A stone castle ruin with a flag on top, surrounded by green grass and trees.

Holiday Homes in Pickering

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Pickering holiday homes

A stone house with a red-tiled roof, two visible windows, and a chimney.

1. Manor Cottage

Manor Cottage
4.0 star property
Pickering
The price is €529
includes taxes & fees
5 Sept - 6 Sept
Manor Cottage
A hot tub on a wooden deck with stone walls and a tiled roof in the background.

2. The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award

The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award
Pickering
10.0 out of 10, Exceptional, (3 reviews)
"Eight friends (5 of whom were at uni together in the 70s) meet every year. Yorkshire was this year’s choice. We couldn’t have stayed in a better location. We loved everything: the house; the swim spa; the area; the weather. We would love to come back. Thank you!"
United Kingdom
Deborah H.
The price is €2,334
includes taxes & fees
31 Aug - 1 Sept
The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award
A stone building with a white door, two windows with white frames, and a tiled roof.

3. Daisy Cottage - an enchanting cottage

Daisy Cottage - an enchanting cottage
Scarborough
Daisy Cottage - an enchanting cottage
A spacious loft with a high ceiling, exposed wooden beams, a kitchen area, and a staircase leading to an upper level.

4. Luxury retreat for 2 couples/ family in spectacular location in North York Moors

Luxury retreat for 2 couples/ family in spectacular location in North York Moors
Glaisdale
10.0 out of 10, Exceptional, (43 reviews)
"The property was excellent, beautiful throughout. We enjoyed our stay and the hosts were very welcoming and friendly. We would highly recommend "
United Kingdom
Catherine C.
The price is €536
includes taxes & fees
1 Sept - 2 Sept
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
A modern kitchen with a central island, bar stools, and a dining table set for two.

5. Meadowside Bungalow

Meadowside Bungalow
Weaverthorpe
The price is €252
includes taxes & fees
31 Aug - 1 Sept
Meadowside Bungalow
An outdoor seating area with a sofa and two chairs, a table with drinks, and a potted plant.

6. Hideaway

Hideaway
3.0 star property
Whitby
10.0 out of 10, Exceptional, (1 review)
"It was a lovely little cottage, had everything we could need. Staff were also very helpful. very comfortable place. We enjoyed our stay very much. However the mattresses were a bit hard but that made little difference. We still slept well 😊 would recommend! "
United Kingdom
Georgina
The price is €213
includes taxes & fees
1 Sept - 2 Sept
Hideaway

7. Westbourne House Horizon Stays

Westbourne House Horizon Stays
2.0 star property
Middlesbrough
Westbourne House Horizon Stays
A beach with rocks and people walking.

8. WEST END - a holiday cottage that sleeps 9 guests in 5 bedrooms

WEST END - a holiday cottage that sleeps 9 guests in 5 bedrooms
KIRBYMOORSIDE
WEST END - a holiday cottage that sleeps 9 guests in 5 bedrooms
A breakfast table with bread, croissants, and fruit, set on a yellow tablecloth.

9. Great location Holiday Home in Driffield

Great location Holiday Home in Driffield
Driffield
9.8 out of 10, Exceptional, (7 reviews)
"Beautiful house great base to explore Driffield from and our 2 year old slept so well."
United Kingdom
Anthony B.
The price is €140
includes taxes & fees
8 Sept - 9 Sept
Great location Holiday Home in Driffield
A stone building with a tiled roof, surrounded by vibrant purple and pink flowers.

10. Chestnut Barn | Moors & Coast

Chestnut Barn | Moors & Coast
Aislaby
The price is €335
includes taxes & fees
31 Aug - 1 Sept
Chestnut Barn | Moors & Coast
A cozy living room with a brown leather sofa, a dining table with two chairs, a TV mounted on the wall, and a large window offering a view of the outdoors.

11. Thirley Beck Lodge

Thirley Beck Lodge
3.0 star property
Scarborough
Thirley Beck Lodge
A modern wooden structure with a curved roof and large glass windows, surrounded by a wooden deck and metal railings.

12. Stunning villa for 5 guests with WIFI and terrace

Stunning villa for 5 guests with WIFI and terrace
Bugthorpe
The price is €358
includes taxes & fees
3 Sept - 4 Sept
Stunning villa for 5 guests with WIFI and terrace

13. Blossom Cottage, sleeps 5

Blossom Cottage, sleeps 5
York
The price is €380
includes taxes & fees
7 Sept - 8 Sept
Blossom Cottage, sleeps 5
A neatly made bed with pillows, a bedside table with a lamp, a mirror, and artwork on the wall.

14. Portman House

Portman House
Middlesbrough
The price is €112
includes taxes & fees
14 Sept - 15 Sept
Portman House
A living room with a sofa, two chairs, a table, and a lamp. There are two wall-mounted picture frames and a radiator.

15. The Bungalow, Lingdale

The Bungalow, Lingdale
Lingdale
6.0 out of 10, (2 reviews)
"Does the job if you just need a place to sleep in the area but it needs some TLC and the garden is over grown, not sure if the heating is working. I'd hace still rated it as average as lomg as your not taking the family on holiday but communication feom the host was dreadful. I shluld have tp asl a half dozen times for access info, its not necessary and it adds to the stress. No one wants to make a three hour drive without knowing they will be able to get in when they get there "
United Kingdom
Michael
The price is €140
includes taxes & fees
17 Sept - 18 Sept
The Bungalow, Lingdale
A living room with a beige sofa, a fireplace, a bookshelf, and framed artwork on the wall.

16. Bedford House Retreat

Bedford House Retreat
3.5 star property
Scarborough City Centre
7.0 out of 10, Good, (2 reviews)
"Bedford House was amazing, the owners were fantastic, we had to change our dates at short notice they were very accommodating, thank you, we had a lovely 3 night stay and could have stayed longer, we were very lucky with the weather, we would absolutely recommend Bedford House but would not book through Hotels.com again, absolute nightmare of a company, when we tried to change our dates they told us that they could not do it as they could not contact the owners so we looked them up on their...
United Kingdom
Jackie
Bedford House Retreat
A cozy living room with a fireplace, a television, and comfortable seating.

17. Beautiful stone cottage in the heart of Helmsley - sleeps 2

Beautiful stone cottage in the heart of Helmsley - sleeps 2
Helmsley
The price is €466
includes taxes & fees
31 Aug - 1 Sept
Beautiful stone cottage in the heart of Helmsley - sleeps 2
A stone building with a red-tiled roof, multiple windows, and a paved driveway.

18. Sag Harbour, Sandsend Retreats at Saltmoore - Sag Harbour

Sag Harbour, Sandsend Retreats at Saltmoore - Sag Harbour
Sandsend
Sag Harbour, Sandsend Retreats at Saltmoore - Sag Harbour
A modern kitchen with grey cabinets, a built-in oven, and a sink.

19. The Great Ayton Hideaway

The Great Ayton Hideaway
Great Ayton
8.0 out of 10, Very good, (1 review)
"Did what it said on the tin"
United Kingdom
Nick L.
The price is €178
includes taxes & fees
27 Sept - 28 Sept
The Great Ayton Hideaway

20. 18 MAYVILLE AVENUE, family friendly in Scarborough

18 MAYVILLE AVENUE, family friendly in Scarborough
2.0 star property
Scarborough
18 MAYVILLE AVENUE, family friendly in Scarborough
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pickering Hotel Reviews

Rocklands Lodges

Rocklands Lodges

8/10 Good
"Excellent property and area"
Lee 2-night trip
Posted 10 hours ago
Rocklands Lodges

Find out more about Pickering

Pickering Holiday Homes information

Number of reviews
12
Accommodation
52 Holiday Homes
Lowest Price
€213
Highest Price
€1,566