Dorset Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Dorset vacation rentals

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.
$230 nightly
The price is $259
May 10 - May 11
Total with taxes and fees
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
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
$197 nightly
The price is $223
May 10 - May 11
Total with taxes and fees
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
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.
$344 nightly
The price is $350
May 10 - May 11
Total with taxes and fees
Stratton Woods · Secluded Vermont Cabin Retreat
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.
$369 nightly
The price is $417
May 10 - May 11
Total with taxes and fees
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
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.
$288 nightly
The price is $325
May 10 - May 11
Total with taxes and fees
Cozy Bromley Retreat
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)
"Great proximity to mountain and Ludlow downtown area."
United States
Yasmine O.
$286 nightly
The price is $304
May 10 - May 11
Total with taxes and fees
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
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.
$271 nightly
The price is $306
May 10 - May 11
Total with taxes and fees
Lovely ski-in/out condo steps from ski lift with trails and amazing views
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.
$214 nightly
The price is $241
May 12 - May 13
Total with taxes and fees
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
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.
$208 nightly
The price is $233
May 11 - May 12
Total with taxes and fees
Peaceful getaway at birds of a feather
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)
"Poor management company. Great lodge. "
United States
Billy W.
$343 nightly
The price is $387
May 10 - May 11
Total with taxes and fees
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
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.
$285 nightly
The price is $303
May 11 - May 12
Total with taxes and fees
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Exterior

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
Stratton
8.0 out of 10, Very Good, (1 review)
"Great location and covered parking. "
United States
Jonathan M.
$192 nightly
The price is $217
May 10 - May 11
Total with taxes and fees
Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
TV, DVD player

Quaint, friendly cottage with lakefront location & water views

Quaint, friendly cottage with lakefront location & water views
Poultney
9.4 out of 10, Exceptional, (59 reviews)
"The cottage is in a nice spot on the lake. It is accurately depicted in the listing and was great for our trip"
United States
Jim V.
$377 nightly
The price is $423
May 10 - May 11
Total with taxes and fees
Quaint, friendly cottage with lakefront location & water views
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.
$339 nightly
The price is $383
May 10 - May 11
Total with taxes and fees
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
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
$324 nightly
The price is $366
May 10 - May 11
Total with taxes and fees
Stratton Mtn Studio | Renovated | Walk to Lifts
Golf

Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (33 reviews)
"Nice place close to mountain easy in easy out"
United States
Aaron B.
$189 nightly
The price is $213
May 10 - May 11
Total with taxes and fees
Efficient condo near slopes with kitchenette & great location
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.
$251 nightly
The price is $272
May 10 - May 11
Total with taxes and fees
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Property grounds

Quaint lakefront home with great views & full kitchen

Quaint lakefront home with great views & full kitchen
Poultney
8.2 out of 10, Very Good, (25 reviews)
"A nice place"
United States
Robert B.
$377 nightly
The price is $423
May 10 - May 11
Total with taxes and fees
Quaint lakefront home with great views & full kitchen
Exterior

2nd-floor downtown Ludlow studio condo with kitchenette, streaming

2nd-floor downtown Ludlow studio condo with kitchenette, streaming
Ludlow
8.6 out of 10, Excellent, (4 reviews)
"Great location and convenient to all local businesses. I enjoyed it very much. Would stay here anytime and plan to again. "
United States
Kevin C.
$217 nightly
The price is $245
May 11 - May 12
Total with taxes and fees
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
Smart TV, fireplace, stereo

LUXE Forest Retreat

LUXE Forest Retreat
Chester
$432 nightly
The price is $484
May 10 - May 11
Total with taxes and fees
LUXE Forest Retreat
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

The Inn at Manchester

The Inn at Manchester

10/10 Excellent
"Staying here was an unexpected delight. It far exceeded my expectations. One of the owners (husband Brian and wife Gaby) were there at all times. Excellent breakfast and a charming bar area with ample selections to accommodate all tastes. It was my first stay and I was here for work, but I will definitely be returning with my wife."
Joe 2-night trip
Posted 19 hours ago
The Inn at Manchester

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 $390 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 vacation home rental near Dorset, which 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 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.