A stone castle ruin with a flag on top, surrounded by green grass and trees.

Search Pickering Cottages

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Pickering cottages

A two-story house with a brick facade, a blue door, and a garden with various plants and a tall, conical hedge.

1. Cosy one bedroom cottage in Pickering

Cosy one bedroom cottage in Pickering
Pickering
7.6 out of 10, Good, (4 reviews)
"Really enjoyed our short break in this lovely cottage. Thank you so much."
United Kingdom
kate h.
The price is £37
includes taxes & fees
15 Oct - 16 Oct
Cosy one bedroom cottage in Pickering
A room with a wooden floor, a large mirror, and two rolled-up towels on a wooden bench.

2. Beck View

Beck View
3.0 star property
Pickering
The price is £244
includes taxes & fees
4 Oct - 5 Oct
Beck View
A traditional house with a tiled roof, a well-maintained lawn, and a stone wall.

3. 2 bedroom accommodation in Pickering

2 bedroom accommodation in Pickering
Pickering
9.2 out of 10, Wonderful, (12 reviews)
"The location and the fact that it included parking were great. The cottage was warm, comfortable and well thought out."
United States
Peter J.
The price is £289
includes taxes & fees
1 Oct - 2 Oct
2 bedroom accommodation in Pickering
A brick building with multiple windows, a small garden area with potted plants, and a flag on the roof.

4. 2 bedroom accommodation in Pickering

2 bedroom accommodation in Pickering
Pickering
10.0 out of 10, Exceptional, (3 reviews)
"Surprisingly roomy cottage, ideal for solo travellers or families up to four. Great location for exploring wonderful North Yorkshire, lots to see and do. Cottage is cosy with beautiful finishes. I can highly recommend 4 Smiddy Hill for a short break or longer stay."
United States
Jean L.
The price is £406
includes taxes & fees
1 Oct - 2 Oct
2 bedroom accommodation in Pickering
A hot tub in a backyard with a stone house and a covered patio area.

5. Farndale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award

Farndale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
Pickering
"Couldn't fault. Everything there that we needed. Spotlessly clean."
United States
Susan H.
The price is £750
includes taxes & fees
5 Oct - 6 Oct
Farndale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
A cozy living room with a fireplace, a television, and a patterned wall.

6. Luxury Cottage nestled in the Heart of Pickering - Pet Friendly (FREE)

Luxury Cottage nestled in the Heart of Pickering - Pet Friendly (FREE)
Pickering
10.0 out of 10, Exceptional, (1 review)
"Beautiful property. Everything you could want to make the stay enjoyable was provided. Lovely welcome pack. Excellent communication. Great location for exploring inland and the coast. Would recommend to anybody"
United States
Kathy S.
The price is £605
includes taxes & fees
16 Oct - 17 Oct
Luxury Cottage nestled in the Heart of Pickering - Pet Friendly (FREE)
An aerial view of a residential area with multiple houses, a swimming pool, and a well-maintained lawn.

7. Rosedale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award

Rosedale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
Pickering
10.0 out of 10, Exceptional, (1 review)
"Just what we wanted"
United Kingdom
DIANE H.
The price is £652
includes taxes & fees
2 Oct - 3 Oct
Rosedale Cottage | sleeps 4 - Hot Tub, Dog Friendly - 5* Gold Award
A stone building with a red-tiled roof, a covered patio area with outdoor seating, and a stone staircase leading to the entrance.

8. Keldy Cottage | sleeps 4 - Hot Tub, Dog Free - 5* Gold Award

Keldy Cottage | sleeps 4 - Hot Tub, Dog Free - 5* Gold Award
Pickering
The price is £652
includes taxes & fees
25 Sept - 26 Sept
Keldy Cottage | sleeps 4 - Hot Tub, Dog Free - 5* Gold Award
A stone cottage with a tiled roof, a small porch, and a wooden gate.

9. Honey Pot Barn - Escape for Two

Honey Pot Barn - Escape for Two
CROPTON
The price is £483
includes taxes & fees
19 Oct - 20 Oct
Honey Pot Barn - Escape for Two
A backyard with a hot tub, a barbecue grill, wicker furniture, and a stone wall.

10. Dalby Cottage | sleeps 6 - Hot Tub, Dog Friendly - 5* Gold

Dalby Cottage | sleeps 6 - Hot Tub, Dog Friendly - 5* Gold
Pickering
10.0 out of 10, Exceptional, (4 reviews)
"Great place and especially good if you have dogs"
United States
Peter W.
The price is £848
includes taxes & fees
2 Oct - 3 Oct
Dalby Cottage | sleeps 6 - Hot Tub, Dog Friendly - 5* Gold
A cozy living room with a sofa, a wooden dining table, and a fireplace.

11. Potter Hill Cottage

Potter Hill Cottage
3.5 star property
Pickering
10.0 out of 10, Exceptional, (1 review)
"Stayed here for my sons birthday to go to flamingo land. Property was very clean and well equipped, a home from home. Location was phenomenal, 10 mins from flamingo land and pickering Castle at 5 mins away. Some shops and take aways a small walk. Parking a bit hit and miss but managed to park both nights. Lovely decor and beds were comfortable. Couldn't recommend enough. Welcome basket was a very nice touch 10 out of 10"
United Kingdom
barry
The price is £309
includes taxes & fees
8 Oct - 9 Oct
Potter Hill Cottage
A stone building with two windows and a door, a sign reading "SPIRE VIEW", and satellite dishes on the roof.

12. Spire View

Spire View
3.0 star property
Pickering
The price is £252
includes taxes & fees
3 Oct - 4 Oct
Spire View
A modern kitchen with white cabinets, a microwave, a stove, and a checkered backsplash.

13. Station View

Station View
2.5 star property
Pickering
The price is £272
includes taxes & fees
17 Oct - 18 Oct
Station View
A stone house with a tiled roof, a gravel pathway, and a wooden fence.

14. Daisy Cottage

Daisy Cottage
2.0 star property
Pickering
The price is £369
includes taxes & fees
6 Oct - 7 Oct
Daisy Cottage
A two-story stone building with a green door and two windows on the ground floor.

15. Sixpence Cottage

Sixpence Cottage
3.0 star property
Pickering
The price is £407
includes taxes & fees
6 Oct - 7 Oct
Sixpence Cottage
A stone house with two windows and a satellite dish.

16. Dovecote

Dovecote
2.0 star property
Pickering
The price is £380
includes taxes & fees
30 Sept - 1 Oct
Dovecote
A traditional stone house with a red-tiled roof, a gravel pathway, and a garden with various plants and flowers.

17. 12 Castlegate

12 Castlegate
3.0 star property
Pickering
The price is £327
includes taxes & fees
5 Oct - 6 Oct
12 Castlegate
A conservatory with large glass doors, a stone floor, and a view of a garden and buildings.

18. Keep Cottage

Keep Cottage
3.5 star property
Pickering
10.0 out of 10, Exceptional, (2 reviews)
"We had a great stay at Keep Cottage. The cottage is in a perfect position for exploring Pickering but at the same in a lovely quiet location a stones throw from the old castle. Parking was on the street but never a problem. The cottage was warm, cosy and well equipped. We would definitely stay again."
United Kingdom
Angus
The price is £406
includes taxes & fees
13 Oct - 14 Oct
Keep Cottage
A row of terraced houses with a shop on the ground floor.

19. Hogwarts Cottage

Hogwarts Cottage
3.0 star property
Pickering
8.0 out of 10, Very good, (2 reviews)
"Only concern was parking.apart from thatvspot on"
United Kingdom
Paul
The price is £310
includes taxes & fees
4 Oct - 5 Oct
Hogwarts Cottage
A row of traditional stone buildings with multiple windows and doors, some with shutters.

20. Bay Tree Cottage

Bay Tree Cottage
3.0 star property
Pickering
The price is £370
includes taxes & fees
3 Oct - 4 Oct
Bay Tree 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.
View all properties
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

The Horseshoe Inn

The Horseshoe Inn

8/10 Good
"Location was lovely. The rooms were spotless but I felt the garden rooms were rather exposed. Maybe net curtains on the windows would have given a little more privacy."
Pamela 2-night trip
Posted 12 hours ago
The Horseshoe Inn

Find out more about Pickering

Pickering Cottages information

Number of reviews
30
Accommodation
241 Cottages
Lowest Price
£37
Highest Price
£848

Frequently asked questions

How much do cottages in Pickering cost?
Prices for cottages in Pickering range between £37 and £848 per night. No matter your budget, you'll find the ideal place to reconnect with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Pickering?
A traveller favourite is The Old Cart House. Kick back at this 4-star stay which comes with a barbecue grill and premium bedding. The Cornmill Stable Cottages is another popular option to check out. Unpack your suitcases at this 4-star cottage and you'll have access to amenities including hypo-allergenic bedding and individually decorated rooms. You can pick from multiple cottages in Pickering with a total average guest review rating of 9.4.
How many cottages are there in Pickering?
Lock in your holiday dates and then pick from 241 cottages in Pickering. Hoping to find a place where you can reconnect with nature? Expedia will help you find your ideal retreat in a few simple clicks.
What are the best cheap cottages in Pickering?
With cottages starting at £37 per night, it may be tempting to extend your stay in Pickering! One place that's easy on your finances is Rose Cottage. It comes with handy amenities like individually decorated rooms and WiFi. Another cost-effective choice where you can relax and slow the pace down is Corner Cottage. Individually decorated rooms and a garden are two of the conveniences here. Visiting free attractions in Pickering will stretch your travel dollars even further. North Riding Forest Park and Rosedale Abbey are must-do's. With the money you save, you can explore some more! This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly cottages in Pickering?
Holidaying with your group in Pickering is simple at The Old Cart House. With conveniences including a nearby beach and a nearby theme park, you'll find all the necessary comforts at this 4-star cottage. The Cornmill Stable Cottages is another family-friendly pick where you and your squad can escape the daily grind of life in the city. This cottage has a 4-star rating and conveniences including an oven and WiFi. After checking in and kicking back together in your comfy new digs, it's time to discover some of the local sights. Flamingo Land Theme Park and Zoo and Rosedale Abbey are two excellent family-friendly attractions in Pickering.
Are there any 5-star cottages in Pickering?
Pickering does not have any 5-star cottages — but you and the crew can still holiday here in style! Why not check out The Old Cart House? Located around 6 mi from the downtown area, this 4-star escape features proposal/romance packages and Egyptian-cotton sheets. The Cornmill Stable Cottages is another impressive 4-star pick just 6 mi from the centre of Pickering. It offers a laid-back vibe close to nature on top of conveniences like Egyptian-cotton sheets and a separate sitting area.
Why book your cottage in Pickering with Expedia?
We think that a holiday should be simple, so if you're searching for cottages in Pickering at a competitive rate, Expedia has got your back. Save those pennies and choose a low-cost option far from the hustle and bustle, or splurge on a 5-star cottage to really spoil your favourite people.
How can I find cheap cottages in Pickering?
Expedia is here to help you track down cheap cottages in Pickering. To discover a terrific stay in a few quick clicks, use our handy filter tool to tailor your search results by star rating, amenities and budget.
What is there to do in Pickering near my cottage?
Whatever your interests, Pickering has tons to keep you on the move. North Riding Forest Park, Rosedale Abbey and North Yorkshire Moors Railway are on most visitors' to-do lists. Don't forget to explore Pickering Castle, Gillies Jones Glass and Pickering Church either. With Expedia's Pickering hotel deals, you can see more popular attractions like these with the cash you save.

Explore a world of travel with Expedia