Winston Vacation Rentals from $121: Search Short-Term Rentals

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Our top choices for Winston vacation rentals

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

Bishop Auckland

Rajalingham

$54 nightly

Sep 27 - Sep 28

Total with taxes and fees

2. Wayside Cottage

Darlington

$311 nightly

Sep 28 - Sep 29

Total with taxes and fees

3. Stable Yard Rooms

Richmond

Nadine

$122 nightly

Sep 24 - Sep 25

Total with taxes and fees

Smart TV, fireplace, books, video library

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

Bishop Auckland

Shelley

$149 nightly

Sep 27 - Sep 28

Total with taxes and fees

Cottage, Private Bathroom (The Stables) | 1 bedroom, WiFi (free)

5. White House Cottages

Durham

Ashley

$106 nightly

Sep 28 - Sep 29

Total with taxes and fees

6. 2 bedroom accommodation in Barnard Castle

Barnard Castle

"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...

Stephen Bamber

$331 nightly

Sep 29 - Sep 30

Total with taxes and fees

7. The Old Chapel Retreat

Staindrop, Barnard Castle

Emma

$1,013 nightly

Oct 15 - Oct 16

Total with taxes and fees

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

Middleton-in-Teesdale

Julie N.

$214 nightly

Sep 25 - Sep 26

Total with taxes and fees

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

Crook

$399 nightly

Sep 26 - Sep 27

Total with taxes and fees

10. Dots Place - Cosy Comfortable Apartment with Parking Space

Richmond

Joanne V.

$201 nightly

Sep 23 - Sep 24

Total with taxes and fees

11. Badgers Sett

Darlington

$536 nightly

Oct 4 - Oct 5

Total with taxes and fees

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

Northallerton

Gillian

$68 nightly

Sep 28 - Sep 29

Total with taxes and fees

13. 2 bedroom accommodation in Shildon, near Bishop Auckland

Shildon, near Bishop Auckland

Anna M.

$370 nightly

Oct 2 - Oct 3

Total with taxes and fees

Double or Twin Room, Ensuite | Room amenity

14. The Old Colliery Stables

Durham

Terry

$73 nightly

Sep 27 - Sep 28

Total with taxes and fees

15. Home and Away

Eaglescliffe

$166 nightly

Sep 22 - Sep 23

Total with taxes and fees

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

High Leven

"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 "

Martin B.

$135 nightly

Sep 22 - Sep 23

Total with taxes and fees

17. Old Mill Tiny Homes

Yarm

Caroline

$159 nightly

Oct 22 - Oct 23

Total with taxes and fees

2 bedrooms, desk, iron/ironing board, travel crib

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

Stockton on Tees

David R.

$118 nightly

Sep 27 - Sep 28

Total with taxes and fees

19. Two Bedroom Family Home With Garden Field View

Durham

$327 nightly

Sep 24 - Sep 25

Total with taxes and fees

20. Sunny Cottage

Darlington

$479 nightly

Sep 24 - Sep 25

Total with taxes and fees

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Top Winston Hotel Reviews

Delta Hotels Durham Royal County

8/10 Good

"Very old hotel and a little shabby in parts but still clean. Breakfast was good, hot and well cooked. Room was good size, we had family room with 2 doubles and it was clean, bathroom was big but why only 1 hook so nowhere to hang clothes etc What makes this hotel is the staff, friendly, helpful and professional. A little pricey for what we had but apparently Durham is expensive and the location is excellent. We would return"

Parkmore Hotel & Leisure Club, Sure Hotel Collection by BW

10/10 Excellent

"Great location and only half hour drive from home . Clean room and very quiet . Easy access to pubs only downside i have was once we checked in they asked for extra £100 as deposit as well as price for the room luckily i had my card on me as this wasn't stated when i booked ."

Find out more about Winston

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

Winston vacation 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 low season months. For more hustle and bustle, you may prefer to visit Winston 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 $121 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 Winston rentals

At Expedia, we put the best Winston 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 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 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 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.

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Frequently asked questions

Can I find vacation rentals in Winston?

Yes, we have vacation rentals close to well known local attractions in Winston, or you can select a secluded option if you're looking for relaxation.

What's the top vacation rental in Winston?

Grand Country Estate 3 Hot Tubs Sleeps 16 near Durham City & Bishop Auckland: You might want to consider this vacation home rental near Winston, which offers a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 larger area, you’ll find Raby Castle and Bowes Museum.

What’s a vacation rental in Winston like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Winston. Vacation rentals feature extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a small group gathering.

Winston Vacation Rentals

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Check prices for these dates

Our top choices for Winston vacation rentals

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

2. Wayside Cottage

3. Stable Yard Rooms

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

5. White House Cottages

6. 2 bedroom accommodation in Barnard Castle

7. The Old Chapel Retreat

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

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

10. Dots Place - Cosy Comfortable Apartment with Parking Space

11. Badgers Sett

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

13. 2 bedroom accommodation in Shildon, near Bishop Auckland

14. The Old Colliery Stables

15. Home and Away

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

17. Old Mill Tiny Homes

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

19. Two Bedroom Family Home With Garden Field View

20. Sunny Cottage

Find vacation rentals that suit your style

Top Winston Hotel Reviews

Delta Hotels Durham Royal County

Find out more about Winston

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