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

Holiday homes and lettings in Pickering

Find 442 available offers from 15 partners
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Top 15 Recommended holiday lettings in Pickering

Find your perfect holiday home, apartment or cottage in Pickering from just £44 per night!

Cottage Pickering
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage | Pet-friendly

Pickering, Ryedale District, United Kingdom
from £76
per night
Outstanding(37 ratings)
from £76
per night
View deal
Cottage Pickering
Cottage ∙ 5 guests ∙ 2 bedrooms

Child-friendly beautiful cottage with garden & barbeque

Pickering, Ryedale District, United Kingdom
from £76
per night
from £76
per night
View deal
Cottage Pickering
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with barbeque & garden

Pickering, Ryedale District, United Kingdom
from £85
per night
from £85
per night
View deal
Cottage Pickering
Cottage ∙ 4 guests ∙ 2 bedrooms

Child-friendly pleasant cottage with garden & BBQ

Pickering, Ryedale District, United Kingdom
from £70
per night
from £70
per night
View deal
Cottage Pickering
Cottage ∙ 11 guests ∙ 5 bedrooms

Cottage with garden

Pickering, Ryedale District, United Kingdom
from £185
per night
from £185
per night
View deal
Chalet Pickering
Chalet ∙ 4 guests ∙ 3 bedrooms

Family-oriented chalet with hot tub

Pickering, Ryedale District, United Kingdom
from £79
per night
from £79
per night
View deal
Cottage Pickering
Cottage ∙ 10 guests ∙ 5 bedrooms

Fully equipped beautiful cottage with BBQ & garden

Pickering, Ryedale District, United Kingdom
from £125
per night
Outstanding(31 ratings)
from £125
per night
View deal
Cottage Pickering
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with garden & BBQ

Pickering, Ryedale District, United Kingdom
from £222
per night
Outstanding(10 ratings)
from £222
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(89 ratings)
from £45
per night
View deal
Cottage Pickering
Cottage ∙ 5 guests ∙ 3 bedrooms

Cottage with barbecue, garden & pool

Pickering, Ryedale District, United Kingdom
from £115
per night
Excellent(6 ratings)
from £115
per night
View deal
Cottage Pickering
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage with garden

Pickering, Ryedale District, United Kingdom
from £47
per night
Very good(112 ratings)
from £47
per night
View deal
Cottage Pickering
Cottage ∙ 4 guests ∙ 2 bedrooms

Children-friendly beautiful cottage with garden | Dogs allowed

Pickering, Ryedale District, United Kingdom
from £52
per night
Very good(151 ratings)
from £52
per night
View deal
Cottage Pickering
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with garden

Pickering, Ryedale District, United Kingdom
from £52
per night
Excellent(121 ratings)
from £52
per night
View deal
Cottage Pickering
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with 1 room for 2 persons

Pickering, Ryedale District, United Kingdom
from £86
per night
Very good(5 ratings)
from £86
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 £59
per night
from £59
per night
View deal

Holiday homes and cottages with a garden

Cottage  Pickering
from £74 per night
Cottage ∙ 5 guests ∙ 3 bedrooms

Child-friendly cottage with garden | Pets are welcome

5.0
Outstanding(30 ratings)
Pickering, Ryedale District, United Kingdom
Garden
View deal
Cottage  Pickering
from £70 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden

3.9
Good(4 ratings)
Pickering, Ryedale District, United Kingdom
Garden
View deal
Cottage  Pickering
from £52 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden

4.4
Very good(9 ratings)
Pickering, Ryedale District, United Kingdom
Garden
View deal
See all offers

Holiday lettings and apartments with air conditioning

House  Pickering
from £121 per night
House ∙ 2 guests ∙ 1 bedroom

Fully equipped house with garden & BBQ | Perfect for remote work | Pet-friendly

Pickering, Ryedale District, United Kingdom
Air conditioning
View deal
Cabin  Pickering
from £111 per night
Cabin ∙ 2 guests ∙ 1 bedroom

Wonderful cabin with garden & terrace | Pet-friendly

Pickering, Ryedale District, United Kingdom
Air conditioning
View deal
Apartment  Pickering
from £81 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Apartment | City view

4.0
Very good(8 ratings)
Pickering, Ryedale District, United Kingdom
Air conditioning
View deal
See all offers

Best holiday rentals with a balcony

Cottage  Pickering
from £237 per night
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage with garden & terrace

5.0
Outstanding(1 rating)
Pickering, Ryedale District, United Kingdom
Balcony
View deal
House  Pickering
from £195 per night
House ∙ 4 guests ∙ 1 bedroom

Holiday home with garden & BBQ

Pickering, Ryedale District, United Kingdom
Balcony
View deal
Apartment  Pickering
from £144 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
See all offers

Budget-friendly Holiday Homes in Pickering

Find Fantastic yet Cheap Lettings

Cottage Pickering
from £163 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden & BBQ

5.0
Outstanding(8 ratings)
Pickering, Ryedale District, United Kingdom
View deal
Cottage Pickering
from £152 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

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

Pickering, Ryedale District, United Kingdom
View deal
Cottage Pickering
from £223 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with BBQ & garden

4.9
Outstanding(10 ratings)
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 £105 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with garden

4.6
Excellent(12 ratings)
Pickering, Ryedale District, United Kingdom
View deal
Cottage Pickering
from £164 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with BBQ & garden

5.0
Outstanding(8 ratings)
Pickering, Ryedale District, United Kingdom
View deal
Cottage Pickering
from £44 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Wonderful cottage with 1 room for 2 persons

4.6
Excellent(86 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 £59 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 £62 per night
HomeToGo
Cottage ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding(32 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 £131 per night
HomeToGo
Cottage ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding(69 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

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

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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 (162)
  • Parking (43)
  • WiFi (427)
  • Pool (2)
  • Garden (296)
  • Hot tub (37)
  • TV (377)
  • Kitchen (351)
  • Balcony/patio (105)
  • No pets (280)
  • Washing machine (256)
  • Microwave (236)

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 £194 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 442 rentals
💳 Discounts available up to 46%
🌙 Nightly prices from £44
⭐ Popular amenities Pets allowed, Parking and Internet
🐾 Pet friendly rentals 161 properties
108 reviews
Pickering holiday rentals have an average rating of 4.5/5 across 108 reviews left by travellers.

Frequently Asked Questions

What is the nightly rate for a holiday rental in Pickering?

You can book a holiday home in Pickering for as little as £44 per night. Rates will depend on location, property size, and extras like a pool or pet-friendly access. HomeToGo helps you filter by price to match your budget.

How many holiday homes are available to rent in Pickering? And what are the most popular types of holiday lets?

There are currently 442 holiday lettings in Pickering to choose from and book for your upcoming trip. Many of holiday rentals in Pickering are cottage, making them a top pick among travellers. These properties are perfect for families, couples, or groups looking for a cosy base. Find your perfect match on HomeToGo today.

What is the most popular holiday home amenity in Pickering?

Three most popular holiday home amenities among our customers in Pickering are Pets allowed, Parking and Internet.

Are there any pet-friendly holiday cottages in Pickering?

Absolutely! Pet-friendly holiday rentals in Pickering are widely available. With HomeToGo, it’s easy to find a place that suits both you and your four-legged companion. Just tick the ‘Pets allowed’ filter on HomeToGo to see what’s available for you and your pet.

What's the perfect time to travel to Pickering?

April and May are the driest months in Pickering.

Where can I see discounts on holiday accommmodation in Pickering?

You can get fabulous discounts on holiday lettings in Pickering with the nightly price of accommodation starting at just £44 - and HomeToGo has created plenty of filters that make it quick and simple to uncover the top offers. When choosing the dates for a trip, you can use HomeToGo's flexible dates technology to quickly locate low-price date options and get savings of up to 46%. Furthermore, HomeToGo's 'distance from' filter enables you to locate top quality accommodation offers in lower-price, lesser-known spots which are still near to your desired destination, whether that's sand and sea, a mountain for snowboarding, or a city's urban hub. Book early to get the benefits of the greatest variety of options and top discounts - and do so with confidence by utilising HomeToGo's 'free cancellation' filter when searching for holiday accommodation.

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

From increased privacy away from the crowds to more space in which to have fun with your loved ones, holiday lets in Pickering offer a variety of benefits. HomeToGo lets you read genuine ratings written by previous guests, and searching is safe, simple, and hassle-free - so with 442 lets from 14 providers in the vicinity, you're sure to discover the right holiday home with the amenities and features that are important to you in Pickering.

Do you offer holiday accommodation for couples in Pickering?

Yes, there are many romantic holiday rentals in Pickering perfect for two. Enjoy a romantic retreat with just the right amount of space and charm. HomeToGo helps you discover the best spots for two.

Can I book a waterfront holiday rental in Pickering?

You can book one of 442 waterfront holiday homes in Pickering for a truly scenic break. They're great for beach lovers or anyone seeking a peaceful retreat by the water. Start your search now on HomeToGo.

Why should I book my holiday rental with HomeToGo?

From seaside cottages to city apartments, HomeToGo has the best holiday rentals out there. We compare prices across providers to help you save time and money. Discover your ideal holiday home with ease on HomeToGo.

Can I find family-friendly holiday lettings in Pickering?

Holiday cottages in Pickering are a great fit for families, offering comfort, space and handy amenities. Many come with space for medium-sized groups and families and practical features like kitchens and gardens. Start your search with HomeToGo for a stress-free getaway.

Can I cancel my holiday rental booking for free?

Worried about changes? Plenty of holiday rentals listed on HomeToGo come with free cancellation options. HomeToGo makes it easy to find flexible bookings.

Is it possible to rent a holiday home for a weekend getaway in Pickering?

Need a weekend getaway in Pickering? Lots of holiday rentals offer short stays for a quick and easy break. You’ll find plenty of holiday homes that accept 2-3 night bookings. Find yours easily on HomeToGo.

Are there any last-minute holiday rental deals in Pickering?

Need a quick break? Last-minute holiday is just a few clicks away in Pickering. With HomeToGo, you can find great value — and save up to 46%, even at short notice. Use HomeToGo’s filters to see what’s available right now.

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