Helmsley
2 4
1. Crossing Cottage
9.9Exceptional · 29 reviews
Guests love:Cleanliness 10.0Comfort 10.0
- Hot tub
- Dog friendly
11 places · prices checked 15 Nov 2026
We track 11 lodges, cabins and hot tub cottages in Helmsley, usually £225 a night. A week in winter costs around £1,566 (£1,747 the rest of the year). Sleeps up to 10, 91% with a hot tub. Average guest rating: 9.5/10.
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Prices for 2 adults checked on Booking.com · updated 15 Nov 2026 · how we work
The choice here is small, so it pays to compare each place closely rather than scroll for a bargain. Couples are well served, with several one-bedroom places sleeping two. Families and groups have fewer options, though a few larger houses sleep 9 or 10 with three to five bedrooms. The cheapest nights found are well below the usual price, and they tend to be the smaller places for two. The dearest are a compact place with sauna and log burner, which costs well over double the typical night. If you want a bigger group base, book early, as there are few of them.
Helmsley
2 4
9.9Exceptional · 29 reviews
Guests love:Cleanliness 10.0Comfort 10.0
Helmsley
2-3 4-6
8.1Very good · 41 reviews
Helmsley
1 2
10.04 reviews
Helmsley
1 2
10.03 reviews
Helmsley
5 9
9.01 reviews
Helmsley
2-3 4-10
Helmsley
2 4
Helmsley sits on the edge of the North York Moors, and the stays here lean towards couples and small groups who want a hot tub at the door. Nearly every place has one, so the question is less whether you get a tub and more what else comes with it. Most places are small, and the largest sleeps 10, which suits a group booking more than a quiet two-night stay.
Prices sit at the dearer end for a short break in this part of Yorkshire. A usual night is dearer than in nearby Malton or Pickering, where the choice is far bigger and the cheapest nights start lower. Guest ratings are high, around 9.5 out of 10. Dogs are accepted at most places, and about a quarter have a log burner, which matters more from autumn to early spring. A sauna is rarer and tends to push the price up.
A hot tub is almost standard, so it hardly separates one place from another. Log burners and saunas do. Places with a log burner usually cost more than the typical night, and those with a sauna are dearer again. A BBQ is found at nearly half of the places and sits near the usual price, so it adds little to the bill. A garden or a high chair is listed at around a third of them. Fishing is offered at only one place, and that one is among the dearest. If you travel with a dog, check the listing, since a few accept pets only on request.
| Feature | Places | Share | Usual night |
|---|---|---|---|
| Hot tub | 10 | 91% | £245 |
| BBQ | 5 | 45% | £205 |
| Garden | 4 | 36% | £263 |
| High chair | 4 | 36% | £311 |
| Log burner / fireplace | 3 | 27% | £311 |
| Sauna | 2 | 18% | £416 |
| Fishing | 1 | 9% | £587 |
Places for two are the most common, with one bedroom each. Places for three or four have two bedrooms and cost roughly double the nightly price of a place for two. Split per person, the two groups come out about the same, so a second couple sharing a two-bedroom place gains no saving over two separate bookings. The bigger houses for six to ten are dearer in total but usually cost less per head. Their nightly prices vary a lot depending on bedrooms and extras such as a log burner.
| Sleeps | Places | Bedrooms | Usual night | Per guest |
|---|---|---|---|---|
| Sleeps 2 | 5 | 1 | £205 | £102 |
| Sleeps 3-4 | 3 | 2 | £425 | £106 |
Winter is the cheaper end of the calendar. November and January are the lowest, and December is only a little dearer. From February prices climb each month, and April is the dearest of the months listed. Availability follows the same pattern: late autumn and the festive weeks have fewer free dates, while spring has many more open nights. So you can find more choice in spring but pay more for it. If price matters most, a midweek night in January or November is the safest bet.
| Month | Usual night | Nights still free |
|---|---|---|
| November 2026 | £225 | 45% |
| December 2026 | £234 | 35% |
| January 2027 | £225 | 47% |
| February 2027 | £251 | 75% |
| March 2027 | £259 | 79% |
| April 2027 | £272 | 83% |
If Helmsley is full or too dear, nearby places offer more choice. Malton and Pickering have the largest number of places, and their cheapest nights start well below Helmsley's. Amotherby and Kirby Misperton are close by with smaller choices. Hawnby and Rosedale Abbey are quieter spots on the moors, with a handful of places each and cheapest nights in a similar range to one another. Each is a short drive, so you can stay outside Helmsley and still visit the town for a day.
Usually yes. A typical night in Helmsley costs more than in Malton or Pickering. Those towns also have many more places, so the cheapest nights start lower.
About a quarter do. They are mostly the larger houses and a few smaller places. They usually cost more than the typical night.
November and January are the cheapest of the months listed, with December close behind. Prices then rise from February and are highest in April.
Places for two and for three or four cost about the same per person. Larger houses for six or more usually work out cheaper per head, if you can fill them.
Based on the prices we check every day, a night in one of these lodges or cabins in Helmsley usually costs £225, and a week in winter around £1,566 (£1,747 the rest of the year). Prices depend mostly on the dates and the size of the property.
Yes: 91% of the places on this page list a hot tub or spa bath on their property page.
73% of the places on this page accept pets, sometimes for a fee or on request. See also our dog friendly lodges.
The largest property in this selection sleeps up to 10 guests; the average is 4.3 guests.
In our data the busiest month is December 2026, with only 35% of nights still free. For Christmas, New Year and school holidays, book several weeks ahead; for a last-minute break, check the dates shown on each property.
Many lodges and cottages accept short breaks of 2 to 4 nights, but some only take weekly bookings in peak periods. The calendar on each property page shows the minimum stay night by night.
Go back to Lodges in Yorkshire to widen your search. You might also like Lodges, Log Cabins & Hot Tub Breaks in Hawnby, Lodges in Kirby Misperton, Lodges, Log Cabins & Hot Tub Breaks in Malton and Lodges in Amotherby.