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

Holiday homes and lettings in Pickering

Find 559 available offers from 14 partners
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Top 15 Recommended holiday lettings in Pickering

Find your perfect holiday home, apartment or cottage in Pickering from just £30 per night!

Chalet Pickering
Chalet ∙ 4 guests ∙ 3 bedrooms

Chalet with 3 rooms for 4 persons

Pickering, Ryedale District, United Kingdom
from £79
per night
Outstanding(1 rating)
from £79
per night
View deal
Cottage Pickering
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden

Pickering, Ryedale District, United Kingdom
from £75
per night
from £75
per night
View deal
Cottage Pickering
Cottage ∙ 3 guests ∙ 2 bedrooms

Nice cottage with garden & terrace

Pickering, Ryedale District, United Kingdom
from £71
per night
from £71
per night
View deal
Cottage Pickering
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden

Pickering, Ryedale District, United Kingdom
from £69
per night
Good(4 ratings)
from £69
per night
View deal
Cottage Pickering
Cottage ∙ 5 guests ∙ 3 bedrooms

Child-friendly cottage with garden | Pets are welcome

Pickering, Ryedale District, United Kingdom
from £75
per night
Outstanding(30 ratings)
from £75
per night
View deal
Cottage Pickering
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with garden

Pickering, Ryedale District, United Kingdom
from £107
per night
Excellent(12 ratings)
from £107
per night
View deal
Cottage Pickering
Cottage ∙ 5 guests ∙ 3 bedrooms

Child-friendly nice cottage with terrace, garden & barbecue | Pets allowed

Pickering, Ryedale District, United Kingdom
from £75
per night
Good(91 ratings)
from £75
per night
View deal
Cottage Pickering
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with 1 room for 2 persons

Pickering, Ryedale District, United Kingdom
from £45
per night
Excellent(86 ratings)
from £45
per night
View deal
Cottage Pickering
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden

Pickering, Ryedale District, United Kingdom
from £45
per night
Very good(112 ratings)
from £45
per night
View deal
Cottage Pickering
Cottage ∙ 2 guests ∙ 1 bedroom

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

Pickering, Ryedale District, United Kingdom
from £62
per night
from £62
per night
View deal
Cottage Pickering
Cottage ∙ 5 guests ∙ 3 bedrooms

Cottage with garden

Pickering, Ryedale District, United Kingdom
from £74
per night
Outstanding(15 ratings)
from £74
per night
View deal
Cottage Pickering
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with BBQ & garden

Pickering, Ryedale District, United Kingdom
from £198
per night
Outstanding(10 ratings)
from £198
per night
View deal
Cottage Pickering
Cottage ∙ 5 guests ∙ 3 bedrooms

Family-friendly cottage with barbecue, garden & pool

Pickering, Ryedale District, United Kingdom
from £121
per night
Excellent(6 ratings)
from £121
per night
View deal
Cottage Pickering
Cottage ∙ 2 guests ∙ 1 bedroom

Wonderful cottage with 1 room for 2 persons

Pickering, Ryedale District, United Kingdom
from £44
per night
Excellent(86 ratings)
from £44
per night
View deal
Cottage Pickering
Cottage ∙ 10 guests ∙ 5 bedrooms

Fully equipped beautiful cottage with BBQ & garden

Pickering, Ryedale District, United Kingdom
from £132
per night
Outstanding(31 ratings)
from £132
per night
View deal

Best holiday rentals with a balcony

Cottage  Pickering
from £80 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden & terrace

5.0
Outstanding(1 rating)
Pickering, Ryedale District, United Kingdom
Balcony
View deal
Apartment  Pickering
from £169 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Fully equipped charming apartment with garden | Perfect for remote work

Pickering, Ryedale District, United Kingdom
Balcony
View deal
House  Pickering
from £201 per night
House ∙ 4 guests ∙ 1 bedroom

Holiday home with garden & BBQ

Pickering, Ryedale District, United Kingdom
Balcony
View deal
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Most popular holiday lettings with a fireplace

Cottage  Pickering
from £185 per night
Cottage ∙ 11 guests ∙ 5 bedrooms

Cottage with garden

Pickering, Ryedale District, United Kingdom
Fireplace
View deal
Cottage  Pickering
from £115 per night
Cottage ∙ 5 guests ∙ 3 bedrooms

Cottage with barbecue, garden & pool

4.7
Excellent(6 ratings)
Pickering, Ryedale District, United Kingdom
Fireplace
View deal
Cottage  Pickering
from £198 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with garden & BBQ

4.9
Outstanding(10 ratings)
Pickering, Ryedale District, United Kingdom
Fireplace
View deal
See all offers

Budget-friendly Holiday Homes in Pickering

Find Fantastic yet Cheap Lettings

Chalet Pickering
from £116 per night
Chalet ∙ 4 guests ∙ 3 bedrooms

Family-oriented chalet with hot tub

Pickering, Ryedale District, United Kingdom
View deal
Chalet Pickering
from £78 per night
Chalet ∙ 4 guests ∙ 3 bedrooms

Chalet with 3 rooms for 4 persons

4.0
Very good(1 rating)
Pickering, Ryedale District, United Kingdom
View deal
Chalet Pickering
from £97 per night
Chalet ∙ 4 guests ∙ 2 bedrooms

Pleasant chalet with hot tub

Pickering, Ryedale District, United Kingdom
View deal

Top-Rated Lettings and Properties in Pickering

Book Holiday Letting Offers with the Highest User Rating

Cottage Pickering
from £86 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage | Pet-friendly

5.0
Outstanding(36 ratings)
Pickering, Ryedale District, United Kingdom
View deal
Cottage Pickering
from £87 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Children-friendly cottage with garden

5.0
Outstanding(2 ratings)
Pickering, Ryedale District, United Kingdom
View deal
Cottage Pickering
from £68 per night
Cottage ∙ 5 guests ∙ 3 bedrooms

Family-oriented nice cottage with terrace | Pet-friendly

5.0
Outstanding(2 ratings)
Pickering, Ryedale District, United Kingdom
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 £72 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
-50%
£168
from £84 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 £129 per night
HomeToGo
Cottage ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding(68 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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Verified reviews

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

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

Smart search made simple

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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 (185)
  • Parking (47)
  • WiFi (528)
  • Pool (5)
  • Garden (370)
  • Hot tub (44)
  • TV (435)
  • Kitchen (453)
  • Balcony/patio (114)
  • No pets (374)
  • Washing machine (310)
  • Microwave (271)

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 £195 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 559 rentals
💳 Discounts available up to 46%
🌙 Nightly prices from £30
⭐ Popular amenities Pets allowed, Parking and Internet
🐾 Pet friendly rentals 184 properties
60 reviews
Pickering holiday rentals have an average rating of 4.5/5 across 60 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 £30 on average. The average cost of house rentals is £208 per night. Cottage will be £189 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 184 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 £30 - 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 46%. 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 559 rentals from 14 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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