A bustling street with historic buildings, a clock tower, and various shops and cafes.

Dorchester Vacation Rentals

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Dorchester vacation rentals

Interior

2 Bathsheba Terrace

2 Bathsheba Terrace
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (2 reviews)
"Everything was there that we needed. It was clean, well laid out and comfortable. "
Canada
Rachael
The price is CA $705
CA $847 total
includes taxes & fees
Jul 31 - Aug 1
2 Bathsheba Terrace
Property grounds

Little Green Cottage. Cosy cottage tucked away in heart of historic Dorchester

Little Green Cottage. Cosy cottage tucked away in heart of historic Dorchester
Dorchester
10.0 out of 10, Exceptional, (1 review)
Little Green Cottage. Cosy cottage tucked away in heart of historic Dorchester
Interior

Hardy View Farm House

Hardy View Farm House
Dorchester
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely Fabulous Stay at this Farmhouse. Wonderful hosts in Luba and Chris who were so informative and helpful.Lovely property inside and out. So relaxing and peaceful. Missing the wonderful breakfasts already. 10 out of 10 !!"
Australia
Carol S.
The price is CA $302
CA $343 total
includes taxes & fees
Aug 9 - Aug 10
Hardy View Farm House
WiFi

The Halt Maiden Newton, Dorset

The Halt Maiden Newton, Dorset
Dorchester
The price is CA $647
CA $647 total
includes taxes & fees
Jul 23 - Jul 24
The Halt Maiden Newton, Dorset
Exterior

Blueberry Cottage, Cerne Abbas

Blueberry Cottage, Cerne Abbas
Dorchester
The price is CA $1,220
CA $1,220 total
includes taxes & fees
Aug 2 - Aug 3
Blueberry Cottage, Cerne Abbas
Property grounds

The Coach House - Trinity Lodge

The Coach House - Trinity Lodge
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (1 review)
"Klein, aber fein, sehr ruhige Lage alles sehr sauber mit dem Hund ideal Zentral gelegen Umkreis von einer knappen Stunde kann man ne ganze Woche jeden Tag was anderes anschauen der Gastgeber sehr angenehm"
Germany
Steffen
The price is CA $560
CA $671 total
includes taxes & fees
Jul 23 - Jul 24
The Coach House - Trinity Lodge
Cottage | Interior

Frome Lodge House

Frome Lodge House
3.0 star property
Dorchester
The price is CA $765
CA $918 total
includes taxes & fees
Jul 27 - Jul 28
Frome Lodge House
Cottage | Private kitchen

Way's Forge

Way's Forge
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (3 reviews)
"Way's Forge is a quirky, convenient accommodation for exploring a wide variety of locations in the area and further afield. . It was a very comfortable stay and we enjoyed it very much. "
United Kingdom
Virginia
The price is CA $814
CA $977 total
includes taxes & fees
Jul 24 - Jul 25
Way's Forge
Cottage | Exterior

The Old School House

The Old School House
3.5 star property
Dorchester
10.0 out of 10, Exceptional, (1 review)
"a spacious and comfortable property that was well equipped for our stay"
United Kingdom
NIGEL
The price is CA $891
CA $1,070 total
includes taxes & fees
Jul 25 - Jul 26
The Old School House
Cottage | Interior

Pound Cottage

Pound Cottage
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (2 reviews)
"Lovely peaceful place "
United Kingdom
Enid
The price is CA $535
CA $643 total
includes taxes & fees
Jul 24 - Jul 25
Pound Cottage
Exterior

The Town House

The Town House
3.5 star property
Dorchester
The price is CA $1,361
CA $1,633 total
includes taxes & fees
Jul 24 - Jul 25
The Town House
Cottage | Exterior

The Elbow

The Elbow
3.0 star property
Dorchester
The price is CA $773
CA $927 total
includes taxes & fees
Jul 24 - Jul 25
The Elbow
Cottage

The Halt

The Halt
3.0 star property
Dorchester
The price is CA $500
CA $600 total
includes taxes & fees
Jul 24 - Jul 25
The Halt
Exterior

Bubbs Cottage

Bubbs Cottage
2.0 star property
Dorchester
The price is CA $830
CA $997 total
includes taxes & fees
Aug 7 - Aug 8
Bubbs Cottage
Exterior

Spindleberry Hut

Spindleberry Hut
3.0 star property
Dorchester
The price is CA $832
CA $999 total
includes taxes & fees
Aug 7 - Aug 8
Spindleberry Hut
Outdoor dining

June Cottage

June Cottage
3.0 star property
Dorchester
The price is CA $1,013
CA $1,216 total
includes taxes & fees
Aug 9 - Aug 10
June Cottage
Cottage | Interior

Middle Farm Annex

Middle Farm Annex
3.0 star property
Dorchester
The price is CA $813
CA $975 total
includes taxes & fees
Aug 1 - Aug 2
Middle Farm Annex
Cottage | Beach

Agua de Plata, 16 Wakeling Island, Silverlake

Agua de Plata, 16 Wakeling Island, Silverlake
3.0 star property
Dorchester
8.0 out of 10, Very good, (1 review)
The price is CA $1,299
CA $1,558 total
includes taxes & fees
Jul 25 - Jul 26
Agua de Plata, 16 Wakeling Island, Silverlake
Cottage | Interior

Blueberry Cottage

Blueberry Cottage
4.0 star property
Dorchester
The price is CA $943
CA $1,131 total
includes taxes & fees
Aug 2 - Aug 3
Blueberry Cottage
Interior

Tithe Barn Cottage

Tithe Barn Cottage
3.0 star property
Dorchester
The price is CA $1,235
CA $1,481 total
includes taxes & fees
Aug 3 - Aug 4
Tithe Barn Cottage
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 Dorchester Hotel Reviews

Yalbury Cottage

Yalbury Cottage

10/10 Excellent
"From the moment we were warmly greeted and shown to our room the place felt very homely and relaxing. It's a beautiful, quiet, countryside setting and we will certainly be back!"
Nick 1-night trip
Posted 2 hours ago
Yalbury Cottage

Find out more about Dorchester

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Dorchester. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find vacation rentals in Dorchester?

Yes, we give you a choice of vacation rentals in Dorchester close to Kingston Maurward Park and Gardens, or you can choose a secluded option if you're looking for a relaxing stay. Visitors like the lively bars and countryside in Dorchester. Allow plenty of time to check out the museums and coffeehouses during your visit.

What's the top vacation rental in Dorchester?

STUNNING LARGE COUNTRY FAMILY HOME, INDOOR POOL, SLEEPS 12, SECLUDED GARDEN: You might want to consider this vacation home rental near Dorchester, which is located in a rural location and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Dorchester?

With 40 Expedia vacation rentals, you're sure to find just the right place for your Dorchester stay.

What can I see and do in Dorchester?

Cultural attractions include Tutankhamun: The Exhibition and Sculpture by the Lakes, whereas Weymouth Bay and Dorset and East Devon Coast are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Cerne Abbas Giant and West Bexington Beach.

What are vacation rentals like in Dorchester?

Vacation rentals are privately owned accommodations you can book for several days or longer in Dorchester. Vacation rentals offer extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for small groups.