enjoyed the fireplace in the living room and the hot tub. The view from the hot tub was great! We didnt get to use the fire pit because it was raining the whole time but it looks like an awesome hang out area. Communication with Chris was great. We recommend a stay here and would definitely return in the future!

Quechee Hathaway House: gardens, hot tub & views
Great stay! Such a unique house, perfect for our friends to all get together. Plenty of spaces to all hang out together. Hot tub was great and very clean. Easy to find location and close to Woodstock and quechee

Historic Home on 17 acres of land. Go escape!
Staying here is always a joy for the entire family! It has become an annual tradition that we all look forward to in winter. Thank you for being so accommodating with our schedule and a special thanks to Mitchell for going the extra mile to snow blow a waking path for me and the dogs to keep our daily routine of visiting the horses, after the last storm brought over 13” of snow. P.S. the new stove/oven is amazing!! 🤩

Greystone 1830
Very special place - we loved it and hope to come back soon! It is everything wonderful about a stone home with a modernized kitchen and living areas. So cozy and beautiful!
Apartment rentals with a fireplace

Tunbridge Home with a View
We had a wonderful weekend stay at David and Beth's home. We had a friendly greeting upon arrival (as well as delicious homemade cookies and maple candies!) David and Beth's home is attached to the apartment but it was quiet and they were unobtrusive. The Tunbridge area is beautiful - quintessential VT! The property is tucked away a bit (SO Vermont!) but our all wheel drive car handled a little bit of late February mud and rolling hills without a problem. We prefer to eat in and brought some food to prepare in the well-equipped kitchen (however we did go to a great burger bar for lunch in Royalton about 20 mins away). The apartment was warm, cozy and comfortable - a perfect meeting place for us and our two adult children - just what we were looking for! Thank you David and Beth - we may see you again next year!

Steps away from lift- Okemo 1B
Excellent location for skiing. I do not think I have ever stayed this close to the lift. Being able to stop by the apartment for lunch, or simply to warm up is a huge perk. It can be a bit loud from the lift and the groomers but it wasn’t an issue for us. The apartment is very comfortable for 2 adults and 2 kids.

Cozy Ludlow Base for Exploring Okemo Valley
We enjoyed our stay at Carolina and Kevin’s place. The accommodations were exactly as described and very comfortable. The host’s were also very responsive and even recommended some places for us to visit while in town. Definitely recommend. Look forward to our next time in Vermont and our next stay.

Charming Killington get away with pool, sleeps 4
Great place to stay for the weekend! Super close to Pico and Kilington mountains. Would highly recommend!

Canyons Unit: 1 mile to F&W Summer Camp w/ HOT TUB
Our stay here was perfect. Our host made it really easy for us to feel right at home, which we needed after a 3 hour drive. She was very communicative and even went above and beyond to make us feel welcome. It was my second time staying there. I am looking forward to the 3rd.

Skyeship Woods - 7 Beds + Hot Tub
Amazing and great hosts! Very clean. Perfect for our ski team. we loved enough bed and beautiful views. We will definitely be back. ♡♡♡♡♡♡♡

Vermont Suite @Anderson-Key Farm
Peaceful Retreat. We were in town for an event in South Royalton. Perfect location for our needs. The communication was superb and instructions were excellent. The property was very easy to find and it is beautiful. Very quiet and clean. There were a lot more amenities than I have seen at other properties. The provided snacks, drinks and bathrobes were especially nice. Fabulous bed and Linens. Very comfortable. If we are in the area in the future, we will be back. Thank you Alicia!

Killington VT Chalet - Lower apartment
Can't say enough! Steve was quick to have information and respond. His knowledge of the area is massive and he knows all the great spots to go. Their place was perfect and everything you'd expect from the pictures and description. During our stay we got a large ice storm. Some locals called it the worst ice storm since 1996. Steve was texting me throughout the storm to make sure we were ok and had power and internet. He asked if there was anything he could do for us... And he was located hours away.. Steve and LA went above and beyond in so many ways.. Their place will be the first place I look to stay on return trips!
Villa rentals with a fireplace

Private Wing of largest Colonial Mansion in US
This was such an incredible place to stay! The whole mansion is absolutely stunning, the surroundings and views are beautiful. However, what made this stay truly special was the incredible kindness and hospitality of the host. This was a wonderful experience and we are all looking forward to our next stay!

Pico D305 located slope side at Pico quiet area
This was perfect for my son and I to relax in over a weekend at Pico. Everything was clean, comfortable, and we loved the fireplace as an added touch. Convenience and location were perfect; walk right out the front door and you're skiing with the buzz of the lodge right there - true ski in and out. We will definitely stay here again, for longer next time hopefully!

Sunrise East Glade C8
Great ski in/out location. Cozy place with everything you need.

Whiffletree B8 Great location with shuttle bus to
Very close to ski trails, the cleaning crew team did an excellent job, and really easy to work with the Killington team.

Whiffletree base of Killington outdoor pool
What a great condo in the best location! Unbeatable for the price. The condo was spotless, and had every amenity as described. Plenty of towels, soaps, kitchen necessities. Beds were comfortable! We really felt right at home. And the fire place was so nice! We’d definitely recommend this for a great weekend get away!

Sunrise Timberline I4
This listing was a great stay with easy ski in ski out access. Hosts were very responsive and check in was smooth and painless. Would definitely book again.

Base of Killington with Sports center access
The place is as listed on the photos, We enjoyed our trip in vermont, this is exactly located to the nearby places to visit in killington during fall season. Thanks for the stay.

Villa with a Fireplace Near the Trails
Really nice place it had lots of fun amenities! My only complaint is that there were some basics that were missing from the kitchen (salt, pepper, olive oil, cutting board etc.).
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- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Pats Peak Ski Area
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth Skiway
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Ragged Mountain Resort
- Autumn Mountain Winery
- Fort Ticonderoga
- Dorset Field Club
- Tenney Mountain Resort
- Hildene, The Lincoln Family Home
- Northeast Slopes Ski Tow
- Bromley Mountain Ski Resort
- Baker Hill Golf Club
- Hooper Golf Course
- Brattleboro Ski Hill
- Bretwood Golf Course
- Fox Run Golf Club
- Ekwanok Country Club
- Veterans Memorial Recreation Area Ski Hill
- Things to do Windsor County
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