Places to stay near Helmsley Castle

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Top-rated vacation rentals near Helmsley Castle

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Top guest favorite
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 in Helmsley
4.98 out of 5 average rating, 112 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.

Top guest favorite
A woodfired hot tub is set in a private outdoor area, surrounded by warm lighting and a rustic wooden structure. The evening sky deepens to twilight, enhancing the tranquil ambiance. Logs are neatly arranged nearby, providing easy access for fueling the hot tub.
Farm stay in Pockley
4.99 out of 5 average rating, 220 reviews

Couple's Bothy near Helmsley in the National Park

Unwind at this unique and tranquil getaway. Our converted barn offers a cosy, self-catering retreat for two with a woodfired hot tub, 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. A great location for walking & cycling.

Top guest favorite
The exterior of the Annex features a stone facade with a rustic tiled roof. A light-colored door is placed centrally, flanked by small windows. Lush green plants and flowers are positioned at the entrance, enhancing the welcoming appearance amidst a garden setting.
Tiny home in Urra
4.98 out of 5 average rating, 235 reviews

Maltkiln House Annexe North Yorkshire moors

Maltkiln House Annexe is the perfect getaway for two people who love to be in the countryside. You can enjoy uninterrupted views sitting at the bottom of the garden which is your own space. The Annexe dates back to the 16th century and is full of charm. You can walk from our Annexe straight up onto the Cleveland way where you can walk or bike for miles. Our Annexe is a popular stop off for people walking the coast to coast. We are also very close to some great pubs and restaurants.

Top guest favorite
A decking area features a comfortable seating arrangement with two armchairs and a sofa, surrounding a small round table. Soft cushions provide additional comfort. Green plants are placed on the table and around the seating, complementing the natural stone and wooden walls of the residence.
Guesthouse in North Yorkshire
4.99 out of 5 average rating, 264 reviews

Bijou Luxury Residence in Knaresborough

Honeysuckle Lodge is a Luxury Self Contained Air Conditioned Bijou Residence in an elevated position with Wood and River views on Waterside with Pubs & Cafes within 300 yards, The interior is dominated by a Large Glass Roof Lantern, Luxury Bathroom, The Main room has a King size bed, Small kitchenette, 55” Smart T/V, Spacious Decking area with Garden Furniture. Close to the Yorkshire Dales, with transport links to Harrogate & York, the station is 750 yds away

Guest favorite
The interior features a warm wooden design with natural light streaming through multiple windows. A sumptuous king-size bed is prominently placed, while a freestanding copper roll-top bath adds a touch of luxury. Decorative artwork and pendant lighting complement the tranquil space.
Shepherd’s hut in North Yorkshire
4.97 out of 5 average rating, 694 reviews

Stunning 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 5 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.

Superhost
The exterior of a stone cottage is framed by lush greenery and a neatly trimmed hedge. A gate leads to a grassy area, with a large tree offering shade in the foreground. The cottage features multiple windows and a sloped roof, set against an overcast sky.
Cottage in Helmsley
4.86 out of 5 average rating, 148 reviews

Cliff Stud Retreat, Helmsley - Cecil Cottage

Book Direct - 15% saving - Cliff Stud Retreat Cecil cottage is a 3 bed cottage set on a horse stud farm surrounded by 220 acres with stunning countryside views you’re sure to feel relaxed from the minute you arrive. Cecil cottage sleeps up to 5 guests and has a fully equipped kitchen, modern bathroom which has a shower/bath located downstairs. There is also a wood burner and an enclosed garden. The cottage is close to the centre of Helmsley, 5 min drive.

Top guest favorite
Barn in Aislaby, Pickering
4.95 out of 5 average rating, 364 reviews

Stunning views, 4 acres, dog friendly, Yorkshire

Owl House is an Elizabethan barn conversion. It sits on the edge of the North York Moors National Park and features a glazed wall offering far reaching countryside views across the vale of Pickering with the Howardian Hills visible in the distance. Former farm set in 4 acres of peaceful gardens, paddock and woodland. Dog friendly. Open plan sitting room/kitchen, bathroom w shower,mezzanine bedroom, pizza oven on site, parking, walkable pub.

Top guest favorite
Multiple paned windows frame a pleasant view of greenery and colorful trees outside. A decorative bowl and two ceramic jugs rest on the windowsill, allowing natural light to fill the space.
Apartment in Helmsley
4.98 out of 5 average rating, 220 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.

Top guest favorite
Cottage in Helmsley
4.93 out of 5 average rating, 302 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!

Top guest favorite
A handcrafted cabin is framed by lush greenery, with natural wood siding that complements its surroundings. A wooden footbridge leads up to the entrance, where large glass doors invite light and offer views of the peaceful forest.
Cabin in Old Byland
4.97 out of 5 average rating, 149 reviews

Brook- Luxury, off grid, woodland cabin by stream

The Lazy T is the perfect sanctuary to switch off, find some solitude, read that book you’ve been wanting to open for a while, forage for food, immerse yourself nature, enjoy evenings of peace and quiet- the hooting of the owls, the crackle of the fire and the babbling brook. The Lazy T focuses on bringing us back to simple pleasures that, in the right place and company, become so deeply felt.

Top guest favorite
A inviting sitting room features a comfortable green sofa adorned with decorative cushions. A wooden coffee table sits on a textured rug, and a log burner is positioned beneath a large mirror. A flat-screen TV is mounted on the wall opposite a window, allowing natural light to fill the space.
Home in Helmsley
4.92 out of 5 average rating, 168 reviews

31 Bridge Street

This beautiful 18th century cottage sits in the heart of the lovely North Yorkshire market town of Helmsley. Close to a variety of local amenities and things to do, the house comfortably sleeps six people and provides the perfect space for a relaxing, self-catering break.

Guest favorite
Home in Helmsley
4.85 out of 5 average rating, 224 reviews

Idyllic 300 year old bijoux stone country cottage

Located in Helmsley, winner of the Great British High Street - Market Town award things couldn't get more chocolate boxy when you stay in my beautiful cottage, just a 2 minute walk from the town centre and a 2 minute walk from the stunning Duncombe Park.

Popular amenities for vacation rentals near Helmsley Castle

  1. Airbnb
  2. United Kingdom
  3. England
  4. North Yorkshire
  5. Helmsley
  6. Helmsley Castle