Pickering Vacation Homes

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Our top choices for Pickering holiday homes

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

1. Manor Cottage

Pickering

HK$4,800 total

includes taxes & fees

16 Sept - 17 Sept

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

Pickering

Deborah H.

HK$21,167 total

includes taxes & fees

7 Sept - 8 Sept

A spacious loft with a high ceiling, exposed wooden beams, a kitchen area, and a staircase leading to an upper level.

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

Glaisdale

Catherine C.

HK$4,282 total

includes taxes & fees

5 Oct - 6 Oct

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

KIRBYMOORSIDE

A stone building with a white door, two windows with white frames, and a tiled roof.

5. Daisy Cottage - an enchanting cottage

Scarborough

HK$1,293 total

includes taxes & fees

10 Sept - 11 Sept

A modern living room with a fireplace, a flat-screen TV, and a comfortable seating area.

6. The Sequoia

Scarborough

"A lovely little cottage tucked away just outside Scarborough. We stayed over for a wedding and it was a convenient 10 minute drive to the registry office. The accommodation was well thought out with everything we needed. The hot tub was set up and ready to use as soon as we arrived, and even a chilled bottle of Prosecco waiting in the fridge!! The kids enjoyed themselves and especially liked watching the nesting swallows and meeting the resident horse in the stables. Great location, but...

Sarah

HK$4,552 total

includes taxes & fees

9 Sept - 10 Sept

A cozy living room with a fireplace, a television, and comfortable seating.

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

Helmsley

Helen H.

HK$4,225 total

includes taxes & fees

9 Sept - 10 Sept

A modern wooden structure with a curved roof and large glass windows, surrounded by a wooden deck and metal railings.

8. Stunning villa for 5 guests with WIFI and terrace

Bugthorpe

HK$3,264 total

includes taxes & fees

8 Sept - 9 Sept

A bedroom with a bed, a chair, a television mounted on the wall, and a door leading to another room.

9. Coney Cottage, sleeps 5

York

HK$3,445 total

includes taxes & fees

18 Sept - 19 Sept

A modern living room with a curved sofa, a round wooden coffee table, and a separate armchair.

10. Montauk, Sandsend Retreats at Saltmoore - Montauk

Sandsend

HK$4,600 total

includes taxes & fees

7 Sept - 8 Sept

A modern kitchen with a central island, bar stools, and a dining table set for two.

11. Meadowside Bungalow

Weaverthorpe

HK$2,275 total

includes taxes & fees

14 Sept - 15 Sept

A wooden deck with outdoor furniture, a stone building with a tiled roof, and a garden with red-leaved trees.

12. East Hampton, Sandsend Retreats at Saltmoore - East Hampton

Whitby

HK$5,427 total

includes taxes & fees

15 Sept - 16 Sept

A cozy living room with a sofa, a coffee table, and a fireplace.

13. Idyllic retreat with log burner near Danby Castle

Ainthorpe

HK$7,208 total

includes taxes & fees

9 Sept - 10 Sept

A living room with a beige sofa, a fireplace, a bookshelf, and framed artwork on the wall.

14. Bedford House Retreat

Scarborough City Centre

"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...

Jackie

HK$1,007 total

includes taxes & fees

10 Sept - 11 Sept

A wooden deck with a hot tub, wicker basket, and outdoor furniture.

15. Host Stay Finch House

Middlesbrough

HK$5,663 total

includes taxes & fees

8 Sept - 9 Sept

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.

16. Thirley Beck Lodge

Scarborough

HK$3,070 total

includes taxes & fees

29 Sept - 30 Sept

A rustic cabin with a curved roof and large windows, surrounded by a gravel path and grassy area.

17. Beautiful villa for 5 guests with WIFI and terrace

Bugthorpe

HK$3,264 total

includes taxes & fees

8 Sept - 9 Sept

A modern, arched wooden structure with a large circular window, a wooden deck with logs, and a clear sky.

18. Wonderful villa for 5 guests with WIFI and terrace

Bugthorpe

HK$3,264 total

includes taxes & fees

8 Sept - 9 Sept

A wooden cabin with a circular window, a wooden deck with metal railings, and a grassy field in the background.

19. Beautiful villa for 5 people with WIFI and terrace

Bugthorpe

HK$3,264 total

includes taxes & fees

11 Sept - 12 Sept

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Top Pickering Hotel Reviews

White Horse Farm Inn

10/10 Excellent

"This place had so much atmosphere. It’s an old coaching inn on the edge of the Moors with amazing views and a stunning road to drive to the inn. I’m we absolutely loved it. The staff and other patrons were fina be friendly. The bar and dining room were atmospheric and the views amazing."

The Horseshoe Inn

10/10 Excellent

"It's a lovely pub with good food. Staff were friendly and made you feel very welcome. Lots of different styles of accommodation both within the pub and behind in the grounds. We particularly liked having a garden. Breakfast was really good. Bar staff very attentive. Room was large and bright and comfortable and had everything you needed for a short stay."

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