
Family-friendly holiday rentals in Pickering
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Top-rated family-friendly rentals in Pickering
Guests agree: these family-friendly homes 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.

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, restaurants and the NYM Steam Railway. 10 minute drive from Thornton Dale, where Bangers&Cash is filmed. 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. Due to a balcony and limited space, The Hide is not suitable for babies, infants or children. Sorry, no pets.

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.

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/

La Fenetre Holiday Cottage
Central location just one minute walk from the town centre with lots of shops, bars & restaurants. HOT TUB! Pet Friendly. Contact us for special offers. Private outdoor courtyard. Our cottage offers very comfortable accommodation and is within easy walking distance of amenities, parking very close by, the perfect base for exploring local attractions, including York, Whitby, Scarborough, Dalby Forest, Flamingo Land & North Yorkshire Moors. The cottage is snug & makes maximum use of space.

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.
Popular amenities for Pickering family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury one bedroom cottage with log burning hot tu

Wykeham Cottage, Stunning Cottage in Harwood Dale

The Hut in the Wild

Hootsman

Storey Corner - Where memories are made

The Hayloft, Low Bell End Farm

Glamping Pod 4x6m with Hot Tub Hire nr Cayton Bay

Grouse Lodge A Fabulous Farm Stay Private Hot Tub
Family- and pet-friendly home rentals

Beulah House

Spacious family house in pretty village near York

Luxury boutique apartment-2 Chiltern Place Malton

Spacious character historic cottage

Secret of Eden Beach House - Pet friendly WiFi E.V

Fuchsia Cottage- a cosy getaway

Fully Fenced Dog Field, Sea Views & Forest Walks

Dalby Family Cottage, Bickley Rigg Farm
Family-friendly home rentals with a pool

Willow Cottage: 3 Bed, 3 Bath, Pool, WiFi, dogs

East Coast Escape The Bay Filey Pets Wifi Gym Pool

2 bed holiday lodge

Relax at lovely Collie Cottage, The Bay Filey

Sunkissed Cottage, The Bay, Filey

Hot Tub Pet Friendly York

Luxury Cabin with Hot Tub & Spa Facilities

Yorkshire Coast Retreat The Bay Filey Wifi Pets
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $205 SGD | $205 SGD | $205 SGD | $225 SGD | $230 SGD | $247 SGD | $246 SGD | $241 SGD | $224 SGD | $211 SGD | $206 SGD | $213 SGD |
| 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 |
Quick stats about holiday rentals that are family-friendly in Pickering

Total holiday rentals
Explore 120 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 3,630 verified reviews to help you choose

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
120 of Pickering holiday 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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- Royal Armouries Museum
- Leeds Grand Theatre and Opera House
- Yorkshire Coast
- Valley Gardens
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