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The best holiday rentals in Pickering

Check out our pick of great holiday rentals in Pickering

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

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The 1-bedroom holiday home features a living room with flat-screen TV, and a fully equipped kitchen.

York Minster is 45 km from the holiday home, while York Railway station is 46 km from the property. The nearest airport is Teesside International Airport, 65 km from Boundary Stable.

A beautifully appointed property on immaculate grounds. We also had a lovely dinner at the local pub. A great place to stay.

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9.5
Exceptional
162 reviews
Price from
£116.10
per night

Boasting garden views, No1 Suite @ Tickety Boo is set in Pickering, around 21 km from Dalby Forest. No1 suite has a private dining area and a sofa in the bedroom. No2 Suite has its own private dining area and a separate private lounge. Free private parking is also available.

Lovely room and views. Fantastic breakfast. Friendly host

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9.7
Exceptional
147 reviews
Price from
£113
per night

Set 7.4 km from Flamingo Land Theme Park, 10 km from Dalby Forest and 29 km from Peasholm Park, Lark Cottage offers accommodation situated in Pickering. The property is located 29 km from The Spa Scarborough, 42 km from York Minster and 43 km from York Railway station. This pet-friendly holiday home also has free WiFi.

Everything, clean tidy very cosy cottage

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9.2
Superb
158 reviews
Price from
£140
per night

Offering garden views, Pond Farm is an accommodation set in Pickering, 15 km from Flamingo Land Theme Park and 17 km from Dalby Forest. This bed and breakfast offers free private parking and a housekeeping service. Guests can enjoy quiet street views.

quaint, quiet and peaceful’ a lovely old farmhouse beautifully updated run by lovely people!

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9.7
Exceptional
166 reviews
Price from
£84
per night

Located within North York Moors National Park, Middlehead Cottages offers 5-star accommodation on the edge of Cropton forest.

The units come with solid oak flooring, and feature log burners, a fully equipped kitchen, a flat-screen TV with satellite channels, dining area and a private bathroom with shower. Some have a private patio.

Host was great. Met us and had the place very well equipped.

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9.5
Exceptional
120 reviews
Price from
£190
per night

Offering a terrace and views of the river, Lowther House is situated a 2-minute drive from Pickering, 6 km from Dalby Forest. Lowther House is situated halfway between York and the coastal towns of Whitby, Scarborough and Filey. Guests can enjoy the on-site tea garden. Free private parking is available on site.

Quiet countryside and fine garden to relax/drink. Excellent breakfast and very good choices.

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9.2
Superb
251 reviews
Price from
£105
per night

Located in Pickering, The Old Manse Pickering offers hotel accommodation in the gateway to the North Yorkshire Moors National Park.

Free parking is available on site, and free WiFi can be accessed in public areas of the property. The Old Manse Pickering Hotel is a building that dates back to Edwardian times. Rooms are decorated in a pleasant, rustic style and all are en suite. Rooms complete with a TV, telephone and tea/coffee making facilities. Breakfast is included in the room rate.

Owner and staff absolutely fantastic , couldn’t do enough for you - so welcoming and sincere. Thank you all for a lovely stay. Well located , breakfast out of this world.

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9.1
Superb
400 reviews
Price from
£110
per night

Pear Tree House is a quaint, family-run bed and breakfast in the beautiful market town of Pickering. The property offers free WiFi, free off-street parking, bike storage and a drying room.

All rooms at Pear Tree House have their own bathroom. Each beautifully appointed room has a flat-screen TV and tea/coffee making facilities. There is a tranquil shared sitting room, and guests are welcome to bring their own drinks to the property.

Breakfast excellent and a very good choice of food

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9.6
Exceptional
297 reviews
Price from
£66
per night

Bramwood Guest House is located in Pickering. Free Wi-Fi access is available.

Rooms here will provide you with a flat-screen TV. Featuring a bath or shower, private bathrooms also come with a hairdryer and free toiletries. Extras include fireplace and linen.

Excellent stay. In the centre of Pickering and would recommend it to anyone. Beautifully clean and very comfortable. The house is stunning.

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9.4
Superb
280 reviews
Price from
£105
per night

Situated in the North Yorkshire countryside, a 3-minute drive from Wrelton, Rocklands Lodges boast modern accommodation, free Wi-Fi, free parking, and a children’s play area.

The lodges vary in size and some are suitable for families or groups. The property has 16 lodges, including 14 lodges that have private hot tubs. Each accommodation features a bathroom, a fully equipped kitchen, and a dining area. Larger lodges may have an additional bathroom, a veranda, scenic views, and outdoor furniture.

Beautiful site nice rural views, Walking distance to local pub, driving distance to all our favourite country and coast locations

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9.2
Superb
309 reviews
Price from
£120.75
per night

Most booked holiday rentals in Pickering this month

Enjoy breakfast in Pickering!

  • The Old Manse Pickering
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 402 reviews

    Located in Pickering, The Old Manse Pickering offers hotel accommodation in the gateway to the North Yorkshire Moors National Park.

    Very clean and comfortable. Very hospitable staff. Amazing breakfast!

  • Boundary Stable
    Breakfast options
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 162 reviews

    Situated in Pickering and only 11 km from Flamingo Land Theme Park, Boundary Stable features accommodation with garden views, free WiFi and free private parking. 32 km from Peasholm Park and 32 km...

    Lovely property, nicely decorated, plenty of space

  • Ticketyboo Suites
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 147 reviews

    Boasting garden views, No1 Suite @ Tickety Boo is set in Pickering, around 21 km from Dalby Forest. No1 suite has a private dining area and a sofa in the bedroom.

    The breakfast was amazing and exceeded expectations

  • Lark Cottage
    Breakfast options
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 158 reviews

    Set 7.4 km from Flamingo Land Theme Park, 10 km from Dalby Forest and 29 km from Peasholm Park, Lark Cottage offers accommodation situated in Pickering.

    Excellent accommodation, and facilities. Highly recommend.

  • Pond Farm
    Breakfast options
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 166 reviews

    Offering garden views, Pond Farm is an accommodation set in Pickering, 15 km from Flamingo Land Theme Park and 17 km from Dalby Forest.

    Beautiful accommodation,excellent breakfast,lovely host

  • Middlehead Cottages
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 120 reviews

    Located within North York Moors National Park, Middlehead Cottages offers 5-star accommodation on the edge of Cropton forest.

    Beautiful little hideaway for a few days leave and quiet.

  • Lowther House
    Breakfast options
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 251 reviews

    Offering a terrace and views of the river, Lowther House is situated a 2-minute drive from Pickering, 6 km from Dalby Forest.

    Staff were very accommodating towards guest requirements

  • Pear Tree House B&B
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 297 reviews

    Pear Tree House is a quaint, family-run bed and breakfast in the beautiful market town of Pickering. The property offers free WiFi, free off-street parking, bike storage and a drying room.

    Breakfast excellent and a very good choice of food

These holiday rentals in Pickering have options with FREE cancellation

  • Luxury Cottage Nestled in the Heart of Pickering - Pet Friendly
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 43 reviews

    Located in Pickering in the North Yorkshire region, Luxury Cottage Nestled in the Heart of Pickering - Pet Friendly features a patio.

    Excellent throughout. Very clean lovely accommodation.

  • Bramwood Guest House
    Free cancellation options available
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 280 reviews

    Bramwood Guest House is located in Pickering. Free Wi-Fi access is available. Rooms here will provide you with a flat-screen TV.

    A very comfortable room and really excellent breakfast.

  • Rocklands Lodges
    Free cancellation options available
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 309 reviews

    Situated in the North Yorkshire countryside, a 3-minute drive from Wrelton, Rocklands Lodges boast modern accommodation, free Wi-Fi, free parking, and a children’s play area.

    Lovely warm and cosy, good parking and easy to find

  • 3 Brookside House
    Free cancellation options available
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 15 reviews

    A recently renovated holiday home situated in Pickering, 3 Brookside House features a garden. Guests staying at this holiday home have access to a patio.

    Very homely property with social spaces throughout.

  • Cruck Cottage
    Free cancellation options available
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 7 reviews

    Housed in a historic building, the recently renovated Cruck Cottage provides accommodation with a garden and free WiFi. Guests staying at this holiday home have access to a patio.

    lovely cottage, very pretty and very clean. There was a bottle of wine and biscuits with crisps, very lovely touch

  • Finest Retreats - Victory Mill - Apartment Two
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 18 reviews

    Located 11 km from Flamingo Land Theme Park, 25 km from Peasholm Park and 25 km from The Spa Scarborough, Finest Retreats - Victory Mill - Apartment Two features accommodation situated in Pickering.

    Spacious, beautiful location. Great kitchen & bathroom.

  • Cornerstone House
    Free cancellation options available
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 28 reviews

    Cornerstone House is situated in Pickering, 10 km from Dalby Forest, 29 km from Peasholm Park, and 29 km from The Spa Scarborough.

    Loved the eclectic nature of the property and it's decoration.

  • Lettered Board Apartments 1, 2 & 3
    Free cancellation options available
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 79 reviews

    Set 10 km from Dalby Forest, 29 km from Peasholm Park and 29 km from The Spa Scarborough, Lettered Board Apartments 1, 2 & 3 offers accommodation located in Pickering.

    Great location, clean and in good condition, free parking

Highly rated holiday rentals in Pickering

  • Pickering Rooftop Terrace
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 14 reviews

    Pickering Rooftop Terrace is situated in Pickering, 7.6 km from Flamingo Land Theme Park, 10 km from Dalby Forest, and 29 km from Peasholm Park. Guests can benefit from a patio and a picnic area.

    The location was fantastic ,everything local what you needed

  • The Lettered Board Apartments
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 8 reviews

    Boasting garden views, The Lettered Board Apartments features accommodation with a garden and a balcony, around 7.4 km from Flamingo Land Theme Park.

    Such a lovely place to stay. Loved having our own pub.

  • Dark Skies Cottage
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 18 reviews

    Dark Skies Cottage, a property with a garden, is located in Pickering, 28 km from Dalby Forest, 47 km from Peasholm Park, as well as 47 km from The Spa Scarborough.

    it was very comfortable and had all the comforts of home

  • Robin Cottage
    8.0+ review score
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 6 reviews

    Robin Cottage, a property with a garden, is located in Pickering, 10 km from Dalby Forest, 29 km from Peasholm Park, as well as 29 km from The Spa Scarborough.

  • Host & Stay - The Old School House
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 16 reviews

    Located in Pickering in the North Yorkshire region, Host & Stay - The Old School House features a patio.

    Very quiet location but nice restaurants and shops nearby.

  • Bluebird Cottage
    8.0+ review score
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 14 reviews

    Housed in a historic building, the recently renovated Bluebird Cottage features accommodation with a garden and free WiFi.

    Good location and parking and everything you needed

  • 5 Church View
    8.0+ review score
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 11 reviews

    Situated in Pickering in the North Yorkshire region, 5 Church View features accommodation with free WiFi and free private parking.

    A great location to explore the best of North Yorkshire

  • Vivers Mill
    8.0+ review score
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 17 reviews

    Located in Pickering and only 7.7 km from Flamingo Land Theme Park, Vivers Mill provides accommodation with river views, free WiFi and free private parking.

    5 Bedrooms all EnSuite, huge dinning table for celebration dinner.

FAQ about holiday rentals in Pickering







Holiday rentals that guests love in Pickering

  • 8.3
    Scored 8.3
    Very good
    Rated very good
     · 986 reviews
    Lovely village.
    Jane
    Family with young children
  • 9.1
    Scored 9.1
    Superb
    Rated superb
     · 11 reviews
    Lovely cottage in a gorgeous village. Not far from Pickering and some lovely walks near by. I would highly recommend this cottage.
    Jamie
    People with friends
  • 9.4
    Scored 9.4
    Superb
    Rated superb
     · 317 reviews
    Wow wow wow what an excellent stay we had .. lodges super clean and the area super peaceful and tranquil .. kids play areas where amazing we can not recommend this place enough .. perfect for families .. close to flamingo land .. York .. and Pickering village was amazing .. can’t wait to go back !!!
    emmjcass
    Family with young children
  • Avg. price/night: £160
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 237 reviews
    Good choice of breakfast. Good evening meal - very large portions. Location was very scenic and quiet, exactly what we wanted in a small hamlet type village. Staff and local residents very friendly. Free Parking on site, close to room
    Sharon
    Young couple
  • Avg. price/night: £160
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 237 reviews
    Beautiful, traditional inn in a lovely village. All the staff were very welcoming. Lovely large room with sit out area, super clean throughout. Good pub food for dinner and a good breakfast - all freshly cooked. Excellent walks from the door.
    Neil
    Young couple
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 158 reviews
    Lark Cottage is very well appointed and located near the town centre. Everything was clean and working, with all the necessary facilities for a self-catering stay. It's located within walking distance of Pickering Station and the North Yorkshire Moors Railway which was the primary reason for our visit with our two grandsons. Candy was a very helpful host and communicated everything well. She obviously takes pride in her holiday cottage, which is lovely to experience. We will try to book again in future.
    Glen
    Family with young children
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 62 reviews
    The cottage was very cosy and had been put together with care. You could tell that the owner of the cottage really had the customer in mind when decorating. The village is lovely too.
    Max
    Family with young children
  • Avg. price/night: £140
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 402 reviews
    Close to Pickering station to go on the NYM railway, close to Pickering castle although council haven’t put up any direction signs for the public yet, close to village, 10 mins away from Helmsley and Thornton Le Dale, 30 mins from Whitby. Lovely host and staff.
    KAREN
    Young couple
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 158 reviews
    It was so beautiful, such a lovely cottage-y feel. Everything worked flawlessly (washer, hot water, comfy beds, plenty of spare linen etc) and unlike some of our previous stays at other holiday homes, this didn't come with a list of housekeeping duties for us to complete. Candy even left cupcakes for our arrival--truly, a lovely and considerate host and a gorgeous cottage.
    AmandaQuirky
    Family with young children
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 158 reviews
    Spacious, delightfully decorated and very comfortable. Everything that is needed in a holiday home is included and a bottle of milk and some tasty cupcakes were provided which was a nice touch.
    PeckerParker
    Family with young children

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