Holiday homes and lettings in Pickering - HomeToGo base64Hash Holiday homes and lettings in Pickering - HomeToGo

Holiday homes and lettings in Pickering

Find 514 available offers from 13 partners
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Top 15 Recommended holiday lettings in Pickering

Find your perfect holiday home, apartment or cottage in Pickering from just £47 per night!

Chalet Pickering
-33%
5 Sept - 12 Sept
Chalet ∙ 2 guests ∙ 2 bedrooms

Chalet with jacuzzi

Pickering, Ryedale District, United Kingdom
£154£103
per night
HomeToGo
£154£103
per night
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HomeToGo
Cottage Pickering
-63%
26 Apr - 3 May
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden

Pickering, Ryedale District, United Kingdom
£187£69
per night
Very good(6 ratings)
HomeToGo
£187£69
per night
View deal
HomeToGo
Cottage Pickering
-58%
8 Nov - 15 Nov
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden

Pickering, Ryedale District, United Kingdom
£130£55
per night
Excellent(8 ratings)
Vrbo
£130£55
per night
View deal
Vrbo
Cottage Pickering
-65%
10 Jan - 17 Jan
Cottage ∙ 5 guests ∙ 3 bedrooms

Child-friendly cottage with garden & terrace | Pet-friendly

Pickering, Ryedale District, United Kingdom
£172£60
per night
Outstanding(84 ratings)
HomeToGo
£172£60
per night
View deal
HomeToGo
Cottage Pickering
-39%
26 Apr - 3 May
Cottage ∙ 5 guests ∙ 3 bedrooms

Cottage with barbecue, garden & pool

Pickering, Ryedale District, United Kingdom
£184£113
per night
Excellent(6 ratings)
HomeToGo
£184£113
per night
View deal
HomeToGo
Cottage Pickering
19 Apr - 26 Apr
Cottage ∙ 10 guests ∙ 5 bedrooms

Cottage with pool, garden & barbeque

Pickering, Ryedale District, United Kingdom
£330
per night
Outstanding(14 ratings)
HomeToGo
£330
per night
View deal
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Cottage Pickering
-19%
31 May - 7 Jun
Cottage ∙ 5 guests ∙ 3 bedrooms

Cottage with garden | Golf view

Pickering, Ryedale District, United Kingdom
£108£88
per night
Outstanding(15 ratings)
HomeToGo
£108£88
per night
View deal
HomeToGo
Cottage Pickering
12 Jul - 19 Jul
Cottage ∙ 2 guests ∙ 1 bedroom

Family-friendly nice cottage with garden & terrace | Golf view | Pets allowed

Pickering, Ryedale District, United Kingdom
£73
per night
HomeToGo
£73
per night
View deal
HomeToGo
Cottage Pickering
-10%
8 Nov - 15 Nov
Cottage ∙ 2 guests ∙ 2 bedrooms

Cottage with 2 rooms for 2 persons

Pickering, Ryedale District, United Kingdom
£98£88
per night
Outstanding(2 ratings)
Vrbo
£98£88
per night
View deal
Vrbo
Cottage Pickering
-68%
27 Sept - 4 Oct
Cottage ∙ 3 guests ∙ 2 bedrooms

Nice cottage with garden & terrace

Pickering, Ryedale District, United Kingdom
£219£70
per night
Vrbo
£219£70
per night
View deal
Vrbo
Chalet Pickering
-42%
12 Sept - 19 Sept
Chalet ∙ 4 guests ∙ 3 bedrooms

Chalet with 3 rooms for 4 persons

Pickering, Ryedale District, United Kingdom
£133£77
per night
Very good(1 rating)
HomeToGo
£133£77
per night
View deal
HomeToGo
Chalet Pickering
1 Aug - 8 Aug
Chalet ∙ 2 guests ∙ 1 bedroom

Children-friendly chalet with hot tub

Pickering, Ryedale District, United Kingdom
£118
per night
HomeToGo
£118
per night
View deal
HomeToGo
Cottage Pickering
-60%
29 Nov - 6 Dec
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden & terrace

Pickering, Ryedale District, United Kingdom
£147£59
per night
Excellent(36 ratings)
HomeToGo
£147£59
per night
View deal
HomeToGo
Cottage Pickering
-62%
1 Nov - 8 Nov
Cottage ∙ 4 guests ∙ 2 bedrooms

Fully equipped lovely cottage with garden | Dogs allowed

Pickering, Ryedale District, United Kingdom
£188£73
per night
Outstanding(57 ratings)
HomeToGo
£188£73
per night
View deal
HomeToGo
Cottage Pickering
10 May - 17 May
Cottage ∙ 4 guests ∙ 2 bedrooms

Family-friendly cottage | River view

Pickering, Ryedale District, United Kingdom
£187
per night
Outstanding(3 ratings)
HomeToGo
£187
per night
View deal
HomeToGo

Holiday homes and cottages with a garden

Cottage  Pickering
2 May - 9 May
-47%
£168
£89 per night
Cottage ∙ 4 guests ∙ 3 bedrooms

Family-friendly beautiful cottage with garden | Pet-friendly

4.8
Outstanding(21 ratings)
Pickering, Ryedale District, United Kingdom
Garden
HomeToGo
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Cottage  Pickering
19 Apr - 26 Apr
£330 per night
Cottage ∙ 10 guests ∙ 5 bedrooms

Children-friendly beautiful cottage with barbeque, pool & garden | Pet-friendly

5.0
Outstanding(14 ratings)
Pickering, Ryedale District, United Kingdom
Garden
Vrbo
View deal
Cottage  Pickering
5 Jul - 12 Jul
-12%
£108
£95 per night
Cottage ∙ 5 guests ∙ 3 bedrooms

Cottage with garden

5.0
Outstanding(15 ratings)
Pickering, Ryedale District, United Kingdom
Garden
Vrbo
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Most popular holiday lettings with a fireplace

Cottage  Pickering
25 Apr - 2 May
-33%
£282
£188 per night
Cottage ∙ 11 guests ∙ 5 bedrooms

Cottage with garden

Pickering, Ryedale District, United Kingdom
Fireplace
HomeToGo
View deal
Cottage  Pickering
26 Apr - 3 May
-35%
£149
£97 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Children-friendly cottage with garden

Pickering, Ryedale District, United Kingdom
Fireplace
HomeToGo
View deal
Cottage  Pickering
26 Apr - 3 May
-39%
£184
£113 per night
Cottage ∙ 5 guests ∙ 3 bedrooms

Family-friendly cottage with barbecue, garden & pool

4.7
Excellent(6 ratings)
Pickering, Ryedale District, United Kingdom
Fireplace
Vrbo
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Holiday lettings and apartments with air conditioning

Apartment  Pickering
21 Jun - 28 Jun
£96 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Flat for 2 persons

4.4
Very good(28 ratings)
Pickering, Ryedale District, United Kingdom
Air conditioning
HomeToGo
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Cabin  Pickering
24 May - 31 May
-9%
£132
£120 per night
Cabin ∙ 2 guests ∙ 1 bedroom

Wonderful cabin with garden & terrace | Pet-friendly

Pickering, Ryedale District, United Kingdom
Air conditioning
Vrbo
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Cabin  Pickering
16 Jun - 23 Jun
-9%
£131
£119 per night
Cabin ∙ 2 guests ∙ 1 bedroom

Cabin with terrace & garden

Pickering, Ryedale District, United Kingdom
Air conditioning
Vrbo
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Best holiday rental deals in Pickering

Save up to 65%

Cottage Pickering
22 Nov - 29 Nov
-61%
£132
£51 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden

4.1
Very good(112 ratings)
Pickering, Ryedale District, United Kingdom
HomeToGo
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Cottage Pickering
3 May - 10 May
-41%
£165
£98 per night
Cottage ∙ 5 guests ∙ 3 bedrooms

Cottage with 3 rooms for 5 persons

Pickering, Ryedale District, United Kingdom
Vrbo
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Cottage Pickering
8 Nov - 15 Nov
-65%
£149
£53 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with garden

4.5
Excellent(121 ratings)
Pickering, Ryedale District, United Kingdom
HomeToGo
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514 fantastic rentals from 13 partner websites, including Vio.com and Booking.com, are currently listed in Pickering. HomeToGo lets you immediately search and compare the offers for each rental from various providers to find the best price and save up to 50%.

Budget-friendly Holiday Homes in Pickering

Find Fantastic yet Cheap Lettings

Cottage Pickering
3 May - 10 May
-33%
£222
£148 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Children-friendly cottage with garden & BBQ | Pets are welcome

Pickering, Ryedale District, United Kingdom
HomeToGo
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Cottage Pickering
10 May - 17 May
£187 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage | Lake view

5.0
Outstanding(3 ratings)
Pickering, Ryedale District, United Kingdom
Vrbo
View deal
Cottage Pickering
24 May - 31 May
£95 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Charming cottage with terrace & garden | Pets allowed

Pickering, Ryedale District, United Kingdom
Vrbo
View deal

Top-Rated Lettings and Properties in Pickering

Book Holiday Letting Offers with the Highest User Rating

Cottage Pickering
1 Nov - 8 Nov
-62%
£267
£101 per night
Cottage ∙ 6 guests ∙ 4 bedrooms

Cottage with garden & terrace

4.9
Outstanding(56 ratings)
Pickering, Ryedale District, United Kingdom
HomeToGo
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Cottage Pickering
8 Nov - 15 Nov
-35%
£127
£82 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage with BBQ, garden & terrace

4.9
Outstanding(55 ratings)
Pickering, Ryedale District, United Kingdom
Vrbo
View deal
Cottage Pickering
8 Nov - 15 Nov
-53%
£123
£58 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden & terrace

4.7
Excellent(36 ratings)
Pickering, Ryedale District, United Kingdom
HomeToGo
View deal

Customer ratings and reviews

How are reviews collected?
Robert S.
Guest verified by HomeToGo

Excellent stay, property was exceptional and everything you could need was provided. Our hosts even decorated the house for Christmas.

Reviewed on 31/12/2023 | Family
Cottage Pickering
from £87 per night
HomeToGo
Cottage ∙ 5 guests ∙ 3 bedrooms
5.0
Outstanding(15 ratings)
Pickering, Ryedale District, United Kingdom
View deal
Paul A.
Guest verified by HomeToGo

Excellent location, parking for 2 cars was fantastic. Great kitchen facilities, 2 bathrooms are a real advantage, great info available in the cottage. Cottage was warm on arrival and we especially loved the dining room.

Reviewed on 13/11/2023 | Group
Cottage Pickering
from £87 per night
HomeToGo
Cottage ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding(31 ratings)
Pickering, Ryedale District, United Kingdom
View deal
Lynne D.
Guest verified by HomeToGo

First holiday using a cottage.. found everything homely and close to shops and steam railway. Only caution.. the stairs.. Thank you all x will return.

Reviewed on 15/07/2023 | Family
Cottage Pickering
from £122 per night
HomeToGo
Cottage ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding(67 ratings)
Pickering, Ryedale District, United Kingdom
View deal
Debra G.
Guest verified by HomeToGo

So cosy and comfortable. The hosts have supplied everything you could ever need for your stay. It was spotlessly clean, with some gorgeous original features. All topped off with a beautiful cottage garden with ample space to enjoy alfresco meals and evening drinks. They also supply lots of information about the town and local attractions and eateries for you to visits. Absolutely lovely.

Reviewed on 19/02/2023 | Family
Cottage Pickering
from £53 per night
HomeToGo
Cottage ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding(18 ratings)
Pickering, Ryedale District, United Kingdom
View deal
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Securely pay and stay your way

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Award-winning customer service

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Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Smart search made simple

Transform holiday planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Pickering

  • Pet-friendly (188)
  • Parking (46)
  • WiFi (476)
  • Pool (7)
  • Garden (360)
  • Hot tub (46)
  • TV (419)
  • Kitchen (409)
  • Balcony/patio (121)
  • No pets (325)
  • Washing machine (279)
  • Microwave (266)

If you want to bring your pet, you can easily find a pet-friendly rental in Pickering. Most pet-friendly holiday rentals in Pickering are cottage. Their average price is £197 a night. You can also search for pet-friendly holiday rentals that are centrally located. In Pickering, a few of the holiday rentals are situated within 2 kilometres of the city centre.

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.

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.

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.

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.

Information about holiday rentals in Pickering

🏡 Holiday homes available 514 rentals
💳 Discounts available up to 50%
🌙 Nightly prices from £47
⭐ Popular amenities Pets allowed, Parking and Internet
🐾 Pet friendly rentals 192 properties
14,635 reviews
Pickering holiday rentals have an average rating of 4.6/5 across 14,635 reviews left by travellers.

Frequently Asked Questions

What is a common price per night for a holiday home in Pickering?

The nightly price in Pickering is £47 on average. The average cost of house rentals is £211 per night. Cottage will be £192 per night.

How many holiday lets are available to rent in Pickering?

Low season in Pickering is in August, so you'll be able to choose a great deal for Cottage or House rentals for your holiday.

What is the most searched holiday apartment amenity in Pickering?

Travellers planning trips to Pickering most often look for Pets allowed, Parking, and Internet as holiday home amenities.

May i bring my pet while staying in aholiday apartment in Pickering?

Dogs are welcome in Pickering with 192 pet-friendly holiday rentals.

What is the best time of year to travel to Pickering?

August and July are the warmest months in Pickering, while May and April have less rain.

Where can I see deals on holiday accommmodation in Pickering?

You can get fabulous discounts on holiday homes in Pickering with the cost per night for a rental beginning at £47 - and HomeToGo has created plenty of filters that mean it's quick and simple to uncover the best deals. When considering different dates for your holiday, you can use HomeToGo's flexible dates technology to scan for lower cost date options and see discounts of as much as 50%. Furthermore, HomeToGo's 'distance from' filter can help you discover hidden gem holiday homes in great value, lesser-known spots with good proximity to the area of your choice, whether that's sand and sea, a mountain for snowboarding, or a city's urban hub. Start searching with time to spare to get the best of the greatest variety of options and low prices - and do so free from stress by selecting HomeToGo's 'free cancellation' filter when you search.

What are the benefits of finding 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 homes in Pickering bring a variety of benefits. HomeToGo lets you read genuine ratings from verified visitors, and searching is safe, simple, and stress-free - so with 514 rentals from 13 providers in the region, you're sure to locate the perfect type of accommodation with all of the amenities you need in Pickering.

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