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The best holiday homes in Pickering

Check out our pick of great holiday homes in Pickering

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Review score

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 hidden gem! Upon entering the cottage we were instantly impressed and happy with our choice of accommodation for the night. Boundary Cottage is beautifully decorated, well equipped and very comfortable, with a nice view looking over the fields where we enjoyed a short walk after a lovely meal at The Middleton Arms nearby (highly recommend)! We liked how quiet and peaceful the surrounding area was too and the thoughtful gift from the host was also appreciated!

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9.5
Exceptional
164 reviews
Price from
£116.10
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.

we loved the way it was presented and clean, and cosy.

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9.2
Superb
159 reviews
Price from
£140
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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9.6
Exceptional
119 reviews
Price from
£190
per night

With free WiFi, this 3-bedroom holiday home features a flat-screen TV, a washing machine and a fully equipped kitchen with an oven and microwave. Towels and bed linen are available in the holiday home. The accommodation offers a fireplace.

Great location and the communication from Clemmie was great.

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9.4
Superb
8 reviews
Price from
£118.80
per night

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. There is a sun terrace and guests can make use of free WiFi and free private parking.

Lovely property, very clean and spacious, nicely furnished & good location.

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9.4
Superb
15 reviews
Price from
£250
per night

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. The property is non-smoking and is located 8.1 km from Flamingo Land Theme Park.

Really great cottage with all of the amenities you would need in the home. Especially liked the pub just over the road! The beds were really comfy.

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9.4
Superb
7 reviews
Price from
£175.75
per night

The recently renovated holiday home is equipped with 1 bedroom, a flat-screen TV with streaming services and a fully equipped kitchen that provides guests with an oven, a microwave, a washing machine, a toaster and a fridge. Towels and bed linen are provided in the holiday home. There is also a seating area and a fireplace.

Everything, easy access to north yorks

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9.4
Superb
28 reviews
Price from
£129.60
per night

The recently renovated holiday home has 4 bedrooms, a flat-screen TV and a fully equipped kitchen that provides guests with an oven, a microwave, a washing machine, a toaster and a fridge. This holiday home also comes with a terrace that doubles up as an outdoor dining area. The accommodation offers a fireplace.

Brilliant property. Loved the pub and the apartments were so clean and well thought out!

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9.8
Exceptional
8 reviews
Price from
£612
per night

The holiday home with a terrace and garden views features 2 bedrooms, a living room, a flat-screen TV, an equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a bath. Towels and bed linen are featured in the holiday home. There is also a seating area and a fireplace.

Very comfortable in the cottage. Warm and snug on the chilly Yorkshire evenings. Everything we needed was provided and we appreciated the wine and biscuits left for us on our arrival. Beautiful views of the moors. The tiny village of Rosedale Abbey, just a mile and a bit from Dark Skies was lovely. There’s a good pub there too, called the Coach House Inn. Lots of history to absorb about the ironstone mining in this area and ruins to explore.

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9.8
Exceptional
18 reviews
Price from
£135
per night

The holiday home features 2 bedrooms, a TV, a fully equipped kitchen with a dishwasher and a microwave, a washing machine, and 1 bathroom with a walk-in shower. The accommodation is non-smoking.

Guests at the holiday home will be able to enjoy activities in and around Pickering, like golfing and cycling.

The cottage was like a home from home, everything you could need, well equipped kitchen and bedding great, comfy beds spacious kitchen and living area very good, did not want for anything, quite cold when we were there and heating system on hive so very controllable, washer, dishwasher , beautiful oven, in short could not get better in our opinion, the host was great and helped us out with an emergency with my hubby, cannot praise the owner enough

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9.2
Superb
6 reviews
Price from
£79.68
per night

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.
Search holiday homes in Pickering

Most booked holiday homes in Pickering this month

Enjoy breakfast in Pickering!

  • Boundary Stable
    Breakfast options
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 164 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

  • Lark Cottage
    Breakfast options
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 159 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.

  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 119 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.

  • Castlegate Cottage
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 8 reviews

    Located in Pickering in the North Yorkshire region, Castlegate Cottage has a patio. The property is around 10 km from Dalby Forest, 29 km from Peasholm Park and 29 km from The Spa Scarborough.

    Great location and the communication from Clemmie was great.

  • 3 Brookside House
    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
    Breakfast options
    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

  • Cornerstone House
    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.

  • 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.

Save money on holiday homes in Pickering – budget options available!

  • Dark Skies Cottage
    Budget options available
    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
    Budget options available
    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
    Budget options available
    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
    Budget options available
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 13 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
    Budget options available
    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.

  • Brookside House
    Budget options available
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 11 reviews

    Brookside House, a property with a garden, is situated in Pickering, 31 km from The Spa Scarborough, 39 km from York Minster, as well as 40 km from York Railway station.

    Spacious, home from home, very relaxing, good facilities.

  • The Coach House at Noelle's Cottages
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 6 reviews

    Located just 12 km from Dalby Forest, The Coach House at Noelle's Cottages provides accommodation in Pickering with access to a garden, a terrace, as well as bicycle parking.

    beautiful cottage in a perfect location for getting out and about

Great access to the city centre! Check these holiday homes in Pickering

  • Bank Top Barn~Cosy Self Catering~4 Guests & Pet
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Housed in a historic building, the recently renovated Bank Top Barn~Cosy Self Catering~4 Guests & Pet offers accommodation with a garden and free WiFi.

  • 12 Castlegate
    Central location
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    12 Castlegate, a property with a garden, is set in Pickering, 10 km from Dalby Forest, 29 km from Peasholm Park, as well as 29 km from The Spa Scarborough.

  • Glaisdale
    Central location
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

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

  • 31 Outgang Road
    Central location
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    31 Outgang Road is set in Pickering, 28 km from Peasholm Park, 28 km from The Spa Scarborough, and 42 km from York Minster. The 3-star holiday home is 9.4 km from Dalby Forest.

  • Mill Cottage
    Central location
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Located 7.5 km from Flamingo Land Theme Park, Mill Cottage provides accommodation with free WiFi and free private parking.

  • Host & Stay - Badger Cottage
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Situated in Pickering in the North Yorkshire region, Host & Stay - Badger Cottage has a patio.

  • Whistle Stop Cottage
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Featuring garden views, Whistle Stop Cottage provides accommodation with a garden and a patio, around 9.2 km from Flamingo Land Theme Park.

  • Bank Top Barn~Double~Self-catering~2 guests & pet
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 4 reviews

    A recently renovated holiday home set in Pickering, Bank Top Barn~Double~Self-catering~2 guests & pet features a garden. This property offers access to a patio, free private parking and free WiFi.

    Friendly owners.. lovely accommodation in lovely settings

  • Potter Hill Cottage
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 24 reviews

    Potter Hill 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.

    Great location. Beautifully clean and well stocked

  • High Oaks Grange - Cottages
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 7 reviews

    High Oaks Grange - Cottages features a hot tub and free private parking, and is within 8 km of Dalby Forest and 9.4 km of Flamingo Land Theme Park.

  • Bow Cottage
    Central location
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 4 reviews

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

    excellent location, very clean, newly decorated, lovely large cottage

  • Box Tree Cottage
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 4 reviews

    Set 8.1 km from Flamingo Land Theme Park, Box Tree Cottage offers accommodation with free WiFi and free private parking.

    Great size property with facilities to match and well finished. Lots of space and great location for local amenities

  • Kings Head Cottage
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 14 reviews

    Located 7.6 km from Flamingo Land Theme Park, Kings Head Cottage provides accommodation with free WiFi and free private parking.

    Excellent location within easy access of local amenities.

  • Dovecote
    Central location
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 23 reviews

    Set 29 km from Peasholm Park, 29 km from The Spa Scarborough and 42 km from York Minster, Dovecote offers accommodation located in Pickering. The 5-star holiday home is 10 km from Dalby Forest.

    Well equipped and spacious separate lounge. Nicely decorated.

  • Weavers Cottage
    Central location
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 4 reviews

    Weavers Cottage, a property with a garden, is situated in Pickering, 11 km from Dalby Forest, 30 km from Peasholm Park, as well as 30 km from The Spa Scarborough.

  • Bramwood Cottages
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 63 reviews

    Located at the gateway to the spectacular North Yorkshire Moors National Park, Bramwood Cottages offers holiday home accommodation.

    Excellent accommodation, great location and facilities.

  • Westgate Cottage
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 10 reviews

    Situated 10 km from Dalby Forest, 29 km from Peasholm Park and 29 km from The Spa Scarborough, Westgate Cottage offers accommodation located in Pickering.

    Everything provided. Great location. Easy parking.

  • Four Seasons
    Central location
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 21 reviews

    Four Seasons, a property with a garden, is set in Pickering, 10 km from Dalby Forest, 29 km from Peasholm Park, as well as 29 km from The Spa Scarborough.

    Well placed for visiting the lovely town of Pickering

  • Luxury Cottage Nestled in the Heart of Pickering - Pet Friendly
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 45 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.

  • The Swiss Cottage
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2 reviews

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

  • Dove Cottage
    Central location
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 1 review

    Dove Cottage, a property with a garden, is set in Pickering, 29 km from Peasholm Park, 29 km from The Spa Scarborough, as well as 42 km from York Minster.

  • Derwent House
    Central location
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2 reviews

    Located in Pickering in the North Yorkshire region, Derwent House provides accommodation with free WiFi and free private parking.

  • Cloverleaf Cottage
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 1 review

    Cloverleaf Cottage is located in Pickering, 11 km from Dalby Forest, 30 km from Peasholm Park, as well as 30 km from The Spa Scarborough.

  • Finlays Cottage
    Central location
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 3 reviews

    Finlays Cottage, a property with a garden, is situated in Pickering, 31 km from The Spa Scarborough, 44 km from York Minster, as well as 45 km from York Railway station.

  • Host & Stay - Sleepers @ No.8
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 67 reviews

    Host & Stay - Sleepers @ No.8 is set in Pickering, 10 km from Dalby Forest, 29 km from Peasholm Park, and 29 km from The Spa Scarborough.

    Great location, very nice decor, very comfortable.

  • Noelle’s Cottages, The Barn
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 10 reviews

    Featuring garden views, Noelle’s Cottages, The Barn offers accommodation with a garden and a terrace, around 10 km from Flamingo Land Theme Park.

    Beautiful barn conversion with private garden. Exceptionally well equipped.

  • Low Costa Mill
    Central location
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 21 reviews

    Located on the banks of Costa Beck, Low Costa Mill is set in a peaceful haven on the outskirts of Pickering.

    The pool was a bonus, the surroundings were well maintained quiet and peaceful.

  • Host & Stay - Sixpence Cottage
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 20 reviews

    Host & Stay - Sixpence Cottage, a property with a garden, is set in Pickering, 29 km from Peasholm Park, 29 km from The Spa Scarborough, as well as 42 km from York Minster.

    Lovely cottage, huge bedroom. Very comfy. Lovely garden.

FAQ about holiday homes in Pickering





Holiday homes that guests love in Pickering

  • Avg. price/night: £26
    10
    Scored 10
    Exceptional
    Rated exceptional
     · 4 reviews
    Lovely quiet campsite with spacious pitches. Very clean facilities and lovely owner.
    G
    Graham
    Solo traveller
  • 8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 77 reviews
    Very clean. Comfortable. Great location. Modern facilities
    Coral
    Family with young children
  • Avg. price/night: £155
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 799 reviews
    Room was lovely, clean and well stocked with tea, coffee and had mini bar, breakfast was fantastic, all staff very polite and friendly,facilities where spot on, very clean
    Mark
    Solo traveller
  • 9.4
    Scored 9.4
    Superb
    Rated superb
     · 5 reviews
    Very clean and tidy. Lovely space and a nice garden to sit. Didn’t feel overcrowded with 10 people in there
    Christopher
    Family with young children
  • 9.4
    Scored 9.4
    Superb
    Rated superb
     · 81 reviews
    Position fantastic. Very clean
    Andrew
    Young couple
  • Avg. price/night: £140
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 394 reviews
    Very clean and comfortable. Very hospitable staff. Amazing breakfast!
    Andy
    Young couple
  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 299 reviews
    Very clean and comfortable room - good facilities and excellent breakfasts. Chris and Sarah were very welcoming and friendly 😊 Off road parking also a bonus
    Angela
    Young couple
  • Avg. price/night: £140
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 394 reviews
    On our arrival very welcoming. Also very clean and a delicious English breakfast. Very attentive and will definitely use again
    April
    Young couple
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 159 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
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 159 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
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