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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Winsham holiday rentals

A spacious living area with a kitchen, a dining table, and a comfortable seating arrangement.

1. Ammerham Farm Cottage

Ammerham Farm Cottage
3.0 star property
Chard
The price is 17.200.634 ₫
20.640.761 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Ammerham Farm Cottage
A stone building with a tiled roof, a wooden bench, and a sign indicating a reception area.

2. Little Norton Mill

Little Norton Mill
4.0 star property
Stoke-sub-Hamdon
10.0 out of 10, Exceptional, (38 reviews)
"A beautiful location. Spotlessly clean and we wanted to stay longer. Thank you for meeting us and making us feel welcome. Carl and Jo"
United Kingdom
Timothy Carl
The price is 3.366.853 ₫
4.040.360 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Little Norton Mill
A pebbled beach with rocky terrain and a clear sky.

3. East Wing

East Wing
3.5 star property
Crewkerne
10.0 out of 10, Exceptional, (1 review)
"Spacious, clean and tidy accommodation. Two large bedrooms both with en-suite. Parking and an outside courtyard with comfortable sitting."
United Kingdom
Kim
The price is 11.059.629 ₫
13.271.555 ₫ total
includes taxes & fees
28 Oct - 29 Oct
East Wing
An outdoor patio with wicker furniture, a grill with food, and a stone building in the background.

4. Withy Cottages

Withy Cottages
3.5 star property
Langport
9.6 out of 10, Exceptional, (45 reviews)
"Excellent stay over great communication by Mary and had everything needed.Lovely and peaceful"
United Kingdom
Ian
The price is 4.981.969 ₫
5.978.363 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Withy Cottages
A cozy living room with a fireplace, leather sofas, a wooden coffee table, and a TV mounted on the wall.

5. Cozy Gnome Cottage Annex Near Sidmouth

Cozy Gnome Cottage Annex Near Sidmouth
3.5 star property
Ottery St Mary
9.8 out of 10, Exceptional, (7 reviews)
"It was very well equipped and comfortable beds."
United Kingdom
JV
The price is 5.469.894 ₫
5.469.894 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Cozy Gnome Cottage Annex Near Sidmouth
A conservatory with wicker furniture, a glass table, and a red vase.

6. Downside

Downside
3.5 star property
Crewkerne
10.0 out of 10, Exceptional, (1 review)
"Good value for money option"
Greece
Theodoros
The price is 8.818.599 ₫
10.582.319 ₫ total
includes taxes & fees
16 Oct - 17 Oct
Downside
A modern living room with a sofa, coffee table, and a kitchen area with a washing machine.

7. Streamside Apartments

Streamside Apartments
3.5 star property
Yeovil
10.0 out of 10, Exceptional, (37 reviews)
"Excellent accommodation!"
Norway
Anonymous traveller
The price is 3.766.437 ₫
3.766.437 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Streamside Apartments
A wooden cabin with large sliding glass doors leading to an outdoor seating area with a table and chairs.

8. Foxglove

Foxglove
3.0 star property
Chard
The price is 18.975.996 ₫
22.771.195 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Foxglove
A living room with a sofa, a wicker table, a television, and a window with curtains.

9. 52 Fernhill Heights

52 Fernhill Heights
3.5 star property
Bridport
8.4 out of 10, Very good, (7 reviews)
"The house is lovely. very clean, very useful having 2 loos :) Very quiet and peaceful too. The owners are very friendly. definitely stay there again in the future "
United Kingdom
Chris
52 Fernhill Heights
A modern kitchen with a wooden table, two chairs, a sink, and a window with a view of greenery.

10. Woodstock Retreat

Woodstock Retreat
3.5 star property
Axminster
10.0 out of 10, Exceptional, (2 reviews)
"A very nice property in a quiet location. Ideal for a complete getaway, with plenty of interesting places to visit not far away. Debbie is a lovely host, very welcoming and helpful. Would definitely recommend Woodstock Retreat. "
United Kingdom
Paul
The price is 8.120.096 ₫
9.744.115 ₫ total
includes taxes & fees
16 Oct - 17 Oct
Woodstock Retreat
A modern living room with a fireplace, comfortable seating, and a TV.

11. The Carriage House

The Carriage House
3.0 star property
Lyme Regis
The price is 26.484.902 ₫
31.781.882 ₫ total
includes taxes & fees
20 Oct - 21 Oct
The Carriage House
A modern kitchen with white cabinets, a wooden island, and a grey sofa.

12. Abode

Abode
3.0 star property
Axminster
9.0 out of 10, Wonderful, (2 reviews)
"Pros: - gorgeous interior design - exceptionally well stocked kitchen - spacious - private & quite Cons: - very awkward parking - gabel roof so if you are not careful in the bedroom ad bathroom you can bang your head - bedroom gets very hot in summer - Very small shower - 2/3 of the garden was closed off, leaving very little space for dogs to enjoy"
United Kingdom
Diana
The price is 15.512.585 ₫
18.615.102 ₫ total
includes taxes & fees
17 Oct - 18 Oct
Abode
A row of holiday cottages with sloped roofs and dormer windows, surrounded by well-maintained lawns and flowering bushes.

13. 36 Fernhill Heights

36 Fernhill Heights
3.5 star property
Bridport
10.0 out of 10, Exceptional, (1 review)
"Convenient location and great accommodation"
United Kingdom
Alan
The price is 11.525.298 ₫
13.830.358 ₫ total
includes taxes & fees
30 Oct - 31 Oct
36 Fernhill Heights
A modern kitchen with a dining table set for a meal, including a bottle of wine, bread, and a bowl of fruit.

14. Half Pint Cottage

Half Pint Cottage
3.0 star property
Beaminster
10.0 out of 10, Exceptional, (1 review)
"We stayed here for 3 nights, the property was spotlessly clean on arrival. Parking at the cottage was a blessing as the road outside was busy with residents cars. An ideal base to explore Dorset, and several pubs within easy walking distance. Would stay here again."
United Kingdom
nikki
The price is 12.573.052 ₫
15.087.662 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Half Pint Cottage
A traditional thatched-roof house with a gravel driveway and a well-maintained garden.

15. Church Cottage

Church Cottage
3.0 star property
Bridport
The price is 17.026.008 ₫
20.431.210 ₫ total
includes taxes & fees
16 Oct - 17 Oct
Church Cottage
A modern kitchen with a central island, wooden stools, and a dining table set for four.

16. Strathaven

Strathaven
3.5 star property
Lyme Regis
8.0 out of 10, Very good, (1 review)
"Advertised having two bathrooms . It had 1 bathroom and a toilet with a very small sink."
United Kingdom
Peter
The price is 15.046.917 ₫
18.056.300 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Strathaven
A pebble beach with a view of white cliffs and a clear blue sky.

17. Brookhaven

Brookhaven
3.0 star property
Axminster
10.0 out of 10, Exceptional, (1 review)
The price is 8.440.244 ₫
10.128.293 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Brookhaven
A large stone building with multiple chimneys, arched windows, and a well-maintained lawn.

18. King Ina's Palace

King Ina's Palace
3.0 star property
South Petherton
The price is 31.723.674 ₫
38.068.409 ₫ total
includes taxes & fees
24 Oct - 25 Oct
King Ina's Palace
A two-story house with a front porch, a chimney, and a satellite dish.

19. 4 Riverside Cottages

4 Riverside Cottages
3.5 star property
Bridport
The price is 14.173.788 ₫
17.008.546 ₫ total
includes taxes & fees
18 Oct - 19 Oct
4 Riverside Cottages
A stone house with a tiled roof, two dormer windows, a front door, and a small patio with a table and chairs.

20. The Wheelhouse

The Wheelhouse
3.0 star property
Honiton
10.0 out of 10, Exceptional, (1 review)
"Amazing Property but a tad difficult to find. Single track roads aren’t really my thing "
United Kingdom
Martin
The Wheelhouse
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 Winsham Hotel Reviews

The Walnut Tree Hotel

The Walnut Tree Hotel

10/10 Excellent
"I must’ve stayed there 40 times at least"
Lester 4-night trip
Posted 1 day ago
The Walnut Tree Hotel

Frequently asked questions

Can I find holiday rentals in Winsham?

Yes, there are holiday rentals close to the most popular sights in Winsham, or you can select a more secluded option if you're looking for a relaxing stay.

What can I see and do in Winsham?

While exploring the area, visit family-friendly sights like Lyme Regis Marine Aquarium, or get outside and enjoy nature at Dorset National Landscape. In the wider area, you’ll find Barrington Court and Charmouth Heritage Coast Centre.

What are holiday rentals like in Winsham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winsham. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a small group gathering.