
Holiday rentals with outdoor seating in Middlesex
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Middlesex
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for outdoor seating rentals in Middlesex
House rentals with outdoor seating

Cozy Bow House Perched in Trees w/ Hot Tub & View
The Bow house was a beautiful place and Jen was incredibly hospitable and responsive. This is an amazing place to come and get away from the noise. Everything was so clean and cozy. Would definitely come again!

Full House 3 Bedrooms/3.5 Baths
very nice spacious home for a family visit.

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.

The Barnbrook House
The Barnbrook House was like something from a fairytale. It was more spacious than we thought looking at the photos. I loved my stay here, Dana was very communicative and timely. The fireplace was a great feature of the accommodation which we made good use of. I liked how there was an off grid vibe without actually being too far away from modern conveniences like Wifi, TV, AC. I would stay here again.

Spacious Eco-Friendly Stowe Home for Family Fun
A beautiful Stowe getaway. The house has beautiful views of Mt. Mansfield, boasts plenty of space, and is in a great location relative to town.

Vermont Getaway Home - Perfect Location
We were two couples who came in for two nights to attend a meeting, and to enjoy some hiking and biking in the local area. Mary Ellen's home provided us with a quiet and comfortable place to start and end our days. The kitchen was well equipped for us to prepare meals, and we had plenty of room both on the back patio and the living room area to relax at the end of the day. We can easily recommend this home to others visiting the Waterbury/Stowe area.

Wright’s Mountain Retreat with Sauna
We loved spending our time in Vermont at Bonnie’s place! The house had everything we needed and Bonnie was a great and responsive host. The horses next door were such a treat for our kids to see and the views were beautiful.

Peaceful setting with Mountain Views
Home away from home! Susan was a fantastic host. She was very responsive and communicated quickly. This home was perfect for our group of 6 and it was extremely cozy! This was our first time in Vermont and it definitely exceeded all of our expectations. If you looking for a pleasant place to stay with amazing views, look no further than this adorable Airbnb! We skied in Stowe, toured the Ben and Jerry’s ice cream factory down the road and enjoyed some live music at the ZenBarn. I would highly recommend this property! We hope to visit again soon :)
Apartment rentals with outdoor seating

Suite with jacuzzi and fireplace
Great location and a great stay! It was cozy, spacious, and had everything we needed. Easy drive to the slopes and local restaurants.

Slopeside Bolton Valley Studio
Staying at Gail's place was a treat. I came durring the off-season which was quiet and peaceful. Most of the resort area is closed outside winter and summer but there is a small market open during the day for convieniences. It's also a short drive away from many small towns. Standouts were Stowe and Waterbury which were wonderful to visit. There are so many trails to checkout in the area. Hiking up the mountain just outside the apartment is great and has an amazing view at sunset. Camels hump and various trails in the notch were awesome. It was even close enough where I took a day trip into the White Mountains. I stayed for 27 days. Durring the week I work remotely. The internet was enough for large conference calls with video during the day and I had no issues. In the evening there is a noticible slowdown. The Wifi is shared throughout the resort. The kitchen was easy to work with. And when you open the balcony door there is a small stream that offers fantastic white noise.

River's Bend NEW 1-bd Apt - 8 Mins to Montpelier
Very tranquil place, very clean shower, comfortable bed, great amenities, lots of magazines and easy to use television. Very short distance from Montpelier. Nice bird variety, lovely flowers, you can hear the river from the apartment. Bridge is cool, river bank is fun, chairs outside.

Stowe Charm in South Village
Very comfortable walking distance to downtown Stowe, clean and easy parking

VT Hideaway studio: breweries,hiking, dogs welcome
Excellent lodging and location. We really enjoyed our 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.

The Hideaway
Great place for a ski vacation. The unit was exceptionally clean and Beverly was extremely responsive and helpful. We would definitely stay here again!

Modern & Charming Waterbury Village Apt - 1
Nice, comfortable, clean space in private location. Close to everything. Easy walk into charming Waterbury, full of restaurants, diners, pubs and more. Plus close to Stowe and lots of other wonderful Vermont destinations. Easy access to I-89. I’d highly recommend this place and would stay again. Jeff and Lisa were proactive in checking in, but we had everything we needed and were very happy.
Apartment rentals with outdoor seating

Bright Ski on/off Condo Full Kitchen-Free Shuttle!
Couldn’t have asked for more. Cozy, clean and such a comfortable place to stay and exactly what was described in the listing. I’ll certainly be booking again! Tricia’s communication was perfect, everything very clear and didn’t have to reach out with extra questions.

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!

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.

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 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!!

Snowcub- AC, Pool, Hot tub, Tennis, Grill!
We had a wonderful stay at this Air Bnb. A lot of privacy and full access to any amenities that we needed. Everything was up to date and well put together. Our only issue was someone was walking around with a flashlight late at night, not sure if it was a security guard or whatnot but they got into our backyard and around the house so it seemed a little off. Other than that it was everything we wanted.
Quick stats about holiday rentals with outdoor seating in Middlesex
Total rentals
60 properties
Nightly prices starting at
$77 SGD before taxes and fees
Total number of reviews
6.1K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Sugarbush Resort
- Jay Peak Resort
- Smugglers' Notch Resort
- Bolton Valley Resort
- Jay Peak Resort Golf Course
- Spruce Peak
- Pico Mountain Ski Resort
- Dartmouth Skiway
- Cannon Mountain Ski Resort
- Cochran's Ski Area
- Pump House Indoor Waterpark
- Fort Ticonderoga
- Autumn Mountain Winery
- Country Club of Vermont
- Northeast Slopes Ski Tow
- Mt. Eustis Ski Hill
- Vermont National Country Club
- Leahy Center for Lake Champlain
- Ethan Allen Homestead Museum
- Burlington Country Club
- Lucky Bugger Vineyard & Winery
- Lincoln Peak Vineyard
- Montshire Museum of Science
- Killington Adventure Center