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

Holiday Homes in Pickering

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Pickering holiday homes

Interior

1. 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 €129
includes taxes & fees
2 Sept - 3 Sept
Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
Exterior

2. Modern Comforts, Quiet Neighborhood, Free 02 Parking

Modern Comforts, Quiet Neighborhood, Free 02 Parking
2.0 star property
Liverpool
The price is €214
includes taxes & fees
11 Sept - 12 Sept
Modern Comforts, Quiet Neighborhood, Free 02 Parking
Interior

3. 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 €142
includes taxes & fees
7 Sept - 8 Sept
BEACH HOUSE : FIRST FLOOR
Exterior

4. 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 €261
includes taxes & fees
2 Sept - 3 Sept
Chic 2BR Suite Stylish Stay w/ Kitchen + Backyard
Interior

5. A beautiful Walkout basement

A beautiful Walkout basement
Highbush
9.6 out of 10, Exceptional, (10 reviews)
"Space was great, clean and a good location"
Canada
Chelsea
The price is €243
includes taxes & fees
14 Sept - 15 Sept
A beautiful Walkout basement
Interior

6. 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, (8 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 €338
includes taxes & fees
7 Sept - 8 Sept
Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park
Interior

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

Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
Lamoreaux
The price is €324
includes taxes & fees
6 Sept - 7 Sept
Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
Smart TV

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

Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
Lamoreaux
7.6 out of 10, Good, (7 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 €278
includes taxes & fees
8 Sept - 9 Sept
Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
Exterior

9. Modern Comforts, Quiet Neighborhood, free 02 parking

Modern Comforts, Quiet Neighborhood, free 02 parking
Liverpool
The price is €217
includes taxes & fees
2 Sept - 3 Sept
Modern Comforts, Quiet Neighborhood, free 02 parking
1 bedroom, desk, free WiFi, bed sheets

10. 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.
Cozy Countryside Guesthouse with BBQ & Firepit
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)
Airy Nest - 4 Beds, 2.5 Baths, 2 park
4 bedrooms, desk, iron/ironing board, free WiFi

12. 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 €400
includes taxes & fees
2 Oct - 3 Oct
Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard
Living area

13. LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE

LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE
Pickering
LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE
Smart TV, fireplace

14. 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 €411
includes taxes & fees
7 Sept - 8 Sept
Spacious 4-bedroom house in Pickering
1 bedroom, desk, free WiFi, bed sheets

15. Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything

Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
Ajax
10.0 out of 10, Exceptional, (16 reviews)
"We had a great stay at this clean, spacious and convenient property. Highly recommended it for anyone that prefers a larger accommodation over a local hotel."
Canada
Gianclaudio
The price is €111
includes taxes & fees
2 Sept - 3 Sept
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
Private kitchen

16. New Modern Home + Free Parking In Ajax

New Modern Home + Free Parking In Ajax
Ajax
8.8 out of 10, Excellent, (19 reviews)
"Clean, convenient, and easy to check-in and out!"
United States
Jordan
The price is €217
includes taxes & fees
2 Sept - 3 Sept
New Modern Home + Free Parking In Ajax
Interior

17. Spacious 4BR Family Retreat in Quiet Ajax Suburb

Spacious 4BR Family Retreat in Quiet Ajax Suburb
Ajax
Spacious 4BR Family Retreat in Quiet Ajax Suburb
Coffee/tea maker, fridge, microwave, oven

18. Modern Designer Suite — Minutes to Thermëa Spa & Highways 407, 401 and GO

Modern Designer Suite — Minutes to Thermëa Spa & Highways 407, 401 and GO
Whitby
9.6 out of 10, Exceptional, (4 reviews)
"Its a very nice place, I definitely enjoyed my stay. Just be careful where you park and there will be no issues."
United States
Mark L.
The price is €163
includes taxes & fees
18 Sept - 19 Sept
Modern Designer Suite — Minutes to Thermëa Spa & Highways 407, 401 and GO
Dining

19. Welcome! This is a private 1-bedroom lower-level basement suite in our home.

Welcome! This is a private 1-bedroom lower-level basement suite in our home.
Ajax
Welcome! This is a private 1-bedroom lower-level basement suite in our home.
Smart TV

20. Clean precious house

Clean precious house
Ajax
6.0 out of 10, (3 reviews)
"This property does not meet basic living or safety standards. The bedroom on the lower floor is located beside the furnace, meaning you are effectively sleeping next to where the home’s gas system is distributed. The room also has a very small window that does not appear to meet standard safety requirements. Additionally, there was no smoke detector in the room.The overall condition of the house is poor, with noticeable odors and a general lack of upkeep. Noise travels easily throughout the...
United States
Urbino L.
The price is €117
includes taxes & fees
14 Sept - 15 Sept
Clean precious house
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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Top Pickering Hotel Reviews

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

10/10 Excellent
"The staff were all amazing. The breakfast buffet is next level good. The location is brilliant. I love this place."
Jeffrey 3-night trip
Posted less than an hour ago
Hotel Riu Plaza Toronto

Find out more about Pickering

Pickering Holiday Homes information

Number of reviews
78
Accommodation
742 Holiday Homes
Lowest Price
€111
Highest Price
€411