
Family-friendly vacation rentals in Pickering
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Pickering

Total vacation rentals
Explore 130 vacation rentals in Pickering

Nightly prices starting at
Pickering vacation rentals start at G$12,554 GYD per night before taxes and fees

Verified guest reviews
Over 4,050 verified reviews to help you choose

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
130 of Pickering vacation rentals include wi-fi 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!
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.
Indoor spacesFamilyEV charging

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.
KitchenFamilyTV

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.
KitchenIndoor spacesNearby

Spacious character historic cottage
Our 17th Century, characterful Yorkshire longhouse provides a spacious, retreat, and a fantastic base for family and friends to meet up with plenty of opportunities for days out in the surrounding North York Moors. The house is in the vibrant market town of Pickering with it's famous heritage railway. Pickering has a cafes, restaurants and pubs along it's bustling high street and a weekly market selling fresh, local produce. 7+2 guests (sofa bed in the snug for 2 guests at an extra charge)
Indoor spacesKitchenShared spaces

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.
FamilyKitchenTV

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/
KitchenFamilyAccuracy

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, 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 private parking space & plenty of free public parking & chargers nearby 1 x small dog fee
FamilyIndoor spacesWalkability

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.
KitchenIndoor spacesLocation

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.
Indoor spacesKitchenLayout

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.
Indoor spacesFamilyGrill

Lovely Cottage & Garden. Family & Bike Friendly
A stunning 3 bedroom cottage & garden in Thornton. Family & MTB/cyclist friendly. A converted period building in the beautiful North York Moors National Park, ideal as a base for your outdoor activities or quiet getaway in this famously picturesque Yorkshire village. Beautifully light and spacious stone cottage with period features and all modern facilities. Set in the quiet Prospect Place cul-de-sac with your own off-street parking space.
FamilyKitchenBiking

Old Forge in Wrelton, North Yorkshire.
This cottage, in the village of Wrelton near Pickering, was a 19th century blacksmith's forge and has now been renovated into a delightful living space complete with fully-equipped kitchen, large living room area, bathroom with walk-in shower and a cosy bedroom located on a mezzanine floor which is reached via a spiral staircase. The Old Forge offers a great location for a relaxing stay in beautiful North Yorkshire.
FamilyKitchenHiking
Popular amenities for Pickering family-friendly rentals
Family-friendly home rentals with a hot tub

Moo view Luxury Shepherd’s hut
KitchenFamilyBeach

Dalby Forest Luxury Lodge
KitchenIndoor spacesAccuracy

2 bedroom lodge with hot tub in private woodland
KitchenIndoor spacesComfort

Charming farm based cottage with hot tub/sauna
Indoor spacesFamilyBackyard

Storey Corner - Where memories are made
FamilyIndoor spacesHiking

Luxury Country Cottage Hot Tub Spa Retreat | York
FamilyKitchenHot tub

Cosy Rural Cabin with Private Hot Tub
FamilyIndoor spacesNearby

Hot Tub Studio Lodge.
FamilyIndoor spacesGrill
Family- and pet-friendly home rentals

Beautifully renovated stable in Pickering
FamilyIndoor spacesValue

Lovely cottage for N. York Moors & Steam Trains
KitchenIndoor spacesBathroom

2 bed Cottage Pickering, Priv Parking, Logburner
FamilyIndoor spacesHeating

DIY shed in the middle of the woods.
Indoor spacesKitchenHeating

The Courtyard Annexe (Please read all description)
FamilyIndoor spacesParking

Yorkshire cottage with private parking &EV charger
KitchenIndoor spacesLaundry

Cosy Stable in Scagglethorpe
Indoor spacesFamilyTV

Highfield Annex with off St Parking in Keldholme
Indoor spacesFamilySleep quality
Family-friendly home rentals with a pool

North Wing of Langton Hall - Grade 2 listed
KitchenIndoor spacesPets

The View Broxa - Luxury Lodge - Yorkshire Coast
KitchenFamilyBreakfast

Ellerburn Lodge
FamilyIndoor spacesDecor

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

Sandy Toes, The Bay, Filey
KitchenIndoor spacesParking

Cosy 2 bedroom river/coastal retreat. Heated pool.
KitchenIndoor spacesTV

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

3 bedroom cottage with fabulous sea views.
Indoor spacesFamilyCheckout
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$36,616 GYD | G$38,290 GYD | G$37,034 GYD | G$39,127 GYD | G$39,754 GYD | G$40,382 GYD | G$40,382 GYD | G$39,545 GYD | G$36,825 GYD | G$36,616 GYD | G$37,244 GYD | G$40,591 GYD |
| 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 |
Destinations to explore
- Yorkshire Coast
- Filey Beach
- Flamingo Land Resort
- Durham Cathedral
- Bempton Cliffs
- Harewood House
- Fountains Abbey
- York Castle Museum
- Bramham Park
- Scarborough Open Air Theatre
- University of Leeds
- York University
- Durham University
- Temple Newsam Park
- Royal Armouries Museum
- National Railway Museum
- York Minster
- Scarborough Beach
- Teesside University
- The Deep
- Bridlington Spa
- Peasholm Park
- First Direct Arena
- Blue Dolphin Holiday Park - Haven





