Vacation rentals with outdoor seating in Middlesex

4.94 out of 5 average rating, 597 reviews

The interior of the yurt features a cozy living area with a seating arrangement that includes a loveseat and a futon. A queen-sized bed is positioned in the corner, with high-quality linens. A pellet stove provides warmth, complemented by colorful lanterns hanging from the ceiling.

Yurt in Montpelier

Cozy Country Retreat Close to Town

Wake up to the sounds of nature, a cup of coffee on the porch, or cozied up by the fire with a book. Prepare simple meals in the kitchenette, or head out to local restaurants within a ten minute drive. Enjoy being comfortable while close to nature. Guests love the comfortable bed, and the pullout futon makes it an affordable option for families. Nearby walking trails, swimming holes, mountain biking, gravel biking out the door, and cross-country ski areas nearby. Fire pit with wood provided.

4.97 out of 5 average rating, 192 reviews

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

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.

4.96 out of 5 average rating, 256 reviews

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

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 at my studio in Montpelier, VT. 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

4.98 out of 5 average rating, 117 reviews

Treehouse in Moretown

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 suite in Waterbury Center

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.

4.96 out of 5 average rating, 289 reviews

Farmhouse with Sunset Mountain Views

Unbeatable Vermont setting, panoramic mountain views and gorgeous sunsets. Located one mile off Rt 100, 18 minutes to Stowe, 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, 18 to lifts, 30 to Sugarbush, 35 min Burlington. The pictures and our 5 star reviews say it all!

4.97 out of 5 average rating, 270 reviews

A secluded cabin is nestled among snow-covered trees, showcasing a timber exterior and large windows that reflect the winter landscape. An inviting deck extends from the cabin, surrounded by a tranquil blanket of snow, creating a serene atmosphere.

Cabin in Roxbury

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.

5 out of 5 average rating, 116 reviews

The exterior of the house features a classic design with large windows and a welcoming front porch. A well-maintained lawn provides a green expanse, while surrounding trees offer shade, creating a peaceful atmosphere. The structure has multiple gabled roofs and a blend of white siding and dark accents.

Apartment in Hyde Park

Cozy Carriage House in the Green Mountains

Beautifully converted, attached carriage house located in peaceful Hyde Park Village in the heart of the Green Mountains. 25 minutes to Stowe and Smugglers, a block from the Lamoille Rail Trail, and close to numerous x-country trails (including Long Trail). Perfect location for outdoor enthusiasts of all kinds! Enjoy the quiet privacy of the carriage house, with private driveway & entrance, back garden & deck, hearthstone fireplace, and spacious 2nd floor master room with two queen beds.

4.94 out of 5 average rating, 231 reviews

The exterior of Alder Brook Cottage is shown, featuring rustic wooden siding and a metal roof. A wooden footbridge leads to the front door, surrounded by trees and patches of snow. Bright windows are visible, enhancing the cabin's inviting appearance.

Tiny home in Hardwick

Alder Brook Cottage: A Tiny House in the Woods

From the moment you cross the cedar footbridge over Alder Brook, you'll know you're somewhere special. Featured in Boston Magazine and CabinPorn, Alder Brook Cottage is an inspired, rustic dream cabin located in the woods of Vermont's Northeast Kingdom. Surrounded by a crystal clear stream and 1400 acres of rugged forest, it is the perfect getaway for glampers looking to experience the tiny house life. Minutes away from Caspian Lake, Hill Farmstead Brewery & Craftsbury Outdoor Center.

Guesthouse in Waterbury Center

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.

4.99 out of 5 average rating, 255 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

4.96 out of 5 average rating, 161 reviews

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

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.

4.94 out of 5 average rating, 193 reviews

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

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.

4.99 out of 5 average rating, 274 reviews

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

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*

Popular amenities for Middlesex outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.96 out of 5 average rating, 542 reviews

The uniquely shaped house, adorned with shingles, is surrounded by lush greenery. Large windows reflect the vibrant foliage, allowing natural light to illuminate the structure. The natural stone wall complements the rustic aesthetic, creating a harmonious blend with the wooded landscape.

Home in Fairlee

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

4.97 out of 5 average rating, 110 reviews

An aerial view of a spacious home surrounded by a vibrant autumn landscape, showcasing trees in hues of orange, red, and green. The mountains are visible in the distance, offering a picturesque backdrop to the property.

Home in Warren

Bluebird Cottage - Three Min to Sugarbush Resort

4.92 out of 5 average rating, 342 reviews

A bright and spacious great room is highlighted by large windows that invite natural light. The wood-paneled walls enhance the warm atmosphere, while a cozy seating arrangement includes a black sofa and a suspended chair. A soft area rug complements the decor, creating a comfortable gathering space.

Home in Mansonville

Eco-Zen Retreat - Modern & Spacious - 2nd Floor

4.93 out of 5 average rating, 348 reviews

The exterior of a wooden house is displayed, featuring a sloping entrance with a wooden walkway leading to the main entry. Large windows provide views of the lake and surrounding greenery, while colorful flower beds enhance the peaceful setting.

Home in Port Kent

18 Lake Stunning View of Champlain in Adirondacks

4.97 out of 5 average rating, 209 reviews

A comfortable living area features two dark sofas arranged around a central coffee table on a textured area rug. A lamp stands beside one sofa, and a stone fireplace adds warmth to the space. Large windows allow natural light to illuminate the room.

Home in Waterbury Center

Vermont Getaway Home - Perfect Location

4.97 out of 5 average rating, 217 reviews

A warmly lit cabin emerges from the surrounding trees, framed by a quiet, snow-covered dirt road. Soft light spills from the windows, creating a welcoming glow in the tranquil, darkened landscape.

Home in Rochester

The Guest House at Sky Hollow

4.99 out of 5 average rating, 142 reviews

The single-story home features a modern wooden exterior with large windows that allow natural light to enter. A spacious deck is equipped with outdoor seating and leads to a grassy area surrounded by trees. The inviting structure presents a blend of warmth and contemporary design.

Home in Starksboro

Forest Hideaway

4.95 out of 5 average rating, 191 reviews

A countertop coffee station is displayed against a wall with a subtle floral pattern. The setup includes a coffee maker, a tray with creamers, and neatly arranged cups on shelves above. Below, a cabinet offers storage space, complementing the cozy kitchen environment.

Home in Irasburg

Lord’s Creek Private Haven

Apartment rentals with outdoor seating

Apartment in Bolton Valley

A spacious studio features a king size bed with crisp white linens and a cozy sitting area. A large window provides natural light and scenic views. Artwork adorns the walls, and a stylish chaise lounger complements the wood flooring.

4.93 out of 5 average rating, 162 reviews

Slopeside Bolton Valley Studio

4.86 out of 5 average rating, 126 reviews

Apartment in Northfield

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

4.94 out of 5 average rating, 215 reviews

The Victorian home features a turret and vibrant blue exterior, framed by lush gardens filled with colorful flowers. A welcoming porch with white railings and hanging flower baskets invites relaxation, while large windows reflect the sunlight. A driveway and neighboring buildings are visible.

Apartment in Waterbury

1880 Purple Village Victorian

4.98 out of 5 average rating, 237 reviews

A charming duplex style house is set against a backdrop of snow-covered trees and a clear blue sky. A path through the snow leads to the house, which features large windows and a welcoming entrance. Nearby, a rustic shed complements the serene winter landscape.

Apartment in Morristown

"Hot Tub Hideaway: Private Hot Tub, 9 min to Stowe

4.87 out of 5 average rating, 333 reviews

The entrance door features a clear sign that reads 'Dragonfly Apartment,' mounted above a polished doorknob. The door displays a glass panel that allows natural light to filter through, while a lush green landscape can be seen through the window.

Apartment in Bristol

"Dragonfly Apartment" Private Bristol Apartment

5 out of 5 average rating, 110 reviews

The exterior of the property is viewed from the gravel driveway, featuring a red barn-style section and a white house with multiple windows. The green lawn surrounds the house, and the lake is visible in the background, framed by trees.

Apartment in Morristown

Private Getaway on Lake Lamoille

4.87 out of 5 average rating, 742 reviews

The exterior of the duplex is showcased, featuring a welcoming porch with two umbrellas over a seating area. Steps lead up to the porch, surrounded by lush greenery and neatly arranged flower beds, and the house is embraced by mature trees.

Apartment in Montpelier

Entire 2nd Floor Walk to Montpelier

4.97 out of 5 average rating, 135 reviews

A stone patio is featured with a circular arrangement of wooden chairs surrounding a firepit. Lush greenery is visible nearby, and a covered porch adorned with hanging flowers is accessible from the upper level of the building.

Apartment in Stowe

Mountain Road Apartment, Optimal Location

Condo rentals with outdoor seating

4.97 out of 5 average rating, 604 reviews

A spacious studio condo features a plaid-patterned bedspread on a cozy bed. A modern kitchen area with a marble countertop is visible, complemented by natural wood accents. Large windows allow natural light, while sheer curtains provide privacy, and a door leads to a private balcony.

Condo in Lincoln

Stylish Loon Mountain Studio apt w/Pool & Hot Tub

The kitchen features modern white cabinetry and stainless steel appliances. A spacious island with seating for four enhances the area. Pendant lights provide ambient lighting, while a window offers a view of the outdoors, complemented by warm wood flooring.

4.94 out of 5 average rating, 272 reviews

One level condo in the heart of Stowe Village!

An aerial view captures a modern farmhouse-style condo surrounded by trees with vibrant autumn foliage. The property features a wide deck, outdoor space, and a gazebo to the side, complemented by a manicured lawn and gravel pathway leading to the entrance.

4.97 out of 5 average rating, 135 reviews

Renovated 4-bedroom House: Hot Tub & Outdoor Space

The modern kitchen features stainless steel appliances, including a refrigerator and microwave. A sleek countertop with a unique wooden base is complemented by open shelving showcasing decorative items. The space is well-lit with natural light and offers a dining area with black chairs.

4.86 out of 5 average rating, 119 reviews

Newly Renovated 2 Bedroom Condo centrally located

The kitchen features modern white cabinetry paired with natural wood countertops. Open shelving displays glassware and utensils, while a sleek stainless-steel stove and retro-style refrigerator are incorporated. Ample countertop space is available for meal preparation, enhancing functionality in this well-organized area.

4.86 out of 5 average rating, 162 reviews

Modern Farmhouse Condo: fast WiFi+close to it ALL!

4.97 out of 5 average rating, 103 reviews

A serene exterior view showcases the apartment against a backdrop of a soft morning sky, where hues of pink and purple blend. Lush greenery and blooming flowers frame the yard, enhancing the peaceful rural setting.

Condo in Westfield

Northeast Kingdom Little Piece of Heaven

4.91 out of 5 average rating, 224 reviews

A cozy living area is illuminated by a lamp, featuring a comfortable sofa and armchair positioned around a coffee table. A television stands on a cabinet beside a stone fireplace. A dining table with wooden chairs is nearby, set against a floral window treatment.

Condo in North Woodstock

Loon Mountain Area Rental - 2Br/2Ba

A spacious living area features a spiral staircase leading to the upper level. A light-colored couch is positioned beside a wooden coffee table, with a rug underneath. The kitchen is visible in the background, showcasing dark cabinetry and modern appliances, with a dining table that seats four.