Vacation rentals with outdoor seating in Middlesex

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Middlesex

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A charming barn-style structure is shown with a spacious driveway leading up to its entrance. The architecture features a peaked roof and wood paneling, complemented by the neatly arranged firewood at the side. Lush green grass surrounds the entryway, inviting exploration.
Farm stay in Berlin
4.96 out of 5 average rating, 296 reviews

Farm Stay - Working livestock farm

Come stay in our apartment connected to the barn on our active working farm. We are located 3 miles from the state capitol building in Montpelier, but you would never know it up here. You can cross country ski, snowshoe, hike, or bike out your front door, and we are located within 45 min. from Sugarbush, Stowe, Mad River Glen, & Bolton Valley. You can also check out the local beer & spirits scene, or just relax at the farm. Guests are always welcome to tour the grounds and see the animals.

Top guest favorite
Aerial view of the vibrant Vermont landscape, showcasing rolling hills adorned with a diverse palette of fall foliage. The rustic barn sits among expansive fields, framed by trees displaying bright autumn colors, with distant mountains in the background under a partly cloudy sky.
Barn in Morristown
4.98 out of 5 average rating, 207 reviews

200 acre Stowe area Bunkhouse.

Hello and welcome to our Red Road Farm 'Bunkhouse' -- We're so happy to host you! Sitting on our 200 acre estate this authentic barn offers our guests a chance to relax in the beautiful rolling hills of Vermont. Access the vast majority of our historic Stowe area land -- from our apple orchards to our extensive walking paths in fields and woodland. We hope that you can experience such fun and quiet time in our cozy, western-style bunk room. Located only a 10 minute drive from downtown Stowe.

Superhost
The exterior of a charming cabin is surrounded by snow-covered trees and a blanketed yard. A bold red door contrasts with the dark wooden facade and multiple windows, inviting entry. The peaceful winter setting emphasizes the cabin's rustic charm.
Cabin in Worcester
4.95 out of 5 average rating, 266 reviews

the little house

Come rejuvenate in our sweet little cabin tucked into the Vermont mountains. It has such wonderful healing energy! ✨ Cozy up to read a book next to the fireplace or book a private healing session in the comfort of little house. I have a passion for creating welcoming, safe spaces that support your nervous system & empower your soul. ❤️ -On site Minister Brook access--5 min. walk -Lots of skiing, hiking, water to explore -18 min to Montpelier- funky downtown, eccentric shops & restaurants

Top guest favorite
The spacious studio features a large king bed adorned with a floral duvet and decorative pillows. A cozy seating area with two armchairs is positioned near a window, allowing natural light to fill the room. Rich wood flooring complements the inviting layout.
Guest suite in Waterbury Center
4.98 out of 5 average rating, 195 reviews

Brand New Cozy Mountain Guest Suite in Waterbury

Cozy, private, spacious mountain studio above our garage in historic Waterbury Center. Full kitchen and full bathroom, quiet private deck with mountain views to watch the sunrise each morning. The unit is tucked away under the Worcester Mountains so you can enjoy a comfortable, quiet Vermont experience. Hiking and mountain biking trails are 5-10 minutes away. Stowe is 15 minutes and Waitsfield is 20 minutes away, easy access to I-89 and a 35 minute drive to Burlington to visit Lake Champlain

Top guest favorite
Apartment in Stowe
4.94 out of 5 average rating, 218 reviews

Stowe, Vermont - Private Second floor apartment.

Private One bedroom apartment, on the second floor. Two adults only, one adult must be minimum age 25 Our reservation availability opens three months out. Air conditioning. Fireplace. no pets. no smoking, vapping, or e- cigarettes. Trout pond, poles available. Downtown village 3.2 miles. Burlington International Airport - 37 miles Stowe Mountain Resort - 11 miles - 18 minutes Von Trapps lodge & Brewery - 7.2 mikes - 17 minutes Ben & Jerry’s Factory - 18 miles - 18 minutes.

Top guest favorite
The cottage, featuring a wooden exterior and large windows, is surrounded by greenery and natural rock formations. A stone pathway leads to the entrance, which is sheltered by an overhanging roof. Sunlight illuminates the peaceful setting, highlighting the rustic charm of the structure.
Guesthouse in Waterbury Center
4.99 out of 5 average rating, 270 reviews

A true Vermont get-away cabin in the woods

Badger Cottage offers a true rustic Vermont experience nestled in the woods with spectacular views and a quiet and peaceful ambiance. Once a barn, carefully reconstructed on the owners’ property, and modernized to today’s standards, this post and beam cabin is warm and cosy in winter and cool in summer. Well behaved dogs are very welcome and will enjoy the walks in the woods. Covid vaccinations are required. The owners live in an adjacent house with their very friendly Border Terrier

Top guest favorite
An elevated cabin nestled among trees features a wooden exterior with large windows. A spacious deck is furnished with seating, providing a serene outdoor space surrounded by lush greenery.
Treehouse in Moretown
4.94 out of 5 average rating, 529 reviews

Gorgeous Treehouse! Big views, Cozy warm fireplace

Lilla Rustica is an elevated cabin among the trees. Private, with Stunning views this was built by "The Tree House Guys" a local Vermont company whom can be found having a season on the DIY network. Tons of detail, while keeping the design natural and simple. Unbelievable views of Camels hump State park. A loft with one queen bed and downstairs has a queen bed with three sides of the bed having windows facing the views. Hiking offered right from the cabin. An awesome getaway!

Top guest favorite
A cozy studio space is shown, highlighting a gray dresser and a red chair with a patterned cushion. The open kitchen area is visible in the background, featuring shelving with kitchen items, a small dining table, and modern appliances, all under soft lighting.
Apartment in Montpelier
4.96 out of 5 average rating, 172 reviews

Contemporary Studio in Montpelier

Keep it simple at this peaceful and centrally-located place just minutes from downtown Montpelier. A contemporary studio set within the charm of a historical building. Relax under the apple tree with your morning coffee or take a five minute walk into town for freshly-baked pastries. Discover what our vibrant little city has to offer without ever getting into your car. No matter the season, there are great places nearby to explore for swimming, hiking, biking, and skiing.

Top guest favorite
A winter landscape displays snow-covered mountains under a blue sky, with soft white clouds. A forest of bare trees, dusted with snow, lines the foreground, leading to a snowy field. The serene atmosphere invites a sense of tranquility and natural beauty.
Guest suite in Waterbury Center
4.96 out of 5 average rating, 303 reviews

Farmhouse with Sunset Mountain Views

Unbeatable Vermont setting, panoramic mountain views and gorgeous sunsets. Located one mile off Rt 100, minutes from the best skiing, bike trails, kayaking, and hiking in the east. The apartment is a sunny, bright and private space, cheerfully decorated, with the comfiest beds and coziest linens. And great outdoor spaces to relax in at the end of the day! 10 min to Stowe Village, 18 to lifts, 30 to Sugarbush, 35 min Burlington. The pictures and our 5 star reviews say it all!

Guest favorite
A spacious living area is filled with natural light from large windows, showcasing a comfortable sofa and a small dining table with two chairs. Refinished maple floors create a warm ambiance, while vintage wallpaper adds character to the space.
Guest suite in East Montpelier
4.92 out of 5 average rating, 332 reviews

Cottage Farmhouse Apartment in Heart of Vermont!

Welcome to our charming second-floor cottage-apartment in our historic 1830s brick farmhouse! This cozy space is completely redecorated for guests and features a comfortable queen bed in the sleeping area, a vintage farmhouse kitchen, and a lovely living/dining room with maple floors and travertine in the bathroom. Enjoy the peaceful country setting with eastern mountain views and active farm fields. Wake up to glorious morning sun and blackout shades for a good night’s sleep.

Top guest favorite
A private mountain home is nestled among lush greenery, featuring a wooden exterior and a metal roof. The structure is complemented by a welcoming porch and surrounded by a neatly maintained lawn, creating a serene atmosphere against the forest backdrop.
Home in Middlesex
4.94 out of 5 average rating, 195 reviews

True Mountain House

This is a very private mountain home surrounded by green and peace. Your private forest. Amazing Views. Very romantic. Open layout. Lots of light. Wood floors and electric heating. Very quiet, relaxing and cozy. It has a decompressing effect on it's guests. Perfect to rest your head. Not suitable for children under 12 years old. Amazing gourmet kitchen. WE HAVE HIGH SPEED INTERNET. Fly into Burlington and rent a car, it will be approximately a 40min. Drive to Middlesex.

Top guest favorite
A rustic cabin with a wooden exterior is surrounded by lush greenery. The inviting porch features several rocking chairs and is accessed by steps from a grassy area, while a gravel driveway leads to the entrance, enhancing the private setting.
Cabin in Wolcott
5 out of 5 average rating, 164 reviews

Meadow Woods Cabin, private, cozy and unconnected

Enjoy beautiful sunsets from your rocking chair on the cabin's wonderful porch. There is a large, well equipped kitchen, open space floor plan, new shower unit and plenty of closet space in the bedroom. Easy access to VAST snowmobile trails, within an hour's drive to 3 ski areas (Stowe, Smuggler's Notch and Jay Peak), X-Country skiing right outside the door or in Craftsbury or Stowe. Elmore State Park is 3 miles away. Hiking trails and kayaking abound!

Popular amenities for Middlesex outdoor seating rentals

When is the best time to visit Middlesex?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ863ﺩ.ﺇ845ﺩ.ﺇ595ﺩ.ﺇ510ﺩ.ﺇ555ﺩ.ﺇ533ﺩ.ﺇ679ﺩ.ﺇ580ﺩ.ﺇ639ﺩ.ﺇ672ﺩ.ﺇ551ﺩ.ﺇ668
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Quick stats about vacation rentals with outdoor seating in Middlesex

  • Total vacation rentals

    Explore 60 vacation rentals in Middlesex

  • Nightly prices starting at

    Middlesex vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 6,930 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Middlesex vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Middlesex rentals

  • 4.9 Average rating

    Middlesex stays are highly rated by guests—averaging 4.9 out of 5!