Pickering Apartments & Estates - 752 Rentals Available
752 Vacation rentals
Briar Cottage, Pickering
Pickering House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$179.00
from $179.00 / night
1 THE OLD METHODIST CHAPEL, family friendly, luxury holiday cottage, with a
Rosedale Abbey House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
$247.00
from $247.00 / night
12 CASTLEGATE, terraced, open fire, private enclosed garden, pet-friendly, in
Pickering House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$147.00
from $147.00 / night
SPIRE VIEW, off road parking, village amenities, WiFi, Pickering, Ref 943752
Pickering House
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
$132.00
from $132.00 / night
THE FLOUR POT detached stone cottage, en-suite, WiFi, Pickering, Ref 936971
Pickering House
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Private garden
$184.00
from $184.00 / night
CROFT HEAD COTTAGE, romantic, character holiday cottage, with open fire in
Pickering House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$141.00
from $141.00 / night
COW BYRE COTTAGE, character holiday cottage, with a garden in Wrelton, Ref 1577
Pickering House
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Private garden
$138.00
from $138.00 / night
COBBLER'S COTTAGE, pet-friendly, character holiday cottage in Pickering, Ref
Pickering House
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Pet friendly
$197.00
from $197.00 / night
DAIRY HOUSE, pet-friendly, character holiday cottage, with a garden in
Pickering House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$218.00
from $218.00 / night
31 OUTGANG ROAD, wood burner, ceiling beams, pet friendly, in Pickering, Ref
Pickering House
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Pet friendly
- Private garden
$150.00
from $150.00 / night
PLATFORM 2 & 3/4, railway views, Wi-Fi, woodburner, pet-friendly with a garden
Pickering House
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$168.00
from $168.00 / night
THE SIDINGS, Grade II listed, off road parking, patio garden, Pickering, Ref
Pickering House
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
$198.00
from $198.00 / night
LOCKTON COTTAGE, stone cottage with open fire, in Pickering, Ref 983666
Pickering Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$188.00
from $188.00 / night
ALFIE'S PLACE, pet-friendly, country holiday cottage, with a garden in
Pickering House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$152.00
from $152.00 / night
THE OLD POST OFFICE en-suites, Smart TV, WiFi in Rosedale Abbey Ref 937421
Rosedale Abbey House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 9 9
- 3 nights min
$386.00
from $386.00 / night
COOPER'S COTTAGE, pet friendly, character holiday cottage, with a garden in
Pickering House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
$135.00
from $135.00 / night
WESTGATE COTTAGE, WiFi, garden with furniture, great base for walking, Ref
Pickering House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$162.00
from $162.00 / night
KEEP COTTAGE, enclosed garden, pet friendly, woodburning stove, Ref 904784
Pickering House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$185.00
from $185.00 / night
CROFT COTTAGE, detached stone cottage, with WiFi and enclosed garden, in
Pickering House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$187.00
from $187.00 / night
THE OLD CARTWAY, WiFi, two sitting rooms, charming and cosy, in Pickering
Pickering House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$206.00
from $206.00 / night
COSY COTTAGE, original features, summerhouse, centre of Pickering, Ref 963828
Pickering House
- 2 bedrooms 2
- 1 bathroom
- sleeps 3 3
- 3 nights min
- Private garden
$160.00
from $160.00 / night
CHERRY TREE COTTAGE, pet friendly, character holiday cottage, with open fire in
Pickering House
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Pet friendly
$135.00
from $135.00 / night
HOGWARTS COTTAGE, pet-friendly, cottage with WiFi, near amenities, in
Pickering House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Pet friendly
- Private garden
$148.00
from $148.00 / night
22 Hallgarth, Pickering
Pickering Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Private garden
$304.00
from $304.00 / night
Dove Cottage, Pickering
Pickering Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$220.00
from $220.00 / night
BRAMBLE COTTAGE, WiFi, woodburner, in Pickering
Pickering Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Private garden
$204.00
from $204.00 / night
58 WESTGATE, parking, WiFi, in Pickering
Pickering Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 3 3
- 3 nights min
- Private garden
$161.00
from $161.00 / night
$186.00
from $186.00 / night
2 Primrose Villas, Rosedale Abbey
Rosedale Abbey Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$195.00
from $195.00 / night
STATION VIEW, views of North York Moors Railway, centre of Pickering, near
Pickering House
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
$135.00
from $135.00 / night
PLATFORM 5 & 3/4, family bedroom, summer house, in Pickering
Pickering Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Pet friendly
$164.00
from $164.00 / night
17 Costa Way, Pickering
Pickering Cottage
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$210.00
from $210.00 / night
64 Potter Hill, Pickering
Pickering Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Private garden
$132.00
from $132.00 / night
Potter Hill Cottage, Pickering
Pickering Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$168.00
from $168.00 / night
Farm Yard Cottage, Allerston
Allerston Cottage
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
$156.00
from $156.00 / night
Yeoman's Cottage, Thornton-Le-Dale
Allerston Cottage
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Child friendly
- Pet friendly
$174.00
from $174.00 / night
Your search has been expanded 17.6 miles to include more rentals
WILLOW COTTAGE, underfloor heating, WIFI, conservatory overlooking North York
Thornton-Le-Dale House - 3.9 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
$156.00
from $156.00 / night
WILLOW FARMHOUSE, WiFi, traditional cottage features, views of Thornton Dale
Thornton-Le-Dale House - 3.9 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Private garden
$192.00
from $192.00 / night
STEPHENSON COTTAGE, heart of Whitby, views of Whitby Abbey, open-plan living
Ruswarp Cottage - 16.6 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 3 3
- 3 nights min
- Private garden
$132.00
from $132.00 / night
CADLIAM, ground floor apartment, WiFi, off road parking, in Whitby, Ref 14010
Whitby House - 17.6 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
$118.00
from $118.00 / night
What is Travelers’ Choice award?
Tripadvisor gives a Travelers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travellers and are ranked within the top 10% of properties on Tripadvisor.