
Cottage vacation rentals in Pickering
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Top-rated cottage rentals in Pickering
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Popular amenities for Pickering cottage rentals
Cottage rentals with a hot tub

Highbury Farm Cottage with Hot Tub. Pet friendly
Had a lovely weekend at this cottage for my partner’s birthday. Hot tub was gorgeous, even better in the rain. House was beautiful and having the chickens running around outside was fabulous. Marisa was the perfect host. Answered questions quickly and was very accommodating. Would definitely recommend a stay in this lovely cottage.

Rambling Rose Cottage, near Staithes
had a brilliant stay in this lovely little cottage. Nice and clean. Great hot tub and a good base location to explore various places along the coast. would recommend.

Orchard House Rosedale Abbey
Lovely cottage in a great location. Walking the surrounding area from the house was great and very near to a pub and tearoom which both served great food. The hot tub was an added bonus!

Hazel Cottage nestled twixt coast and Moorland
We had a wonderful stay in this lovely holiday home which is in a stunning location overlooking Robin Hoods Bay. It really was an unbeatable location. Steve was a fantastic host, giving us all the information we needed about the property and location. He also left us some welcome extras in the fridge 😊 The property was clean and well presented, and the hot tub and snooker room were enjoyable extras. We would happily return to this beautiful, peaceful spot in the future.

Harwood Cottage, A Cosy 1 Bed Cottage
Really enjoyable stay. Everything was perfect, and I would return if I were back in the area. The location was peaceful, private, and surrounded by beautiful nature — exactly what I was hoping for. The space was spotless, cozy, and thoughtfully designed, with all the amenities I needed for a comfortable and relaxing getaway.

Rose Cottage -hot tub, dog friendly, country views
Lovely relaxing cottage with everything we needed. Very cosy and relaxing setting with great views from back windows. Enclosed garden for dog or children. Hot tub was a great perk which was well used by us. Rillington village within 10 min walk which had a small shop and a nice pub ( the fleece). Tips for other travellers The fleece in rillington has a nice garden of weather nice and the food was nice too and dog friendly Ham and cheese which is a 5 minute drive the food was very good and dog friendly too although probably too far to walk Lots of walks nearby, we went to dalby Forrest, mallyham spout in goathland and Levisham near Pickering New Connie’s Chinese in malton was also very good

The Old Potting Shed - 2 bed cottage with hot tub
We had the most beautiful stay — the cottage was peaceful, private, and instantly felt like home. Everything was spotless and smelt amazing, with such a lovely, calming vibe throughout. The decor was gorgeous, and the beds were incredibly comfortable. The hot tub was the perfect finishing touch for a truly relaxing weekend. The hosts went above and beyond with thoughtful details like fresh eggs in the morning and chocolates waiting for us on arrival. Communication was smooth and friendly from start to finish. You can really feel the care and effort put into every part of the stay. I’d absolutely recommend this place — it’s a little gem, and I’d love to return!

Sea view cottage with hot tub on Yorkshire Coast
We have had a lovely holiday. We found the bungalow to be very clean, the sofas and beds were very comfortable and there was everything we needed for our stay. We couldn’t have asked for a better location , sitting in the garden or in the sunroom listening to the waves made for a very relaxing holiday. Lisa was a great host and we hope to return soon.
Pet-friendly cottage rentals

Entire Home Bargate Little cottage with log burner
Such comfy beds. A bed upstairs and a sofa bed downstairs both great. Excellent.

Romance or a rest at The Nest Castleton,Whitby!
We enjoyed a lovely stay at this amazing little cottage, the cottage is beautiful and we can't wait to return.

The Hayloft at Bainton - 2 bedroom cottage.
A fabulous weekend at the Hayloft. Beautiful property with everything thought of, even down to toys for the dogs. Would definitely go again and would highly recommend. Thank you Karen and Andy 😀

Florence Terrace
A lovely property with everything you need in an absolutely stunning area. This place really is an escape to the country. Everything is provided, you just need your food. Jess is a helpful host and very responsive. We all enjoyed our stay.

Cottage Old dispensary room at Sanders Yard
A beautiful little cottage in the heart of Whitby. We fell in love with the Old Dispensary. One night wasn’t enough. We’ll be back for another stay very soon. Thank you so much.

Idyllic cottage by the River Tees, North Yorkshire
My family spent three delightful nights at Bridge cottage. We are on our three week journey around England, and very glad to have relaxed here before heading to York. We decided to stay put and enjoy the surrounding countryside and walks Clarey mapped out starting right from the doorstep. There are also many excellent day trip suggestions that can be found in the guest manual. The cottage was well appointed, immaculately clean, excellent appliances, beds are comfortable, and the terrace was lovely to sit out in good weather and enjoy the gorgeous garden. Highly recommended and would love to visit again.

Swallows Nest, Harwood Dale
Lovely cottage with everything we needed. Beautiful views. Loved the fresh fruit and eggs thanks.

Dalby Family Cottage, Bickley Rigg Farm
We absolutely fell in love with Bickley Rigg Farm- amazing cottage, filled with very interesting curiosities- the pictures do not do it justice. We spent hours reading and looking at the collectables- a feast for the eyes! The cottage is clean, very cozy and comfortable, with everything you will need. The location is stunning - views are beautiful. Bruce and his family were very welcoming. The welcome tray was filled with delicious, locally produced food, which was much needed and appreciated after our journey. We highly recommend staying here and we hope to return soon. Thank you Bruce and family for letting us stay in your wonderful cottage.
Private cottage rentals

Entire 2 bed Cottage Pickering, Parking, Logburner
The cottage was a credit to Rachel. The instructions for finding the cottage and checking in were easy to follow. The cottage was spotlessly clean and very comfortable. Ideal location to explore the Yorkshire Moors. Would recommend the Sun Inn to relax and have a drink. Pickering is a beautiful village. and Oak Cottage is perfectly located to explore. Would highly recommend Rachel as a host and her cottage. Thank you so much x

Beautifully renovated stable in Pickering
Without doubt, in regard to the property this is the best my wife and I have ever stayed in. Stunning design, very, very high end throughout, immaculate in every area of the property. Many thoughtful features such as the rack of what to do and where to go brochures in the utility. Excellent info pack detailing such as usage of the microwave, washing machine and dryer etc. The bathroom was far, far superior to the 5 star Scottish hotel I stayed the previous night. Katie was very friendly and open, very quick to respond to all communications. The property is a mere 5 minute stroll from the town centre, with terrific private secure parking behind locked gates. Without doubt, an absolute gem that I cannot recommend highly enough.

Woodland Barn
Great location, in a peaceful country spot, but close enough to enjoy Durham. We had a lovely stay, and Paula was really helpful. We had hot weather, but the windows opened fully to allow a breeze to go through, and the bedrooms being downstairs were cooler. Enjoyed a barbecue outside one evening in the sunshine. Would definitely recommend - a lovely stay. Thanks.

The Granary, at Millinder House for up to 4
We had a lovely stay at the cottage: everything was clean, comfortable and good quality. It’s in a super peaceful location, just birdsong and the occasional baa of the sheep neighbours! It’s also in a great location for exploring the area, just 30 mins from the coast and there are lots of beautiful villages on the moor. Highly recommended by us!

Idyllic and stylish private cottage by the stream
Emma's place was simply gorgeous! We loved our stay and couldn't stop marvelling at the beautiful location. The cottage was pristine and comfortable and even bigger and more beautiful than the photos. The surroundings and the views from every window were amazing. Emma was a lovely host, helpful and flexible. We only wish we could have stayed longer!

The Applebarn is a cosy little Holtby Home
Excellent Host and Hostess!! Definitely recommend tha Apple Barn!

Dryden Cottage, Whitby Harbour - Beach side
We had a lovely stay, great location and excellent view, very clean and had everything we could have asked for. Penny gave very clear information about where to park and local restaurants.

Fabulous cottage in Coxwold, the perfect bolthole!
Wow. What a beautiful place to spend the Easter weekend. Sarah’s place is a home from home. It has everything you need to enjoy the peaceful tranquility of the surrounding area. Milk, eggs (chocolate too!) were here when we arrived, a lovely touch. The house was sparkling clean and bigger than the photos show. The pub across the road is ideal for a drink and top notch pub grub. York is 30 minutes to the park and ride (definitely do this to save on expensive parking), but the beauty is the walks around the area. We would stay here again in a heartbeat. Thanks for being a great host!
Quick stats about cottage rentals in Pickering
Total rentals
50 properties
Nightly prices starting at
R1,807 ZAR before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- The Bay Filey
- Flamingo Land Resort
- Durham Cathedral
- Harewood House
- Fountains Abbey
- Filey Beach
- North Yorkshire Water Park
- National Railway Museum
- Royal Armouries Museum
- Scarborough Beach
- Cayton Bay
- York Castle Museum
- Hartlepool Sea Front
- Scarborough South Cliff Golf Club
- Saltburn Beach
- Studley Royal Park
- Locomotion
- Ganton Golf Club
- Ryedale Vineyards
- York Art Gallery