
Vacation rentals with outdoor seating in Middlebury
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Middlebury
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Popular amenities for Middlebury outdoor seating rentals
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.

Home Sweet Home
We enjoyed our stay immensely! We visit Rutland often and will continue to stay here as long as it is available! Everything was better than anticipated!

Spacious Winooski Oasis, close to downtown!
We had a great stay here. The house was quaint and exactly as pictured. We asked for recommendations but didn’t receive a response. However, Sam was super responsive for all other things house related like check in time and when the shower pump was broken and only giving us cold water. The hot water issue was taken care of right away which was appreciated! The backyard is big and fenced in. This is great for dogs! There is a grill and fire pit. We didn’t use either but having that amenity was nice. Location is great and so was the price. Walking distance and car ride from most eateries and cute shops. We felt safe, thank you!

Grange Hall, South Woodstock Historic Home
We have the loveliest time and can’t wait to return. Thank you for being so helpful and responsive

Rustic Charm
One of the best Airbnbs I have ever stayed in! We had a girls trip and adored staying here. HIGHLY RECOMMEND!! So clean, had everything we could need, felt at home immediately, and even better than described. Honestly loved it!

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.

Sunsets on the Ridge
Erin’s house was amazing and exactly as described. The horses in the backyard added a nice touch. Hot tub was clean and ready to use. Be careful with the drive to the house in the winter
Apartment rentals with outdoor seating

River's Bend NEW 1-bd Apt - 8 Mins to Montpelier
My wife and I wanted to find a place to stay for a few nights to ski. Ted’s place was perfect. He was incredibly responsive when we had questions. Great stay overall.

Village Apt #1 - walk to everything!
We had the best stay at Katelyn’s home and the location of this Airbnb TRULY cannot be beat!! We could not have asked for a better location, better amenities, check in/out experience, and communication with the host. Every touch was so thoughtful - we so appreciate the step stool in the bathroom for our toddler! Highly recommend!!

Cedar View
Absolutely perfect place for my four day stay in Burlington. Listing is accurate, bed was comfortable, didn’t use the kitchen beyond the coffee maker but it looked well equipped; host is extremely responsive to any questions/requests- I would not hesitate to stay again when I go back to Vermont.

Newly renovated one bedroom apartment in Adk mtns
Great place with everything you need. We stayed here to go skiing twice now and it is so nice to be only about 15 minutes from the mountain. Host is very responsive and great to work with. Definitely will be back in the future!

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
We had a wonderful time in Burlington and the apartment in Winooski was only like an 8 minute drive. 10/10 would stay here or in another one of Jonathan's places.

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!

"Dragonfly Apartment" Private Bristol Apartment
Very friendly host and location is in a quiet part of town. it felt very private as well. A++
Condo rentals with outdoor seating

Renovated unit, prime location! Shuttle on/Ski off
This was our second time staying at Caitlyn’s condo in Killington, we chose it again for a reason !! The vibe of the condo is super relaxing, the decor is thoughtful and cool. The fire place makes coming back after a day on the slopes so cozy! We love coming to Killington and this condo is so close to the snowshed lot, it’s perfect!

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace
This space was perfect for our family. With walking distance to the entrance of the slopes, this location was ideal for our ski getaway. I appreciated the small touches that made this experience feel luxurious, the provided coffee, wine, wood for the usable fire place. The beds were comfortable and the space was spacious. We would definitely visit Jim’s place again!

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

Location + Spa! - Cozy 2BR Condo - Mountain Side
Very clean and great location. It was about an 8 minute walk to the Ramshead lodge and we ate at two restaurants within a 5 minute walk. The shuttle was also easy and ran frequently. Would recommend!

Okemo Clock Tower Base Ski-in/Ski-out Condo
We loved it. Although it’s not the newest or fanciest condo the location can’t be better right at the Clocktower Base. Our family of for had an amazing time snowboarding and exploring the area. Great restaurants close by and we will definitely be back next year.

Newly Renovated 2 Bedroom Condo centrally located
Place was very nice and just as described. Spotless, well furnished and well provisioned. All the necessary cooking equipment in good condition. Although a bigger frying pan would be of use. Location gave easy access (11 or 12 minutes) to the mountain and easy drive access to the town. During the last couple of days of our stay there was a problem with the heating systems. Too much heat. Management was extremely responsive sending a handy man right away. We were able to manage the problem. Eventually the owner refunded a full days charge, which we thought was quite fair. Despite the temporary problem I highly recommend the condo and would happily stay there again.

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.
Quick stats about vacation rentals with outdoor seating in Middlebury
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ294 before taxes and fees
Total number of reviews
2.5K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Okemo Mountain Resort
- Sugarbush Resort
- Smugglers' Notch Resort
- Spruce Peak
- Gore Mountain
- Bolton Valley Resort
- Pico Mountain Ski Resort
- Whiteface Mountain Ski Resort
- Cochran's Ski Area
- Ethan Allen Homestead Museum
- Northeast Slopes Ski Tow
- Fort Ticonderoga
- Country Club of Vermont
- Lucky Bugger Vineyard & Winery
- Vermont National Country Club
- Leahy Center for Lake Champlain
- Adirondack Extreme Adventure Course
- Autumn Mountain Winery
- Cozy Cottages & Otter Valley Winery
- Fox Run Golf Club
- Lincoln Peak Vineyard
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- Burlington Country Club
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