Vacation rentals in Oswaldkirk

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Top-rated vacation rentals in Oswaldkirk

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Guest favorite

Apartment in Gilling East

4.95 out of 5 average rating, 131 reviews

Fairfax View - delightful annexe cottage, Gilling

Situated in the picturesque village of Gilling East on the edge of the North York Moors national park, Fairfax View offers the perfect base to explore this beautiful corner of Yorkshire. This one bedroom cottage has en-suite shower room, well equipped kitchen and large lounge with double sofa bed (available for use by prior request). Located directly opposite the highly-acclaimed Fairfax Arms and on the edge of the Ampleforth Abbey and College campus, with a 9 hole golf course in the village.

Oct 31 – Nov 7

G$23,903 GYD per night

Guest favorite

Cottage in Cawton

4.96 out of 5 average rating, 120 reviews

The Cake House

The Cake House is a cosy 3 bedroom country cottage situated in the picturesque village of Cawton, North Yorkshire. Perfect holiday location for stunning, rural walks, situated just a stones throw from The Ebor Way. Enjoy pub lunches and beautiful places to explore. York city Center- is a 30 min drive. Historic, market town Helmsley is 7 miles away, full of cosy coffee shops/ pubs/ restaurants and shops. Villages Hovingham and Gilling East (2-3 mile walk) both have great pubs and playgrounds.

Nov 9 – 16

G$36,027 GYD per night

Guest favorite

Farm stay in Pockley

4.97 out of 5 average rating, 113 reviews

Couple's Bothy near Helmsley in the National Park

Take it easy at this unique and tranquil getaway. Our converted barn offers a cosy, self-catering retreat for two on our remote, but accessible farm in the North York Moors National Park. The Bothy is a self-contained, open space providing king sized bed, ensuite, kitchen, sitting area, outside terrace sun trap & free WiFi. The Bothy has been completed to an exceptionally high standard combining beautiful detailing and practicality. We are blessed with a wonderful location for walking & cycling.

Jan 24 – 31

G$25,623 GYD per night

Guest favorite

Cottage in East End

4.99 out of 5 average rating, 241 reviews

The Owlets, Ampleforth

A luxury self-catering holiday cottage nestled on the edge of the North York Moors National Park in the pretty village of Ampleforth. The Owlets is a 19th century single storey stone outhouse that has been recently renovated to a high standard with brand new fixtures and fittings, as well as traditional features such as solid oak floors and beams. We are located just 1 mile from Ampleforth College, and 4 miles from Helmsley. All welcome, including children of all ages and well behaved pets!

Dec 8 – 15

G$38,642 GYD per night

Guest favorite

Guest suite in Nunnington

4.86 out of 5 average rating, 176 reviews

Renovated 16th century haven in North Yorks Moors

Located 3 miles away from two award winning restaurants with Michelin accolade; The Star Inn & The Pheasant Hotel at Harome. Nunnington is a beautiful village in the North Yorkshire Moors. Overlooking the National trust property and gardens, Nunnington Hall, from your bedroom window. Great location for walking, biking but equally York city center is only 19 miles away. Accommodation is a self contained ground floor suite with direct outdoor access, part of a 16th century almshouse renovation.

Dec 29 – Jan 5

G$19,637 GYD per night

Guest favorite

Guest suite in Skewsby

4.98 out of 5 average rating, 198 reviews

The Lodge, country location in the Howardian Hills

Our Lodge is a complete labour of love. A lovely relaxing space in a rural setting. We are a family of 4 with 2 dogs and chickens amongst other things! Our lovely Lodge is in our garden, up some steps before you enter your own private area with large fenced garden. The Lodge has a kitchen area, log burning stove, 2 comfy armchairs, table and 2 chairs and a double bed. A small door leads to the bathroom, lovely warm towels and underfloor heating. We look forward to welcoming you.

Nov 2 – 9

G$27,489 GYD per night

Guest favorite

Cottage in Coxwold

4.99 out of 5 average rating, 162 reviews

Fabulous cottage in Coxwold, the perfect bolthole!

Braecote is a peaceful, warm, and welcoming cottage in the picture perfect village of Coxwold. With wide grass verges, honey coloured stone houses and a traditional country pub just up the road, Coxwold is one of the prettiest villages in North Yorkshire. York, Harrogate, Helmsley and Malton are close by, the North York Moors, Yorkshire Dales and east coast all within easy reach. Newburgh Priory is just up the road and Michelin starred Black Swan at Oldstead a short drive away.

Aug 30 – Sep 6

G$26,592 GYD per night

Guest favorite

Guest suite in Sutton-on-the-Forest

5.0 out of 5 average rating, 225 reviews

Countryside location near to York

Nestled in the countryside just outside York, 'The Kennel' is a relaxing and peaceful retreat. This small but perfectly formed self-contained annex is set in three acres of newly planted woodland in which you can often see the Barn, Tawny and Little Owls visiting to be fed from the feeding posts, garden, small orchard, wildlife pond and apiary housing up to 8 beehives which provide us with some delicious honey. To the rear of the property is a Whisky and Gin Distillery.

Nov 4 – 11

G$21,413 GYD per night

Guest favorite

Shepherd’s hut in York

4.97 out of 5 average rating, 705 reviews

The Hut in the Wild

Come and stay in our beautifully finished, tin shepherds hut at the bottom of our garden. We are located in the rolling countryside with extensive views over the vale of York. After a day of exploring this AONB, there’s nothing like cooking tea over the fire pit followed by a dip under the stars in our rustic hot tub. Fall into a fresh clean bed and wake up to the sound of the dawn chorus. Our bathroom barn provides all your needs for a morning freshen up! See you soon.

Dec 28 – Jan 4

G$31,697 GYD per night

Guest favorite

Apartment in Helmsley

4.98 out of 5 average rating, 148 reviews

The Flat @ 2 Castlegate

Situated right in the heart of the market town of Helmsley, this flat boasts views of Helmsley Castle, just a stone's throw from the rear of the garden. A perfect hub for those wanting to soak up some Yorkshire scenery with the home comforts of local conveniences. Helmsley has been noted as a major food destination with excellent cafés and highly acclaimed restaurants in the town and three Michelin starred restaurants a short drive away.

Oct 7 – 14

G$25,397 GYD per night

Guest favorite

Cottage in York

4.99 out of 5 average rating, 349 reviews

Whootin Owl Barn

Whootin Owl Barn is a smart luxury detached barn with private screened hot tub overlooking private woodland on a tranquil country lane in the heart of North Yorkshire only 9 miles from Castle Howard and 25 mins from York. If you are looking for a romantic modern and ultra clean property in a beautiful private location for a short break or Holiday getaway or looking for a base to explore North Yorkshire, look no further.

Mar 17 – 24

G$39,203 GYD per night

Guest favorite

Home in Helmsley

4.93 out of 5 average rating, 215 reviews

Clothes Prop Cottage, a Helmsley hideaway

Clothes Prop Cottage is located in the heart of Helmsley, just a couple of minutes walk from the shops, tea rooms, pubs and restaurants in this beautiful North Yorkshire market town. The property is available for 3 night weekend and 4 night mid week stays as well as full 7 night breaks. The property suits couples looking for a relaxing stay in the Yorkshire countryside, with their beloved pets welcome!

Jan 21 – 28

G$26,682 GYD per night