Holiday Rentals Winton from £300: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Winton holiday rentals

1. Muddy Boots – Scarpa.

Kirkby Stephen

Louise J.

includes taxes & fees

29 Sept - 30 Sept

A bedroom with a stone wall, two bedside tables with lamps, a bed with a fur rug, and two towels on the bed.

2. Muddy Boots - Arcade Royale

Kirkby Stephen

includes taxes & fees

29 Sept - 30 Sept

A stone building with a large window, a bench, and a potted plant.

3. Cosy Nook Cottage

Appleby-in-Westmorland

Anonymous traveller

includes taxes & fees

29 Sept - 30 Sept

A cozy room with a kitchen, a sofa, a dining area, and a large sliding glass door leading to a balcony.

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

Kirkby Stephen

kirstine R.

includes taxes & fees

29 Sept - 30 Sept

A stone patio with a table and chairs, a stone wall, and a tree.

5. Cherry Tree Cottage

Kirkby Stephen

Gwyn

includes taxes & fees

5 Oct - 6 Oct

A living room with a fireplace, a sofa, a coffee table, a TV, and a bookshelf.

6. A spacious detached cottage located by a beck in a quiet village.

Hartley, Kirkby Stephen

Judith Cavanagh

includes taxes & fees

28 Sept - 29 Sept

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

Kirkby Stephen

Dominic C.

includes taxes & fees

4 Oct - 5 Oct

A room with a view of a stone wall and a wooden deck.

8. 3 bedroom accommodation in Newbiggin on Lune, near Kirkby Stephen

Newbiggin on Lune, near Kirkby Stephen

Paul Bishop

includes taxes & fees

6 Oct - 7 Oct

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Top Winton Hotel Reviews

The Fox Hall Inn

10/10 Excellent

"Room was excellent with great shower. Evening meal from the restaurant menu was very good. Continental style breakfast was served to the room in a basket hamper. An enjoyable stay overall"

The Saddle Room Restaurant

10/10 Excellent

"Beautiful grounds, accommodation spotlessly clean. Restaurant was delightfully decorated and food was amazing. We had a slight issue with the electric’s in our room. The young man at the reception went above and beyond to make sure the issue was sorted. All staff were extremely polite and helpful. Lots in the surrounding area to see and do. Already looking at booking our next stay. Debs"

Appleby Castle

10/10 Excellent

"I have visited over 170 countries. This castle is in my top two or three most wonderful places I have ever visited. The castle is amazing but the main reason i loved this place so much is because the staff were beyond perfect. They made our stay something I will never forget. The food and wine could not have been more amazing. The live piano played at dinner was priceless. I will fondly remember this place for the rest of my life."

Aysgarth Falls Hotel

10/10 Excellent

"We just stayed four nights at this hotel. We enjoyed the location of the property—not to far from Leyburn, Hawes, or Grassington. Good location for short and long walks or hikes. You can walk to the falls from the hotel, and there are footpaths if you want to walk to all three falls. That was fun. Just a quick drive to visit Bolton Castle—worth the visit. We enjoyed the breakfasts—nice selection of pastries, cereals and fruit. And, the selection of hot items on the breakfast menu was good, as well. We had dinner there on three nights of our stay—we were very happy with everything we ordered. Our room was clean, and a very nice size. The bed was comfortable. The bar had a nice selection of beer, cocktails, and wine. It was a nice place to meet other people during our stay. All of the staff were extremely helpful and friendly. I would definitely stay here again."

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, apart-hotels, 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 favorite 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 depends 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 £300 per night. Entering your travel dates in the search wizard you might find 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?

Oughtershaw Hall - a large propertie that sleeps 16 guests in 8 bedrooms: This holiday home rental outside of Winton is located in a rural location, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher to make your meal-planning easier. It offers a patio, a garden and an arcade/games room so that you can immerse yourself in your holiday.

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 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.

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Check prices for these dates

Our top choices for Winton holiday rentals

1. Muddy Boots – Scarpa.

2. Muddy Boots - Arcade Royale

3. Cosy Nook Cottage

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

5. Cherry Tree Cottage

6. A spacious detached cottage located by a beck in a quiet village.

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

8. 3 bedroom accommodation in Newbiggin on Lune, near Kirkby Stephen

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

10. Charming Countryside Cottage Yorkshire Dales

11. Willow Cottage, cosy & quirky in Middleton in Teesdale

12. 1 bedroom accommodation in Appleby-in-Westmorland

13. Cozy 3BR Family Home in Bowes | Sleeps 7 | Wi-Fi

14. 2 bedroom accommodation in Barnard Castle

15. Burn Bank

16. Spacious 3 bed apartment - pet friendly - Scotsman a spotless & unique 3 bed cottage with EV & free parking near lakes

17. River Dance Cottage

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

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

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

Find holiday rentals that suit your style

Top Winton Hotel Reviews

The Fox Hall Inn

The Saddle Room Restaurant

The Charles Bathurst Inn

OYO Cocketts Hotel

Days Inn by Wyndham Kendal Killington Lake

Castle Green Hotel In Kendal, BW Premier Collection

Westmorland Hotel Tebay

Appleby Castle

Aysgarth Falls Hotel

Find out more about Winton

Frequently asked questions

Go further with the Expedia app

Search Holiday Rentals in Winton

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winton holiday rentals

1. Muddy Boots – Scarpa.

2. Muddy Boots - Arcade Royale

3. Cosy Nook Cottage

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

5. Cherry Tree Cottage

6. A spacious detached cottage located by a beck in a quiet village.

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

8. 3 bedroom accommodation in Newbiggin on Lune, near Kirkby Stephen

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

10. Charming Countryside Cottage Yorkshire Dales

11. Willow Cottage, cosy & quirky in Middleton in Teesdale

12. 1 bedroom accommodation in Appleby-in-Westmorland

13. Cozy 3BR Family Home in Bowes | Sleeps 7 | Wi-Fi

14. 2 bedroom accommodation in Barnard Castle

15. Burn Bank

16. Spacious 3 bed apartment - pet friendly - Scotsman a spotless & unique 3 bed cottage with EV & free parking near lakes

17. River Dance Cottage

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

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

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

Find holiday rentals that suit your style

Top Winton Hotel Reviews

The Fox Hall Inn

Find out more about Winton

Frequently asked questions

Go further with the Expedia app