
Vacation rentals with outdoor seating in Chesterfield
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Top-rated outdoor seating rentals in Chesterfield
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Popular amenities for Chesterfield outdoor seating rentals
House rentals with outdoor seating

Camp Wildwood
Ashley’s home is gorgeous! If you like the idea of staying in a lake house with a magnificent view you will not be disappointed. The home has two larger windows, one in kitchen and living room that provides a breathtaking view of the lake. The home is exactly as described and more, very nicely decorated with all new appliances. We could not have been happier with our stay and look forward to the next opportunity to stay again.

Entire House. 2+ bed, 2 bath near Lake & bikeway
We had a nice stay for our son’s graduation from UVM. Plenty of room for 4 of us, Andria was very communicative and check-in a breeze.

Adirondack Panther Mountain Retreat
We loved David's home and felt at home during our stay. The area is beautiful, peaceful, and quiet. We felt the hosts were responsive, accessible, and helpful. The home is clean, comfortable, and cozy. We would definitely stay again!

Donnas Lake House: Family-Friendly & Great Fishing
We had an amazing time, the house was exactly as advertised, and the hosts were extremely responsive with questions/answers. We felt right at home, the house had everything needed for a cozy stay. Gorgeous view and we will be coming back 100%.

Hardy Rd Adventure House-50acres & private trails!
Great place to visit, house is very cozy with large windows in the living room. Loved watching the snow from the couch with a cup of coffee. Great place to go with kids, large backyard is a great place to them to play. Emily responded quickly to all my questions. Thank you , hope to come back next year.

5 Star NNE Bungalow on Bikepath
we had a lovely stay. Kent was friendly, responsive, and his place was perfect for our needs and exceeded our expectations. there were lots of thoughtful touches throughout the house. while the location is not walkable to downtown/Church Street (which we knew before we booked), the surroundings were lovely and it was very easy to get to and from downtown from the house. we would definitely stay again next time we're in Burlington.

Enjoy every season in the Lake Champlain Region
Dana was a great host. We ran into some issues on our first night and she went above and beyond to make it right. She was very responsive to message and gave us some good recommendations.

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

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
Rachel’s place was amazing! It was a cozy nook above the garage, with a well stocked kitchen and all of the amenities we needed. The area was gorgeous - we would definitely come back 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!

Boho Getaway near Burlington, Beach, & Bike Path!
Tanner's place was picture perfect, with attention to the additional touches that visitors appreciate. Very comfortable and spacious, with intentional design and elevated quality. Although the weather didn't cooperate with our visit, you have a lovely little private deck area, you are less than a block from the water-front, and less than a mile from the cutest drive-in with the best fries you have ever had! I also recommend you check out Golden Hour - the sweetest little shop, in the most unassuming little strip of shops, just minutes away. Tanner was a very responsive communicator and very clear and easy house rules. Highly recommend!

Private, Spacious Retreat...Minutes from Lake!
Every little detail about this quaint apartment suited us perfectly! We were in a beautiful space that fit my family of 4 very comfortably! After a 6 1/2 hour drive without stopping for food we were beyond excited and thankful to be greeted with a homemade loaf of sourdough bread and a basket full of treats! The space is perfectly appointed and pristine! We were just minutes away from our daughter whom we were visiting at UVM, and minutes from the lake, river and pond for my husband and son fishing enthusiasts! Thank you for a wonderful weekend!

VT Hideaway studio: breweries,hiking, dogs welcome
Nice stay in Richmond. Rebecca was very considerate and flexible as we were traveling with an infant. The studio is old but clean and maintained. Definitely recommended.

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.
Condo rentals with outdoor seating

One level condo in the heart of Stowe Village!
Loved staying at Jake's place. It was so easy to get around and the accomodations were very clean and comfortable. We would definitely stay here again!

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.

Lovely Ski-in / Ski-out Studio at “Smuggs”⭐️
We enjoyed staying here! The place was just what we were looking for. It was clean, organized and a very quick walk to the mountain. Great price too! James was very clear with directions/information and friendly.

Renovated 4-bedroom House: Hot Tub & Outdoor Space
The condo was excelent. Plenty of space, clean, and well organized. The condo has lots of dishes, pots, pans, cups which made it easy to cook. The grill was in good condition and located perfectly on the balcony. Josh was very responsive and flexible. He gave very clear instructions and the expectations for checkout were very reasonable and easy to complete. Great place to book if you are bringing children and pets! Plenty of yard space for them to play. The location is a close to drive stowe for skiing and to ben and jerrys factory for a fun family acitivty. I highly recommend this location!!

Newly Renovated 2 Bedroom Condo centrally located
Very nice place and very well maintained. Would love to go there again!

Modern Farmhouse Condo: fast WiFi+close to it ALL!
We would ideally have liked to stay longer and Sarah was very accommodating in that regard but the rainy weather forced us to travel north as we are on tight schedule. Would definitely visit again when we are back in Vermont in future.

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
- Bolton Valley Resort
- Spruce Peak
- Parc Safari
- Cochran's Ski Area
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- Autumn Mountain Winery
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- Leahy Center for Lake Champlain
- Ethan Allen Homestead Museum
- Country Club of Vermont
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- Burlington Country Club