Helmsley Vacation Rentals & Homes - 271 Rentals Available
271 Vacation rentals
WITCHES COTTAGE all ground floor, luxury property Helmsley Ref 931158
Hawnby House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$135.00
from $135.00 / night
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
$215.00
from $215.00 / night
PEG'S COTTAGE, detached, ground floor, WiFi, gas fire, garden with furniture
Helmsley House
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
$87.00
from $87.00 / 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
$126.00
from $126.00 / night
BLACK CAT COTTAGE, woodburner, on working farm, superb accommodation, Helmsley
Hawnby House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$135.00
from $135.00 / 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
$184.00
from $184.00 / 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
$93.00
from $93.00 / 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
- Child friendly
$86.00
from $86.00 / 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
$88.00
from $88.00 / 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
$113.00
from $113.00 / 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
$119.00
from $119.00 / 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
$192.00
from $192.00 / night
MEWS COTTAGE, stone-built with WiFi, Helmsley
Helmsley Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$143.00
from $143.00 / night
OWL COTTAGE all ground floor, on working farm in Helmsley Ref 931157
Hawnby House
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$109.00
from $109.00 / 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
$198.00
from $198.00 / night
44 ELMSLAC ROAD, pet-friendly, spacious interior, conservatory, Ref 971251
Helmsley House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$176.00
from $176.00 / 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
$132.00
from $132.00 / 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
- Private garden
$143.00
from $143.00 / night
Your search has been expanded 19.8 miles to include more rentals
WHEELHOUSE COTTAGE, family friendly, luxury holiday cottage, with a garden in
Thirsk House - 10.8 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
$148.00
from $148.00 / night
BEACON, red brick barn conversion, single-storey, walks from door, near
Liverton House - 18.9 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$115.00
from $115.00 / night
PARK HOUSE, romantic, character holiday cottage, with open fire in
Kirkbymoorside House - 5.4 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
$221.00
from $221.00 / night
PARTRIDGE COTTAGE, luxury with hot tub, romantic retreat, four poster bed, in
Stamford Bridge House - 18.7 miles away
- 1 bedroom 1
- 2 bathrooms
- sleeps 2 2
- 3 nights min
- Child friendly
$152.00
from $152.00 / night
ST. MARY'S MISSION ROOM, pet friendly, character holiday cottage, with a garden
Ebberston House - 17.7 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
$155.00
from $155.00 / night
HOWE GREEN COTTAGE, character holiday cottage, with a garden in Kirkbymoorside
Kirkbymoorside House - 5.5 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$136.00
from $136.00 / night
ELLABY bungalow, close to York, bike storage, WiFi in Haxby Ref 932580
Haxby House - 16 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 3 3
- 3 nights min
- Child friendly
- Private garden
$110.00
from $110.00 / night
COOPERS COTTAGE, barn conversion with stunning views, close village, ideal for
Egton House - 19.8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$117.00
from $117.00 / night
LANES BARN, family friendly, character holiday cottage, with a garden in
Glaisdale House - 16.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$118.00
from $118.00 / night
STABLE COTTAGE, single-storey, eco-friendly, romantic retreat, near Thirsk, Ref
Thirsk House - 7.8 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
$105.00
from $105.00 / night
THE CAKE HOUSE, enclosed garden, lovely walks and views, WiFi, nr Malton, Ref
Malton House - 12.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
- Private garden
$166.00
from $166.00 / night
CROFT HEAD COTTAGE, romantic, character holiday cottage, with open fire in
Pickering House - 9.7 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$93.00
from $93.00 / night
HARTSWOOD WEST, self-contained, pet-friendly with a swimming pool in Malton Ref
East Heslerton House - 18 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Swimming pool
- Child friendly
- Pet friendly
$52.00
from $52.00 / night
ASH TREE LODGE, detached log cabin, fabulous views, all ground floor, hot tub
Stamford Bridge House - 18.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$183.00
from $183.00 / night
AINTHORPE FARM COTTAGE, pet friendly, characterholiday cottage, with a garden
Whitby House - 16.2 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
$112.00
from $112.00 / night
BELLAFAX COTTAGE on a working farm, family-friendly, open fire in Pickering Ref
Pickering House - 11.8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$108.00
from $108.00 / night
THE WHEELHOUSE, pet friendly, character holiday cottage, with a garden in
Danby House - 19.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Private garden
$132.00
from $132.00 / night
WYCHWOOD, pet friendly, character holiday cottage, with a garden in Grosmont
Grosmont House - 18.9 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
$126.00
from $126.00 / 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
$183.00
from $183.00 / night
ROSE COTTAGE, Dog Friendly, Kirkbymoorside
Kirkbymoorside Cottage - 5.9 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Pet friendly
$105.00
from $105.00 / night
KEEP COTTAGE, enclosed garden, pet friendly, woodburning stove, Ref 904784
Pickering House - 11.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
- Private garden
$136.00
from $136.00 / night
THE HAYLOFT, mezzanine, contemporary interior, open-plan, near Easingwold
Birdforth Cottage - 8.4 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 3 3
- 3 nights min
$121.00
from $121.00 / night
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