Vacation rentals in Pickering

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Top-rated vacation rentals in Pickering

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Guest favorite

Cottage in North Yorkshire

4.78 out of 5 average rating, 161 reviews

Cosy ‘Cobblers Cottage’ - Pickering

Enjoy easy access to everything from our perfectly located, traditional stone home on the gateway to the North York Moors National Park. Just steps away from Pickering town centre with an array of shops, pubs, cafes, bars, restaurants, bakers, butchers & takeaways on offer. A short stroll to the North Yorkshire Moors Railway giving pleasant & easy access to Whitby, Goathland, Levisham, Newtondale and Grosmont. Also perfectly located for Scarborough, Whitby, Malton, Helmsley & Dalby Forrest.

Feb 4 – 11

G$24,676 GYD per night

Guest favorite

Condo in North Yorkshire

4.98 out of 5 average rating, 220 reviews

2 Chiltern Place Malton-Stylish boutique apartment

Relax in this luxury boutique apartment located within a stylish, distinctive merchants building in the heart of Malton. The accommodation comprises of: entrance hall with guest cloakroom, utility room, open plan living area with contemporary feature inset fire, high specification kitchen and dining area. Master bedroom suite, king bed, luxury en-suite & private terrace. There is WiFi and underfloor heating. Free private parking on the property and space for 2 bikes within the storage areas.

Nov 1 – 8

G$22,764 GYD per night

Guest favorite

Cottage in North Yorkshire

4.91 out of 5 average rating, 252 reviews

APRICOT COTTAGE - A LUXURY HOLIDAY COTTAGE

Detached holiday cottage Sleeps two (ONE DOUBLE BED) FREE WIFI Off road parking En-suite bathroom Fully equipped kitchen TV and fridge freezer Microwave Ideal location for all local attractions 2 minute walk into Pickering and local pubs, restaurants and shops Quotes from past guests: it's just perfect/best cottage we've stayed in/everything is so welcoming/ location is fantastic Places to visit in North Yorkshire http://www.iknow-yorkshire.co.uk/attractions/north_yorkshire/

Dec 11 – 18

G$21,342 GYD per night

Guest favorite

Cottage in Newbridge

4.93 out of 5 average rating, 119 reviews

3 Railway Cottage Pickering , Hot Tub, Pets all'd

3 Railway Cottages is a cosy well equipped self-catering cottage, located just one mile from the market town of Pickering. It is dog friendly (£10 per dog per night) with a hot tub and garden including outdoor seating and a train viewing area right bedside the NYMR heritage railway. The cottage lies at the foot of the North York Moors and has many footpaths and bridleways close by for walkers and cyclists. The cottage sleeps up to 4 adults and has everything you need for a comfortable stay

Feb 12 – 19

G$36,633 GYD per night

Guest favorite

Guest suite in Rosedale Abbey

4.98 out of 5 average rating, 127 reviews

Cosy rural cottage in National Park

Come and stay in the beautiful village of Rosedale Abbey in the spectacular North Yorkshire Moors National Park. Moo’s is our converted stone cottage with a lovely living kitchen with cast iron stove and a vintage country feel. A handmade turned staircase leads up to the en-suite bedroom with metal bed stead and roll top bath. Adjacent there is a spacious covered patio area with seating, dining and storage, which looks across to an outdoor patio with fruit trees seating and parking space.

Apr 6 – 13

G$24,656 GYD per night

Guest favorite

Barn in Aislaby, Pickering

4.97 out of 5 average rating, 229 reviews

Stunning views, 4 acres, dog friendly, Yorkshire

Owl House is an Elizabethan barn conversion designed by architects Bramhall Blenkharn Leonard. It sits on the edge of North York Moors National Park and features a glazed wall offering far reaching countryside views across the vale of pickering with the Howardian Hills visible in the distance. Former farm set in 4 acres of peaceful gardens, paddock, woodland & chickens. Dog friendly. Open plan sitting room/kitchen, bathroom w shower,mezzanine bedroom,pizza oven,parking, walkable pub.

Apr 19 – 26

G$43,529 GYD per night

Guest favorite

Cottage in Lockton

4.95 out of 5 average rating, 123 reviews

Jasmine Cottage, North Yorks Moors National Park

Jasmine Cottage is a beautiful 19th century home set within the idyllic village of Lockton in the North Yorkshire Moors National Park. It is only 10 minutes from Pickering, Thornton Le Dale and Dalby Forest, a 15 minute drive to Malton (the food capital of the North) and 20 minutes to the wonderful North Yorkshire coast. The cottage is very comfortable and relaxing with beautiful sunny gardens at the front and rear of the property. All rooms are tastefully furnished to a high standard.

Feb 26 – Mar 5

G$32,920 GYD per night

Guest favorite

Cottage in North Yorkshire

4.97 out of 5 average rating, 109 reviews

Katiann's Cottage

Accommodation Master Bedroom, en-suite shower 1 x King Size Bed, Freeview TV Twin Bedroom - 2 single beds TV Travel cot & highchair Bedlinen & Towels Bathroom - bath, shower, sink, toilet Kitchen Diner - dishwasher, washing machine, electric oven & hob, fridge, microwave, cooking utensils & iron Cosy lounge 2 sofas, Smart TV, electric log burner Gas Central Heating - Fuel & Electric Included Free Wi-fi 1 car parking public chargers nearby 1 x small dog subject to fee NO Smoking

Aug 12 – 19

G$39,400 GYD per night

Guest favorite

Tiny home in Newton-on-Rawcliffe

4.99 out of 5 average rating, 190 reviews

The Hide NYM National Park Cosy Cabin with hot tub

Relaxing break for adults on the edge of the North York Moors. A 5 minute drive from Pickering, where you will find shops, bars and restaurants. York/Whitby 45 minute drive. Dalby Forest 30mins, Scarborough 40mins. A tranquil stay in a rural location. Ideal for walkers and cyclists. Includes hot tub. Contact me for discount if you would prefer not to use the hot tub Due to a balcony and limited space, The Hide is not suitable for babies, infants or children. Sorry, no pets.

Feb 18 – 25

G$27,264 GYD per night

Guest favorite

Home in Kirkbymoorside

4.9 out of 5 average rating, 295 reviews

Oakforge Cottage, a spacious home from home.

Oakforge Cottage is a 3 storey house in the Market Town of Kirkbymoorside. It offers comfortable accommodation for up to 5 people (and up to 2 well behaved dogs).PLEASE NOTE: WE HAVE NO OUTSIDE SPACE FOR THE EXERCISING OF DOGS. With a fully equipped kitchen, living room with realistic simulated log burner and two bathrooms, guests will instantly feel at home in our warm, well furnished, self-catering holiday cottage. Check-in time is after 3PM, Check out is now 10.00AM.

Apr 3 – 10

G$24,298 GYD per night

Guest favorite

Barn in North Yorkshire

4.92 out of 5 average rating, 144 reviews

Delightful Barn with log burner near Pickering

A tranquil, 19th century converted barn with private garden and outdoor fire overlooking the local countryside. A short drive from Pickering and close to the Moors, Whitby and York, the barn is great for a relaxing break. Inside, you will find a renovated living area, with a wood burning stove, Smart TV and fully fitted kitchen complete with oven, fridge washing machine and dish washer, the barn offers everything you will need for a relaxing getaway in Yorkshire.

Feb 28 – Mar 7

G$34,757 GYD per night

Guest favorite

Cottage in North Yorkshire

4.93 out of 5 average rating, 325 reviews

Castlegate Cottage

Characterful and quaint 3 bedroom Grade II listed cottage, built in 1800 with open plan living. Within easy walking distance of many shops, tea rooms, restaurants, pubs and the castle, there is parking very close by. Castlegate cottage is a perfect base for exploring the many local attractions and places of interest, such as The Steam railway, Beck Isle museum, The North Yorkshire Moors, Whitby, Scarborough, Flamingo Land, Eden Camp, Dalby Forest and York.

Mar 31 – Apr 7

G$31,674 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Pickering vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Pickering's top sights

North Yorkshire Moors Historical Railway Trust Ltd69 locals recommend

Lidl4 locals recommend

The Black Swan Coaching Inn Pickering - Hotel & Restaurant3 locals recommend

Spice 4 U12 locals recommend

The White Swan Inn8 locals recommend

Beck Isle Museum15 locals recommend

Other great vacation rentals in Pickering

Guest favorite

Farm stay in Scarborough

4.99 out of 5 average rating, 589 reviews

Serendipity

Dec 7 – 14

G$20,696 GYD per night

Guest favorite

Home in North Yorkshire

4.95 out of 5 average rating, 122 reviews

Manor Farm Cottage

Jan 26 – Feb 2

G$30,408 GYD per night

Guest favorite

Barn in North Yorkshire

5.0 out of 5 average rating, 103 reviews

Blacksmith’s Barn - Cosy, Chilled & Dog Friendly.

Apr 13 – 20

G$29,589 GYD per night

Superhost

Cottage in North Yorkshire

4.89 out of 5 average rating, 109 reviews

Luxury Cottage in the Heart of Pickering-Pets free

Feb 8 – 15

G$30,910 GYD per night

Guest favorite

Cottage in Old Malton

4.96 out of 5 average rating, 138 reviews

Brook Farm Cottage, Old Malton

Jan 22 – 29

G$24,052 GYD per night

Guest favorite

Condo in North Yorkshire

4.94 out of 5 average rating, 127 reviews

🤍LUXURY apartment in the heart of Malton🤍#Chiltern

Jan 8 – 15

G$29,386 GYD per night

Guest favorite

Cottage in Kirkbymoorside

4.87 out of 5 average rating, 330 reviews

Fuchsia Cottage- a cosy getaway

Nov 7 – 14

G$20,771 GYD per night

Guest favorite

Cottage in North Yorkshire

4.97 out of 5 average rating, 65 reviews

Beautifully renovated stable in Pickering

Feb 20 – 27

G$30,128 GYD per night

Show all

Quick stats about vacation rentals in Pickering

Total rentals
130 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
100 properties are a good fit for families
Total number of reviews
3.6K reviews
Nightly prices starting at
G$10,424 GYD before taxes and fees

Frequently Asked Questions

How much does it cost to stay in cottage rentals in Pickering?
Experience the best of Pickering with our cottage rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there cottage rentals with a dedicated workspace in Pickering?
Yes! Work meets play with ease at over 30 cottage rentals in Pickering featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do cottage rentals in Pickering have wifi?
Absolutely! We offer over 50 cottage rentals with wifi in Pickering. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Pickering?
Four-legged friends are welcome in Pickering. Choose from more than 20 house rentals for guests traveling with pets.
Do cottage rentals in Pickering have a kitchen?
Absolutely! We offer over 50 cottage rentals with a kitchen in Pickering. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Pickering have free parking?
Absolutely! We offer over 20 house rentals with free parking in Pickering. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Cottage Rentals in Pickering?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 40 homes with free parking, over 50 homes with wifi, over 50 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly cottage rentals in Pickering?
Pickering has more than 40 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Pickering

Top-rated vacation rentals in Pickering

Vacation rentals for every style

Cabins

Apartments

Houses

Popular amenities for Pickering vacation rentals

Stay near Pickering's top sights

Other great vacation rentals in Pickering

Farm stay in Scarborough

Home in North Yorkshire

Barn in North Yorkshire

Cottage in North Yorkshire

Cottage in Old Malton

Condo in North Yorkshire

Cottage in Kirkbymoorside

Cottage in North Yorkshire

Quick stats about vacation rentals in Pickering

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

How much does it cost to stay in cottage rentals in Pickering?

Are there cottage rentals with a dedicated workspace in Pickering?

Do cottage rentals in Pickering have wifi?

Are there pet-friendly house rentals in Pickering?

Do cottage rentals in Pickering have a kitchen?

Do house rentals in Pickering have free parking?

What are the most popular amenities for Cottage Rentals in Pickering?

Are there family-friendly cottage rentals in Pickering?

Destinations to explore