Cottages in Pickering and log cabins – Holiday Lettings - Holiday Rentals Pickering

from £75 / night

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Drapers Cottage, Park Street - Pickering cottage sleeps 4

North Yorkshire / Pickering

2 4 Min stay varies

2 bedrooms
Sleeps 4
Min stay varies

Suitable for children age 5+
Pet friendly
Private garden

This charming grade two listed cottage, which sleeps four, is ideally placed for exploring the beautiful North York Moors and the market town of Pickering. The famous steam railway and the historic castle are immediately adjacent. The cosy kitchen diner with beamed ceil …see more

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from £65 / night

£265 - £550 / week

from £65 / night

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“perfect”

Reviewed 25 Nov 2012

stayed here for weekend to celebrate daughters 13th birthday and we all had a great time. Helen the owner truly has made the cottage a lovely , warm , inviting cosy place to be. The cottage was spot… More

“a perfect cosy retreat in a great location”

Reviewed 30 Aug 2012

This fantastic, cosy cottage is so well laid out and furnished it doesnt feel small at all. Helen supplied us with many homely extras and the lemon drizzle cake went down a treat. The terrace garden … More

“lovely cottage in great location”

Reviewed 25 Jul 2016

lovely cottage, ideally located for the town. Got the train from just across the road to Whitby, very handy. Only 40 minutes to Scarborough too. Great base to explore the area and coast. The cottag… More

High Mill Pickering - Pickering house sleeps 12

North Yorkshire / Pickering

4 12 Min stay varies

4 bedrooms
Sleeps 12
Min stay varies

Nearest beach 27 km
Child friendly
Private garden

High Mill House (sleeps up to 12). Retaining many original Victorian features, but now with high levels of insulation, thermostatically controlled radiators and en-suite facilities, allowing for 21st century comfort. High quality mattresses should ensure a good night’ …see more

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from £234 / night

£1050 - £2010 / week

from £234 / night

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“A great find, we will be back.”

Reviewed 1 Jul 2014

High Mill is a great place to stay with friends or other families. Cheryl (the owner) was there to meet us and show us round the property. She also shared her knowledge of Pickering and surrounding … More

“Beautiful house, great facilities & stunning location!”

Reviewed 8 May 2014

I stayed at High Mill over the May bank holiday, with my boyfriend & 9 other friends, for a birthday celebration. The house is spacious and light with a gorgeous garden, and every bedroom is en-suite.… More

“Fabulous house and location”

Reviewed 5 Dec 2013

Brilliant weekend at High Mill. The house is warm, comfortable and the best equipped house I have ever stayed in. We received a warm welcome from Cheryl who showed us around and explained how everyt… More

Farmhouse, Low Farm, Hartoft - Hartoft farmhouse sleeps 4

Pickering / Hartoft

2 4 3 nights min

2 bedrooms
Sleeps 4
3 nights min

Nearest beach 43 km
Child friendly
Ask about pets

Downstairs is a large farmhouse kitchen/dining room which is well equipped with an electric cooker, microwave, dishwasher, fridge, radio with CD player and wood burning stove. There is a separate lounge with log burner digital TV and DVD player.There is WIFI available.U …see more

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from £75 / night

£350 - £450 / week

from £75 / night

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The Cottage, Low Farm, Hartoft - Hartoft cottage sleeps 4

Pickering / Hartoft

2 4 3 nights min

2 bedrooms
Sleeps 4
3 nights min

Child friendly
Ask about pets

DownstairsThere is a modern Kitchen/Diner, which is equipped with a gas cooker, microwave, fridge, dishwasher and radio with CD player. The Lounge, with its cosy log burning stove, digital TV and DVD player, provides an ideal space for relaxation or playing some of the …see more

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from £75 / night

£350 - £450 / week

from £75 / night

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Sawmill Cottage - Allerston cottage sleeps 5

Pickering / Allerston

2 5 Min stay varies

2 bedrooms
Sleeps 5
Min stay varies

Nearest beach 20 km
Child friendly
Pet friendly

Situated just a few yards from a country pub serving meals, set back from the A170 Scarborough road, this superb, detached, character holiday cottage has lots of charm and character, with beams and splendid restored fireplaces. 2 Bedroomed one with en-suite beautifully …see more

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from £85 / night

£320 - £600 / week

from £85 / night

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Bransdale Cottage - Pickering cottage sleeps 4

North Yorkshire / Pickering

2 4 7 nights min

2 bedrooms
Sleeps 4
7 nights min

Child friendly
Car not necessary
Ask about pets

This fabulous, 200 year old, grade 2 listed period cottage has been fitted to an exceptionally high specification retaining and restoring the many period features including beams and an original window seat. Traditional cottage charm is combined with a luxurious and con …see more

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from £63 / night

£440 - £780 / week

from £63 / night

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No 2 The Ropery - Pickering house sleeps 11

North Yorkshire / Pickering

5 11 2 nights min

5 bedrooms
Sleeps 11
2 nights min

Child friendly
Ask about pets
Private garden

This luxurious 5 bedroomed holiday home is perfect for large groups/families wanting a centrally located property. In Pickering there are many bars, cafes, shops and restaurants within seconds of leaving the house. No 2 The Ropery is positioned at the bottom of the mai …see more

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from £275 / night

£1200 / week

from £275 / night

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“What a find”

Reviewed 17 Mar 2013

There should have been 9 adults staying but ended up with only 7 - a shame but it meant 4 of us could have the most comfortable, large, luxurious beds to ourselves to spread out in. The welcoming bot… More

Thank you so much for your kind review Jane. We really do try and make our guests feel as comfortable as they would in their own home. That was our mission from day one.....selfishly because we wanted it to be that way when we went :) Lets hope your full party can all visit in the future, I bet you had a great time and many giggles! Thanks again it means a lot to us when people take the time to review us. Hurry back again soon :)

“Picture perfect!”

Reviewed 11 Mar 2013

This is our second time here and hopefully not our last. A beautiful, spacious house in a great location. It provides an ideal base for exploring all that North Yorkshire has to offer.. plus the owner… More

Aw thank you so so much for this lovely review. It is really appreciated. You are welcome back anytime :) It does help people make a more informed decision when they look at our reviews :) PS. The card is on its way back, Jill has posted it xxx

“WOW! Fantastic well equipped property. Perfect for our needs”

Reviewed 20 Nov 2012

I stayed here over a friday and saturday night with 9 other members of my family (ranging in age from 8 months to 71 years old) and two dogs. The property was stunning and exceeded all our expectation… More

Thank you so much for taking the time to review the house - it does help other future guests make a decision. I have to say that my pet hate is being cold s- so whilst the house is big we try and have it cosy and warm for guests. I am so pleased that you were happy with everything - having children ourselves we know the importance of keeping them entertained!! Further improvements planned for 2013. Come back soon :) THANKS!

The Cottage, Pickering, North Yorkshire,England - Pickering cottage sleeps 4

North Yorkshire / Pickering

2 4 Min stay varies

2 bedrooms
Sleeps 4
Min stay varies

Suitable for children age 5+
Private garden

This for star graded property, which is well equipped for a relaxing holiday is within walking distance of Pickering town centre and the famous North Yorkshire Moors Railway Station. An enclosed south facing garden, complete with furniture is the ideal venue to sit and …see more

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from £48 / night

£275 - £500 / week

from £48 / night

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Low Farm, Hartoft - Hartoft house sleeps 12

Pickering / Hartoft

6 12 3 nights min

6 bedrooms
Sleeps 12
3 nights min

Child friendly
Ask about pets

With 35 acres of coppiced woodland and grazing, Low Farm provides an idyllic habitat, along with its permanent residents of deer rabbits and hares, for visitors to explore.The property is bounded by a river at the bottom of the valley with constructed pond areas in the …see more

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from £300 / night

£1400 / week

from £300 / night

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Castlegate Coach House Holiday Cottage, Pickering - Pickering cottage sleeps 4

North Yorkshire / Pickering

2 4 Min stay varies

2 bedrooms
Sleeps 4
Min stay varies

Nearest beach 25 km
Child friendly
Pet friendly

Beautiful grade 2 listed coach house in an excellent central location offering luxury self-catering accommodation for up to 4 people. It has an open-plan layout on the ground floor, comprising of a large kitchen/diner, and living room with French windows leading out on …see more

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from £80 / night

£290 - £515 / week

from £80 / night

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Cropton Forest Lodge Cottages - Stape cottage sleeps 4

Pickering / Stape

2 4 3 nights min

2 bedrooms
Sleeps 4
3 nights min

Suitable for children age 5+

CROPTON FOREST LODGE COTTAGES - One of a row of three 5 star gold award cottages accessed through a cloistered passageway, a truly wonderful holiday experience awaits in Meadow's Edge, with its stunning open plan kitchen, dining area and sitting room, the large feature …see more

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from £77 / night

£476 - £870 / week

from £77 / night

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“solitude”

Reviewed 8 Aug 2013

This was our fourth stay at Cropton Forest Lodge. As usual it was all we expected. Met by Ben who helped take our luggage in and greeted us like old friends. Everything just as we remembered from the … More

“Absolutely fantastic, couldn't recommend more highly.”

Reviewed 23 Jun 2013

Our second stay with Ben and Sue at Cropton Forest Lodge and it was just as good as the first. The location is perfect to get away from it all, whilst still only being 15 minutes from Pickering. We we… More

“Fabulous quality cottage with stunning views and walks”

Reviewed 8 May 2013

We just wanted to let you all know our feelings on Cropton Forest Lodge Cottages. What a beautiful location and just perfect for walking and live nature. We saw deer, grouse,badgers and numerous birds… More

Ivy House - Pickering condo sleeps 13

North Yorkshire / Pickering

2 13 7 nights min

2 bedrooms
Sleeps 13
7 nights min

Child friendly
Private garden

Ivy House is a lovely Georgian property in the centre of Pickering. Completely re-furbished to an extremely high standard. This spacious property is full of original features, together with up to date luxuries. Ideal for family holidays or a get together with family and …see more

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from £121 / night

£845 - £1775 / week

from £121 / night

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17 Hallgarth. Grade II listed cottage with garden - Pickering house sleeps 4

North Yorkshire / Pickering

2 4 3 nights min

2 bedrooms
Sleeps 4
3 nights min

Child friendly
Car not necessary
Pet friendly

A comfortable and well equipped cottage in the pleasent market town of Pickering situated at the foot of the North York Moors. 17 Hallgarth is a family run business which aims to provide a home from home. Please note that for 7 night stays our changeover day is Friday …see more

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from £52 / night

£305 - £515 / week

from £52 / night

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Lark Cottage sleeps 4, Charming Character Cottage - Pickering house sleeps 4

North Yorkshire / Pickering

2 4 Min stay varies

2 bedrooms
Sleeps 4
Min stay varies

Child friendly
Pet friendly

Beautiful 18 Century cottage fully renovated with vintage vibe and antique furniture low beams with an open gas fire for that cosy romantic get away. Steps from Pickering Castle, shops, cafes, Restaurants and bars a new holiday Cottage all dates available.” Lark Cotta …see more

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from £50 / night

£300 - £600 / week

from £50 / night

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Cropton Forest Lodge Cottages - Stape cottage sleeps 5

Pickering / Stape

3 5 3 nights min

3 bedrooms
Sleeps 5
3 nights min

Suitable for children age 5+

CROPTON FOREST LODGE COTTAGES - One of a row of three luxury cottages linked by a cloistered passage, Willows' End is a spacious cottage with solid oak floors and feature beams throughout the ground floor. It has beautiful furnishings including comfortable sofas, a larg …see more

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from £85 / night

£520 - £1060 / week

from £85 / night

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19 Burgate - Pickering cottage sleeps 3

North Yorkshire / Pickering

2 3 Min stay varies

2 bedrooms
Sleeps 3
Min stay varies

Nearest beach 35 km
Ask owner if suitable for children
Ask about pets

The market town of Pickering is perfectly placed to explore the North York Moors National Park, the seaside towns of Whitby, Scarborough, Filey and beyond or to the south - York. All not much more than a 30 minute drive 19 has been carefully modernised to offer all tha …see more

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from £60 / night

£400 - £660 / week

from £60 / night

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Sloeberry Barn - Rosedale Abbey barn sleeps 2

Pickering / Rosedale Abbey

1 2 7 nights min

1 bedroom
Sleeps 2
7 nights min

Nearest beach 30 km
Private garden

Step out of your car in the old farm yard and be stunned by the tranquillity and stunning views of Rosedale.Situated in an elevated position with full glass patio doors from both the bedroom and the lounge allowing you to wake up to the breath taking views up to Blakey, …see more

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from £78 / night

£545 / week

from £78 / night

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Cropton Forest Lodge Cottages - Stape cottage sleeps 4

Pickering / Stape

2 4 3 nights min

2 bedrooms
Sleeps 4
3 nights min

Suitable for children age 5+

CROPTON FOREST LODGE COTTAGES - One of a row of three luxury cottages linked by a cloistered passage, Brock Cottage has a fully fitted and fully equipped cream painted country kitchen diner with an oak table and chairs comfortably seating four, and solid oak floors and …see more

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from £90 / night

£550 - £945 / week

from £90 / night

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Stable Cottage, Pet Friendly, Character Cottage - Pickering cottage sleeps 4

North Yorkshire / Pickering

1 4 3 nights min

1 bedroom
Sleeps 4
3 nights min

Child friendly
Pet friendly

Whether you are seeking a place for a peaceful break, a base for mountain biking, walking, touring the area or simply looking for the perfect place to unwind then Stable Cottage is the perfect choice for you. Choose from our one bedroom stone cottage with additional sof …see more

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from £80 / night

£480 / week

from £80 / night

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The Longhouse - Pickering house sleeps 7

North Yorkshire / Pickering

3 7 Min stay varies

3 bedrooms
Sleeps 7
Min stay varies

Nearest beach 28 km
Child friendly
Ask about pets

Dating back to 17th Century, our Grade II listed Yorkshire longhouse is located in the picturesque market town of Pickering, at the edge of the beautiful North York Moors National Park. The cottage is a fine example of a cruck-framed Yorkshire longhouse which was tradi …see more

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from £90 / night

£495 - £740 / week

from £90 / night

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“Excellent accommodation.”

Reviewed 15 Jun 2015

Four golfing ladies who choose a different location each year, usually in Yorkshire. Loved the Longhouse for its convenience to beautiful golf courses and countryside. Gill was really helpful and lef… More

“Brilliant!”

Reviewed 28 Dec 2014

We had a lovely stay at the Longhouse. The property is even better than what it looks like in the pictures. Highly recommended. … More

“Spacious and beautiful cottage”

Reviewed 4 Nov 2014

This is an absolutely beautiful cottage with a huge amount if space, especially downstairs (3 living rooms plus large kitchen diner!). The pictures really don't do it justice! Gill an Ivan are lovely … More

Medds Farm House, Rosedale - Rosedale Abbey farmhouse sleeps 8

Pickering / Rosedale Abbey

4 8 Min stay varies

4 bedrooms
Sleeps 8
Min stay varies

Nearest beach 30 km
Child friendly
Pet friendly

Perched on the side of picturesque Rosedale in the heart of the North York Moors National Park, Medds Farm House is an ideal holiday cottage for walkers and cyclists as well as families looking for peace and quiet. This stylish 3 storey property provides ample holiday a …see more

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from £200 / night

£750 - £1500 / week

from £200 / night

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Hobbits Hideaway - Cropton cottage sleeps 6

Pickering / Cropton

3 6 7 nights min

3 bedrooms
Sleeps 6
7 nights min

Nearest beach 36 km
Child friendly

Hobbits Hideaway is a single storey stone cottage situated in the grounds of this no longer working farm. Relax & enjoy the beautiful 2 acre garden full of many varieties of trees, shrubs & roses. Our unique position on the edge of the quiet, unspoilt village of …see more

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from £55 / night

£381 - £601 / week

from £55 / night

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Littlebeck Cottage - Pickering cottage sleeps 4

North Yorkshire / Pickering

2 4 7 nights min

2 bedrooms
Sleeps 4
7 nights min

Child friendly
Car not necessary

This cottage was completely refurbished to an extremely high standard. A traditional cottage with a real contemporary look. It has a contemporary kitchen and bathroom, bringing it bang up to date but retaining all its period character with original beams and other featu …see more

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from £56 / night

£390 - £655 / week

from £56 / night

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The Old Farmhouse - Pickering farmhouse sleeps 7

North Yorkshire / Pickering

3 7 7 nights min

3 bedrooms
Sleeps 7
7 nights min

Child friendly
Car not necessary
Pet friendly

The Old Farmhouse dates back over 300 years and retains its original charm and character with huge beams, open fires and original window seats. This property accommodates a maximum of seven in three bedrooms. It also boasts real 21st century luxury with house bathroom w …see more

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from £83 / night

£575 - £940 / week

from £83 / night

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Hartoft Cottage - Pickering cottage sleeps 2

North Yorkshire / Pickering

1 2 7 nights min

1 bedroom
Sleeps 2
7 nights min

Child friendly
Car not necessary
Ask about pets

This fabulous, 200 year old, grade 2 listed period cottage has been fitted to an exceptionally high specification retaining and restoring the many period features.. Traditional cottage charm is combined with a luxurious and contemporary decor. In order to make your stay …see more

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from £55 / night

£385 - £615 / week

from £55 / night

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The Barn at Rigg End Pickering - Allerston barn sleeps 6

Pickering / Allerston

3 6 3 nights min

3 bedrooms
Sleeps 6
3 nights min

Private garden

The Barn at Rigg End Farm offers a newly renovated holiday retreat, in the middle of the Yorkshire Moors, with tumbling views over the Yorkshire landscape. Built with Yorkshire Stone, the accommodation is second to none.This self catering holiday cottage has spacious l …see more

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from £140 / night

£665 - £1155 / week

from £140 / night

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Primrose Cottage - Pickering cottage sleeps 3

North Yorkshire / Pickering

2 3 Min stay varies

2 bedrooms
Sleeps 3
Min stay varies

Child friendly

Primrose Cottage is a stunning Grade Two Listed stone cottage situated a few minutes walk away from the town centre. The cottage has been sympathetically restored to a very high standard . The cottage has retained its charm with original beams, wooden floors and an o …see more

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from £45 / night

£225 - £525 / week

from £45 / night

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“Perfect”

Reviewed 22 Aug 2014

We spent a very happy week in Primrose Cottage,Pickering.Great location,two minutes walk to town centre. Very we'll maintained and tastefully furnished, extremely comfortable beds. By far the best acc… More

“Perfect Cottage,Perfect Location,Bijoux but Brilliant”

Reviewed 26 Jan 2013

This cottage is perfect. 10 minute walk to the best Pickering has to offer. Good class of Pub and Restaurants, reasonable prices too. Lots to see and do. Historical Castle and Medievil Church with mus… More

SQUIRREL COTTAGE - Pickering house sleeps 4

North Yorkshire / Pickering

2 4 7 nights min

2 bedrooms
Sleeps 4
7 nights min

Dating back to 1890, this semi-detached holiday cottage is situated down a quiet lane in one of the prettiest villages in North Yorkshire. A short stroll from the centre, it is ideal for exploring the Moors and the Heritage coastline, as well as the city of York. Nearby …see more

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from £44 / night

£306 - £760 / week

from £44 / night

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Lilac Cottage - Pickering cottage sleeps 4

North Yorkshire / Pickering

2 4 7 nights min

2 bedrooms
Sleeps 4
7 nights min

Nearest beach 0 km
Swimming pool
Child friendly

Lilac Cottage, situated in the lovely village of Ebberston, is one of five cottage on site set around a gravelled courtyard. Lilac Cottage has been decorated and renovated to a very high standard. The cottage has sleeps four and has two bedrooms - one double and one twi …see more

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from £55 / night

£382 - £768 / week

from £55 / night

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Cropton Forest Lodge Cottages - Stape cottage sleeps 5

Pickering / Stape

3 5 3 nights min

3 bedrooms
Sleeps 5
3 nights min

Suitable for children age 5+
Ask about pets
Private garden

CROPTON FOREST LODGE COTTAGES - Middlehead Cottage is a traditional stone farmhouse built in 1860. Fully refurbished, the fitted cream country style kitchen with oak dresser style shelving (beautifully crafted by Ben), and the calm dining room with painted dresser and o …see more

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from £77 / night

£476 - £1010 / week

from £77 / night

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BREWERS COTTAGE - Pickering house sleeps 4

North Yorkshire / Pickering

2 4 7 nights min

2 bedrooms
Sleeps 4
7 nights min

Child friendly

Brewers Cottage nestles in the grounds of Cropton Brewery in the sleepy hamlet of Cropton within the North Yorkshire Moors National Park. Dating back almost 200 years this terraced holiday cottage offers modern, contemporary accommodation, yet retains many of the origin …see more

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from £49 / night

£340 - £971 / week

from £49 / night

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Wheelhouse Cottage - Pickering - Pickering cottage sleeps 5

North Yorkshire / Pickering

2 5 Min stay varies

2 bedrooms
Sleeps 5
Min stay varies

Nearest beach 30 km
Child friendly
Private garden

WHEELHOUSE Sleeps 2/5 + cot Easy walking access2 BEDROOM single storey cottage with private garden, garden furniture & BBQ: Ground floor - Spacious sitting room with open beamed ceiling, stone fireplace with living flame gas fire; Dining kitche …see more

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from £86 / night

£399 - £820 / week

from £86 / night

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Farndale Cottage - Pickering cottage sleeps 2

North Yorkshire / Pickering

1 2 7 nights min

1 bedroom
Sleeps 2
7 nights min

Child friendly
Car not necessary
Private garden

This ground level cottage has no steps, it is designed with wide doors, walk-in shower and other features which gives this cottage a level 2 mobility rating. This cottage has real character with beams, a wood burning stove and lovely big bay window. We have a range of a …see more

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from £49 / night

£340 - £515 / week

from £49 / night

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Cinnamere Cottage - Pickering cottage sleeps 4

North Yorkshire / Pickering

2 4 7 nights min

2 bedrooms
Sleeps 4
7 nights min

Child friendly
Car not necessary
Ask about pets

This lovely period cottage has been completely renovated to a very high standard. It is located on Eastgate a lovely tree lined road and is within easy walking distance of the town centre of Pickering. It has its own garage parking and a large private lawned garden with …see more

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from £57 / night

£395 - £735 / week

from £57 / night

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40512 Cottage in Helmsley - Great Edstone house sleeps 4

Pickering / Great Edstone

2 4 7 nights min

2 bedrooms
Sleeps 4
7 nights min

Suitable for children age 5+
Pet friendly

COSY COTTAGE CENTRALLY LOCATED IN A DELIGHTFUL ENGLISH TOWN Nestling close to the 12th century market place square, the property is the perfect hideaway for your stay in Helmsley, offering superb accommodation just moments away from local facilities. Located on th …see more

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from £46 / night

£320 - £695 / week

from £46 / night

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Welburn Cottage - Pickering cottage sleeps 4

North Yorkshire / Pickering

2 4 7 nights min

2 bedrooms
Sleeps 4
7 nights min

Child friendly
Car not necessary
Ask about pets

This really lovely 300 year old character stone cottage is Grade 2 listed. It benefits from the best in modern standards with both bedrooms having their own bathroom, making this cottage ideal for two couples traveling together. The cottage is on 3 levels and retains ma …see more

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from £61 / night

£425 - £735 / week

from £61 / night

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Low Farm Cottage - Pickering house sleeps 2

North Yorkshire / Pickering

1 2 7 nights min

1 bedroom
Sleeps 2
7 nights min

Situated equal distance from Helmsley and Pickering in the heart of the North York Moors National Park, the cottage offers peace and tranquility with beautiful views. Ideal for cosying up or walking the moors, relaxing and chilling out. Within easy walking distance of t …see more

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from £78 / night

£545 / week

from £78 / night

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Mill Cottage - Pickering - Gateway to York Moors - Pickering cottage sleeps 4

North Yorkshire / Pickering

2 4 Min stay varies

2 bedrooms
Sleeps 4
Min stay varies

Child friendly

Mill Cottage (Sleeps 2/4 + cot). TWO BEDROOM two storey cottage : Ground floor - Spacious sitting room with open beamed ceiling, picture window and stone fireplace with living flame gas fire; kitchen/ dining room. First floor - One double bedroom; one twin bedroom …see more

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from £74 / night

£358 - £617 / week

from £74 / night

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27112 Barn in Thornton le Dale - Allerston barn sleeps 4

Pickering / Allerston

2 4 7 nights min

2 bedrooms
Sleeps 4
7 nights min

Suitable for children age 5+
Pet friendly
Private garden

1 OF 2 CONVERTED PROPERTIES AT THE FOOT OF THE NORTH YORKSHIRE MOORS ENJOY A FAMILY HOLIDAY BY BOOKING BOTH PROPERTIES TO ACCOMMODATE UP TO 8 PEOPLE Set on a small working farm, these beautifully restored barns offer delightfully appointed accommodation in an area …see more

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from £48 / night

£330 - £720 / week