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
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Pickering holiday homes

Terrace/patio

Charming Cow Byre Cottage Getaway

Charming Cow Byre Cottage Getaway
Pickering
The price is €791
includes taxes & fees
29 Jul - 30 Jul
Charming Cow Byre Cottage Getaway
Cottage | Interior

Manor Cottage

Manor Cottage
4.0 star property
Pickering
The price is €531
includes taxes & fees
11 Aug - 12 Aug
Manor Cottage
Exterior

Cobbler's Cottage, Pickering

Cobbler's Cottage, Pickering
Pickering
The price is €773
includes taxes & fees
8 Aug - 9 Aug
Cobbler's Cottage, Pickering
Exterior

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 €4,094
includes taxes & fees
24 Jul - 25 Jul
The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award
Exterior

Daisy Cottage - an enchanting cottage

Daisy Cottage - an enchanting cottage
Scarborough
The price is €190
includes taxes & fees
2 Aug - 3 Aug
Daisy Cottage - an enchanting cottage
Dining

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.
Great location Holiday Home in Driffield
Smart TV

Entire house 🏠. suitable for families and workers.

Entire house 🏠. suitable for families and workers.
Middlesbrough
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and a good area"
United Kingdom
Marek
The price is €151
includes taxes & fees
16 Jul - 17 Jul
Entire house 🏠. suitable for families and workers.
Terrace/patio

Bevy near Bridlington, Yorkshire

Bevy near Bridlington, Yorkshire
Driffield
The price is €476
includes taxes & fees
14 Aug - 15 Aug
Bevy near Bridlington, Yorkshire
Fridge, microwave, oven, stovetop

Meadowside Bungalow

Meadowside Bungalow
Weaverthorpe
The price is €295
includes taxes & fees
27 Jul - 28 Jul
Meadowside Bungalow
1 bedroom, desk, bed sheets

Host & Stay | The Lobster Pot

Host & Stay | The Lobster Pot
Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (2 reviews)
"Super everything, comfy, location, style, great place to explore Saltburn from"
United Kingdom
Jeanette
The price is €127
includes taxes & fees
19 Jul - 20 Jul
Host & Stay | The Lobster Pot
House

Host Stay The Lobster Pot

Host Stay The Lobster Pot
2.0 star property
Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (2 reviews)
"Great 1 night stay, very friendly host, spotlessly clean. Great location only a few minutes walk to nearest pub. "
United Kingdom
Vicky
Host Stay The Lobster Pot
Interior

Old Joiners Shop, Staithes

Old Joiners Shop, Staithes
Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (1 review)
"Brilliant little place. Loads of nice touches, really comfy. Stayed during storm Dennis and was happy all snug as a bug in a rug. Loved the place and will re-book again."
United States
Andy C.
The price is €467
includes taxes & fees
19 Jul - 20 Jul
Old Joiners Shop, Staithes
House, 2 Bedrooms

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
The price is €129
includes taxes & fees
27 Jul - 28 Jul
Bedford House Retreat
Dishwasher, high chair

Low Grounds Cottage, Helmsley.

Low Grounds Cottage, Helmsley.
York
10.0 out of 10, Exceptional, (1 review)
"We had a lovely week in Harome with great hosts. The property had all we needed and communication was fab. Family friendly, our boys had a great time "
United Kingdom
Frances C.
The price is €533
includes taxes & fees
24 Jul - 25 Jul
Low Grounds Cottage, Helmsley.
Dining

Apple Tree Cottage, York

Apple Tree Cottage, York
York
Apple Tree Cottage, York
Interior

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, (42 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 €544
includes taxes & fees
6 Aug - 7 Aug
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
Outdoor dining

No. 1 Low Hall Cottages, Scalby

No. 1 Low Hall Cottages, Scalby
Scarborough
8.8 out of 10, Excellent, (3 reviews)
"clean comfortable could have done with a toilet brush for the loo"
United Kingdom
David J.
The price is €766
includes taxes & fees
1 Aug - 2 Aug
No. 1 Low Hall Cottages, Scalby
Private kitchen

1 Johnson's Yard, Guisborough.

1 Johnson's Yard, Guisborough.
Guisborough
The price is €343
includes taxes & fees
1 Aug - 2 Aug
1 Johnson's Yard, Guisborough.
Smart TV, offices

Beautiful stone cottage in the heart of Helmsley - sleeps 2

Beautiful stone cottage in the heart of Helmsley - sleeps 2
Helmsley
The price is €475
includes taxes & fees
24 Jul - 25 Jul
Beautiful stone cottage in the heart of Helmsley - sleeps 2
Fireplace

Charming Cottage at 29 High Street

Charming Cottage at 29 High Street
Scarborough
Charming Cottage at 29 High Street
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

Cawthorne House

Cawthorne House

10/10 Excellent
"My partner and I thoroughly enjoyed our stay at this lovely house. The room was very comfortable and clean. Breakfast was delicious. We have no hesitation in recommending a stay at this B & B PM for"
Carol 3-night trip
Posted 18 hours ago
Cawthorne House

Find out more about Pickering

Pickering Holiday Homes information

Number of reviews
63
Accommodation
1494 Holiday Homes
Lowest Price
€127
Highest Price
€4,094