Helmsley Vacation Rentals & Homes - 285 Rentals Available
285 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
- Pet friendly
- Private garden
$64.00
from $64.00 / night
OAKLEIGH HOUSE, attractive cottage, near walks, attractions and amenities, two b
Nawton House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$51.00
from $51.00 / night
PEG'S COTTAGE, detached, ground floor, WiFi, gas fire, garden with furniture, ne
Helmsley House
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Pet friendly
$50.00
from $50.00 / night
CASTLE VIEW, pet friendly, character holiday cottage, with a garden in Helmsley,
Helmsley House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 3 nights min
- Child friendly
- Pet friendly
$108.00
from $108.00 / 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
$60.00
from $60.00 / 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
$81.00
from $81.00 / night
WETHERCOTE COTTAGE, family friendly, character holiday cottage, with a garden in
Helmsley House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$47.00
from $47.00 / 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
$54.00
from $54.00 / 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
$43.00
from $43.00 / 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
$41.00
from $41.00 / 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
$92.00
from $92.00 / 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
$51.00
from $51.00 / 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
$60.00
from $60.00 / 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
- Pet friendly
- Private garden
$50.00
from $50.00 / 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
$92.00
from $92.00 / 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
$85.00
from $85.00 / night
IVY COTTAGE, end-terrace, WiFi, lawned garden, close to town centre, in Helmsley
Helmsley House
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
$66.00
from $66.00 / 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
$57.00
from $57.00 / night
Your search has been expanded 17.5 miles to include more rentals
THE HAYLOFT, luxury holiday cottage, with a garden in Lastingham, Ref 1571
Lastingham House - 8.3 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
$52.00
from $52.00 / night
PARK HOUSE, romantic, character holiday cottage, with open fire in Kirkbymoorsid
Kirkbymoorside House - 5.4 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 2 2
- 3 nights min
$92.00
from $92.00 / night
WHEELHOUSE COTTAGE, family friendly, luxury holiday cottage, with a garden in So
Thirsk House - 10.8 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
$68.00
from $68.00 / night
HENHOUSE COTTAGE, open-plan, Gillamoor
Gillamoor Cottage - 5.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$62.00
from $62.00 / night
THE SHETLAND, open-plan living, exposed beams, WiFi, Ref 980092
Huntington House - 17.1 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Pet friendly
$66.00
from $66.00 / night
RUDBY HALL, Grade II* listed Georgian mansion, in Hutton Rudby
Hutton Rudby Cottage - 16.5 miles away
- 13 bedrooms 13
- 13 bathrooms
- sleeps 34 34
- 3 nights min
- Child friendly
- Pet friendly
$595.00
from $595.00 / night
THE ARCHES, pet friendly, character holiday cottage, with a garden in Farndale ,
Church Houses House - 9.7 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$60.00
from $60.00 / night
HIGH VIEW COTTAGE, character holiday cottage, with a garden in Glaisdale, Ref 22
Glaisdale House - 16.7 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$68.00
from $68.00 / night
IVY COTTAGE, woodburner, patio area, honeypot location, in Osmotherley
Osmotherley Cottage - 12.9 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
$51.00
from $51.00 / night
3 CHURCH VIEW COTTAGES, open-plan, near York, WiFi, Ref 979455
Stockton on the Forest House - 17.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
$52.00
from $52.00 / night
MOORS EDGE COTTAGE, pet friendly, country holiday cottage, with open fire in Ros
Rosedale Abbey House - 10 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$59.00
from $59.00 / night
AINTHORPE FARM COTTAGE, pet friendly, characterholiday cottage, with a garden in
Whitby House - 16.2 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$64.00
from $64.00 / night
DAIRY HOUSE, pet-friendly, character holiday cottage, with a garden in Newton-Up
Pickering House - 13 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$75.00
from $75.00 / night
GATESIDE, family friendly, character holiday cottage, with a garden in Newton Up
Pickering House - 13 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
$55.00
from $55.00 / night
LOCKTON COTTAGE, stone cottage with open fire, in Pickering, Ref 983666
Pickering Cottage - 11 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$53.00
from $53.00 / night
THE OLD HAYLOFT, open-plan living, exposed beams, en-suite, Ref 974773
Kirkbymoorside Cottage - 5.9 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Pet friendly
$52.00
from $52.00 / 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
$80.00
from $80.00 / night
ORCHARD COTTAGE, woodburning stove, pet friendly, near Kirbymoorside, ref 983978
Rosedale Abbey Cottage - 10.2 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$61.00
from $61.00 / night
HOLLYSIDE COTTAGE, character holiday cottage, with a garden in Hutton-Le-Hole, R
Hutton le Hole House - 6.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$50.00
from $50.00 / 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
$42.00
from $42.00 / night
MEADOW COTTAGE, on working farm, open-plan, exposed beams, Ref 974387
Kirkbymoorside Cottage - 5.9 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Pet friendly
$47.00
from $47.00 / night
HAWTHORNE COTTAGE, WiFi, enclosed garden, Castleton
Castleton Cottage - 15.7 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
$67.00
from $67.00 / night
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