
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.

The Vershire Fortress
Breathtaking views, mountain fresh air, and tranquility in the hill town of Vershire, VT; the Fortress looks out over the White Mountains to the East during the day and the Milky Way above at night. The property spans 6 acres that are available to all guests looking for a bit of snow-shoeing or a walk in the woods. Plus recent renovations! Designed and built by architect, Nick Fabrikant, it offers splendid open floor plans and incredible natural lighting through the many South-facing windows.
4.93 out of 5 average rating, 106 reviews
Cozy Bow House Perched in Trees w/ Hot Tub & View
The cozy Bow House is perched up above a lovely valley and boasts large south facing windows, a unique bowed loft and a warm, inviting space to relax. Up a charming dirt road past Brushwood & Fairlee Forests with hiking, biking and ATV trails nearby. Lake Fairlee is a scenic 10 min drive; 15 min to Lake Morey & I-91 and 30 min to Dartmouth College. Enjoy the glow of the rising sun and beautiful views above the fog, unwind in the hot tub surrounded by the magical woods and wildlife of Vermont.
4.96 out of 5 average rating, 599 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.
4.99 out of 5 average rating, 263 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
4.98 out of 5 average rating, 183 reviews
Vermont Hillside Garden Cottage
Cozy converted artists’ studio, tucked in the hills at the end of a country road. Open the French door to views of a sprawling garden and rolling fields, alight with fireflies in the spring and bursting with color in the fall. Warm yourself by the wood burning stove after winter fun or unwind with a local microbrew by the fire pit, listening to the Whippoorwills on a summer evening. Beautiful in all seasons, this modern, comfy cottage is the perfect place to get away from it all.
4.98 out of 5 average rating, 128 reviews
Sasha's Estate. Westside Bedroom, Share Bathroom
The bedroom is within a rustic homestead situated on a mountain top, with 40 acres, in rural Vermont. You will have a private bedroom with full access to all spaces. Others in the home is Wayne, other Air B&B guests, and Sasha (Family Dog). The household is very active with ongoing carpentry upgrades at any point in time. We are 30 minutes from Montpelier, 1 hour from Burlington, Sugarbush, Killington, Bolton, Stowe Resorts. During your stay, our home will be your home!
4.87 out of 5 average rating, 153 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*
4.99 out of 5 average rating, 334 reviews
Town’s End, a Private Retreat with Mountain Views
Welcome to Town's End, a retreat for nature lovers. Named after my father, Townsend, this custom built, six bedroom, three bath home is at the end of a private drive with mountains on one side, fields on the other, and woods behind. Enjoy the tranquility of our 260 acre estate situated between the Green Mountain and White Mountain National Forests. Town’s End will provide you with vast, open spaces indoors and out, immersing you in a nature’s paradise.
4.94 out of 5 average rating, 121 reviews
Scenic Barn Loft on Private Vermont Estate
Scenic, private, and beautifully crafted, this 1,200 sq ft barn loft sits atop our 140-acre Vermont farm estate with stunning views, artisan finishes, and total comfort. Two bedrooms, two baths, a chef’s kitchen, and a cozy gas stove and A/C make it perfect for couples or families year-round. Wander rolling pastures, hike forest trails, sled in winter, or stargaze in silence—this is a countryside retreat designed to restore and inspire.
4.98 out of 5 average rating, 146 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 a large pond for swimming, fishing, and paddling, plenty of hilltops to hike to and soak in panoramic views... and plenty of privacy.
4.91 out of 5 average rating, 154 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 small brook. Hang 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.
4.98 out of 5 average rating, 168 reviews
Tunbridge Home with a View
This quiet country location has beautiful views of the rolling hills nearby. If you want to get out in nature, with all the comforts of home, this is the place for you. With nearly 30 acres there is room to roam and enjoy nature or stay inside and enjoy 4K TV with several streaming services and high speed internet. A private entrance means no contact.
4.95 out of 5 average rating, 112 reviewsPopular amenities for Chelsea vacation rentals
Other great vacation rentals in Chelsea

Phil's Place: Neat apartment close to downtown
4.99 out of 5 average rating, 237 reviews
Fairview
4.94 out of 5 average rating, 366 reviews
Country Farm Cottage
4.86 out of 5 average rating, 37 reviews
Spacious country home, beautiful sunsets, 40 acres
4.85 out of 5 average rating, 78 reviews
Maison de la Montagne - A hilltop family home
4.96 out of 5 average rating, 74 reviews
The Looking Glass, a modernistic escape
4.98 out of 5 average rating, 52 reviews
Historic 1840 Restored Cape Farmhouse
4.94 out of 5 average rating, 63 reviews
Hebard Hill Hideaway
4.96 out of 5 average rating, 54 reviewsDestinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Quebec City Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Newark Vacation rentals
- Mont-Tremblant Vacation rentals
- Salem Vacation rentals
- Providence Vacation rentals
- Newport Vacation rentals
- York County Vacation rentals
- White Mountain National Forest
- Okemo Mountain Resort
- Squam Lake
- Sugarbush Resort
- Loon Mountain Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Dartmouth College
- Tenney Mountain Resort
- Stowe Mountain Resort
- Franconia Notch State Park
- Fort Ticonderoga
- Ragged Mountain Resort
- Middlebury College
- Waterville Valley Resort
- Flume Gorge
- Cannon Mountain Ski Resort
- Killington Resort
- Kingdom Trails
- Ice Castles
- Squam Lakes Natural Science Center
- Stinson Lake
- Mount Sunapee Resort
- Montshire Museum of Science





