Photo by Ron Jnr
Search Helmsley Cottages
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Browse Select Helmsley Cottages

Lockton Cottage
Lockton Cottage
10.0 out of 10, Exceptional, (1)

Craven Garth Cottages
Craven Garth Cottages
9.4 out of 10, Exceptional, (44)

Stone-built Cottage In A Tranquil Setting With Views Over Rosedale
Stone-built Cottage In A Tranquil Setting With Views Over Rosedale
9.8 out of 10, Exceptional, (124)

Peaceful & Cosy One Bedroom Cottage For Two People In Malton/Pickering Area
Peaceful & Cosy One Bedroom Cottage For Two People In Malton/Pickering Area
9.8 out of 10, Exceptional, (76)

Holtby Grange Cottages
Holtby Grange Cottages
9.6 out of 10, Exceptional, (7)

Willow Cottage 4 bedroom Cosy stopover, dogs welcome
Willow Cottage 4 bedroom Cosy stopover, dogs welcome
10.0 out of 10, Exceptional, (4)
The price is £207
includes taxes & fees
9 Jul - 10 Jul

Little Pythorn - UK45253
Little Pythorn - UK45253
10.0 out of 10, Exceptional, (1)
The price is £300
includes taxes & fees
6 Jul - 7 Jul

Bramwood Cottages
Bramwood Cottages
9.4 out of 10, Exceptional, (13)
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.
Save an average of 15% on thousands of hotels when you're signed in
Find out more about Helmsley
Find out more about Helmsley
Helmsley Cottages information
Number of reviews | 244 |
---|---|
Accommodation | 885 Cottages |
Lowest Price | £207 |
Highest Price | £300 |
Helmsley Hotel Reviews
Helmsley Hotel Reviews

The Royal Oak Hotel
5/5 Excellent
"We had a very friendly welcome and a lovely clean room. The steak and ale pie for dinner, in the restaurant, was excellent."
A verified traveller stayed at The Royal Oak Hotel
Posted 3 days ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular Destinations
More accommodation types in
- Holiday Homes in Helmsley
- Apartments in Helmsley
- Chalets in Helmsley
- B&B in Helmsley
- Cabin Rentals in Helmsley
- Inns in Helmsley
- Lodges in Helmsley
- Guest Houses in Helmsley
- Farmstay in Helmsley
- Caravan Parks in Helmsley
- Condo Rentals in Helmsley
- Country Houses in Helmsley
- Hostels in Helmsley
- Residences in Helmsley
- Hotels
All Accommodation Types
Be inspired: Top Cottages destinations in 2025
- Cottages in Wales
- Northumberland Cottages
- Devon Cottages
- Norfolk Cottages
- Dorset Cottages
- Whitby Cottages
- St Ives Cottages
- Cottages in France
- Padstow Cottages
- Tenby Cottages
- York Cottages
- Kent Cottages
- Lake District Cottages
- Cottages in England
- Wells-next-the-Sea Cottages
- Isle of Mull Cottages
- Jersey Cottages
- Derbyshire Cottages
- Fylingdales Cottages
- Lyme Regis Cottages
Most searched themes and destinations in 2025
- Beach Hotels In South Beach
- Beach Hotels In Blackpool Pleasure Beach
- Beach Hotels In Miami Beach
- Beach Hotels In Miami
- Beach Hotels In Myrtle Beach
- Beach Hotels In Paphos
- Beach Hotels In Ibiza Town
- Beach Hotels In Bali
- Beach Hotels In Dubai
- Beach Hotels In Clearwater Beach
- Beach Hotels In Nissi Beach
- Beach Hotels In Mallorca Island
- Beach Hotels In Long Beach
- Beach Hotels In Barbados
- Beach Hotels In Jumeirah Beach
- Beach Hotels In Daytona Beach
- Beach Hotels In Venice
- Beach Hotels In Cocoa Beach
- Beach Hotels In Phuket
- Beach Hotels In Airlie Beach
Expedia's Latest Trends
Hotels
Hotels in SkeltonHotels in Elvington5 Star Kirkbymoorside AccommodationHotels near York Christmas MarketHotels in Holme-on-Spalding-MoorHotels in EscrickHotels in DunningtonHotels in FlaxtonHotels in Strensall5 Star Pocklington AccommodationHotels near York BarbicanHotels in Pocklington5 Star Boroughbridge AccommodationHotels in HaromeHotels in York StationHotels in Hutton le Hole4 Star Hutton le Hole Accommodation4 Star Haxby AccommodationHotels in Market Weighton
Flights