
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

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

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

Pond Cottage Rosedale Abbey
We had a great 2 night stay at pond cottage. There is lots of room for 4 people both within the house and outside. The hot tub and seating area were a highlight that we utilised for most of our stay as the weather was perfect! Henry and Jane were great hosts providing good instructions, a warm welcome and a few generous gifts aswell. Just worth noting to enter the what3words co-ordinates into the Sat nav to get the right place.

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

Beckside Cottage
We have stayed in Beckside Cottage several times; it's small, but doesn't feel claustrophobic. It's in the perfect location for us, less than 5 minutes from the beach, even closer to the pub and beautifully peaceful. Beckside Cottage is always well-presented, which is no easy feat in an extremely old building, and Emma is a wonderful host. We are already checking the dates for our next visit, It's a great place to unwind.

Old Jack's - 17th Century cottage + stunning view
A lovely few days away staying in this cottage. The location is excellent with a short walk to the shops, beach and pubs. The cottage was perfect for a couple and the pup. would love to book another stay here.

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 🥹

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.

NY Moors' peaceful retreat - Great Fryup, Lealholm
We absolutely loved our short but sweet stay which was perfectly located for the wedding at Danby Castle. The Airbnb is spotless, spacious and has the most breathtaking views. And in addition to that Ann was very kind, responsive and accommodating to any additional needs we had. Thank you for allowing us to stay here and we hope to return to soak in the area a bit more next time!

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.

Garden Lodge with glassed well in North Yorkshire
Sara was very friendly & helpful, with great suggestions for the areas attractions. Loved the well in the kitchen floor, amazing feature 🤩 The Garden Lodge was clean & tidy & the kitchen was well equipped. Very private & peacful place to relax. Would definitely recommend. Thankyou Sara x
Private cottage rentals

Entire 2 bed Cottage Pickering, Parking, Logburner
We would highly recommend staying at Rachel’s Airbnb. It was exactly as described And there was everything you could think of for a stay of up to 4 people. Very clean and beautifully decorated with plenty of information on Pickering and the surrounding area. Rachel communicated straight away when I queried if the parking was suitable for a van rather Then a car (and it was)…and instructions on checking in was very easy.

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
We had a lovely stay at Zoe’s delightful cottage , very comfortable , well equipped with everything you need . Zoe even left us wine , eggs & milk & Bakewell tarts ! Thank you Zoe we loved it 😊

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!.

Cottage in North Yorkshire
We have thoroughly enjoyed an all too brief, relaxing stay at Tarrs Yard. From entering the charming cottage, to leaving, one can't fail to be impressed by all that Lizzie and Andy have so stylishly created. The helpful, informative folder inside the cottage provides for guests' range of interests and enables visitors to capitalise on the hosts' wealth of knowledge and experience of the area. We can't wait to return and anticipate discovering more of what this area affords, whilst assured of a restful, peaceful property to daily return to. Thank you to you both for our introduction to North Yorkshire.

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!

Rowans Cottage - distinctive 1 bed restoration
Our second stay in this beautiful holiday home. Immaculately presented and lovely hosts. Great location, quiet but ideal for walkers and those on driving holidays. Also excellent for any one with mobility problems. Handy for Dalby Forest, Whitby, Pickering, Scarborough and the many lanes less travelled, fabulous scenic views and picturesque villages that North Yorkshire Moors has to offer. Also handy for the North Yorks Steam Railway. Our favourite and most perfect holiday haven and we will return again in the future.
Quick stats about cottage rentals in Pickering
Total rentals
50 properties
Nightly prices starting at
G$20,898 GYD 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