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, 169 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, 201 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 circular fire pit is surrounded by three rustic wooden benches, positioned on a grassy area among lush trees. Two adults and a child sit comfortably, enjoying the warm glow of the fire. Behind them, the unique treehouse structure, with large windows, blends into the natural setting.

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

A bright living area features a blue sofa paired with a rustic green coffee table. Two patterned armchairs and a reading lamp are positioned to create a cozy seating arrangement. Large windows allow natural light to fill the space, complemented by a decorative electric fireplace.

Apartment in Montpelier

4.96 out of 5 average rating, 165 reviews

Potter’s Place

Lovely 2-bedroom close to everything, Potter’s Place is the perfect hub for your stay in Vermont. Only 30-40 minutes to Stowe, Bolton, Sugarbush, and plenty of amazing Nordic trails, the space provides a welcoming retreat after a day of skiing, hiking, or biking. If biking is your thing, the apartment backs up to the Cross Vermont Trail, and is a great jumping off point for adventure. The apartment is also a short (10-15 minute) walk to downtown and all the shops on Main and State Street.

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, 256 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.

Top guest favorite

A cozy log cabin features a covered front porch adorned with string lights. Outdoor seating, including rocking chairs and a bench, provides a welcoming area. Surrounding vegetation and a gravel pathway lead to the entrance, creating a serene, rustic environment.

Cabin in Duxbury

4.98 out of 5 average rating, 133 reviews

Moonlight Woods - Gardener's Log Cabin

Escape to a cozy log cabin on 10 wooded acres. With a covered front porch, seasonal outdoor bath tub, large fire pit, fully stocked kitchen, hotel amenities, high speed Wi-Fi internet and Smart TV. Secluded yet nearby to ski areas, hiking, swimming holes, restaurants, breweries, apple picking and more. Just .5 miles off of RT 100, 22 min to Sugarbush, 20 min to Mad River Glen, and 39 min to Stowe Mtn Resort. 13 min to Waitsfield or Waterbury, 23 min to Montpelier, and 43 min to Burlington.

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, 175 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.

Guest favorite

An open living space features wooden beams overhead and large windows that allow natural light. A cozy seating area with leather chairs and a coffee table is situated beside a modern kitchen, equipped with stainless steel appliances and a dining table with stools.

Home in Stowe

4.95 out of 5 average rating, 109 reviews

Sunny 2BR w/ Pond + Fireplace | Walk to Stowe

At this quiet 2BR on five green acres, you’ll start your mornings with coffee by the pond and end your days by the fire. Bring your bikes to ride over to Cady Hill, snow shoe or hike in Smuggler’s Notch, or stroll the flat mile into town for dinner. Inside, you’ll find toxin-free cookware, natural fiber bedding, and crisp spring-fed water straight from the tap. With a bunk room for the kids and a king suite for you, it’s a calm, well-kept base for year-round adventure in Stowe.

Guest favorite

A modern house with wooden exterior is shown from an elevated perspective, surrounded by autumn foliage. A hot tub is positioned on a spacious deck, which includes a seating area with four chairs and a small table. Scenic mountain views and vibrant trees enhance the natural setting.

Tiny home in Warren

4.99 out of 5 average rating, 258 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

A spacious, two-story home is shown with a light-colored exterior and red shutters. The front porch features steps leading to the entrance. A gravel driveway provides access to a two-car garage visible on the right side of the image.

Apartment in Waterbury

4.98 out of 5 average rating, 103 reviews

Ray's Getaway

Kick back and relax in this spacious one-bedroom apartment with a private entryway and patio overlooking the majestic Green Mountains. Located just one-half mile from the beautiful Waterbury reservoir, it is perfect for swimming, boating and fishing. (And ice fishing in the winter!) A superb location within a half hour drive to three hospitals, four major ski areas, and less than three miles from all downtown Waterbury has to offer!

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, 354 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.

Top 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

4.99 out of 5 average rating, 103 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.