
Holiday rentals with outdoor seating in Chesterfield
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Top-rated Holiday Houses with Outdoor Seating in Chesterfield
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Holiday House Rentals with Outdoor Seating

Modern condo at village green
Beautiful spot, and a quick walk to the bus stop if some of your family is taking too long to get ready!

Full House 3 Bedrooms/3.5 Baths
Great place to stay with a group. Every bedroom had a full bath and kitchen was large. Because we were off season rate was good.

Spacious Winooski Oasis, close to downtown!
We had a great stay! Very communicative and the place was really well priced.

Cozy, safe, conveniently located, newly renovated.
My husband and I and my son and girlfriend went up to visit my daughter and her fiance who just relocated to Colchester Vt. Vernon's home was exactly as described! The home was very comfortable and clean and very conveniently located for us. We all walked to Church St and had a great time. Would definitely recommend to anyone looking for a place in Burlington. We would definitely rent again.

Newcomb pines
We came to Jill’s place for a weekend of winter fun and it didn’t disappoint. Has plenty of parking for our truck and trailer, room for our family of 4, clean, well stocked kitchen, comfy living space and bedroom. Close proximity to winter activities and snowmobile trails. Overall great stay!

High on Blue Ridge
The place was perfect for 2 couples looking to spend a weekend in the beautiful Adirondack trails. If you want to save on food (cook by yourself I mean) and be within a 25min drive of everything, this is perfect. Thanks Vinny!

Chic Mid-Century Modern Retreat: Steps from Beach
Great location, beautiful home, very responsive host. I highly recommend and would definitely stay here again.

4 BR/2BA Downtown Ticonderoga
We had such a great time at Ashley's place and really appreciated the welcome basket & being able to bring our 2 kitties with us to stay that need meds. (We also loved the neighborhood porch kitty that visited daily.) Thank you SO much, Ashley!
Apartment rentals with outdoor seating

Private apartment
Great location. Short walk to the Main Street. House was clean.

Sunny Studio Escape – Steps from Mirror Lake!
This is a great place to stay when visiting Lake Placid. It’s right on Main Street in downtown Lake Placid, central to everything. It’s simple, comfortable, has a great bathroom with big bath tub and separate shower. The bed is cozy, the kitchen has all needed amenities, and has a walk out yard right on Mirror Lake. We’ve stayed here 2 years in a row with our 2 dogs while I play hockey and we all go hiking. We highly recommend it for visiting couples or singles.

Cozy quiet space close to outdoor recreation.
We really enjoyed our stay. Check in and check out were so easy. The apartment had everything we needed. We were able to walk so many places and it was a quick drive to everything we planned to do. We will definitely be back.

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.

Sky-View Golf Sanctuary Fire Pit, Dog Yard, Games
For our family of 8 and our dog it was just right. Space to socialize in the lounge- place for dog to get a break in the garden. Table large enough in kitchen to eat as a group. For a visit to UVM to see our son it was perfect. Not that we utilized it - but winooski has some great restaurants and bars 3 mins away by car and maybe a 20 min walk if you’d like .

Cozy South End Apartment–Walk to Breweries & Lake!
No complaints here! Everything was as described, the hosts communicated everything in advance, and the space is a good value for the price. Thanks for hosting us!

full 2 bedroom apt unit
Exactly what we needed! We were in town for a basketball tourney and needed a place to stay while in and out for the weekend. Clean, as listed, felt like home! Roger was extremely responsive and very, very, friendly!! Would stay again!! :)

Ellie's Garden View Apartment
This is our second stay@Ellie’s Garden View Apt. As always it was fantastic. It is like a home away from home for us. It is peaceful and quiet and yet a five minute walk to downtown restaurants and shopping. Steve is an excellent host and is very helpful with anything that you need. His recommendations on restaurants, and things to do are very helpful to first time visitors. Take the word of a resident they know where the hot spots are. We will definitely will be staying with Steve again. Thank you Mike&Eileen .
Condo rentals with outdoor seating

One level condo in the heart of Stowe Village!
Great place for a trip to Stowe. Super convenient location in walking distance to lower access road shops and restaurants. Nicely and cleanly decorated. Kitchen well equipped and super comfy bed. Would return for sure! Thanks!

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.

2 bed, 2Bath, fireplace, 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.

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO
Extremely nice cabin, very recently renovated. The owner has a keen eye for organization, everything is neatly placed where it should be. Linens are clean, beds were super comfortable. Amazing stay, thank you Cathy

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
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
Great spot to get on the slopes at Stowe. Cozy and close to the mountain.

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.
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- Sugarbush Resort
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