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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Winston holiday rentals

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

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

Pets - Parking - Patio - Wifi - Sleeps 4
3.0 star property
Bishop Auckland
10.0 out of 10, Exceptional, (1 review)
"Property in good location , quiet and friendly environment. It may look as bit dated but very comfortable including accessible for kitchen , garden and TV programs. It’s worth for the money for sure Laura is very helpful and spot on with the communication. We were stayed for s week and wished we can come back again when needed ."
United Kingdom
Rajalingham
The price is £49
includes taxes & fees
6 Oct - 7 Oct
Pets - Parking - Patio - Wifi - Sleeps 4
A stone building with a green door, a window with lace curtains, and potted plants outside.

2. Wayside Cottage

Wayside Cottage
3.5 star property
Darlington
The price is £278
includes taxes & fees
28 Sept - 29 Sept
Wayside Cottage
A two-story building with multiple windows, some with shutters, and a well-lit entrance.

3. 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 £109
includes taxes & fees
24 Sept - 25 Sept
Stable Yard Rooms
A cozy living room with a fireplace, a television, and comfortable seating.

4. 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, (23 reviews)
"We stayed for daughter's graduation in Durham for two nights. Roons a great size loved the quirkiness if the property. Had every yuou could need. Wish this property was in Durham only easier for travelling"
United Kingdom
Shelley
The price is £114
includes taxes & fees
27 Sept - 28 Sept
Superking beds, spacious and comfortable first floor apartment near town centre
A modern living room with a grey sofa, white coffee table, and a vase of yellow flowers.

5. White House Cottages

White House Cottages
3.5 star property
Durham
9.6 out of 10, Exceptional, (44 reviews)
"Fabulous location & accommodation, thoroughly enjoyed !"
United Kingdom
Ashley
The price is £89
includes taxes & fees
28 Sept - 29 Sept
White House Cottages
A conservatory with wicker furniture, a laptop, and a vase of flowers.

6. 2 bedroom accommodation in Barnard Castle

2 bedroom accommodation in Barnard Castle
Barnard Castle
10.0 out of 10, Exceptional, (5 reviews)
"Spent a lovely week at Ashlea Country Cottage, Ann, the owner was so nice and helpful, made us feel right at home from the moment we arrived. This is a lovely cosy cottage set in beautiful peaceful surroundings. We even got real thick snow which was an added bonus, great to watch surrounding wildlife and had visits from sheep. The wood burner was a real hit, made the cottage feel homely and warm, great place to explore from and the fresh warm bread on arrival was an absolute bonus. We will be...
United States
Stephen Bamber
The price is £247
includes taxes & fees
29 Sept - 30 Sept
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.

7. The Old Chapel Retreat

The Old Chapel Retreat
Staindrop, Barnard Castle
10.0 out of 10, Exceptional, (15 reviews)
"A fabulous house for a family get together. The house had everything we needed even with Covid restrictions. The welcome pack was a lovely touch. The perfect base with lots to do in the area. Review independently collected and verified by Reevoo"
United States
Emma
The price is £756
includes taxes & fees
15 Oct - 16 Oct
The Old Chapel Retreat
A stone building with a wooden door and windows. There are potted plants and flowers on the steps.

8. 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 £164
includes taxes & fees
25 Sept - 26 Sept
Cosy 2 bed-room cottage near High Force Waterfall
A modern living room with a sofa, a television displaying the Netflix logo, and a wall with abstract art.

9. Relaxing 2BR in Billy Row Wifi by Stay With Us

Relaxing 2BR in Billy Row Wifi by Stay With Us
2.0 star property
Crook
The price is £357
includes taxes & fees
26 Sept - 27 Sept
Relaxing 2BR in Billy Row Wifi by Stay With Us
A compact living space with a television on a wooden cabinet, a white armchair with a pink pillow, a grey sofa, and a small wooden coffee table.

10. Dots Place - Cosy Comfortable Apartment with Parking Space

Dots Place - Cosy Comfortable Apartment with Parking Space
Richmond
10.0 out of 10, Exceptional, (1 review)
"Lovely and spacious apartment. Loved our stay! Thank you!"
United Kingdom
Joanne V.
The price is £153
includes taxes & fees
23 Sept - 24 Sept
Dots Place - Cosy Comfortable Apartment with Parking Space
A wooden cabin with a porch, wicker furniture, and a bottle of wine on the table.

11. Badgers Sett

Badgers Sett
3.5 star property
Darlington
The price is £480
includes taxes & fees
30 Sept - 1 Oct
Badgers Sett
A bar area with a fireplace, stools, and a television screen displaying an outdoor scene.

12. Welbury Studio, Sleeps 2, Pet Friendly & Parking

Welbury Studio, Sleeps 2, Pet Friendly & Parking
3.0 star property
Northallerton
9.6 out of 10, Exceptional, (5 reviews)
"Very helpful, we were going to be later than anticipated arriving, phoned to let them know, they reassured us it was no problem, everything was ready for our stay. Check-in at the bar was easy, staff showed us to our studio, staff very cheerful. Food in the pub was great, not just pub grub. Only downside, studio was small."
United Kingdom
Gillian
The price is £62
includes taxes & fees
24 Sept - 25 Sept
Welbury Studio, Sleeps 2, Pet Friendly & Parking
A hotel room with two beds, teal bedding, white pillows with circular patterns, and a wall art of blue flowers.

13. 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 £276
includes taxes & fees
2 Oct - 3 Oct
2 bedroom accommodation in Shildon, near Bishop Auckland
A neatly made bed with white linens and a wooden headboard, a bedside table with a clock, and a radiator on the wall.

14. The Old Colliery Stables

The Old Colliery Stables
2.0 star property
Durham
9.0 out of 10, Wonderful, (37 reviews)
"This was a really good stay nice bed and warm radiators cannot complain. Nice and clean with a great new bathroom thanks"
United Kingdom
Terry
The price is £65
includes taxes & fees
27 Sept - 28 Sept
The Old Colliery Stables
A living room with a beige sofa, a white rug, a chandelier, a mirror, and a framed picture of the Colosseum.

15. Home and Away

Home and Away
Eaglescliffe
The price is £118
includes taxes & fees
22 Sept - 23 Sept
Home and Away
A brick building with a tiled roof, outdoor seating, and potted plants along the side.

16. The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave

The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave
High Leven
8.0 out of 10, Very good, (14 reviews)
"Angie is a lovely warm welcoming lady , nothing was a bother , only staid one night as was having a meal in the Fox Covert next door which is really great place , The cottage was a propped cottage feel , and could sleep upto 6 but was only the two of us , proper kitchen and shower n toilet was compact but everything you needed , lovely place to stay and will be back , also location is good for all local amenities and local attractions, Thank you "
United States
Martin B.
The price is £93
includes taxes & fees
22 Sept - 23 Sept
The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave
A modern building with a combination of dark siding and wooden accents, featuring multiple windows and a door with a small set of stairs leading up to it.

17. Old Mill Tiny Homes

Old Mill Tiny Homes
2.0 star property
Yarm
10.0 out of 10, Exceptional, (1 review)
"Spotlessly clean and so cosy Brilliant stay Lovely pub within walking distance "
United Kingdom
Caroline
The price is £153
includes taxes & fees
28 Sept - 29 Sept
Old Mill Tiny Homes
A bedroom with a bed, a television, a window, and a door leading to a bathroom.

18. 2 Bedroom House with Garden next to the River Tees

2 Bedroom House with Garden next to the River Tees
Stockton on Tees
10.0 out of 10, Exceptional, (3 reviews)
"Good location, host was very responsive, property had everything we needed. Good check-in/out process "
United Kingdom
David R.
The price is £91
includes taxes & fees
27 Sept - 28 Sept
2 Bedroom House with Garden next to the River Tees
A bedroom with a bed, two bedside tables, a nightstand, and a door.

19. Two Bedroom Family Home With Garden Field View

Two Bedroom Family Home With Garden Field View
2.0 star property
Durham
The price is £267
includes taxes & fees
24 Sept - 25 Sept
Two Bedroom Family Home With Garden Field View
A stone building with a wooden fence, a wooden arbor, and a variety of flowering plants.

20. Sunny Cottage

Sunny Cottage
3.5 star property
Darlington
The price is £429
includes taxes & fees
25 Sept - 26 Sept
Sunny Cottage
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 Winston Hotel Reviews

The Kings Head Hotel, Richmond, North Yorkshire

The Kings Head Hotel, Richmond, North Yorkshire

10/10 Excellent
"Room was spotless. Two things that were not to good .... parking and woken up both nights by youths after midnight in the square"
Helen 2-night trip
Posted 4 hours ago
The Kings Head Hotel, Richmond, North Yorkshire

Find out more about Winston

Everything you need to know about Winston 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 Winston 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 Winston holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winston holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winston. 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 Winston 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 Winston holiday rentals we have selected for you start as low as £89 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winston rentals

At Expedia, we put the best Winston 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 Winston 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 Winston 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 Winston. 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

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.