Dorset Holiday Rentals

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Our top choices for Dorset holiday rentals

Beautiful country cabin with hot tub and outdoor shower in Londonderry

Beautiful country cabin with hot tub and outdoor shower in Londonderry
Londonderry
10.0 out of 10, Exceptional, (3 reviews)
"Stay is very cozy and rustic. Be prepared for house to be cold when you show up. Host is very responsive and accommodating."
United States
Michael D.
The price is HK$1,161
HK$2,761 total
includes taxes & fees
18 Mar - 19 Mar
Beautiful country cabin with hot tub and outdoor shower in Londonderry

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 HK$1,142
HK$3,146 total
includes taxes & fees
10 Mar - 11 Mar
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

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)
"Irish Bar nearby was a plus on St. Patrick’s Day !"
United States
Warren
The price is HK$610
HK$2,554 total
includes taxes & fees
7 Apr - 8 Apr
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
Clock Tower Base Area
8.6 out of 10, Excellent, (14 reviews)
"Great stay at Okemo. Super convenient to get to the lifts and unit was well maintained. Couldn’t find pillow cases for the pull out couch but otherwise everything was well appointed. Check in/check out was super easy. Thank you!"
United States
Kristin S.
The price is HK$923
HK$2,504 total
includes taxes & fees
8 Mar - 9 Mar
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

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
The price is HK$719
HK$1,692 total
includes taxes & fees
10 Mar - 11 Mar
Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (32 reviews)
"Nice place close to mountain easy in easy out"
United States
Aaron B.
The price is HK$837
HK$1,800 total
includes taxes & fees
10 Mar - 11 Mar
Efficient condo near slopes with kitchenette & great location

Cozy Private Cabin in Andover - Fireplace & Hot tub

Cozy Private Cabin in Andover - Fireplace & Hot tub
Andover
The price is HK$1,712
HK$3,940 total
includes taxes & fees
12 Mar - 13 Mar
Cozy Private Cabin in Andover - Fireplace & Hot tub

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
7.6 out of 10, Good, (54 reviews)
"Location was great, pool, hot tubs and sauna were great"
United States
Lin M.
The price is HK$829
HK$2,296 total
includes taxes & fees
1 Apr - 2 Apr
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
9.4 out of 10, Exceptional, (10 reviews)
"As always, an excellent stay. Wonderful unit, very nicely stocked in a perfect location. Communication was quick and easy. Easily my favorite place to stay!"
United States
Vanessa P.
The price is HK$757
HK$2,609 total
includes taxes & fees
6 Apr - 7 Apr
Cozy Bromley Retreat

Insanely romantic treehouse perched next to a stream and rolling hills.

Insanely romantic treehouse perched next to a stream and rolling hills.
Londonderry
10.0 out of 10, Exceptional, (2 reviews)
"Very nice secluded treehouse. We would definitely recommend!"
United States
Beth H.
The price is HK$3,096
HK$6,901 total
includes taxes & fees
11 Mar - 12 Mar
Insanely romantic treehouse perched next to a stream and rolling hills.

Romantic Riverbed Treehouse - hot tub & new sauna!

Romantic Riverbed Treehouse - hot tub & new sauna!
londonderry
9.6 out of 10, Exceptional, (5 reviews)
"Great little space"
United States
John
The price is HK$1,471
HK$5,011 total
includes taxes & fees
1 Apr - 2 Apr
Romantic Riverbed Treehouse - hot tub & new sauna!

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Ludlow
9.0 out of 10, Wonderful, (24 reviews)
"Great rate for a place with all the basics!"
United States
Macgregor
The price is HK$868
HK$2,095 total
includes taxes & fees
8 Mar - 9 Mar
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

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, (31 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 HK$751
HK$2,598 total
includes taxes & fees
18 Mar - 19 Mar
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester

Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
Londonderry
9.8 out of 10, Exceptional, (23 reviews)
"Nice house, clean, easy access, well set up for family skiing."
United States
L I.
The price is HK$1,681
HK$4,665 total
includes taxes & fees
8 Mar - 9 Mar
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester

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, (78 reviews)
"Perfect location for a quick ski trip. "
United States
Michael D.
The price is HK$704
HK$2,191 total
includes taxes & fees
7 Apr - 8 Apr
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
Londonderry
7.0 out of 10, Good, (2 reviews)
"I was "sold" & excited when I saw the pictures online bc the barn looked really neat. Although the barn was a neat concept, the pictures ARE NOT accurate, it is not as updated as pictured & it was VERY DISAPPOINTING. I now understand the non-refundable policy bc what you see online is definitely NOT what you walked into when you opened the door & they don't want to have to give people their back. Although we had fun, the accommodations were VERY misleading & disappointing. "
United States
Christine M.
The price is HK$1,985
HK$3,780 total
includes taxes & fees
16 Mar - 17 Mar
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

Condo in the heart of town near skiing - less than a mile to Okemo Mountain

Condo in the heart of town near skiing - less than a mile to Okemo Mountain
Ludlow
9.0 out of 10, Wonderful, (14 reviews)
"Great place!"
United States
Darcie L.
The price is HK$1,071
HK$2,514 total
includes taxes & fees
8 Mar - 9 Mar
Condo in the heart of town near skiing - less than a mile to Okemo Mountain

Well-appointed studio right downtown - less than a mile to Okemo Mountain

Well-appointed studio right downtown - less than a mile to Okemo Mountain
Ludlow
8.6 out of 10, Excellent, (12 reviews)
"Clean with everything we needed for a few nights stay."
United States
Sandra S.
The price is HK$829
HK$2,438 total
includes taxes & fees
11 Mar - 12 Mar
Well-appointed studio right downtown - less than a mile to Okemo Mountain

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, (28 reviews)
"Overall very clean and nice. Needs some updating like more spoons, only 2, bigger coffee cups. And a new coffee table that is very worn. "
United States
David A.
The price is HK$610
HK$2,058 total
includes taxes & fees
7 Apr - 8 Apr
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

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.
The price is HK$852
HK$2,076 total
includes taxes & fees
7 Apr - 8 Apr
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
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

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:

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

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?

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms: 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 12 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 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 26 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.