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Winton Vacation Rentals

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Our top choices for Winton holiday rentals

Milton House Studio Apartment Suites

Milton House Studio Apartment Suites
3.5 star property
Leyburn
9.8 out of 10, Exceptional, (38)
"Excellent stay, very comfortable and easy to find. Would stay again. "
United Kingdom
Iain
The price is RM510
RM612 total
includes taxes & fees
24 Jan - 25 Jan 2026
Milton House Studio Apartment Suites

Heatherbrae

Heatherbrae
3.0 star property
Barnard Castle
The price is RM14,958
RM17,949 total
includes taxes & fees
5 Jan - 6 Jan 2026
Heatherbrae

Cosy Nook Cottage

Cosy Nook Cottage
3.0 star property
Appleby-in-Westmorland
10.0 out of 10, Exceptional, (12)
"Amazing property. It fits our needs and my toddler son loved exploring the cottage! Very cosy."
United Kingdom
Anonymous traveller
The price is RM752
RM902 total
includes taxes & fees
8 Jan - 9 Jan 2026
Cosy Nook Cottage

River Dance Cottage

River Dance Cottage
3.0 star property
Leyburn
10.0 out of 10, Exceptional, (3)
"Great cosy cottage in a fantastic location. Definitely recommend "
United Kingdom
Adam
River Dance Cottage

Cobblers Barn

Cobblers Barn
3.0 star property
Barnard Castle
10.0 out of 10, Exceptional, (1)
"Property was absolutely lovely, clean, warm and inviting "
United Kingdom
Jackie
The price is RM4,472
RM5,367 total
includes taxes & fees
2 Jan - 3 Jan 2026
Cobblers Barn

New Peaceful Countryside Annex

New Peaceful Countryside Annex
2.0 star property
Leyburn
New Peaceful Countryside Annex

The New Inn 1730

The New Inn 1730
3.5 star property
Appleby-in-Westmorland
5.0 out of 10, (2)
"Our stay at the New Inn 1730 was only overnight, and we arrived around 6pm on a Sunday evening. This is a welcoming & friendly pub, with restaurant and accommodation. The owner did his best to accommodate our needs during our short stay, and is still finding his feet a little having only recently taken on the business. Food options were limited when we arrived, particularly for our two fussy children, so we did eat elsewhere that night, but the cooked breakfast in the morning was very good,...
United Kingdom
Malcolm
The price is RM638
RM765 total
includes taxes & fees
7 Jan - 8 Jan 2026
The New Inn 1730
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 Winton Hotel Reviews

Find out more about Winton

Search for holiday rentals in Winton on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Winton using one of the methods below:

  • View our selection of featured holiday rentals in Winton
  • Use the map to find apartments and other holiday homes in the Winton neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winton while they last

Look no further and take a look at our great range of rental properties in Winton!

Frequently asked questions

Are there holiday rentals in Winton?

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

What can I see and do in Winton?

Yorkshire Dales National Park and Eden Valley are a couple of scenic spots to enjoy the outdoors, whereas Swaledale Museum is one of the cultural attractions. North Pennines and Buttertubs Pass are a couple of places you'll find in the wider area.

What are holiday rentals like in Winton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winton. Holiday rentals offer amenities such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for families.