Holiday houses in Chelsea

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Top-rated holiday rentals in Chelsea

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

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Top Guest favourite
A cozy living area showcases a comfortable sofa adorned with patterned cushions and a soft throw. A rustic coffee table sits in front, complemented by stylish armchairs. Natural light filters through large windows, illuminating the modern kitchen with dark cabinetry in the background.
Tiny home in Fairlee
5 out of 5 average rating, 180 reviews

Private, 1 bedroom boutique tiny home

This boutique tiny home is situated in the picturesque Upper Valley of Vermont. The nearly 50 acres of private land is equal parts woods and water. You will wake to the mooing of dairy cows. Have your coffee on the porch while watching birds dive for their breakfast on the pond. Inside you will find every modern amenity. A fully appointed chef's kitchen. A living area filled with comfy furnishings and a cozy fireplace. Upstairs is a queen bedroom with an ensuite double showered bathroom. Heaven!

Top Guest favourite
Cabin in Corinth
4.96 out of 5 average rating, 132 reviews

Cabin Hill at Taplin Hill Farm in Corinth, Vermont

Amazing White Mountain views on the peak of the farm. Private cozy cabin, perfect romantic vacation getaway, ideal for writers/artists, or like the owners, nomads looking to nature to inspire creativity and relaxation. One-room cabin with a full bathroom, kitchenette, and BBQ grill sits high on a ridge known as Cabin Hill. Expansive views of the White Mountains are seen from large windows and the deck. Outfitted with tasteful linens and bath amenities. Furry friends are welcome - NO Pet fees!!

Top Guest favourite
A cozy living area features a large stone fireplace, with a fire gently burning. Stained glass windows add color to the walls, and rustic wooden beams are visible overhead. A rocking chair and small table are positioned near the fireplace on warm wooden flooring.
Home in Tunbridge
4.98 out of 5 average rating, 467 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 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, 174 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
A quaint cabin with a red metal roof is situated beside a tranquil pond, surrounded by lush greenery. Yellow flowers bloom along the cabin's base, enhancing the natural setting. Large windows provide views of the peaceful surroundings, reflecting the cozy atmosphere of the idyllic location.
Cabin in Washington
4.96 out of 5 average rating, 211 reviews

Back to Nature Romantic Getaway Cabin

This charming, cozy 2 bedroom cabin w small kitchen and living area is situated on a beautiful pond in a truly idealistic setting. Come unwind and unplug!! Propane fridge, lighting and stove and also an outdoor grill. No electric. No running water but water is provided and available. There is an OUTHOUSE. Hiking, mountain biking, relax....experience VT. Nestled in the mountains with a beautiful pond right outside your door. We reside on the property yet a fair distance from the cabin.

Top Guest favourite
A spacious bedroom is furnished with a king bed dressed in plaid bedding. A small dining table is positioned nearby, accompanied by two light-colored table lamps. Wall art featuring floral themes decorates the space, while rich wood flooring adds warmth.
Townhouse in Barre
4.99 out of 5 average rating, 164 reviews

A Sunrise in Vermont - 1 Bedroom Suite

A tastefully decorated suite with private second story entrance, king bed, large bath, coffee bar, & office space. While the suite does not offer a full kitchen, a coffee bar with mini fridge, microwave, and toaster is all yours to enjoy! 12 minutes from Montpelier & I-89. A few minute walk from the suite will give you access to beautiful hiking and biking trails. Including the Millstone trails. Contactless check in & checkout. We are glad to have you stay & experience a sunrise in Vermont!

Top Guest favourite
A vibrant garden features an array of yellow daffodils and blooming flowers, extending towards the grassy area. In the background, a charming cottage with a brown roof is nestled among lush trees under a clear blue sky, creating a serene country setting.
Cottage in Tunbridge
4.98 out of 5 average rating, 122 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.

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, 323 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*

Guest favourite
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, 147 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.

Top Guest favourite
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, 160 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.

Top Guest favourite
The exterior of a blue farmhouse is shown, featuring a gabled roof and a welcoming porch. The porch is flanked by shutters, with a gravel path leading to the road. Lush green grass and landscaping are visible in the foreground, contributing to the rural charm.
Apartment in Tunbridge
4.94 out of 5 average rating, 105 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.

Top Guest favourite
The kitchen area features a central island with seating, surrounded by dark cabinetry and stainless-steel appliances. Exposed wooden beams and a sloped ceiling create an airy atmosphere. A dining area is visible in the background, adorned with a wooden table and comfortable chairs.
Loft in Randolph
4.95 out of 5 average rating, 140 reviews

Stylish factory-farmhouse deluxe loft

Welcome to our historic, newly renovated loft-style home. 3,ooo square feet of peace and quiet, it spreads out the entire 2nd floor of an early 20th century former creamery. On the White River, in the East Valley, it is an inspired Vermont hide-away; It's a cozy space for two, yet large enough for your entire family or ski group.

Popular amenities for Chelsea holiday rentals

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