Winton Holiday Rentals from AU$140: 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.

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Our top choices for Winton holiday rentals

A kitchen with a central island, bar stools, and a dining area with a sofa.

1. Lime Tree Cottage

Kirkby Stephen

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 stone house with a white exterior, a stone wall with a moss-covered rock, and pink flowers in the foreground.

4. The La'al Cragg

Kirkby Stephen

Gregory

includes taxes & fees

16 Nov - 17 Nov

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

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 living room with a fireplace, a television mounted on the wall, and a sofa with cushions.

6. 1 bedroom accommodation in Appleby-in-Westmorland

Appleby-in-Westmorland

Andrew D.

includes taxes & fees

14 Nov - 15 Nov

A rustic dining area with a wooden table and chairs, a stone fireplace, and a view of the outdoors.

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 stone cottage with a light-colored door, a window with a curtain, and a sign reading "Willow Cottage."

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

Middleton-in-Teesdale

Claire B.

includes taxes & fees

18 Nov - 19 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

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with grey cabinets, a built-in oven, and a window providing natural light.

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

Richmond

Diana v.

includes taxes & fees

19 Nov - 20 Nov

A window with a view of a garden and a stone wall.

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 and windows. There are potted plants and flowers on the steps.

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

Middleton-in-Teesdale

Julie N.

includes taxes & fees

11 Dec - 12 Dec

A stone wall, wooden deck, and a table with chairs overlooking a lush garden and distant houses.

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

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

16 Nov - 17 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

9 Dec - 10 Dec

A conservatory with wicker furniture, a laptop, and a vase of flowers.

17. 2 bedroom accommodation in Barnard Castle

Barnard Castle

Pete & Sue

includes taxes & fees

14 Nov - 15 Nov

A stone building with a sign reading "Hill House" and a window with a view of greenery.

18. Charming Countryside Cottage, Yorkshire Dales

Low Row

A cozy living room with a fireplace, a television, and a comfortable seating area.

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

9 Dec - 10 Dec

A quaint village street with stone buildings, a church, and a car park.

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

Richmond

Ian

includes taxes & fees

15 Nov - 16 Nov

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Find holiday rentals that suit your style

Top Winton Hotel Reviews

A historic building with a central tower, surrounded by lush greenery and outdoor seating areas with umbrellas.

Augill Castle

Kirkby Stephen

10/10 Excellent

Anonymous traveller

A hotel room with a large bed, a bedside table with a lamp, and a framed picture of luxury brands on the wall.

Royal Oak Appleby

Appleby-in-Westmorland

10/10 Excellent

Melanie

A cozy dining area with a brick fireplace, a table set for a meal, and a log fire burning.

The World Famous Tan Hill Inn

Richmond

8/10 Good

Adele

A modern building with large windows and a pond in front.

Westmorland Hotel Tebay

Penrith

10/10 Excellent

Graeme

A large stone house with multiple chimneys, surrounded by lush greenery and a well-maintained lawn.

Stone House Hotel

Hawes

10/10 Excellent

Andrew

A modern indoor space with a fire pit, glass doors leading to a room with a sofa and a dining area, and a staircase with purple lighting.

Appleby Manor Hotel & Garden Spa

Appleby-in-Westmorland

8/10 Good

John

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$140 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?

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.

Winton Holiday Rentals

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

Augill Castle

10/10 Excellent

Find out more about Winton

Winton holiday rentals: An excellent choice for every season

How to find incredible deals on Winton rentals

Frequently Asked Questions

Are there holiday rentals in Winton?

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

What can I see and do in Winton?

What are holiday rentals like in Winton?