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Holiday Cottages in Pickering

Find 214 available offers from 19 partners
Pickering
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Price per night
Up to £100
£100 - £199
From £200
Accommodation types
House
Bed & Breakfast
Apartment
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

Getting the most out of holiday letting in Pickering

Pickering, on the edge of the North York Moors, is a bustling and vibrant community and the ideal base for your holiday cottage escape. This picturesque little town features various attractions for holidaymakers, including a historic market, medieval castle, and an abundance of cafés, tea rooms, pubs, and restaurants suitable for any taste or occasion.

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Save up to 64%

Best holiday rental deals in Pickering

Cottage Pickering
12 Nov - 19 Nov
-59%
£182
£75 per night
Cottage ∙ 5 guests ∙ 3 bedrooms
4.7
"Outstanding" (3 ratings)
Pickering, Ryedale District, United Kingdom
Details
Cottages.com
View deal
House Pickering
12 Nov - 19 Nov
-62%
£294
£113 per night
House ∙ 4 guests ∙ 2 bedrooms
Pickering, Ryedale District, United Kingdom
Details
Dale Smith
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Cottage Pickering
7 Jan - 14 Jan
-64%
£150
£54 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Pickering, Ryedale District, United Kingdom
Details
Sykes Cottages
View deal

Find a holiday home matching your criteria among the 214 great options from numerous holiday letting websites in Pickering. Our search engine instantly evaluates the accommodation options so you can save up to 58%.

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Top-Rated Lettings and Properties in Pickering

Cottage Pickering
2 Dec - 9 Dec
-50%
£134
£67 per night
Cottage ∙ 5 guests ∙ 3 bedrooms
4.8
"Excellent" (9 ratings)
Pickering, Ryedale District, United Kingdom
Details
Cottages.com
View deal
Cottage Pickering
5 Nov - 12 Nov
-52%
£189
£91 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (3 ratings)
Pickering, Ryedale District, United Kingdom
Free cancellation
Details
Finest Retreats
View deal
Cottage Pickering
26 Nov - 3 Dec
-50%
£137
£68 per night
Cottage ∙ 5 guests ∙ 3 bedrooms
5.0
"Excellent" (1 rating)
Pickering, Ryedale District, United Kingdom
Details
Vrbo
View deal

Recommended holiday lettings in Pickering

Rent a holiday home, apartment or cottage in Pickering from just £47 per night

Cottage Pickering
10 Dec - 17 Dec
-46%
£122
£66 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Pickering, Ryedale District, United Kingdom
Details
Sykes Cottages
View deal
Cottage Pickering
19 Nov - 26 Nov
-57%
£147
£63 per night
Cottage ∙ 6 guests ∙ 4 bedrooms
5.0
"Excellent" (7 ratings)
Pickering, Ryedale District, United Kingdom
Details
Sykes Cottages
View deal
Cottage Pickering
12 Nov - 19 Nov
-63%
£183
£68 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (5 ratings)
Pickering, Ryedale District, United Kingdom
Details
Cottages.com
View deal
Cottage Pickering
28 Jan - 4 Feb
£73 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (3 ratings)
Pickering, Ryedale District, United Kingdom
Details
Vrbo
View deal
Cottage Pickering
27 Dec - 3 Jan
£98 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (1 rating)
Pickering, Ryedale District, United Kingdom
Details
Cottages.com
View deal
Cottage Pickering
2 Dec - 9 Dec
-42%
£87
£50 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Pickering, Ryedale District, United Kingdom
Details
Sykes Cottages
View deal
Cottage Pickering
4 Nov - 11 Nov
-25%
£95
£72 per night
Cottage ∙ 2 guests ∙ 1 bedroom
Pickering, Ryedale District, United Kingdom
Details
Cottages.com
View deal
Cottage Pickering
26 Nov - 3 Dec
-69%
£149
£47 per night
Cottage ∙ 2 guests ∙ 1 bedroom
Pickering, Ryedale District, United Kingdom
Details
Sykes Cottages
View deal
Cottage Pickering
12 Nov - 19 Nov
-58%
£176
£75 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (6 ratings)
Pickering, Ryedale District, United Kingdom
Details
Cottages.com
View deal
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Holiday rentals with wifi

Cottage Internet Pickering
4 Nov - 11 Nov
-60%
£177
£71 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (11 ratings)
Pickering, Ryedale District, United Kingdom
Internet
Details
Cottages.com
View deal
Cottage Internet Pickering
28 Dec - 4 Jan
£173 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (3 ratings)
Pickering, Ryedale District, United Kingdom
Internet
Details
Cottages.com
View deal
Cottage Internet Pickering
12 Nov - 19 Nov
-52%
£140
£67 per night
Cottage ∙ 5 guests ∙ 3 bedrooms
Pickering, Ryedale District, United Kingdom
Internet
Details
Cottages.com
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Holiday homes and cottages with a garden

Cottage Garden Pickering
2 Dec - 9 Dec
-49%
£184
£94 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Pickering, Ryedale District, United Kingdom
Garden
Details
Vrbo
View deal
Cottage Garden Pickering
5 Nov - 12 Nov
-46%
£141
£77 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Pickering, Ryedale District, United Kingdom
Garden
Details
Cottages.com
View deal
Cottage Garden Pickering
1 Oct - 8 Oct
-41%
£177
£104 per night
Cottage ∙ 7 guests ∙ 4 bedrooms
5.0
"Excellent" (5 ratings)
Pickering, Ryedale District, United Kingdom
Garden
Details
Cottages.com
View deal
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Most popular holiday lettings with a fireplace

Cottage Fireplace Pickering
7 Jan - 14 Jan
£96 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Pickering, Ryedale District, United Kingdom
Fireplace
Details
Cottages.com
View deal
Cottage Fireplace Pickering
25 Jun - 2 Jul
£133 per night
Cottage ∙ 5 guests ∙ 3 bedrooms
5.0
"Excellent" (4 ratings)
Pickering, Ryedale District, United Kingdom
Fireplace
Details
Cottages.com
View deal
Cottage Fireplace Pickering
18 Nov - 25 Nov
-72%
£377
£105 per night
Cottage ∙ 10 guests ∙ 5 bedrooms
5.0
"Excellent" (14 ratings)
Pickering, Ryedale District, United Kingdom
Fireplace
Details
Cottages.com
View deal
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Popular holiday rental amenities in Pickering

  • Internet (288)
  • TV (263)
  • Garden (231)
  • Kitchen (204)
  • No smoking (155)
  • Dishwasher (113)
  • Microwave (109)
  • Washing machine (108)
  • Fireplace (95)
  • No pets (90)
  • Balcony/Patio (86)
  • Cot (63)

Accommodation options can be narrowed down based on your personal preferences. Just above, you will find the total number of properties that offer a particular feature in Pickering. Pickering is the perfect spot to book a property if you need internet access during your holidays or you want to tune out with some TV time, as the most frequently offered amenities are Internet and TV. Three amenities that aren't often provided are Pool, Hot tub and Barbecue.

The Weather in Pickering

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14 days 14
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13 days 13
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16 days 16
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12°
11 days 11
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15°
11 days 11
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17°
10°
13 days 13
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20°
13°
16 days 16
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19°
13°
15 days 15
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17°
10°
12 days 12
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13°
15 days 15
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10°
16 days 16
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14 days 14
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Above are the weather conditions for Pickering. The highest average temperatures are in the month of July. Conversely, January is the coolest month in Pickering, with temperatures falling below 1°. The rainiest month is March, while the driest month is April.

7-Day Weather Forecast in Pickering

Sun, 22 May
17°

90%

0 h

13 km/h

Mon, 23 May
16°
12°

90%

0 h

10 km/h

Tue, 24 May
16°

35%

7 h

15 km/h

Wed, 25 May
16°
10°

90%

2 h

20 km/h

Thu, 26 May
14°

20%

3 h

24 km/h

Fri, 27 May
17°
11°

20%

8 h

10 km/h

Sat, 28 May
18°
12°

20%

2 h

5 km/h

Accommodation options for your holiday in Pickering

In Pickering, cottage are the most common property type. The average rental fee for this particular type of property is £140 a night, with an average size of 109 m². Furthermore, these rentals are usually a great option if you're going in a group of 4, as that's the average number of holidaymakers that cottage can welcome in Pickering. If you would prefer to book a different holiday property type, you may want to have a look at bed & breakfast rentals, which are the other most frequently offered property type in Pickering. Bed & Breakfast rentals in Pickering are 34 m² on average, with an average price of £105 a night.
What are the best places to discover the arts and culture of Pickering?

Arts and culture in Pickering

Despite having a small population of just around 7,000, Pickering has a range of arts and culture experiences for holidaymakers visiting the region. With three active theatres to choose from, guests will find themselves with an exquisite selection of theatre, music, and performing arts to enjoy, all within a reasonable distance from each other and their holiday cottage. Visitors can also relax after an evening of theatre at one of the many excellent pubs and restaurants that surround the venues.

What are the best activities for families in Pickering?

Where to take the kids in Pickering

If you're bringing your kids along to Pickering, why not check out the Go Ape activity centre to expend some of that endless energy in the forest. You can also visit the Flamingo Land theme park and zoo for a day of education and adventure. Pickering also features a swimming pool and various fishing sites if your family is seeking more aquatic-based activities.

Where are the unique attractions in Pickering?

Excursions in and around Pickering

As it sits on the edge of the North York Moors, the scenery in and around Pickering is stunning. Holidaymakers looking to get out into the countryside for fresh air will be spoilt for choice with its proximity to the North York Moors National Park and Dalby Forest and their winding woodland trails. Further afield, guests can also enjoy the stunning Yorkshire coastal regions.

Frequently Asked Questions

How much does it cost to rent a holiday home in Pickering?

On average, a Cottage or Bed & Breakfast rentals in Pickering costs £47 per night.

How many holiday homes are available to book in Pickering?

There are currently 220 holiday homes in Pickering to browse and book for your next trip.

What is the most popular holiday home amenity in Pickering?

Travellers planning holidays to Pickering most often look for Internet, TV, and Garden when it comes to accommodation amenities.

How many holiday homes are on offer in Pickering?

Holidaymakers looking for accommodation in Pickering will be pleased to know that there are 220 options on offer, with prices starting from just £47 per night.

Am I allowed to bring my pet when staying in a Pickering holiday home?

Finding accommodation in Pickering for you and your dog is definitely possible, with 83 pet-friendly holiday homes available.

What's the best time of year to travel to Pickering?

Sun lovers should visit Pickering in July and August to enjoy the warmest weather.

Can you get deals on holiday rentals in Pickering?

You can get fabulous discounts on holiday lets in Pickering with prices for a rental beginning at £47 - and HomeToGo has introduced a range of filters that mean it's quick and simple to see some awesome offers. When thinking about the timing for a trip, make use of HomeToGo's flexible dates technology to easily look for low-price date options and get savings of as much as 58%. Additionally, HomeToGo's 'distance from' filter lets you see hidden gem holiday homes in great value, lesser-known locales with good proximity to your desired destination, whether that's a beach, lake, ski region or city centre. Start your search as soon as possible to take advantage of the greatest variety of options and the best deals - and do so free from stress by using HomeToGo's 'free cancellation' filter when you search.

What are the pros of booking a holiday letting in Pickering with HomeToGo?

From increased privacy away from the crowds to plenty of room in which to have fun with your loved ones, holiday lets in Pickering offer a variety of benefits. HomeToGo provides genuine ratings written by previous guests, and searching is secure, simple, and stress-free - so with 220 deals from 19 providers in the region, you're guaranteed to locate the perfect place to stay with the amenities and features to suit you in Pickering.

We list offers from thousands of providers, including:

Booking.com Holiday Rentals in Pickering Novasol Holiday Rentals in Pickering TripAdvisor Holiday Rentals in Pickering Airbnb Holiday Rentals in Pickering Inter Chalet Holiday Rentals in Pickering HomeAway Holiday Rentals in Pickering EveryStay Holiday Rentals in Pickering Interhome Holiday Rentals in Pickering 9flats.com Holiday Rentals in Pickering HouseTrip Holiday Rentals in Pickering Belvilla Holiday Rentals in Pickering Sykes Cottages Holiday Rentals in Pickering Homestay.com Holiday Rentals in Pickering Ski Planet Holiday Rentals in Pickering Only-apartments Holiday Rentals in Pickering James Villa Holidays Holiday Rentals in Pickering

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