Dorset vacation rentals

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Top-rated vacation rentals in Dorset

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

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Guest favorite

Cabin in Londonderry

4.93 out of 5 average rating, 308 reviews

Stone Fence Cabin

Cute, Cozy & Charming, our rustic, Studio Cabin is on 5 private acres near scenic Gale Meadows Pond in S Londonderry, VT. We are close to Stratton, Bromley & Manchester and you’ll enjoy beautiful scenery and hiking right outside your front door. The Cabin has an open floor plan with a galley kitchen, dining/living area with pullout futon couch & 1 full bathroom. 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!

Aug 21 – 28

ﺩ.ﺇ383 per night

Guest favorite

Guest suite in Dorset

4.88 out of 5 average rating, 147 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 sitting room/library. Stay in an historic gem, listed on the National Register of Historic Places. Historically sensitive restoration has resulted in beautifully decorated historic home. 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, which has excellent restaurants, a cafe, and a general store.

Sep 9 – 16

ﺩ.ﺇ490 per night

Guest favorite

Apartment in Dorset

4.99 out of 5 average rating, 178 reviews

Vermont barn apartment

The Barn Apartment at Sykes Hollow Farm is in the gorgeous Mettowee Valley with 5 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!

Jan 9 – 16

ﺩ.ﺇ596 per night

Guest favorite

Apartment in Manchester

4.99 out of 5 average rating, 145 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, but you can enjoy the outside seating set in front of the house.

Apr 28 – May 5

ﺩ.ﺇ297 per night

Guest favorite

Guest suite in Manchester

4.89 out of 5 average rating, 119 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.

Jun 30 – Jul 7

ﺩ.ﺇ626 per night

Guest favorite

Guesthouse in Granville

4.9 out of 5 average rating, 783 reviews

Moon Valley Country Retreat no clean fee pets yes

Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Near Lk George, Lk Champlain, Saratoga, Manchester & Rutland, VT. Hiking, fishing and swimming nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive recommended in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

Jan 21 – 28

ﺩ.ﺇ377 per night

Guest favorite

Guesthouse in Wallingford

4.98 out of 5 average rating, 585 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!

Feb 13 – 20

ﺩ.ﺇ531 per night

Guest favorite

Cabin in Granville

4.98 out of 5 average rating, 132 reviews

Quaint log cabin nestled in the woods

Enjoy a break from the daily grind at this lovely tiny log cabin nestled among beech and ash trees. This tiny cabin provides peace and quiet on nearly 4 wooded acres just minutes from the town of Granville, NY. A full kitchen, living room, one bathroom and a loft bedroom complete with stackable washer/dryer provide a place to relax and soak in nature. The spacious front porch grants a protected outdoor space to watch the wildlife and enjoy the fresh air with your family and pup.

Jan 3 – 10

ﺩ.ﺇ430 per night

Guest favorite

Home in Dorset

4.98 out of 5 average rating, 112 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.

Dec 24 – 31

ﺩ.ﺇ1,501 per night

Guest favorite

Apartment in Londonderry

4.94 out of 5 average rating, 333 reviews

Cozy Suite in a Historic Building Near Ski Resorts

Located on the second floor of a historical building in the Village of South Londonderry, Vermont, this renovated studio suite features unique touches of modern amenities but with a Vermont feel. Your room will include a 65 inch Smart TV, WiFi, electric fireplace, lush queen bed, full renovated bathroom, small kitchenette, as well as on site parking.

Jul 5 – 12

ﺩ.ﺇ474 per night

Guest favorite

Cottage in Pawlet

4.93 out of 5 average rating, 165 reviews

The Smithy at Consider Bardwell Farm

The historic “Smithy" at Consider Bardwell Farm is the original building used for blacksmithing by Consider Bardwell, himself, in the 1800s. Complete with a full kitchen, bathroom, and patio for grilling, the Smithy is beautiful inside and out. Enjoy meeting our goats and all the local goodies and products that we can stock in your cottage.

May 26 – Jun 2

ﺩ.ﺇ565 per night

Guest favorite

Apartment in Manchester

4.99 out of 5 average rating, 172 reviews

Style and Comfort- Perfect Year Round Location

Amazing location in Downtown Manchester Center. Walking distance to the outlets, bars and restaurants. Less than 30 minutes away from three Ski Mountains. Fully renovated unit within a charming old farmhouse with your own private entrance and front porch.

Jul 5 – 12

ﺩ.ﺇ591 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Dorset vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Dorset's top sights

H N Williams Store29 locals recommend

The Dorset Inn49 locals recommend

Barrows House Inn & Restaurant38 locals recommend

Dorset Bakery20 locals recommend

Chantecleer Restaurant37 locals recommend

Dorset Farmers Market30 locals recommend

Other great vacation rentals in Dorset

Guest favorite

Apartment in Middletown Springs

4.88 out of 5 average rating, 204 reviews

Apartment in Vermont Historic Home

May 6 – 13

ﺩ.ﺇ259 per night

Guest favorite

Home in Winhall

4.88 out of 5 average rating, 138 reviews

The Mushroom House of Manchester Vermont

Apr 27 – May 4

ﺩ.ﺇ655 per night

Guest favorite

Barn in Chester

4.99 out of 5 average rating, 492 reviews

Inviting studio apartment above barn in Vermont

Aug 28 – Sep 4

ﺩ.ﺇ373 per night

Guest favorite

Cabin in Wells

4.95 out of 5 average rating, 149 reviews

Gatsby's Getaway

Aug 8 – 15

ﺩ.ﺇ432 per night

Superhost

Cabin in Sandgate

4.92 out of 5 average rating, 127 reviews

Vermont Mountainside Cabin- Nature + Epic Views

Oct 20 – 27

ﺩ.ﺇ578 per night

Guest favorite

Apartment in Poultney

4.94 out of 5 average rating, 306 reviews

Cozy Poultney Village Apartment

Aug 7 – 14

ﺩ.ﺇ295 per night

Guest favorite

Barn in Manchester

4.99 out of 5 average rating, 249 reviews

Big Green Barn - Manchester Village Vermont

Nov 19 – 26

ﺩ.ﺇ987 per night

Guest favorite

Cottage in Pawlet

4.96 out of 5 average rating, 115 reviews

Carriage Barn at Indian Hill

May 12 – 19

ﺩ.ﺇ576 per night

Show all

Other great vacation rentals in Dorset

Guest favorite

Apartment in Dorset

4.96 out of 5 average rating, 25 reviews

Newly Renovated Cottage

Jun 26 – Jul 3

ﺩ.ﺇ413 per night

Superhost

Home in Dorset

4.8 out of 5 average rating, 49 reviews

SKY COTTAGE

May 5 – 12

ﺩ.ﺇ534 per night

Guest favorite

Home in Dorset

4.98 out of 5 average rating, 40 reviews

Home in the Heart of Dorset Village

Oct 28 – Nov 4

ﺩ.ﺇ1,534 per night

Superhost

Home in Dorset

4.88 out of 5 average rating, 17 reviews

Charming Vermont Retreat

Sep 26 – Oct 3

ﺩ.ﺇ670 per night

Guest favorite

Home in Dorset

4.94 out of 5 average rating, 17 reviews

Cozy Condo Getaway

Nov 8 – 15

ﺩ.ﺇ907 per night

Guest favorite

Guest suite in Dorset

5.0 out of 5 average rating, 26 reviews

Private Retreat Steps from Dorset Village Green

Aug 20 – 27

ﺩ.ﺇ894 per night

Guest favorite

Guesthouse in Dorset

5.0 out of 5 average rating, 20 reviews

The Red Dorset Schoolhouse

Mar 18 – 25

ﺩ.ﺇ681 per night

Guest favorite

Apartment in Manchester

5.0 out of 5 average rating, 18 reviews

Bonnet St Barn

May 9 – 16

ﺩ.ﺇ430 per night

Show all

Quick stats about vacation rentals in Dorset

Total rentals
100 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
3.2K reviews
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees

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 50 vacation rentals in Dorset featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Dorset have wifi?
Absolutely! We offer over 10 apartment 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 30 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 apartment rentals in Dorset?
Experience the best of Dorset with our apartment 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 50 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 60 homes with wifi, over 30 homes with a bbq area, over 50 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Dorset vacation rentals

Top-rated vacation rentals in Dorset

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Dorset vacation rentals

Stay near Dorset's top sights

Other great vacation rentals in Dorset

Apartment in Middletown Springs

Home in Winhall

Barn in Chester

Cabin in Wells

Cabin in Sandgate

Apartment in Poultney

Barn in Manchester

Cottage in Pawlet

Other great vacation rentals in Dorset

Apartment in Dorset

Home in Dorset

Home in Dorset

Home in Dorset

Home in Dorset

Guest suite in Dorset

Guesthouse in Dorset

Apartment in Manchester

Quick stats about vacation rentals in Dorset

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in Dorset?

Are there vacation rentals with a dedicated workspace in Dorset?

Do apartment rentals in Dorset have wifi?

Do house rentals in Dorset have a bbq area?

How much does it cost to stay in apartment rentals in Dorset?

Do house rentals in Dorset have air conditioning?

Are there family-friendly house rentals in Dorset?

What are the most popular amenities for House Rentals in Dorset?

Destinations to explore