Helmsley Vacation Rentals & Homes - 360 Rentals Available
360 Vacation rentals
CASTLE VIEW, pet friendly, character holiday cottage, with a garden in
Helmsley House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$262.00
from $262.00 / 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
$223.00
from $223.00 / 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
$126.00
from $126.00 / night
WETHERCOTE COTTAGE, family friendly, character holiday cottage, with a garden
Scawton House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$105.00
from $105.00 / 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
$118.00
from $118.00 / night
AUBURN HOUSE, detached, woodburning stove, near Helmsley, ref:943848
Nawton House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Private garden
$240.00
from $240.00 / 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
$138.00
from $138.00 / night
THE COTTAGE, WiFi, open-plan, near Thirsk
Scawton Cottage
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Pet friendly
$113.00
from $113.00 / night
THE BRYE, pet-friendly, WiFi, near Thirsk
Scawton Cottage
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Pet friendly
$113.00
from $113.00 / night
BELLWETHER, WiFi, open-plan, near Helmsley
Nawton Yurt
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Private garden
$104.00
from $104.00 / night
$139.00
from $139.00 / night
3 Valley View Lodges, Helmsley
Nawton Log cabin
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$154.00
from $154.00 / night
29 Bondgate, Helmsley
Helmsley Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$177.00
from $177.00 / night
Thyme Cottage, Helmsley
Helmsley Cottage
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Private garden
$178.00
from $178.00 / night
Lane End, Nawton
Nawton House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$109.00
from $109.00 / night
Rednal Cottage, Helmsley
Helmsley Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Pet friendly
- Private garden
$120.00
from $120.00 / night
Your search has been expanded 19 miles to include more rentals
COW BYRE COTTAGE, character holiday cottage, with a garden in Wrelton, Ref 1577
Sinnington House - 9.7 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Private garden
$95.00
from $95.00 / night
DAIRY HOUSE, pet-friendly, character holiday cottage, with a garden in
Newton-on-Rawcliffe House - 13 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$159.00
from $159.00 / night
THE ARCHES, pet friendly, character holiday cottage, with a garden in Farndale
Church Houses House - 9.4 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$139.00
from $139.00 / night
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
$130.00
from $130.00 / night
BOUNDCLIFFE FARM, pet friendly, character holiday cottage, with a garden in
Allerston House - 16.4 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- 3 nights min
- Child friendly
- Pet friendly
$170.00
from $170.00 / night
WHEELHOUSE COTTAGE, family friendly, luxury holiday cottage, with a garden in
Sowerby House - 10.8 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
$154.00
from $154.00 / night
HARTSWOOD EAST, pet-friendly, first floor apartment with a Jacuzzi and swimming
East Heslerton House - 18 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Swimming pool
- Child friendly
- Pet friendly
$165.00
from $165.00 / 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
$157.00
from $157.00 / night
HARTSWOOD FARM, wing of a former farmstead, en-suites, woodburner, shared
West Heslerton House - 18 miles away
- 3 bedrooms 3
- 4 bathrooms
- sleeps 8 8
- 3 nights min
- Swimming pool
- Child friendly
- Pet friendly
$293.00
from $293.00 / night
PRIMROSE HILL FARMHOUSE, mid-terrace, Rayburn, woodburner, parking, garden, in
Hutton le Hole House - 6.9 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$153.00
from $153.00 / night
6 MANOR PARK, dog-friendly, lake views, Strensall
Strensall Cottage - 13.7 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Pet friendly
- Private garden
$153.00
from $153.00 / night
ROSE COTTAGE, woodburner, enclosed garden, pet-friendly, Ref. 972737
Ebberston House - 16.5 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$154.00
from $154.00 / night
RUNSWICK, WiFi, Pet-friendly, Off-road parking, Sinnington
Sinnington Cottage - 8.2 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Pet friendly
$204.00
from $204.00 / 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
$187.00
from $187.00 / night
BRAMBLE COTTAGE, WiFi, woodburner, in Pickering
Pickering Cottage - 11.5 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Private garden
$160.00
from $160.00 / night
Manor Cottage, Pickering
Levisham Cottage - 14.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Pet friendly
- Private garden
$164.00
from $164.00 / night
Ryedale Country Lodges - Willow Lodge, Kirkbymoorside
Kirkbymoorside Log cabin - 5.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
$159.00
from $159.00 / night
Ryedale Country Lodges - Hazel Lodge, Kirkbymoorside
Kirkbymoorside Cottage - 5.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Pet friendly
$159.00
from $159.00 / night
The Barn at Orchard Farm, York
Nun Monkton Cottage - 18 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
$179.00
from $179.00 / night
CHAPEL-ON-THE-HILL, 4 bedrooms, Grosmont Nr Whitby
Grosmont Cottage - 18.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$198.00
from $198.00 / night
LIMBER VIEW, 4 bedrooms, Grosmont Nr Whitby
Grosmont Cottage - 18.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$198.00
from $198.00 / night
BRACKEN HOWE LODGE, 6 bedrooms, Whitby
Egton Cottage - 19 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
$314.00
from $314.00 / night
WHEATSHEAF COTTAGE, 8 bedrooms, Whitby
Egton Cottage - 18.5 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$301.00
from $301.00 / night
PREACHER'S REST, 5 bedrooms, Grosmont Nr Whitby
Grosmont Cottage - 18.9 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
$204.00
from $204.00 / night
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