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

Morgan Cottage - Env Friendly - Private Hot Tub
We absolutely loved our stay. The cottage was beautifully decorated and well equipped, making us feel right at home. The area and scenery were beautiful, making for the perfect relaxing stay.

Highbury Farm Cottage with Hot Tub. Pet friendly
We had a fantastic family holiday with our two children. the house has everything you will need and Marisa was very helpful during our stay. The kids loved the chickens and the hot tub! Great rural location close to lots of great sights Thanks for having us! x

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.

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!

Holly Tree Cottage
Amazing house absolutely lovely area and just gorgeous I had the best time xx

Quaint Old Chapel, Hot tub-dogs-rural river walk
we were very impressed with Nicholas house very clean and equipped every thing we needed was there and more Location was great close to restrauants and Thirsk where we had lunch . could not fault it Will definitely go again
Pet-friendly cottage rentals

Farm Cottage with Stunning Views.
Fantastic stay; wonderful home, amazing views. We will be back!

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 😀

Picturesque Cottage in Stonegate, Lealholm
Beautiful little cottage, clean, comfortable and tastefully decorated. We loved watching the amazing variety of wildlife including curlew's with their chicks in the wildflower meadow behind the cottage. Being located on the top of a hill, the views are stunning as are the sunsets. We highly recommend Hilltop Cottage and will be returning hopefully soon. Many thanks again to Jack and Becca for your hospitality, Andy and Debbie 😊

Cheerful & Quaint 18th Century cottage
Such a lovely cottage, everything you needed was there. Helen our host had left us tea, coffee, milk and some delicious cookies. Lots of little touches made our stay wonderful. Helen was very helpful with transport which was a huge help to us. I would definitely recommend staying here for the beautiful cottage and the amazing scenery, walks and local places to visit.

Swallows Nest, Harwood Dale
Lovely, homely cottage with a fabulous view of the hills from the sofa! Well equipped kitchen and a spacious living and dining area.

Dalby Family Cottage, Bickley Rigg Farm
Bruce made me feel welcome right from the start with a welcome notice in chalk in the barrel outside the barn. The place exactly matches the description, it’s unique and fascinating with all the artefacts mixed in with all the practical features. It’s warm, clean, functional and fun. Bruce left us a tray with some really generous foods, bacon, eggs, butter, chocolate and delicious cheese. Thank you Bruce, that was really kind and thoughtful.

Brandrith Farm Cottage
We spent 6 fabulous nights at Sara’s place and had a great time. The place was clean and comfortable and had everything you’d need for a short break. We travelled fairly extensively over the days we were there, and left with lots still to do, which definitely means a return visit is on the cards The only regret was the weather didn’t allow us to make more use of the wonderful garden. Luckily we did manage one evening outside and it was wonderful!
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.

Holly cottage on the wolds near the coast
Cosy, quirky and great location for RSPB Bempton Cliffs! Welcome goodies were unexpected, including milk and eggs. Would definitely use again.

Woodland Barn
A peaceful and relaxing place to stay. 3 nights here and we wished we had longer. The home was clean and comfortable with a nice sized kitchen and dining area. Two nice sized en-suite bedrooms with comfortable beds too!. You’re Surrounded by lovely views no matter where you sit in this home. The host Paula was welcoming, friendly and attentive. Paula offered and set up a travel cot for us prior to our arrival which was very much appreciated, especially when you have to pack so much with a little one. We all loved our weekend here and would book again!.

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!

Dryden Cottage, Whitby Harbour - Beach side
This little cottage in Whitby was perfect for a long weekend getaway. Super close to everything you might need or want to see, e.g. shops, restaurants, the Abbey and loads of wonderful walks along the cliffs etc. The place was spotless and the little touches like having milk and biscuits there waiting for us made it feel super homely straight away. A fabulous base if you want to visit Whitby (the host provided many recommendations of places to eat and visit too!), very much recommend!

Saltburn l The Outlook- Sea views, Dog friendly.
We had an amazing week it was perfect for the dogs straight out to the Valley Gardens and a good sized, secure garden. Amenities were close to hand including train station and bus stops we didn’t use the car all week. Stunning walks and friendly bars and cafes. The Outlook was an amazing property we can’t recommend it enough. Also check out the spa hotel 🥹
Quick stats about cottage rentals in Pickering
Total rentals
50 properties
Nightly prices starting at
₹8,616 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
- National Railway Museum
- North Yorkshire Water Park
- Royal Armouries Museum
- Cayton Bay
- Scarborough Beach
- York Castle Museum
- Studley Royal Park
- Saltburn Beach
- Locomotion
- Scarborough South Cliff Golf Club
- Ganton Golf Club
- Ryedale Vineyards
- York Art Gallery
- Hartlepool Sea Front