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Ryedale District Holiday Rentals

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Top cities in Ryedale District

A stone castle ruin with a flag on top, surrounded by green grass and trees.
Vacation Rentals

Pickering

Pickering

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 Ryedale District holiday rentals

A stone building with a large glass door entrance, a patio with outdoor seating, and a gravel driveway.

1. Sykes Lodge

Sykes Lodge
3.0 star property
Malton
The price is AU$6,254
includes taxes & fees
23 Nov - 24 Nov
Sykes Lodge
A two-story house with a brick facade, a blue door, and a garden with various plants and a tall, conical hedge.

2. Cosy one bedroom cottage in Pickering

Cosy one bedroom cottage in Pickering
Pickering
7.6 out of 10, Good, (4 reviews)
"Really enjoyed our short break in this lovely cottage. Thank you so much."
United Kingdom
kate h.
The price is AU$191
includes taxes & fees
29 Nov - 30 Nov
Cosy one bedroom cottage in Pickering
A small, wooden, semi-circular structure with a glass door and two chairs outside.

3. Buttercup Pod - sleeps 2 | Gold Award winning

Buttercup Pod - sleeps 2 | Gold Award winning
Pickering
10.0 out of 10, Exceptional, (1 review)
"Lovely property, in a small settlement of varied pods and cabins, arranged to ensure privacy. Great location, close to both Pickering and Thornton le Dale. We are foster carers and needed a break with our very small youngster and the pod suited us perfectly - there was even a song thrush singing to us every evening!"
United Kingdom
David B.
The price is AU$322
includes taxes & fees
15 Nov - 16 Nov
Buttercup Pod - sleeps 2 | Gold Award winning
Two wooden pod-style cabins with large windows and seating areas, surrounded by a well-maintained lawn and trees.

4. Daisy Family Glamping Pod | sleeps 4 - Gold Award winning

Daisy Family Glamping Pod | sleeps 4 - Gold Award winning
Pickering
10.0 out of 10, Exceptional, (3 reviews)
"A great location. We stayed in a glamping pod and had a lovely time. Clean and all you need for a few days. Local shop 5 mins drive away to get anything you need"
United Kingdom
James E.
The price is AU$402
includes taxes & fees
15 Nov - 16 Nov
Daisy Family Glamping Pod | sleeps 4 - Gold Award winning
Two wooden pod-style cabins with large windows and seating areas, surrounded by a well-maintained lawn and trees.

5. Cowslip Pod - Glamping for 4 Guests

Cowslip Pod - Glamping for 4 Guests
Pickering
9.8 out of 10, Exceptional, (7 reviews)
"We absolutely loved our stay here and only wish that it could've been longer. Would definitely recommend to anyone."
United Kingdom
Molly H.
The price is AU$402
includes taxes & fees
15 Nov - 16 Nov
Cowslip Pod - Glamping for 4 Guests
Two wooden pod-style cabins with large windows and seating areas, surrounded by a well-maintained lawn and trees.

6. Clover Family Glamping Pod | sleeps 4 - Gold Award winning

Clover Family Glamping Pod | sleeps 4 - Gold Award winning
Pickering
9.0 out of 10, Wonderful, (4 reviews)
"Great property "
United Kingdom
Jenny s.
The price is AU$402
includes taxes & fees
15 Nov - 16 Nov
Clover Family Glamping Pod | sleeps 4 - Gold Award winning
A traditional house with a tiled roof, a well-maintained lawn, and a stone wall.

7. 2 bedroom accommodation in Pickering

2 bedroom accommodation in Pickering
Pickering
9.2 out of 10, Wonderful, (12 reviews)
"The location and the fact that it included parking were great. The cottage was warm, comfortable and well thought out."
United States
Peter J.
The price is AU$422
includes taxes & fees
10 Dec - 11 Dec
2 bedroom accommodation in Pickering
A stone house with a tiled roof, surrounded by a well-maintained lawn and dense greenery.

8. Keldholme Cottage 1 - UK10992

Keldholme Cottage 1 - UK10992
Keldholme, near Kirkbymoorside
9.8 out of 10, Exceptional, (10 reviews)
"Excellent for get away from it all beautiful countryside and walks."
United States
John Kelly
The price is AU$395
includes taxes & fees
17 Nov - 18 Nov
Keldholme Cottage 1 - UK10992
A modern cabin with a deck, surrounded by lush greenery.

9. Cedar Lodge | sleeps 8 - Hot Tub, Dog Friendly - 5* Gold Award

Cedar Lodge | sleeps 8 - Hot Tub, Dog Friendly - 5* Gold Award
PICKERING
9.6 out of 10, Exceptional, (4 reviews)
"Fantastic accommodation that provides everything you need for a girls weekend away. Beautifully furnished (Hamptons feel) with perfect entertaining space inside and out. Hot tub was a great addition to use day and evening. Lots of comfy seating to relax on for the 6 of us. Surrounding area is beautiful to visit and for walks. Would highly recommend. We had a wonderful weekend."
United Kingdom
Lucy S.
The price is AU$1,759
includes taxes & fees
16 Nov - 17 Nov
Cedar Lodge | sleeps 8 - Hot Tub, Dog Friendly - 5* Gold Award
A stone building with a red-tiled roof, a visible door, and a small garden area with grass and trees.

10. 4 bedroom accommodation in Settrington, near Malton

4 bedroom accommodation in Settrington, near Malton
Settrington, near Malton
10.0 out of 10, Exceptional, (2 reviews)
"Communication with the owner was excellent as was the presentation of the property. Garden Cottage was well equipped and maintained."
United States
Elizabeth Bentley
The price is AU$2,043
includes taxes & fees
19 Nov - 20 Nov
4 bedroom accommodation in Settrington, near Malton
A hot tub with a grassy yard, a wooden fence, and a clear sky.

11. Tuft House

Tuft House
3.0 star property
York
The price is AU$5,122
includes taxes & fees
17 Nov - 18 Nov
Tuft House
A stone building with a red door, a stone wall, and a hedge.

12. 1 bedroom accommodation in Slingsby, near Malton

1 bedroom accommodation in Slingsby, near Malton
Slingsby, near Malton
10.0 out of 10, Exceptional, (9 reviews)
"Lovely cottage. Welcoming and homely with everything provided that we needed. Good place for a relax and good walking for the dog."
United States
Carol Horne
The price is AU$674
includes taxes & fees
15 Nov - 16 Nov
1 bedroom accommodation in Slingsby, near Malton
A cozy living room with a fireplace, a television, and a patterned wall.

13. Luxury Cottage nestled in the Heart of Pickering, North Yorkshire - Pet Friendly

Luxury Cottage nestled in the Heart of Pickering, North Yorkshire - Pet Friendly
Pickering
10.0 out of 10, Exceptional, (1 review)
"Beautiful property. Everything you could want to make the stay enjoyable was provided. Lovely welcome pack. Excellent communication. Great location for exploring inland and the coast. Would recommend to anybody"
United States
Kathy S.
The price is AU$871
includes taxes & fees
16 Nov - 17 Nov
Luxury Cottage nestled in the Heart of Pickering, North Yorkshire - Pet Friendly
A dining area with a table set for four, surrounded by upholstered chairs. A vase with yellow flowers is on the table, and a bottle of wine is visible. The room has a large window with curtains, a television, and a small shelf with decorative items.

14. With your own private hot tub, this is the perfect spot to unwind in.

With your own private hot tub, this is the perfect spot to unwind in.
East Heslerton, near Malton
10.0 out of 10, Exceptional, (6 reviews)
"Great place to stay. COULD NOT WANT FOR MORE.Steph was very helpful and pleasant"
United States
John Williams
The price is AU$511
includes taxes & fees
15 Nov - 16 Nov
With your own private hot tub, this is the perfect spot to unwind in.
A red brick building with a white door labeled '4', a satellite dish, and potted plants.

15. 2 bedroom accommodation in Pickering

2 bedroom accommodation in Pickering
Pickering
10.0 out of 10, Exceptional, (4 reviews)
"Surprisingly roomy cottage, ideal for solo travellers or families up to four. Great location for exploring wonderful North Yorkshire, lots to see and do. Cottage is cosy with beautiful finishes. I can highly recommend 4 Smiddy Hill for a short break or longer stay."
United States
Jean L.
The price is AU$674
includes taxes & fees
15 Nov - 16 Nov
2 bedroom accommodation in Pickering
A garden with a lawn, a wooden table and chairs, and a blue umbrella.

16. Hungate Garden Cottage

Hungate Garden Cottage
Pickering
10.0 out of 10, Exceptional, (7 reviews)
"Great accommodation as advertised. "
United States
simon g.
The price is AU$1,839
includes taxes & fees
19 Nov - 20 Nov
Hungate Garden Cottage
A row of wooden cabins with outdoor patios, a gravel driveway, and a car parked nearby.

17. Sycamore Lodge | sleeps 6 - Hot Tub, Dog Friendly 5*

Sycamore Lodge | sleeps 6 - Hot Tub, Dog Friendly 5*
Pickering
10.0 out of 10, Exceptional, (1 review)
"Beautiful lodge, everything you needed was there. We will definitely be visiting this hidden gem again."
United States
Donna H.
The price is AU$1,561
includes taxes & fees
15 Nov - 16 Nov
Sycamore Lodge | sleeps 6 - Hot Tub, Dog Friendly 5*
An outdoor deck with a hot tub, seating area, and dining table.

18. The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award

The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award
Pickering
10.0 out of 10, Exceptional, (3 reviews)
"Eight friends (5 of whom were at uni together in the 70s) meet every year. Yorkshire was this year’s choice. We couldn’t have stayed in a better location. We loved everything: the house; the swim spa; the area; the weather. We would love to come back. Thank you!"
United Kingdom
Deborah H.
The price is AU$3,565
includes taxes & fees
16 Nov - 17 Nov
The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award
A stone cottage with a tiled roof, a wooden gate, and a sign indicating CCTV operation.

19. Beautiful stone cottage in the heart of Helmsley - sleeps 2

Beautiful stone cottage in the heart of Helmsley - sleeps 2
Helmsley
10.0 out of 10, Exceptional, (1 review)
"Very happy with our stay. The accommodation was just right for 2, in a really excellent location"
United States
Helen H.
The price is AU$722
includes taxes & fees
15 Nov - 16 Nov
Beautiful stone cottage in the heart of Helmsley - sleeps 2
House

20. 3 bedroom accommodation in Pickering

3 bedroom accommodation in Pickering
Pickering
9.6 out of 10, Exceptional, (4 reviews)
"The cottage was very clean, comfortable, well equipped and beautifully furnished. It is located in an ideal position in the town and Pickering is a good base for exploring the North Yorkshire moors."
United States
Miriam Dixon
The price is AU$842
includes taxes & fees
19 Nov - 20 Nov
3 bedroom accommodation in Pickering
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 Ryedale District Hotel Reviews

A stone building with a garden, including a fountain and well-kept hedges.
The Old Coach House

The Old Coach House

The Old Coach House
Ripon

10/10 Excellent

Property is in a really nice quiet area. Beautifully kept. Breakfast was really good with a lot of choice. Staff were fantastic and very helpful. I
Australia
Robert
Reviewed June 20, 2023
The Old Coach House

Find out more about Ryedale District

Everything you need to know about Ryedale District 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 Ryedale District holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Ryedale District holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Ryedale District holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ryedale District. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ryedale District 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 Ryedale District holiday rentals we have chosen for you start as low as AU$191 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Ryedale District rentals

At Expedia, we put the best Ryedale District 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 Ryedale District 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 Ryedale District 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 Ryedale District. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.