
Vacation rentals in Ryedale
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Top-rated vacation rentals in Ryedale
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Cosy character cottage in heart of Pickering
31 Eastgate is a cosy and well equipped cottage in a fantastic central location in the market town of Pickering. It's ideally located for exploring the North Yorkshire Moors, steam railway, the coast and the historic walled city of York. Located on one of the main roads in Pickering (sometimes there will be traffic noise) the tree lined street of Eastgate is beautiful in all seasons and the town centre is a 5 minute walk away. Visit one of the fantastic pubs or catch a steam train to Whitby.

The Owlery at Mill Farm
Recently converted, the Owlery is the perfect self-catered rural escape for couples. With its double height vaulted ceiling and full height double aspect windows the open plan kitchen living diner offers a light and airy space to unwind and enjoy the view of surrounding fields. The bedroom has a Kingsize bed, Egyptian cotton sheets and En-Suite shower room. The Bathroom offers complimentary Bramley products and cotton bathrobes. Both areas are underfloor heated. There is a private garden.

Spacious family house in pretty village near York
Pear Tree House is an eighteenth century cottage in the centre one of the prettiest villages in North Yorkshire, Sutton-on-the-Forest, (8 miles north of York) in beautiful Hambleton. It not only offers period charm, but because it also features a glass-roofed extension containing a large open-plan kitchen and sitting room, it's also stylish, well-equipped, attractively decorated and furnished to a high standard. Perfect for a week's holiday, short break or short let, (minimum stay - 5 nights)

Luxury boutique apartment-2 Chiltern Place Malton
Relax in this luxury boutique apartment located within a stylish, distinctive merchants building in the heart of Malton. New soft furnishings for 2025. Accommodation comprises of: entrance hall, guest cloakroom, utility room, open plan living area with contemporary inset fire, high specification kitchen & dining area. Master bedroom suite, king bed, luxury en-suite & private terrace. WiFi & underfloor heating. Free private parking on the property and space for 2 bikes in the storage area.

The Helmsley -en-suite, king bed, great views
The bedsheds are modern in design, offering little luxuries throughout. We have thought of your every need for a great escape for two!. If you’re looking for somewhere to spend time, relaxing with lovely views or to explore the amazing attractions in North Yorkshire, we’re in a great location to do both. With heating and log burners we are able to offer cosy breaks all year round. A great space for romantic Escape, friends get away or work! We can’t accommodate Children/ infants Dogs/pets

Cavendish Court, Slingsby, York, North Yorkshire
Cavendish Court is part of a select housing development on the edge of the picturesque Castle Howard village of Slingsby in North Yorkshire. The peaceful village nestles on the northern edge of the Howardian Hills in an area of outstanding natural beauty. It is a great base to explore York, Malton, Helmsley, Pickering, the North Yorkshire Moors and the Coast. The village facilities include the Grapes a destination pub & local bakery. Malton (Yorkshire’s food capital) is short drive away.

Stylish apartment in the centre of Malton
A beautifully presented apartment located in a converted market building in the centre of Malton, the renowned Food Capital of Yorkshire. 5 Chiltern Place is a first floor, one bedroom apartment. Perfect for guests looking for a luxury stay in the heart of Malton. Suitable for couples, singles and business travellers. The property is located just a few steps away from the numerous restaurants, cafes, delis, bars, pubs and shops located around the Market Square and along Market Street.

York Poetree House, tiny treehouse home for one
Reconnect and wake up into nature at this unforgettable escape. Secluded treehouse with everything you need to soothe and inspire. Self cater, arrange meals provided by your host (a professional chef), or try one of the many eateries in town. Shops nearby. Your own private bathroom is situated a few yards away in the main house. You also can enjoy our beautiful garden, lily pond and friendly cat, Nina. Your hosts are always on hand to ensure a comfortable and nourishing experience.

Goose End Cottage, North Yorkshire
Take a break and unwind in a characterful cottage set in beautiful countryside. This 18th century grade-II listed property is right beside the River Seven, in the picturesque village of Sinnington, and the North York Moors National Park. The cottage is full of original character, whilst having all the amenities needed for a relaxing break. Many amazing walks can be enjoyed from right outside the door and the wonderful village pub and restaurant is only a few minutes walk away.

Strolling Distance To Town Centre-Car Parking INC
Enjoy a clean, comfortable, experience at this peacefully located, budget friendly holiday home. Just a very short stroll away from Pickering town centre with a whole host of shops, cafes, bars, pubs and restaurants. Offering a stylish, comfortable space with all you need. Ideal as a base to enjoy and explore all great North Yorkshire has to offer. Free on street parking subject to availability or car park with ev chargers less than 300 meters away. Free parking permit included

The Mill House
Beautifully renovated 300 year old Mill House, cosy cottage feel on our working farm on the edge of the Wolds. A perfect cottage for two, tasteful and spacious bedroom with on suite bathroom. Snug living and dinning area with warm log effect stove, original exposed beams and all the facilities. Easy access to York, North York Moors, National Park and coast. A short drive from many wonderful attractions and activities. We are unable to take short breaks in July and August .

Cottage in the heart of Ryedale, North Yorkshire
Tarrs Yard is a beautifully restored early 18th century cottage, nestled in the valley between York and Malton. Ideal for walkers and nature lovers, the cottage is just a short drive from Castle Howard and close to the North Yorkshire Moors, Dalby Forest and the Yorkshire Coast. In a picturesque setting surrounded by uninterrupted views of the Howardian Hills and the Yorkshire Wolds, the cottage is perfectly positioned to enjoy the best of the great outdoors.
Popular amenities for Ryedale vacation rentals
Other great vacation rentals in Ryedale

Pocket Cottage near York | Wood Burner & Pubs

Stylish retreat in Malton

Luxurious 2 bed, 5 star barn in Michelin food zone

Peace & Luxury, stunning rural views near Malton

The Arches, Slingsby

Cosy 18th Century Cottage close to all amenities

Highfield Annex with off St Parking in Keldholme

Rowans Cottage - distinctive 1 bed restoration
When is the best time to visit Ryedale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,533 GYD | G$30,743 GYD | G$30,952 GYD | G$32,834 GYD | G$33,043 GYD | G$33,252 GYD | G$33,670 GYD | G$34,507 GYD | G$33,670 GYD | G$29,906 GYD | G$29,488 GYD | G$31,579 GYD |
| Avg. temp | 3°C | 3°C | 5°C | 7°C | 10°C | 12°C | 15°C | 14°C | 12°C | 9°C | 6°C | 3°C |
Frequently Asked Questions
What are the best places to stay in Ryedale District?
Ryedale District has a range of accommodation options in charming market towns like Pickering, Helmsley, and Malton. You can explore historic villages, countryside cottages, or stays near the North York Moors National Park for a locally rooted experience.
What are the best things to do in Ryedale District with kids?
Families often explore heritage railways, local castles, and interactive museums, or enjoy wildlife centers and outdoor trails. Many visitors choose farm experiences or picnic spots within the North York Moors National Park.
What are some of the best things to do in Ryedale District?
You can explore historic sites like Rievaulx Abbey, walk the scenic paths of the North York Moors National Park, or discover local art in Malton’s galleries. The district also has food markets, castles, and peaceful gardens.
How is the weather in Ryedale District?
Ryedale District has cool, damp winters with temperatures around 33–41°F (0–5°C), and mild summers reaching 65–66°F (18–19°C). Rainfall is fairly frequent throughout the year, so a waterproof jacket is helpful when exploring.
What are the best places to visit in Ryedale District?
Ryedale District has historic sites like Rievaulx Abbey, a traditional marketplace in Malton, and the scenic village of Helmsley. North York Moors National Park extends into the area, with heather moorland and walking trails that invite exploration.
What are some hiking trails in Ryedale District?
Ryedale District has trails through the North York Moors National Park and countryside walks near Helmsley and Pickering. The Cleveland Way National Trail is frequently suggested for broad moorland views.
What are some family activities we can do in Ryedale District?
You can experience the heritage railway at Pickering, visit wildlife parks, or explore castle grounds around Helmsley. Farm attractions and child-friendly trails are also often recommended for a day outdoors.
What are some of the best day trip ideas from Ryedale District?
Many guests explore market towns, coastal villages around the Yorkshire coast, or the historic city of York. The North York Moors National Park is nearby for nature walks and scenic drives.
Are there any pet friendly accommodations available in Ryedale District?
There are pet-friendly stays throughout Ryedale District, especially in rural areas and near market towns. Many local cottages, guesthouses, and holiday rentals welcome guests traveling with dogs.
What are some local tips for visiting Ryedale District?
Weather can change quickly, so layers and a waterproof jacket are helpful. Farmers’ markets are popular for trying local produce, and village pubs often have traditional dishes prepared with local ingredients.
What is Ryedale District known for?
Ryedale District is known for its sweeping moors, vibrant market towns, and historic abbeys. The area also has strong food traditions, lively local festivals, and access to the North York Moors National Park.
What are the best hidden gems to explore in Ryedale District?
Guests often seek out peaceful gardens, independent bookshops, and quiet villages not far from main towns. Smaller museums and countryside tea rooms provide locally rooted experiences off the main tourist trail.
What are the best foods to try in Ryedale District?
Traditional fare often features Yorkshire curd tart, locally produced cheeses, and game dishes. Malton’s food markets showcase pastries, chutneys, and regional ales made with local ingredients.
What should I bring for a trip to Ryedale District?
Pack rainproof layers, sturdy walking shoes, and a reusable water bottle. A camera is handy for the moorland views, especially when exploring nature or historic sites.
What is the nightlife in Ryedale District like?
Nightlife here tends to be relaxed, with friendly pubs, local music nights, and occasional theatre performances in market towns. Venues often highlight traditional ales and regional flavors in a welcoming atmosphere.
What are the most popular events or festivals in Ryedale District?
Ryedale District’s calendar often features food festivals in Malton, traditional agricultural shows, and live music in market towns during summer. Autumn harvest festivals and arts events are also frequently suggested.
Are there family friendly vacation rentals in Ryedale District?
Many vacation rentals in Ryedale District are suited for families, including cottages and guesthouses around Helmsley, Pickering, and rural villages. Some options have outdoor space or proximity to family attractions.
When is the best time to visit Ryedale District?
Late spring through early autumn is often recommended, with milder weather and green landscapes. This period also features local events and seasonal produce at village markets.
Quick stats about vacation rentals in Ryedale

Total vacation rentals
Explore 2,240 vacation rentals in Ryedale

Nightly prices starting at
Ryedale vacation rentals start at G$2,091 GYD per night before taxes and fees

Verified guest reviews
Over 93,950 verified reviews to help you choose

Family-friendly vacation rentals
1,290 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 1,260 rentals that welcome pets

Vacation rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
790 properties have a dedicated workspace

Wi-Fi availability
2,020 of Ryedale vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Ryedale rentals

4.8 Average rating
Ryedale stays are highly rated by guests—averaging 4.8 out of 5!
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- Flamingo Land Resort
- Fountains Abbey
- Harewood House
- York Castle Museum
- National Railway Museum
- Royal Armouries Museum
- Hartlepool Sea Front
- North Yorkshire Water Park
- The Deep
- Cayton Bay
- Studley Royal Park
- Saltburn Beach
- Scarborough South Cliff Golf Club
- Locomotion
- Ganton Golf Club
- Ryedale Vineyards
- Filey Beach
- York Art Gallery
- Scarborough Beach
- York University
- Piglets Adventure Farm
- Temple Newsam Park




