Vacation rentals in Chelsea

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chelsea

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

%{current} / %{total}1 / 1
Guest favorite
Aerial view of a serene landscape in Vermont, displaying rolling hills adorned with vibrant autumn foliage. A white yurt is nestled within the lush greenery, set against a backdrop of trees and open fields. A winding road leads through the natural beauty.
Yurt in Randolph
4.93 out of 5 average rating, 216 reviews

Peaceful Woodland Yurt with Pond View

Enjoy the natural beauty of Vermont in this amazing, fully loaded, 14' guest yurt! It comes with a toasty propane fireplace, queen bed, two burner cooktop, fridge, great wi-fi, an incredibly charming and immaculate bathhouse, magnificent views, and privacy! This is the perfect getaway for those seeking peace and natural beauty without sacrificing comfort or amenities! Explore our remote hiking trails and beautiful pond. And be sure to enjoy off-grid meditation yurt when available in season.

Top guest favorite
A unique house constructed from reclaimed wood features a distinctive round shape and a metal roof. The natural stone fireplace is visible on one side, while large windows allow for ample light and views of the surrounding greenery.
Home in Tunbridge
4.98 out of 5 average rating, 423 reviews

The Barnbrook House

Come relax in the serenity of the quiet countryside. This home boasts beautiful views, a large stone fireplace, and stained glass windows throughout the home. Enjoy the comforts of home with a full kitchen, amenities, and beds with 1500 thread count sheets while exploring the interesting features of this one of a kind house. Sit by the spring fed pond overlooking the property laced with apple trees. The home has direct access to short walking trails and is close to VAST trails for snowmobiling.

Top guest favorite
A lush, green landscape is framed by trees and gently sloping hills. The manicured lawn leads to a quaint white home in the distance, surrounded by vibrant foliage under a partly cloudy sky.
Guesthouse in Corinth
5 out of 5 average rating, 151 reviews

The Guest House at Chandlery Farm

This classic Vermont farm estate has everything that description implies: end-of-the-road privacy with breathtaking views, where the only sound is the wind rustling through the leaves. The manicured gardens, stone walls and quaint but luxurious home seem plucked from classic American folklore. Guests can drink their morning coffee while soaking in views of rolling pastures and forested hills, and spend their days exploring the property's trails, and the beautiful towns and countryside nearby.

Top guest favorite
A spacious log cabin is shown with a green metal roof and multiple windows. A wraparound deck and balcony are visible, surrounded by grassy areas and trees. The cabin's rustic charm is complemented by the natural landscape, offering a serene and inviting atmosphere.
Cabin in Corinth
4.99 out of 5 average rating, 249 reviews

Skip's Place

Skip's Place is the epitome of privacy and beauty. Modern amenities in a Vermont log cabin on 60+acres that anyone could enjoy. Master bedroom has king-bed and bath with jacuzzi tub. Downstairs includes a spacious dining room with full kitchen, a second bathroom and two bedrooms each with a full-sized bed. Easy access WiFi and two flat screen TVs with DVD players and movie collection for rainy afternoons. Outdoor fire pit, hiking trails, and fish pond guarantee a unique, peaceful experience.

Top guest favorite
A yurt with a beige and red exterior is surrounded by lush greenery. A wooden deck leads to the entrance, with comfortable seating visible. The backdrop features trees and an open view of the hillside, illuminated by natural light under a clear blue sky.
Yurt in Randolph
5 out of 5 average rating, 148 reviews

Howling Wolf Farm Yurt--A Magical Glamping Retreat

Our 88-acre farm spreads up a steep hillside above the village of Randolph, one mile away. The land is a mixture of open areas where we rotate our sheep flock daily, and wooded land with trails and old stone walls. You might hear the occasional car or truck on a nearby road, but more likely you'll hear our sheep baaing to one another or the cows across the valley trumpeting, or the abundance of birdsong. The energy here is calming and peaceful--we know you will love it as much as we do.

Top guest favorite
A charming wooden cabin is surrounded by lush greenery, with a sloped roof covered in red metal. Large windows provide ample natural light, while a gravel path leads to the entrance, inviting guests to explore the serene rural setting.
Tiny home in West Fairlee
4.97 out of 5 average rating, 184 reviews

Off Grid Tiny House

This sweet little house is great for those who want to get away from it all. It's like camping but with many more creature comforts. Hot and cold running water and a fantastic hot outdoor shower! The house does not come with sheets and towels but if you need that, please let me know and I’ll make that happen for a small fee ($15)! Great for kids! Plenty of mountain biking and hiking from your front door. Lots to explore. Nature right outside your door! 10% veteran discount.

Top guest favorite
A cozy living area is highlighted by warm wood paneling and large windows allowing natural light. A stylish record player is placed on a small table near a comfortable seating arrangement featuring a light sofa and wicker chairs. A decorative rug and a small stove add to the inviting ambiance.
Cabin in Roxbury
4.99 out of 5 average rating, 182 reviews

Cozy cabin retreat

This is the cozy, romantic cottage you've been dreaming of! Fall asleep to the sound of the stream outside the window. Enjoy sledding, snowshoeing, or XC skiing around the meadow, or use this as a convenient base for all your Vermont adventures. Nestled in a hidden valley in the center of Vermont, the cottage is conveniently located a short drive from many ski areas, award-winning Montpelier and Randolph restaurants, the bustle of the Mad River Valley and I-89.

Top guest favorite
The cabin features a wooden deck with steps leading to the front door, surrounded by lush green grass and a variety of colorful foliage in the background. Potted plants are positioned near the entrance, enhancing the natural setting.
Cabin in Vershire
5 out of 5 average rating, 253 reviews

Comfortable cozy cabin in the hills of Vermont!

Lovely cabin situated in a small clearing in the woods of Vermont. Brand new 2019. All appliances, WiFi, washer and dryer. No TV, but strong WiFi for streaming on your own device. We have approximately 20 private acres of hiking rails, ponds, streams, and woods. 15 miles from Lake Fairlee, 26 miles from Dartmouth College, 44 miles from Woodstock VT. Golf course at nearby Lake Morey. Not suitable for children or pets, sorry.

Guest favorite
The exterior of a rustic red cabin is shown, featuring a sloped metal roof and a stone chimney. Two white chairs are placed near the front door, and a small white storage shed is visible on the side. Lush greenery surrounds the structure.
Tiny home in Chelsea
4.9 out of 5 average rating, 138 reviews

Windswept Acres Sugarhouse

Looking for a Rustic adventure? ...the Sugar House is your stop. Well water no longer comes via a hand pump (we just added running hot and cold water!) but there is still an outhouse in the back. A favorite of many of our "regulars" with a great view of the sunrise. You are on 55 acres with two ponds for swimming, fishing, and paddling, plenty of hilltops to hike to and soak in panoramic views... and plenty of privacy.

Top guest favorite
An expansive view of rolling hills showcases a vibrant tapestry of colorful autumn foliage. The serene landscape reveals a distant farm with several buildings nestled among the trees, set against a backdrop of mountains under a clear blue sky.
Guest suite in Royalton
4.96 out of 5 average rating, 275 reviews

Private Guest Suite on 155 Acre Royalton Town Farm

1 Bed, 1 Bath apartment attached to historic farm house. This cozy space is the perfect spot for a weekend getaway or a long family vacation on a historic Vermont Farm. Equipped with all the linens and dishes you will need. Close to I-89 and 30 minutes of Ski Resorts like Saskadena Six. Property of 155 acres has trails, sledding hills and our farm animals you can enjoy. Check our reviews, you won't be disappointed!

Guest favorite
The exterior of a historic farmhouse features a blend of brick and white siding. The structure is surrounded by green grass and mature trees. A private entrance is visible, along with a seating area with chairs. The roof showcases a modern metal design, enhancing the traditional architecture.
Apartment in Randolph
4.99 out of 5 average rating, 219 reviews

Historic Wayside Farm - a working dairy farm

Located on a historic Vermont farm. The apartment is located on the first and second floor of our large home. This is an ideal place if you want to explore everything Vermont has to offer. We are centrally located, just a short drive away from area ski resorts, hiking trails, mountain bike networks, breweries and more. We are a certified organic dairy farm. The cows can be found grazing the surrounding hillsides.

Top guest favorite
A rustic cabin stands surrounded by snow-covered trees under a clear blue sky. Sunlight filters through the branches, casting shadows on the pristine white snow. The cabin features a wooden exterior and a small porch, inviting visitors to enjoy the peaceful winter landscape.
Farm stay in Washington
4.98 out of 5 average rating, 143 reviews

Luna Cabin - Private brookside cabin on homestead

Step away from it all into the quiet mountains of old Vermont where you'll find our tiny cabin nestled on the banks of our brook. Sway in the hammock by the private fire pit or head inside to curl up on the couch and revel in a sublime, uninterrupted view of the forest. This space beckons you back to simplicity, where you can breath deeply and let your soul smile.

Popular amenities for Chelsea vacation rentals

  1. Airbnb
  2. United States
  3. Vermont
  4. Orange County
  5. Chelsea