Location

Dates

Guests

Vacation rentals in Helmsley, England, United Kingdom

Kitchen / Dining Room

Hundle Dale

1 bedroom·1 bath

York • England

£525.00 GBP total for 3 nights

Nov 24 – 27, 2026

Kitchen / Dining Room

Kitchen / Dining Room

Mingle Dale

1 bedroom·1 bath

York • England

£525.00 GBP total for 3 nights

Nov 24 – 27, 2026

Kitchen / Dining Room

Worm Dale

1 bedroom·1 bath

York • England

$251 – $451/ night(excl. fees & taxes)

Maple House - Quaint Victorian Home

Maple House - Quaint Victorian Home

Maple House - Quaint Victorian Home

Maple House - Quaint Victorian Home

Maple House - Quaint Victorian Home

Maple House - Quaint Victorian Home

2 bedrooms·1 bath

York • England

£659.40 GBP total for 3 nights

Nov 18 – 21, 2026

The Kings Apt 3 In The Heart Of York - Central

The Kings Apt 3 In The Heart Of York - Central

The Kings Apt 3 In The Heart Of York - Central

The Kings Apt 3 In The Heart Of York - Central

The Kings Apt 3 In The Heart Of York - Central

The Kings Apt 3 In The Heart Of York - Central

2 bedrooms·2 baths

York • England

£1,900.50 GBP total for 3 nights

Nov 18 – 21, 2026

Kitchen / Dining Room

The Penthouse at 611 Westgate

2 bedrooms·2 baths

York • England

£986.00 GBP total for 3 nights

Jan 7 – 10, 2027

Your place in York's historic heart

Your place in York's historic heart

Your place in York's historic heart

Your place in York's historic heart

Your place in York's historic heart

Your place in York's historic heart

1 bedroom·1 bath

York • England

£387.00 GBP total for 3 nights

Dec 6 – 9, 2026

Lux 2 KingBD·by Shambles&Café·10% discount·Wifi

Lux 2 KingBD·by Shambles&Café·10% discount·Wifi

Lux 2 KingBD·by Shambles&Café·10% discount·Wifi

Ryedale House with car park, where the apartment is situated.

Lux 2 KingBD·by Shambles&Café·10% discount·Wifi

2 bedrooms·2½ baths

York • England

£797.25 GBP total for 3 nights

Nov 22 – 25, 2026

Kitchen / Dining Room

Kitchen / Dining Room

Market View Ripon

1 bedroom·1 bath

Skipton • England

£379.00 GBP total for 3 nights

Dec 13 – 16, 2026

Toast Stays - Hillbrook

Toast Stays - Hillbrook

Toast Stays - Hillbrook

Toast Stays - Hillbrook

Toast Stays - Hillbrook

Toast Stays - Hillbrook

3 bedrooms·2 baths

Thornaby • England

£336.00 GBP total for 3 nights

Nov 18 – 21, 2026

Dog Field - Sea & Forest Views -Dogs Stay for Free image 1

This is your view! Woodland footpaths are a 2 minute walk from the private drive.

Relax on the sofa and watch the Woodpeckers on the feeder.

Dog Field - Sea & Forest Views -Dogs Stay for Free image 4

A homebaked gift awaits every arrival. The lemon & poppyseed made with organic flours and filled with homemade lemon curd is a favourite for most guests!

Dog Field - Sea & Forest Views - Dogs Stay Free

1 bedroom·1 bath

Silpho • England

4.99(562 reviews)

£537.00 GBP total for 4 nights

Nov 23 – 27, 2026

Teeside Comfort: 4 Bed Home for Groups & Families

Teeside Comfort: 4 Bed Home for Groups & Families

Teeside Comfort: 4 Bed Home for Groups & Families

Teeside Comfort: 4 Bed Home for Groups & Families

Teeside Comfort: 4 Bed Home for Groups & Families

Teeside Comfort: 4 Bed Home for Groups & Families

4 bedrooms·2 baths

Middlesbrough • England

£1,007.00 GBP total for 7 nights

Dec 3 – 10, 2026

Adventure House

5 bedrooms·4 baths

Whitby • England

$755 – $1,661/ night(excl. fees & taxes)

Kitchen / Dining Room

Bathroom / Wellness

Kitchen / Dining Room

Captains Retreat, Whitby

3 bedrooms·2 baths

Whitby • England

£605.00 GBP total for 3 nights

Nov 18 – 21, 2026

Kitchen / Dining Room

Mumbles Cottage

3 bedrooms·1 bath

Whitby • England

£895.00 GBP total for 3 nights

Dec 20 – 23, 2026

Kitchen / Dining Room

Tenby Cottage

3 bedrooms·1 bath

Whitby • England

£650.00 GBP total for 3 nights

Dec 13 – 16, 2026

Duck Down Cottage

1 bedroom·1 bath

Whitby • England

£383.00 GBP total for 3 nights

Dec 1 – 4, 2026

Bathroom / Wellness

Harold Villa

5 bedrooms·6 baths

Whitby • England

$1,071 – $2,215/ night(excl. fees & taxes)

Kitchen / Dining Room

The Gull's Nest

2 bedrooms·1 bath

Whitby • England

£351.00 GBP total for 3 nights

Nov 18 – 21, 2026

Robins Nest

2 bedrooms·1 bath

Whitby • England

£390.00 GBP total for 3 nights

Nov 18 – 21, 2026

Ukulele Cottage

2 bedrooms·1 bath

Whitby • England

£490.00 GBP total for 3 nights

Nov 18 – 21, 2026

Outside with wisteria in full bloom

Kitchen / Dining Area

Old Fever Hospital, near Masham.

5 bedrooms·4 baths

Masham • England

4.98(309 reviews)

£1,761.00 GBP total for 3 nights

Nov 24 – 27, 2026

No.3 Sandside

2 bedrooms·1 bath

Whitby • England

Catterick Cottage

7 bedrooms·3 baths

Richmond • England

£1,813.00 GBP total for 3 nights

Nov 24 – 27, 2026