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

Dorchester Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Dorchester holiday rentals

A cozy living room with a grey sofa, a green throw blanket, and a dining area with wicker chairs.

1. 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 NZ$1,029
includes taxes & fees
13 Oct - 14 Oct
2 Bathsheba Terrace
A building with a black door, a lion statue in front, and a sign reading "The Town House".

2. The Town House

The Town House
3.5 star property
Dorchester
The price is NZ$2,026
includes taxes & fees
1 Oct - 2 Oct
The Town House
A wooden pedestrian bridge with metal railings, leading to a gravel area.

3. The Orchard

The Orchard
2.0 star property
Dorchester
The price is NZ$1,420
includes taxes & fees
1 Oct - 2 Oct
The Orchard
A rustic kitchen with wooden beams, a stone wall, a sink, a stove, and a washing machine.

4. 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 NZ$1,212
includes taxes & fees
4 Oct - 5 Oct
Way's Forge
A coastal beach with a prominent rock arch formation, sandy shores, and cliffs.

5. Agua de Plata, 26 Wakeling Island, Silverlake

Agua de Plata, 26 Wakeling Island, Silverlake
3.0 star property
Dorchester
9.0 out of 10, Wonderful, (2 reviews)
"It was amazing Anyone who travels to this part of the country needs to stay here It was beyond our expectation"
United Kingdom
barry
The price is NZ$1,932
includes taxes & fees
10 Oct - 11 Oct
Agua de Plata, 26 Wakeling Island, Silverlake
A narrow waterway flanked by lush greenery and a traditional building with a tiled roof.

6. 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 NZ$833
includes taxes & fees
4 Oct - 5 Oct
The Coach House - Trinity Lodge
A cozy outdoor seating area with wicker furniture and a glass table, adjacent to a house with a sloped roof and a chimney.

7. The Coach House at Lackington Farm

The Coach House at Lackington Farm
3.5 star property
Dorchester
The price is NZ$1,646
includes taxes & fees
1 Oct - 2 Oct
The Coach House at Lackington Farm
A traditional stone building with a green door, two windows, and a sign reading "The Old School House."

8. 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 NZ$1,326
includes taxes & fees
4 Oct - 5 Oct
The Old School House
A cozy living room with a television, a sofa, and a coffee table. There is a kitchen area with cabinets and a dining table.

9. Frome Lodge House

Frome Lodge House
3.0 star property
Dorchester
The price is NZ$1,138
includes taxes & fees
9 Oct - 10 Oct
Frome Lodge House
A traditional stone cottage with a thatched roof, a blue door, and a sign reading 'Tudor Cottage.'

10. The Elbow

The Elbow
3.0 star property
Dorchester
The price is NZ$1,150
includes taxes & fees
8 Oct - 9 Oct
The Elbow
A coastal beach with a prominent rock formation, clear blue waters, and a sandy shoreline.

11. Warmwell Lodge

Warmwell Lodge
3.0 star property
Dorchester
The price is NZ$1,400
includes taxes & fees
3 Oct - 4 Oct
Warmwell Lodge
A cozy living room with a stone fireplace, a television, a sofa, and a patterned rug.

12. Norden House

Norden House
3.5 star property
Dorchester
Norden House
A patio with a stone wall, a table with chairs, a bench, and a small stream.

13. Riverside 67 Dorchester Road

Riverside 67 Dorchester Road
3.5 star property
Dorchester
The price is NZ$1,813
includes taxes & fees
2 Oct - 3 Oct
Riverside 67 Dorchester Road
A kitchen with wooden cabinets, a central island, a brick wall, and a window with a view.

14. Manor Farm Barn

Manor Farm Barn
3.5 star property
Dorchester
The price is NZ$4,966
includes taxes & fees
16 Oct - 17 Oct
Manor Farm Barn
A conservatory with a glass enclosure, a patio with a table and chairs, and a brick house in the background.

15. June Cottage

June Cottage
3.0 star property
Dorchester
The price is NZ$1,508
includes taxes & fees
2 Oct - 3 Oct
June Cottage
An open doorway leading to a gravel patio with a wooden pergola and potted plants.

16. Tithe Barn Cottage

Tithe Barn Cottage
3.0 star property
Dorchester
The price is NZ$1,489
includes taxes & fees
23 Oct - 24 Oct
Tithe Barn Cottage
A rustic cabin with a wooden deck, a staircase, and a seating area with a chair and table.

17. Spindleberry Hut

Spindleberry Hut
3.0 star property
Dorchester
The price is NZ$1,238
includes taxes & fees
5 Oct - 6 Oct
Spindleberry Hut
A cozy loft bedroom with a bed, TV, and a view of the outdoors.

18. The Halt

The Halt
3.0 star property
Dorchester
The Halt
A rustic brick building with a patio area, outdoor seating, and a garden with flowering plants.

19. Churn House

Churn House
3.5 star property
Dorchester
The price is NZ$1,887
includes taxes & fees
10 Oct - 11 Oct
Churn House
A bedroom with a tufted headboard, a large bed with multiple pillows, a bedside table with a lamp, a window with a view of trees, and a ceiling light fixture.

20. Willowbrook Cottage

Willowbrook Cottage
3.5 star property
Dorchester
The price is NZ$1,653
includes taxes & fees
11 Oct - 12 Oct
Willowbrook 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

The Fox Inn

The Fox Inn

10/10 Excellent
"Wonderful location, good dining options and lovely sized clean room"
Steven 1-night trip
Posted 9 hours ago
The Fox Inn

Find out more about Dorchester

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Dorchester holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Dorchester. 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 Dorchester. 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 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 holiday 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 Dorchester short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find holiday rentals in Dorchester?

Yes, there are holiday rentals in Dorchester close to Kingston Maurward Park and Gardens, or you can select a more 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 coffee shops during your visit.

What are some of the best holiday rentals that Dorchester has to offer?

Holiday Home of the Year | Sleeps 20 | Tennis, Gardens | 1m Jurassic Coast Beach: This holiday home rental outside of Dorchester is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Dorchester?

With 44 Expedia holiday rentals, you're guaranteed 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 Dinosaur Museum, 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 Warmwell Holiday Park Ski Slope and Kingston Maurward Park and Gardens.

What are holiday rentals like in Dorchester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dorchester. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.