Search Pickering Cottage Rentals from CA $138

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Browse Select Pickering Cottages

Five Star Stays
Cottage, Private Bathroom | Private kitchen

Five Star Stays

4.0 star property
9.6 out of 10, Exceptional, (121)
"Everything we needed in the cottage very clean and we were pleasantly surprised when arrived with the size and how beautiful it was. Definitely recommended "
The price is CA $199
CA $239 total
includes taxes & fees
May 5 - May 6
Five Star Stays
Filey. Active leisure or relaxing beach holiday.
Beach nearby

Filey. Active leisure or relaxing beach holiday.

10.0 out of 10, Exceptional, (236)
"Great location and comfortable beds."
Filey. Active leisure or relaxing beach holiday.
Glendevon Cottage - 2-Day Breaks Available Throughout the Summer
Property grounds

Glendevon Cottage - 2-Day Breaks Available Throughout the Summer

9.6 out of 10, Exceptional, (141)
"Lovely stay in cosy cottage by the sea."
The price is CA $156
CA $186 total
includes taxes & fees
May 12 - May 13
Glendevon Cottage - 2-Day Breaks Available Throughout the Summer
Family and pet friendly converted barn in a peaceful rural setting
Outdoor dining

Family and pet friendly converted barn in a peaceful rural setting

9.8 out of 10, Exceptional, (236)
"This is our second year staying at Christmas. It’s great location for Sandsend and Whitby. The house itself is warm well equipped and spacious for the whole family to stay. We love staying here as a family and will be returning again throughout the year."
Family and pet friendly converted barn in a peaceful rural setting
Rainbow Cottage - A home from home in the heart of Whitby
Beach

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

9.6 out of 10, Exceptional, (118)
"Lovely stay. The cottage was just what we expected when we arrived as the online listing is very accurate. The location of the cottage is the biggest plus, but it is also appreciated that the owners are generous in providing all the little extra things within the cottage to help you make the most of your time away. "
Rainbow Cottage - A home from home in the heart of Whitby
Filey. Active leisure or relaxing beach holiday.
Beach nearby

Filey. Active leisure or relaxing beach holiday.

9.8 out of 10, Exceptional, (256)
"Beautiful cottage with such attention to detail, which makes your stay extra special. We will definitely be coming back!"
Filey. Active leisure or relaxing beach holiday.
Lockton Cottage
Cottage | Interior

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
Demeter Holiday Cottage
Beach nearby

Demeter Holiday Cottage

2.0 star property
9.6 out of 10, Exceptional, (4)
"From start to finish this was a great stay. Would highly recommend staying here as a base for seeing Whitby as well as all of the fossil hunting tours in the area. "
Demeter Holiday Cottage
3 bedroom accommodation in Filey
Fridge, microwave, dishwasher, highchair

3 bedroom accommodation in Filey

3 bedroom accommodation in Filey
Craven Garth Cottages
Valley view

Craven Garth Cottages

3.0 star property
9.4 out of 10, Exceptional, (42)
"Phenomenal experience from arriving to going home, nothing was to much to ask, the cottage and amenities are amazing, we got engaged here and it was the perfect setting for it."
Craven Garth Cottages
Clarence Cottage
Cottage, Private Bathroom

Clarence Cottage

4.0 star property
10.0 out of 10, Exceptional, (14)
"Excellent stay "
The price is CA $230
CA $276 total
includes taxes & fees
May 8 - May 9
Clarence Cottage
2 bedroom accommodation in Grosmont, near Whitby
2 bedrooms, WiFi, bed sheets

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
Nestled in the small village of Ruswarp, just up river from the seaside resort of Whitby.
3 bedrooms, WiFi, bed sheets

Nestled in the small village of Ruswarp, just up river from the seaside resort of 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."
Nestled in the small village of Ruswarp, just up river from the seaside resort of Whitby.
Beautiful Cosy Cottage On The Cliff Top With Stunning Sea Views
Beach

Beautiful Cosy Cottage On The Cliff Top With Stunning Sea Views

9.8 out of 10, Exceptional, (260)
"Really enjoyed my stay, it's the second time I have been here and love it, great location enjoy the peace and quiet the walks,and the trips into Whitby,will be back next year"
Beautiful Cosy Cottage On The Cliff Top With Stunning Sea Views
Middlehead Cottages at Cropton Forest
BBQ/picnic area

Middlehead Cottages at Cropton Forest

3.0 star property
10.0 out of 10, Exceptional, (34)
"Our stay here was fantastic. The cottage was clean, spacious, clean, and well equipped. The staff was very attentive, beginning with precise directions to get there and continuing throughout our stay. The hot tub was great and we had a couple clear nights for star gazing. We highly recommended Middlehead Cottages!!"
Middlehead Cottages at Cropton Forest
The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave
Property grounds

The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave

8.0 out of 10, Very good, (13)
"Clean, well presented "
The price is CA $138
CA $167 total
includes taxes & fees
May 2 - May 3
The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave
2 bedroom accommodation in Filey
Dishwasher, highchair, cookware/dishes/utensils

2 bedroom accommodation in Filey

9.4 out of 10, Exceptional, (3)
"Great"
The price is CA $518
CA $518 total
includes taxes & fees
May 9 - May 10
2 bedroom accommodation in Filey
Stunning Coastal Cottage - Sleeping 10 in 4 Bedrooms - Pool and Beach Access Included.
Beach nearby

Stunning Coastal Cottage - Sleeping 10 in 4 Bedrooms - Pool and Beach Access Included.

9.0 out of 10, Wonderful, (6)
"Lovely house in a convenient area of The Bay & it suits all 3 generations of our family for a break."
Stunning Coastal Cottage - Sleeping 10 in 4 Bedrooms - Pool and Beach Access Included.
The Nest - 9 The Landings
Property grounds

The Nest - 9 The Landings

9.4 out of 10, Exceptional, (27)
"Very good. It’s in the roof so very good views."
The Nest - 9 The Landings
Stoney Nook Cottage
2 bedrooms, desk, iron/ironing board, travel crib

Stoney Nook Cottage

9.0 out of 10, Wonderful, (4)
"The cottage had been beautifully renovated and was located centrally in the old district of town. A couple of small things would have improved the stay-the stairs to the second storey were steep and a bannister rail would have been appreciated, several basic supply items were lacking- no tea bags or fire lighters to light the kindling and wood supplied, and the heating automatically turned off after short periods and not all heaters appeared to be working. Otherwise we enjoyed our stay."
The price is CA $147
CA $176 total
includes taxes & fees
May 5 - May 6
Stoney Nook Cottage
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.
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Other property types in Pickering

Middlehead Huts at Cropton Forest
Front of property

Middlehead Huts at Cropton Forest

3.0 star property
10.0 out of 10, Exceptional, (4)
"We had a lovely time thank you "
Middlehead Huts at Cropton Forest
Craven Garth Cottages
Valley view

Craven Garth Cottages

3.0 star property
9.4 out of 10, Exceptional, (42)
"Phenomenal experience from arriving to going home, nothing was to much to ask, the cottage and amenities are amazing, we got engaged here and it was the perfect setting for it."
Craven Garth Cottages
Middlehead Cottages at Cropton Forest
BBQ/picnic area

Middlehead Cottages at Cropton Forest

3.0 star property
10.0 out of 10, Exceptional, (34)
"Our stay here was fantastic. The cottage was clean, spacious, clean, and well equipped. The staff was very attentive, beginning with precise directions to get there and continuing throughout our stay. The hot tub was great and we had a couple clear nights for star gazing. We highly recommended Middlehead Cottages!!"
Middlehead Cottages at Cropton Forest
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.