Dorset Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Dorset vacation rentals

Interior

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
7.6 out of 10, Good, (56 reviews)
"The place was very dirty. The linens were dirty, the pots/pans and all of the cooking utensils were dirty. There was a rubber band on the floor in bathroom that didn't belong to us.There was only 3 forks and a few spoons. Very little silverwear."
United States
Leigh-Ellen F.
The price is ￥8,457
￥46,830 total
includes taxes & fees
May 3 - May 4
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Property grounds

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Clock Tower Base Area
9.0 out of 10, Wonderful, (79 reviews)
"Unit was as advertised. Clean and comfortable."
United States
Ralph D.
The price is ￥12,024
￥41,589 total
includes taxes & fees
May 2 - May 3
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
TV

Ski-In/Out Condo with Mountain Views, and Washer/Dryer

Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Ludlow
9.6 out of 10, Exceptional, (18 reviews)
"Location location location!"
United States
Britt H.
The price is ￥20,040
￥66,849 total
includes taxes & fees
May 1 - May 2
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Interior

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Ludlow
9.8 out of 10, Exceptional, (85 reviews)
"We had a great stay at this home for a long weekend skiing at Okemo. "
United States
Lisa W.
The price is ￥18,036
￥48,805 total
includes taxes & fees
May 3 - May 4
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Interior

Cozy cabin in charming Londonderry

Cozy cabin in charming Londonderry
Londonderry
8.4 out of 10, Very Good, (5 reviews)
"Cozy as described. Minimal ammenities but all our needs were met. Shower was dark but a spare light lit it nicely. Watch your head, those over 6' tall, the overhang is cozy but bonkable."
United States
Andrew S.
The price is ￥22,260
￥43,729 total
includes taxes & fees
May 13 - May 14
Cozy cabin in charming Londonderry
Smart TV, fireplace, stereo

LUXE Forest Retreat

LUXE Forest Retreat
Chester
The price is ￥48,350
￥76,849 total
includes taxes & fees
May 11 - May 12
LUXE Forest Retreat
Interior

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Stratton
7.8 out of 10, Good, (58 reviews)
"Location was great, pool, hot tubs and sauna were great"
United States
Lin M.
The price is ￥11,383
￥38,708 total
includes taxes & fees
May 1 - May 2
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Children's area

Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
9.6 out of 10, Exceptional, (12 reviews)
"The best stay ever!!! Very clean, great location, super cozy, all the amenities you would need. 5/5 stars, we will be coming back :)"
United States
Carolina I.
The price is ￥14,463
￥50,982 total
includes taxes & fees
May 11 - May 12
Cozy Bromley Retreat
Property grounds

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
The price is ￥7,856
￥35,729 total
includes taxes & fees
May 1 - May 2
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Property grounds

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Stratton
7.4 out of 10, Good, (21 reviews)
"A great weekend. The property was clean and comfortable."
United States
Joan P.
The price is ￥21,323
￥62,112 total
includes taxes & fees
May 1 - May 2
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Smart TV, fireplace, books

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Ludlow
9.8 out of 10, Exceptional, (109 reviews)
"Convenient 2 BR space with comfy beds right in the heart of Ludlow. Would definitely stay there again."
United States
Andrew L.
The price is ￥21,355
￥45,339 total
includes taxes & fees
May 3 - May 4
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Property grounds

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Ludlow
9.8 out of 10, Exceptional, (108 reviews)
"We enjoyed our stay, the house was lovely and close to everything in Ludlow and Okemo."
United States
Hannah M.
The price is ￥18,036
￥48,623 total
includes taxes & fees
May 6 - May 7
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Spa

Comfy Cottage in Historic East Poultney

Comfy Cottage in Historic East Poultney
Poultney
10.0 out of 10, Exceptional, (13 reviews)
"We very much enjoyed our stay at the cottage. There are some very good restaurants nearby and it is close to the Castleton campus. We also enjoyed some snowshoeing and mountain biking at Slate Valley Trails. "
Canada
Blake A.
Comfy Cottage in Historic East Poultney
Interior

Stratton Woods · Secluded Vermont Cabin Retreat

Stratton Woods · Secluded Vermont Cabin Retreat
Wardsboro
9.4 out of 10, Exceptional, (3 reviews)
"Cabin was wonderful!Thank you,The Katz Family "
United States
kim k.
The price is ￥17,154
￥62,361 total
includes taxes & fees
May 4 - May 5
Stratton Woods · Secluded Vermont Cabin Retreat
Fridge, microwave, oven, stovetop

Stratton Mtn Studio | Renovated | Walk to Lifts

Stratton Mtn Studio | Renovated | Walk to Lifts
Stratton Mountain
10.0 out of 10, Exceptional, (31 reviews)
"Great location."
United States
Jeffrey
The price is ￥21,499
￥58,714 total
includes taxes & fees
May 1 - May 2
Stratton Mtn Studio | Renovated | Walk to Lifts
Exterior

Romantic Riverbed Treehouse - hot tub & new sauna!

Romantic Riverbed Treehouse - hot tub & new sauna!
londonderry
9.0 out of 10, Wonderful, (6 reviews)
"Great little space"
United States
John
The price is ￥30,015
￥103,698 total
includes taxes & fees
May 13 - May 14
Romantic Riverbed Treehouse - hot tub & new sauna!
Smart TV, fireplace

Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!

Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!
Londonderry
10.0 out of 10, Exceptional, (10 reviews)
"Great location, well-designed house, and a beautiful view."
United States
Marcel P.
The price is ￥39,679
￥102,268 total
includes taxes & fees
May 3 - May 4
Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!
Property grounds

Lovely ski-in/out condo steps from ski lift with trails and amazing views

Lovely ski-in/out condo steps from ski lift with trails and amazing views
Stratton
8.4 out of 10, Very Good, (34 reviews)
"We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great."
United States
John N.
The price is ￥11,383
￥49,058 total
includes taxes & fees
May 1 - May 2
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Interior

Ground Floor ski-in/out condo, full kitchen & high-speed WiFi

Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
Clock Tower Base Area
9.4 out of 10, Exceptional, (27 reviews)
"This condo is a true ski-in, ski-out experience! Literally walked out the back door and skied to the lift. (A/B lifts) The kitchen was well appointed, the bed comfortable, and was perfectly set up for a ski vacation. The entire space had a comfortable, rustic vibe. Would definitely stay here again when returning to Okemo."
United States
Patricia D.
The price is ￥24,048
￥61,763 total
includes taxes & fees
May 1 - May 2
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
Terrace/patio

Peaceful getaway at birds of a feather

Peaceful getaway at birds of a feather
Shaftsbury
9.8 out of 10, Exceptional, (32 reviews)
"Great place!!"
United States
Margaret D.
The price is ￥14,429
￥37,528 total
includes taxes & fees
May 11 - May 12
Peaceful getaway at birds of a feather
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

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"This was a great hotel. So fresh and clean and the staff was wonderful. "
Kathryn 2-night trip
Posted 4 hours ago
Hampton Inn and Suites Manchester

Find out more about Dorset

Search for holiday rentals in Dorset on Expedia! You can easily find your home rentals, villas, holiday apartments in Dorset using one of the methods below:

  • View our selection of featured holiday rentals in Dorset
  • Use the map to find apartments and other holiday homes in the Dorset neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Dorset while they last

Look no further and take a look at our great range of rental properties in Dorset!

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?

Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!: Visitors like this Dorset vacation home rental. It is located in the mountains and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Dorset?

With 28 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.