A coastal scene with a frozen waterway, a lighthouse, and a rocky shoreline.

Search Holiday Homes in Pickering

  • 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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Pickering holiday homes

Interior

1. BEACH HOUSE : FIRST FLOOR

BEACH HOUSE : FIRST FLOOR
Bay Ridges
8.0 out of 10, Very good, (2 reviews)
"The location was wonderful and Tanika was a great host. House was clean and well organized. Definitely would book with her again!"
United States
Mysty K.
The price is £121
includes taxes & fees
26 Aug - 27 Aug
BEACH HOUSE : FIRST FLOOR
Interior

2. Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!

Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
Liverpool
10.0 out of 10, Exceptional, (2 reviews)
"Was what we needed for the night"
United States
Lisa S.
The price is £108
includes taxes & fees
17 Aug - 18 Aug
Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
Interior

3. Beautiful three bedroom house in Pickering

Beautiful three bedroom house in Pickering
Duffin Heights
8.8 out of 10, Excellent, (10 reviews)
"The host was very good at communicating. The property was very welcoming."
United States
Dizahab C.
Beautiful three bedroom house in Pickering
Interior

4. A beautiful Walkout basement

A beautiful Walkout basement
Highbush
9.6 out of 10, Exceptional, (8 reviews)
"Space was great, clean and a good location"
Canada
Chelsea
The price is £227
includes taxes & fees
7 Sept - 8 Sept
A beautiful Walkout basement
Exterior

5. Chic 2BR Suite Stylish Stay w/ Kitchen + Backyard

Chic 2BR Suite Stylish Stay w/ Kitchen + Backyard
Highbush
10.0 out of 10, Exceptional, (2 reviews)
"Place was amazing. Super clean. Jasmine was super helpful with any questions I had and also had great recommendations."
United States
Branden T.
The price is £250
includes taxes & fees
26 Aug - 27 Aug
Chic 2BR Suite Stylish Stay w/ Kitchen + Backyard
Smart TV, fireplace

6. Furnished Family Home ★ KING BED ★ Parking ★ BBQ ★ Backyard ★ Discounted Price

Furnished Family Home ★ KING BED ★ Parking ★ BBQ ★ Backyard ★ Discounted Price
Dunbarton
8.8 out of 10, Excellent, (20 reviews)
"Property owner was very responsive. The house was spacious and had what we needed to keep the kids entertained and to do what we had to. Great location and quiet, beautiful neighborhood."
Canada
Janaina
The price is £356
includes taxes & fees
23 Aug - 24 Aug
Furnished Family Home ★ KING BED ★ Parking ★ BBQ ★ Backyard ★ Discounted Price
4 bedrooms, desk, iron/ironing board, free WiFi

7. Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard

Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard
Lamoreaux
10.0 out of 10, Exceptional, (1 review)
The price is £294
includes taxes & fees
7 Sept - 8 Sept
Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard
Interior

8. Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park

Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park
Lamoreaux
10.0 out of 10, Exceptional, (7 reviews)
"The house is beautiful, clean, and quiet. The host was very responsive and answered all my questions promptly. We had a great stay."
United States
Manouchka M.
The price is £284
includes taxes & fees
7 Sept - 8 Sept
Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park
1 bedroom, desk, free WiFi, bed sheets

9. Cozy Countryside Guesthouse with BBQ & Firepit

Cozy Countryside Guesthouse with BBQ & Firepit
Pickering
7.6 out of 10, Good, (4 reviews)
"It was an alright night away. Place was fairly clean, newer Reno for sure with some smaller kinks to be worked out. No wifi instructions and noises in the morning with occupants of the other side of the house. Neat spot for a little getaway for the night."
Canada
Geoff G.
The price is £110
includes taxes & fees
17 Aug - 18 Aug
Cozy Countryside Guesthouse with BBQ & Firepit
Smart TV, fireplace

10. Spacious 4-bedroom house in Pickering

Spacious 4-bedroom house in Pickering
Pickering
7.6 out of 10, Good, (4 reviews)
"Perfect and quiet location for us, plenty of room, clean and comfortable. "
United States
Jacob M.
The price is £346
includes taxes & fees
17 Aug - 18 Aug
Spacious 4-bedroom house in Pickering
Living area

11. Airy Nest - 4 Beds, 2.5 Baths, 2 park

Airy Nest - 4 Beds, 2.5 Baths, 2 park
Lamoreaux
10.0 out of 10, Exceptional, (1 review)
The price is £295
includes taxes & fees
7 Sept - 8 Sept
Airy Nest - 4 Beds, 2.5 Baths, 2 park
Smart TV

12. Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)

Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
Lamoreaux
8.0 out of 10, Very good, (6 reviews)
"I had a wonderful stay! The place was clean, cozy, and exactly what I needed. The host was welcoming and made everything easy. I’d definitely recommend it and would love to come back again!"
Canada
Nyajah H.
The price is £282
includes taxes & fees
13 Sept - 14 Sept
Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
Interior

13. Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard

Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
Lamoreaux
The price is £280
includes taxes & fees
6 Sept - 7 Sept
Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
Terrace/patio

14. Spacious | Private | Quiet | 2 BR Walkout Suite

Spacious | Private | Quiet | 2 BR Walkout Suite
Aurora
10.0 out of 10, Exceptional, (1 review)
"This property is an amazing, family-friendly retreat located in a peaceful, quiet neighborhood. The spacious unit is impeccably clean and features a fully equipped kitchen. The host provides outstanding, responsive service, making this an ideal choice for both short-term and long-term stays. Highly recommended."
Canada
Ayla
The price is £191
includes taxes & fees
14 Sept - 15 Sept
Spacious | Private | Quiet | 2 BR Walkout Suite
Interior

15. House w/ Free Parking | Backyard | BBQ | Piano

House w/ Free Parking | Backyard | BBQ | Piano
Old Toronto
The price is £361
includes taxes & fees
7 Sept - 8 Sept
House w/ Free Parking | Backyard | BBQ | Piano
Living area

16. Luxury KIA Room 7G

Luxury KIA Room 7G
Richmond Hill
The price is £92
includes taxes & fees
20 Aug - 21 Aug
Luxury KIA Room 7G
Interior

17. Your Home Away From Home in Courtice

Your Home Away From Home in Courtice
Clarington
The price is £183
includes taxes & fees
17 Aug - 18 Aug
Your Home Away From Home in Courtice
House, 1 Bedroom, Patio | Interior

18. Oshawa Suite Open Kitchen Living Space

Oshawa Suite Open Kitchen Living Space
2.0 star property
Donevan
The price is £47
includes taxes & fees
28 Aug - 29 Aug
Oshawa Suite Open Kitchen Living Space
Interior

19. DT Luxury 4BR Home, Sleeps 14 with 85" TV & Parking

DT Luxury 4BR Home, Sleeps 14 with 85" TV & Parking
Downtown Toronto
The price is £436
includes taxes & fees
17 Aug - 18 Aug
DT Luxury 4BR Home, Sleeps 14 with 85" TV & Parking
Fitness facility

20. Villa in the Forest

Villa in the Forest
King
The price is £582
includes taxes & fees
9 Sept - 10 Sept
Villa in the 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.
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

Fairmont Royal York

Fairmont Royal York

10/10 Excellent
"Great place to stay"
Scott Blair 4-night trip
Posted less than an hour ago
Fairmont Royal York

Find out more about Pickering

Pickering Holiday Homes information

Number of reviews
49
Accommodation
666 Holiday Homes
Lowest Price
£47
Highest Price
£582