
Holiday rentals with outdoor seating in Chesterfield
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Top-rated Holiday Houses with Outdoor Seating in Chesterfield
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Holiday House Rentals with Outdoor Seating

Champlain Lakehouse
Spent the weekend here with my girlfriend and we both loved it! The house was very nice and the views were amazing. We like to cook and the kitchen was perfect for us and fully stocked with everything we needed. This place was perfect for a cozy weekend in Vermont. We enjoyed that we could travel into Burlington and that it wasn’t far away (about a 20 min drive). During our stay my girlfriend and I had made the decision to make a trip to Vermont each spring and to stay here in the years to come. Amazing place and perfect for couples! We look forward to next year!!

The Looking Glass, a modernistic escape
I booked this spot for my birthday/ mother & daughter getaway and was not disappointed! The views were great and the whole place was very relaxing. Angela was quick to respond to any questions that we had. We traveled with my 3 year old rescue dog and he had the time of his life. There was plenty of space for him to run around! We will certainly be back!

Brand new Beautiful Modern Clean Home On River
Homey open concept home where you van listen to the river while you take a dip in the cedar hot tub. I also enjoyed the deep soaking tub, closeness to the Von Trappe Famiky Lodge, and the milk brother for my morning coffee.

Cozy Mountain House- 50 acres/Trails/Whiteface mnt
A real gem of a spot, thanks for sharing it with us. Our dog did not want to leave.

Wilderness Yurt with views of the Great Range
Had a nice 3 day weekend at the yurt with my girlfriend and dog. The yurt was nice and cozy. The skylight at the top was nice for looking at the sky at night. We cooked every meal there and found the kitchen had all the cookware and utensils we needed. The flow of the brook provides nice background noise for outdoor fires. Had a great time and it was a good basecamp for lots of activities in the area.

Entire House. 2+ bed, 2 bath near Lake & bikeway
Extremely responsive! We had a couple of minor issues and they responded within 15 min both times. Not only did they fix our issue but they were engaging and friendly, offering suggestions on restaurants and little known treasures to explore.

Enjoy every season in the Lake Champlain Region
Dana is a wonderful home owner. She has a beautiful home in a quiet neighborhood. Its out of town, but close to everything. And has everything you need to make you feel right at home.

Humble Home Away From Home in the Adirondacks
We had a very great vacation at this place. Near to the WhiteFace mountain, the house has many accommodations (dishwasher, washer and dryer…). It was perfect for our family.
Apartment rentals with outdoor seating

A Room with a View
The view was great and the place was super cozy. The location was the perfect blend of quiet and walkable to town and the water. We had an easy and flexible check in. The light and touches in the apartment and especially kitchen were fantastic.

Porcupine Farm Barn
Audrey’s Porcupine Farm Barn was the perfect place for us and our pup to get some respite from our day to day grind. With scenic vistas outside our window the space was an ideal blend of rustic and comfortable, and Audrey was around to answer any questions and assist us whenever we needed. We would absolutely stay again - and hopefully will soon!

Charlotte Private Studio Apartment with a View
Wonderful place to stay. The place was exactly what we needed for our stay in the area. The unit was very clean, quiet, and the location was great. The host's were very quick to respond to our messages. Highly recommend and would definitely stay again!

Downtown Burlington, Renovated, 1 bedroom+
We were in Burlington for a wedding and Joe’s place was a perfect base to explore from! The unit was really funky and well done with all the ameneties needed. The futon in the living room was basically a full bed and worked well for our group of 3. We loved being in walking distance from Church St and all of the restaraunts and shops there. Joe’s instructions were super clear. Will definitley stay here again if we come back to Burlington!

VT Hideaway studio: breweries,hiking, dogs welcome
Can't say more - Rebecca is a fabulous host and her place is comfy, cozy, clean and close to town! Thanks for a really easy, wonderful stay.

Overlook at the Office
Small but has a fully equipped kitchen, other than the only sink is in the bathroom. The sink is big and it worked fine. The park is 1/2 block away and town is 2 blocks. Comfortable bed and quiet at night. Good restaurants and unique shops in town. Lots of nature trails close by. Be mindful of having the key it could be easy to get locked out. We enjoyed our time in the apartment and definitely would recommend it to anyone who wants to visit Bristol. Thanks for sharing your place with us.

Newly renovated one bedroom apartment in Adk mtns
We had a wonderful stay at Brian’s place in Jay, NY. The apartment was clean, cozy, and located in a beautiful, peaceful area with a big green backyard—perfect for relaxing. It’s just a short drive to Lake Placid, the covered bridge, and Whiteface Mountain, with great breakfast spots only 5 minutes away. Brian was a responsive and welcoming host, greeting us at check-in and making sure we had everything we needed. This was a perfect base for exploring the Adirondacks, and we’d definitely recommend it to anyone visiting the area.

River Stone Retreat
The location is perfect with easy access to the Ausable river with brown trout fishing within 100 yards. Meg was friendly and responsive and made sure everything was smooth. Highly recommend for anyone looking for a peaceful Adirondack getaway!
Condo rentals with outdoor seating

Entire rental unit sleeps up to 6
My husband and I stayed in National at 1854 House and we loved it! It was exactly as described, and Sarah was a terrific host. Everything was very clean, she was quick to respond, left detailed instructions about all the unit had to offer, and even gave us some local recommendations. The bed was comfortable, the view was great, and the swing in the living room was a wonderful extra touch. The location was perfect for exploring all of northern Vermont. We couldn’t have asked for a better trip. We would absolutely stay in National again. Definitely recommend!

The maple leaf retreat at Smugglers' Notch Resort
Great place to stay. Beautiful walking trails and very peaceful in the off season. Enjoyed the over the mountain ride into Stowe each morning.

2 bed, 2Bath, New AC, pool, amazing location!
We had a great visit to Stowe. Danielle’s place was great, great location, easy logistics and perfect for a few days of skiing.

Lovely Ski-in / Ski-out Studio at “Smuggs”⭐️
I just want to say I was very pleased about the rapid response I had gotten from him. The place was clean and relaxing like home . I will back next time I visit Vermont ! Kim.

Lovely 3-BR Stonybrook Townhouse With Mtn Views
Carl's place was wonderful. It was clean, spacious and had everything we needed. Communication was also great and Carl went completely out of his way to be sure we could use the fireplace. And he even dropped off extra newspapers etc to help us start the fire! Thank you for a great stay. Oh and there's a beautiful view of Stowe through an open field - sadly we didn't get to see this until the very last day but it was spectacular!

Renovated 4-bedroom House: Hot Tub & Outdoor Space
WHAT A BEAUTIFUL SPACE!!! Josh was incredibly accommodating and very responsive for any questions. This will NEED to be a space that I re-visit. Thanks again, Josh!!

Modest Mountain Dacha
Very comfortable stay - convenient to ski wither Sugarbush or Mad River. Philip sent specific instructions for turning the heat up on arrival. It took a little while to warm up, but individual thermostats in LR and BR worked nicely. Local recommendations for restaurants and such were spot on.

The Cozy Condo at Smuggs Resort!
A beautiful condo, exactly as you see in the pictures. The loft layout makes it possible to work/hangout while someone is sleeping upstairs. The location is perfect. Steps away from the ski school and everything else. Cara is very responsive and friendly. The building is also very clean with a common area at the basement, ski lockers and laundry. Cant wait to come again next year!
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- Sugarbush Resort
- Smugglers' Notch Resort
- Parc Safari
- Bolton Valley Resort
- Spruce Peak
- Cochran's Ski Area
- Fort Ticonderoga
- Autumn Mountain Winery
- Whiteface Mountain Ski Resort
- Country Club of Vermont
- Ethan Allen Homestead Museum
- Vermont National Country Club
- Leahy Center for Lake Champlain
- Lincoln Peak Vineyard
- Burlington Country Club