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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 1259 Vacation Homes in Pickering with updated reviews, rates, and availability.

Cottage in the centre of Whitby - beautiful coastal and Abbey views
Beach

Cottage in the centre of Whitby - beautiful coastal and Abbey views

9.8 out of 10, Exceptional, (114)
"A lovely cosy cottage . In hind site January probably not the best month to visit . Central position, characterful interior . Host very accommodating. "
Cottage in the centre of Whitby - beautiful coastal and Abbey views
Beach House "Just Beachy" Pool, Gym, Pet Friendly, close to Beach, WiFi, Netflix
Terrace/patio

Beach House "Just Beachy" Pool, Gym, Pet Friendly, close to Beach, WiFi, Netflix

9.8 out of 10, Exceptional, (50)
"Really enjoyed our stay - hope to return soon "
Beach House "Just Beachy" Pool, Gym, Pet Friendly, close to Beach, WiFi, Netflix
Beach House Paradise Found WF-Fi, Netflix, Pool,Gym, Pet Friendly close to beach
Terrace/patio

Beach House Paradise Found WF-Fi, Netflix, Pool,Gym, Pet Friendly close to beach

10.0 out of 10, Exceptional, (46)
"An excellent cabin in an ideal location, with fantastic facilities. Will definitely visit again."
Beach House Paradise Found WF-Fi, Netflix, Pool,Gym, Pet Friendly close to beach
Cottage in village location with lovely views to the Hambleton Hills and White H
Terrace/patio

Cottage in village location with lovely views to the Hambleton Hills and White H

9.8 out of 10, Exceptional, (86)
"The property was lovely, communication was great "
Cottage in village location with lovely views to the Hambleton Hills and White H
Beachfront Aparthotel, Seaview Apartment with free parking #2
1 bedroom, iron/ironing board, WiFi, bed sheets

Beachfront Aparthotel, Seaview Apartment with free parking #2

The price is AED 366
AED 444 total
includes taxes & fees
8 May - 9 May
Beachfront Aparthotel, Seaview Apartment with free parking #2
Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.
7 bedrooms, iron/ironing board, travel crib, free WiFi

Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.

9.8 out of 10, Exceptional, (28)
"Fabulous properties, comfortable surroundings and excellently stocked with everything you could need. Great walks and only 15 minutes drive into York. Great pub on the corner of the street….enjoyed by all!"
Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.
Seadale Lodge- Holiday rental that sleeps 4-6 people with superb view of Filey
Fridge, microwave, oven, stovetop

Seadale Lodge- Holiday rental that sleeps 4-6 people with superb view of Filey

9.8 out of 10, Exceptional, (46)
"Clean comfortable and well kitted out. Great location as near to beach and town"
Seadale Lodge- Holiday rental that sleeps 4-6 people with superb view of Filey
Cottage With Sea Views
Interior

Cottage With Sea Views

9.6 out of 10, Exceptional, (139)
"Perfect. I will be returning for sure. Great location. "
Cottage With Sea Views
Rural peace & luxury near Malton, beautiful barn, stunning views, woodburner

Rural peace & luxury near Malton, beautiful barn, stunning views, woodburner

10.0 out of 10, Exceptional, (162)
"A very lovely place to stay. Thanks "
Rural peace & luxury near Malton, beautiful barn, stunning views, woodburner
Luxury Barn Nr York with Sauna, ideal for families, friends up to 8 guests
Miscellaneous

Luxury Barn Nr York with Sauna, ideal for families, friends up to 8 guests

10.0 out of 10, Exceptional, (114)
"Beautiful place, and location"
Luxury Barn Nr York with Sauna, ideal for families, friends up to 8 guests
Host Stay The Lobster Pot
Studio | 1 bedroom

Host Stay The Lobster Pot

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great 1 night stay, very friendly host, spotlessly clean. Great location only a few minutes walk to nearest pub. "
The price is AED 459
AED 611 total
includes taxes & fees
13 May - 14 May
Host Stay The Lobster Pot
Stunning Coastal Retreat - Indoor Pool - Sauna
Game room

Stunning Coastal Retreat - Indoor Pool - Sauna

Stunning Coastal Retreat - Indoor Pool - Sauna
Host & Stay | Captain's Retreat
Exterior

Host & Stay | Captain's Retreat

8.8 out of 10, Excellent, (3)
"Lovely property great central location"
Host & Stay | Captain's Retreat
Coastal 3-Bed Retreat in the Heart of Whitby
Fridge, microwave, oven, stovetop

Coastal 3-Bed Retreat in the Heart of Whitby

10.0 out of 10, Exceptional, (2)
"Stayed for a long weekend and had a great time. The location was perfect, check in process as easy as it could be and property met all expectation! Would definitely stay again if we are ever re visiting Whitby and would highly recommend for anyone looking for the perfect spot! "
Coastal 3-Bed Retreat in the Heart of Whitby
Private Room with Double Bed and Ensuite
Interior

Private Room with Double Bed and Ensuite

Private Room with Double Bed and Ensuite
Fern Lea, a cosy bungalow with exceptional country views
Fridge, microwave, oven, dishwasher

Fern Lea, a cosy bungalow with exceptional country views

9.4 out of 10, Exceptional, (3)
"Fantastic cottage with everything you need. The garden was perfect for relaxing at the end of a long day walking on the moors.Wonderful views from the cottage both front and back.We will def. return and book again"
Fern Lea, a cosy bungalow with exceptional country views
Host & Stay | Montrose View
3 bedrooms, iron/ironing board, WiFi, bed sheets

Host & Stay | Montrose View

9.6 out of 10, Exceptional, (7)
"Stayed here with my wife, and another couple, and their 2 children. Place was perfect for us, very clean, easy parking outside, well equipped kitchen and lovely social area. Great location too"
Host & Stay | Montrose View
Host & Stay | Harbour Cottage
View from property

Host & Stay | Harbour Cottage

7.4 out of 10, Good, (3)
"Would not recommend this property for a family "
Host & Stay | Harbour Cottage
Cliff Head - One Bedroom House, Sleeps 2
Beach

Cliff Head - One Bedroom House, Sleeps 2

10.0 out of 10, Exceptional, (5)
"Had a lovely 5 day stay at the cottage, with the added bonus of a car parking space next to the property. Will definitely like to return one day soon."
The price is AED 2,427
AED 2,427 total
includes taxes & fees
20 May - 21 May
Cliff Head - One Bedroom House, Sleeps 2
Hope Street
House | Private kitchen | Electric kettle, toaster, highchair, dining tables

Hope Street

4.0 star property
9.2 out of 10, Wonderful, (5)
"This was our third trip here so we obviously do like it as suits our family set up and bedrooms are lovely and bathrooms. The kitchen is small but adequate. The outside area is not great which lets it down but the space indoors makes up for that. I do wish you could check in and out an hour earlier /later either side as 1000 checkout for Sunday is very early . "
Hope Street
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
Middlehead Cottages at Cropton Forest
BBQ/picnic area

Middlehead Cottages at Cropton Forest

3.0 star property
10.0 out of 10, Exceptional, (35)
"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
Stone-built Cottage In A Tranquil Setting With Views Over Rosedale
Beach

Stone-built Cottage In A Tranquil Setting With Views Over Rosedale

9.8 out of 10, Exceptional, (122)
"Been a few times now. We enjoy visiting evertime . The house is really nice and the area is a delight to visit. Will definitely be visiting again."
Stone-built Cottage In A Tranquil Setting With Views Over Rosedale
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.