Photo by William Metcalfe

Winton Holiday Rentals

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Our top choices for Winton holiday rentals

Cottage in Kirkby Stephen

Lime Tree Cottage
2.5 star property
Lime Tree Cottage
3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location, quiet and scenic view. Great communication by the host - happy to help."
United Kingdom
Anonymous traveller
The price is AU$146
includes taxes & fees
18 Dec - 19 Dec
Delightful One Bed Lake District Cottage

Holiday Home in Bishop Auckland

HC Property - The Old Clubhouse
3.5 star property
10.0 out of 10, Exceptional, (5)
"Perfect home away from home whilst visiting family. Could not fault anything. Very clean, modern and had everything you could want/need including laundry facilities. Very quiet location with lovely views. Would definitely stay again and recommend to others."
Australia
Lynne
HC Property - The Old Clubhouse
3.5 star property
9.8 out of 10, Exceptional, (38)
"Excellent stay, very comfortable and easy to find. Would stay again. "
United Kingdom
Iain
The price is AU$199
includes taxes & fees
16 Dec - 17 Dec
Milton House Studio Apartment Suites

Cottage in Barnard Castle

Cobblers Barn
3.0 star property
10.0 out of 10, Exceptional, (1)
"Property was absolutely lovely, clean, warm and inviting "
United Kingdom
Jackie
The price is AU$1,947
includes taxes & fees
22 Dec - 23 Dec
Cobblers Barn

Cottage in Leyburn

River Dance Cottage
3.0 star property
10.0 out of 10, Exceptional, (3)
"Great cosy cottage in a fantastic location. Definitely recommend "
United Kingdom
Adam
River Dance Cottage
10.0 out of 10, Exceptional, (18)
"Excellent place to stay, close to a few pubs with good beer and nice food. Hot tub is excellent. Would definitely recommend and I'm sure we'll be back."
United States
Anonymous traveller
Willow Cottage Style Lodge in Yorkshire Dales, sleeps up to 4, family & pet friendly
10.0 out of 10, Exceptional, (4)
"Great property and location "
Australia
Janette
The price is AU$254
includes taxes & fees
16 Dec - 17 Dec
The Snug - Perfect for Walkers - Pet Friendly
10.0 out of 10, Exceptional, (5)
"Great location for exploring the falls and enjoying long walks. Cottage was immaculate, cozy and private. Lots of lovely little touches made it feel extra special and perfect for little romantic trip away. "
United Kingdom
Andrew C.
The price is AU$486
includes taxes & fees
4 Jan - 5 Jan 2026
Luxury Riverside Cottage by Aysgarth Falls: Perfect for Walkers & Nature Lovers

Apartment in Kirkby Stephen

Muddy Boots – Scarpa.
10.0 out of 10, Exceptional, (8)
"We stayed one night here with our pup and wished it could have been longer. It's a lovely property in a perfect location. The hosts have made it feel cosy and welcoming, with lots of lovely touches. "
United Kingdom
Louise J.
The price is AU$288
includes taxes & fees
16 Dec - 17 Dec
Muddy Boots – Scarpa.
10.0 out of 10, Exceptional, (4)
"Spent a lovely week at Ashlea Country Cottage, Ann, the owner was so nice and helpful, made us feel right at home from the moment we arrived. This is a lovely cosy cottage set in beautiful peaceful surroundings. We even got real thick snow which was an added bonus, great to watch surrounding wildlife and had visits from sheep. The wood burner was a real hit, made the cottage feel homely and warm, great place to explore from and the fresh warm bread on arrival was an absolute bonus. We will be...
United States
Stephen Bamber
The price is AU$450
includes taxes & fees
9 Jan - 10 Jan 2026
2 bedroom accommodation in Barnard Castle
2.0 star property
The price is AU$216
includes taxes & fees
5 Jan - 6 Jan 2026
Lowther Cottage - Lake District Cottage With Log Burner

Cottage in Appleby-in-Westmorland

Cosy Nook Cottage
3.0 star property
10.0 out of 10, Exceptional, (12)
"Perfect cottage for our three day break. Spotless, comfortable, tastefully furnished and definitely recommended. Will use again."
United Kingdom
JOHN
The price is AU$332
includes taxes & fees
8 Jan - 9 Jan 2026
Cosy Nook Cottage
10.0 out of 10, Exceptional, (15)
"We really enjoyed the converted barn and the surrounding area, particularly the many walks right from the front door."
United Kingdom
Adrian F.
The price is AU$2,718
includes taxes & fees
6 Jan - 7 Jan 2026
A beautiful, detached, barn conversion renovated to offer luxury self-catering holiday accommodation

Cottage in Penrith

Sunny Hill
3.0 star property
10.0 out of 10, Exceptional, (1)
"Everything about Sunny Hill was perfect for us. 5 Star accommodation, safe, enclosed garden for our dog and exceptional hosts."
United Kingdom
Lynn
Sunny Hill
10.0 out of 10, Exceptional, (2)
"Very good accommodation with all required facilities "
United Kingdom
Prabhu
The price is AU$408
includes taxes & fees
16 Dec - 17 Dec
A modern ground floor apartment, surrounded by all that Cumbria has to offer.

Cottage in Newbiggin on Lune, near Kirkby Stephen

3 bedroom accommodation in Newbiggin on Lune, near Kirkby Stephen
10.0 out of 10, Exceptional, (26)
"This is a superb property with a lovely outlook and managed very professionally by the owner. Highly recommended."
United Kingdom
Bill B.
The price is AU$348
includes taxes & fees
8 Jan - 9 Jan 2026
3 bedroom accommodation in Newbiggin on Lune, near Kirkby Stephen

Holiday Home in Leyburn

New Peaceful Countryside Annex
2.0 star property
The price is AU$367
includes taxes & fees
16 Dec - 17 Dec
New Peaceful Countryside Annex

Holiday Home in Kirkby Stephen

Muddy Boots - Arcade Royale
The price is AU$312
includes taxes & fees
16 Dec - 17 Dec
Muddy Boots - Arcade Royale
10.0 out of 10, Exceptional, (2)
"Lovely place"
Germany
Robert S.
The price is AU$656
includes taxes & fees
19 Dec - 20 Dec
A cosy stone cottage with stunning views, village charm, and adventure at your doorstep
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

Everything you need to know about Winton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winton holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winton. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winton holiday rentals we have selected for you start as low as AU$199 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winton rentals

At Expedia, we put the best Winton holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winton holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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

Cosy, traditional cottage overlooking waterfalls, Gayle, Hawes, Yorkshire Dales.: This holiday home rental outside of Winton is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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.