A calm river with rocky formations and dense green trees in the background.

Dorset Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Dorset vacation rentals

A dining room with a wooden table, four chairs, a vase with flowers, and a view of greenery outside.

1. Historic Home with Colonial Charm in Manchester

Historic Home with Colonial Charm in Manchester
Manchester
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful old historic house, a pleasure and treasure to get to stay there!"
United States
Mary Ann E.
$336 nightly
The price is $380
Nov 23 - Nov 24
Total with taxes and fees
Historic Home with Colonial Charm in Manchester
A modern kitchen with a central island, stainless steel appliances, pendant lighting, and a view to the dining area.

2. Modern Mountain Retreat w/ Chef’s Kitchen

Modern Mountain Retreat w/ Chef’s Kitchen
Manchester
10.0 out of 10, Exceptional, (1 review)
"Communication with Caroline was top notch and speedy! Very clear instructions for accessing the property and check out. Even though this place is connected with two other rooms/units ( I think that is what it is) we never heard them and hopefully we didn't bother them either!The house was amazing inside and out. The location was exceptional!Thank you for a beautiful stay!"
United States
Eva G.
$375 nightly
The price is $424
Dec 1 - Dec 2
Total with taxes and fees
Modern Mountain Retreat w/ Chef’s Kitchen
A playground with slides and climbing structures surrounded by trees.

3. Cozy Bromley Retreat — Ski-In, Ski-Out

Cozy Bromley Retreat — Ski-In, Ski-Out
Bromley Mountain
9.4 out of 10, Exceptional, (21 reviews)
"The place was clean and had all the essentials. Right across from pool and great stay."
United States
Andrew P.
$387 nightly
The price is $437
Nov 16 - Nov 17
Total with taxes and fees
Cozy Bromley Retreat — Ski-In, Ski-Out
A spacious kitchen with a central island, stainless steel appliances, and pendant lighting.

4. 1812 House, 2 Stays, 1 home

1812 House, 2 Stays, 1 home
Manchester
$642 nightly
The price is $725
Dec 1 - Dec 2
Total with taxes and fees
1812 House, 2 Stays, 1 home
A room with a large window, a wooden table, two chairs, and a woven basket on the table.

5. Cozy 3 Bedroom Condo in the Heart of Manchester VT

Cozy 3 Bedroom Condo in the Heart of Manchester VT
Manchester
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful accommodations. Great communication with host."
United States
Peggy S.
$576 nightly
The price is $582
Nov 16 - Nov 17
Total with taxes and fees
Cozy 3 Bedroom Condo in the Heart of Manchester VT
A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

6. Long Trail House 368 condo in Stratton Village, walk to the lifts

Long Trail House 368 condo in Stratton Village, walk to the lifts
Stratton
$232 nightly
The price is $262
Nov 16 - Nov 17
Total with taxes and fees
Long Trail House 368 condo in Stratton Village, walk to the lifts
A large indoor swimming pool with wooden beams and a central decorative structure.

7. ADA King Room w/ Roll-In Shower & Views

ADA King Room w/ Roll-In Shower & Views
Manchester Village Historic District
$247 nightly
The price is $272
Nov 23 - Nov 24
Total with taxes and fees
ADA King Room w/ Roll-In Shower & Views
A rustic interior with a wooden ceiling, a bar area with stools, a sofa, and a dining table.

8. Wonderful hilltop house with breathtaking views

Wonderful hilltop house with breathtaking views
Dorset
$482 nightly
The price is $540
Nov 29 - Nov 30
Total with taxes and fees
Wonderful hilltop house with breathtaking views
An outdoor dining area with tables and umbrellas, a wooden fence, and a building with large windows and lights.

9. Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.

Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.
Manchester
10.0 out of 10, Exceptional, (13 reviews)
"Very clean and convenient to the town and very helpful host!"
United States
Corry B.
$456 nightly
The price is $515
Nov 16 - Nov 17
Total with taxes and fees
Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.
A two-story white house with a front porch, a door with a wreath, and a chimney.

10. Cozy farmhouse in Manchester - short drive to multiple ski mountains!

Cozy farmhouse in Manchester - short drive to multiple ski mountains!
Manchester
9.4 out of 10, Exceptional, (3 reviews)
"The hosts were very friendly and responsive during our stay. Loved that the house is close to the main town as well as close to the ski slopes (Bromley). "
United States
Marissa H.
$628 nightly
The price is $710
Nov 22 - Nov 23
Total with taxes and fees
Cozy farmhouse in Manchester - short drive to multiple ski mountains!
A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.

11. Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
3.0 star property
Stratton
8.6 out of 10, Excellent, (85 reviews)
"Clean well, equipped room. Great amenities, wonderful proximity to all the action in the village,easy parking and access throughout the facility."
United States
Michael
$391 nightly
The price is $441
Nov 17 - Nov 18
Total with taxes and fees
Long Trail House at Stratton Mountain Resort
A living room with a sofa, a television, a fireplace, and a dining area with chairs and a table.

12. Stratton ski-in/ski-out condo steps from the lift with valley-view balcony

Stratton ski-in/ski-out condo steps from the lift with valley-view balcony
Stratton
8.4 out of 10, Very good, (37 reviews)
"I have stayed in this condo a few times now, and for my needs it is a great value; affordable, comfortable and ideal location. "
United States
eric m.
$283 nightly
The price is $320
Nov 16 - Nov 17
Total with taxes and fees
Stratton ski-in/ski-out condo steps from the lift with valley-view balcony
A multi-story building with a stone facade, a central courtyard with a hot tub, and a stone pathway.

13. Founders Lodge condo at Stratton Mountain with gas fireplace

Founders Lodge condo at Stratton Mountain with gas fireplace
Stratton
8.0 out of 10, Very good, (1 review)
$367 nightly
The price is $415
Nov 16 - Nov 17
Total with taxes and fees
Founders Lodge condo at Stratton Mountain with gas fireplace
A building with a sign reading 'Fire Tower Restaurant & Tavern.'

14. Fourth-floor Stratton Village studio with valley-view balcony

Fourth-floor Stratton Village studio with valley-view balcony
Stratton
$217 nightly
The price is $245
Nov 16 - Nov 17
Total with taxes and fees
Fourth-floor Stratton Village studio with valley-view balcony
A modern kitchen with stainless steel appliances, a wooden dining table set for four, and a seating area with a sofa and chairs.

15. Cozy Village Condo-Okemo Shuttle

Cozy Village Condo-Okemo Shuttle
Ludlow
9.8 out of 10, Exceptional, (89 reviews)
"Clean and cozy. Perfect spot for racing the.VT Overland"
United States
Mike T.
$221 nightly
The price is $250
Nov 16 - Nov 17
Total with taxes and fees
Cozy Village Condo-Okemo Shuttle
A large indoor swimming pool with wooden beams and a central decorative structure.

16. Enchanting Equinox | 2 Queen Room + Pool & Spa

Enchanting Equinox | 2 Queen Room + Pool & Spa
Manchester Village Historic District
$258 nightly
The price is $284
Nov 23 - Nov 24
Total with taxes and fees
Enchanting Equinox | 2 Queen Room + Pool & Spa
A yurt with a red door, a visible interior with a fire, and snow outside.

17. Off-Grid Mongolian Yurt on Vermont Sheep Farm

Off-Grid Mongolian Yurt on Vermont Sheep Farm
Poultney
$146 nightly
The price is $164
Nov 16 - Nov 17
Total with taxes and fees
Off-Grid Mongolian Yurt on Vermont Sheep Farm
A wooden cabin with a green door, a small porch, and a set of stairs leading to the entrance.

18. Peaceful 1-bedroom bungalow with AC in charming Wells

Peaceful 1-bedroom bungalow with AC in charming Wells
Wells
9.6 out of 10, Exceptional, (4 reviews)
"This is the most amazing spot. Our second time staying here after the horse races and we will definitely be back next summer. You guys are awesome!"
United States
Donna A.
$223 nightly
The price is $250
Nov 30 - Dec 1
Total with taxes and fees
Peaceful 1-bedroom bungalow with AC in charming Wells
Property grounds

19. Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT
Arlington
10.0 out of 10, Exceptional, (66 reviews)
"Excellent place, fantastic hosts, highly recommend."
United States
Mike K.
$231 nightly
The price is $258
Nov 16 - Nov 17
Total with taxes and fees
Spacious apartment in beautiful, historic Arlington VT
A hot tub surrounded by stone steps, wooden lounge chairs, and a wooden deck.

20. Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Winhall
9.2 out of 10, Wonderful, (45 reviews)
"Our family had a wonderful vacation. The house and location were great. We will come back."
United States
Victoria L.
$647 nightly
The price is $726
Nov 16 - Nov 17
Total with taxes and fees
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dorset Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"We booked a deluxe suite, and it was fantastic — basically a full one-bedroom apartment with a kitchen equipped with all the essentials, including a washing machine and dryer. The location is quiet and peaceful, and the property itself is clean, cozy, and well-maintained. The hotel also has great amenities like a pool, gym, and hot tub — unfortunately, we didn't get a chance to use them this time, but it's a wonderful bonus to have! There were only two small issues: it was a bit tricky to find our room at first since it was located in the far wing of the building, and the heater was rather hard to adjust. Aside from that, our stay was wonderful. We love staying at this hotel and will definitely be back again!"
Alex 1-night trip
Posted 9 hours ago
Pointe at Castle Hill Resort

Find out more about Dorset

Everything you need to know about Dorset vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Dorset vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dorset vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Dorset vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dorset. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Dorset in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $164 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Dorset rentals

At Expedia, we put the best Dorset vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Dorset rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dorset vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dorset. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Dorset?

Yes, you can find vacation rentals close to popular sights in Dorset, or you can choose a more secluded option if you want a relaxing place to stay. Dorset is known for its parks and theaters.

What are some of the best vacation home rentals that Dorset has to offer?

Okemo Mountain Lodging by Vail Resorts: You might want to consider this Dorset vacation home rental for your stay. It is in the mountains and offers an LCD TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop.

How many vacation rentals are there in Dorset?

With 25 Expedia vacation rentals, you're sure to find just the right place for your Dorset stay.

What can I see and do in Dorset?

Emerald Lake State Park and Green Mountain National Forest are a couple of scenic spots to enjoy the outdoors, whereas Dorset Playhouse is one of the cultural attractions. Other places in town to visit include Dorset Village Public Library and Dorset Historical Society Museum.

What are vacation rentals like in Dorset?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Dorset. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.