
Vacation rentals in Pickering
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Top-rated vacation rentals in Pickering
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

Cosy character cottage in heart of Pickering
31 Eastgate is a cosy and well equipped cottage in a fantastic central location in the market town of Pickering. It's ideally located for exploring the North Yorkshire Moors, steam railway, the coast and the historic walled city of York. Located on one of the main roads in Pickering (sometimes there will be traffic noise) the tree lined street of Eastgate is beautiful in all seasons and the town centre is a 5 minute walk away. Visit one of the fantastic pubs or catch a steam train to Whitby.

The Bothy
Adults only/no pets..our Ethos ..to make your visit relaxing, recharge your batteries, revisit..all in a peaceful setting but don’t take our word for it..read our Reviews! We may not have cooking facilities but Pickering has some great eateries and pubs…what we do have is a kettle/coffee machine/fridge/BBQ Discounts for sun-thurs and early bookings…don’t delay book today! Come to beautiful North Yorkshire so much to see and do you may never want to leave! A warm welcome awaits you at The Bothy

Stationmaster's Cottage
A detached Victorian stone cottage in the shadow of Pickering Castle and overlooking North York Moors Railway station, this characterful property with real fire is only 3 minutes walk away from town centre amenities, the castle and a ten minute walk to the start of the Tabular Hills way and gateway to the North York Moors National Park. Free parking is provided in the Platform 3 Car Park diagonally opposite the property 70 yards away (dashboard pass provided). Please note: steep stepped access.

Lovely cottage for N. York Moors & Steam Trains
19 Burgate is in the popular market town of Pickering, minutes’ walk from shops, eating places, Castle & Steam Railway (seasonal) - ideal for exploring the Moors, coastline & historic sights. It offers contemporary comfort, with a cosy living room, modern kitchen-diner, luxurious bathroom (walk-in shower, bath) & quality bedrooms. The garden offers eating/drinks outside and access to private parking. Prices are for 2 guests, with a small extra charge for the 2nd bedroom and well-behaved pets.

Cosy one bedroom cottage in Pickering
This lovely cottage is nestled in the centre of the beautiful market town of Pickering, Relax at this charming cottage which offers easy access to the enchanting landscapes of the North Yorkshire Moors and the nearby towns and coast. Whether you visit the iconic North Yorkshire Moors Railway, attend a concert at the Scarborough Open Air Theatre, or spend a day at the beach or exploring Whitby and the Moors. If you are seeking relaxation or adventure, this unique getaway is the perfect choice.

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/

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.

Country Cottage with Steam Railway Views
Positioned on a pedestrian road, wake up to the sound of birds or the steam railway. Cosy up to the log burner or sit out in the evening sun, on our west facing decking overlooking the railway. A 1 minute walk to forest walks and Pickering castle, or a 2 minute walk to the town centre; you couldn’t be more perfectly located. Pickering has the charm of a rural North Yorkshire town with all the amenities you need for a relaxing break or a family centred vacation.

2 bed Cottage Pickering, Priv Parking, Logburner
Oak Cottage is in the perfect place to explore Pickering and the surrounding North Yorkshire Moors and Coast. With Parking for 1 car and Just a 5 to 10 minute walk into central Pickering and the NYM Railway. Fully equipped for a comfortable and relaxing stay with lots of luxurious extras. We can sleep upto 4 people and one well behaved dog is welcome, but must be added to your booking for a small charge. It is a terraced cottage on the main road.

Stunning views, 4 acres, dog friendly, Yorkshire
Owl House is an Elizabethan barn conversion. It sits on the edge of the 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 and woodland. Dog friendly. Open plan sitting room/kitchen, bathroom w shower,mezzanine bedroom, pizza oven on site, parking, walkable pub.

Beautifully renovated stable in Pickering
Brand new as of November 2022: The Hayloft on Eastgate is a former stable which has been newly converted and renovated into a cosy, well equipped holiday home situated in Pickering. The property sleeps up to 4 people and has everything you should need for a comfortable stay in this wonderful part of Yorkshire. The centre of Pickering, with its heritage railway, castle, eateries, shops and other amenities is a five minute walk away.
Popular amenities for Pickering vacation rentals
Other great vacation rentals in Pickering

DIY shed in the middle of the woods.

The Coach House at Noelle's Cottages

Bluebird Cottage Cute 2 bed, North York Moors

Holiday hot tub apartment, opp NYMR parking inc

Cosy 18th Century Cottage close to all amenities

Rowans Cottage - distinctive 1 bed restoration

Hidden Gem, Edge Of North York Moors, Nr Pickering

Quiet Paradise Retreat for 4- near York and Whitby
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $197 CAD | $193 CAD | $193 CAD | $215 CAD | $222 CAD | $228 CAD | $233 CAD | $230 CAD | $226 CAD | $194 CAD | $196 CAD | $201 CAD |
| Avg. temp | 3 °C | 3 °C | 5 °C | 7 °C | 10 °C | 12 °C | 15 °C | 14 °C | 12 °C | 9 °C | 6 °C | 3 °C |
Frequently Asked Questions
How much does it cost to stay in cabin rentals in Pickering?
Experience the best of Pickering with our cabin rentals, starting at about $240 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there house rentals with a dedicated workspace in Pickering?
Yes! Work meets play with ease at over 10 house rentals in Pickering featuring dedicated workspaces. Stay connected and productive in your home away from home.
What types of vacation rentals are available in Pickering?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Pickering. From over 40 house rentals to over 70 cottage rentals, we've got you covered.
Do cabin rentals in Pickering have wifi?
Absolutely! We offer over 10 cabin 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 60 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.
Are there family-friendly cottage rentals in Pickering?
Pickering has more than 60 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about vacation rentals in Pickering

Total vacation rentals
Explore 150 vacation rentals in Pickering

Nightly prices starting at
Pickering vacation rentals start at $83 CAD per night before taxes and fees

Verified guest reviews
Over 5,200 verified reviews to help you choose

Family-friendly vacation rentals
120 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
150 of Pickering vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Pickering rentals

4.9 Average rating
Pickering stays are highly rated by guests—averaging 4.9 out of 5!
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