
Middleton (Ryedale) Rentals

- From $437 per night (USD)
VRBO
The Old Dairy - UK31253
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This is an ideal location to get away from the hustle and bustle and just relax and enjoy this peaceful, tranquil settin ...
From $437 per night (USD)VRBO
- From $110 per night (USD)
Expedia
1 bedroom accommodation in Middleton
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The ideal choice for a romantic break away for two, this quaint stone cottage welcomes guests on an authentic break on t ...
From $110 per night (USD)Expedia
- From $104 per night (USD)
VRBO
The Granary - UK45696
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This beautifully furnished barn conversion is nestled in the North York Moors National Park, in a quaint rural village.. ...
From $104 per night (USD)VRBO
- From $91 per night (USD)
Expedia
Meadow View Cottage - UK33302
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Meadow View is a beautiful country cottage in the North York Moors National Park. An ideal location for a rural retreat. ...
From $91 per night (USD)Expedia
- From $327 per night (USD)
VRBO
The Workshop - UK42470
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Workshop is a detached barn which has been completely renovated to create bespoke luxury accommodation for two, maki ...
From $327 per night (USD)VRBO
- From $132 per night (USD)
Expedia
Church View Cottage - UK45697
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully furnished throughout, Church View is the perfect choice for anyone looking for an authentic stay in the Nort ...
From $132 per night (USD)Expedia
- From $296 per night (USD)
VRBO
4 bedroom accommodation in Pickering
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This remarkable four-bedroom house is nestled in the heart of the charming town of Pickering, the gateway to the North Y ...
From $296 per night (USD)VRBO
- From $143 per night (USD)
Expedia
Cosy one bedroom cottage in Pickering
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Summary: This lovely cottage is nestled in the centre of the beautiful market town of Pickering, Relax at this charming ...
From $143 per night (USD)Expedia
- From $210 per night (USD)
VRBO
Welcome to Station View.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Station View. A uniquely designed holiday hot tub apartment nestled in the heart of Pickering, offering the b ...
From $210 per night (USD)VRBO
- From $173 per night (USD)
VRBO
SIXPENCE COTTAGE, pet friendly, with open fire in Pickering
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sixpence Cottage rests in Pickering and can sleep four people in two bedrooms. Sixpence Cottage is a cottage consisting ...
From $173 per night (USD)VRBO
- From $202 per night (USD)
VRBO
3 bedroom accommodation in Pickering
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
What a great location; next to the Beck and within walking distance of the North Yorkshire Moors Railway - a train enthu ...
From $202 per night (USD)VRBO
- From $298 per night (USD)
VRBO
17 COSTA WAY, pet friendly, country holiday cottage in Pickering
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
This bungalow rests in Pickering, North Yorkshire and can sleep five people in three bedrooms. 17 Costa Way is a charm ...
From $298 per night (USD)VRBO
- From $269 per night (USD)
VRBO
POTTER HILL COTTAGE, pet friendly, with open fire in Pickering
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
This mid-terrace cottage rests in Pickering in North Yorkshire and can sleep five people in three bedrooms. Potter Hill ...
From $269 per night (USD)VRBO
- From $151 per night (USD)
Expedia
Pickering N Yorks Beautiful 18 Century cottage fully renovated in the centre
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Lark Cottage is a new holiday cottage recently restored set in the center of Pickering, a historic market town, which se ...
From $151 per night (USD)Expedia
- From $224 per night (USD)
VRBO
CLOVERLEAF COTTAGE, country holiday cottage in Pickering
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
This mid-terrace cottage rests within the market town of Pickering and houses two bedrooms, sleeping up to three people. ...
From $224 per night (USD)VRBO
- From $185 per night (USD)
Expedia
1 bedroom accommodation in Wrelton, near Pickering
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautifully presented, this holiday home makes an idyllic base from which to explore this delightful location.. 1 step t ...
From $185 per night (USD)Expedia
- From $159 per night (USD)
VRBO
LOCKTON COTTAGE, family friendly, with open fire in Pickering
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This beautifully-presented, end-terrace stone cottage is just one mile from Pickering and can sleep four people in two b ...
From $159 per night (USD)VRBO
- From $225 per night (USD)
VRBO
DOVE COTTAGE, pet friendly, character holiday cottage in Pickering
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This mid-terrace, Grade II listed cottage is based in the town of Pickering in North Yorkshire and can sleep four people ...
From $225 per night (USD)VRBO
- Click For Pricing
VRBO
2 bedroom accommodation in Pickering
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This characterful cottage lies in the town of Pickering in the beautiful North York Moors National Park, this is an idea ...
Click For PricingVRBO
- From $204 per night (USD)
Expedia
Host & Stay | Iris Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Centred in the middle of the historic market town of Pickering, North Yorkshire, Iris Cottage is a cosy ground ...
From $204 per night (USD)Expedia
- From $157 per night (USD)
VRBO
2 bedroom accommodation in Pickering
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This wonderful 17th century, Grade II listed cottage was originally part of a cruck-built long house. Situated in the he ...
From $157 per night (USD)VRBO
- From $168 per night (USD)
Expedia
Host & Stay | Sleepers @ No.8
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Sleepers @ No.8 is a recently renovated holiday cottage located in the heart of Pickering, directly above Botha ...
From $168 per night (USD)Expedia
- From $790 per night (USD)
VRBO
Luxury Cottage nestled in the Heart of Pickering, North Yorkshire - Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Nine PotterHill is a beautifully appointed three bedroomed Holiday Cottage situated in the very heart of Pickering in No ...
From $790 per night (USD)VRBO
- From $203 per night (USD)
Expedia
Your unique front-row view of North Yorkshire Moors steam trains. Coast 20 Mins
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Located in Newbridge, Pickering. This former railway workers cottage will appeal to steam railway enthusiasts, walkers a ...
From $203 per night (USD)Expedia
- From $992 per night (USD)
VRBO
Private garden rooftop terrace with hot tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
This apartment is the perfect place to relax and unwind. Enjoy the private garden and relaxing hot tub in complete priva ...
From $992 per night (USD)VRBO
- From $585 per night (USD)
VRBO
KEEP COTTAGE, pet friendly, luxury holiday cottage in Pickering
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
This superb, mid-terrace cottage is in the village of Pickering in the North York Moors and can sleep six people in thre ...
From $585 per night (USD)VRBO
- From $88 per night (USD)
VRBO
CROFT HEAD COTTAGE, family friendly, with open fire in Wrelton
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Able to sleep four people in one double and one twin room, the property is mainly composed of an open-plan living area w ...
From $88 per night (USD)VRBO
- From $109 per night (USD)
VRBO
SPIRE VIEW, country holiday cottage in Pickering
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This all first floor apartment is in Pickering and sleeps two people in one bedroom. Spire View is a first floor apartm ...
From $109 per night (USD)VRBO
- From $287 per night (USD)
VRBO
THE OLD CARTWAY, pet friendly, with open fire in Pickering
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
A mid-terrace stone cottage set in Pickering in North Yorkshire that can sleep up to seven people in four bedrooms. The ...
From $287 per night (USD)VRBO
- From $142 per night (USD)
VRBO
STATION VIEW in Pickering
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A first floor apartment located in the North Yorkshire town of Pickering that can sleep two people in one bedroom. Stat ...
From $142 per night (USD)VRBO
- From $83 per night (USD)
VRBO
COW BYRE COTTAGE, character holiday cottage, with a garden in Wrelton
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Converted from an old cow byre, this property is situated in a small, but historically fascinating village, which has ea ...
From $83 per night (USD)VRBO
- From $136 per night (USD)
VRBO
HOGWARTS COTTAGE, pet friendly, with a garden in Pickering
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A charming holiday property in Pickering, next to the steam railway station, sleeping four people in two bedrooms. Hogw ...
From $136 per night (USD)VRBO
- From $338 per night (USD)
VRBO
WESTGATE COTTAGE, family friendly, with a garden in Pickering
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This delightful, semi-detached, stone-built cottage in Pickering can sleep up to four people in two bedrooms. Westgate ...
From $338 per night (USD)VRBO
- From $270 per night (USD)
Expedia
4 bedroom accommodation in Pickering
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Relax by the open fire, with logs included, after a day spent walking or cycling around Dalby Forest.. Ground Floor: Li ...
From $270 per night (USD)Expedia
- From $239 per night (USD)
VRBO
3 bedroom accommodation in Pickering
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
In a peaceful setting, yet only a short stroll from Pickering’s inns, 12th-century castle and the North Yorkshire Moors ...
From $239 per night (USD)VRBO
- From $228 per night (USD)
Expedia
3 bedroom accommodation in Pickering
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Situated in the heart of the vibrant market town of Pickering, discover all that the North York Moors has to offer from ...
From $228 per night (USD)Expedia
- From $199 per night (USD)
VRBO
2 bedroom accommodation in Pickering
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A short stroll from the heart of this charming old country town, Hungate Cottages are tucked away with a delightful ‘sec ...
From $199 per night (USD)VRBO
- From $180 per night (USD)
Expedia
3 bedroom accommodation in Pickering
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Explore the city of York from this peaceful base, with its minster, Jorvik Viking Centre, shops, pubs and restaurants.. ...
From $180 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Hungate Garden Cottage
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
With a shared children’s play area and free use of Pickering’s swimming pool, families will love this spacious property. ...
From $360 per night (USD)VRBO
- From $246 per night (USD)
Expedia
2 bedroom accommodation in Pickering
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax in the property’s south-facing garden after a day spent exploring the area’s many attractions.. Ground Floor: Liv ...
From $246 per night (USD)Expedia
- From $189 per night (USD)
VRBO
Perfect for fishing enthusiasts, this complex has its own private stretch of nearby Pickering Beck.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Perfect for fishing enthusiasts, this complex has its own private stretch of nearby Pickering Beck.. Ground Floor: Livi ...
From $189 per night (USD)VRBO
- From $255 per night (USD)
Expedia
3 bedroom accommodation in Pickering
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Part of a careful reconstruction of the original hay barn, this property is perfect for guests looking for a more active ...
From $255 per night (USD)Expedia
- Click For Pricing
VRBO
This is a great location for a family holiday with so much to see and do for everyone.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This is a great location for a family holiday with so much to see and do for everyone.. 2 steps to entrance. Ground Floo ...
Click For PricingVRBO
- From $304 per night (USD)
Expedia
3 bedroom accommodation in Pickering
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the historic market town of Pickering at the edge of the North Yorkshire Moors National Park is the beautiful ...
From $304 per night (USD)Expedia
- From $171 per night (USD)
VRBO
DUCKY'S, pet friendly, character holiday cottage in Pickering
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Ducky's rests in Pickering, sleeping four in three bedrooms. The living areas in the property consist of a kitchen/dine ...
From $171 per night (USD)VRBO
- From $185 per night (USD)
VRBO
DOVECOTE, pet friendly, with a garden in Pickering
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This detached cottage rests in Pickering and can sleep four people in two bedrooms. Dovecote is a detached property res ...
From $185 per night (USD)VRBO
- From $206 per night (USD)
VRBO
Escape to the country to the beautiful Moors market town of Pickering.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to the country to the beautiful Moors market town of Pickering.. Ground Floor: Living room: 50" Smart TV, Netfli ...
From $206 per night (USD)VRBO
- From $467 per night (USD)
Expedia
❤Off Street Parking|Garden|Smart TV|Self Check-In❤
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
⭐️⭐️⭐️⭐️⭐️ "We couldn't fault a single thing." Situated in the market town of Pickering. Our cottage is a pet free holi ...
From $467 per night (USD)Expedia
- From $236 per night (USD)
VRBO
12 CASTLEGATE, pet friendly, character holiday cottage in Pickering
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
12 Castlegate in Pickering, North Yorkshire can sleep four in two bedrooms. The kitchen houses an electric oven and ce ...
From $236 per night (USD)VRBO
- Click For Pricing
Expedia
2 bedroom accommodation in Pickering
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Situated in the wonderful town of Pickering in the North York Moors National Park, this charming cottage has been comple ...
Click For PricingExpedia
- From $151 per night (USD)
VRBO
Host & Stay | Station House Cabin
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Station House Cabin is a one-bedroom log cabin which is perfect for solo travellers and those looking for a pea ...
From $151 per night (USD)VRBO
- From $248 per night (USD)
Expedia
Host & Stay | Beckside
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Located on Potter Hill with it’s roll top bath, high quality custom kitchen with AGA and bespoke dining area, B ...
From $248 per night (USD)Expedia
- From $163 per night (USD)
VRBO
Quaint Cottage on the edge of the North Yorkshire Moors National Park - Sleeps 4 & Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This pretty stone cottage is set in the heart of the quaint North Yorkshire village of Wrelton, which was mentioned in t ...
From $163 per night (USD)VRBO
- From $223 per night (USD)
Expedia
300 Year Old Cozy Retreat, walk to Pickering's Heart, SteamTrains, and Pub!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Nestled in the heart of Pickering, North Yorkshire, lies a charming grade 2 listed cottage that is steeped in history an ...
From $223 per night (USD)Expedia
- Click For Pricing
VRBO
3 bedroom accommodation in Wrelton, near Pickering
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Set in a picturesque village on the edge of the North York Moors National Park, Pear Tree Villa stands as a testament to ...
Click For PricingVRBO
- From $163 per night (USD)
VRBO
BAY TREE COTTAGE, family friendly, with open fire in Pickering
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bay Tree Cottage, Pickering, North Yorkshire, sleeps four guests in two bedrooms Bay Tree Cottage consists of a kitchen ...
From $163 per night (USD)VRBO
- Click For Pricing
VRBO
Host & Stay | Badger Cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Summary: This family friendly 4-bedroom property, located just a short stroll from the centre of Pickering, has stunning ...
Click For PricingVRBO
- From $162 per night (USD)
VRBO
ROBIN COTTAGE, family friendly, with a garden in Pickering
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Robin Cottage rests in Pickering, North Yorkshire, sleeping four in two bedrooms. The living areas in the property cons ...
From $162 per night (USD)VRBO
- From $258 per night (USD)
VRBO
This quintessential cottage is nestled in the charming market town of Pickering.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This quintessential cottage is nestled in the charming market town of Pickering. You are surrounded by an area rich in h ...
From $258 per night (USD)VRBO
- Click For Pricing
Expedia
Host & Stay | Sixpence Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: If you're looking for the perfect place to bring your family or group of friends, then look no further than Six ...
Click For PricingExpedia
- From $206 per night (USD)
VRBO
3 bedroom accommodation in Pickering
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Converted from the old hay barn, this is the ideal location for a family holiday, with the owners providing free passes ...
From $206 per night (USD)VRBO
- From $172 per night (USD)
VRBO
ADELAIDE'S COTTAGE, pet friendly, with a garden in Pickering
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Adelaide's Cottage in Pickering, North Yorkshire, sleeps four in two bedrooms. The living areas in this property consi ...
From $172 per night (USD)VRBO
- From $177 per night (USD)
VRBO
3 bedroom accommodation in Pickering
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
A characterful 200 year old stone cottage, with the heritage steam strain passing by the bottom of the garden. Situated ...
From $177 per night (USD)VRBO
- From $186 per night (USD)
Expedia
Host & Stay | Rose Cottage, Pickering
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: If you're looking for a getaway in North Yorkshire, look no further than Rose Cottage. This beautiful Grade II ...
From $186 per night (USD)Expedia