Holiday rentals 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 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, 252 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.

Guest favourite
A cozy corner features a daybed dressed in a black and white checkered blanket, adorned with various pillows. A wall art piece with floral designs is displayed above, while a small table sits nearby. Natural light enters through a window covered by light gray curtains.
Flat in Barre
4.93 out of 5 average rating, 117 reviews

Cute and Functional One Bedroom in Barre VT!

Enjoy a stay at this stylish experience at this centrally-located place! Three separate rooms. Large Bathroom and Kitchen and Bedroom/Living Room. The full size bed has a trundle underneath to pull out a twin size bed. The shades and curtains in the bedroom are blockout shades to keep out the lights of the night. Lots of off street parking and separate private entrance. You will be on the first floor apartment. There is an apt above the studio that is also rented to Air B and B travelers!

Top guest favourite
The entrance features a well-maintained pathway leading to a welcoming porch, flanked by vibrant flower beds. The surrounding greenery includes ornamental trees, creating a serene outdoor setting.
Flat in Williamstown
4.92 out of 5 average rating, 158 reviews

Cozy/Private, close to hospital, i-89

Relax in Central Vermont. Easy access to hike/ski/tour Private apartment, sleeps up to 5, peaceful area, beautiful views, close to VAST trails 5 minutes from I-89, 15 minutes to Norwich University, 50 minutes to burlington, 45 minutes to ski areas, 5 minutes to Rock of Ages, 10 min to Central VT Hosp. Private entrance/bath/living space, deck overlooking trees/mtns/sliding, microwave, fridge, grill, washer dryer, hot plate. Moments to restaurants. 1 queen, twin over full bunk.

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
4.97 out of 5 average rating, 113 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.

Guest favourite
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.
Flat in Randolph
4.98 out of 5 average rating, 226 reviews

Historic Wayside Farm - a working dairy farm

Located on a historic certified organic dairy farm, this lovely apartment offers guests a cozy retreat with one comfortable bedroom and a clean, well-kept bathroom. Whether you’re relaxing after a day of exploring or enjoying a quiet morning coffee, this marvelous spot provides a peaceful atmosphere. We are centrally located, just a short drive away from area ski resorts, hiking trails, mountain bike networks, breweries and more. We hope you'll enjoy your stay at our apartment.

Top guest favourite
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
4.98 out of 5 average rating, 195 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 favourite
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, 264 reviews

Comfortable cozy cabin in the hills of Vermont!

Lovely cabin situated in a small clearing in the hills of Vermont. All appliances, fully equipped kitchen, washer and dryer. No TV, but strong WiFi for streaming on your own device. We have approximately 20 private acres of hiking trails, ponds, streams, and woods. 15 miles from Lake Fairlee, 26 miles from Dartmouth College, 44 miles from Woodstock VT. Our home is next door, about 40 yards away through a grove of trees. Not suitable for children or pets, sorry.

Top guest favourite
A well-appointed kitchen is showcased with wooden cabinetry in soft blue and rustic tones. A farmhouse sink sits beneath large windows, while a wooden dining table is set for two. Vintage-inspired light fixtures add warmth to the inviting space.
Barn in Corinth
4.98 out of 5 average rating, 133 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.

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, 141 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 favourite
A bright living area displays a red couch facing large windows that provide natural light. A small table with two metal chairs is set nearby, accompanied by a vase of colorful flowers. Wooden floors create a warm and inviting feel.
Loft in Corinth
4.96 out of 5 average rating, 201 reviews

Garden Retreat

Located in Central Vermont our studio apartment for two is surrounded by gardens with its own patio. Due to Covid precautions, we are only accepting FULLY VACCINATED guests, at this time. We are located north of Dartmouth College, near Barre/ Montpelier and close enough for day trips to the White Mountains, major ski areas and fly fishing.

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, 117 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.

Guest favourite
A cozy living room features a light grey sofa adorned with pillows and a textured throw. A patterned area rug sits underfoot, and two framed artworks are displayed on the wall. Natural light enters through a partially covered window beside a standing lamp.
Guest suite in Tunbridge
4.87 out of 5 average rating, 182 reviews

Adorable 2 bedroom farmhouse apartment

Charming attached apartment 1 mile walk from Tunbridge fairgrounds. 1 hour from Stowe, 45 minutes from Pico and Killington, 25 minutes to Saskadena Six and Woodstock. Fantastic for biking, camping, exploring. 10 minutes to local brewery, craft burgers, and law college. Come experience our little piece of heaven.

Popular amenities for Chelsea holiday rentals

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