Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Helmsley
Check in / Check out
Any week
Guests
Add guests
Become a host
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
Guest favourite
Guest favourite
Cottage in Helmsley
Clothes Prop Cottage, a Helmsley hideaway
2 bedrooms
,
·
2 beds
,
·
1 private bathroom
26 Sept – 1 Oct
26 Sept – 1 Oct
$1,235 SGD
$1,096 SGD
Show price breakdown
for 5 nights
,
·
4.93 out of 5 average rating, 307 reviews
4.93 (307)
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
1–6 Sept
1–6 Sept
$910 SGD
Show price breakdown
for 5 nights
$910 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 224 reviews
4.98 (224)
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
17–22 Jul
17–22 Jul
$1,747 SGD
Show price breakdown
for 5 nights
$1,747 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 113 reviews
4.98 (113)
Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
4 bedrooms
4 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,300 SGD
Show price breakdown
for 5 nights
$1,300 SGD for 5 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
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,206 SGD
Show price breakdown
for 5 nights
$1,206 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 78 reviews
5.0 (78)
Guest favourite
Guest favourite
Home in Yearsley
Barn conversion in a beautiful country setting
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,127 SGD
Show price breakdown
for 5 nights
$1,127 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Home in Brawby
Charming Yorkshire Cottage near York & The Coast
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
22–27 Sept
22–27 Sept
$1,135 SGD
Show price breakdown
for 5 nights
$1,135 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Home in Husthwaite
Spring Cottage, Husthwaite
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Oct
5–10 Oct
$1,127 SGD
Show price breakdown
for 5 nights
$1,127 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 31 reviews
5.0 (31)
Guest favourite
Guest favourite
Home in Helmsley
Tykes Cottage Helmsley
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Aug
1–6 Aug
$1,439 SGD
Show price breakdown
for 5 nights
$1,439 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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
2–7 Aug
2–7 Aug
$1,066 SGD
Show price breakdown
for 5 nights
$1,066 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 163 reviews
4.98 (163)
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
12–17 Aug
12–17 Aug
$1,355 SGD
Show price breakdown
for 5 nights
$1,355 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 69 reviews
5.0 (69)
Top guest favourite
Guest favourite
Barn in Farlington
Holly Brook Barn
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,333 SGD
Show price breakdown
for 5 nights
$1,333 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 59 reviews
5.0 (59)
Top guest favourite
Guest favourite
Home in Keldholme
Highfield Annex with off St Parking in Keldholme
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$901 SGD
$773 SGD
Show price breakdown
for 5 nights
Extended stay discount
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 109 reviews
5.0 (109)
Top guest favourite
Guest favourite
Cottage in Little Habton
The Workshop - under 15 minutes to Castle Howard
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
28 Sept – 5 Oct
28 Sept – 5 Oct
$2,199 SGD
$1,452 SGD
Show price breakdown
for 7 nights
Weekly discount
Free cancellation
5.0 out of 5 average rating, 65 reviews
5.0 (65)
Top guest favourite
Guest favourite
Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
18–23 Aug
18–23 Aug
$1,023 SGD
Show price breakdown
for 5 nights
$1,023 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 201 reviews
4.97 (201)
Top guest favourite
Guest favourite
Cottage in Ampleforth
Moorside Cottage -Luxury Cottage in quaint Village
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
14–19 Jul
14–19 Jul
$1,934 SGD
Show price breakdown
for 5 nights
$1,934 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Top guest favourite
Guest favourite
Home in Thorgill
The Dovecote in Rosedale, NY
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
20–25 Jul
20–25 Jul
$2,238 SGD
$2,029 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 62 reviews
5.0 (62)
Top guest favourite
Guest favourite
Home in Wombleton
Welcome to Madame Cholet’s House in Wombleton
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
14–19 Sept
14–19 Sept
$1,239 SGD
Show price breakdown
for 5 nights
$1,239 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favourite
Guest favourite
Cottage in Oswaldkirk, near Helmsley
Angel Cottage
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
25 Sept – 2 Oct
25 Sept – 2 Oct
$901 SGD
Show price breakdown
for 7 nights
$901 SGD for 7 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
1
2
3
4
…
15