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Wainstones, North Yorkshire Moors
Wainstones, North Yorkshire Moors

Yorkshire Cottages - Page 2

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54.040746, -0.375151

West End Farm can sleep 12 guests in the main house and an additional 4 guests in the joining annex (The Lodge). The main house has 6 bedrooms and The Lodge has 2 bedrooms.

Weekly guide price:
£3500 to £6036
Short breaks from £1750 per night

16  |   8  |   3+  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Flexible

54.229324, -2.200686

The Reading Rooms was once the most important community building in Oughtershaw. It was built in the 1800s as a place where people could gather to share news, but it is now a gorgeous self-catering holiday cottage in the Yorkshire Dales. Rather than cover its rustic walls and humble origins, the owner has retained features like hand-hewn oak beams and the big stone fireplace, softening them with comfortable furnishings and attributes suited to 21st Century needs. There is a beck that runs along the bottom of the garden so children and pets should be supervised at all time. 

Weekly guide price:
£950 to £1455

4  |   2  |   1  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday

54.229324, -2.200686

Indulge yourself in the beauty of the Yorkshire Dales from the comfort of this 17th-Century manor house. Oughtershaw Hall is in a class of its own. Eight miles from Wensleydale, it sleeps 16 people in eight bedrooms and features four reception rooms, a games room, extensive grounds, and an indoor swimming pool and sauna. For all its pedigree and grandeur, the holiday rental feels like a home and is very well equipped for a group self-catering holiday with family or friends. 

Weekly guide price:
£5510 to £11610

16  |   8  |   1  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday

54.541782, -1.928028

1 Teesdale Road is a comfortable and cosy holiday cottage with just a short walk over to the River Tees and into the market town of Barnard Castle and it's shops, cafes, restaurants, pubs, and traditional markets. We have been awarded 4 star Visit England Gold awards in 2023, 2024 and 2025 !  The accommodation is suitable for six people in three bedrooms - two on the ground floor - with an open-plan living area and a patio with lovely views. The location is perfect for a walking or cycling holiday, and the self-catering property has a lockable garage so you can store bikes, SUPs, kayaks and other equipment. Bookings are available all year round for families and friends.

Weekly guide price:
£590 to £820
Short breaks from £205 per night

6  |   3  |   No  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Flexible

53.999426, -0.873922

Nightingale Cottage is ideal for families or friends, sleeping six people in three ensuite bedrooms, two of which can be set up with two single or one super-kingsized bed. The cottage is in Yorkshire's beautiful East Riding region, two miles from Stamford Bridge, ten miles from York, and within easy reach of the Howardian Hills and the breathtaking Yorkshire coast. The welcoming holiday home is on a family-run arable farm and has a private deck with an outdoor hot tub for luxurious star gazing. It's available for holiday bookings all year round. 

Weekly guide price:
£750 to £1100
Short breaks from £234 per night

6  |   3  |   No  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Flexible

53.999426, -0.873922

A holiday in Yorkshire will be the highlight of your year, especially when you stay in the comfortable surroundings of Barn Owl Cottage. The welcoming holiday cottage sleeps four people in two ensuite bedrooms, one of which is on the ground floor and ideal for guests who'd prefer to avoid stairs. It's one of three cottages on a 400-acre family-run arable farm two miles from Stamford Bridge and ten miles from York. You're within easy reach of the scenic Yorkshire coast and the Howardian Hills Area of Outstanding Natural Beauty. Families and couples love the property and the location. 

Weekly guide price:
£500 to £1000
Short breaks from £150 per night

4  |   2  |   No  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Flexible

53.999426, -0.873922

Relax in the peaceful surroundings of Partridge Cottage. The romantic barn conversion is on a family-run 400-acre arable farm near the historic village of Stamford Bridge, ten miles from York, and within easy reach of the Yorkshire Coast and the Howardian Hills AONB. It comfortably sleeps two people in one large bedroom, boasting a four-poster bed and a deep rolltop bath. There's a modern shower room downstairs and a private outdoor hot tub. What more could you want from a self-catering cottage in Yorkshire?

Weekly guide price:
£450 to £750
Short breaks from £134 per night

2  |   1  |   No  |   No  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Flexible

54.381681, -2.030317

Hazel Brow House provides luxury accommodation in the quiet village of Low Row for up to 16 people. With magnificent views overlooking the river Swale and marvelous walks from the doorstep, this historic residence has been carefully renovated to provide up to date, modern faclities. The house is well equipped for fine dining, has a really comfy sitting room and snug with books, games, piano and smart TV (ideal for entertaining the children). The downstairs bootroom has laundry and drying facilities with an adjoining wet room should you need to shower off the outdoors! We have a 'Gastro Pub' in the village and Reeth and Gunnerside villages with their pubs and cafes are a 2.5 mile walk. The house is ideal for getting together with your favourite people for a short break or celebrating a milestone birthday or anniversay. We are a licenced wedding venue so get in touch for a viewing if you're planning that special day. The grounds are secure and we welcome well behaved dogs but do ask guests not to allow them upstairs or on the furniture. 

Weekly guide price:
£1975 to £3500
Short breaks from £745 per night

16  |   8  |   2  |   Yes  |   Yes

Min nights: 2 (off peak) | 3 (peak)

Preferred arrival day: Flexible

54.063276, -1.943352

Wake up to spectacular views across the Yorkshire Dales, spend your days walking from the doorstep, and end the evening beneath brilliant dark skies. Just two miles from Grassington, Moorside Farm Holiday Cottage is a spacious Yorkshire stone retreat on our family- managed farm, sleeping up to 8 guests in four comfortable bedrooms. Perfect for families and friends, this dog-friendly holiday cottage combines breathtaking scenery with genuine Yorkshire hospitality. Whether you're looking for memorable walks, peaceful relaxation or quality time together, you'll find it here.   

Weekly guide price:
£980 to £2200
Short breaks from £170 per night

8  |   4  |   2  |   Yes  |   Yes

Min nights: 2 (off peak) | 7 (peak)

Preferred arrival day: Flexible

53.526995, -1.651074

Leapings Cottage has been extensively refurbished to provide luxurious holiday accommodation for large groups of up to twelve guests. Sitting in Yorkshire, close to the Peak District, guests can enjoy superb opportunities for outdoor adventures and attractions for day trips, alongside a high standard of self-catering that is perfect for large families, groups of friends wanting to catch-up or those looking to celebrate a special occasion. 

Weekly guide price:
£2000 to £3125
Short breaks from £1000 per night

12  |   6  |   2  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Flexible

53.525895, -1.667499

Aitken House has impressed guests for a century. The owners have given this stunning three-storey house a sympathetic facelift to provide a high standard of accommodation for up to 10 guests in five beautiful bedrooms, with extras including a games room and an outdoor six-seater hot tub. The house is in the pretty village of Millhouse Green, less than a mile from the village shop/café and pub, and only two miles from the Peak District National Park. The Trans Pennine Trail passes close by, and there are gorgeous walks and bike rides from the door.

Weekly guide price:
£1750 to £2125
Short breaks from £700 per night

1-10  |   5  |   2  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Flexible

53.526995, -1.651074

This character property is within walking distance of Thurlstone and its award-winning pub. The owners have carefully retained original features, like the gorgeous weaver's windows that let in lots of natural light, in the transformation of this building from utilitarian to luxurious with features like underfloor heating, a games room and an outdoor hot tub. Four lovely bedrooms sleep up to eight people, and the layout is ideal for families and friends. Thurlstone, Penistone and the Peak District National Park are all close, and there is a wealth of beautiful walks and bike rides from the door.

Weekly guide price:
£980 to £1487
Short breaks from £490 per night

8  |   4  |   2  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Flexible

53.489068, -1.617418

Relax with your favourite people in this spacious luxury holiday house which dates back to the 1600s and blends modern features and luxurious touches that appeal to contemporary guests. It is close to the Peak District and a mile from Stocksbridge, giving visitors easy access to shops, cafes, pubs and stunning footpaths and cycling routes through the Pennines and the national park. There is space for up to 15 people to sleep in seven beautiful bedrooms, six of which are ensuite. Unsliven Bridge Farm is a warm, welcoming large holiday rental for extended families and friends, providing the perfect getaway at any time of year.

Weekly guide price:
£2500 to £3125
Short breaks from £1000 per night

15  |   7  |   3+  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Flexible

54.402084, -1.786242

One of an impressive collection of luxury award-winning holiday homes ideally position on the outskirts of Richmond - the gateway to the Yorkshire Dales National Park. If you are looking for a little luxury whilst on holiday, with the convenience of amenities and places for a meal out within walking distance, then this stylish lodge is likely to be a perfect choice. Lovely walks and cycle routes from the front door and a wealth of attractions within easy reach.

Weekly guide price:
£599 to £1355
Short breaks from £133 per night

6  |   3  |   2  |   Yes  |   Yes

Min nights: 2 (off peak) | 3 (peak)

Preferred arrival day: Flexible

53.576066, -1.743464

Whether you’re planning a stylish hen celebration, a special family gathering or a refined countryside escape, Horn Cote Barn & Spa provides an exceptional setting. Set within five acres of private grounds, this beautifully restored Grade II listed property offers both seclusion and sophistication, just two miles from Holmfirth. Ideally located within easy reach of Manchester, Leeds, Sheffield and Bradford, it’s perfectly suited to groups travelling from across the UK. Sleeping up to 26 guests, the house features a private spa with hot tub and sauna, elegant social spaces and multiple living areas. A range of tailored experiences, including private dining, spa treatments and hosted activities, can also be arranged to elevate your stay.

Weekly guide price:
£3900 to £7995
Short breaks from £1890 per night

8-26  |   8  |   3+  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Friday

Ryedale Cottage

Last Minute Offer:Fri, 16th Oct 2026 for 3 nights, £495"Escape to beautiful rural North Yorkshire and explore Castle Howard, Whitby and York"
54.224749, -1.048346

Enjoy the beauty of the North York Moors National Park and the Howardian Hills National Landscape from the comfort of Ryedale Cottage. The pretty stone cottage is one of four at Sproxton Hall Cottages, just two miles from Helmsley. There is space for four guests to sleep in two bedrooms, making it perfect for couples and families who want a peaceful location that is close to some of the region's favourite attractions such as Helmsley Castle, Pickering steam railway, Castle Howard, York, Whitby and Herriot Country. Ryedale Cottage is single-storey and has floor to ceiling windows in the living area, old beams and historic stonework. A log burner makes for a cosy stay.

Weekly guide price:
£720 to £1015

4  |   2  |   No  |   Yes  |   Yes

Min nights: 2 (off peak) | 3 (peak)

Preferred arrival day: Flexible

Bilsdale Cottage

Last Minute Offer:Fri, 16th Oct 2026 for 7 nights, £850"Shorter stays also possible. Choose Bilsdale for its enclosed garden, use of 2 dog paddocks and proximity to Helmsley, North York Moors, Castle Howard, coast"
54.224749, -1.048346

Bilsdale Cottage is a hidden gem on the edge of the North York Moors National Park and within the Howardian Hills National Landscape. This historic stone cottage, which is one of four at Sproxton Hall Cottages, is set back from a private road on the edge of a quiet hamlet, only two miles south of the tourist friendly market town of Helmsley.  With space to sleep four people in two bedrooms, Bilsdale Cottage is ideal for families and couples. The cottage welcomes 3 dogs and has its own enclosed garden. Dogs can also enjoy the onsite dog exercise paddock and the bridleway at the end of the drive. Guests can wake up to beautiful far reaching views, knowing that their day is full of spectacular scenery and memorable experiences which could include walking around the ancient city walls of York, savouring the splendour or Castle Howard, strolling by the seaside at Whitby or feeling nostalgic in Herriot Country. Helmsley and its surrounding villages has a growing reputation for high quality restaurants, as well as plenty of traditional dog friendly country pubs.

Weekly guide price:
£750 to £1045

4  |   2  |   3+  |   Yes  |   Yes

Min nights: 2 (off peak) | 3 (peak)

Preferred arrival day: Flexible

54.230490, -1.005716

Set back from a quiet road in the peaceful village of Harome, Overdale Cottage is close to the border of the North York Moors National Park and within easy reach of Helmsley, Pickering and York. The pet-friendly cottage has recently been refurbished to offer very comfortable accommodation for couples and families. There is space for four people to stay in two bedrooms, and pets are welcome. The cottage has lovely views of the surrounding countryside and is close to fantastic walks and cycle trails. There are even two excellent pubs within walking distance - the Star Inn and the Michelin-starred Pheasant, or stay in for dinner and enjoy a glass of wine in front of the open fire.

Weekly guide price:
£436 to £812

4  |   2  |   2  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday

54.203457, -2.575862

Tucked away on a peaceful lane a short walk from the centre of High Casterton (with pub) and just 1.5 miles (20 minute walk) from cosmopolitan Kirkby Lonsdale with a great choice of pubs and shops, Norwood Cottage is a fantastic holiday home for couples or families who love spectacular scenery, great food and plenty of variety. There is good access to both the Yorkshire Dales and the Lake District, with fantastic sights like Cragg Hill, Dentdale and Levens Hall all nearby. The flexible layout accommodates four people in two bedrooms, with the second bedroom being able to be configured as either a double or a twin, depending on your needs.

Weekly guide price:
£429 to £824

4  |   2  |   2  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday

54.344212, -1.115560

Spacious and full of character, this welcoming holiday retreat for two sits on a small dales hill farm in the North York Moors National Park. Low Crossett Cottage offers the opportunity of peace and tranquility, lovely walks, spectacular views and a comfy self-catering base for exploring the areas many attractions.

Weekly guide price:
£650 to £975

2  |   1  |   2  |   No  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Flexible

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