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Winston Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Winston vacation rentals

Cottage, Private Bathroom (The Stables) | 1 bedroom

White House Cottages

White House Cottages
3.5 star property
Durham
9.6 out of 10, Exceptional, (43 reviews)
"The cottage surpassed our expectations. It was warm, cosy & comfortable. We had a lovely two days stay and would definitely return if in the area again."
United Kingdom
Phil
$105 nightly
The price is $126
Jun 22 - Jun 23
Total with taxes and fees
White House Cottages
Living area

Pets - Parking - Patio - Wifi - Sleeps 4

Pets - Parking - Patio - Wifi - Sleeps 4
3.0 star property
Bishop Auckland
$65 nightly
The price is $78
Jun 24 - Jun 25
Total with taxes and fees
Pets - Parking - Patio - Wifi - Sleeps 4
2 bedrooms, iron/ironing board, free WiFi, bed sheets

The Cosy Durham Nest

The Cosy Durham Nest
Langley Park
$189 nightly
The price is $189
Jun 22 - Jun 23
Total with taxes and fees
The Cosy Durham Nest
Cottage | Interior

Wayside Cottage

Wayside Cottage
3.5 star property
Darlington
$307 nightly
The price is $368
Jun 25 - Jun 26
Total with taxes and fees
Wayside Cottage
Front of property

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
$118 nightly
The price is $141
Jun 22 - Jun 23
Total with taxes and fees
Stable Yard Rooms
Terrace/patio

2 bedroom accommodation in Staindrop, near Barnard Castle

2 bedroom accommodation in Staindrop, near Barnard Castle
Staindrop, near Barnard Castle
$312 nightly
The price is $312
Jun 25 - Jun 26
Total with taxes and fees
2 bedroom accommodation in Staindrop, near Barnard Castle
Terrace/patio

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, (17 reviews)
"Very spacious and comfortable, large bedrooms, large kitchen, good bathroom & shower, nice sitting room. Nice & warm. Plus everything you might need has been provided in the kitchen - very thoughtful! Great location, close to to downtown and also great starting point for day trips. "
United States
Stephen
$127 nightly
The price is $127
Jun 28 - Jun 29
Total with taxes and fees
Superking beds, spacious and comfortable ground floor apartment near town centre
Fireplace

Mead House, Darlington

Mead House, Darlington
Darlington
$464 nightly
The price is $464
Jun 26 - Jun 27
Total with taxes and fees
Mead House, Darlington
Exterior

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
$154 nightly
The price is $185
Jul 7 - Jul 8
Total with taxes and fees
Old Mill Tiny Homes
Fireplace

Malt Shovel Cottage nr Bedale.

Malt Shovel Cottage nr Bedale.
Bedale
$643 nightly
The price is $643
Jul 17 - Jul 18
Total with taxes and fees
Malt Shovel Cottage nr Bedale.
Deluxe Cottage, Ensuite (2 bedroom) | Bathroom

Durham City Cottages

Durham City Cottages
2.0 star property
Durham
8.0 out of 10, Very Good, (402 reviews)
"Parking is convenient, just in front of your booking property "
United Kingdom
CHUN MAN
$99 nightly
The price is $119
Jun 22 - Jun 23
Total with taxes and fees
Durham City Cottages
Interior

The LA'AL Cragg, Kirkby Stephen

The LA'AL Cragg, Kirkby Stephen
Kirkby Stephen
$627 nightly
The price is $627
Jul 3 - Jul 4
Total with taxes and fees
The LA'AL Cragg, Kirkby Stephen
Exterior

Cedar Cottage in County Durham

Cedar Cottage in County Durham
Barnard Castle
$592 nightly
The price is $592
Jul 4 - Jul 5
Total with taxes and fees
Cedar Cottage in County Durham
Shower

Dragonstone Lodge

Dragonstone Lodge
3.0 star property
Northallerton
10.0 out of 10, Exceptional, (1 review)
"We loved this property. The owners obviously have an eye for decor as it is a really stylish place and beautifully finished. We loved how peaceful the property was and the owners had thought of everything . We really appreciated the tea, coffee and milk after a 5 hour drive and the muffins, biscuits and crisps were a lovely touch. All the information you needed was in a folder and we visited lots of the places recommenced in it. It’s a fantastic property and we hope to stay there again."
United Kingdom
Mark
$299 nightly
The price is $359
Jun 26 - Jun 27
Total with taxes and fees
Dragonstone Lodge
Outdoor dining

Hudeway View, Middleton-In-Teesdale

Hudeway View, Middleton-In-Teesdale
Barnard Castle
$520 nightly
The price is $520
Jul 14 - Jul 15
Total with taxes and fees
Hudeway View, Middleton-In-Teesdale
Studio | Dining

Welbury Studio Retreat

Welbury Studio Retreat
3.0 star property
Northallerton
9.4 out of 10, Exceptional, (3 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
$58 nightly
The price is $70
Jun 25 - Jun 26
Total with taxes and fees
Welbury Studio Retreat
Fireplace

Ash Cottage, in County Durham.

Ash Cottage, in County Durham.
Barnard Castle
$592 nightly
The price is $592
Jul 10 - Jul 11
Total with taxes and fees
Ash Cottage, in County Durham.
Front of property

River Dance Cottage

River Dance Cottage
3.0 star property
Leyburn
10.0 out of 10, Exceptional, (3 reviews)
"Great cosy cottage in a fantastic location. Definitely recommend "
United Kingdom
Adam
$250 nightly
The price is $300
Jun 24 - Jun 25
Total with taxes and fees
River Dance Cottage
Exterior

Rosemary Cottage, Leyburn

Rosemary Cottage, Leyburn
Leyburn
$948 nightly
The price is $948
Jun 23 - Jun 24
Total with taxes and fees
Rosemary Cottage, Leyburn
Exterior

Jack's Cottage in Wolsingham

Jack's Cottage in Wolsingham
Bishop Auckland
$642 nightly
The price is $642
Jun 25 - Jun 26
Total with taxes and fees
Jack's Cottage in Wolsingham
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

8/10 Good
"Was lovely stay And will stay again"
Julie 1-night trip
Posted 2 hours ago
The Kings Head Hotel, Richmond, North Yorkshire

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 $68 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.

Explore a world of travel with Expedia

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?

Pets - Parking - Patio - Wifi - Sleeps 4: You might want to consider this vacation rental near Winston, which offers a private yard and free WiFi to help you feel comfortable in your new surroundings. Kitchen amenities include a fridge, an oven, and a microwave.

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 Witton Castle. In the larger area, you’ll find Raby Castle and Barnard Castle.

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.