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Dorset Vacation Rentals

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Vacation Rentals in Dorset

Property grounds
Tranquil Cabin Hideaway with Firepit and Riverfront Views on the Green River in Vermont
Tranquil Cabin Hideaway with Firepit and Riverfront Views on the Green River in Vermont
$324 nightly
The price is $361
Nov 4 - Nov 5
Total with taxes and fees
Tranquil Cabin Hideaway with Firepit and Riverfront Views on the Green River in Vermont
Private kitchen
Beautiful country cabin with hot tub and outdoor shower in Londonderry
Beautiful country cabin with hot tub and outdoor shower in Londonderry
2.0 star property
10.0 out of 10, Exceptional, (2)
"On a farm in the country…..stars blazing at night for hot tub. Cozy loft had amazing mattress and pillows! Our dog enjoyed the surrounding field. Beautiful! "
United States
Laurel
$320 nightly
The price is $361
Nov 4 - Nov 5
Total with taxes and fees
Beautiful country cabin with hot tub and outdoor shower in Londonderry
Condo, 2 Bedrooms | Pool | Outdoor pool, open 10:00 AM to 10:00 PM, sun loungers
Long Trail House at Stratton Mountain Resort
Long Trail House at Stratton Mountain Resort
3.0 star property
8.6 out of 10, Excellent, (76)
"Nice, clean room in prime location"
United States
Kristin
$350 nightly
The price is $396
Nov 9 - Nov 10
Total with taxes and fees
Long Trail House at Stratton Mountain Resort
Fridge, microwave, oven, stovetop
Cozy Bromley Retreat
Cozy Bromley Retreat
9.8 out of 10, Exceptional, (7)
"There is no place I’d rather stay in VT. It’s a perfect condo and the recent renovations are really nice. It’s got all the comforts of home and great touches throughout. Bromley is a great community to be in, it’s close to town, obviously the slopes, and just a overall stay!"
United States
Vanessa P.
$288 nightly
The price is $325
Nov 4 - Nov 5
Total with taxes and fees
Cozy Bromley Retreat
Interior
Peaceful Stay at Birds of a Feather Farm & Spa
Peaceful Stay at Birds of a Feather Farm & Spa
9.8 out of 10, Exceptional, (27)
"We absolutely loved this stay. The space was gorgeous and cozy. Fully equipped kitchen we were able to cook dinner in. The location about 45 minutes from Stratton where we skied, but was well worth the drive. Would absolutely stay here again. Thanks again Laurie! "
United States
Cassidy L.
$219 nightly
The price is $245
Nov 4 - Nov 5
Total with taxes and fees
Peaceful Stay at Birds of a Feather Farm & Spa
Microwave, coffee/tea maker, cookware/dishes/utensils, spices
Mountain Dream Escape
Mountain Dream Escape
2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful location and home! The apartment was beautifully decorated and so cozy. The hot tub was a great place for stargazing! It was wonderful for our anniversary weekend but would also be great for a longer stay.Great communication with hosts and they were super helpful when we had a minor issue with check in."
United States
Morgan C.
$402 nightly
The price is $450
Nov 4 - Nov 5
Total with taxes and fees
Mountain Dream Escape
Exterior
Comfy Cottage in Historic East Poultney
Comfy Cottage in Historic East Poultney
10.0 out of 10, Exceptional, (12)
"The cottage had everything we needed to make our vacation perfect. It was well located to Ski Killington and Stratton. The host live right next door and was very responsive for all our needs to make the stay as pleasant as possible. We would definitely rent again."
United States
Moritz M.
$287 nightly
The price is $321
Nov 4 - Nov 5
Total with taxes and fees
Comfy Cottage in Historic East Poultney
Fridge, microwave, oven, stovetop
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
9.8 out of 10, Exceptional, (73)
"This place was comfortable and just the right size foe my stay. Ownernwas responsive to communication before and during my stay. It's on the edge of Ludlow so close enough to walk into town for a.meal or the Sunday Farmer's Market. I would recommend taking the chair lift of Okemo Mountain then walking to the fire tower for a great view. If you walk away from the town, at the end of Mill Street there's a very refreshing swimming hole under the pedestrian bridge. You can.also find a bigger...
United States
Leigh B.
$203 nightly
The price is $229
Nov 4 - Nov 5
Total with taxes and fees
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
Terrace/patio
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
10.0 out of 10, Exceptional, (14)
"Perfect weekend getaway "
United States
Seth G.
$344 nightly
The price is $389
Nov 4 - Nov 5
Total with taxes and fees
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Outdoor spa tub
The Mountain Escape!
The Mountain Escape!
9.6 out of 10, Exceptional, (20)
"Good spot for catching up with friends for the weekend. Hot tub was perfect and everything was comfortable."
United States
Ross P.
$527 nightly
The price is $596
Nov 5 - Nov 6
Total with taxes and fees
The Mountain Escape!
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
9.0 out of 10, Wonderful, (73)
"It was a perfect location and had everything we needed for a great stay."
United States
Danna K.
$224 nightly
The price is $253
Nov 4 - Nov 5
Total with taxes and fees
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Microwave, oven, stovetop
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
10.0 out of 10, Exceptional, (4)
"Impressively clean house! The owners were great to deal with and very responsive. Would certainly recommend to anyone traveling in the area."
United States
Kristen T.
$429 nightly
The price is $485
Dec 2 - Dec 3
Total with taxes and fees
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
Microwave, oven, stovetop, dishwasher
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
10.0 out of 10, Exceptional, (101)
"Perfect location! "
United States
Ana-Cristina H.
$256 nightly
The price is $277
Nov 4 - Nov 5
Total with taxes and fees
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
1 bedroom, WiFi, bed sheets
Romantic Riverbed Treehouse - hot tub & new sauna!
Romantic Riverbed Treehouse - hot tub & new sauna!
10.0 out of 10, Exceptional, (2)
"We had a great stay. The cabin was well lit and perfect for two people. Very clean, warm, and comfortable. There was a snow storm the night before we left and they kept the driveway plowed for us. Gorgeous views and close to everything."
United States
Karen L.
$567 nightly
The price is $641
Nov 4 - Nov 5
Total with taxes and fees
Romantic Riverbed Treehouse - hot tub & new sauna!
TV, fireplace
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
8.4 out of 10, Very Good, (26)
"Great location close to lift. Condo is clean and well appointed."
United States
Grace Ann B.
$246 nightly
The price is $278
Nov 9 - Nov 10
Total with taxes and fees
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Exterior detail
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
8.8 out of 10, Excellent, (3)
"Everything looked good. The bed was too hard for me. The area was nice the room was clean. The sheets not so clean some had stain in it. The bed sofa was ok. The shower was nice the view the room was comfortable on providing everything needed for the kitchen area. The parking space was comfortable. Overall it was a good room. Just minors things like the hard bed and not so clean sheets. I would stay again if I needed it too."
United States
Esmirna A.
$203 nightly
The price is $229
Nov 4 - Nov 5
Total with taxes and fees
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
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
7.8 out of 10, Good, (52)
"Clean and convenient location to the village and base."
United States
Adam C.
$220 nightly
The price is $249
Nov 4 - Nov 5
Total with taxes and fees
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Dining
Bromley Aframe - King Master Bed, Wood Fireplace
Bromley Aframe - King Master Bed, Wood Fireplace
9.6 out of 10, Exceptional, (14)
"This house was great for my family's spring vacation. The stream was beautiful and relaxing. "
United States
Loni N.
$396 nightly
The price is $443
Nov 30 - Dec 1
Total with taxes and fees
Bromley Aframe - King Master Bed, Wood Fireplace
Golf
Well-appointed studio right downtown - less than a mile to Okemo Mountain
Well-appointed studio right downtown - less than a mile to Okemo Mountain
8.6 out of 10, Excellent, (12)
"Clean with everything we needed for a few nights stay."
United States
Sandra S.
$220 nightly
The price is $249
Nov 4 - Nov 5
Total with taxes and fees
Well-appointed studio right downtown - less than a mile to Okemo Mountain
Smart TV, fireplace
Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area
Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area
9.8 out of 10, Exceptional, (10)
"The place was great. Exactly like the listing described. Ski lift right off the rear of the building. Great location. Walking distance to some nightlife and food. And just a short drive for all other needs. Place was clean and nicely equipped kitchen. Will definitely be looking to stay again in the future."
United States
ian w.
$329 nightly
The price is $372
Nov 4 - Nov 5
Total with taxes and fees
Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area
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

Toll Road Inn

Toll Road Inn

10/10 Excellent
"Friendly check-in. Everything in order. Lots of space. Good bed. Simple place. Excellent value. "
Francis 1-night trip
Posted 2 days ago
Toll Road Inn

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 $253 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?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: Visitors like this Dorset vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Dorset?

With 22 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.