Search Vacation Homes in Pickering

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 1256 Vacation Homes in Pickering with updated reviews, rates, and availability.

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

9.8 out of 10, Exceptional, (108)
"Ideal for what we wanted, communication with Hilda was effortless and efficient. "
Cottage in the centre of Whitby - beautiful coastal and Abbey views

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

9.8 out of 10, Exceptional, (47)
"Lovely relaxing few days away. Loved the lodge. "
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

10.0 out of 10, Exceptional, (43)
"Quick thanks to Paul & Emma. Another fab stay at Paradise Found. Highly recommended...will be booking again soon!"
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

9.8 out of 10, Exceptional, (83)
"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

The price is SAR 413
SAR 490 total
includes taxes & fees
31 Mar - 1 Apr
Beachfront Aparthotel, Seaview Apartment with free parking #2

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

9.8 out of 10, Exceptional, (27)
"We booked two barns to celebrate New Year and my retirement with family. It was a really large space for us all. We had a great stay. Only downside was the barns need a bit of updating. Otherwise perfect for us 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

9.6 out of 10, Exceptional, (45)
"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

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

10.0 out of 10, Exceptional, (161)
"Lovely cottage, well appointed. Good base for lots of day trips. "
Rural peace & luxury near Malton, beautiful barn, stunning views, woodburner

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

10.0 out of 10, Exceptional, (112)
"Beautiful place, and location"
Luxury Barn Nr York with Sauna, ideal for families, friends up to 8 guests

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 SAR 457
SAR 609 total
includes taxes & fees
30 Mar - 31 Mar
Host Stay The Lobster Pot

Stunning Coastal Retreat - Indoor Pool - Sauna

Stunning Coastal Retreat - Indoor Pool - Sauna

Host & Stay | Captain's Retreat

8.8 out of 10, Excellent, (3)
"👍"
Host & Stay | Captain's Retreat

Coastal 3-Bed Retreat in the Heart of Whitby

10.0 out of 10, Exceptional, (1)
"Lovely property very close to the centre of Whitby. Decorated lovely with a contemporary style. Bed was hard & uncomfortable but ok for a few nights away. Definitely be back though!"
Coastal 3-Bed Retreat in the Heart of Whitby

Private Room with Double Bed and Ensuite

Private Room with Double Bed and Ensuite

Fern Lea, a cosy bungalow with exceptional country views

8.0 out of 10, Very Good, (1)
"This is a good value, spacious, comfortable stop for all coast to coast walkers - right on the route. There’s a pub within 200 yards serving ok beer and huge plates of good food. Train station too. There is little exterior appeal to the property, but it’s got all you need with an extremely pleasant outlook, both front and back. Not advertised but clean towels were provided, plus tea/ coffee bits. No hesitation in recommending, our party of 3 were all very happy with the stay."
Fern Lea, a cosy bungalow with exceptional country views

Host & Stay | Montrose View

9.6 out of 10, Exceptional, (7)
"Lovely house with enclosed garden for our dog. Fridge and freezer needed a good clean and the cups needed replacing ( cracked and badly stained). Otherwise all was good!"
Host & Stay | Montrose View

Cliff Head - One Bedroom House, Sleeps 2

10.0 out of 10, Exceptional, (4)
"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 SAR 3,005
SAR 3,005 total
includes taxes & fees
17 Apr - 18 Apr
Cliff Head - One Bedroom House, Sleeps 2

Host & Stay | Harbour Cottage

9.0 out of 10, Wonderful, (2)
"Newly refurbished to high standard. Being a 3 storey cottage space can be an issue and open plan steep stairs may be a problem for some. Location excellent. Would return."
Host & Stay | Harbour Cottage

Hope Street

4.0 star property
9.0 out of 10, Wonderful, (4)
"Lovely place just near beach & amenities nice warm & cosy"
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.
Don't see what you're looking for?
See all available properties in Pickering
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Pickering

Middlehead Cottages at Cropton Forest

3.0 star property
10.0 out of 10, Exceptional, (34)
"Loved the hot tub and private garden as we had 2 dogs. The walk in the forest was lovely and convenient as on our doorstep. If we were being picky, the road leading to the property was at times quite bumpy, so caution with speed is required, but what the property itself has to offer made up for it. It is a home away from home and a good place to getaway from the hustle of life."
Middlehead Cottages at Cropton Forest

Middlehead Huts at Cropton Forest

3.0 star property
10.0 out of 10, Exceptional, (2)
"Communication was excellent, lovely location, Tom& gill were fantastic, everything was there I needed , lovely and cosy , very comfortable . Dog friendly "
Middlehead Huts at Cropton Forest

Five Star Stays

4.0 star property
9.6 out of 10, Exceptional, (116)
"We had a one night stop-over on the way to another destination. However, based on the accommodation, we would certainly consider returning for a longer stay and explore the area further."
The price is SAR 506
SAR 607 total
includes taxes & fees
27 Mar - 28 Mar
Five Star Stays
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.