Title: Pickering Vacation Rentals from CA $102: Short-Term Rentals for 2026 | Expedia.ca

[Pickering Travel Guide](https://expedia.ca/Pickering.dx5657)[Hotels in Pickering](https://expedia.ca/Pickering-Hotels.d5657.Travel-Guide-Hotels)[Flights to Pickering](https://expedia.ca/Cheap-Flights-To-Pickering.d5657.Travel-Guide-Flights)[Things to do in Pickering](https://expedia.ca/Things-To-Do-In-Pickering.d5657.Travel-Guide-Activities)[Pickering Car Rentals](https://expedia.ca/Car-Rentals-In-Pickering.d5657.Car-Rental-Guide)[Pickering Vacation Packages](https://expedia.ca/Pickering.d5657.Destination-Travel-Guides)

![#castle #medieval #yorkshire #Englishheritage
#Mark_and_Travel](https://images.trvl-media.com/place/5657/18f6e02d-cdf4-4a03-bfd7-64074b1e2c1e.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Mark Stacevich

![](https://images.trvl-media.com/place/5657/18f6e02d-cdf4-4a03-bfd7-64074b1e2c1e.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Sign in to save 10% or more on thousands of hotels  
[Sign in](https://www.expedia.ca/login)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=5657&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=5657&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=5657&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=5657&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Pickering vacation rentals

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104380000/104372900/104372826/e6d114d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/105000000/104380000/104372900/104372826/9db64a45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/105000000/104380000/104372900/104372826/b5aba532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/105000000/104380000/104372900/104372826/2cc0c4ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cosy one bedroom cottage in Pickering

[](https://www.expedia.ca/Pickering-Hotels-Cosy-One-Bedroom-Cottage-In-North-Yorkshire.h104372826.Hotel-Information)

Pickering

7.6/10

Good

(4 reviews)

"An excellent cottage, with everything to make it feel like home. Conveniently situated, near the centre of the Market town."

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

Glenys T.

CA $139

CA $195 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Pickering-Hotels-Cosy-One-Bedroom-Cottage-In-North-Yorkshire.h104372826.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/79000000/78360000/78351000/78350923/5e57d5a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/79000000/78360000/78351000/78350923/f4548929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/79000000/78360000/78351000/78350923/7f3b43f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78360000/78351000/78350923/9e8730fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5 Church View

[](https://www.expedia.ca/Pickering-Hotels-5-Church-View.h78350923.Hotel-Information)

Pickering

10/10

Exceptional

(1 review)

CA $567

CA $680 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Pickering-Hotels-5-Church-View.h78350923.Hotel-Information)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/68000000/67430000/67421500/67421466/ad1f16bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/68000000/67430000/67421500/67421466/w1600h997x0y70-3c0def86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/68000000/67430000/67421500/67421466/64add123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/68000000/67430000/67421500/67421466/50fc7ecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Buttercup Pod - sleeps 2 | Gold Award winning

[](https://www.expedia.ca/Pickering-Hotels-Buttercup-Pod-Sleeps-2-Gold-Award-Winning.h67421466.Hotel-Information)

Pickering

10/10

Exceptional

(1 review)

"Lovely property, in a small settlement of varied pods and cabins, arranged to ensure privacy. Great location, close to both Pickering and Thornton le Dale. We are foster carers and needed a break with our very small youngster and the pod suited us perfectly - there was even a song thrush singing to us every evening!"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

David B.

CA $416

CA $416 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Pickering-Hotels-Buttercup-Pod-Sleeps-2-Gold-Award-Winning.h67421466.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/105000000/104340000/104337700/104337688/a6258d59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104340000/104337700/104337688/701e9879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/105000000/104340000/104337700/104337688/b0a7324b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dishwasher](https://images.trvl-media.com/lodging/105000000/104340000/104337700/104337688/e5021063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 bedroom accommodation in Pickering

[](https://www.expedia.ca/Pickering-Hotels-2-Bedroom-Accommodation-In-Pickering.h104337688.Hotel-Information)

Pickering

10/10

Exceptional

(2 reviews)

"Very quirky and beautiful cottage. Great views over the green, everything you need. Plenty to see, do and experience in Pickering and locally. Had a wonderfully relaxing week, would recommend."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susan Miller

CA $571

CA $571 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Pickering-Hotels-2-Bedroom-Accommodation-In-Pickering.h104337688.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/66000000/65710000/65708800/65708712/646dfd45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/66000000/65710000/65708800/65708712/f5039035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dishwasher, highchair](https://images.trvl-media.com/lodging/66000000/65710000/65708800/65708712/bfb29d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/66000000/65710000/65708800/65708712/2f939a8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 bedroom accommodation in Pickering

[](https://www.expedia.ca/Pickering-Hotels-2-Bedroom-Accommodation-In-Pickering.h65708712.Hotel-Information)

Pickering

9.0/10

Wonderful

(8 reviews)

"Lovely cottage, excellent location, very quiet neighbours."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

George Strike

CA $427

CA $427 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Pickering-Hotels-2-Bedroom-Accommodation-In-Pickering.h65708712.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/68000000/67430000/67421500/67421470/da8eb02c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/68000000/67430000/67421500/67421470/14804ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/68000000/67430000/67421500/67421470/063bd95a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/68000000/67430000/67421500/67421470/4e4eddd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Daisy Family Glamping Pod | sleeps 4 - Gold Award winning

[](https://www.expedia.ca/Pickering-Hotels-Daisy-Family-Glamping-Pod-Sleeps-4-Gold-Award-Winning.h67421470.Hotel-Information)

Pickering

10/10

Exceptional

(3 reviews)

"A great location. We stayed in a glamping pod and had a lovely time. Clean and all you need for a few days. Local shop 5 mins drive away to get anything you need"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

James E.

CA $519

CA $519 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Pickering-Hotels-Daisy-Family-Glamping-Pod-Sleeps-4-Gold-Award-Winning.h67421470.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/40000000/39530000/39526000/39525977/fcfe26c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/40000000/39530000/39526000/39525977/873ed5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/40000000/39530000/39526000/39525977/95d4bb16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/40000000/39530000/39526000/39525977/de607f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cowslip Pod - Glamping for 4 Guests

[](https://www.expedia.ca/Pickering-Hotels-Cowslip-Pod-Glamping-For-4-Guests.h39525977.Hotel-Information)

Pickering

9.8/10

Exceptional

(7 reviews)

"We absolutely loved our stay here and only wish that it could've been longer. Would definitely recommend to anyone."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Molly H.

CA $519

CA $519 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Pickering-Hotels-Cowslip-Pod-Glamping-For-4-Guests.h39525977.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/79000000/78550000/78543700/78543672/652233a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78550000/78543700/78543672/5da83e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels](https://images.trvl-media.com/lodging/79000000/78550000/78543700/78543672/14e29229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels](https://images.trvl-media.com/lodging/79000000/78550000/78543700/78543672/d5359667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Cottage nestled in the Heart of Pickering, North Yorkshire - Pet Friendly

[](https://www.expedia.ca/Pickering-Hotels-Luxury-Cottage-Nestled-In-The-Heart-Of-Pickering.h78543672.Hotel-Information)

Pickering

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathy S.

CA $836

CA $954 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Pickering-Hotels-Luxury-Cottage-Nestled-In-The-Heart-Of-Pickering.h78543672.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118180000/118179700/118179631/4ea6e838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/119000000/118180000/118179700/118179631/484de724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118180000/118179700/118179631/2ed08c08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118180000/118179700/118179631/c5c9cfb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Honey Pot Barn - Escape for Two

[](https://www.expedia.ca/Pickering-Hotels-Honey-Pot-Barn-Escape-For-Two.h118179631.Hotel-Information)

CROPTON

CA $797

CA $912 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Pickering-Hotels-Honey-Pot-Barn-Escape-For-Two.h118179631.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/72000000/71730000/71722100/71722046/15445643.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71730000/71722100/71722046/15cadb4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71730000/71722100/71722046/08256b40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71730000/71722100/71722046/30faef9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clover Family Glamping Pod | sleeps 4 - Gold Award winning

[](https://www.expedia.ca/Pickering-Hotels-Clover-Family-Glamping-Pod-Sleeps-4-Gold-Award-Winning.h71722046.Hotel-Information)

Pickering

8.8/10

Excellent

(3 reviews)

"Nothing to disappointing. Wanted somewhere to relax .never been to one of pod's. It was lovely and clean ."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Dennis R.

CA $519

CA $519 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Pickering-Hotels-Clover-Family-Glamping-Pod-Sleeps-4-Gold-Award-Winning.h71722046.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/40000000/39530000/39529100/39529055/f81ddcd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/40000000/39530000/39529100/39529055/1af73c85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/40000000/39530000/39529100/39529055/4972a32c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/40000000/39530000/39529100/39529055/bb4a2afb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Primrose Family Glamping Pod | sleeps 4 - Gold Award winning

[](https://www.expedia.ca/Pickering-Hotels-Primrose-Family-Glamping-Pod-Sleeps-4-Gold-Award-Winning.h39529055.Hotel-Information)

Pickering

CA $519

CA $519 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Pickering-Hotels-Primrose-Family-Glamping-Pod-Sleeps-4-Gold-Award-Winning.h39529055.Hotel-Information)

![Cottage](https://images.trvl-media.com/lodging/76000000/75610000/75603000/75602918/79271558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living room](https://images.trvl-media.com/lodging/76000000/75610000/75603000/75602918/1ec66c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/76000000/75610000/75603000/75602918/b9945506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/76000000/75610000/75603000/75602918/051fe9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Foxes Den

[](https://www.expedia.ca/Pickering-Hotels-Foxes-Den.h75602918.Hotel-Information)

Pickering

CA $1,321

CA $1,585 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Pickering-Hotels-Foxes-Den.h75602918.Hotel-Information)

![LCD TV](https://images.trvl-media.com/lodging/68000000/67430000/67421500/67421467/b28eb760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/68000000/67430000/67421500/67421467/a8b29131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/68000000/67430000/67421500/67421467/44426d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/68000000/67430000/67421500/67421467/e17f2187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Foxtail Glamping Pod - sleeps 2 | Gold Award winning

[](https://www.expedia.ca/Pickering-Hotels-Foxtail-Glamping-Pod-Sleeps-2-Gold-Award-Winning.h67421467.Hotel-Information)

Pickering

10/10

Exceptional

(7 reviews)

"The pods have everything you need it’s clean modern, outside is kept neat and tidy, so relaxing, would definitely recommend and would come back again"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Joy

CA $416

CA $416 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Pickering-Hotels-Foxtail-Glamping-Pod-Sleeps-2-Gold-Award-Winning.h67421467.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/68000000/67430000/67421500/67421469/6235e03c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/68000000/67430000/67421500/67421469/d614850e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/68000000/67430000/67421500/67421469/b3f934a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/68000000/67430000/67421500/67421469/00123aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Snowdrop Family Glamping Pod | sleeps 4 - Gold Award winning

[](https://www.expedia.ca/Pickering-Hotels-Snowdrop-Family-Glamping-Pod-Sleeps-4-Gold-Award-Winning.h67421469.Hotel-Information)

Pickering

8.0/10

Very good

(1 review)

CA $519

CA $519 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Pickering-Hotels-Snowdrop-Family-Glamping-Pod-Sleeps-4-Gold-Award-Winning.h67421469.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/89000000/88200000/88191900/88191873/8cdf13fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Outdoor dining](https://images.trvl-media.com/lodging/89000000/88200000/88191900/88191873/5b3679e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/89000000/88200000/88191900/88191873/523f8bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/89000000/88200000/88191900/88191873/d5654c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bute Cottage

[](https://www.expedia.ca/Pickering-Hotels-Bute-Cottage.h88191873.Hotel-Information)

Pickering

CA $949

CA $1,138 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Pickering-Hotels-Bute-Cottage.h88191873.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/27000000/27000000/26991400/26991311/5ca109bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26991400/26991311/e639e223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/27000000/27000000/26991400/26991311/3d6b6827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/27000000/27000000/26991400/26991311/629acd70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1 The Old Methodist Chapel

[](https://www.expedia.ca/Pickering-Hotels-1-The-Old-Methodist-Chapel.h26991311.Hotel-Information)

Pickering

CA $744

CA $893 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Pickering-Hotels-1-The-Old-Methodist-Chapel.h26991311.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26994300/26994292/fdc2c875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26994300/26994292/fc0e236d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage](https://images.trvl-media.com/lodging/27000000/27000000/26994300/26994292/371ed5e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26994300/26994292/21fc7e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Old Cartway

[](https://www.expedia.ca/Pickering-Hotels-The-Old-Cartway.h26994292.Hotel-Information)

Pickering

CA $1,035

CA $1,242 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Pickering-Hotels-The-Old-Cartway.h26994292.Hotel-Information)

![Fridge, electric kettle, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/115000000/114100000/114094000/114093937/6e433429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114100000/114094000/114093937/1c7eac8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114100000/114094000/114093937/fa23c2a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![DVD player](https://images.trvl-media.com/lodging/115000000/114100000/114094000/114093937/193e00e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brewers Cottage

[](https://www.expedia.ca/Pickering-Hotels-Brewers-Cottage.h114093937.Hotel-Information)

Pickering

CA $544

CA $653 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Pickering-Hotels-Brewers-Cottage.h114093937.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/84000000/83020000/83014000/83013944/7b78ec96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Private kitchen](https://images.trvl-media.com/lodging/84000000/83020000/83014000/83013944/8ff33fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage](https://images.trvl-media.com/lodging/84000000/83020000/83014000/83013944/51f15efd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living room](https://images.trvl-media.com/lodging/84000000/83020000/83014000/83013944/a597a5ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Adelaide's Cottage

[](https://www.expedia.ca/Pickering-Hotels-Adelaides-Cottage.h83013944.Hotel-Information)

Pickering

CA $757

CA $908 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Pickering-Hotels-Adelaides-Cottage.h83013944.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/76000000/75610000/75603000/75602919/b7496b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Exterior](https://images.trvl-media.com/lodging/76000000/75610000/75603000/75602919/53732c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | View from property](https://images.trvl-media.com/lodging/76000000/75610000/75603000/75602919/dd0ea01c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage](https://images.trvl-media.com/lodging/76000000/75610000/75603000/75602919/8735a4ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Eagles Peak

[](https://www.expedia.ca/Pickering-Hotels-Eagles-Peak.h75602919.Hotel-Information)

Pickering

CA $1,296

CA $1,555 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Pickering-Hotels-Eagles-Peak.h75602919.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22&regionId=5657&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+England%2C+United+Kingdom&regionId=5657&latLong=54.243929%2C-0.777556&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+England%2C+United+Kingdom&regionId=5657&latLong=54.243929%2C-0.777556&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+England%2C+United+Kingdom&regionId=5657&latLong=54.243929%2C-0.777556&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+England%2C+United+Kingdom&regionId=5657&latLong=54.243929%2C-0.777556&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APARTMENT)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+England%2C+United+Kingdom&regionId=5657&latLong=54.243929%2C-0.777556&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CHALET)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+England%2C+United+Kingdom&regionId=5657&latLong=54.243929%2C-0.777556&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APART_HOTEL)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+England%2C+United+Kingdom&regionId=5657&latLong=54.243929%2C-0.777556&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+England%2C+United+Kingdom&regionId=5657&latLong=54.243929%2C-0.777556&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=RESIDENCE)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPickering-Vacation-Rentals.d5657.Travel-Guide-VacationRentals)[

Sign up, it's free

](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPickering-Vacation-Rentals.d5657.Travel-Guide-VacationRentals)

## Top Pickering Hotel Reviews

![The Talbot Hotel, Malton, North Yorkshire](https://images.trvl-media.com/lodging/3000000/2410000/2400200/2400134/1178e080_y.jpg)

### The Talbot Hotel, Malton, North Yorkshire

10/10 Excellent

"The staff were very attentive and the room was great. The menu could do with some changes on a day to day basis, perhaps with at least one Plat du Jour for those staying more than one night. Thankyou for a most enjoyable stay."

[](https://expedia.ca/Malton-Hotels-The-Talbot-Hotel.h2400134.Hotel-Information)

![Penny Hedge, Whitby by Marston's Inns](https://images.trvl-media.com/lodging/34000000/33730000/33724300/33724251/b15b531d_y.jpg)

### Penny Hedge, Whitby by Marston's Inns

10/10 Excellent

"Excellent room, friendly welcome. Good food and drink after a long journey. Highly recommended 👍"

[](https://expedia.ca/Whitby-Hotels-Penny-Hedge-By-Marstons-Inns.h33724251.Hotel-Information)

![Bike & Boot](https://images.trvl-media.com/lodging/49000000/48320000/48315400/48315356/54001d7f_y.jpg)

### Bike & Boot

10/10 Excellent

"Rooms was very nice especially with the sea view but what mostly stood out was how polite and caring the staff where any problem we had they fixed so a big thank you to them. Upgraded my room for no extra charge twice because we ended up booking another 2 nights there because how much we enjoyed the whole experience will always be the hotel of choice for us when going to Scarborough "

[](https://expedia.ca/Scarborough-Hotels-Bike-Boot.h48315356.Hotel-Information)

![Grand Villa Heights](https://images.trvl-media.com/lodging/2000000/1470000/1464500/1464447/3d833873_y.jpg)

### Grand Villa Heights

10/10 Excellent

"Lovely hotel"

[](https://expedia.ca/Scarborough-Hotels-Raven-Hall-Country-House-Hotel.h1464447.Hotel-Information)

![Royal Whitby](https://images.trvl-media.com/lodging/58000000/57920000/57917100/57917040/e8cf5127_y.jpg)

### Royal Whitby

10/10 Excellent

"Newly refurbished "

[](https://expedia.ca/Whitby-Hotels-The-Royal-Hotel.h57917040.Hotel-Information)

![Sandburn Hall Hotel](https://images.trvl-media.com/lodging/68000000/67370000/67360200/67360173/28adf5fc_y.jpg)

### Sandburn Hall Hotel

10/10 Excellent

"Staff extremely polite and helpful. Room comfortable and quiet. Restaurant excellent with amazing staff again."

[](https://expedia.ca/York-Hotels-Sandburn-Hall-Hotel.h67360173.Hotel-Information)

![The Royal Hotel](https://images.trvl-media.com/lodging/3000000/2410000/2403400/2403303/37cb4ce3_y.jpg)

### The Royal Hotel

10/10 Excellent

"Faultless. Beautiful building inside and out. Pet friendly, staff great. Great location, pubs literally 2 mins down the road. I'l be back soon. "

[](https://expedia.ca/Scarborough-Hotels-The-Royal-Hotel.h2403303.Hotel-Information)

![Leonardo Hotel Middlesbrough](https://images.trvl-media.com/lodging/1000000/550000/544600/544541/745f04cf_y.jpg)

### Leonardo Hotel Middlesbrough

10/10 Excellent

"Spacious room, good facilities, easy parking, nice breakfast "

[](https://expedia.ca/Middlesbrough-Hotels-Jurys-Inn-Middlesbrough.h544541.Hotel-Information)

![Crown Spa Hotel Scarborough by Compass Hospitality](https://images.trvl-media.com/lodging/2000000/1640000/1636500/1636480/ba67f532_y.jpg)

### Crown Spa Hotel Scarborough by Compass Hospitality

10/10 Excellent

"The hotel and staff were great"

[](https://expedia.ca/Scarborough-Hotels-Crown-Spa-Hotel-Scarborough-By-Compass-Hospitality.h1636480.Hotel-Information)

## Find out more about Pickering

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pickering. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

## Explore a world of travel with Expedia

- Trending destinations on Expedia.ca
- All accommodation types in Pickering

### Trending destinations on Expedia.ca

- [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals)
- [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals)
- [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals)
- [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals)
- [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Tofino Vacation Rentals ](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals)
- [Calgary Vacation Rentals ](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals)
- [Costa Rica Vacation Rentals ](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations)
- [Vancouver Island Vacation Rentals ](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals)
- [Puerto Vallarta Vacation Rentals ](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals)
- [Hawaii Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Toronto Vacation Rentals ](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals)
- [Banff Vacation Rentals ](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals)
- [Penticton Vacation Rentals ](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals)
- [Osoyoos Vacation Rentals ](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals)
- [Mont Tremblant Vacation Rentals ](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals)
- [Big White Ski Resort Vacation Rentals ](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals)
- [Ontario Vacation Rentals ](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations)
- [British Columbia Vacation Rentals ](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations)
- [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Cottages in Pickering ](https://expedia.ca/Pickering-Cottages.d5657-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in Pickering ](https://expedia.ca/Pickering-Cabins.d5657-aaCabins.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Pickering?

### What's the top vacation rental in Pickering?

### How many vacation rentals are there in Pickering?

### What’s there to see and do in Pickering?

### What’s a vacation rental in Pickering like?

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app