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Winton Holiday Rentals

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Our top choices for Winton holiday rentals

1. Muddy Boots – Scarpa.

Muddy Boots – Scarpa.
Kirkby Stephen
9.8 out of 10, Exceptional, (9 reviews)
"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 NZ$408
includes taxes & fees
18 Aug - 19 Aug
Muddy Boots – Scarpa.

2. Muddy Boots - Arcade Royale

Muddy Boots - Arcade Royale
Kirkby Stephen
The price is NZ$420
includes taxes & fees
17 Aug - 18 Aug
Muddy Boots - Arcade Royale

3. Cherry Tree Cottage

Cherry Tree Cottage
2.0 star property
Kirkby Stephen
10.0 out of 10, Exceptional, (3 reviews)
"The whole cottage was beautiful and clean, it was perfect for our stay."
United Kingdom
Gwyn
The price is NZ$619
includes taxes & fees
23 Aug - 24 Aug
Cherry Tree Cottage

4. The Elm Shepod - Smardale Mill - Modern cosy glamping pod with amazing views, Sleeps 4 guests in 1 b

The Elm Shepod - Smardale Mill - Modern cosy glamping pod with amazing views, Sleeps 4 guests in 1 b
Kirkby Stephen
10.0 out of 10, Exceptional, (1 review)
"Have a fabulous time. The shepods are amazing. Everything that you need is there. Gorgeous views, plus Leanne was so helpful. We had an afternoon tea there too and it was delicious. Will definitely be staying again. Thank you "
United Kingdom
kirstine R.
The price is NZ$391
includes taxes & fees
17 Aug - 18 Aug
The Elm Shepod - Smardale Mill - Modern cosy glamping pod with amazing views, Sleeps 4 guests in 1 b

5. The Ash Shepod - Smardale Mill - Fabulous glamping pod/shepherds hut, sleeps 4 guests in 1 room

The Ash Shepod - Smardale Mill - Fabulous glamping pod/shepherds hut, sleeps 4 guests in 1 room
Kirkby Stephen
10.0 out of 10, Exceptional, (1 review)
"Great for a weekend break, good location for walking or travelling to see other places."
United Kingdom
Dominic C.
The price is NZ$391
includes taxes & fees
17 Aug - 18 Aug
The Ash Shepod - Smardale Mill - Fabulous glamping pod/shepherds hut, sleeps 4 guests in 1 room

6. Cosy 2 bed-room cottage near High Force Waterfall

Cosy 2 bed-room cottage near High Force Waterfall
Middleton-in-Teesdale
10.0 out of 10, Exceptional, (2 reviews)
"Great communication really enjoyed our stay would reccomend"
United States
Julie N.
The price is NZ$363
includes taxes & fees
19 Aug - 20 Aug
Cosy 2 bed-room cottage near High Force Waterfall

7. 1 bedroom accommodation in Appleby-in-Westmorland

1 bedroom accommodation in Appleby-in-Westmorland
Appleby-in-Westmorland
9.8 out of 10, Exceptional, (26 reviews)
"Nice clean and well located property."
United Kingdom
Andrew D.
The price is NZ$659
includes taxes & fees
23 Aug - 24 Aug
1 bedroom accommodation in Appleby-in-Westmorland

8. Charming Countryside Cottage Yorkshire Dales

Charming Countryside Cottage Yorkshire Dales
2.0 star property
Richmond
The price is NZ$643
includes taxes & fees
16 Aug - 17 Aug
Charming Countryside Cottage Yorkshire Dales

9. Bakers Cottage, Kirkby Thore

Bakers Cottage, Kirkby Thore
Penrith
10.0 out of 10, Exceptional, (1 review)
"Lovely little cottage, perfect for dogs."
United Kingdom
Millie I.
The price is NZ$698
includes taxes & fees
12 Sept - 13 Sept
Bakers Cottage, Kirkby Thore

10. A quirky restoration, sleeps 4 people & a dog WiFi, numerous walks from the door & a pub nearby!

A quirky restoration, sleeps 4 people & a dog WiFi, numerous walks from the door & a pub nearby!
Richmond
9.2 out of 10, Wonderful, (13 reviews)
"Incredible location for walking and enjoying swaledale. House is comfortable and well provisioned, fantastic host. Whole place could do with a deep clean though and the mattress is knackered 😂 We had a great time"
United Kingdom
Amy M.
The price is NZ$1,080
includes taxes & fees
16 Aug - 17 Aug
A quirky restoration, sleeps 4 people & a dog WiFi, numerous walks from the door & a pub nearby!

11. High-quality bolthole and cosy sanctuary for 2 people in a picturesque village location with WiFi.

High-quality bolthole and cosy sanctuary for 2 people in a picturesque village location with WiFi.
Richmond
9.8 out of 10, Exceptional, (7 reviews)
"Cottage in a beautiful area, cottage nestled in the heart of an unspoilt village. Cosy, well equipped, private and a perfect little bolthole."
United Kingdom
Victoria
The price is NZ$916
includes taxes & fees
20 Aug - 21 Aug
High-quality bolthole and cosy sanctuary for 2 people in a picturesque village location with WiFi.

12. 2 bedroom accommodation in Barnard Castle

2 bedroom accommodation in Barnard Castle
Barnard Castle
10.0 out of 10, Exceptional, (5 reviews)
"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 NZ$673
includes taxes & fees
11 Sept - 12 Sept
2 bedroom accommodation in Barnard Castle

13. Macaw Cottages No 4

Macaw Cottages No 4
3.5 star property
Kirkby Stephen
The price is NZ$879
includes taxes & fees
21 Aug - 22 Aug
Macaw Cottages No 4

14. Howgills Apartment 7 (self-catering accommodation with free parking and Wi-Fi)

Howgills Apartment 7 (self-catering accommodation with free parking and Wi-Fi)
Sedbergh
9.4 out of 10, Exceptional, (24 reviews)
"Great location, and well appointed apartment. Parking provided and dog friendly. Communications were excellent."
United States
Melissa H.
The price is NZ$627
includes taxes & fees
26 Aug - 27 Aug
Howgills Apartment 7 (self-catering accommodation with free parking and Wi-Fi)

15. A superb holiday home within the Yorkshire Dales, w/ Wifi, wood burner & stones throw from pub.

A superb holiday home within the Yorkshire Dales, w/ Wifi, wood burner & stones throw from pub.
Richmond
9.8 out of 10, Exceptional, (15 reviews)
"Fantastic property in a beautiful location."
United Kingdom
Michelle B.
The price is NZ$866
includes taxes & fees
4 Sept - 5 Sept
A superb holiday home within the Yorkshire Dales, w/ Wifi, wood burner & stones throw from pub.

16. Howgills Apartment 11 (self-catering accommodation with free parking and Wi-Fi)

Howgills Apartment 11 (self-catering accommodation with free parking and Wi-Fi)
Sedbergh
9.4 out of 10, Exceptional, (21 reviews)
"This was our first stay at the apartments and found they were in an excellent location with beautiful views. The location was perfect and accommodation was excellent value for money. We received clear instructions about check in/out and found the booking a, simple experience. Will definitely stay again"
United States
Anonymous traveller
The price is NZ$725
includes taxes & fees
26 Aug - 27 Aug
Howgills Apartment 11 (self-catering accommodation with free parking and Wi-Fi)

17. The Snug - Perfect for Walkers - Pet Friendly

The Snug - Perfect for Walkers - Pet Friendly
Buckden
9.6 out of 10, Exceptional, (5 reviews)
"Great property and location "
Australia
Janette
The price is NZ$287
includes taxes & fees
19 Aug - 20 Aug
The Snug - Perfect for Walkers - Pet Friendly

18. River Dance Cottage

River Dance Cottage
3.0 star property
Leyburn
10.0 out of 10, Exceptional, (3 reviews)
"Great cosy cottage in a fantastic location. Definitely recommend "
United Kingdom
Adam
The price is NZ$559
includes taxes & fees
18 Aug - 19 Aug
River Dance Cottage

19. Cosy, Dog Friendly Cottage w/ Free WiFi, Woodburner, a good size garden and a short walk to two pubs

Cosy, Dog Friendly Cottage w/ Free WiFi, Woodburner, a good size garden and a short walk to two pubs
Richmond
9.4 out of 10, Exceptional, (9 reviews)
"great location"
United Kingdom
Paul P.
The price is NZ$981
includes taxes & fees
31 Aug - 1 Sept
Cosy, Dog Friendly Cottage w/ Free WiFi, Woodburner, a good size garden and a short walk to two pubs

20. 1 bedroom accommodation in Caldwell, near Richmond

1 bedroom accommodation in Caldwell, near Richmond
Caldwell, near Richmond
9.8 out of 10, Exceptional, (6 reviews)
"Nice cottage although miles from anywhere. Pub nice and friendly."
United States
Les Jones
The price is NZ$420
includes taxes & fees
11 Sept - 12 Sept
1 bedroom accommodation in Caldwell, near Richmond
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

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

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?

Brownber Hall - country house with sweeping views of the Howgill Fells: This holiday home rental outside of Winton offers a patio, a garden and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Winton?

Eden Valley and Yorkshire Dales National Park are a couple of scenic spots to enjoy the outdoors, whereas Swaledale Museum is one of the cultural attractions. North Pennines and Appleby Castle 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.