Holiday rentals in Sudbury

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Sudbury

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
A charming guest house is depicted, characterized by its red siding and gabled roof. An American flag is displayed at the entrance, while a covered porch features seating options. Lush green grass and trees frame the property, adding to the serene landscape.
Guest house in Leicester
5 out of 5 average rating, 27 reviews

Peace of the Farm Guest House

Forget your worries in this spacious and serene space. Located on 57 acres of pastures, hayfields and woods, our guest house sits central on Foxcroft Farm and is situated about 800' from the main road, down the driveway past our house, barns and gardens. The farm is about 5 miles from Brandon, 3 miles to Lake Dunmore, 12 miles to Middlebury, 45 minutes to Killington or Lake Champlain ferries/ bridge to NY State. Biking, hiking, kayaking, boating, fishing, skiing, local wineries, beers, arts...

Guest favourite
Home in Brandon
5 out of 5 average rating, 25 reviews

1820 Federalist Farmhouse

Built in 1820 in the Federalist style, our farmhouse sits on one acre of partially wooded land directly across the street from the Neshobe Golf Course. The house has 3 bedrooms (sleeps up to 6), two and half baths, a kitchen, a dining area, a library, a sitting room, and a media room. The house’s greatest claim is an original mural hand painted by Brandon’s long-term artist-in-residence, Warren Kimble. The Nest, an outbuilding that sleeps up to 4, can be rented for an additional $60 per night.

Top guest favourite
An aerial view captures the lakefront house surrounded by lush greenery, highlighting the vibrant trees that frame the property. The tranquil lake reflects the surrounding nature, with a floating dock visible just offshore, inviting relaxation and exploration.
Home in Hubbardton
5 out of 5 average rating, 68 reviews

Welcoming Lakefront Retreat Quiet and Cozy

Discover your perfect getaway at our lakefront house in Vermont's lake region. Ideal for couples or small families, it offers stunning views of Echo Lake from every room. The house spans three levels and comfortably accommodates up to six guests. Relax on the screened-in porch equipped with a BBQ. Set on over 2 acres of private land, you’ll experience privacy and serenity. Whether you wish to unwind by the lake or explore Vermont, our retreat is the ideal destination for a memorable vacation.

Top guest favourite
A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.
Treehouse in Hancock
4.98 out of 5 average rating, 176 reviews

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

Top guest favourite
An aerial view reveals a farmhouse surrounded by lush green fields and blooming apple trees. The landscaped driveway curves gently toward the entrance, showcasing the expansive property with vibrant greenery and organized garden areas, creating a serene rural setting.
Flat in Whiting
4.95 out of 5 average rating, 209 reviews

360° mountain views near Middlebury

Very cozy, large private loft apartment with a kitchenette and bathroom 10 miles from Middlebury College Vermont. Lake Champlain, ski resorts, and other outdoor activities within 20 miles. Burlington, Albany, Montreal, Boston, New York are only 1 - 4 hours away. ——— FOLLOWING THE RECOMMENDATIONS OF THE VERMONT STATE'S DEPARTMENT OF HEALTH, OUR RENTAL PROPERTY IS ONLY AVAILABLE FOR FULLY COVID-19 VACCINATED GUESTS. PROOF OF VACCINATION RECORD REQUIRED. This is for the well-being of us all.

Top guest favourite
A serene lake scene is presented at sunset, with a solitary kayaker navigating the calm waters. The reflection of the sun creates a shimmering path across the lake's surface, while trees line the distant shore, adding to the peaceful atmosphere.
Flat in Leicester
4.95 out of 5 average rating, 118 reviews

Hideaway Lodge Lakefront- Screen Porch & MTN Views

Wake up to mountain views in a cozy, rustic studio with full kitchen and bath. Step onto your screened porch overlooking Lake Dunmore's peaceful south cove, with a private dock, two kayaks, a canoe, and a paddleboard to use. Centrally located for year-round recreation: swim, kayak, hike, bike, or fish in summer; ski or skate in winter. 20 minutes to Middlebury, close to downhill and XC ski areas. Animal lovers welcome; friendly (if vocal) dogs may greet you. Helpful owners live upstairs.

Top guest favourite
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, 302 reviews

Off Grid Secluded Farm Stay Cabin

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 favourite
A serene lakeside scene captures a cozy cabin nestled among lush trees, illuminated by warm light. A dock extends into the water, featuring seating for relaxation. A canoe glides gently across the lake, adding to the tranquil atmosphere of this picturesque setting.
Cabin in Poultney
4.93 out of 5 average rating, 399 reviews

Waterfront Vermont Lake House w/ Panoramic Sauna

We invite you to come stay and experience all of the beauty that Vermont has to offer at Lake St. Catherine. Located on the west side of the lake off a quiet private drive with almost 100ft of lake frontage, there are few spots with a better view. Watch the sun rise each morning from the decks or sauna. Explore the lake by canoe or kayak; both available for our guests. If the dates you're looking for are booked, message us for availability at our second location! Follow us @vtlakehouse

Top guest favourite
A welcoming farm sign displays 'Des Marais Farm' alongside an illustration of a red barn and fields. Colorful flowerbeds filled with red and pink blooms enhance the entrance, framed by lush greenery and a clear blue sky.
Farm stay in Brandon
4.95 out of 5 average rating, 109 reviews

The Swallows Nest in a wildlife preserve

NEW THIS YEAR: High speed internet, Heat pumps for heat and AC throughout the house, and a new refrigerator/ freezer Secluded and beautiful, at the end of a gravel dead end road, the Swallow’s Nest is part of our organic farm and wildlife refuge. You’ll find serenity here with huge open vistas. We are two miles from the town of Brandon. Brandon has restaurants, shops, art galleries and music venues. Check out what’s happening in Brandon at the Brandon area chamber of commerce.

Top guest favourite
Tiny home in Ludlow
4.96 out of 5 average rating, 105 reviews

Alpine Reflection + Hot Tub

Escape to this luxury glass tiny home perched at 1,500 feet in elevation in Ludlow, Vermont—architect-designed and built in Estonia with stunning views of Okemo Mountain. Tucked away in a private forest setting, this one-of-a-kind retreat features a hot tub, fire pit, outdoor shower under the trees, radiant heated floors, and floor-to-ceiling windows that immerse you in nature. Designed for quiet luxury relaxation and unforgettable mornings, it’s the perfect escape every season

Guest favourite
A bright living area features large windows that frame views of the surrounding forest. Natural light enhances the wood-paneled walls. A comfortable sofa and chair are positioned around a central coffee table. A small, modern wood stove provides warmth, creating a cozy atmosphere.
Cabin in Goshen
4.97 out of 5 average rating, 143 reviews

The Berghüttli: Glowing Swiss Hut in the Forest

The Berghüttli ("little mountain hut") is a Swiss-inspired hut and farm stay surrounded by National Forest in Goshen, VT (pop. 168). A completely private escape—no other structures in sight, just woods and quiet. Inside, a wall of windows brings the forest right up to you, while glowing maple plywood fills the space with warm light. High-speed fiber internet runs a reliable 300 Mbps. Stay connected or switch off completely. Search "The Berghüttli" on YouTube for a video tour.

Top guest favourite
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, 325 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*

Popular amenities for Sudbury holiday rentals