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

Search Guest Houses in Helmsley

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27

Our top choices for Helmsley guest houses

A bedroom with a double bed, two bedside tables, a nightstand, a radiator, and a window with curtains.

1. The Fairfax Arms

The Fairfax Arms
4.0 star property
York
9.2 out of 10, Wonderful, (176 reviews)
"Lovely place, great staff, nice area"
United Kingdom
thomas
$125 nightly
The price is $150
Nov 9 - Nov 10
Total with taxes and fees
The Fairfax Arms
A wooden cabin with a glass door, a small pool, and a fireplace.

2. The Durham Ox

The Durham Ox
5.0 star property
York
9.8 out of 10, Exceptional, (145 reviews)
"We absolutely love this place and just stayed for our second time! Friendly staff, amazing food and cosy accommodation. Very quiet and picturesque. Highly recommend as a countryside getaway for a few days"
United Kingdom
Stephanie
$166 nightly
The price is $200
Nov 23 - Nov 24
Total with taxes and fees
The Durham Ox
A large, round, two-story building with a flat roof and a central entrance.

3. The Old Mill Rooms

The Old Mill Rooms
4.0 star property
Yarm
7.6 out of 10, Good, (230 reviews)
"Lovely property in a nice quiet spot in walking distance to lovely pun serving great food."
United Kingdom
Rachel
$75 nightly
The price is $90
Nov 24 - Nov 25
Total with taxes and fees
The Old Mill Rooms
A traditional brick cottage with a white door labeled "YARM VIEW COTTAGE," a window with white shutters, and a hanging flower pot.

4. Yarm View Guest House and Cottages

Yarm View Guest House and Cottages
3.0 star property
Yarm
8.6 out of 10, Excellent, (66 reviews)
"Ideally located on Yarm High Street. Clean and comfortable room and cottage. Helpful and friendly host."
France
Paul
$99 nightly
The price is $118
Nov 20 - Nov 21
Total with taxes and fees
Yarm View Guest House and Cottages
A room with large windows offering a view of neighboring houses and a clear sky.

5. St Raphael Guest House

St Raphael Guest House
4.0 star property
Clifton
9.4 out of 10, Exceptional, (283 reviews)
"Excellent location with parking Staff really friendly and helpful Lovely breakfast to start your day"
United Kingdom
Julie
$99 nightly
The price is $119
Nov 1 - Nov 2
Total with taxes and fees
St Raphael Guest House
A vanity with three mirrors, a lamp, and a tissue box on a wooden vanity.

6. Tower Guest House

Tower Guest House
5.0 star property
York
9.8 out of 10, Exceptional, (182 reviews)
"Clean room and free parking"
Canada
Steve
$99 nightly
The price is $119
Nov 1 - Nov 2
Total with taxes and fees
Tower Guest House
A dining area with wooden chairs, tables set for a meal, and a chandelier.

7. St Mary's Guest House

St Mary's Guest House
4.0 star property
Clifton
9.4 out of 10, Exceptional, (374 reviews)
"Nice cosy room close to the center of York. Fantastic and helpful staff and the breakfast is well presented and keeps the B&B family atmosphere!"
United States
Chris
$96 nightly
The price is $115
Nov 1 - Nov 2
Total with taxes and fees
St Mary's Guest House
A building with multiple large windows featuring ornate metal grilles.

8. B+B York

B+B York
4.0 star property
Clifton
9.0 out of 10, Wonderful, (771 reviews)
"Was overall happy, well maintained, had everything I needed and was within walking distance of the town centre."
United Kingdom
Philip
$92 nightly
The price is $111
Nov 8 - Nov 9
Total with taxes and fees
B+B York
A staircase with a wooden railing and a hanging light fixture with clear glass shades.

9. Jorvik House

Jorvik House
4.5 star property
Bootham
9.4 out of 10, Exceptional, (438 reviews)
"Perfect"
Canada
Ellie
$99 nightly
The price is $119
Nov 11 - Nov 12
Total with taxes and fees
Jorvik House
A neatly made bed with a white duvet and two large, fluffy pillows. There are two bedside tables with lamps and electrical outlets on the wall above.

10. The Vanguard - York Residence

The Vanguard - York Residence
4.0 star property
The Groves
9.4 out of 10, Exceptional, (99 reviews)
"Such a great experience! Great, friendly hosts and great location. Clean room and the coffee station and cold waters were a nice bonus!"
United States
Elizabeth D
$112 nightly
The price is $135
Nov 5 - Nov 6
Total with taxes and fees
The Vanguard - York Residence
A traditional white building with a red-tiled roof, multiple windows, and hanging flower baskets.

11. The Stapylton Arms

The Stapylton Arms
4.0 star property
York
9.8 out of 10, Exceptional, (70 reviews)
"Friendly staff, wonderful food and a lovely room, we will definitely visit again"
United Kingdom
Reva
$133 nightly
The price is $160
Nov 3 - Nov 4
Total with taxes and fees
The Stapylton Arms
A beach with a concrete barrier and a building in the background.

12. The Beacon Hotel

The Beacon Hotel
2.0 star property
Redcar
8.0 out of 10, Very good, (23 reviews)
"Returning customer. Great service and great place."
United Kingdom
Mpho
$75 nightly
The price is $90
Nov 23 - Nov 24
Total with taxes and fees
The Beacon Hotel
A breakfast table with eggs, bacon, toast, and juice, set in front of a fireplace with a decorative mirror and a vase of flowers.

13. The Sycamore Guest House

The Sycamore Guest House
4.0 star property
Clifton
8.8 out of 10, Excellent, (173 reviews)
"Lovely staff and really close to city centre while still being on a quiet street"
Australia
Jordan
$130 nightly
The price is $156
Nov 2 - Nov 3
Total with taxes and fees
The Sycamore Guest House
A modern building with a curved glass facade, a flat roof, and a visible entrance.

14. Outram 26

Outram 26
3.0 star property
Stockton-on-Tees
8.8 out of 10, Excellent, (62 reviews)
"Great overnight , staff extremely helpful , John was very attentive."
United Kingdom
Michael
$50 nightly
The price is $60
Nov 7 - Nov 8
Total with taxes and fees
Outram 26
A neatly made bed with rolled towels, a television on a wooden cabinet, and a door leading to another room.

15. The Lakeside

The Lakeside
2.0 star property
Redcar
7.8 out of 10, Good, (32 reviews)
"I like the location of the property as it faces the ocean giving you a serene view of nature in its gentle activity. The property is also homely and comfortable. Staff was good and friendly. The only disturbance was the subtle infiltration of ciggarette smokes from the the outside when window was open. I wouldn't know if other rooms were affected but mine was and it wasn't cool."
United Kingdom
Tosin
The Lakeside
A backyard with a picnic table, a small shed, and a car parked on the street.

16. Old Oak Tree

Old Oak Tree
3.0 star property
Thirsk
9.6 out of 10, Exceptional, (236 reviews)
"We returned here this year after enjoyjng our stay last year and we were again very happy. The staff friendliness, lovely very comfortable rooms and wonderful breakfast did not disappoint. Being able to have dinner in the restaurant is a definate plus with not having to go out after a long day driving. We would definitely recommend staying here."
Australia
Susan
$99 nightly
The price is $119
Nov 3 - Nov 4
Total with taxes and fees
Old Oak Tree
A hotel room with a large bed, wooden headboard, green walls, and a mural of a sailboat.

17. Vikings Accommodation

Vikings Accommodation
3.0 star property
Clifton
9.2 out of 10, Wonderful, (291 reviews)
"It was a great place to stay"
United States
Jacklyn
$69 nightly
The price is $83
Nov 1 - Nov 2
Total with taxes and fees
Vikings Accommodation
A hotel room with a bed, bedside tables, and a view of a historic cityscape with a river.

18. The Crescent Guest House

The Crescent Guest House
3.0 star property
Clifton
8.8 out of 10, Excellent, (1,000 reviews)
"The staff were lovely and the amenities were very comfortable. Location of the property is great."
Australia
Gail
$67 nightly
The price is $80
Nov 29 - Nov 30
Total with taxes and fees
The Crescent Guest House
A black door with a window displaying 'Diamonds Villa' and a mobile number.

19. Diamonds Villa

Diamonds Villa
3.0 star property
York
7.8 out of 10, Good, (334 reviews)
"Parking Available, close to city centre. Check-in was slightly confusing and rooms are a little hot at times."
United Kingdom
Sam
$56 nightly
The price is $67
Nov 1 - Nov 2
Total with taxes and fees
Diamonds Villa
A traditional bedroom with a four-poster bed, wooden furniture, and a fireplace.

20. Hocus Pocus Tiny Hotel

Hocus Pocus Tiny Hotel
3.0 star property
City Centre
9.4 out of 10, Exceptional, (87 reviews)
"This was a great location centered in the middle of everything you needed. Helpful staff. Glad we made the stop before Edinburgh. Fun little town."
United States
Leigh
$213 nightly
The price is $255
Nov 2 - Nov 3
Total with taxes and fees
Hocus Pocus Tiny Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Helmsley Hotel Reviews

The Churchill Hotel

The Churchill Hotel

10/10 Excellent
"Room was clean, staff were very friendly and helpful. It’s a pretty good location too, only 10 minute walk to city centre. Check in and checkout was very straightforward and there’s maps available at the front desk of the city centre and surrounding areas, staff at front desk explain very well how to get to places. Would stay again on my next trip to York :)"
Isobel 3-night trip
Posted 9 hours ago
The Churchill Hotel

Find out more about Helmsley

Helmsley Guest Houses information

Number of reviews
4,701
Accommodation
47 Guest Houses
Lowest Price
$60
Highest Price
$255

Frequently asked questions

What is the nightly rate for a guest house in Helmsley?
Rates for Helmsley guest houses vary, but travelers can find great-value prices from $60 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Helmsley guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Helmsley guest house and a B&B?
A guest house in Helmsley is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

Explore a world of travel with Expedia