
Holiday rentals with outdoor seating in Middlesex
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Middlesex
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Popular amenities for Middlesex outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Cozy Bow House Perched in Trees w/ Hot Tub & View
This airbnb was very relaxing and comfortable, it felt like home away from home. Jennifer's amenities were awesome and the beds were super comfortable

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.

Vermont Getaway Home - Perfect Location
The place was very clean and comfortable. Mary-Ellen is easy to work with. Very comfortable-we enjoyed our stay.

Mountain Haven - Near Stowe + NO clean fee
Great stay! The place was clean, quiet, and in a very central location. Helena was responsive and made everything easy. Would definitely recommend.

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 :)

The Spring Hill House
Such a beautiful space and views. Very cozy and welcoming. Kitchen was amazing for such an intimate space, we were able to make several meals and weren’t missing a thing. Loved having the TV in the lower level so it was fun at night but not distracting during the day. Not a ton of amenities in town, so make sure to pack snacks and food for your trip. Will definitely come again.
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.

The Nest in Stowe
Bottom line: I would stay here again. The place is cozy and tidy. Carmin made obvious efforts to make the place welcoming. It’s a good location that’s removed from the congestion of the village center, but you can get there by car in 5 minutes. You can walk out the door and go for a hike. Water pressure in the shower is good. Carmin provides lots of local recommendations. Netflix readily available. Coffee and welcome snacks given. Heater heats up place quickly. If you’re a light sleeper, bring ear plugs as you can hear any car pass at night. The place is older, and as such has houseflies. They’re being managed, but it’s a little surprising at first. The place is clean. I didn’t find vent fans for the kitchen or bathroom, but there are windows close. The bed is fairly comfortable, on the softer side, but the pillows are noisy. The cookware is a little beat up (missing handles), but functional. We did not use the washer or dryer. Overall good stay.

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.

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.

Cozy/Private, close to hospital, i-89
This place was amazing! It was clean, had great privacy and exactly what we needed! Our favorite was the laundry and hot tub! 110% would stay again!
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!

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!

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”⭐️
Absolutely love smuggler's notch resort and James was a very good host. Everything went smooth and the condo was perfect.

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!!

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.

Cozy Condo next to Resort * AC and Pool *
Claudia was super responsive and the place was amazing!! Within 5 minutes of a lot of great restaurants and very close to great hiking trails. Would love to come back again!
Quick stats about holiday rentals with outdoor seating in Middlesex
Total rentals
60 properties
Nightly prices starting at
$100 NZD 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
- Spruce Peak
- Jay Peak Resort Golf Course
- Pico Mountain Ski Resort
- Cannon Mountain Ski Resort
- Cochran's Ski Area
- Dartmouth Skiway
- Fort Ticonderoga
- Pump House Indoor Waterpark
- Autumn Mountain Winery
- Mt. Eustis Ski Hill
- Northeast Slopes Ski Tow
- Ethan Allen Homestead Museum
- Vermont National Country Club
- Cozy Cottages & Otter Valley Winery
- Leahy Center for Lake Champlain
- Country Club of Vermont
- Montshire Museum of Science
- Burlington Country Club
- Lincoln Peak Vineyard
- Killington Adventure Center