
Family-friendly holiday rentals in Pickering
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Pickering
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Mill Cottage Is A Beautiful Cosy Country Escape
Escape to the country to the beautiful Moors Market town of Pickering.Just a short stroll from the centre of town lies Mill Cottage.A traditional country cottage furnished to the highest standard with a modern twist. With direct access to some of the most outstanding walks in the Moors but a fantastic convenient location for the amazing selection of country pubs , restaurants and attractions Pickering has to offer. The greatest care is taken to ensure your stay with us is as perfect as possible

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.

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.

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/

Charming farm based cottage with hot tub/sauna
Located on a farm just outside of the market Town of Pickering, Swallow Cottage is a charming, pet friendly 3 bedroom cottage, complete with hot tub, sauna and games room. We’re well placed for visits to the stunning yorkshire coast, and have plenty of excellent walking and biking routes on the doorstep. Key features of the cottage include •hot tub •sauna •games room including pool table •farm setting •local pub within walking distance •3 en-suite bedrooms •pet friendly •WiFi and smart tv

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.

Short stroll to pubs, cafés & shops. Free Parking
Enjoy a clean and comfortable, cosy yet spacious, experience at this peacefully located holiday home. Just a very short stroll from Pickering town centre where you’ll be spoilt for choice with a whole host of shops, cafes, bars, pubs and restaurants. Offering a stylish, comfortable space with all you need. Ideal as a base to enjoy and explore all great North Yorkshire has to offer. Free on street parking or free parking permit for Eastgate car park which is less than 300 meters away.

Katiann's Cottage
Accommodation Master Bedroom, en-suite walk in shower, 1 x King Size Bed, Freeview TV Twin Bedroom - 2 single beds TV Travel cot & highchair available Bedlinen & Towels Bathroom - bath, shower, sink, toilet Kitchen Diner - dishwasher, Ninja Air Fryer, Washer,electric oven & hob, fridge, microwave, cook utensils & iron Cosy lounge 2 leather recliner sofas, Smart TV, electric log burner Gas Central Heating Free Wi-fi 1 car parking public chargers nearby 1 x small dog subject to fee

Dahlia Cabin
Our third luxury handcrafted log cabin, set on a working farm in the heart of Dalby Forest. Perfect for couples or families. Our cozy, heated cabin has a fridge and kettle with tea and coffee making facilities, and has an ensuite bathroom with heated towel rails. Enjoy the stunning views from the covered raised decking area. Close to Dalby visitors center and 30 miles of amazing mountain bike trails. We provide a continental breakfast brought to the door, and a gas bbq for cooking.

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.

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

Snowdrop Cottage

Hot Tub Studio Lodge.

2 bedroom lodge with hot tub in private woodland

Storey Corner - Where memories are made

Cozy Stay at Animal Sanctuary

Historic 18th Hussars Cottage with a Modern twist

The Highlander

The Stables with Jacuzzi & tennis court
Family- and pet-friendly home rentals

Luxury 3 bedroom house - hot tub & amazing view!

Beulah House

Pickering Apartment, Parking, Dog Friendly, Moors

Magical A-Frame Wooden Cabin Nestled in Woodland

Farm Cottage with Stunning Views.

“The Enchanted Hut” on a plant based sanctuary

Luxury Cottage close to Castle Howard with hot tub

New Station Cottage, country views, great location
Family-friendly home rentals with a pool

Sand le mere East Coast Holidays Platinum Lodge

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

East Coast Escape The Bay Filey Pets Wifi Gym Pool

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

The Elliott Suite @ Southfield Barton-UponHumber

2 bed holiday lodge

Relax at lovely Collie Cottage, The Bay Filey

Hot Tub Pet Friendly York
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £119 | £119 | £119 | £131 | £134 | £143 | £143 | £140 | £130 | £129 | £132 | £143 |
| 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 £44 per night before taxes and fees

Verified guest reviews
Over 3,790 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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- Robin Hood’s Bay
- Flamingo Land Resort
- First Direct Arena
- Harewood House
- Fountains Abbey
- York Castle Museum
- Durham Cathedral
- National Railway Museum
- Yorkshire Coast
- Royal Armouries Museum
- Scarborough Open Air Theatre
- Temple Newsam Park
- Bempton Cliffs
- York University
- York Minster
- Scarborough Beach
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- The Deep
- York Art Gallery
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