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Winton Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Winton vacation rentals

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

1. Lime Tree Cottage

Lime Tree Cottage
3.0 star property
Kirkby Stephen
$470 nightly
The price is $564
Nov 4 - Nov 5
Total with taxes and fees
Lime Tree Cottage
A stone building with a large window, a bench, and a potted plant.

2. Cosy Nook Cottage

Cosy Nook Cottage
3.0 star property
Appleby-in-Westmorland
10.0 out of 10, Exceptional, (13 reviews)
"Very clean and comfortable cottage. We loved our staying there."
United States
Dror
$204 nightly
The price is $245
Oct 27 - Oct 28
Total with taxes and fees
Cosy Nook Cottage
Scarpa front page

3. 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.
$207 nightly
The price is $207
Oct 19 - Oct 20
Total with taxes and fees
Muddy Boots – Scarpa.
A bedroom with a stone wall, two bedside tables with lamps, a bed with a fur rug, and two towels on the bed.

4. Muddy Boots - Arcade Royale

Muddy Boots - Arcade Royale
Kirkby Stephen
$219 nightly
The price is $219
Oct 16 - Oct 17
Total with taxes and fees
Muddy Boots - Arcade Royale
A stone patio with a table and chairs, a stone wall, and a tree.

5. 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
$296 nightly
The price is $356
Oct 22 - Oct 23
Total with taxes and fees
Cherry Tree Cottage
A cozy room with a kitchen, a sofa, a dining area, and a large sliding glass door leading to a balcony.

6. 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.
$225 nightly
The price is $225
Oct 20 - Oct 21
Total with taxes and fees
The Elm Shepod - Smardale Mill - Modern cosy glamping pod with amazing views, Sleeps 4 guests in 1 b
A room with a view of a stone wall and a wooden deck.

7. 3 bedroom accommodation in Newbiggin on Lune, near Kirkby Stephen

3 bedroom accommodation in Newbiggin on Lune, near Kirkby Stephen
Newbiggin on Lune, near Kirkby Stephen
10.0 out of 10, Exceptional, (33 reviews)
"Lovely peaceful cottage..very clean with beautiful views."
United States
Tracy Davies
$234 nightly
The price is $234
Oct 29 - Oct 30
Total with taxes and fees
3 bedroom accommodation in Newbiggin on Lune, near Kirkby Stephen
A living room with a fireplace, a sofa, a coffee table, a TV, and a bookshelf.

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

A spacious detached cottage located by a beck in a quiet village.
Hartley, Kirkby Stephen
10.0 out of 10, Exceptional, (15 reviews)
"A lovely old spacious property with a stunning modern kitchen with plenty of utensils to cater for everyone. Enough space for everyone to relax at nights. The house was lovely and warm to return to after our chilly November walks. Plenty of bathrooms.A great home for our family celebration."
United States
Judith Cavanagh
$572 nightly
The price is $572
Nov 5 - Nov 6
Total with taxes and fees
A spacious detached cottage located by a beck in a quiet village.
A cozy room with a kitchen, a sofa, a dining area, and a large sliding glass door leading to a balcony.

9. 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.
$225 nightly
The price is $225
Oct 25 - Oct 26
Total with taxes and fees
The Ash Shepod - Smardale Mill - Fabulous glamping pod/shepherds hut, sleeps 4 guests in 1 room
A cozy cabin interior with a sofa, a coffee table, a fireplace, and a dining area with chairs.

10. Swaledale - sleeps 6 guests in 3 bedrooms

Swaledale - sleeps 6 guests in 3 bedrooms
Ravenstonedale / Kirkby Stephen
10.0 out of 10, Exceptional, (2 reviews)
"Every detail spot on. Beautiful furnishings, cosy environment with quality bedding, comfy beds and fluffy towels. Hot tub was amazing with great views. Home made cake and loaf with eggs and all essentials to get you started. Well equipped kitchen, fab showers and toiletries. Can’t fault in any way. Coming back soon."
United Kingdom
CHRISTOPHER P.
Swaledale - sleeps 6 guests in 3 bedrooms
A living room with a fireplace, a television mounted on the wall, and a sofa with cushions.

11. 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.
$379 nightly
The price is $379
Oct 22 - Oct 23
Total with taxes and fees
1 bedroom accommodation in Appleby-in-Westmorland
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

Cosy 2 bed-room cottage near High Force Waterfall
Middleton-in-Teesdale
10.0 out of 10, Exceptional, (3 reviews)
"Great communication really enjoyed our stay would reccomend"
United States
Julie N.
$219 nightly
The price is $219
Oct 25 - Oct 26
Total with taxes and fees
Cosy 2 bed-room cottage near High Force Waterfall
A stone cottage with a light-colored door, a window with a curtain, and a sign reading "Willow Cottage."

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

Willow Cottage, cosy & quirky in Middleton in Teesdale
Middleton-in-Teesdale
8.8 out of 10, Excellent, (3 reviews)
"Such a cute and cosy cottage, had everything we needed and was very well situated. thank you."
United Kingdom
Claire B.
$211 nightly
The price is $226
Oct 16 - Oct 17
Total with taxes and fees
Willow Cottage, cosy & quirky in Middleton in Teesdale
A stone building with a sign reading 'HILL HOUSE,' a window with a view, and a table with food and drinks.

14. Charming Countryside Cottage Yorkshire Dales

Charming Countryside Cottage Yorkshire Dales
2.0 star property
Richmond
Charming Countryside Cottage Yorkshire Dales
A stone house with a white exterior, a stone wall with a moss-covered rock, and pink flowers in the foreground.

15. The La'al Cragg

The La'al Cragg
3.0 star property
Kirkby Stephen
10.0 out of 10, Exceptional, (1 review)
"Brilliant cottage, best of host family next door. 10/10"
United Kingdom
Gregory
$506 nightly
The price is $607
Oct 19 - Oct 20
Total with taxes and fees
The La'al Cragg
A stone house with a wooden fence, a stone pathway, and flowering plants.

16. Delightful One Bed Lake District Cottage

Delightful One Bed Lake District Cottage
3.0 star property
Penrith
10.0 out of 10, Exceptional, (1 review)
"Great location, quiet and scenic view. Great communication by the host - happy to help."
United Kingdom
Anonymous traveler
$95 nightly
The price is $114
Oct 27 - Oct 28
Total with taxes and fees
Delightful One Bed Lake District Cottage
A stone building with a traditional design, featuring a small garden area with plants and a stone wall.

17. 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, (25 reviews)
"Perfect location and all the amenities Off Road parking Very clean and good size with private outdoor space"
United States
lauren w.
$361 nightly
The price is $361
Oct 20 - Oct 21
Total with taxes and fees
Howgills Apartment 7 (self-catering accommodation with free parking and Wi-Fi)
A double bed with two nightstands, a window with a view, and decorative pillows.

18. 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)
"Great sized apartment Very good location Off Road parking All the amenities Booked with the barn to accommodate everyone"
United States
lauren w.
$353 nightly
The price is $353
Oct 20 - Oct 21
Total with taxes and fees
Howgills Apartment 11 (self-catering accommodation with free parking and Wi-Fi)
A rustic dining area with a wooden table and chairs, a stone fireplace, and a view of the outdoors.

19. 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.
$592 nightly
The price is $592
Nov 1 - Nov 2
Total with taxes and fees
A quirky restoration, sleeps 4 people & a dog WiFi, numerous walks from the door & a pub nearby!
A stone cottage with a black metal fence, a sign reading "Ivy Cottage," and a small garden area.

20. 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
$413 nightly
The price is $413
Nov 12 - Nov 13
Total with taxes and fees
High-quality bolthole and cosy sanctuary for 2 people in a picturesque village location with WiFi.
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

The Fox Hall Inn

The Fox Hall Inn

10/10 Excellent
"great room, very easy to find and staff helpful. In room breakfast great. Room was quiet despite being close to the main road. It was a little bit cold as the heating wasn't on"
abigail 1-night trip
Posted 2 days ago
The Fox Hall Inn

Find out more about Winton

Everything you need to know about Winton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winton vacation 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 low season months. For more hustle and bustle, you may prefer to visit Winton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $125 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winton rentals

At Expedia, we put the best Winton vacation 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 vacation.

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 vacation rentals in Winton?

Yes, you can find vacation rentals close to popular sights in Winton, or you can choose a more remote option if you want a relaxing place to stay.

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

Hill Top Farm, Askrigg, Yorkshire Dales: Visitors like this Winton vacation home rental. It offers a fireplace, a garden, and a barbecue grill 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 vacation with amenities like an arcade game 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 larger area.

What are vacation rentals like in Winton?

Vacation rentals are private properties you can reserve for several days or more in Winton. Vacation rentals offer extras like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.