Vacation rentals with a patio in Middlesex

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Top-rated patio rentals in Middlesex

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Top guest favorite

A wooden deck extends from the cabin, featuring several relaxing chairs facing the expansive green landscape. Lush trees surround the property, with rolling mountains visible in the background under a clear blue sky.

Cabin in Enosburg

4.99 out of 5 average rating, 171 reviews

The Rustic Retreat at Twin Ponds

Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away. You’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. When morning comes, will you wake to coffee on the deck surrounded by nature? Or build a fire + cozy up on the couch? Perhaps a hike? Why not simply stay in bed and admire the view? The choice is yours!

Top guest favorite

A modern cabin is nestled among tall trees, elevated on stilts. Large windows offer a glimpse of the interior space, featuring a minimalist design. The surrounding greenery creates a natural setting, while the pathway leading to the cabin is lined with earth tones.

Cabin in Morristown

5 out of 5 average rating, 205 reviews

Cady’s Falls Cabin

Welcome to our treehouse inspired, modern cabin overlooking The Kenfield Brook on Terrill Gorge. We are located 5 miles from Stowe and its attractions, and just a few minutes from downtown Morrrisville with all its amenities. Just upstream from the picturesque Cady’s Fall swimming hole and across the brook from the amazing Cady’s Falls bike trails, our cabin is perched atop the hillside. With its simple, minimalist design it’s easy to immerse yourselves in nature and feel at home in the trees.

Top guest favorite

A treehouse is elevated among lush foliage, featuring a charming deck that offers a scenic view of the wooded surroundings. In the foreground, a circular fire pit with flickering flames is surrounded by a rustic wooden bench, inviting relaxation in nature.

Treehouse in Moretown

5 out of 5 average rating, 102 reviews

4-Season Treehouse @ Bliss Ridge; Best Views in VT

thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Equipped w. a fabulous yotel fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original Dr. Seuss treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works!

Guest favorite

Apartment in Northfield

4.85 out of 5 average rating, 119 reviews

River's Bend NEW 1-bd Apt - 8 Mins to Montpelier

Come and enjoy the best Vermont has to offer! This brand new, modern and comfortable apartment is conveniently located just 8 mins to downtown Montpelier and 30-40 mins to Burlington, Stowe, and Sugarbush Ski Resorts, and just mins to biking, hiking, boating areas. You’ll have a private and fully fenced yard, a patio with outdoor seating, and across the walking bridge there’s public access to a local favorite swimming hole. Private entry, driveway and apartment. Host occupies upstairs unit.

Guest favorite

A wooden cabin is set against a backdrop of colorful autumn foliage. The exterior features multiple large windows and a spacious deck with seating arrangements, including two lounge chairs. A grill and stacked firewood are visible on the deck, inviting outdoor gatherings.

Cabin in Roxbury

4.97 out of 5 average rating, 258 reviews

Off Grid Secluded Cabin on 37 Acre Farm

In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

Guest favorite

A wooden dock extends over a tranquil pond, featuring two white Adirondack chairs positioned beside a small table. Lush green grasses border the pond, with trees reflecting on the calm water surface, creating a serene outdoor space for relaxation.

Apartment in Stowe

4.95 out of 5 average rating, 187 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 exterior of the cabin is presented with a spacious deck featuring seating and a dining area. Two claw foot bathtubs sit on the side, surrounded by a landscaped area with small plants. The cabin is framed by apple trees under a clear sky.

Cabin in Plainfield

4.97 out of 5 average rating, 178 reviews

Magical cabin with amazing views

100 year old , freshly renovated cabin that is in the middle of five 100 year old apple trees with incredible Mountain View’s. The cabin sits 100ft uphill from my 1842 brick farmhouse and is surrounded by apples trees, an ancient elm tree, fields and my berry patches. The huge deck has a dining table, lots of seating and and outdoor shower. Off the side of the deck are two claw foot bathtubs with hot and cold water for you to soak in. Note, tubs aren’t usable during the freezing months.

Top guest favorite

A modern wooden house is surrounded by lush greenery, featuring a small pool on a wooden deck. Views of distant mountains and a serene lake are visible in the background, creating a tranquil outdoor setting.

Tiny home in Warren

4.99 out of 5 average rating, 262 reviews

Luxury Glass Tiny House - Mountain View + Hot Tub

Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

Top guest favorite

The exterior of a cozy loft is framed by trees, featuring a wooden deck adorned with string lights that provide a gentle glow. The entrance is highlighted by large glass doors, leading into the inviting interior space.

Guesthouse in Hinesburg

4.99 out of 5 average rating, 356 reviews

Hydrangea House on the Hill

The loft is surrounded by woods in a quaint, picturesque, rural part of Northwestern Vermont close to Burlington and Mad River Glen. We are 25 mins to Mad River Glen, Bolton Valley and Burlington (Lake Champlain beaches) and 10 mins to Sleepy Hollow Ski and Bike Center, Camel's Hump Nordic Ski Area, Frost Brewery and Stone Corral. Enjoy complete privacy and peaceful surroundings of nature with the full amenities of a home.

Guest favorite

A charming, single-story cottage is nestled amid vibrant autumn foliage, showcasing a sloped roof and large windows. A spacious deck is visible at the entrance, providing an inviting space to enjoy the views of the surrounding landscape and distant mountains.

Cottage in Elmore

4.93 out of 5 average rating, 123 reviews

Private deck with pond view!

This renovated 1bd/1ba has a Smart TV with streaming options, a remote control powered fireplace, board games, & comfortable lounging. The kitchen is fully stocked plus a dishwasher, washer and dryer for laundry. As you step outside, the outdoor pond-side firepit awaits, offering a tranquil spot to enjoy the peaceful surroundings as you gaze out over the serene water. Pet friendly for up to 1 dog with a $95 pet fee.

Guest favorite

A bright living area is shown with a cozy gray couch, a brown bean bag chair, and a wooden dining table surrounded by two chairs. Light enters through a glass door leading to a private deck. A bedroom is visible in the background with a bed and soft drapes.

Apartment in Waterbury Center

4.96 out of 5 average rating, 156 reviews

The Howard Loft

Secluded couples' getaway centrally-located in the best part of Vermont. Enjoy the large private deck with views of Camels Hump. Dedicated secure room for bike and ski storage! Close to Route 100, next to Waterbury Reservoir, 5 mins to Waterbury and 10 mins to Stowe. Excellent post-ride/ski options nearby including The Alchemist, Cold Hollow Cider Mill (0.3 miles), and the Ben & Jerry's Factory.

Guest favorite

A rustic cabin on wheels is set amidst greenery, featuring a wooden door with a deep-set window. A small side table with potted flowers enhances the entrance, while a gravel path leads to a fire pit and grill area nearby.

Tiny home in Montpelier

4.98 out of 5 average rating, 108 reviews

VT Glamping in our Tiny Hide-A-Way

Lovingly built cabin on wheels provides glamping at its finest. Private setting just over one mile from downtown Montpelier, enjoy the Vermont country experience with the benefits of all historic Montpelier has to offer. Charming shops, restaurants and pubs including Barr Hill Distillery. Visit the State House, hike in Hubbard Park, travel the back roads by bike or car.