Pickering Vacation Homes from ￥13,714

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Our top choices for Pickering vacation homes

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

1. Manor Cottage

Pickering

￥94,424 total

includes taxes & fees

Nov 9 - Nov 10

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.

￥386,971 total

includes taxes & fees

Nov 9 - Nov 10

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

KIRBYMOORSIDE

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

4. Meadowside Bungalow

Weaverthorpe

￥87,557 total

includes taxes & fees

Nov 3 - Nov 4

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

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

Helmsley

Helen H.

￥79,877 total

includes taxes & fees

Nov 2 - Nov 3

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

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

Glaisdale

Catherine C.

￥85,447 total

includes taxes & fees

Nov 2 - Nov 3

7. Fully Fenced Dog Field - Sea & Forest Views

Scarborough

Kathryn

￥40,087 total

includes taxes & fees

Nov 3 - Nov 4

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.

8. Thirley Beck Lodge

Scarborough

￥60,397 total

includes taxes & fees

Nov 15 - Nov 16

9. 1 Bed Flat Sleeps 2 - Pets Welcome - Tv & Wifi

Middlesbrough

￥18,688 total

includes taxes & fees

Dec 2 - Dec 3

A stone building with a red-tiled roof, multiple windows, and a paved driveway.

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

Sandsend

￥84,983 total

includes taxes & fees

Nov 2 - Nov 3

A bedroom with a bed, a TV mounted on a brick wall, a dresser, and a window with curtains.

11. En-Suite Double with Parking · Walk to Whitby Abbey & 199 Steps

North Yorkshire

￥13,714 total

includes taxes & fees

Nov 2 - Nov 3

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

￥101,439 total

includes taxes & fees

Nov 2 - Nov 3

A breakfast table with bread, croissants, and fruit, set on a yellow tablecloth.

13. Great location Holiday Home in Driffield

Driffield

Anthony B.

￥24,263 total

includes taxes & fees

Nov 8 - Nov 9

A dining area with a table and chairs, a staircase, and a wall-mounted shelf with a plant.

14. Host Stay Grumbles Cottage

Whitby

A balcony with wicker furniture, a glass table, and a vase with flowers.

15. 4 bedroom accommodation in Scarborough

Scarborough

￥89,245 total

includes taxes & fees

Nov 6 - Nov 7

A living room with a brown leather sofa, a wooden staircase, and a kitchen in the background.

16. Glasswing Stays | Scoresby Cottage.

North Yorkshire

￥57,176 total

includes taxes & fees

Nov 18 - Nov 19

A living room with a sofa, a dining table with chairs, a kitchen area with cabinets and a stove, and a clock on the wall.

17. Coney Cottage, sleeps 5

York

￥68,568 total

includes taxes & fees

Nov 6 - Nov 7

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

18. 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

￥89,534 total

includes taxes & fees

Nov 4 - Nov 5

19. 2 Bed House Sleeps 3 - Garden - Pets Welcome

Middlesbrough

￥28,240 total

includes taxes & fees

Nov 4 - Nov 5

A modern kitchen with grey cabinets, a built-in oven, and a sink.

20. The Great Ayton Hideaway

Great Ayton

Nick L.

￥27,588 total

includes taxes & fees

Nov 16 - Nov 17

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Top Pickering Hotel Reviews

Crossways

10/10 Excellent

"Great central location and both Pauline and Simon were great. Breakfast was amazing and you could tell everything was fresh. Definitely stay again"

The New Inn

10/10 Excellent

"From arrival to departure, staff members were friendly, helpful and courteous. We were greeted warmly, escorted to the cottage where things were explained to us and shown. It was toasty warm and spotlessly clean. Very generous tea, coffee, milk and biscuits which were gratefully received after our drive. We opted to have dinner in the pub and that was excellent too: competitively priced, varied selection on the menu, good sized portions and well timed for serving. There is a room in the Inn with pool table, dart board, and tv quiz trivia board so plenty to keep you entertained, as well as a good size television in the cottage. After a very comfortable night's sleep, we had a fantastic breakfast and again, there was plenty of it! We would definitely return here if, and when, we are back in the area, and cannot praise the staff highly enough. It was a wonderful stay. Thank you."

Rocklands Lodges

8/10 Good

"Overall the place was clean and tidy, but we did notice the cooker hood needed a good clean as it was greasy and sticky. Also the lights over the hot tub weren’t working properly. We also found the controls for the hot tub didn’t work properly. We enjoyed our stay and it had all the amenities people need."

Find out more about Pickering

Pickering Vacation Homes information

Number of reviews	60
Accommodation	42 Vacation Homes
Lowest Price	￥13,714
Highest Price	￥386,971

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pickering vacation homes

1. Manor Cottage

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

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

4. Meadowside Bungalow

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

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

7. Fully Fenced Dog Field - Sea & Forest Views

8. Thirley Beck Lodge

9. 1 Bed Flat Sleeps 2 - Pets Welcome - Tv & Wifi

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

11. En-Suite Double with Parking · Walk to Whitby Abbey & 199 Steps

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

13. Great location Holiday Home in Driffield

14. Host Stay Grumbles Cottage

15. 4 bedroom accommodation in Scarborough

16. Glasswing Stays | Scoresby Cottage.

17. Coney Cottage, sleeps 5

18. The Sequoia

19. 2 Bed House Sleeps 3 - Garden - Pets Welcome

20. The Great Ayton Hideaway

Find vacation rentals that suit your style

Top Pickering Hotel Reviews

Crossways

The White Swan Inn

White Horse Farm Inn

Cottage Lea's Country Hotel & Restaurant

The New Inn

Old Manse Hotel

Rocklands Lodges

Best Western Forest & Vale Hotel

Premier Inn Pickering

Find out more about Pickering

Pickering Vacation Homes information

Search Vacation Homes in Pickering

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pickering vacation homes

1. Manor Cottage

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

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

4. Meadowside Bungalow

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

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

7. Fully Fenced Dog Field - Sea & Forest Views

8. Thirley Beck Lodge

9. 1 Bed Flat Sleeps 2 - Pets Welcome - Tv & Wifi

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

11. En-Suite Double with Parking · Walk to Whitby Abbey & 199 Steps

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

13. Great location Holiday Home in Driffield

14. Host Stay Grumbles Cottage

15. 4 bedroom accommodation in Scarborough

16. Glasswing Stays | Scoresby Cottage.

17. Coney Cottage, sleeps 5

18. The Sequoia

19. 2 Bed House Sleeps 3 - Garden - Pets Welcome

20. The Great Ayton Hideaway

Find vacation rentals that suit your style

Top Pickering Hotel Reviews

Crossways

Find out more about Pickering

Pickering Vacation Homes information