Helmsley Vacation Rentals & Homes - 321 Rentals Available
321 Vacation rentals
CASTLE VIEW, pet friendly, character holiday cottage, with a garden in
Helmsley House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$210.00
from $210.00 / night
BLACK CAT COTTAGE, woodburner, on working farm, superb accommodation, Helmsley
Hawnby House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Pet friendly
$131.00
from $131.00 / night
8 POTTERGATE MEWS, terraced, enclosed garden, in Helmsley, Ref 956799
Helmsley House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$189.00
from $189.00 / night
PEG'S COTTAGE, detached, ground floor, WiFi, gas fire, garden with furniture
Nawton House
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Pet friendly
$119.00
from $119.00 / night
OAKLEIGH HOUSE, attractive cottage, near walks, attractions and amenities, two
Nawton House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$129.00
from $129.00 / night
WETHERCOTE COTTAGE, family friendly, character holiday cottage, with a garden
Helmsley House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$91.00
from $91.00 / night
SHEPHERD'S HUT, working farm, valley views, near Helmsley
Hawnby Cottage
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Pet friendly
$85.00
from $85.00 / night
CORONATION COTTAGE, woodburner, wet room, all ground floor, fantastic location
Helmsley House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$109.00
from $109.00 / night
ORCHARD COTTAGE, character, woodburning stove, in Helmsley, Ref 913657
Helmsley House
- 2 bedrooms 2
- 1 bathroom
- sleeps 3 3
- 3 nights min
- Child friendly
$117.00
from $117.00 / night
AUBURN HOUSE, detached, woodburning stove, near Helmsley, ref:943848
Helmsley House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Private garden
$186.00
from $186.00 / night
LITTLE MANOR FARM COTTAGE, romantic, WiFi, character holiday cottage in Nawton
Nawton House
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
$83.00
from $83.00 / night
OSBOURNE COTTAGE, open fire, character, in Helmsley, Ref 914229
Helmsley House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
$194.00
from $194.00 / night
IVY COTTAGE, end-terrace, WiFi, lawned garden, close to town centre, in
Helmsley House
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
$129.00
from $129.00 / night
ARCHWAY HOUSE, pet-friendly, peaceful location, four poster bed, two bathrooms
Nawton House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$147.00
from $147.00 / night
THE COTTAGE, WiFi, open-plan, near Thirsk
Scawton Cottage
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Pet friendly
$106.00
from $106.00 / night
THE BRYE, pet-friendly, WiFi, near Thirsk
Scawton Cottage
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Pet friendly
$106.00
from $106.00 / night
BELLWETHER, WiFi, open-plan, near Helmsley
Nawton Yurt
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
$98.00
from $98.00 / night
Your search has been expanded 19.6 miles to include more rentals
PLUM TREE COTTAGE, semi-detached, pet-friendly, enclosed garden, near
Castleton House - 16 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$119.00
from $119.00 / night
Sycamore Cottage, Hutton Rudby
Hutton Rudby House - 16.6 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$140.00
from $140.00 / night
BEECHWOOD COTTAGE, en-suites, woodburner, WiFi, underfloor heating, near Great
Great Ayton House - 15.7 miles away
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Private garden
$142.00
from $142.00 / night
STATION VIEW, views of North York Moors Railway, centre of Pickering, near
Pickering House - 11.3 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
$92.00
from $92.00 / night
BLUE BELL COTTAGE, wood burner, exposed beams, in Kirkbymoorside, Ref. 961982
Appleton le Moors House - 8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$117.00
from $117.00 / night
LITTLE GEM LODGE MALTON, luxury lodge with hot tub, near Malton
Malton Cottage - 10 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$177.00
from $177.00 / night
5 ESK VALLEY, end-terrace, open fire, WiFi, garden, nr Grosmont, Ref 939691
Grosmont House - 18.2 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$138.00
from $138.00 / night
BOUSDALE COTTAGE, pet-friendly, open fire, enclosed garden, near Guisborough
Guisborough House - 19.2 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$127.00
from $127.00 / night
THE OLD PIPE HOUSE, semi-detached Georgian house, woodburning stove, enclosed
Malton House - 13 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$166.00
from $166.00 / night
CHAPEL COTTAGE, period stone cottage, open fire, enclosed courtyard, in York
Stillington House - 10.1 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 3 3
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$121.00
from $121.00 / night
Wood Cottage, Stokesley
Chop Gate Cottage - 10.8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$143.00
from $143.00 / night
Swang Cottage, Glaisdale
Glaisdale Cottage - 16.8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$133.00
from $133.00 / night
Thwaitefield, Goathland
Goathland Cottage - 17.5 miles away
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- 3 nights min
- Pet friendly
- Private garden
$745.00
from $745.00 / night
KUSTARD KOTTAGE, over three floors, cosy retreat, pet friendly, in Easingwold
Easingwold House - 10.3 miles away
- 4 bedrooms 4
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Pet friendly
$138.00
from $138.00 / night
RICHMOND COTTAGE, pet friendly, country holiday cottage, with a garden in
Burythorpe Cottage - 15.9 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 3 3
- 3 nights min
- Child friendly
- Pet friendly
$103.00
from $103.00 / night
BARN OWL COTTAGE private hot tub, family-friendly, en-suite bathrooms in
Skirpenbeck House - 18.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$174.00
from $174.00 / night
DAFFODIL COTTAGE, pet friendly, character holiday cottage, with a woodburner
Lealholm House - 16.8 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Pet friendly
$117.00
from $117.00 / night
Woodside Barn Cottage, Thirsk
Sutton-under-Whitestonecliffe Cottage - 7.3 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$142.00
from $142.00 / night
THOMPSON RIGG BARN, Woodburner, WiFi, Hot tub, Langdale End
Lockton Cottage - 18.6 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Private garden
$175.00
from $175.00 / night
WITCHES COTTAGE all ground floor, luxury property Helmsley Ref 931158
Chop Gate House - 7.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Pet friendly
- Private garden
$130.00
from $130.00 / night
FLAT 50, COUNTY HOUSE, fantastic central location, designated parking, close to
York House - 19.6 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$125.00
from $125.00 / night
GREAT HABTON COTTAGE, pet-friendly, WiFi, great touring location, period
Great Habton House - 10.1 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
$114.00
from $114.00 / night
BEECH VIEW hot tub in private courtyard, set in hotel's grounds in Malton Ref
Malton House - 13.2 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Private garden
$99.00
from $99.00 / night
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