Holiday rentals in Oswaldkirk

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Top-rated holiday rentals in Oswaldkirk

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A stone cottage exterior is highlighted, featuring a white door and window. Pink flowering shrubs adorn the entrance. A wooden table with chairs is arranged on a stone patio, surrounded by a green fence and under a partly cloudy blue sky.
Flat
4.97 out of 5 average rating, 202 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.

Top guest favourite
A living area is depicted featuring a plush red sofa adorned with floral cushions. A rustic wooden coffee table centers the room, while a potted plant adds a touch of greenery. Light streams in through a large window, with a staircase visible in the background.
Home
4.98 out of 5 average rating, 113 reviews

Central Fully Ensuite house sleeps 6 dog friendly

The house is in the Centre of Helmsley but located in a very quiet area with great views, close to the shops, galleries, restaurants and Duncombe Park. It is a lovely spacious house, that has 3 ensuite bathrooms and therefore is great for couples, families and small groups. It is ideal for exploring North Yorkshire. The adjacent property, 2 Stonegarth can be let with this property. It is ideal for two families that want privacy but can come together for meals etc. Well behaved dogs allowed.

Guest favourite
The exterior of a stone cottage is viewed, featuring a gabled roof and white window frames. A gravel parking area is present in front, with green hedges lining one side. A wooden door offers entrance, and a farm structure is partially visible to the left.
Cottage
4.96 out of 5 average rating, 188 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

Top guest favourite
Apartment
4.98 out of 5 average rating, 320 reviews

Luxury boutique apartment-2 Chiltern Place Malton

Relax in this luxury boutique apartment located within a stylish, distinctive merchants building in the heart of Malton. New soft furnishings for 2025. Accommodation comprises of: entrance hall, guest cloakroom, utility room, open plan living area with contemporary inset fire, high specification kitchen & dining area. Master bedroom suite, king bed, luxury en-suite & private terrace. WiFi & underfloor heating. Free private parking on the property and space for 2 bikes in the storage area.

Top guest favourite
Home
5 out of 5 average rating, 82 reviews

Cosy Primrose Cottage, Harome near Helmsley

Primrose Cottage is nestled in the beautiful village of Harome, between the stunning North York Moors AONB and The Howardian Hills, York is a 30 minute drive. Home to Michelin-starred The Star Inn and The Pheasant. Myse and The Black swan are just a short drive away. Beyond Harome, you can easily explore the famous Jurassic coastline and villages. The Market town of Helmsley just 2 miles away with a fantastic selection of restaurants, cafes, independant shops and The Yorkshire Retreat.

Top guest favourite
A cozy suite is featured, with a spacious bed neatly made. A comfortable seating area contains a gray sofa with decorative pillows, a vintage trunk, and a piano. Natural light pours through two windows, illuminating the wooden floor and soft wall colors.
Guest suite
4.88 out of 5 average rating, 220 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.

Top guest favourite
The exterior of a charming stone cottage is displayed, featuring a distinctive red pitched roof. Flower pots with blooming plants adorn the entrance. A well-maintained gravel pathway leads to the door, surrounded by lush greenery and shrubbery.
Home
4.96 out of 5 average rating, 134 reviews

Little Hillside

A cosy cottage nestled in the hills of the North Yorkshire Moors, on the edge of Ampleforth village. An ideal place to relax, listen to the wildlife and enjoy the beautiful countryside. The pretty market town Helmsley is less than 10 minutes drive, with lots to explore. There is an abundance of great walks from your doorstep, excellent cycling routes and you will be spoilt for choice with fantastic cafes, pubs and restaurants. York is 45 mins drive and an hour to the coast for beach walks.

Top guest favourite
The exterior of a renovated stone building is presented, featuring a warm-toned roof and double glass doors that open to a garden. A pathway with gravel and wooden planks leads to the entrance, surrounded by vibrant flowers and greenery.
Place to stay
4.99 out of 5 average rating, 138 reviews

The Garden Room

Two renovated old buildings have been converted into a quiet, one bedroom, self contained Garden room. In the centre of Slingsby village, you are well placed to explore the beautiful surrounding areas of Yorkshire. A modern kitchen with fridge, microwave and cooker is equipped for preparing delicious meals. A wall mounted television with Netflix is available. The sleeping area hosts a double bed with wall hanging for clothes, adjacent to which is a bright shower room with heated towel rail.

Top guest favourite
A shepherd’s hut is nestled amid tall grass in a rural setting, framed by greenery. A wooden table is set outside, featuring a breakfast spread and a fire pit nearby. In the background, a hot tub can be seen, inviting relaxation surrounded by nature.
Shepherd’s hut
4.97 out of 5 average rating, 730 reviews

Beautiful rural shepherds hut with hot tub

This shepherds hut is in a gorgeous rural location. The hut has electricity and hot water, it will be a cosy and warm place to stay all year round. There is a recently added hot tub, to relax in and soak up the gorgeous view. A fire pit and an outdoor table, plus cooking facilities in the hut. It is in a romantic and peaceful location. We are close to Castle Howard, Yorkshire Lavender and many other wonderful places to visit. Fabulous for keen walkers and popular area for cyclists.

Top guest favourite
A spacious living area features a grey sectional sofa adorned with light-colored cushions. A wall-mounted television is positioned across from the seating. A vibrant abstract wall art piece decorates the wall, complemented by a decorative plant on the floor and a sleek electric fireplace.
Bungalow
4.98 out of 5 average rating, 196 reviews

Cosy modern home in Ampleforth village

No.6 is a lovely property in the beautiful village of Ampleforth. A fantastic location to head off into the National Parks or the coast. Ampleforth enjoys 2 great pubs, gorgeous Coffee Shop/cafe, village shop & Post Office ALL ONLY 5 MINS WALK. The pretty market town of Helmsley 4 miles & enjoy the facilities at St Alban Sports Centre with indoor pool & gym less 1 mile from village. 1 NIGHT STAYS CARRY SUPP OF £20. We also have 3 bed detached house (sleeps 6) in Ampleforth

Guest favourite
A charming stone barn features a warm terracotta roof and large windows allowing natural light to enter. The outdoor space includes a small metal table with two chairs, set on the green lawn, ideal for enjoying a pleasant morning or afternoon.
Home
4.91 out of 5 average rating, 272 reviews

The Shed, Hovingham, York

An exquisite quaint barn conversion tucked away in the breathtaking Howardian Hills Area of Outstanding Natural Beauty. Take a look at this exquisite bijou barn conversion tucked away in the Howardian Hills - an Area of Outstanding Natural Beauty. Located 17 miles north of York, this romantic cottage ticks every box in terms of interiors, location and charm. It's the perfect choice for couples looking to escape to the country in style. Dogs are welcome.

Top guest favourite
A charming stone cottage is nestled among lush greenery, surrounded by tall trees. Two white chairs are positioned outside the entrance, inviting relaxation. The traditional roof features rustic tiles, and a flowering shrub adds a touch of nature to the setting.
Guest house
5 out of 5 average rating, 122 reviews

Mill House Annex, Oldstead

This bolthole has been lovingly refurbished to a high standard throughout, providing guests with a comfortable and cosy home-from-home. There is a spacious bedroom with a king-size bed, a modern bathroom fitted with underfloor heating and a sperate bath and shower. The living room has a cosy log fire and large dining table. The kitchen is well appointed and kitted out to meet all your culinary needs. Take it easy at this unique and tranquil getaway.

Popular amenities for Oswaldkirk holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. North Yorkshire
  5. Oswaldkirk