Vacation rentals in Oldstead

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Top-rated vacation rentals in Oldstead

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Guest favorite

Cottage in Kilburn

4.94 out of 5 average rating, 234 reviews

Kilburn Chicken Cottage

Greetings! I'm Faron, your host. Kilburn is ideally situated on the edge of the North Yorkshire Moors National Park with local landmark the Kilburn White Horse within sight from the garden. There's the Mouseman Visitors centre only a matter of yards away which has a lovely cafe inside that's open to the general public and the pub The Forresters Arms right next door. The next village along the road in Oldstead, is home to TV chef Tommy Banks' restaurant The Black Swan. There's also plenty of fabulous routes ideal for biking, hiking and exploring with the Cleveland Way only being 2 miles away. The house comes with various amenities, fibre-optic high speed broadband, a Google Chromecast stick to stream Netflix etc to the TV, hair dryer, iron and ironing board, washing machine, tumble drier, dishwasher, deep fat fryer, herbs, spices, pots & pans....oh yes and 10 hens. That's right, fresh eggs every day! Don't worry a full guide of what to do and not to do will be given if you've never looked after hens before. There's also a butcher's a short walk away so you'll never be without sausage, bacon and eggs. What's not to like? 🙂 We're dog friendly and the back garden is relatively secure as long as you don't have something tiny like a chihuahua that'll squeeze through my picket fence 🙂 Feel free to message me with any questions you might have. Faron

Feb 6 – 13

R3,087 ZAR per night

Guest favorite

Apartment in Gilling East

4.95 out of 5 average rating, 129 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.

Nov 2 – 9

R2,164 ZAR 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!

Oct 16 – 23

R3,498 ZAR per night

Guest favorite

Guest suite in Boltby

4.98 out of 5 average rating, 108 reviews

Boltby, Cosy North York Moors Snug with Log Burner

Barn Owl Snug is tucked away in the pretty village of Boltby in the North York Moors National Park. The perfect space to recharge and have a relaxing break. The snug is self-contained. Downstairs is the living, dining and full kitchen area with a log burner for those cosy evenings. Up a spiral staircase is a large, bright bedroom with king size bed and separate full family bathroom. Double doors open onto a private decked area. Washing machine / freezer / bike storage. Wi-Fi and parking.

Nov 9 – 16

R2,081 ZAR per night

Guest favorite

Cottage in Sessay

4.95 out of 5 average rating, 221 reviews

The Cobbler's Cottage

Nestled in the scenic North Yorkshire village of Sessay, this charming former cobbler's cottage offers a spacious retreat. Inside, you'll find a wood-burning stove, TV, Blu-ray player, and a modern kitchen equipped with an oven, microwave, dishwasher, fridge freezer, Nespresso coffee maker, and a washing machine. Step outside to a private patio complete with a dining area and barbecue. Plus, we warmly welcome one well-behaved pet, so you can bring your furry friend along if you desire.

Aug 24 – 31

R2,473 ZAR per night

Guest favorite

Guest suite in Sowerby

4.98 out of 5 average rating, 137 reviews

The Nook - Hidden gem, secluded, peaceful, modern.

The Nook is a converted garage unit which is detached from our house with private entrance, outdoor seating area and key safe for entry. Accommodation comprises of living room/kitchenette, bedroom and wet room. Selection of breakfast cereals, tea, coffee, sugar and milk are provided to make your stay as comfortable as possible. A T.V/D.V.D player are for your use, as is a microwave and induction hob for light cooking. Comfortable seating and a small dining area complete the main room.

Aug 28 – Sep 4

R1,494 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.

Oct 31 – Nov 7

R2,407 ZAR per night

Guest favorite

Guest suite in Sutton-on-the-Forest

5.0 out of 5 average rating, 224 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.

Dec 31 – Jan 7

R1,938 ZAR per night

Guest favorite

Shepherd’s hut in York

4.97 out of 5 average rating, 703 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.

Mar 27 – Apr 3

R2,777 ZAR per night

Guest favorite

Home in Pilmoor

4.98 out of 5 average rating, 380 reviews

The Salt House Cottage, Pilmoor

Guests have a small private grassed area with a table and chairs. The cottage has dishwasher, washing machine and wood burning stove, all logs included. We do not accept pets. In summer, when the swing seat is out, guests have access to the main garden. The cottage has no internet connection but depending on your network, a good 3G or 4G signal can be accessed. We do not accept bookings from people who smoke or vape. Check in from 2pm, check out 10am.

Dec 10 – 17

R2,055 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.

Sep 3 – 10

R2,299 ZAR per night

Guest favorite

Cottage in York

4.99 out of 5 average rating, 346 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 26 – Nov 2

R3,639 ZAR per night