Search Pickering Cottage Rentals from CA $138

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Pickering Cottages

Dale View Cottages
Deluxe Double Room, Garden View

Dale View Cottages

3.0 star property
8.6 out of 10, Excellent, (4)
"Lovely cottage every thing you would need nice position just off main road hare and hounds pub ten minutes walk lovely food and real ale "
Dale View Cottages
Five Star Stays
House, Ensuite (The Lodge (Pet-Friendly)) | Exterior

Five Star Stays

4.0 star property
9.6 out of 10, Exceptional, (126)
"Really lovely place. Would’ve been handy to know we had to check in at the hotel next door 😁 we knocked and walked in on the neighboring property to try and find out where we were supposed to be. "
The price is CA $208
CA $249 total
includes taxes & fees
Sep 8 - Sep 9
Five Star Stays
Filey. Active leisure or relaxing beach holiday.
Property grounds

Filey. Active leisure or relaxing beach holiday.

10.0 out of 10, Exceptional, (244)
"Nice property nice location enjoyed stay "
Filey. Active leisure or relaxing beach holiday.
Lockton Cottage
Exterior

Lockton Cottage

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a lovely stay at Lockton Cottage, it was very comfortable and had everything we needed. The welcome goodies were a great touch, and we really appreciated the tea, milk etc..after our long journey. We would definitely stay again."
Lockton Cottage
Family and pet friendly converted barn in a peaceful rural setting
Exterior detail

Family and pet friendly converted barn in a peaceful rural setting

9.8 out of 10, Exceptional, (245)
"Loved this cottage and wonderful location, just close enough to Whitby but not too close. Yummy fresh eggs were a lovely bonus!"
Family and pet friendly converted barn in a peaceful rural setting
Church House Farm
Exterior

Church House Farm

4.0 star property
10.0 out of 10, Exceptional, (93)
"Amazing place to stay , nothing we could fault and the welcome we received was excellent . Will stay again and would definitely recommend."
Church House Farm
3 bedroom accommodation in Filey
Exterior

3 bedroom accommodation in Filey

3 bedroom accommodation in Filey
Beautiful Cosy Cottage On The Cliff Top With Stunning Sea Views
Exterior

Beautiful Cosy Cottage On The Cliff Top With Stunning Sea Views

9.8 out of 10, Exceptional, (276)
"It’s our third time at the cottage and I love it more every time. If you love peace and quiet, cliff top walking and wildlife then this is the place for you!"
Beautiful Cosy Cottage On The Cliff Top With Stunning Sea Views
2 Bedroom cottage in the lovely village of Ruswarp walking distance to Whitby
Property grounds

2 Bedroom cottage in the lovely village of Ruswarp walking distance to Whitby

9.6 out of 10, Exceptional, (4)
"Fantastic location and lovely cottage thoroughlyenjoyed our stay. Will be sure to book again. "
2 Bedroom cottage in the lovely village of Ruswarp walking distance to Whitby
Castle Vale Cottage
Exterior

Castle Vale Cottage

3.0 star property
Castle Vale Cottage
Dry Dock Cottage
Exterior

Dry Dock Cottage

2.0 star property
10.0 out of 10, Exceptional, (1)
"First Class accommodation - clean and comfortable. "
The price is CA $477
CA $573 total
includes taxes & fees
Aug 15 - Aug 16
Dry Dock Cottage
2 bedroom accommodation in Filey
Exterior

2 bedroom accommodation in Filey

8.0 out of 10, Very good, (5)
"We loved the welcome pack very thoughtful it was very homely, the kitchen very well equipped great appliances if needing washer dishwasher, the bay has a lovely village feel the pub had great choice of menu the beach is a short walk away…. We loved it that much we’ve booked to come again in feb 23"
2 bedroom accommodation in Filey
5 Church View
Exterior

5 Church View

3.5 star property
The price is CA $505
CA $606 total
includes taxes & fees
Aug 14 - Aug 15
5 Church View
Peaceful & Cosy One Bedroom Cottage For Two People In Malton/Pickering Area
Outdoor dining

Peaceful & Cosy One Bedroom Cottage For Two People In Malton/Pickering Area

9.8 out of 10, Exceptional, (76)
"Beautiful quiet cottage in a beautiful village perfect as a base to explore the surrounding area. Pam is a good host and we hope to visit again."
Peaceful & Cosy One Bedroom Cottage For Two People In Malton/Pickering Area
2 bedroom accommodation in Grosmont, near Whitby
Exterior

2 bedroom accommodation in Grosmont, near Whitby

10.0 out of 10, Exceptional, (4)
"Love grosmont an Whitby,very scenic,lovely friendly people,our first time visiting.so will definitely come again hopefully get to rent the same property as I'm a creature of habit..lovely comfortable , home away from home perfect get away .."
2 bedroom accommodation in Grosmont, near Whitby
1 bedroom accommodation in Strensall, near York
Exterior

1 bedroom accommodation in Strensall, near York

1 bedroom accommodation in Strensall, near York
3 bedroom accommodation in Ruswarp, near Whitby
Exterior

3 bedroom accommodation in Ruswarp, near Whitby

9.6 out of 10, Exceptional, (4)
"Wonderful stay, right next to the railway. Great location for Whitby and the surrounding areas. Will certainly stay again."
3 bedroom accommodation in Ruswarp, near Whitby
Holtby Grange Cottages
Courtyard

Holtby Grange Cottages

4.0 star property
9.6 out of 10, Exceptional, (7)
"needed a well needed rest after a busy year.After a long search of hotels around york we found this beautiful cottage just outside york,and needless to say it was just what we needed.lovely cottaged estate.we booked the 3 bedroomed cottage,fairview i think it was called.beautiful inside and out.no expense spared on the inside,very relaxing.we are already thinking about booking next year.would highly recommend."
Holtby Grange Cottages
Rainbow Cottage - A home from home in the heart of Whitby
Exterior

Rainbow Cottage - A home from home in the heart of Whitby

9.4 out of 10, Exceptional, (126)
"Fantastic stay lots of stairs! But great location and great nights sleep."
Rainbow Cottage - A home from home in the heart of Whitby
HAYSTACK COTTAGE SLEEPING 2 NEXT TO FOX COVERT PUB YARM
Exterior

HAYSTACK COTTAGE SLEEPING 2 NEXT TO FOX COVERT PUB YARM

9.0 out of 10, Wonderful, (2)
"Enjoyed our stay in the homely Haystack Cottage, dogs enjoyed it too (some nice walks nearby). All very comfortable and cosy!"
The price is CA $138
CA $167 total
includes taxes & fees
Aug 10 - Aug 11
HAYSTACK COTTAGE SLEEPING 2 NEXT TO FOX COVERT PUB YARM
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pickering Hotel Reviews

Royal Whitby

Royal Whitby

10/10 Excellent
"Lovely hotel, great staff and a really nice restaurant for breakfast and dinner. A great stay."
David 2-night trip
Posted 2 days ago
Royal Whitby