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

Dorset Holiday Rentals

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Our top choices for Dorset holiday rentals

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.
The price is NZ$839
includes taxes & fees
25 Nov - 26 Nov
Historic Home with Colonial Charm in Manchester

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.
The price is NZ$837
includes taxes & fees
8 Dec - 9 Dec
Modern Mountain Retreat w/ Chef’s Kitchen

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.
The price is NZ$774
includes taxes & fees
19 Nov - 20 Nov
Cozy Bromley Retreat — Ski-In, Ski-Out

4. 1812 House, 2 Stays, 1 home

1812 House, 2 Stays, 1 home
Manchester
The price is NZ$1,276
includes taxes & fees
1 Dec - 2 Dec
1812 House, 2 Stays, 1 home

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.
The price is NZ$1,006
includes taxes & fees
16 Nov - 17 Nov
Cozy 3 Bedroom Condo in the Heart of Manchester VT

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
The price is NZ$469
includes taxes & fees
13 Nov - 14 Nov
Long Trail House 368 condo in Stratton Village, walk to the lifts

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

ADA King Room w/ Roll-In Shower & Views
Manchester Village Historic District
The price is NZ$478
includes taxes & fees
23 Nov - 24 Nov
ADA King Room w/ Roll-In Shower & Views

8. Wonderful hilltop house with breathtaking views

Wonderful hilltop house with breathtaking views
Dorset
The price is NZ$1,321
includes taxes & fees
12 Dec - 13 Dec
Wonderful hilltop house with breathtaking views

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.
The price is NZ$961
includes taxes & fees
6 Dec - 7 Dec
Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.

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.
The price is NZ$1,230
includes taxes & fees
18 Nov - 19 Nov
Cozy farmhouse in Manchester - short drive to multiple ski mountains!

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
The price is NZ$787
includes taxes & fees
17 Nov - 18 Nov
Long Trail House at Stratton Mountain Resort

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.
The price is NZ$567
includes taxes & fees
13 Nov - 14 Nov
Stratton ski-in/ski-out condo steps from the lift with valley-view balcony

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)
The price is NZ$722
includes taxes & fees
13 Nov - 14 Nov
Founders Lodge condo at Stratton Mountain with gas fireplace

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

Fourth-floor Stratton Village studio with valley-view balcony
Stratton
The price is NZ$435
includes taxes & fees
16 Nov - 17 Nov
Fourth-floor Stratton Village studio with valley-view balcony

15. Cozy Village Condo-Okemo Shuttle

Cozy Village Condo-Okemo Shuttle
Ludlow
9.8 out of 10, Exceptional, (89 reviews)
"simple, sweet, CLEAN and easy"
United States
walter s.
The price is NZ$455
includes taxes & fees
13 Nov - 14 Nov
Cozy Village Condo-Okemo Shuttle

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

Enchanting Equinox | 2 Queen Room + Pool & Spa
Manchester Village Historic District
The price is NZ$551
includes taxes & fees
13 Dec - 14 Dec
Enchanting Equinox | 2 Queen Room + Pool & Spa

17. Off-Grid Mongolian Yurt on Vermont Sheep Farm

Off-Grid Mongolian Yurt on Vermont Sheep Farm
Poultney
The price is NZ$282
includes taxes & fees
18 Nov - 19 Nov
Off-Grid Mongolian Yurt on Vermont Sheep Farm

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.
Peaceful 1-bedroom bungalow with AC in charming Wells

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.
The price is NZ$456
includes taxes & fees
22 Nov - 23 Nov
Spacious apartment in beautiful, historic Arlington VT

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.
The price is NZ$1,267
includes taxes & fees
19 Nov - 20 Nov
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

Find out more about Dorset

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Dorset holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Dorset. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Dorset. Seeing all the best attractions is bound to make you fall in love with Dorset. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Dorset short-term rentals, that won’t be hard to do.

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Frequently asked questions

Are there holiday rentals in Dorset?

Yes, there are holiday rentals close to the most popular sights in Dorset, or you can select a more secluded option if you're looking for a relaxing stay. Dorset is known for its parks and theatres.

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

Okemo Mountain Lodging by Vail Resorts: This holiday home rental outside Dorset 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 holiday rentals are there in Dorset?

With 25 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Dorset?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dorset. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family trips or small group gatherings.