Photo by Josue Diaz

Dorset Holiday Rentals

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Holiday Rentals in Dorset

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (196)
"It was a wonderful little cabin that was clean and decorated comfortably. It had everything we needed. The hot tub was delightful! "
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool

9.8 out of 10, Exceptional, (164)
"The property is exactly like the pictures indicate. The house is in a friendly neighborhood outside of town. The house is very comfortable and spacious. The host responds to your messages in timely manner, and, she is very workable. Would definitely stay there again "
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool

Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!

9.6 out of 10, Exceptional, (40)
"The owner had the place ready to go when we arrived. It was a late arrival, but there were outside lights that were warm and inviting. Plenty of space for our party of 12 (6 adults and 6 kids). Kitchen was welled stocked with cooking necessities, great hangout spaces in the basement and first floor, and a convenient space for ski boots and outer gear in the basement near parking. Kids absolutely loved the pool - and have the pruned hands to prove it. The location couldn't have been better, ~25...
Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!

5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio

9.6 out of 10, Exceptional, (8)
"Great place. Super close to everything. Host was super helpful. Everything you need for an amazing ski weekend."
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio

VT Cabin overlooking the West River and Village

10.0 out of 10, Exceptional, (27)
"We loved our stay! Such lovely cabin! We loved it so much that we were bummed we didn’t book a longer stay. It had everything we needed to make our stay comfortable."
The price is AU$508
includes taxes & fees
1 Dec - 2 Dec
VT Cabin overlooking the West River and Village

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

9.6 out of 10, Exceptional, (200)
"A true joy, and a home away from home. This was our second time here and we loved it so much all over again. Would recommend to anyone looking for a romantic getaway with all the comforts of home. Minutes away from Manchester, a cute lil town for all those tourist tendencies. "
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Walk to Mount Snow, Cozy, Clean and Comfortable!

9.6 out of 10, Exceptional, (29)
"Upon reserving the property, I sent an email to the owner and requested an early checkin, he responded very quickly and accomodated my request. The check in process was very easy, and the property was very clean. The only issue was the hot tub was not installed and functioning dury my stay, which I specifically asked for. The inside of the condo was very clean and the owner provided everything you needed. The only downside was the outside of the property was a little run down and needed some...
Walk to Mount Snow, Cozy, Clean and Comfortable!

Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

10.0 out of 10, Exceptional, (159)
"Quiet getaway for the weekend just the two of us. It was the perfect spot. Out of the busy but a quick drive to get something to eat when you get hungry. The drive wasn’t bad either. Deb and Angelo were amazing to communicate with also. "
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

9.6 out of 10, Exceptional, (34)
"Great weekend! Beautiful location !!"
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

Long Trail House at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very good, (72)
"Condo was great, cozy, and clean. Has access to the pool and hot tubs from back porch and has great Mountain View’s. The village had plenty of food, little expensive, but pretty good. Overall great place to stay and enjoy the mountain. "
The price is AU$613
includes taxes & fees
25 Nov - 26 Nov
Long Trail House at Stratton Mountain Resort

Modern Ski In / Ski Out 4BR / 3BA Smart Home w/ Private Hot Tub and shared pool

10.0 out of 10, Exceptional, (9)
"We had a wonderful stay. We enjoyed the home and community amenities. Location was great and our family enjoyed the convenience of having the access to ski on / ski off. We look forward to our stay next year!"
Modern Ski In / Ski Out 4BR / 3BA Smart Home w/ Private Hot Tub and shared pool

Cabin in So. Vt enjoy the Mtns.

10.0 out of 10, Exceptional, (106)
"Cozy cabin in beautiful Mt. Tabor. We were a family of 3 with two dogs. Space was a little tight for us with the two dogs, but is perfect for 3-4 people. Outdoor space nice as well. Location was convenient to Manchester and Rutland areas and close to great hiking trails. Owners live on the property and are very friendly and accommodating. Great experience overall!"
Cabin in So. Vt enjoy the Mtns.

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

8.2 out of 10, Very good, (33)
"All in all it was a great trip. The place was very cute and as described. The upstairs bedrooms are not for light sleepers as the walls only go so far up so they are not really divided. I had read this in other reveiws but honestly for us it wasn't a problem. We went as a family group and it was kind of nice to be able to lay in bed and talk to the others in the room next to you. When we got there the hot tub was so hot that we were not able to get in. Maybe a problem with the thermostat but...
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

9.4 out of 10, Exceptional, (19)
"My husband and I decided to rent out this property for our reception and could not have been more pleased. The property was perfect for our intimate wedding. It was rustic, quiet, and had a ton of fun activities. The entire home was full of character and each room was unique. The two houses on the property were clean and taken care of, just older so do not expect modern and new. I personally love older rustic locations, especially ones that you know have been lived in and loved. I gave the...
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

9.8 out of 10, Exceptional, (113)
"Terrific and comfortable place to stay! Amazing firepit!"
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

Dog-friendly chalet cabin with valley view, deck, and private hot tub

7.6 out of 10, Good, (17)
"The cabin was the perfect weekend getaway. We had issues with connecting the projector to the internet and finally gave up on trying to connect but other then that the overall experience was great. Will be staying here again in the future. "
Dog-friendly chalet cabin with valley view, deck, and private hot tub

Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

9.0 out of 10, Wonderful, (26)
"The tiny houses were cute and well equipped. They were ideal for 2 friends traveling together having their own space. I would definitely rent this property again. Only negative was having 3 empty propane tanks when we wanted to use the fire table(something to be added to the maintenance checklust) however once i text them they dropped a fresh tank off that same evening."
The price is AU$693
includes taxes & fees
25 Nov - 26 Nov
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

10.0 out of 10, Exceptional, (54)
"We rented the barn as an overflow space from the main house. The barn has everything you need and is a really cool spot to sit and view the entire property."
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

Lakefront home with amazing views, fireplace, firepit, & gas grill

9.8 out of 10, Exceptional, (63)
"Stayed with friends at several places and this property I thought was by far the nicest. Very clean and we had plenty of room. We did have trouble getting in the door but we called and we were able to get inside."
Lakefront home with amazing views, fireplace, firepit, & gas grill

Idyllic Lakefront House Suited Two Families

9.8 out of 10, Exceptional, (153)
"Our stay was wonderful, and the hosts were more than accomadating! Lovely home and very convenient to Ludlow and Okemo. "
Idyllic Lakefront House Suited Two Families
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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Other types of properties in Dorset you may be interested in

Hampton Inn and Suites Manchester

2.5 star property
9.6 out of 10, Exceptional, (1010)
"Convenient, very clean, friendly staff and great breakfast!"
The price is AU$232
includes taxes & fees
8 Dec - 9 Dec
Hampton Inn and Suites Manchester

Kimpton Taconic Hotel, an IHG Hotel

4.0 star property
9.4 out of 10, Exceptional, (722)
"A nice clean hotel with an upscale yet cozy feel."
The price is AU$339
includes taxes & fees
16 Dec - 17 Dec
Kimpton Taconic Hotel, an IHG Hotel

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (761)
"Desk staff excellent. Maintenance employee Rick very helpful."
The price is AU$272
includes taxes & fees
25 Nov - 26 Nov
Pointe at Castle Hill Resort
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.
Beautiful view of the beach with palm trees

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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?

Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off!: This holiday home rental outside of Dorset is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Dorset?

With 22 Expedia holiday rentals, you're guaranteed to find just the right place for your Dorset stay.

What can I see and do in Dorset?

Green Mountain National Forest and Emerald Lake State Park are a couple of scenic spots to enjoy the outdoors, whereas Dorset Playhouse is one of the cultural attractions. Stratton Mountain Resort and Vermont Summer Festival are a couple of places you'll find in the wider area.

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.