
House holiday rentals in Pickering
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Top-rated house rentals in Pickering
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Popular amenities for Pickering house rentals
House rentals with a pool

Silversands House at The Bay Filey - sea views
Great place to stay with beautiful view and a great space outside for the kids to play

Aubergine Cottage - Pool and Beach Access
We thoroughly enjoyed our stay. It was our first holiday with our little girl and the location was great. The accommodation was lovely very clean and tidy, had everything we needed. Anthony was very attentive and was easy to get in touch with We would love to return again in future we had a great time Thank you

Salty Kisses, The Bay, Filey
Had a lovely Bank Holiday weekend at Salty Kisses with my family. The house was clean, well equipped and in a great location. Joanne was a very good host and emailed all the information I needed. Would definitely recommend.

three bedroomed house with stunning sea views
Wonderful place to relax with friends. Really enjoyed the terrace and the views. Comfortable beds. A very attractive holiday park estate with a great feel. So close to the beaches and beach cafe. Richard very responsive and helpful. A perfect week.

Lobster Pot -Award Winning Complex- The Bay, Filey
The place was lovely, a short walk to the lovely beach was the main draw. A good location to explore nearby towns by car. The additional of the on site swimming pool was great. The house the comfortable and great space for the 4 of us. Andree was very friendly and knew if we needed anything we could get in touch. Thanks.

Brand new 2021 ABI WINDERMERE STATIC Cedar 1
Great location! perfect for beach, dog walks and bus to Scarborough /Filey etc. if not driving. Caravan had everything we needed including dishwasher/air fryer/microwave and plenty of dishes/cups/glasses/ cutlery etc. Kim was a very responsive host. Situated near shop playground and pool it’s in ideal spot on the site. Car can be parked right across from caravan so easy to walk on grass to/from caravan.

Cosy 2 bedroom river/coastal retreat in whitby
Everything was perfect! The cottage is cosy and had all the amenities needed. It was clean and just a 30min walk in to Whitby. We loved our stay and would definitely recommend.

The Stables - Birdforth Hall Holiday Cottages
The house was perfect for my 50th celebration with family ( 6 adults, 6 kids and one dog), the garden lovely, the hot tub was used many times by all and the pool was great. Huge living room to fit us all in while still feeling spacious. Great communication with our fabulous hosts, house has everything, would highly recommend and would come again.
Weekly house rentals

'Time out' - a modern, stylish garden Annex
It was a lovely place to stay. Very peaceful and had very nice scenery. It was very clean and was welcoming. There was an option of tea and coffee, milk in the fridge and little snacks which is helpful if you have only come for one night. Had a good option of takeouts near by. It was private and out of the way which was nice. It was well worth the money and is a lovely place to stay for a long weekend. Would definitely stay again😊

Old Town Luxury, By The Sea - 3 en suite bedrooms.
This is a haven of tranquility. Walk through the doors and you feel at home. So beautifully decorated, absolutely perfect in every way. We are keen cooks, love to spend time in the kitchen making meals and enjoying company of friends. The kitchen was perfectly equipped with all you need. Peter is an outstanding host and offers support instantly. We had a slight glitch with the internet (not Peter’s fault!) and he was so helpful and supportive. We love the place. Seriously LOVE! We will be back and look forward to being back!

Family Farm Country Paradise- hot tub break
what a little jem, nice a secluded with beautiful views. nice hottub. the interior was amazing and beautifully presented. will definitely be back.

The Swiss Cottage, Pickering
What a find! So central but private and very homely. We had a fantastic week either exploring the area or relaxing at home in front of the fire. Loved the house and the position which was so handy for the shops and restaurants … we will definitely be back. Carole is so kind and helpful :)

Virginia Cottage also called The Little Gem
Absolutely beautiful place in an amazing location next to two great pubs and all amenities you would ever need. The house is perfect with the added bonus of the hot tub. The kitchen is really well equipped and the choice of bed layout is really helpful. Ian was very proactive and checked we were settled in and had helpful advice. So many places to visit just short drives away.

Vintners Cottage - sleeps 4
Gorgeous cottage, in a fantastic location plenty to do for a young family, flamingo land, castle Howard (Skelf island a must), Whitby and Scarborough. We have had an amazing fun filled week, it has been so lovely to start and end the day at this cottage, child friendly, super clean and very comfy beds. We will be sure to be back again and definitely will be recommending. Many thanks Clare for being a great host.

Hide Cottage with private parking
We had a lovely at the Hideaway Cottage. It was centrally located and perfect for the local pub and evening meals. The beds were extremely comfortable. It had a fantastic shower and the kitchen was well equipped. It even had a slow cooker which was perfect when coming home and the house smelling so lovely! The only downside was the Wi-Fi was extremely poor and the TV was lacking mainstream channels but apart from that the house was fabulous and served as well as a family of four.

Flamborough Rock House Sleeps 2
This is a fantastic home for exploring the beautiful east coast. Clean and comfortable with plenty of space. The enclosed yard at the back is a sun trap in the late afternoon 😎. We had a great stay with two dogs and wouldn’t hesitate in recommending it to anyone. The living area was comfortable and light, the kitchen was well equipped and spacious. The bedroom has a great en suite shower room and there is a lovely sun trap yard to the rear. There is so much to do within walking distance or a short drive. The local pub did great food and the nearby tearoom/bakers did a lovely breakfast and had some wonderful baking on offer. The butchers is well stocked as is the nearby co-op, there is even a brilliant pet shop! We were lucky enough to see the dolphins at Flamborough Head as well as the seals and sea birds, Bempton Cliffs are very close and we had some wonderful views of puffins and gannets. Nearby Filey Brig is well worth a visit. We can’t wait to come back to see it all again! Thanks
Private house rentals

Old Coastguard Station with Stunning Sea Views
Superb property with incredible views. Helen was an extremely friendly and responsive host. We cannot wait to return.

Luxurious Cottage in North Yorkshire
Fantastic out-building conversion, with a private garden and fenced area separating the property from neighbouring houses and the shared drive. The property is modern, extremely spacious and very well appointed, with pretty much everything you could think of.....Flo even left us some wood for the fire pit in the garden and fuel for the Eco-Boiler, as well as Kitchen essentials. Comfy beds, spacious bedrooms (including an en-suite), and a stunning open plan living area that blew us away. There was very little in the village, but the quiet and peace suited us perfectly, and the area is beautiful. The recommendations for local places to visit were also greatly appreciated. Definitely somewhere we would recommend and return to if we are ever in the area again. Thank you for such a great visit.

Snowdrop Cottage
Lovely cottage in a beautiful village and so easy to get in to York and other places. Loved the cafe in the village as well, super handy. All rooms beautifully decorated and everything we needed!

Trinket - The Cliff Top Cottage
Beautiful cottage. Great care had been taken with the decor, fittings and appliances and everything was in perfect working order. Everywhere was spotlessly clean and the bed was really comfortable. There was a lovely welcome message when we arrived and some delicious ginger biscuits were waiting on the kitchen counter. The cottage is ideally situated with just a two minute walk to the cliff top coastal path and a short drive to the RSPB Reserve at Bempton Cliffs where we achieved our goal of seeing puffins . I am so pleased I chose this particular property

The Knoll
Lovely place, very spacious with everything you need. The surroundings are peaceful and beautiful and there are a couple of pubs in walking distance.

Bohemian Cottage in Oswaldkirk
What a beautiful place to stay! So stylish and tasteful and full of character. The perfect quintessential Yorkshire stone cottage with roses over the door. There are lovely towns and villages a short drive away for pubs and restaurants. But the house is fully equipped for self catering and staying in to enjoy the tranquillity if you prefer. Everything was perfect. Thank you Helen for a wonderful stay!

Spinney Cottage, Pateley Bridge
Perfect spot to relax and unwind. The Spinney is beautifully furnished and plenty of room for 4. Rosie and her family are lovely.

Warm comfortable cottage,sea view from rear garden
This is a lovely historic cottage at the very bottom of the hill in Robin Hood’s Bay, so literally a stone’s throw from the slipway to the beach. Perfect location to explore this special little place. The cosy living room is well set out then the first floor has the main bedroom (with an antique bed) and a door out to the back area with the picnic table. Lovely to take in the views of the bay in the evening and morning. Top floor has a good shower room and a twin bedroom. Within two minutes of the front door are several nice cafes, shops, a good restaurant, a bookshop and the beach. Hard to beat for location. Walking up the hill is hard work, but you only need to do that if you’re heading off. We had a problem sorting out the right key for the back door and Gordon and the housekeeper sorted it out immediately. It passed my wife’s cleanliness test - a lot of places she cleans herself when we arrive, but no need here. It was spotless.
Quick stats about house rentals in Pickering
Total rentals
40 properties
Nightly prices starting at
$67 NZD before taxes and fees
Total number of reviews
480 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
10 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
- Scarborough South Cliff Golf Club
- Hartlepool Sea Front
- Saltburn Beach
- Locomotion
- Studley Royal Park
- Ganton Golf Club
- Ryedale Vineyards
- York Art Gallery