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, 128 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.

Jul 21 – 28

R2,157 ZAR per night

Guest favorite

Cottage in Cawton

4.96 out of 5 average rating, 119 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.

Jan 14 – 21

R3,214 ZAR per night

Guest favorite

Farm stay in Pockley

4.97 out of 5 average rating, 109 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.

Nov 27 – Dec 4

R2,312 ZAR per night

Guest favorite

Cottage in East End

4.99 out of 5 average rating, 240 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!

Jan 16 – 23

R3,487 ZAR per night

Guest favorite

Guest suite in Nunnington

4.87 out of 5 average rating, 174 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.

Mar 10 – 17

R1,772 ZAR 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.

Dec 4 – 11

R2,400 ZAR per night

Guest favorite

Home in Kirkbymoorside

4.9 out of 5 average rating, 295 reviews

Oakforge Cottage, a spacious home from home.

Oakforge Cottage is a 3 storey house in the Market Town of Kirkbymoorside. It offers comfortable accommodation for up to 5 people (and up to 2 well behaved dogs).PLEASE NOTE: WE HAVE NO OUTSIDE SPACE FOR THE EXERCISING OF DOGS. With a fully equipped kitchen, living room with realistic simulated log burner and two bathrooms, guests will instantly feel at home in our warm, well furnished, self-catering holiday cottage. Check-in time is after 3PM, Check out is now 10.00AM.

Feb 26 – Mar 5

R2,227 ZAR per night

Guest favorite

Shepherd’s hut in York

4.97 out of 5 average rating, 698 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.

Sep 29 – Oct 6

R2,769 ZAR per night

Guest favorite

Shepherd’s hut in North Yorkshire

4.98 out of 5 average rating, 358 reviews

Luxurious rural shepherds hut

Located in the stunning Howardian Hills, this is a peaceful and romantic location. A perfect all year round escape. You park your car and the hut is a 3 minute walk from our house- make sure you pack suitable footwear. We can transport your luggage to the hut. The hut has cooking facilities (oven and a hob), there is also a fire pit for barbecues and a picnic table for outdoor dining. You have exclusive use of a hot tub which is right next to the hut.

Mar 8 – 15

R3,657 ZAR per night

Guest favorite

Apartment in Helmsley

4.98 out of 5 average rating, 147 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.

Aug 26 – Sep 2

R2,292 ZAR per night

Guest favorite

Cottage in York

4.99 out of 5 average rating, 344 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.

Oct 14 – 21

R3,628 ZAR per night

Guest favorite

Home in Helmsley

4.93 out of 5 average rating, 211 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!

Feb 28 – Mar 7

R2,550 ZAR per night