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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 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 S$751
includes taxes & fees
14 Oct - 15 Oct
2 Bathsheba Terrace
A coastal beach with a prominent rock arch formation, sandy shores, and cliffs.

2. 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$1,410
includes taxes & fees
10 Oct - 11 Oct
Agua de Plata, 26 Wakeling Island, Silverlake
A building with a black door, a lion statue in front, and a sign reading "The Town House".

3. The Town House

The Town House
3.5 star property
Dorchester
The price is S$1,478
includes taxes & fees
26 Sept - 27 Sept
The Town 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.

4. Frome Lodge House

Frome Lodge House
3.0 star property
Dorchester
Frome Lodge House
A neatly made bed in a room with wooden flooring, a white wall with a wooden headboard, and a ceiling with a curved design.

5. The Orchard

The Orchard
2.0 star property
Dorchester
The price is S$1,036
includes taxes & fees
27 Sept - 28 Sept
The Orchard
A rustic kitchen with wooden beams, a stone wall, and a built-in oven.

6. 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$884
includes taxes & fees
4 Oct - 5 Oct
Way's Forge
A narrow waterway flanked by lush greenery and a traditional building with a tiled roof.

7. 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$608
includes taxes & fees
26 Sept - 27 Sept
The Coach House - Trinity Lodge
A traditional stone cottage with a thatched roof, a blue door, and a sign reading 'Tudor Cottage.'

8. The Elbow

The Elbow
3.0 star property
Dorchester
The price is S$839
includes taxes & fees
8 Oct - 9 Oct
The Elbow
A coastal beach with a prominent rock formation, clear blue waters, and a sandy shoreline.

9. Warmwell Lodge

Warmwell Lodge
3.0 star property
Dorchester
The price is S$1,022
includes taxes & fees
3 Oct - 4 Oct
Warmwell Lodge
A traditional stone building with a green door, two windows, and a sign reading "The Old School House."

10. 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 S$968
includes taxes & fees
4 Oct - 5 Oct
The Old School House
A cozy outdoor seating area with wicker furniture and a glass table, adjacent to a house with a sloped roof and a chimney.

11. The Coach House at Lackington Farm

The Coach House at Lackington Farm
3.5 star property
Dorchester
The price is S$1,201
includes taxes & fees
28 Sept - 29 Sept
The Coach House at Lackington Farm
A stone cottage with a thatched roof, a white door, and a small garden with outdoor seating.

12. Bubbs Cottage

Bubbs Cottage
2.0 star property
Dorchester
The price is S$903
includes taxes & fees
25 Sept - 26 Sept
Bubbs Cottage
A rustic cabin with a wooden deck, a staircase, and a seating area with a chair and table.

13. Spindleberry Hut

Spindleberry Hut
3.0 star property
Dorchester
The price is S$903
includes taxes & fees
28 Sept - 29 Sept
Spindleberry Hut
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$1,024
includes taxes & fees
27 Sept - 28 Sept
Blueberry Cottage
A cozy living room with a stone fireplace, a television, a sofa, and a patterned rug.

15. Norden House

Norden House
3.5 star property
Dorchester
The price is S$1,360
includes taxes & fees
21 Oct - 22 Oct
Norden House
A patio with a stone wall, a table with chairs, a bench, and a small stream.

16. Riverside 67 Dorchester Road

Riverside 67 Dorchester Road
3.5 star property
Dorchester
The price is S$1,325
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.

17. Manor Farm Barn

Manor Farm Barn
3.5 star property
Dorchester
The price is S$3,623
includes taxes & fees
1 Oct - 2 Oct
Manor Farm Barn
A stone building with a dark facade, multiple windows, and a small front garden with a wooden table and chairs.

18. Sea Views

Sea Views
3.5 star property
Dorchester
The price is S$1,191
includes taxes & fees
26 Sept - 27 Sept
Sea Views
A conservatory with a glass enclosure, a patio with a table and chairs, and a brick house in the background.

19. June Cottage

June Cottage
3.0 star property
Dorchester
The price is S$1,100
includes taxes & fees
2 Oct - 3 Oct
June Cottage
A rustic brick building with a patio area, outdoor seating, and a garden with flowering plants.

20. Churn House

Churn House
3.5 star property
Dorchester
The price is S$1,379
includes taxes & fees
10 Oct - 11 Oct
Churn House
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

Sleeping Bear Hotel Dorchester

Sleeping Bear Hotel Dorchester

10/10 Excellent
"We were greeted by friendly staff and shown to our room.... We were also shown the fire escape so.we didn't have to walk out suitcases through the hotel. The shower was great, the bed comfy... The cafeterias near the coffee machine downstairs were a great idea as the coffee machine wasn't working. Can recommend and will definitely be booking again if we're in Dorchester"
Alison 1-night trip
Posted 1 day ago
Sleeping Bear Hotel Dorchester

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 45 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 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 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.