Photo by Ian Hall

Winston Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Winston holiday rentals

A cozy wooden cabin bedroom with a bed, a small kitchenette, and a view of the forest.

1. The Leveret

The Leveret
2.0 star property
Richmond
10.0 out of 10, Exceptional, (4 reviews)
"What a lovely little spot, we really enjoyed our time here, it had everything we needed and our dog absolutely loved it! Very clean, had all the essentials and had a pub close enough to wander down to. "
United Kingdom
Poppy
The price is HK$3,341
HK$4,009 total
includes taxes & fees
19 Nov - 20 Nov
The Leveret
A conservatory with wicker furniture, a laptop, and a vase of flowers.

2. 2 bedroom accommodation in Barnard Castle

2 bedroom accommodation in Barnard Castle
Barnard Castle
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful cottage in a lovely setting. The owners were very hospitable & the cottage was well equipped & very clean. Overlooking countryside with lots of wildlife around."
United States
Pete & Sue
The price is HK$2,563
HK$2,563 total
includes taxes & fees
14 Nov - 15 Nov
2 bedroom accommodation in Barnard Castle
A green door with a metal knocker, flanked by two potted plants with pink flowers, and a mailbox on the left.

3. The Old Chapel Retreat

The Old Chapel Retreat
Staindrop, Barnard Castle
10.0 out of 10, Exceptional, (15 reviews)
"A brilliant holiday home that had everything we needed and more. Everything was clean and comfortable. The children loved the games room with pool tables. The welcome pack was a lovely touch! It was a great place to explore the area."
United States
Kirsty Leslie
The price is HK$8,583
HK$8,583 total
includes taxes & fees
23 Nov - 24 Nov
The Old Chapel Retreat
A bedroom with a bed, two bedside lamps, a skylight, and artwork on the walls.

4. Stable Yard Rooms

Stable Yard Rooms
3.0 star property
Richmond
7.4 out of 10, Good, (3 reviews)
"The property is excellent for a one night stay. Only negative is there is nowhere to sit and eat your breakfast."
United Kingdom
Nadine
The price is HK$964
HK$1,157 total
includes taxes & fees
15 Nov - 16 Nov
Stable Yard Rooms
A stone gate leading to a courtyard with a bench and a small tree.

5. Superking beds, spacious and comfortable ground floor apartment near town centre

Superking beds, spacious and comfortable ground floor apartment near town centre
Bishop Auckland
9.6 out of 10, Exceptional, (24 reviews)
"Lovely apartment, we plan to be regular visitors if possible."
United Kingdom
Michael
The price is HK$1,038
HK$1,245 total
includes taxes & fees
16 Nov - 17 Nov
Superking beds, spacious and comfortable ground floor apartment near town centre
A living room with a sofa, a coffee table, a fireplace, and a chandelier.

6. Pets - Parking - Patio - Wifi - Sleeps 4

Pets - Parking - Patio - Wifi - Sleeps 4
3.0 star property
Bishop Auckland
10.0 out of 10, Exceptional, (2 reviews)
"Great communication from owner, easy lockbox access when we turned up in the early hours. House was large with comfortable space for the four us. Nice and clean with nice shower after the show we had just played. Will definitely return"
United Kingdom
Neil
The price is HK$433
HK$520 total
includes taxes & fees
16 Nov - 17 Nov
Pets - Parking - Patio - Wifi - Sleeps 4
House

7. 2 bedroom accommodation in Shildon, near Bishop Auckland

2 bedroom accommodation in Shildon, near Bishop Auckland
Shildon, near Bishop Auckland
9.2 out of 10, Wonderful, (5 reviews)
"Great place to stay, very well equipped and comfy beds. Very clean and well laid out, great location."
United Kingdom
Anna M.
The price is HK$2,729
HK$2,729 total
includes taxes & fees
21 Nov - 22 Nov
2 bedroom accommodation in Shildon, near Bishop Auckland
A dining area with a wooden table and chairs, a vase, and a cabinet with glass doors.

8. 5 bedroom accommodation in Hudswell, near Richmond

5 bedroom accommodation in Hudswell, near Richmond
Hudswell, near Richmond
9.2 out of 10, Wonderful, (15 reviews)
"Overall our stay was fantastic, comfortable and useable property . Great base for exploring the local area ."
United States
Mark Hawkins
The price is HK$3,663
HK$3,663 total
includes taxes & fees
30 Nov - 1 Dec
5 bedroom accommodation in Hudswell, near Richmond
A cozy living room with a fireplace, a television, and comfortable seating.

9. Superking beds, spacious and comfortable first floor apartment near town centre

Superking beds, spacious and comfortable first floor apartment near town centre
Bishop Auckland
9.2 out of 10, Wonderful, (25 reviews)
"Great location for what we wanted. Very clean with everything we needed."
United Kingdom
Dennis
The price is HK$1,038
HK$1,360 total
includes taxes & fees
15 Nov - 16 Nov
Superking beds, spacious and comfortable first floor apartment near town centre
A cozy living room with a fireplace, a television, and a comfortable seating area.

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

A fantastic, 2 bed cottage, sleeping 4 people and 1 furry friend w/open fire, WiFi & central heating
Richmond
9.4 out of 10, Exceptional, (3 reviews)
"Lovely cottage, clean & had everything we needed for a comfortable stay."
United Kingdom
Alison S.
The price is HK$3,757
HK$3,757 total
includes taxes & fees
16 Nov - 17 Nov
A fantastic, 2 bed cottage, sleeping 4 people and 1 furry friend w/open fire, WiFi & central heating
A kitchen with a wooden island, stainless steel sink, and pendant lights.

11. The Cartshed, Sedbury Park Farm

The Cartshed, Sedbury Park Farm
3.0 star property
Richmond
10.0 out of 10, Exceptional, (1 review)
The price is HK$4,523
HK$5,428 total
includes taxes & fees
17 Nov - 18 Nov
The Cartshed, Sedbury Park Farm
A quaint village street with stone buildings, a church, and a car park.

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

Beautiful, 2 bedroom, first floor apartment, at the heart of a busting Dales Village.
Richmond
9.8 out of 10, Exceptional, (12 reviews)
"Great little place in a prime location in a fantastic location. The layout is quirky but part of the charm and a wonderful view from the sitting / dining / kitchen area"
United Kingdom
Ian
The price is HK$2,655
HK$2,655 total
includes taxes & fees
14 Nov - 15 Nov
Beautiful, 2 bedroom, first floor apartment, at the heart of a busting Dales Village.
A stone building with a bench in the courtyard, surrounded by potted plants and a grassy lawn.

13. Holiday home for 4 people, breath taking scenery, bike storage, WiFi & only a short walk to the pub.

Holiday home for 4 people, breath taking scenery, bike storage, WiFi & only a short walk to the pub.
Richmond
9.4 out of 10, Exceptional, (10 reviews)
"Great location with great walks. Cottage was outstandingly clean and comfortable, the welcome pack was a lovely touch. Would definitely stop at this cottage again."
United Kingdom
josephine G.
The price is HK$4,484
HK$4,484 total
includes taxes & fees
14 Nov - 15 Nov
Holiday home for 4 people, breath taking scenery, bike storage, WiFi & only a short walk to the pub.
A modern kitchen with grey cabinets, a built-in oven, and a window providing natural light.

14. 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, (16 reviews)
"We loved our stay in this spacious cottage in a picturesque setting. There is all the appliances you need, including a washer/dryer. The location is excellent for the many hikes in the area."
United States
Diana v.
The price is HK$3,426
HK$3,426 total
includes taxes & fees
19 Nov - 20 Nov
A superb holiday home within the Yorkshire Dales, w/ Wifi, wood burner & stones throw from pub.
A modern living room with a sofa, a glass coffee table, a fireplace, and a staircase leading to another room.

15. An exceptional holiday home for 6 people & 2 dogs with multi-fuel stove, WiFi.

An exceptional holiday home for 6 people & 2 dogs with multi-fuel stove, WiFi.
Richmond
10.0 out of 10, Exceptional, (12 reviews)
"What a lovely cottage beautiful location and surroundings. Ideal location nice local.pubs and the breakfast at the bike center is really good. Nice relaxing getaway. Will go again."
United States
james b.
The price is HK$4,407
HK$4,407 total
includes taxes & fees
28 Nov - 29 Nov
An exceptional holiday home for 6 people & 2 dogs with multi-fuel stove, WiFi.
A stone cottage with a light-colored door, a window with a curtain, and a sign reading "Willow Cottage."

16. 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.
The price is HK$1,193
HK$1,697 total
includes taxes & fees
15 Nov - 16 Nov
Willow Cottage, cosy & quirky in Middleton in Teesdale
A stone cottage with a black metal fence, a sign reading "Ivy Cottage," and a small garden area.

17. 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 HK$3,245
HK$3,245 total
includes taxes & fees
21 Nov - 22 Nov
High-quality bolthole and cosy sanctuary for 2 people in a picturesque village location with WiFi.
A stone wall, wooden deck, and a table with chairs overlooking a lush garden and distant houses.

18. 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 HK$2,906
HK$2,906 total
includes taxes & fees
19 Nov - 20 Nov
Cosy, Dog Friendly Cottage w/ Free WiFi, Woodburner, a good size garden and a short walk to two pubs
A stone cottage with a green door, a bench outside, and a view of the countryside.

19. Low Cottage, a dog friendly holiday home for up to four people in the pretty village of Reeth.

Low Cottage, a dog friendly holiday home for up to four people in the pretty village of Reeth.
Richmond
10.0 out of 10, Exceptional, (12 reviews)
"Very nice cottage in perfect location"
United Kingdom
Ian H.
The price is HK$4,465
HK$4,465 total
includes taxes & fees
16 Nov - 17 Nov
Low Cottage, a dog friendly holiday home for up to four people in the pretty village of Reeth.
A bathroom with a toilet, a bathtub, a window, and a shower curtain.

20. 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.
The price is HK$1,090
HK$1,640 total
includes taxes & fees
25 Nov - 26 Nov
Cosy 2 bed-room cottage near High Force Waterfall
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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Find out more about Winston

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Frequently Asked Questions

Can I find holiday rentals in Winston?

Yes, there are holiday rentals close to the most popular sights in Winston, 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 Winston has to offer?

Grand Country Estate 3 Hot Tubs Sleeps 16 near Durham City & Bishop Auckland: This holiday home rental outside of Winston offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Winston?

While exploring the area, visit family-friendly sights like National Railway Museum at Shildon, or get outside and enjoy nature at Hamsterley Forest. In the wider area, you’ll find Raby Castle and Bowes Museum.

What’s a holiday rental in Winston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winston. Holiday rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.