A rural village with stone houses and a view of rolling green fields.

Wincanton Holiday Rentals

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Our top choices for Wincanton holiday rentals

1. The Old Bull Stall

The Old Bull Stall
3.0 star property
Wincanton
The price is NZ$1,015
includes taxes & fees
26 Sept - 27 Sept
The Old Bull Stall

2. Stunning annexe near Bruton

Stunning annexe near Bruton
Lamyatt
8.4 out of 10, Very good, (5 reviews)
"All you could want from a night stay, self catering. They also left us fresh milk which was much appreciated. "
United Kingdom
Jane
The price is NZ$268
includes taxes & fees
22 Sept - 23 Sept
Stunning annexe near Bruton

3. Rook Lane House

Rook Lane House
4.0 star property
Frome
10.0 out of 10, Exceptional, (51 reviews)
"Great little b&b , host accommodating for an early breakfast. Plenty of restaurants nearby."
United Kingdom
Susan
The price is NZ$256
includes taxes & fees
30 Sept - 1 Oct
Rook Lane House

4. A spacious, well equipped private annexe with garden and parking in Shaftesbury.

A spacious, well equipped private annexe with garden and parking in Shaftesbury.
Shaftesbury Dorset
10.0 out of 10, Exceptional, (18 reviews)
"This was one of the better places we have stayed in. We highly recommend this Annex "
United Kingdom
Martin K.
The price is NZ$274
includes taxes & fees
29 Sept - 30 Sept
A spacious, well equipped private annexe with garden and parking in Shaftesbury.

5. Brook Cottage

Brook Cottage
3.0 star property
Gillingham
8.0 out of 10, Very good, (1 review)
"Was comfortable and safe"
United Kingdom
Catherine
The price is NZ$724
includes taxes & fees
19 Sept - 20 Sept
Brook Cottage

6. Midsummer Cottage Retreat

Midsummer Cottage Retreat
West Compton, near Shepton Mallet
10.0 out of 10, Exceptional, (3 reviews)
"The host was welcoming and helpful. The cottage was well situated for a quiet break but close to a good range of attractions. It was thoughtfully furnished and well equipped with particularly good provision for the dog. We had an anjoyable week."
United States
Helen Parkhouse
The price is NZ$426
includes taxes & fees
18 Sept - 19 Sept
Midsummer Cottage Retreat

7. The Hideaway

The Hideaway
4.0 star property
Shepton Mallet
10.0 out of 10, Exceptional, (5 reviews)
"Such a great stay at the hideaway. The accommodation and views were stunning. Had such a warm welcome from the hosts and the breakfast and attention to detail just made it that bit more special. Highly recommend and we can’t wait to come back and stay again "
United Kingdom
Caroline
The price is NZ$430
includes taxes & fees
13 Sept - 14 Sept
The Hideaway

8. 2 bedroom accommodation in Goathill, near Sherborne

2 bedroom accommodation in Goathill, near Sherborne
Goathill, near Sherborne
10.0 out of 10, Exceptional, (18 reviews)
"Idyllic location, beautiful cottage with everything we needed. Friendly welcome. Central location meant we were able to easily visit many places from Stonehenge to Lyme Regis and beyond."
United States
Jill Leeson
The price is NZ$775
includes taxes & fees
16 Sept - 17 Sept
2 bedroom accommodation in Goathill, near Sherborne

9. 1 Bed Hut - Sleeps 2 - Parking - Smoking

1 Bed Hut - Sleeps 2 - Parking - Smoking
2.5 star property
Bristol
10.0 out of 10, Exceptional, (2 reviews)
"Great location and a very pretty and clean shepherd hut. We loved that there was a loaf of bread, milk and some butter all stocked for when we arrived."
United Kingdom
Kayleigh
The price is NZ$243
includes taxes & fees
20 Sept - 21 Sept
1 Bed Hut - Sleeps 2 - Parking - Smoking

10. Greyfield Farm Cottages

Greyfield Farm Cottages
4.0 star property
Bristol
9.8 out of 10, Exceptional, (29 reviews)
"Lovely friendly place to stay"
United Kingdom
Tracey
The price is NZ$337
includes taxes & fees
30 Sept - 1 Oct
Greyfield Farm Cottages

11. 1 bedroom accommodation in Ibberton, Blandford Forum

1 bedroom accommodation in Ibberton, Blandford Forum
Ibberton, Blandford Forum
10.0 out of 10, Exceptional, (11 reviews)
"Lovely place, lovely countryside."
United States
Paul Mitchell
The price is NZ$416
includes taxes & fees
10 Oct - 11 Oct
1 bedroom accommodation in Ibberton, Blandford Forum

12. 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 NZ$256
includes taxes & fees
13 Sept - 14 Sept
Streamside Apartments

13. Private whimsical cabin in centre of Glastonbury with secluded fairy garden

Private whimsical cabin in centre of Glastonbury with secluded fairy garden
Glastonbury
10.0 out of 10, Exceptional, (2 reviews)
"Our second stay here, beautifully whimsical and cosy as always :) "
United Kingdom
Nicole
The price is NZ$328
includes taxes & fees
24 Sept - 25 Sept
Private whimsical cabin in centre of Glastonbury with secluded fairy garden

14. Milton Manor

Milton Manor
3.5 star property
Gillingham
The price is NZ$11,929
includes taxes & fees
21 Sept - 22 Sept
Milton Manor

15. Secluded Hut with a Private Hot Tub

Secluded Hut with a Private Hot Tub
Blandford Forum
10.0 out of 10, Exceptional, (2 reviews)
"Stillness was a lovely property which had everything we needed while visiting family. It's set in a beautiful area and there are lots of lovely touches around the grounds, such as giant chess, woodland walks and a Forget me not garden. The property was small but perfect for us, I didn't realise the back gate and through the garden was the only entrance, this was a little challenging to navigate with my nervous rescue dog when the daily hot tub maintenance was due to happen, but this only took...
United States
Anonymous traveller
The price is NZ$283
includes taxes & fees
13 Sept - 14 Sept
Secluded Hut with a Private Hot Tub

16. Lake House Annexe - quiet countryside retreat close to Bristol, Bath and Wells.

Lake House Annexe - quiet countryside retreat close to Bristol, Bath and Wells.
Bristol
10.0 out of 10, Exceptional, (1 review)
"The property was in a beautiful place and setting. Enjoyed the quiet peaceful area. The room was clean and well maintained . The only downside point for us was the bed was to hard for us"
United Kingdom
Troy
The price is NZ$260
includes taxes & fees
30 Sept - 1 Oct
Lake House Annexe - quiet countryside retreat close to Bristol, Bath and Wells.

17. The Retreat ~ Charming & Cozy Gem ~ Sauna ~ HotTub

The Retreat ~ Charming & Cozy Gem ~ Sauna ~ HotTub
Tarrant Gunville
The price is NZ$414
includes taxes & fees
12 Oct - 13 Oct
The Retreat ~ Charming & Cozy Gem ~ Sauna ~ HotTub

18. ❤️ Large & Spacious room fast wifi on 55 acres AONB

❤️ Large & Spacious room fast wifi on 55 acres AONB
Radstock
10.0 out of 10, Exceptional, (19 reviews)
"Such a wonderful place to stay lovely and warm on such a windy night lovely scenery with the goats and the night sky wow will definitely be b oozing again in the near future"
United States
Anonymous traveller
The price is NZ$725
includes taxes & fees
23 Sept - 24 Sept
❤️ Large & Spacious room fast wifi on 55 acres AONB

19. Shepherd Hut in Private Meadow with Outdoor Bath

Shepherd Hut in Private Meadow with Outdoor Bath
Langport
10.0 out of 10, Exceptional, (1 review)
The price is NZ$337
includes taxes & fees
24 Sept - 25 Sept
Shepherd Hut in Private Meadow with Outdoor Bath
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 Wincanton Hotel Reviews

Find out more about Wincanton

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 Wincanton 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 Wincanton. 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 Wincanton. Seeing all the best attractions is bound to make you fall in love with Wincanton. 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 Wincanton short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Wincanton?

Yes, there are holiday rentals close to the most popular sights in Wincanton, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and entertainment venues in Wincanton. While you're here, grab a bite or have a drink at the bars.

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

Cliff Cottage - Cookswood: This holiday home rental outside of Wincanton offers a fireplace, a balcony and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 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 1 hot tub.

How many holiday rentals will I find in Wincanton?

Choose from 8 Expedia holiday rentals in Wincanton for a memorable holiday.

What can I see and do in Wincanton?

Enjoy the area's cultural attractions such as Gartell Light Railway, or get outdoors into nature at a spot like Cranborne Chase and the West Wiltshire Downs. In the wider area, you’ll find Hauser and Wirth Somerset and Stourhead.

What are holiday rentals like in Wincanton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wincanton. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for small groups.