Winton Holiday Rentals from NZ$226: Search Short-Term Rentals

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

Hill Top Farm, Askrigg, Yorkshire Dales : This holiday home rental outside of Winton offers a fireplace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and an oven. You and your friends and family can relax into your holiday with amenities such as an arcade/games room.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Winton holiday rentals

A narrow stone building with a door and windows, a metal gate, and a paved road.

1. Lime Tree Cottage

Kirkby Stephen

A brown dog lying on a blanket outdoors.

2. Muddy Boots – Scarpa.

Kirkby Stephen

Louise J.

includes taxes & fees

15 Nov - 16 Nov

A stone building with multiple windows and a gravel driveway.

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

Hartley, Kirkby Stephen

Judith Cavanagh

includes taxes & fees

15 Nov - 16 Nov

A kitchen with a stove, oven, and green cabinets. There is a dining table with chairs and a window with a stone wall.

4. The La'al Cragg

Kirkby Stephen

Gregory

includes taxes & fees

20 Nov - 21 Nov

A stone house with a conservatory, a wooden bench, and a stone pathway.

5. 3 bedroom accommodation in Newbiggin on Lune, near Kirkby Stephen

Newbiggin on Lune, near Kirkby Stephen

Tracy Davies

includes taxes & fees

16 Nov - 17 Nov

A rustic garden with stone walls, a wooden fence, and various plants.

6. 1 bedroom accommodation in Appleby-in-Westmorland

Appleby-in-Westmorland

Andrew D.

includes taxes & fees

15 Nov - 16 Nov

A stone building with multiple windows and a sloped roof, surrounded by greenery.

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

Richmond

Amy M.

includes taxes & fees

18 Nov - 19 Nov

A cozy living room with a leather sofa, a fireplace, a television, and a dining area with a wooden table and chairs.

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

Middleton-in-Teesdale

Claire B.

includes taxes & fees

25 Nov - 26 Nov

A stone building with a traditional design, featuring a small garden area with plants and a stone wall.

9. Howgills Apartment 9 (self-catering accommodation with free parking and Wi-Fi)

Sedbergh

Anonymous traveller

A stone building with a sloped roof, a narrow stream running alongside, and a road in the foreground.

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

Richmond

Diana v.

includes taxes & fees

13 Nov - 14 Nov

A stone building with a garage, a gated entrance, and a sign that reads "Bridge House."

11. A fantastic, spacious, holiday home which comfortably sleeps 12 guests and 2 well behaved

Richmond

Martin S.

includes taxes & fees

25 Nov - 26 Nov

A stone building with a wooden door labeled "28" and a window with a sign welcoming asylum-seekers & refugees.

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

Middleton-in-Teesdale

Julie N.

includes taxes & fees

19 Nov - 20 Nov

A stone house with a green door, a small garden with steps leading to a wooden table and chairs, and a stone wall.

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

Richmond

Paul P.

includes taxes & fees

13 Nov - 14 Nov

A rural landscape with a stream, grassy fields, and stone buildings.

14. Cherry Tree Cottage

Kirkby Stephen

Gwyn

includes taxes & fees

26 Nov - 27 Nov

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

Sedbergh

lauren w.

includes taxes & fees

26 Nov - 27 Nov

A stone cottage with a black metal fence, a sign reading "Ivy Cottage," and a small garden area.

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

Richmond

Victoria

includes taxes & fees

5 Dec - 6 Dec

A living room with a fireplace, a television, and a sofa.

17. 2 bedroom accommodation in Barnard Castle

Barnard Castle

Pete & Sue

includes taxes & fees

3 Dec - 4 Dec

A cozy living room with a fireplace, a sofa, a coffee table, and a wooden ceiling.

18. Charming Countryside Cottage, Yorkshire Dales

Low Row

A stone building with two windows and a door, a small outdoor seating area with metal chairs and a table, and a green trash bin.

19. A fantastic, 2 bed cottage, sleeping 4 people and 1 furry friend w/open fire, WiFi & central heating

Richmond

Alison S.

includes taxes & fees

16 Nov - 17 Nov

A stone building with a pub named 'Fleeces' on the ground floor, a car parked in front, and a church with a clock tower in the background.

20. Beautiful, 2 bedroom, first floor apartment, at the heart of a busting Dales Village.

Richmond

Ian

includes taxes & fees

13 Nov - 14 Nov

View all properties

Find holiday rentals that suit your style

Apartments

Private holiday homes

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Winton Hotel Reviews

Westmorland Hotel Tebay

10/10 Excellent

"I absolutely love staying at this hotel. It’s a haven of warmth and comfort just off the M6 but feels like an inn in the middle of the countryside. The staff are always absolutely delightful. They’re warm and friendly not stiff and corporate. There is always a gorgeous fire burning in the lounge/reception/bar area which is heaven to sit in front with a glass of wine after 6 hours travelling. The food is great too and this time was actually exceptionally good. I ate way too much. The rooms are huge. Yes the bathrooms are a little tired but they’re clean and warm. The duvets are feather NOT horrible sweaty synthetic stuff and the linen is beautiful. It’s an absolute gem of a place"

The World Famous Tan Hill Inn

8/10 Good

"We are a family of four and stayed in a family room with a queen bed and a bunk bed. The room was lovely, Space was good enough for just the one night. The pub itself was lovely but super super busy on the Friday night. Breakfast was good. Pricey night, but worth it for a one night special occasion."

Castle Green Hotel In Kendal, BW Premier Collection

10/10 Excellent

"We booked two rooms for a one night stopover on the way to Carlisle, travelling up from the South We were very happy with the quality of the rooms (two times junior suite) the food at the hotel, and in particular the friendly and very very good service from everybody we spoke to on the Team We did not use any facilities other than the restaurant, but we noticed how well located it would be for a stay exploring the area No hesitation in recommending"

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?

Hill Top Farm, Askrigg, Yorkshire Dales: This holiday home rental outside of Winton offers a fireplace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and an oven. You and your friends and family can relax into your holiday with amenities such as an arcade/games room.

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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winton holiday rentals

1. Lime Tree Cottage

2. Muddy Boots – Scarpa.

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

4. The La'al Cragg

5. 3 bedroom accommodation in Newbiggin on Lune, near Kirkby Stephen

6. 1 bedroom accommodation in Appleby-in-Westmorland

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

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

9. Howgills Apartment 9 (self-catering accommodation with free parking and Wi-Fi)

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

11. A fantastic, spacious, holiday home which comfortably sleeps 12 guests and 2 well behaved

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

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

14. Cherry Tree Cottage

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

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

17. 2 bedroom accommodation in Barnard Castle

18. Charming Countryside Cottage, Yorkshire Dales

19. A fantastic, 2 bed cottage, sleeping 4 people and 1 furry friend w/open fire, WiFi & central heating

20. Beautiful, 2 bedroom, first floor apartment, at the heart of a busting Dales Village.

Find holiday rentals that suit your style

Top Winton Hotel Reviews

Westmorland Hotel Tebay

The World Famous Tan Hill Inn

Royal Oak Appleby

Castle Green Hotel In Kendal, BW Premier Collection

Shap Wells Hotel

The Fox Hall Inn

OYO Cocketts Hotel

The Green Dragon Inn - Hardraw

Appleby Manor Hotel & Garden Spa

Find out more about Winton

Frequently asked questions

Go further with the Expedia app