Holiday rentals with outdoor seating in Middlesex

Find and book unique rentals with outdoor seating on Airbnb

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Popular amenities for outdoor seating rentals in Middlesex

House rentals with outdoor seating

Guest favourite
Home in Fairlee
4.96 out of 5 average rating, 505 reviews

Cozy Bow House Perched in Trees w/ Hot Tub & View

EmilyRating, 5 stars3 days ago
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
Guest favourite
Home in Waterbury Center
4.93 out of 5 average rating, 107 reviews

Full House 3 Bedrooms/3.5 Baths

AngelRating, 5 stars3 weeks ago
very nice spacious home for a family visit.
Guest favourite
Home in Stowe
4.92 out of 5 average rating, 106 reviews

Brand new Beautiful Modern Clean Home On River

DoriceRating, 5 stars2 months ago
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.
Top guest favourite
Home in Tunbridge
4.97 out of 5 average rating, 392 reviews

The Barnbrook House

PeterRating, 5 stars6 days ago
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.
Top guest favourite
Home in Waterbury Center
4.97 out of 5 average rating, 197 reviews

Vermont Getaway Home - Perfect Location

DaraRating, 5 stars3 weeks ago
The place was very clean and comfortable. Mary-Ellen is easy to work with. Very comfortable-we enjoyed our stay.
Guest favourite
Home in Elmore
4.94 out of 5 average rating, 132 reviews

Mountain Haven - Near Stowe + NO clean fee

SueRating, 5 stars2 weeks ago
Great stay! The place was clean, quiet, and in a very central location. Helena was responsive and made everything easy. Would definitely recommend.
Guest favourite
Home in Waterbury Center
4.95 out of 5 average rating, 132 reviews

Peaceful setting with Mountain Views

HallieRating, 5 stars3 months ago
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 :)
Top guest favourite
Home in Starksboro
4.98 out of 5 average rating, 157 reviews

The Spring Hill House

ElizabethRating, 5 stars1 week ago
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

Guest favourite
Flat in Stowe
4.85 out of 5 average rating, 144 reviews

Suite with jacuzzi and fireplace

AlexandraRating, 5 stars2 months ago
Great location and a great stay! It was cozy, spacious, and had everything we needed. Easy drive to the slopes and local restaurants.
Guest favourite
Flat in Bolton Valley
4.93 out of 5 average rating, 153 reviews

Slopeside Bolton Valley Studio

DustinRating, 5 stars2 weeks ago
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.
Guest favourite
Flat in Stowe
4.87 out of 5 average rating, 158 reviews

The Nest in Stowe

KeriRating, 5 stars7 months ago
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.
Superhost
Flat in Stowe
4.85 out of 5 average rating, 628 reviews

Stowe Charm in South Village

JimRating, 5 stars1 week ago
Very comfortable walking distance to downtown Stowe, clean and easy parking
Top guest favourite
Flat in Richmond
4.96 out of 5 average rating, 207 reviews

VT Hideaway studio: breweries,hiking, dogs welcome

JacobRating, 5 stars1 week ago
Excellent lodging and location. We really enjoyed our stay!
Guest favourite
Flat in Bristol
4.86 out of 5 average rating, 155 reviews

Overlook at the Office

JillRating, 5 stars5 days ago
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.
Guest favourite
Flat in Waterbury
4.79 out of 5 average rating, 187 reviews

Modern & Charming Waterbury Village Apt - 1

FredericRating, 5 stars2 weeks ago
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.
Guest favourite
Flat in Williamstown
4.9 out of 5 average rating, 124 reviews

Cozy/Private, close to hospital, i-89

BriceRating, 5 stars2 weeks ago
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!

Apartment rentals with outdoor seating

Superhost
Apartment in Stowe
4.84 out of 5 average rating, 108 reviews

Entire rental unit sleeps up to 6

DanielleRating, 5 stars2 days ago
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!
Guest favourite
Apartment in Stowe
4.93 out of 5 average rating, 258 reviews

One level condo in the heart of Stowe Village!

MaryRating, 5 stars2 months ago
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!
Guest favourite
Apartment in Stowe
4.86 out of 5 average rating, 153 reviews

2 bed, 2Bath, New AC, pool, amazing location!

RichardRating, 5 stars3 months ago
We had a great visit to Stowe. Danielle’s place was great, great location, easy logistics and perfect for a few days of skiing.
Guest favourite
Apartment in Cambridge
4.94 out of 5 average rating, 154 reviews

Lovely Ski-in / Ski-out Studio at “Smuggs”⭐️

KatherineRating, 5 stars2 months ago
Absolutely love smuggler's notch resort and James was a very good host. Everything went smooth and the condo was perfect.
Guest favourite
Apartment in Stowe
4.95 out of 5 average rating, 121 reviews

Lovely 3-BR Stonybrook Townhouse With Mtn Views

AlineRating, 5 stars2 months ago
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!
Top guest favourite
Apartment in Stowe
4.97 out of 5 average rating, 115 reviews

Renovated 4-bedroom House: Hot Tub & Outdoor Space

ToskaRating, 5 stars1 month ago
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!!
Guest favourite
Apartment in Warren
4.82 out of 5 average rating, 112 reviews

Modest Mountain Dacha

JoanneRating, 5 stars4 months ago
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.
Top guest favourite
Apartment in Killington
4.99 out of 5 average rating, 112 reviews

Cozy Condo next to Resort * AC and Pool *

AlexandriaRating, 5 stars6 days ago
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

    ₹5,165 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

Destinations to explore