
Vacation rentals with a fireplace in Stockbridge
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Top-rated accommodations with a fireplace in Stockbridge
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House rentals with a fireplace

Peaceful Vermont Mountain Cottage -Pet Friendly!
The house was perfect and Nicole was a fantastic and responsive host

4BR/3.5 BA Okemo Home On Shuttle
Incredible place for a ski weekend at Okemo. Our group had plenty of space and enjoyed the hot tub, the house was clean and well maintained, and the location with access to the ski shuttle was great. Would absolutely stay again.

Cozy and Warm Antique Home with Views!
Jilly was an awesome host! Half of our party came to ski and the other half came to hang around the fire place and hot tub! Everything was great!

Beautiful Green Mountain Log House
This cabin is the perfect VT log cabin retreat. My family and I stayed three nights this past weekend and loved it the minute we walked in. Rustic but with. modern appliances and amenities and tons of charm. The giant stone fireplace was not only beautiful but really helped heat the space well. As in any log cabin, there are some drafty spots, but the heat works well and there are lots of cozy blankets if you catch a draft. There is no heat upstairs and I was a bit worried about that as it was in the teens when we arrived, but the heat from downstairs does help upstairs and there are tons of blankets in each room. Great sleeping conditions! The house was stocked with all the basics and any items you may have forgotten. The whole cabin was spotless and well maintained. Surrounded by lots of woods it is a very peaceful spot and a convenient drive to Sugarbush. Stephen was very responsive and friendly and accommodated us when we needed a later check out time.

LaFlame Chalet - 10 mins to Sugarbush
We had a great stay at this cozy Airbnb. Looks exactly like the pictures and is a perfect size for group of friends or family. We brought a dog and had no issues at all. The hosts were very kind and even helped us with some car troubles after an unexpected snow storm. Would recommend and overall great stay!

Fresh and Cozy Ski House - Hot Tub and Fireplace!
This house is awesome. Kitchen and bathrooms are amazing. Beds are extremely comfortable. And the back deck with the hot tub and fire place is perfect for post ski relaxation. Sarah is extremely friendly and responsive. She answered all of my questions instantly. The kitchen has pretty much everything you could need, except spices. Way more than most AirBnb rentals. The knives and cook wear were quality as well. Lots of attention to detail. 100% would recommend and will be staying here again next season when I ski Okemo.

Luxury Barn Home w/Hot Tub, Sauna, Gardens MtnView
This is my second time staying at Hilary’s home, and for good reason! My family loved gathering by the fireplace everyday, using the hot tub and sauna, and cooking dinners for our group of 8 in the well equipped kitchen every night! Plenty of room for us to spread out. Also love how close it is to the town of Woodstock (adorable with great shopping!) Hilary is very responsive and I am sure we will be back for a 3rd time at some point.

Okemo Mountain House & Private Hot Tub
Julie’s place is fantastic. Great location close to the grocery store, downtown, and Okemo Mountain Resort. Awesome fireplace. Great kitchen. Gadgets for drying ski gloves/mittens and ski boots were very cool. Highly recommend!
Apartment rentals with a fireplace

Dog friendly Okemo village home
Wonderful stay! Everything about our trip was great - responsive host, accommodations as described, walkable to downtown. Donna was extremely responsive and flexible. The house was definitely bigger than the pictures showed, and we had plenty of room for our family of 4. On our next trip to Okemo, I hope Donna's place is available!

2 Bedroom Suite with outdoor heated pool 20708
While the experience was great, we did expect 2 bedroom suite. Instead we received 2 single bedrooms suites connected by a common hallway. This created some dificulties. Still, I would definately recommend this to anybody looking to stay in this area.

The Barn at Middlebury
Our second time staying at this beautiful property. The place is stunning, and Marcy and Wade are the consummate hosts. You'll be greeted by fresh-baked bread and a kitchenette filled with countless locally made treats. The level of hospitality (and the quality of the accommodations) are far beyond anything we have ever experienced at an AirBNB. Do yourself a favor and book a stay here -- and add on extra days! A spectacular home with wonderful hosts in a beautiful area, it simply can't be beat.

Newly renovated one-bedroom apartment
Carolina and Kevin's apartment was fabulous. The Ludlow area is a wonderful spot to visit other small and larger towns and right at the Okemo Ski slopes and great hiking. The home was spotless and very comfortable with all the necessities and some extra special items that one might need also. The morning coffee was especially appreciated. Carolina checked in with us on two occasions to make sure we did not need anything or have questions. I would definitely stay in this apartment again.

Dog Team Falls Apartment - Minutes from Middlebury
This was our second stay here and we do love it very much and will continue to return as often as possible.

Canyons Unit: 1 mile to F&W Summer Camp w/ HOT TUB
Amazing location! Sabrina’s place was super cozy and very clean! We would definitely stay again.

Apartment in Vermont Historic Home
It was the perfect place to crash and enjoy a 2 night stay for our Ski trip to Killington! Loved the Mountain View’s surrounding, just wish it was kayaking season cause the offer to use the kayaks was cool haha! The design of the bathroom in the bedroom was unique but worked fairly well. Overall enjoyed and felt comfortable during our stay. Keep the heater on high since there’s no doors the air flow is pretty big during the cold nights!

Doc's Lake House 1st floor, 2 bdrm full apartment
The best option for 4 or less people near Middlebury VT. As a previous Vermonter for 3 years, I love the coziness and all the artifacts inside - all seemed very authentic to a Vermonters lifestyle. The hosts are super nice, very friendly, and proactive in providing instructions. The kitchen is especially well-equipped with everything we needed to cook for 4 people, which stands out from all the Airbnbs I’ve previously stayed. We come to VT quite often and it’s disheartening that this is the first time of us finding out about Docs place… Will definitely comeback!
Villa rentals with a fireplace

Cozy, Comfy & Sunny renovated Sugarbush condo
We had a wonderful time and felt right at home!! Her place is SPOTLESS and cozy. Simone’s instructions to get there were perfect. Everything is well labeled (like which switches do what), USB ports on bedroom lamps., binder with check in/check out info. Couch is 10/10 for post-ski nap, beds and linens are super comfortable. Kitchen items look brand new. Shower pressure is also 10/10 There is a shuttle that takes you to the resort with a stop in this neighborhood (5-10 min walk), but uphill so with kids and ski gear we drove to resort each day (2-3 min drive). The houses in the neighborhood are spaced out so you don’t feel like you are right on top of someone but also aren’t completely secluded in the wilderness. We stayed Presidents’ Day weekend and skied Lincoln Peak. The lift lines moved quickly and didn’t feel overly crowded. This rental was priced higher than other rentals we considered, but based on pristine condition and ease of our stay it was worth it!!!

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!

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.

Gorgeous Victorian-Style House w/ Hilltop Pool!
Our stay at the house was amazing! Place is very spacious so our guests were very comfortable! Plenty rooms and beds to sleep in. Kitchen is stocked up. There is everything you need ti make meals. We absolutely loved it!! Our group had people whi ski and hike . Everyone had plenty to do!! Definitely recommend that place! If we ever go back to Vermont we’ll stay there for sure!! Thank you so much for having us!

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!
Quick stats about vacation rentals with a fireplace in Stockbridge
Total rentals
40 properties
Nightly prices starting at
$138 CAD before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Bolton Valley Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Cochran's Ski Area
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Baker Hill Golf Club
- Dartmouth Skiway
- Country Club of Vermont
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Adirondack Extreme Adventure Course
- Mount Sunapee Resort
- Lake Sunapee Country Club
- Whaleback Mountain
- Storrs Hill Ski Area
- Killington Adventure Center
- Fox Run Golf Club