Holiday lettings in Pickering, UK England - Holiday cottages to rent - Book direct

Top destinations

Cornwall
2,983 Properties

Greater London
941 Properties

Cumbria / Lake District
940 Properties

Devon
2,810 Properties

Central England / Cotswolds
940 Properties

Dorset
819 Properties

Isle of Wight
507 Properties

Peak District / Derbyshire
460 Properties

Somerset
610 Properties

Kent
557 Properties

Sussex
770 Properties

Norfolk
1,023 Properties

Isle of Man
11 Properties

Northumberland
640 Properties

Yorkshire / Yorkshire Dales
1,496 Properties

Coastal Cottages
222 Properties

Central London/Zone 1
935 Properties

Newquay
470 Properties

St Ives
423 Properties

Central London/Zone 2
419 Properties

Holiday homes in Pickering (31)

Featured properties
Showing all 31 matching homes

1
of

Cottage | 3 bedrooms | Sleeps 7

STABLES is one of a picturesque courtyard of cottages in open countryside on the edge of the market town of Pickering. They have many original features and are furnished with the emphasis on comfort and relaxation. Access to gardens with a garden house, BBQ & play area. VisitEngland "Four Star" and“Gold Award” for exceptional quality of accommodation & customer service.

from £78 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£543 - £1008 / week

7 nights min stay

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed

2
of

Barn | 2 bedrooms | Sleeps 4

The Croft is a recent barn conversion and sleeps up to four guests.

from £44 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£306 - £370 / week

3 nights min stay

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed

3
of

Farmhouse | 2 bedrooms | Sleeps 4

A two bedroomed house recently renovated to provide upmarket accommodation. Horse Stables available on request.

£unknown / week

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Nearest beach 43 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire

4
of

Barn | 1 bedroom | Sleeps 2

Stunning views, luxury accommodation, tranquillity, easy reach of many attractions, good food nearby, glorious moorland to explore, loads of interesting history with the seaside only half an hour away.

from £52 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£368 - £551 / week

7 nights min stay

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Nearest beach 30 km
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden

of

Cottage | 2 bedrooms | Sleeps 3

Primrose Cottage is a stunning Grade Two Listed stone cottage situated a few minutes walk away from the town centre. Sympathetically restored to a very high standard . The cottage has retained its charm with original beams, wooden floors and an open fire. Pickering is set in the North Yorkshire Moors.It is a bustling market town with a working steam railway line.

from £39 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£275 - £450 / week

3 nights min stay

3 reviews

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed

5
of

Cottage | 2 bedrooms | Sleeps 6

A charming cottage full of character, at the gateway to the North York Moors, fantastic walking and cycling, and the beginning of the Moors Steam Railway. Pickering hosts individually styled shops, cafes and restaurants for a wide range of interests and tastes. Pickering hosts individually styled shops, cafes and restaurants for a wide range of interests and tastes.

from £38 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£262 - £630 / week

2 nights min stay

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Nearest beach 30 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden

6
of

Cottage | 4 bedrooms | Sleeps 8

This terraced cottage is located in the village of Thornton-le-Dale near Pickering and can sleep eight people in four bedrooms.

from £53 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£370 - £895 / week

7 nights min stay

View

7
of

Cottage | 2 bedrooms | Sleeps 4

This charming Self-Catering Cottage sleeps up to 4 guests with two bedrooms both with ensuite showers.

£unknown / week

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire

8
of

House | 6 bedrooms | Sleeps 12

All properties have outstanding views across Cropton forest and Rosedale Moor. A garden extends below the house to the fields and woods of the farm.

£unknown / week

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire

9
of

Cottage | 2 bedrooms | Sleeps 4

This stone built, end terrace cottage is in the village or Wrelton near to Pickering and can sleep four people in two bedrooms.

from £38 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£267 - £598 / week

7 nights min stay

1 review

View

10
of

Cottage | 3 bedrooms | Sleeps 5

Willows' End is 5 star gold award with ensuite bedrooms in an idyllic rural setting in the North York Moors National Park, just nine miles from Pickering. Children over 8 yrs are welcome. SPRING IS HERE! 10% DISCOUNT ON BOOKINGS 1ST APRIL - 24TH MAY `13.. BOOK NOW! 20% discount for 2 persons in a 2 or 3 bedroom cottage. A dog is welcome in Middlehead Cottage.

from £74 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£515 - £795 / week

3 nights min stay

14 reviews

View

Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed

11
of

Cottage | 2 bedrooms | Sleeps 5

Dogs are welcome at Sawmill with great walking from the door into Dalby forest. New for 2013 WIFI has been installed and a docking station for Ipods. A Z Bed available for an extra guest.

from £50 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£350 - £450 / week

3 nights min stay

View

Key info:

  • Nearest beach 20 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden

12
of

Cottage | 4 bedrooms | Sleeps 8

High View is a detached cottage in the lovely town of Pickering which sleeps eight people across four bedrooms. The cottage has a sitting room with log burner and a wonderful enclosed garden.

from £60 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£419 - £927 / week

7 nights min stay

3 reviews

View

13
of

Farmhouse | 3 bedrooms | Sleeps 6

From its spectacular and reclusive hilltop setting in the heart of the North Yorkshire Moors National Park, this spacious 3 bedroomed farmhouse enjoys panoramic views over the National Park. The holiday property is approached via a steep private road and small ford. Paths and cycle tracks straight from the doorstep. An easy drive away is the Yorkshire coastline.

from £57 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£400 - £650 / week

3 nights min stay

View

Key info:

  • Nearest beach 32 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden

of

Cottage | 3 bedrooms | Sleeps 7

A beautiful well presented period 17th century Cottage, ideally located in the heart of historic Pickering. Affectionately refurbished with Conservatory, garden and patio area. Castle, market town and Steam Railway just yards away.

from £46 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£325 - £500 / week

1 night min stay

3 reviews

View

Key info:

  • Nearest beach 30 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden

14
of

Barn | 3 bedrooms | Sleeps 6

Much admired and highly recommended barn conversion with lots of character and charm, ideal for families and close to award winning coast and country. Leave the hustle and bustle and unwind in style. Free wi-fi and UK landline phone calls. Award winning village, 5* guest rated, log fires, beams galore, super kitchen, Jacuzzi bath,free wi-fi.

from £46 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£325 - £695 / week

2 nights min stay

3 reviews

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Nearest beach 24 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden

15
of

House | 4 bedrooms | Sleeps 12

High Mill has unique and unrivalled views of the scenic North Yorkshire Moors Railway and is situated below Pickering Castle.

from £126 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£882 - £1530 / week

3 nights min stay

6 reviews

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Nearest beach 27 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden

16
of

Cottage | 2 bedrooms | Sleeps 4

Meadow's Edge is a 5 star gold award cottage with ensuite bedrooms in an idyllic rural setting in the North York Moors National Park, just nine miles from Pickering. Children over 8 yrs are welcome, a dog is welcome in Middlehead. 20% discount on 1 bedroom occupancy. SPRING IS HERE! A FURTHER 10% DISCOUNT FOR ALL BOOKINGS FROM 1ST APRIL - 24TH MAY `13, BOOK NOW!

from £59 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£410 - £750 / week

3 nights min stay

21 reviews

View

Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed

of

Cottage | 2 bedrooms | Sleeps 4

3 star rated town centre based 19th century cottage located at the foot of the Yorkshire Moors. Cosy cottage offers comfortable accommodation for families, outdoor enthusiasts as well as offering relaxation and cafe culture.

from £39 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£275 - £375 / week

2 nights min stay

5 reviews

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Nearest beach 30 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire

17
of

Cottage | 2 bedrooms | Sleeps 4

Brock Cottage is 5 star gold award with ensuite bedrooms in an idyllic rural setting in the North York Moors National Park, just nine miles from Pickering. Children over 8 yrs are welcome, a dog is welcome in Middlehead. 20% discount on 1 bedroom occupancy. SPRING IS HERE! 10% DISCOUNT ON BOOKINGS FROM 1ST APRIL - 24TH MAY `13.. BOOK NOW!

from £59 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£410 - £750 / week

3 nights min stay

6 reviews

View

Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed

18
of

Cottage | 3 bedrooms | Sleeps 6

Rosecroft Cottage, Cropton is a luxury holiday cottage in the sleepy little moors village of Cropton, North Yorkshire. This delightful 18th century cottage boasts large enclosed cottage garden summerhouse .pooltable sleeps 6, is toddler friendly 2 dogs max Wi Fi.

from £64 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£450 - £750 / week

7 nights min stay

1 review

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden

19
of

Cottage | 1 bedroom | Sleeps 2

This exceptional property is an 18th Century former stable that has been finished to a high standard and sleeps two people.

from £38 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£266 - £471 / week

7 nights min stay

14 reviews

View

20
of

Cottage | 7 bedrooms | Sleeps 13

Our three 5 star cottages are linked by an internal cloistered passageway, We are able to provide a large dining table seating up to 13. The conservatory will seat up to 16 comfortably, and we can provide tables for buffets, BBQ and equipment, and a cd / ipod system.

£unknown / week

View

Key info:

  • Not suitable for children
  • Car advised
  • May take pets – please enquire

21
of

Cottage | 3 bedrooms | Sleeps 6

set amongst stunning moorland scenery hutton-le hole there plenty of attractionsnearby. the historic seaside town of whitby ispleasant thirty minute drive through beautiful countryside and scarborough is just twenty miles.there is also easy access to the city of york, , malton thirsk picering.

from £71 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£499 - £830 / week

3 nights min stay

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden

22
of

Cottage | 3 bedrooms | Sleeps 6

Generous accommodation: Large sitting/dining room; open fire; fully fitted kitchen; beamed Master bedroom; 2nd double bedroom, twin bedroom, family bathroom; cloakroom; courtyard garden; BBQ; Parking. Small courtyard garden, gas central heating. Central village location. Linen, towels, 1st basket of logs, cot/highchair are included, unfortunately smoking or pets not allowed.

from £51 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£360 - £750 / week

3 nights min stay

3 reviews

View

Key info:

  • Nearest beach 20 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed

23
of

Cottage | 2 bedrooms | Sleeps 4

Located on the picturesque street of Castlegate, the cottage is a short stroll from Pickering town centre, which offers a variety of excellent shops, cafes, pubs and restaurants. As the name of street infers, Pickering Castle is also very close-by, as is the NYMR. Free, unlimited wifi. Free calls to UK landline numbers. Dog friendly. Free, off street parking.

from £42 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£294 - £530 / week

2 nights min stay

13 reviews

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Nearest beach 30 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden

of

Cottage | 2 bedrooms | Sleeps 4

Grade two listed cottage, full of rustic charm, on the edge of the beautiful North York Moors. Centrally located in the market town of Pickering within walking distance of shops, pubs, restaurants and historic castle, ideal for travel on the famous steam railway.

from £38 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£265 - £525 / week

2 nights min stay

3 reviews

View

Key info:

  • Suitable for over 5s only
  • Car advised
  • Pets welcome
  • Private garden

24
of

Cottage | 2 bedrooms | Sleeps 4

Duncruzin Cottage is a mid terraced cottage, which is situated close to the centre of Pickering and sleeps four people in two bedrooms.

from £36 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£250 - £537 / week

7 nights min stay

2 reviews

View

25
of

Barn | 2 bedrooms | Sleeps 4

"The Little Barn" is a quaint 17thC B&B and self catering cottage near Pickering in the North York Moors National Park. Spacious, enclosed garden and easy access into Dalby Forest for mountain bikers Sleeps 2-4 . Close to moors, East. Coast and York.. 2 local Inns .

from £52 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£368 - £430 / week

2 nights min stay

1 review

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Nearest beach 19 km
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden

26
of

Cottage | 3 bedrooms | Sleeps 6

A 3 bedroom cottage sleeping 6 guests with Indoor Heated Swimming Pool, Tennis Court, Sauna, Small Gym. Each cottage has its own private patio garden. There are 2 twin rooms and 1 double room with en-suite shower room. There is a house bathroom. Free Wifi.

from £78 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£545 - £1258 / week

2 nights min stay

View

27
of

House | 5 bedrooms | Sleeps 11

A luxury 5 bed holiday cottage. Perfect for large families or groups looking for a luxury retreat. Positioned in the centre of the historic market town of Pickering, with a fantastic view into the town and ideally situated opposite the North York Moors Steam Railway. Perfect location for exploring the North York Moors, within easy reach of York, Scarborough, Whitby.

from £93 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£650 - £1100 / week

Short stays welcome

21 reviews

View

Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Sorry, there appears to be no location information for this search. Try using the list view or a different search location.
Close
Close
'5+ holiday rentals in this locationZoom in for more information

Key:

Single home
Multiple homes
Home’s number in the current list view
Filter your search
Freeze the search filters

Results on map

Destination

Budget

Property type

Facilities

Additional requirements

Activities