Holiday rentals near Winkies Castle
We found 2,012 holiday rentals — enter your dates for availability
Choose the right holiday rental within easy reach of Winkies Castle. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as a fireplace and garden. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Showing deals for:19 Sept - 26 Sept
Image gallery for Host & Stay | Simon Howe Lodge
1010 out of 10 rating
Exceptional
(5 reviews)
Host & Stay | Simon Howe Lodge
Whitby, England
14% off
Price is AU$2,417
AU$2,417
AU$345 per night
includes taxes & fees
Image gallery for Cottage in idyllic setting, a short drive from Staithes
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Cottage in idyllic setting, a short drive from Staithes
Saltburn-by-the-Sea, England
14% off
Price is AU$2,088
AU$2,088
AU$298 per night
includes taxes & fees
Image gallery for 6 Bed Farmhouse, Goathland, Whitby. Hot tub.
1010 out of 10 rating
Exceptional
(77 reviews)
6 Bed Farmhouse, Goathland, Whitby. Hot tub.
Goathland, ENG
31% off
Price is AU$6,385
AU$6,385
AU$912 per night
includes taxes & fees
Image gallery for Luxury barn with privateheated indoor pool & hot tub close to Durham City
1010 out of 10 rating
Exceptional
(80 reviews)
Luxury barn with privateheated indoor pool & hot tub close to Durham City
Fishburn, Co Durham
19% off
Price is AU$12,061
AU$12,061
AU$1,723 per night
includes taxes & fees
Image gallery for Host & Stay | Dunsley Chapel
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Host & Stay | Dunsley Chapel
Whitby, England
14% off
Price is AU$4,154
AU$4,154
AU$593 per night
includes taxes & fees
Image gallery for Host & Stay | Littlebeck House
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Host & Stay | Littlebeck House
Whitby, England
14% off
Price is AU$3,153
AU$3,153
AU$450 per night
includes taxes & fees
Image gallery for Open Plan modern Cottage by Whitby Rugby Field with large drive & EV fast charge
1010 out of 10 rating
Exceptional
(9 reviews)
Open Plan modern Cottage by Whitby Rugby Field with large drive & EV fast charge
Whitby, England
18% off
Price is AU$2,595
AU$2,595
AU$371 per night
includes taxes & fees
Image gallery for Host & Stay | The Alby
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Host & Stay | The Alby
Whitby, England
14% off
Price is AU$2,690
AU$2,690
AU$384 per night
includes taxes & fees
Image gallery for St. Mark's Court Holiday Homes - No1
9.89.8 out of 10 rating
Exceptional
(11 reviews)
St. Mark's Court Holiday Homes - No1
Redcar, England
9% off
Price is AU$1,777
AU$1,777
AU$254 per night
includes taxes & fees
Image gallery for Host & Stay | The Courtyard Retreat
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Host & Stay | The Courtyard Retreat
Whitby, England
14% off
Price is AU$2,089
AU$2,089
AU$298 per night
includes taxes & fees
Image gallery for A 200 year old, delightful, fisherman's cottage, ideally located in Whitby.
9.89.8 out of 10 rating
Exceptional
(22 reviews)
A 200 year old, delightful, fisherman's cottage, ideally located in Whitby.
Whitby, England
8% off
Price is AU$2,088
AU$2,088
AU$298 per night
includes taxes & fees
Image gallery for Host & Stay | Princes Road
9.49.4 out of 10 rating
Exceptional
(12 reviews)
Host & Stay | Princes Road
Saltburn-by-the-Sea, England
14% off
Price is AU$2,221
AU$2,221
AU$317 per night
includes taxes & fees
Image gallery for Peaceful 2 bedroom cottage in rural location 3 miles from Whitby
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Peaceful 2 bedroom cottage in rural location 3 miles from Whitby
Whitby, England
22% off
Price is AU$1,341
AU$1,341
AU$192 per night
includes taxes & fees
Image gallery for Host & Stay | Simba House
1010 out of 10 rating
Exceptional
(5 reviews)
Host & Stay | Simba House
Saltburn-by-the-Sea, England
14% off
Price is AU$2,489
AU$2,489
AU$356 per night
includes taxes & fees
Image gallery for Luxury Edwardian house in Whitby with parking
9.69.6 out of 10 rating
Exceptional
(28 reviews)
Luxury Edwardian house in Whitby with parking
Whitby, England
11% off
Price is AU$8,588
AU$8,588
AU$1,227 per night
includes taxes & fees
Image gallery for Host & Stay | Gun Gutter House
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Host & Stay | Gun Gutter House
Saltburn-by-the-Sea, England
14% off
Price is AU$1,656
AU$1,656
AU$237 per night
includes taxes & fees
Image gallery for 17th Century Self Catering Holiday Cottage by the Harbour
9.49.4 out of 10 rating
Exceptional
(17 reviews)
17th Century Self Catering Holiday Cottage by the Harbour
Whitby, England
37% off
Price is AU$1,777
AU$1,777
AU$254 per night
includes taxes & fees
Image gallery for Host & Stay | Sand & Surf
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Host & Stay | Sand & Surf
Whitby, England
14% off
Price is AU$2,646
AU$2,646
AU$378 per night
includes taxes & fees
Image gallery for There Is An Indoor Swimming Pool For The Use Of Visitors To The Site Only
9.89.8 out of 10 rating
Exceptional
(163 reviews)
There Is An Indoor Swimming Pool For The Use Of Visitors To The Site Only
Whitby, NORTH YORKSHIRE
9% off
Price is AU$1,310
AU$1,310
AU$187 per night
includes taxes & fees
Image gallery for Two double bedroom flat with fantastic roof terrace overlooking Swing Brid
9.49.4 out of 10 rating
Exceptional
(147 reviews)
Two double bedroom flat with fantastic roof terrace overlooking Swing Brid
Whitby, ENG
13% off
Price is AU$1,969
AU$1,969
AU$281 per night
includes taxes & fees
Image gallery for Luxury spacious seaside first floor apartment with balcony and superb views
1010 out of 10 rating
Exceptional
(37 reviews)
Luxury spacious seaside first floor apartment with balcony and superb views
Saltburn-by-the-Sea, England
9% off
Price is AU$2,549
AU$2,549
AU$364 per night
includes taxes & fees
Image gallery for Host & Stay | Huntcliff View Apartment
8.88.8 out of 10 rating
Excellent
(6 reviews)
Host & Stay | Huntcliff View Apartment
Saltburn-by-the-Sea, England
14% off
Price is AU$1,637
AU$1,637
AU$234 per night
includes taxes & fees
Image gallery for Host & Stay | Diamond One
9.09.0 out of 10 rating
Wonderful
(4 reviews)
Host & Stay | Diamond One
Saltburn-by-the-Sea, England
14% off
Price is AU$1,319
AU$1,319
AU$188 per night
includes taxes & fees
Image gallery for Host & Stay | Montrose View
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Host & Stay | Montrose View
Saltburn-by-the-Sea, England
14% off
Price is AU$1,691
AU$1,691
AU$242 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Winkies Castle
Beautiful Cosy Cottage On The Cliff Top With Stunning Sea Views
Sleeps 2 · 1 bedroom
9.89.8 out of 10
Exceptionalexceptional
268 reviews(268 reviews)
Spectacular Waterfront Location with Balcony
Sleeps 3 · 2 bedrooms
9.69.6 out of 10
Exceptionalexceptional
78 reviews(78 reviews)
Rainbow Cottage - A home from home in the heart of Whitby
Sleeps 5 · 3 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
120 reviews(120 reviews)
There Is An Indoor Swimming Pool For The Use Of Visitors To The Site Only
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
163 reviews(163 reviews)
Two double bedroom flat with fantastic roof terrace overlooking Swing Brid
Sleeps 4 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
147 reviews(147 reviews)
Cottage in the centre of Whitby - beautiful coastal and Abbey views
Sleeps 6 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
117 reviews(117 reviews)
Top rated rentals - Winkies Castle
5 star views in fabulous cottage
1010 out of 10
Exceptionalexceptional
139 reviews(139 reviews)
Excellent
1010 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
A beautiful cottage in a glorious location!
1010 out of 10
Exceptionalexceptional
168 reviews(168 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value