Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
Experiences
Experiences
Services
Services
Start your search
Location
Homes in Helmsley
Check in / Check out
Any week
Guests
Add guests
Become a host
Languages & currency
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Helmsley
Over 1,000 homes in Helmsley
Superhost
Superhost
Cottage in Helmsley
Cliff Stud Retreat, Helmsley, Frankel Cottage
3 bedrooms
,
·
3 beds
,
·
1 private bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
$1,244 SGD
Show price breakdown
for 5 nights
$1,244 SGD for 5 nights
,
·
4.89 out of 5 average rating, 155 reviews
4.89 (155)
Top guest favourite
Guest favourite
Flat in Helmsley
The Flat @ 2 Castlegate
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
23–28 Oct
23–28 Oct
$1,023 SGD
$910 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 226 reviews
4.98 (226)
Top guest favourite
Guest favourite
Home in Helmsley
Central Fully Ensuite house sleeps 6 dog friendly
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
8–13 Oct
8–13 Oct
$1,948 SGD
$1,746 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 117 reviews
4.98 (117)
Top guest favourite
Guest favourite
Home in Helmsley
Tykes Cottage Helmsley
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
19–24 Oct
19–24 Oct
$1,270 SGD
$1,126 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favourite
Guest favourite
Cottage in Helmsley
3 Bed in Helmsley (oc-82891)
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
30 Oct – 4 Nov
30 Oct – 4 Nov
$1,248 SGD
Show price breakdown
for 5 nights
$1,248 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
4 bedrooms
4 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
3–8 Oct
3–8 Oct
$1,299 SGD
Show price breakdown
for 5 nights
$1,299 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Helmsley
Abbey Cottage, Rievaulx, Near Helmsley, Yorkshire
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
28 Sept – 4 Oct
28 Sept – 4 Oct
$2,474 SGD
Show price breakdown
for 6 nights
$2,474 SGD for 6 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Harome
Cosy Primrose Cottage, Harome near Helmsley
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
19–24 Oct
19–24 Oct
$1,455 SGD
Show price breakdown
for 5 nights
$1,455 SGD for 5 nights
4.98 out of 5 average rating, 90 reviews
4.98 (90)
Top guest favourite
Guest favourite
Cabin in Helmsley
Waters Edge Cabin @ Helmsley Meadows
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
1–6 Sept
1–6 Sept
$1,959 SGD
Show price breakdown
for 5 nights
$1,959 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Place to stay in Slingsby
The Garden Room
1 bedroom
1 bedroom
,
·
1 sofa bed
1 sofa bed
,
·
1 bathroom
1 bathroom
5–10 Sept
5–10 Sept
$1,169 SGD
$1,040 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 144 reviews
4.97 (144)
Top guest favourite
Guest favourite
Barn in Farlington
Holly Brook Barn
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
1–6 Sept
1–6 Sept
$1,157 SGD
Show price breakdown
for 5 nights
$1,157 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 65 reviews
5.0 (65)
Top guest favourite
Guest favourite
Home in Brawby
Charming Yorkshire Cottage near The Coast & York
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
29 Sept – 4 Oct
29 Sept – 4 Oct
$1,097 SGD
Show price breakdown
for 5 nights
$1,097 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favourite
Guest favourite
Bungalow in North Yorkshire
Cosy modern home in Ampleforth village
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
25–30 Sept
25–30 Sept
$1,040 SGD
Show price breakdown
for 5 nights
$1,040 SGD for 5 nights
4.98 out of 5 average rating, 204 reviews
4.98 (204)
Top guest favourite
Guest favourite
Guest house in Faceby
Cottage with a View
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
1–6 Sept
1–6 Sept
$1,072 SGD
$944 SGD
Show price breakdown
for 5 nights
4.95 out of 5 average rating, 163 reviews
4.95 (163)
Top guest favourite
Guest favourite
Cottage in Castleton
Cheerful & Quaint 18th Century cottage
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,105 SGD
$979 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 289 reviews
4.96 (289)
Top guest favourite
Guest favourite
Tiny home in North Yorkshire
Private, boutique style lodge. Dogs welcome!
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
11–16 Oct
11–16 Oct
$812 SGD
$723 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 61 reviews
4.98 (61)
Top guest favourite
Guest favourite
Cottage in Stearsby
Two bed barn in the North Yorkshire hills no fees
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
13–18 Sept
13–18 Sept
$2,818 SGD
Show price breakdown
for 5 nights
$2,818 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 82 reviews
5.0 (82)
Top guest favourite
Guest favourite
Cottage in Wass
Old Bald Peg, North York Moors, character cottage
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
6–11 Oct
6–11 Oct
$1,355 SGD
Show price breakdown
for 5 nights
$1,355 SGD for 5 nights
5.0 out of 5 average rating, 73 reviews
5.0 (73)
Top guest favourite
Guest favourite
Barn in Yearsley
Herriot Country peaceful retreat
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
16–21 Sept
16–21 Sept
$1,200 SGD
$1,066 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 171 reviews
4.98 (171)
1
2
3
4
…
15