Helmsley Holiday Rentals, York: Private House Rentals

A medieval castle surrounded by a lush green landscape and a small village in the background.

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Our top choices for Helmsley hotels

A stone fireplace with a fire, wooden chairs, a table with wine glasses, and a window with a view of the street.

An outdoor patio with tables and chairs, umbrellas, and a stone building in the background.

A cozy bar area with wooden furniture, a variety of bottles, and framed pictures on the wall.

A bedroom with a large bed, a nightstand with a lamp, and framed artwork on the wall.

1. The Feathers Hotel, Helmsley, North Yorkshire

York

Frances

3.383.261 ₫

4.060.051 ₫ total

includes taxes & fees

13 Oct - 14 Oct

A traditional hotel with multiple buildings, including a Tudor-style structure and a stone building with a sign for "The Hotel."

A traditional Tudor-style house with a well-maintained garden, stone walls, and a lawn.

A wooden-floored dining area with a table and chairs, a bench, and a floral-patterned chair.

A bar area with wooden bar counters, multiple stools, and hanging pendant lights.

2. The Black Swan - The Inn Collection Group

York

Shane

2.551.982 ₫

3.062.241 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A stone building with a red-tiled roof, a stone archway, and a garden with yellow flowers.

A billiards table, bar area, and seating with stools.

A staircase with white balusters, a chandelier, a bookshelf, and a window with a view of a tower.

A traditional dining room with wooden tables and chairs, a patterned carpet, and a fireplace.

3. The Royal Oak Hotel

York

2.293.814 ₫

2.752.577 ₫ total

includes taxes & fees

29 Sept - 30 Sept

A stone building with a green door, a window with a white frame, and a small garden area with potted plants.

A cozy living room with a fireplace, a sofa set, and a wooden door.

A small brick house with a tiled roof, a door, and a window. There is a garden with various plants and flowers in front of the house.

A garden with a pathway leading to a stone house with a tiled roof.

4. 29 Bondgate

York

14.389.094 ₫

17.266.913 ₫ total

includes taxes & fees

9 Oct - 10 Oct

A sunlit room with large windows, wicker furniture, and a rug.

A living room with a fireplace, a television, a sofa, and a table with a lamp.

A stone house with a red-tiled roof, multiple windows, and a well-maintained garden with various plants and a stone wall.

A stone pathway leading through a well-maintained garden with various shrubs and a clear sky.

5. Ivy Cottage

York

11.903.173 ₫

14.283.808 ₫ total

includes taxes & fees

3 Oct - 4 Oct

A dining table set with white plates, silverware, and wine glasses, accompanied by a vase of flowers.

A kitchen with a stainless steel sink, a yellow kettle, and various potted plants on the windowsill.

A stone house with a red-tiled roof, a blue door, and a narrow stone pathway leading to the entrance.

A room with two beds, a wooden door, a radiator, and a wall with a floral pattern.

6. Cliff House

York

14.740.047 ₫

17.688.056 ₫ total

includes taxes & fees

1 Oct - 2 Oct

A bedroom with a bed, two wall-mounted paintings, bedside lamps, and a neatly made bed with folded towels.

An outdoor patio with wicker furniture, stone flooring, and brick buildings in the background.

A bar area with multiple beer taps, a computer monitor, and a sign indicating a 'Food Allergy' policy.

A hotel lobby with a central seating area, a reception desk, and a staircase leading to other floors.

7. The Union Inn & Restaurant

Malton

Vatsala

3.010.631 ₫

3.612.757 ₫ total

includes taxes & fees

29 Sept - 30 Sept

A dining table set with chairs, a vase, and a window with stained glass.

A bedroom with a bed, a nightstand, a lamp, a wardrobe, and an open door to another room.

A building with a gravel driveway, surrounded by greenery and trees.

A plate with a dish that includes a white protein, vegetables, and a sauce.

8. The Treebridge Hotel

Middlesbrough

Duncan

3.326.145 ₫

3.991.236 ₫ total

includes taxes & fees

29 Sept - 30 Sept

A restaurant interior with wooden beams, green upholstered seating, and vibrant pink flowers.

A living room with a blue sofa, an orange armchair, and a variety of colorful flowers in vases.

A modern staircase with a glass railing and a wooden finish, leading to an upper level.

A hotel with a stone facade, large illuminated letters 'W' and 'S', and a parking lot in front.

9. Wainstones Hotel

Middlesbrough

Andrew

3.125.207 ₫

3.750.248 ₫ total

includes taxes & fees

30 Sept - 1 Oct

A brick building with a blue sign reading 'Northallerton Motel' and a covered entrance.

A living room with a sofa, a side table, a chair, a mirror, and a view of the outside.

A reception area with a reception desk, computer, and a vending machine.

10. Northallerton Motel

Northallerton

Carl

2.196.556 ₫

2.635.936 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A stone cottage with a red-tiled roof, a wooden door, and a small patio with a table and chairs.

A room with a large window offering a view of a grassy field and a stone wall.

A stone building with a traditional design, featuring a central entrance and multiple windows.

A bedroom with a bed, a dresser, and a window with a view of greenery.

11. Easterside Farm bed & Breakfast

York

Peter

4.920.230 ₫

4.920.230 ₫ total

includes taxes & fees

29 Sept - 30 Sept

A building with ivy-covered walls and a traditional tiled roof. There are outdoor tables and umbrellas, and a sign indicating 'The Twentworth Arms'.

A stone building with a signboard advertising Yorkshire Day BBQ and a DJ.

12. The Wentworth Arms

Malton

Gareth

1.576.882 ₫

1.892.396 ₫ total

includes taxes & fees

8 Oct - 9 Oct

A cozy restaurant with a bar, wooden furniture, a fireplace, and a stone wall.

A stone house with a tiled roof, a white door, and a window with white curtains. There are potted plants and tulips in the foreground.

A covered patio area with stone flooring, outdoor seating, and a building with a tiled roof.

A cozy living room with a stone fireplace, a sofa, and a television.

13. The Horseshoe Inn

Pickering

Edna

4.386.919 ₫

5.264.303 ₫ total

includes taxes & fees

30 Sept - 1 Oct

A dining area with a buffet table featuring various food items, including yogurt parfaits and fruit.

A cozy room with a fireplace, wooden furniture, and a red patterned carpet.

A stone building with a sign reading "Maleyan Spouse Hotel."

A room with a large bay window, a wooden bench with cushions, a bed, and a dresser.

14. The Mallyan Spout Hotel

Whitby

Graham

3.440.721 ₫

4.128.866 ₫ total

includes taxes & fees

30 Sept - 1 Oct

A two-story building with the name "The Talbot" on the facade, surrounded by a well-maintained lawn and trees.

A neatly made bed with a blue blanket, two pillows, and a wooden headboard. There are two bedside tables with lamps and a wall with framed insect illustrations.

A restaurant with wooden tables and chairs, a wall of photos, and a chandelier.

A bar area with a beer tap, a glass of beer, and a sign for 'Northern Blondes'.

15. The Talbot Hotel, Malton, North Yorkshire

Malton

Sylvia

3.268.685 ₫

3.922.422 ₫ total

includes taxes & fees

8 Oct - 9 Oct

A modern hotel room with a large bed, a sitting area with a chair, a view of the outdoors, and a balcony.

A building with a large glass facade, a wooden exterior, and a landscaped garden with purple flowers.

A restaurant with wooden beams, circular ceiling lights, and a mix of booths and tables.

A reception area with a wooden reception desk, a large leather sofa, and two grey armchairs.

16. Sandburn Hall Hotel

York

Cath

3.698.775 ₫

4.438.530 ₫ total

includes taxes & fees

11 Oct - 12 Oct

A two-story building with a sign reading "Fourways Guest House Thirsty."

A dining area with tables set for four, each with white tableware and a vase of flowers.

A hotel room with a bed, a TV on a stand, a wardrobe, and a patterned carpet.

A room with a television on a wooden stand, a small round table with a white coffee pot, a floral-patterned chair, and a window with metal bars.

17. Fourways Guest House

Thirsk

Peter

3.584.084 ₫

4.300.901 ₫ total

includes taxes & fees

29 Sept - 30 Sept

A restaurant with a glass ceiling, tables set for dining, and various bottles and decorative items on the tables.

An outdoor patio area with wicker furniture, stone flooring, and a pergola covered in greenery.

A building with ivy-covered walls and a sign for "The Pheasant Hotel."

An indoor swimming pool with a wooden ceiling, a clock, and a large flower painting on the wall.

18. The Pheasant Hotel

York

Robert

6.683.600 ₫

8.020.320 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A terrace with outdoor seating, a view of a road, and a building labeled "Stockto. Baptist Church" in the background.

A modern hotel with a glass facade, a prominent sign, and a staircase leading to the entrance.

A modern lounge area with large windows, comfortable seating, and unique spherical pendant lights.

A modern interior with a high ceiling, hanging spherical light fixtures, and a seating area with a sofa and armchairs.

19. Hampton by Hilton Stockton on Tees

Stockton-on-Tees

Elaine

2.412.805 ₫

2.895.366 ₫ total

includes taxes & fees

11 Oct - 12 Oct

A bar area with a long counter, hanging glasses, and a patterned floor.

A cozy restaurant interior with wooden tables and chairs, a bar area, and a ceiling with exposed beams and hanging lights.

A wooden table with two beer mugs and a potted plant.

A hotel room with a large bed, a desk, and a chair. There are two framed pictures on the wall, a window with curtains, and a plaid carpet.

20. The Northallerton Inn - The Inn Collection Group

Northallerton

Miss Jane

3.125.207 ₫

3.750.386 ₫ total

includes taxes & fees

8 Oct - 9 Oct

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Stay near popular Helmsley attractions

Helmsley Castle

8.6/10 (12 reviews)

You can find out about the history of Helmsley with a visit to Helmsley Castle. Visit the lively bars or top-notch restaurants in this relaxing area.

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Hemsley Walled Garden

9.0/10 (6 reviews)

Explore the great outdoors at Hemsley Walled Garden, a lovely green space in Helmsley. Visit the top-notch restaurants or lively bars in this quaint area.

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Duncombe Park

8.8/10 (8 reviews)

You can find out about the history of Helmsley when you stop by Duncombe Park. Visit the top-notch restaurants or lively bars in this quaint area.

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Cleveland Way

9.6/10 (10 reviews)

You can take time to visit Cleveland Way during your travels to Helmsley. While in this quaint area, you can savour the top-notch restaurants.

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Helmsley Arts Centre

8.0/10 (6 reviews)

You can make plans for a show at Helmsley Arts Centre during your trip to Helmsley. Visit the lively bars or top-notch restaurants in this relaxing area.

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Learn more about Helmsley

Nestled in North Yorkshire, this charming market town invites exploration of its medieval castle ruins and the National Centre for Birds of Prey. Wander cobblestone streets lined with independent shops before hiking scenic trails through the surrounding North York Moors.

See all hotels in Helmsley

A historic stone tower with multiple arches and battlements, surrounded by grassy fields and a partly cloudy sky.

Top Helmsley Hotel Reviews

Burn Hall Hotel

8/10 Good

"Very good breakfast but lousy tasteless fruit juices. Good coffee. Excellent games room. Bedrooms compact, no bathroom heating. USB sockets not functioning. Comfortable bed and bedding. Headboard had uncomfortable to sit back on."

Hotel Clementine

10/10 Excellent

"Very helpful staff. Comfortable room. Nice bathroom."

The Crown Hotel, Boroughbridge, North Yorkshire

8/10 Good

"Old coaching in so plenty of character. Unfortunately this also meant no lift so a bit of a struggle to upstairs rooms with a heavy suitcase. Staff were all friendly and efficient and the included breakfast offered plenty of variety. I ate dinner in the bar lady night and the lamb was really excellent. There is parking but I’m not sure if there is space if every room is filled. There’s also a spa on site but I didn’t have time to try it."

The Minster Hotel York

8/10 Good

"Fantastic location and very helpful staff. Mattress and pillows could use an update but overall good experience."

DoubleTree by Hilton York

8/10 Good

"Parking not enough spaces at hotel charges were too expensive £25 per day stayed Friday 18:00 until 09:00 Sunday charged £50 not happy"

Moxy York

8/10 Good

"Great location. Comfortable Miss having shelves or drawers of any sort to organize our clothes. A couple hangers in a wall, that’s it."

Mercure York Fairfield Manor Hotel

10/10 Excellent

"It's true it is a bit dated if that worries you, certainly didn't worry me, perfectly functional very clean, the only thing that bugged me was the Ruddy lift, second floor going down aagh first floor going up that voice done my head in I'm joking of course great location loads of parking, great staff, I'd stay here again."

The Feathers Hotel, Helmsley, North Yorkshire

8/10 Good

"The room was clean and the accommodation convenient. Staff were nice and breakfast lovely. Just noisy as it was a hotel."

More cheap stays in Helmsley

OYO Tudor Lodge - Redcar Beach

7 Turner Street Redcar England

867.061 ₫

1.109.838 ₫ total

12 Oct - 13 Oct

includes taxes & fees

6.6/10 (56 reviews)

The Hoptimist

34 Yarm Ln Stockton-on-Tees England

1.301.023 ₫

1.561.228 ₫ total

29 Sept - 30 Sept

includes taxes & fees

The Nags Head

56 Heworth Rd York England

1.560.711 ₫

1.872.853 ₫ total

4 Oct - 5 Oct

includes taxes & fees

7.6/10 Good! (37 reviews)

Diamonds Inn Ltd

39 Monkgate York England

1.842.506 ₫

2.211.007 ₫ total

12 Oct - 13 Oct

includes taxes & fees

7.6/10 Good! (237 reviews)

248 Halls

245-249 Linthorpe Rd Middlesbrough England

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The New Inn Motel

Main Street York England

Get rates

9.6/10 Exceptional! (159 reviews)

Hotels in Helmsley with star rating

Frequently asked questions

What's the weather like in Helmsley?

The hottest months are usually July and August, with an average temperature of 14°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Helmsley is 783 mm.

Find hotels in Helmsley from 1.109.838 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Helmsley

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Helmsley hotels

1. The Feathers Hotel, Helmsley, North Yorkshire

2. The Black Swan - The Inn Collection Group

3. The Royal Oak Hotel

4. 29 Bondgate

5. Ivy Cottage

6. Cliff House

7. The Union Inn & Restaurant

8. The Treebridge Hotel

9. Wainstones Hotel

10. Northallerton Motel

11. Easterside Farm bed & Breakfast

12. The Wentworth Arms

13. The Horseshoe Inn

14. The Mallyan Spout Hotel

15. The Talbot Hotel, Malton, North Yorkshire

16. Sandburn Hall Hotel

17. Fourways Guest House

18. The Pheasant Hotel

19. Hampton by Hilton Stockton on Tees

20. The Northallerton Inn - The Inn Collection Group

Stay near popular Helmsley attractions

Helmsley Castle

Hemsley Walled Garden

Duncombe Park

Cleveland Way

Helmsley Arts Centre

Learn more about Helmsley

Top Helmsley Hotel Reviews

Burn Hall Hotel

Hotel Clementine

The Crown Hotel, Boroughbridge, North Yorkshire

The Minster Hotel York

DoubleTree by Hilton York

Moxy York

Mercure York Fairfield Manor Hotel

The Feathers Hotel, Helmsley, North Yorkshire

More cheap stays in Helmsley

OYO Tudor Lodge - Redcar Beach

The Hoptimist

The Nags Head

Diamonds Inn Ltd

248 Halls

The New Inn Motel

Hotels in Helmsley with star rating

Frequently asked questions

Go further with the Expedia app