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
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

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, (3 reviews)
"Everything was there that we needed. It was clean, well laid out and comfortable. "
Canada
Rachael
The price is S$757
includes taxes & fees
21 Nov - 22 Nov
2 Bathsheba Terrace
A cozy living room with a television, a sofa, and a coffee table. There is a kitchen area with cabinets and a dining table.

2. Frome Lodge House

Frome Lodge House
3.0 star property
Dorchester
Frome Lodge House
A narrow waterway flanked by lush greenery and a traditional building with a tiled roof.

3. 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 S$672
includes taxes & fees
11 Nov - 12 Nov
The Coach House - Trinity Lodge
A modern living room with a fireplace, comfortable seating, and a large window offering a view of the outdoors.

4. Standby Generator Bunker

Standby Generator Bunker
3.0 star property
Dorchester
Standby Generator Bunker
A rustic kitchen with wooden beams, a stone wall, a sink, a stove, and a washing machine.

5. 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 S$974
includes taxes & fees
15 Nov - 16 Nov
Way's Forge
A traditional stone building with a green door, two windows, and a sign reading "The Old School House."

6. The Old School House

The Old School House
3.5 star property
Dorchester
10.0 out of 10, Exceptional, (2 reviews)
"a spacious and comfortable property that was well equipped for our stay"
United Kingdom
NIGEL
The price is S$1,066
includes taxes & fees
6 Dec - 7 Dec
The Old School House
A kitchen with wooden cabinets, a sink, and a washing machine.

7. The Orchard

The Orchard
3.0 star property
Dorchester
The price is S$1,146
includes taxes & fees
20 Nov - 21 Nov
The Orchard
A coastal beach with a prominent rock arch formation, sandy shores, and cliffs.

8. 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 S$1,560
includes taxes & fees
10 Nov - 11 Nov
Agua de Plata, 26 Wakeling Island, Silverlake
A traditional stone cottage with a thatched roof, a blue door, and a sign reading 'Tudor Cottage.'

9. The Elbow

The Elbow
3.0 star property
Dorchester
The price is S$928
includes taxes & fees
10 Nov - 11 Nov
The Elbow
A conservatory with a stone exterior, wooden benches, and a picnic table.

10. Pound Cottage

Pound Cottage
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (2 reviews)
"Lovely peaceful place "
United Kingdom
Enid
Pound Cottage
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 S$1,131
includes taxes & fees
20 Nov - 21 Nov
Warmwell Lodge
A cozy loft bedroom with a bed, TV, and a view of the outdoors.

12. The Halt

The Halt
3.0 star property
Dorchester
The price is S$601
includes taxes & fees
20 Nov - 21 Nov
The Halt
A stone building with a tiled roof, large windows, and a garden with various plants and flowers.

13. Middle Farm Annex

Middle Farm Annex
3.0 star property
Dorchester
Middle Farm Annex
A large, historic building with multiple stories and a symmetrical facade, surrounded by a well-maintained lawn.

14. Blueberry Cottage

Blueberry Cottage
4.0 star property
Dorchester
The price is S$1,133
includes taxes & fees
11 Nov - 12 Nov
Blueberry Cottage
A rustic cabin with a wooden deck, a staircase, and a seating area with a chair and table.

15. Spindleberry Hut

Spindleberry Hut
3.0 star property
Dorchester
The price is S$910
includes taxes & fees
10 Nov - 11 Nov
Spindleberry Hut
A wooden interior with a staircase, a window with a view of trees, and a shelf with boots.

16. The Cow Shed

The Cow Shed
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (1 review)
"rooms were clean.lovely view"
United Kingdom
ivan
The price is S$1,698
includes taxes & fees
18 Nov - 19 Nov
The Cow Shed
An open doorway leading to a gravel patio with a wooden pergola and potted plants.

17. Tithe Barn Cottage

Tithe Barn Cottage
3.0 star property
Dorchester
Tithe Barn Cottage
A wooden picnic table with a white mug and a plate with food, set against a backdrop of a grassy field and a tree, with a clear view of the sea in the distance.

18. Washingpools

Washingpools
3.5 star property
Dorchester
Washingpools
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.

19. Willowbrook Cottage

Willowbrook Cottage
3.5 star property
Dorchester
Willowbrook Cottage
A conservatory with a glass enclosure, a patio with a table and chairs, and a brick house in the background.

20. June Cottage

June Cottage
3.0 star property
Dorchester
The price is S$1,217
includes taxes & fees
20 Nov - 21 Nov
June 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 Duchess of Cornwall Inn

The Duchess of Cornwall Inn

10/10 Excellent
"Beautiful building. Ian, the manager, was absolutely fantastic. Highly recommended place to stay."
Michael 1-night trip
Posted 11 hours ago
The Duchess of Cornwall Inn

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.

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.