Filter Results
Independent Cottages Logo

No Booking Fees

Verified Owners

Unique Offers

Remember: Book via Independent Cottages and avoid paying booking fees!
Remember: Book via Independent Cottages and avoid paying booking fees!

Self Catering Holiday Cottages in Helmsley

Please note: The map is currently displaying results 1 to 7 of 7 properties
Close
Key Search Criteria
Reset Search Values
Availability Search
Essential Options
Group Bookings
Property Facilities
Local Amenities
Holiday Type
Reset Search Values

Old Bald Peg

Last Minute Offer:Sat, 10th Aug 2024 for 6 nights, £750Save £150"Additional 10% reduced occupancy discount for 2 without the use of the second bedroom."
54.208222, -1.150177

Old Bald Peg is a cottage with a pedigree as impressive as its Thoroughbred namesake. The Victorian terraced former estate cottage has been refurbished to provide a charming holiday home sleeping four guests in two bedrooms, with two well-behaved dogs welcome by prior arrangement. Situated in the quiet village of Wass, in the North York Moors National Park, within an easy stroll of two great gastropubs and the ancient ruins of Byland Abbey and close to the market towns of Helmsley, Thirsk and the historic city of York. Other local attractions include Rievaulx Abbey, Castle Howard, Sutton Bank and the Kilburn White Horse. Explore the Cleveland Way, the North Yorkshire Heritage Coast and the wild beauty of the moors.

Weekly guide price:
£765 to £875
Short breaks from £135 per night

4  |   2  |   2  |   Enquire  |   Yes

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

Preferred arrival day: Friday

Ryedale Cottage

Last Minute Offer:Sat, 1st Jun 2024 for 7 nights, £795"A great value week long holiday (shorter stays also available)in beautiful North Yorkshire countryside, just outside of Helmsley"
54.224749, -1.048346

Enjoy the beauty of the North York Moors National Park from the comfort of Ryedale Cottage. The pretty stone cottage is one of four at Sproxton Hall Cottages in Sproxton, 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, Castle Howard, York, Whitby and Scarborough.

Weekly guide price:
£495 to £850
Short breaks from £110 per night

4  |   2  |   No  |   Yes  |   Yes

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

Preferred arrival day: Mon/Fri

Bilsdale Cottage

Last Minute Offer:Mon, 3rd Jun 2024 for 4 nights, £495"A great value mid week holiday in beautiful North Yorkshire countryside, just outside of Helmsley"
54.224749, -1.048346

Arriving at Bilsdale Cottage is a heart-warming experience. The pretty stone cottage, which is one of four at Sproxton Hall, is set back from a private road in a quiet hamlet, only two miles south of the friendly market town of Helmsley. Guests can wake up to beautiful views of the Howardian Hills AONB and the North York Moors National Park, knowing that their day is full of spectacular scenery and memorable experiences which could even include walking around the ancient city walls of York or strolling by the seaside at Whitby or Scarborough. With space to sleep four people in two bedrooms, Bilsdale Cottage is ideal for families and couples.

Weekly guide price:
£495 to £850
Short breaks from £110 per night

4  |   2  |   3+  |   Yes  |   Yes

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

Preferred arrival day: Mon/Fri

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

54.344212, -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:
£625 to £895

2  |   1  |   2  |   No  |   Yes

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

Preferred arrival day: Mon/Fri

54.248020, -1.064237

A cosy welcoming holiday cottage with immense character, ideally placed on the edge of the North York Moors in the popular market town of Helmsley with its castle and superb walks, shops, pubs and restaurants on the doorstep. Offering a high standard of dog-friendly self-catering accommodation all year round.

Weekly guide price:
£380 to £670
Short breaks from £60 per night

4  |   2  |   2  |   Yes  |   Yes

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

Preferred arrival day: Saturday

54.206454, -1.152889

This charming self-catering cottage is in the village of Wass, within walking distance of the 17th-Century Stapylton Arms pub and close to the market towns of Thirsk and Helmsley. It is in the south-west corner of the Yorkshire Dales National Park and especially popular with walkers who appreciate its proximity to beautiful footpaths. The dog-friendly cottage has three bedrooms and can sleep up to six people, with a large garden and fantastic views.

Weekly guide price:
£850 to £1200
Short breaks from £175 per night

6  |   3  |   2  |   Yes  |   Yes

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

Preferred arrival day: Friday

54.268391, -0.935697

"Crumble's Hideaway" is a 1 bed holiday Cottage sleeping up to 2 guests in York. Between the villages of Helmsley and Pickering is the charming old market town of Kirkbymoorside, which is situated on the edge of the North York Moors National Park. It is the hub for the nearby farms and villages and is a charming location...

Prices from £135 per night

2  |   1  |   Yes  |   Yes  |   Yes


54.281373, -0.912639

"Woodpecker Cottage" is a 1 bed holiday Cottage sleeping up to 2 guests in North Yorkshire. Retaining many charming original features such as wooden beams, this property displays a pleasant mix of contemporary and traditional features. In a fantastic location within the North York Moors National Park, Woodpecker Cottage offers...

Prices from £171 per night

2  |   1  |   No  |   Yes  |   No


54.164213, -1.105775

"Cartwheel Cottage" is a 1 bed holiday Cottage sleeping up to 2 guests in York. Yearsley is a delightful small village resting in North Yorkshire, in the heart of the Howardian Hills aonb. Yearlsey is near to the village of Ampleforth where you can find the nearest amenities including a village shop and a pub, with more...

Prices from £163 per night

2  |   1  |   No  |   Yes  |   Yes


54.102731, -1.108513

"The Old Forge" is a 1 bed holiday Cottage sleeping up to 2 guests in York. Stillington is a very pretty, small rural village lying half way between York and Helmsley. The village has a Post Office/shop, several high quality pubs, an Indian restaurant, a fish and chip shop and an antiques showroom. A network of...

Prices from £160 per night

2  |   1  |   Yes  |   Yes  |   Yes


54.369420, -1.298870

"Vanehouse Apartment - One-Bedroom Holiday Home" is a 1 bed holiday Cottage sleeping up to 2 guests in North Yorkshire. The holiday home features a private entrance and heating, as well as a private bathroom boasting a shower. The holiday home's kitchen, which has a dishwasher and kitchenware, is available for cooking and storing food. This holiday home provides...

Prices from £125 per night

2  |   1  |   Yes  |   Yes  |   Yes


54.254658, -1.000535

"The Hayloft" is a 1 bed holiday Apartment sleeping up to 2 guests in North Yorkshire. Close to Helmsley on the edge of the Nork York Moors National Park is The Hayloft. A tastefully rebuilt stone studio apartment in the owners' grounds, sleeping two people with a quirky mezzanine sleeping area. The property is ideally situated...

Prices from £163 per night

2  |   1  |   Yes  |   Yes  |   Yes


54.211155, -0.771003

"Log Cabin in North Yorkshire" is a 3 bed holiday Lodge sleeping up to 6 guests in North Yorkshire. Situated just one mile from Flamingo Land, the popular theme park and zoo, you will not be short of things to do at this brilliant property. The market town of Pickering is just three miles away with an abundance of shops and eateries to enjoy....

Prices from £225 per night

6  |   3  |   Yes  |   Yes  |   Yes


54.249900, -1.346600

"Cottage in North Yorkshire" is a 2 bed holiday Cottage sleeping up to 4 guests in North Yorkshire. This lovely cottage lies within the small village of South Kilvington, there's a pub within walking distance serving a good choice of ales and delicious dishes from locally sourced produce. Thirsk is a mile away, where your amenities await, and...

Prices from £288 per night

4  |   2  |   Yes  |   Yes  |   Yes


54.145721, -1.277710

"Sunbeck Gatehouse" is a 1 bed holiday Cottage sleeping up to 2 guests in York. The small market town of Easingwold is set within the Vale of York, on the edge of the North York Moors National Park. The town centre boasts a large market square surrounded by splendid Georgian buildings, plus there are also pretty village...

Prices from £196 per night

2  |   1  |   No  |   Yes  |   Yes


54.295930, -1.293030

"Bilsdale - 25566 - One-Bedroom Holiday Home" is a 1 bed holiday Cottage sleeping up to 2 guests in North Yorkshire. The holiday home provides a washing machine, a private entrance, as well as a private bathroom featuring a shower. Guests will find a dishwasher and kitchenware in the kitchen. The holiday home also provides guests with a barbecue. This holiday...

Prices from £116 per night

2  |   1  |   No  |   Yes  |   Yes


54.229577, -1.009820

"Foxglove Cottage" is a 1 bed holiday Cottage sleeping up to 2 guests in York. Beadlam is a lovely village situated in the Ryedale district of North Yorkshire, resting on the edge of the North York Moors National Park, home to a farm shop and tea room, a local pub and a fish and chip shop. Helmsley market town is nearby...

Prices from £166 per night

2  |   1  |   Yes  |   Yes  |   Yes


54.285780, -0.940330

"Cottage in North Yorkshire" is a 1 bed holiday Cottage sleeping up to 2 guests in North Yorkshire. Enjoying an enviable location on the cusp of the North York Moors, this lovely property is perfect for keen walkers, cyclists or nature lovers. Located within the charming town of Kirkbymoorside, you will find a plethora of great shops,...

Prices from £145 per night

2  |   1  |   Yes  |   Yes  |   Yes


54.250270, -1.348540

"Tanfield Barn - One-Bedroom Holiday Home" is a 1 bed holiday Cottage sleeping up to 2 guests in North Yorkshire. The holiday home's kitchen, which has kitchenware, is available for cooking and storing food. The holiday home offers a TV, a washing machine, a private entrance and heating. The unit has 1 bed.Intimate and inviting, this couples retreat...

Prices from £238 per night

2  |   1  |   Yes  |   Yes  |   Yes


54.183230, -1.236660

"Ivy Cottage" is a 1 bed holiday Cottage sleeping up to 2 guests in North Yorkshire. The small historic village of Husthwaite lies on the edge of the North York Moors National Park, overlooking the Vale of York. Picturesque and peaceful, the village is a perfect introduction to "Herriot Country", a beautiful old Norman church,...

Prices from £101 per night

2  |   1  |   Yes  |   Yes  |   Yes


54.347700, -0.966900

"Cottage in North Yorkshire" is a 1 bed holiday Cottage sleeping up to 2 guests in North Yorkshire. Situated in a small hamlet in the North York Moors, being approx. 8 miles North of Kirkbymoorside, there are 600 square miles of stunning, heather coated countryside waiting to be discovered by foot or by car. Within the National Park, there...

Prices from £272 per night

2  |   1  |   Yes  |   Yes  |   Yes


54.235150, -1.342010

"Beck Cottage - Two-Bedroom Holiday Home" is a 2 bed holiday Cottage sleeping up to 2 guests in North Yorkshire. The holiday home's kitchen, which features a dishwasher and kitchenware, is available for cooking and storing food. The holiday home provides a washing machine, a private entrance, a barbecue, heating, as well as a TV. The unit offers 3...

Prices from £189 per night

2  |   2  |   No  |   Yes  |   Yes


54.222500, -0.873660

"Sunset Barn - Uk12855 - One-Bedroom Holiday Home" is a 1 bed holiday Cottage sleeping up to 2 guests in North Yorkshire. The fireplace is the standout feature of this holiday home. The holiday home's kitchen, which has a dishwasher and kitchenware, is available for cooking and storing food. The holiday home features a private entrance and a barbecue, as well as a...

Prices from £161 per night

2  |   1  |   Yes  |   Yes  |   Yes


54.364900, -1.286600

"Barn in North Yorkshire" is a 2 bed holiday Cottage sleeping up to 4 guests in North Yorkshire. This rural cottage is located off a steep hill on a working farm close to the North Yorkshire Moors, with some of the regions most impressive scenery right on the doorstep. The village of Osmotherley is a pretty village, boasting three pubs,...

Prices from £285 per night

4  |   2  |   Yes  |   Yes  |   Yes


54.239207, -0.875924

"Barn Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in York. Kirkbymoorside is a charming, historic market town on the edge of the North York Moors National Park, halfway between Helmsley and Pickering. This quaint town has a lot of Yorkshire charm, serving as the hub for the surrounding farms and towns....

Prices from £152 per night

4  |   2  |   Yes  |   Yes  |   Yes


54.246590, -1.060980

"The Nest - One-Bedroom Holiday Home" is a 1 bed holiday Cottage sleeping up to 2 guests in North Yorkshire. The holiday home's kitchen, which has kitchenware, is available for cooking and storing food. The holiday home features a TV, a washing machine, a private entrance, as well as heating. The unit has 1 bed.

Prices from £123 per night

2  |   1  |   No  |   Yes  |   Yes


54.354690, -1.308010

"Cottage in North Yorkshire" is a 2 bed holiday Cottage sleeping up to 4 guests in North Yorkshire. This Yorkshire stone cottage with a rose climbing across its facade is what you'd expect of a holiday home in the heart of the English countryside. The charm continues inside, with its original features sitting alongside country style décor and...

Prices from £283 per night

4  |   2  |   Yes  |   Yes  |   Yes


54.239207, -0.875924

"Rye Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in York. Kirkbymoorside is a charming historic market town on the edge of the North York Moors National Park, halfway between Helmsley and Pickering. It's a quaint town with a lot of Yorkshire charm, and it serves as the hub for the surrounding farms...

Prices from £139 per night

4  |   2  |   No  |   Yes  |   Yes


54.187355, -1.179681

"School House Cottage" is a 1 bed holiday Cottage sleeping up to 2 guests in York. Ampleforth is a beautiful village on the fringes of the North York Moors National Park. Offering a traditional aura with its quaint buildings, a selection of two public houses and a fish and chip shop, it makes a rather tranquil base from which...

Prices from £200 per night

2  |   1  |   No  |   Yes  |   Yes


54.103043, -1.108114

"Chapel Cottage" is a 2 bed holiday Cottage sleeping up to 3 guests in York. The small, pretty village of Stillington is situated between York and Helmsley and has a Post Office/shop, pubs, Indian restaurant, fish and chip shop and antiques showroom. From the village, footpaths and bridleways lead to the surrounding...

Prices from £148 per night

3  |   2  |   Yes  |   Yes  |   Yes