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Vacation rentals in Dorset

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Top-rated vacation rentals in Dorset

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

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Top guest favorite

The guesthouse sits nestled among trees, featuring a rustic facade with large windows. A deck extends from the entrance, surrounded by greenery, providing a sense of seclusion. The surrounding area is characterized by verdant foliage and natural pathways leading to the house.

Guesthouse in Salem

4.98 out of 5 average rating, 122 reviews

Guest House at Hummingbird Hill

Our small above-garage guesthouse on the New York-Vermont border is a retreat from busy life. The open floor plan, airy apartment has windows on all sides & overlooks woods, meadow & animal pastures. The guesthouse is ideal for those looking to get away from electronics and the internet, and hike and bike the area’s trails, and/or paddle the Battenkill River and area lakes. Or just sit on the deck with a book and cup of tea or glass of wine. Pets are welcome (we do charge a small fee for pets)!

Top guest favorite

The rustic cabin features a red exterior with a metal roof, framed by lush greenery. Flower pots with colorful blooms adorn the porch, which includes a small table and chairs. Large windows allow natural light to illuminate the interior.

Cabin in Londonderry

4.94 out of 5 average rating, 349 reviews

Stone Fence Cabin

Cute, Cozy & Charming, our rustic, Studio Cabin is on 5 private acres near scenic Gale Meadows Pond. We are close to Stratton, Bromley & Manchester and you’ll enjoy beautiful scenery & hiking right outside your front door. The Cabin has an open floor plan with a full bath, galley kitchen & dining/living area with pullout futon couch that converts into a 2nd bed. The sleeping loft is accessible by ladder. Our place is a great fit for couples and solo adventurers looking to get away from it all!

Top guest favorite

A fire pit surrounded by several Adirondack chairs is positioned on a grassy area. In the background, a warmly lit cabin is visible among the trees, with a winding gravel driveway leading up to it. The scene is set in a peaceful, wooded environment.

Cabin in Rupert

4.99 out of 5 average rating, 104 reviews

Elegant & Rustic VT Cabin - A Peaceful Getaway.

Nestled on 10 hillside acres just outside the small town of West Rupert, our cabin offers a relaxing "get-away-from-it-all," yet is convenient to all that southern VT and eastern NY has to offer. Perfect for a romantic weekend with a special someone, a relaxing country vacation with family, or a fun retreat with good friends. 3 BRs (plus sleeping loft) and full bath. Hike, bike, ski, golf, fish, shop, swim, dine, antique, explore, etc...or just relax and do nothing. Make yourself at home!

A covered deck features wooden seating accompanied by a small table. Lush greenery surrounds the area, with trees displaying autumn foliage. The view extends towards the Battenkill River and distant hills, creating a serene outdoor setting.

Home in Manchester

4.98 out of 5 average rating, 106 reviews

Private Riverfront Getaway with Mountain Views

Be close to everything Manchester has to offer while enjoying gorgeous views and total privacy in a comfortable home you will have all to yourself! The perfect getaway any time of year. Feels like you are away from it all, but just minutes from amazing hiking, skiing, shopping, dining, and entertainment! 5 minutes to town and Bromley is less than 10 min away. Stratton and Magic Mt are both less than 25 min drives. Hiking trails, kayaking, fly fishing, and more are all right in your backyard.

Top guest favorite

The colonial home features a classic white exterior with black shutters and a welcoming front porch. An American flag is displayed prominently, and soft outdoor lighting highlights the entrance. The well-maintained lawn includes neatly trimmed bushes, creating a warm first impression.

Home in Sandgate

4.99 out of 5 average rating, 118 reviews

Country Colonial Home with rolling fields & stream

This wonderful colonial home offers wide open space on 21 acres of rolling fields with paths leading to the Green River. In the summer build your own dam or in the winter cross country ski along the edges of the stream and get a full view of the West Arlington valley. Swearing Hill is located within a mile of an old country store for all types of immediate supplies. The town of Arlington is 5 miles away, and Manchester, Vt. Is 14 miles, offering golfing, shopping, and wonderful restaurants.

Top guest favorite

A pathway of stone steps meanders through a lush green lawn, flanked by vibrant red geraniums in terracotta pots. Tall trees provide shade, creating a serene atmosphere, while a wooden bench invites relaxation amidst the surrounding nature.

Apartment in Dorset

4.99 out of 5 average rating, 190 reviews

Vermont barn apartment

The Barn Apartment at Sykes Hollow Farm is in the gorgeous Mettowee Valley with 4 friendly horses, entertaining chickens, mountain views and a host who cares about you. The farm is a quiet, private, peaceful place with 30 acres to roam, but still close to Dorset and Manchester. Fields, mountains and a pond are all here. Good for couples and solo travelers who want an amazingly beautiful setting. This listing is more than a rental... it's an entire farm. Powered by solar to help the planet!

Top guest favorite

An open living space is depicted, featuring a kitchen area with a stove and a kettle. A cozy sofa is positioned nearby, with large windows allowing natural light to fill the room. A staircase leads to a sleeping loft, visible above, with a unique railing design.

Guest suite in Manchester

4.9 out of 5 average rating, 147 reviews

Bright Manchester Studio with Sleeping Loft

Our studio apartment with sleeping loft is great for two adults or a couple with children. Located on a quiet country road great for taking long walks. There is a queen bed in the loft and a pull out queen sofa in the living area. Bright with high ceilings and all new furnishings. We are less than three miles from town, 20 minutes to Bromley and 25 minutes to Stratton. Close to hiking, biking, fishing, great restaurants and shopping. Please note;Owners lives on premise in main house.

Top guest favorite

A charming guesthouse with a red exterior is set against a backdrop of vibrant greenery and colorful flower beds. Various flowers in shades of orange, pink, and purple border the property, while tall trees provide natural shade. The tranquil setting invites relaxation in nature.

Guesthouse in Wallingford

4.98 out of 5 average rating, 713 reviews

Vermont Home Central to Ski Areas-No Cleaning Fees

Comfortable guesthouse located conveniently on US Route 7 near ski areas. Half hour from Manchester Outlet Stores. Near Long Trail/Appalachian Trail, Weston and Dorset Playhouses and miles of scenic country roads. Close to Elfin Lake and White Rocks National Recreation Area.Great for couples, small families, solo adventurers, and business travelers. Queen size bed and full kitchen. Great for overnight stay or week-long vacation to enjoy the beauty of Vermont. No cleaning fees!

Top guest favorite

The green barn structure features a deck with white railings, providing access through double doors. Lush grass surrounds the building, with trees framing the background. A gradient sky at sunset displays soft hues of pink and orange, creating a serene outdoor setting.

Barn in Manchester

4.99 out of 5 average rating, 286 reviews

Big Green Barn - Manchester Village Vermont

Unique Vermont Barn Experience! 1880s restored barn on 2 acres in Manchester Village across from Southern Vermont Arts Center. Converted to a photo studio in 2004 when we moved from NY; spacious, comfortable, solar-powered, approx. 1 mile to Main St. (town roads, no sidewalk), close to shopping, restaurants, golf, hiking, skiing, etc. Beautiful views, Mount Equinox front, the Green Mountains back. No pets. Not suitable for children under 12. (License number MRT-10126712)

Top guest favorite

A mid-century styled home is set within a lush green landscape, flanked by trees. A hammock is positioned on the lawn in the foreground, inviting relaxation. A spacious deck extends from the house, surrounded by well-maintained flower beds and stones, enhancing the serene outdoor environment.

4.98 out of 5 average rating, 131 reviews

The Nest at Birch Quarry

Our home is located mid-way between Dorset and Manchester VT. This mid 70's style home has been remodeled and updated. The rooms are tastefully decorated. New baths, a well appointed kitchen, large dining area, vaulted ceilings, large deck & marble patio w/ fire pit. Private setting surrounded by woods and quarry pond. The access is flat and off a paved road. 3 min to Dorset. 5 min to Manchester. 10 min to VT Horse Show. 15 min to Bromley. 25 min to Stratton.

Top guest favorite

The exterior of a two-story house is visible, featuring a sloped roof and white siding. Lush green bushes frame the front yard, where a small decorative archway and white picket fence add charm. Surrounding trees provide a natural backdrop for the property.

Apartment in Manchester

4.99 out of 5 average rating, 267 reviews

Private two-bedroom suite within a two-story house

This is a private suite located on the second floor of a house. Separate entrance. The owners live downstairs. Great location with mountain views. Please note: 1) Our kitchen is fully equipped, but it has a hot plate instead of the traditional stove. 2) Instead of a full-size living room there is a small sitting area with a TV in the same area where the kitchen is located. 3) Guests don't have access to the backyard/patio.

The historic two-story house features a blue exterior complemented by a white porch adorned with hanging flower baskets. A pathway lined with greenery leads to the entrance, enhancing the inviting appearance of the home surrounded by mature trees.

Guest suite in Dorset

4.9 out of 5 average rating, 187 reviews

Guest Suite in historic 1804 tavern, w/ Breakfast.

You'll have the whole 3rd floor to yourself with a new private bath, large bedroom with a/c, and a separate sitting room/library. Stay in an historic gem, listed on the National Register of Historic Places. Historically sensitive restoration has been done. You'll have a continental breakfast in the house's original dining room. We're a four a minute drive from the center of historic Dorset village.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations with great services and amenities

Popular amenities for Dorset vacation rentals

Laptop-friendly workspace

Air conditioning

Other great vacation rentals in Dorset

Top guest favorite

An open studio space features a spacious bed adorned with neutral-toned bedding. A wooden bench sits at the foot of the bed, while a pool table is positioned nearby. Walls are lined with wooden paneling, and a decorative wall hanging depicting a moose adds a rustic touch.

Barn in Manchester

5 out of 5 average rating, 39 reviews

Bromley Barn

Top guest favorite

The exterior of a renovated barn showcases a deep red facade complemented by white trim. A stone pathway leads to the entrance, flanked by outdoor seating and a small patio area. Large windows allow natural light to flood the interior, enhancing its welcoming appearance.

5 out of 5 average rating, 42 reviews

Dorset Hollow House

Top guest favorite

A bright, open living area features large windows with grey shades, offering ample natural light. A dark reclining chair faces a modern television, while a circular coffee table sits on a patterned rug. The kitchen bar includes three blue stools, complemented by decorative plants and light fixtures.

Guesthouse in Arlington

5 out of 5 average rating, 58 reviews

Guest house with attention for detail

The cozy bedroom features a spacious bed with soft bedding, complemented by a chic grey ottoman. A dresser with a woven texture and a patterned chair add style, while natural light enters through two windows covered with neutral blinds.

Apartment in Manchester

4.83 out of 5 average rating, 48 reviews

Manchester Cottage

A relaxing hot tub overlooks the in-ground swimming pool, surrounded by vibrant greenery and landscaped gardens. A gazebo is positioned nearby, with mountains visible in the distance, creating a serene outdoor environment suitable for leisure and gatherings.

4.96 out of 5 average rating, 25 reviews

Idyllic Dorset Home: Serene Escape w/amazing views

Top guest favorite

The entrance of the Bonnet St Barn features a deep red exterior with a sloping roof and an overhang. A small chair is positioned beside the door, framed by lush greenery and blooming flowers, enhancing the welcoming entryway.

Apartment in Manchester

4.99 out of 5 average rating, 84 reviews

Bonnet St Barn

An outdoor deck showcases a seating area with two wicker chairs and a wooden table, providing views of the surrounding trees and mountains. Strung lights add a soft glow against the evening sky, which is painted with hues of pink and orange.

Cabin in Manchester

4.95 out of 5 average rating, 73 reviews

Dragonfly Cottage - Mountain View A-Frame

Top guest favorite

A spacious room features dark blue walls and ample natural light from large windows. A cozy bed is complemented by a comfortable seating area with a sofa and armchair. A wooden coffee table holds flowers, and wall art adds character to the space.

Guest suite in Salem

5 out of 5 average rating, 78 reviews

Suite on Salem

Quick stats about vacation rentals in Dorset

Total rentals
100 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace

Frequently Asked Questions

Are there pet-friendly vacation rentals in Dorset?
Four-legged friends are welcome in Dorset. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Dorset?
Yes! Work meets play with ease at over 60 vacation rentals in Dorset featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Dorset have wifi?
Absolutely! We offer over 60 house rentals with wifi in Dorset. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Dorset have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Dorset. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Dorset?
Experience the best of Dorset with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Dorset have air conditioning?
Absolutely! We offer over 50 house rentals with air conditioning in Dorset. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Dorset?
Dorset has more than 60 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Dorset?
Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with air conditioning, over 20 homes with a bbq area, over 60 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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