
Family-friendly vacation 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.

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.

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.

*The Vicarage Annexe, Carlton, North Yorks 1BR S/C
The Vicarage Annexe is a beautiful, one double-bedroom facility situated at the foot of the Cleveland Hills. The building was originally built as a prayer and study room for the Vicarage. This is now a self-contained living area with en-suite facilities. The Annexe is located in the picturesque village of Carlton-in-Cleveland, which is in the North Yorkshire Moors National Park and this is an ideal location for a couple who enjoy the countryside for relaxing, sightseeing, walking or cycling.

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/

Maltkiln House Annexe North Yorkshire moors
Maltkiln House Annex is the perfect getaway for two people who love to be in the countryside. You can enjoy uninterrupted views sitting at the bottom of the garden which is your own space. The Annex dates back to the 16th century and is full of charm. You can walk from our Annex straight up onto the Cleveland way where you can walk or bike for miles. Our Annex is a popular stop off for people walking the coast to coast. We are also very close to some great pubs and restaurants.

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

La Fenetre Holiday Cottage

Wykeham Cottage, Stunning Cottage in Harwood Dale

Stunning rural shepherds hut

The Hut in the Wild

3 Railway Cottage Pickering , Hot Tub, Pets all'd

2 bedroom lodge with hot tub in private woodland

Cozy Stay at Animal Sanctuary
Family- and pet-friendly home rentals

Unique Railway Carriage - In the Heart of Helmsley

Charlotte Cottage

The Little House Peaceful & self-contained

Luxury boutique apartment-2 Chiltern Place Malton

Farm Cottage with Stunning Views.

Castlegate Cottage

The Garden House in Low Catton

Fuchsia Cottage- a cosy getaway
Family-friendly home rentals with a pool

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

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

Salty Kisses, The Bay, Filey

Relax at lovely Collie Cottage, The Bay Filey

Hot Tub Pet Friendly York

Filey Bay Cove The Bay Filey Wifi Pets Pool Gym

Luxury Cabin with Hot Tub & Spa Facilities

Brand new 2021 ABI WINDERMERE STATIC Cedar 1
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$33,682 GYD | G$33,682 GYD | G$33,682 GYD | G$37,029 GYD | G$37,866 GYD | G$40,586 GYD | G$40,377 GYD | G$39,540 GYD | G$36,820 GYD | G$34,728 GYD | G$33,891 GYD | G$34,937 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 |
Quick stats about vacation rentals that are family-friendly in Pickering

Total vacation rentals
Explore 120 vacation rentals in Pickering

Nightly prices starting at
Pickering vacation rentals start at G$10,460 GYD per night before taxes and fees

Verified guest reviews
Over 3,440 verified reviews to help you choose

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
120 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!
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- Family-friendly rentals North Yorkshire
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- Family-friendly rentals United Kingdom
- Flamingo Land Resort
- Fountains Abbey
- Harewood House
- Durham Cathedral
- York Castle Museum
- National Railway Museum
- Royal Armouries Museum
- Hartlepool Sea Front
- North Yorkshire Water Park
- The Deep
- Cayton Bay
- Studley Royal Park
- Saltburn Beach
- Scarborough South Cliff Golf Club
- Locomotion
- Ganton Golf Club
- Ryedale Vineyards
- Filey Beach
- York Art Gallery
- Scarborough Beach
- York University
- Piglets Adventure Farm
- Raby Castle, Park and Gardens
- Temple Newsam Park




