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

Search Guest Houses in Helmsley

Check prices for these dates

Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13
In one month
Sep 25 - Sep 27
In two months
Oct 23 - Oct 25

Our top choices for Helmsley guest houses

Superior Double Room, Ensuite

1. The Fairfax Arms

The Fairfax Arms
4.0 star property
York
9.2 out of 10, Wonderful, (175 reviews)
"Lovely place, great staff, nice area"
United Kingdom
thomas
$135 nightly
The price is $162
Sep 13 - Sep 14
Total with taxes and fees
The Fairfax Arms
Deluxe Cabin, Ensuite

2. The Durham Ox

The Durham Ox
5.0 star property
York
9.8 out of 10, Exceptional, (144 reviews)
"Beautiful room and facilities, great lovely staff and amazing food m👌"
United Kingdom
Aron
$135 nightly
The price is $162
Sep 1 - Sep 2
Total with taxes and fees
The Durham Ox
Exterior

3. The Old Mill Rooms

The Old Mill Rooms
4.0 star property
Yarm
7.6 out of 10, Good, (225 reviews)
"Parking on site was great. lovely pub very close by, owners very friendly and helpful. "
United Kingdom
Rachel
$91 nightly
The price is $110
Sep 1 - Sep 2
Total with taxes and fees
The Old Mill Rooms
Staircase

4. Jorvik House

Jorvik House
4.5 star property
Bootham
9.2 out of 10, Wonderful, (427 reviews)
"We always enjoy staying at this lovely York hotel. Excellent location, clean and well decorated rooms and and all at a very reasonable price. Lovely warm welcome from reception staff and overall a great stay."
United Kingdom
Ian
$109 nightly
The price is $130
Sep 13 - Sep 14
Total with taxes and fees
Jorvik House
Double Room, Ensuite (Versailles) | Soundproofing, iron/ironing board, WiFi

5. Tower Guest House

Tower Guest House
5.0 star property
York
9.8 out of 10, Exceptional, (180 reviews)
"Spotlessly clean, friendly staff, self-check in was easy, faultless."
United Kingdom
Labib
$91 nightly
The price is $109
Sep 27 - Sep 28
Total with taxes and fees
Tower Guest House
Standard Room | Minibar, soundproofing, WiFi (free), bed sheets

6. The Vanguard - York Residence

The Vanguard - York Residence
4.0 star property
The Groves
9.2 out of 10, Wonderful, (94 reviews)
"Beautiful room, well located"
Canada
Yves
$111 nightly
The price is $133
Aug 30 - Aug 31
Total with taxes and fees
The Vanguard - York Residence
Free daily English breakfast

7. St Mary's Guest House

St Mary's Guest House
4.0 star property
Clifton
9.4 out of 10, Exceptional, (370 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
$116 nightly
The price is $139
Sep 1 - Sep 2
Total with taxes and fees
St Mary's Guest House
Interior

8. B+B York

B+B York
4.0 star property
Clifton
9.2 out of 10, Wonderful, (751 reviews)
"Fantastic location, safe, comfortable. Breakfast was great, and the staff were friendly and helpful."
Australia
Cleo
$89 nightly
The price is $107
Sep 6 - Sep 7
Total with taxes and fees
B+B York
Property entrance

9. Yarm View Guest House and Cottages

Yarm View Guest House and Cottages
3.0 star property
Yarm
8.6 out of 10, Excellent, (64 reviews)
"Great location , comfortable accomodations "
United Kingdom
Jan
$100 nightly
The price is $120
Aug 31 - Sep 1
Total with taxes and fees
Yarm View Guest House and Cottages
Triple Room | View from room

10. St Raphael Guest House

St Raphael Guest House
4.0 star property
Clifton
9.4 out of 10, Exceptional, (280 reviews)
"Excellent location with parking Staff really friendly and helpful Lovely breakfast to start your day"
United Kingdom
Julie
$130 nightly
The price is $156
Sep 8 - Sep 9
Total with taxes and fees
St Raphael Guest House
Exterior

11. The Stapylton Arms

The Stapylton Arms
4.0 star property
York
9.8 out of 10, Exceptional, (68 reviews)
"Friendly staff, wonderful food and a lovely room, we will definitely visit again"
United Kingdom
Reva
$139 nightly
The price is $167
Sep 9 - Sep 10
Total with taxes and fees
The Stapylton Arms
Free daily English breakfast

12. The Sycamore Guest House

The Sycamore Guest House
4.0 star property
Clifton
8.8 out of 10, Excellent, (169 reviews)
"Awesome people running it. Great breakfast. Rooms furnished with beautiful antiques."
Canada
John
$132 nightly
The price is $158
Sep 2 - Sep 3
Total with taxes and fees
The Sycamore Guest House
Double Room, Shared Bathroom | 1 bedroom, desk, iron/ironing board (on request), WiFi (free)

13. Outram 26

Outram 26
3.0 star property
Stockton-on-Tees
8.8 out of 10, Excellent, (61 reviews)
"Great overnight , staff extremely helpful , John was very attentive."
United Kingdom
Michael
$45 nightly
The price is $54
Aug 30 - Aug 31
Total with taxes and fees
Outram 26
Family Triple Room | Premium bedding, WiFi (free), bed sheets

14. The Lakeside

The Lakeside
2.0 star property
Redcar
8.0 out of 10, Very Good, (28 reviews)
"Will be back "
United Kingdom
Dan
$70 nightly
The price is $84
Sep 26 - Sep 27
Total with taxes and fees
The Lakeside
Beach

15. The Beacon Hotel

The Beacon Hotel
2.0 star property
Redcar
8.0 out of 10, Very Good, (22 reviews)
"Beach access very good and very close to shops and diners. The staff are very friendly and keep the rooms clean and tidy at all times"
United Kingdom
Dale
$75 nightly
The price is $90
Sep 26 - Sep 27
Total with taxes and fees
The Beacon Hotel
View from property

16. Old Oak Tree

Old Oak Tree
3.0 star property
Thirsk
9.6 out of 10, Exceptional, (232 reviews)
$107 nightly
The price is $129
Sep 20 - Sep 21
Total with taxes and fees
Old Oak Tree
Lobby

17. Sixteen B

Sixteen B
2.0 star property
York
9.6 out of 10, Exceptional, (43 reviews)
"Wonderful find and would definitely stay again."
United Kingdom
Stuart
$113 nightly
The price is $135
Sep 3 - Sep 4
Total with taxes and fees
Sixteen B
Superior Double Room, Ensuite (Sorceryum) | 1 bedroom

18. Hocus Pocus Tiny Hotel

Hocus Pocus Tiny Hotel
3.0 star property
City Centre
9.4 out of 10, Exceptional, (77 reviews)
"Such a majcal stay will definitely be booking and going again"
United Kingdom
cora
$202 nightly
The price is $242
Sep 1 - Sep 2
Total with taxes and fees
Hocus Pocus Tiny Hotel
Lobby

19. Diamonds Villa

Diamonds Villa
3.0 star property
York
7.8 out of 10, Good, (332 reviews)
"Great stay at Diamond Villa in York—clean, comfortable, and an easy walk to the city centre and York Minster. Friendly hosts, smooth check-in, and convenient on-site parking available for £7. "
Australia
Flasta
$59 nightly
The price is $71
Sep 2 - Sep 3
Total with taxes and fees
Diamonds Villa
Double Room, Ensuite

20. Ascot House

Ascot House
4.0 star property
Layerthorpe
9.8 out of 10, Exceptional, (419 reviews)
"Lovely b&b. Room was spacious and the bed was very comfortable. Breakfast was delicious and plentiful. We really enjoyed our stay here."
United Kingdom
Liam
$147 nightly
The price is $176
Aug 31 - Sep 1
Total with taxes and fees
Ascot House
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.
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Top Helmsley Hotel Reviews

Leonardo Hotel Middlesbrough

Leonardo Hotel Middlesbrough

8/10 Good
"Room was a little dusty- definitely needed a wipe down, especially the table tops and phone. There was no air conditioning, which was a shock. We requested soap which never came. As a result, we didn't bother asking for bath towel as they only gave us one. That being said, the breakfast was nice as were the staff in the breakfast area."
Abisoye 1-night trip
Posted 4 hours ago
Leonardo Hotel Middlesbrough

Find out more about Helmsley

Helmsley Guest Houses information

Number of reviews
2,759
Accommodation
47 Guest Houses
Lowest Price
$54
Highest Price
$242

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 $54 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.

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