
Holiday rentals with outdoor seating in Pickering
Find and book unique rentals with outdoor seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Pickering

Total holiday rentals
Explore 40 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 3,850 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 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!
Top-rated rentals with outdoor seating in Pickering
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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.

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)

Luxury boutique apartment-2 Chiltern Place Malton
Relax in this luxury boutique apartment located within a stylish, distinctive merchants building in the heart of Malton. New soft furnishings for 2025. Accommodation comprises of: entrance hall, guest cloakroom, utility room, open plan living area with contemporary inset fire, high specification kitchen & dining area. Master bedroom suite, king bed, luxury en-suite & private terrace. WiFi & underfloor heating. Free private parking on the property and space for 2 bikes in the storage area.

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/

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

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.

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.

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 outdoor seating rentals in Pickering
House rentals with outdoor seating

The Nest with Luxury Hot Tub

Luxury Country Cottage Hot Tub Spa Retreat | York

The Sanctuary, Pet friendly

Highfield Annex with off St Parking in Keldholme

The Shed, Hovingham, York

Stunning river fronted Victorian property

Gorgeous country cottage, Nawton near Helmsley

The Stables with Jacuzzi & tennis court
Apartment rentals with outdoor seating

Endeavour View

Scarborough Penthouse, Balcony, Lift, Parking.

Low Tide @ Filey. Close to Beach. Dog Friendly.

Garden flat Knaresborough centre

Racecourse Apartment, quiet, free parking

Jubilee Apartment 1

Luxury apt 5 min walk from the South Bay Beach

Private Garden Apartment With Off Road Parking.
Apartment rentals with outdoor seating

20 Kings Hudson Quarter - Free Parking - Central

Peasholm Cove

Private ground floor Apartment, parking, Acomb

Georgian ground floor flat

Stylish apartment in the centre of Malton

Shambles Secret - with parking, Sleeps 4

Lovely 1 bed Annex with large open-plan kitchen

Riverside Studio Apartment
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $202 SGD | $196 SGD | $200 SGD | $220 SGD | $212 SGD | $216 SGD | $215 SGD | $215 SGD | $218 SGD | $215 SGD | $202 SGD | $228 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 |
Destinations to explore
- Pet-friendly rentals Pickering
- Rentals with a hot tub Pickering
- Cabin rentals Pickering
- Rentals with a washing machine and dryer Pickering
- Cottage rentals Pickering
- Rentals with a patio Pickering
- Flat rentals Pickering
- Family-friendly rentals Pickering
- Rentals with a fireplace Pickering
- House rentals Pickering
- Rentals with outdoor seating North Yorkshire
- Rentals with outdoor seating England
- Rentals with outdoor seating United Kingdom
- Yorkshire Coast
- Flamingo Land Resort
- Filey Beach
- Durham Cathedral
- Harewood House
- Bempton Cliffs
- Fountains Abbey
- York Castle Museum
- Bramham Park
- Scarborough Open Air Theatre
- Royal Armouries Museum
- Temple Newsam Park
- National Railway Museum
- York University
- University of Leeds
- Durham University
- First Direct Arena
- York Minster
- Teesside University
- Scarborough Beach
- The Deep
- Bridlington Spa
- Peasholm Park
- Saltburn Beach





