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

Total holiday rentals
Explore 130 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at $104 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
130 of Pickering holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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.

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
Indoor spacesFamilyBeach

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. 1 minute walk to forest paths 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. Discounts for stays over 2 nights.
Indoor spacesFamilyWalkability

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.
FamilyIndoor spacesBathroom

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.
Indoor spacesKitchenCheckout

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)
FamilyKitchenAmenities

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.
KitchenIndoor spacesComfort

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 spacesCheck-in

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.
FamilyKitchenWalkability

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.
FamilyKitchenQuiet

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.
FamilyIndoor spacesBackyard

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.
KitchenFamilyWi-Fi

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

Dalby Forest Luxury Lodge
Indoor spacesKitchenWi-Fi

La Fenetre Holiday Cottage
KitchenFamilyParks

2 bedroom lodge with hot tub in private woodland
FamilyIndoor spacesCheck-in

Charming farm based cottage with hot tub/sauna
KitchenIndoor spacesBackyard

3 Railway Cottage Pickering, Hot-Tub, Pets.
FamilyIndoor spacesQuiet

Langton Hall - Grade 2 listed
KitchenIndoor spacesHospitality

Moo view Luxury Shepherd’s hut
Indoor spacesKitchenHot tub

Wykeham Cottage, Stunning Cottage in Harwood Dale
KitchenFamilyComfort
Family- and pet-friendly home rentals

Yorkshire cottage with private parking &EV charger
Indoor spacesFamilyEV charging

The Town House
FamilyKitchenDecor

Between Coast & Moors • Pickering 2BR • Sleeps 4
KitchenFamilyNearby

Oakforge Cottage, a spacious home from home.w
KitchenFamilyParks

Forest View Lodge
KitchenFamilyLong stay

Renovated 16th century haven in North Yorks Moors
Indoor spacesFamilyBathroom

Beulah House
FamilyIndoor spacesBreakfast

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

Ellerburn Lodge
KitchenFamilyComfort

Cosy 2 bedroom river/coastal retreat. Heated pool.
Indoor spacesFamilyCheck-in

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

3 bedroom cottage with fabulous sea views.
Indoor spacesFamilyBeach

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

Salty Kisses, The Bay, Filey
FamilyIndoor spacesLaundry

2 bed holiday lodge
KitchenIndoor spacesAccess

Meadowside House, The Bay Filey (Sleeps up to 9)
Indoor spacesFamilyPets
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $303 NZD | $317 NZD | $306 NZD | $324 NZD | $329 NZD | $334 NZD | $334 NZD | $327 NZD | $305 NZD | $303 NZD | $308 NZD | $336 NZD |
| 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
- Fountains Abbey
- Harewood House
- Bempton Cliffs
- York Castle Museum
- Bramham Park
- Scarborough Open Air Theatre
- York University
- Temple Newsam Park
- York Minster
- Scarborough Beach
- National Railway Museum
- Teesside University
- The Deep
- Peasholm Park
- Bridlington Spa
- Durham University
- First Direct Arena
- Saltburn Beach
- Kynren
- Blue Dolphin Holiday Park - Haven





