Compare Pickering Cottage Rentals

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Featured Pickering Cottages

Privacy Magical Forest Cottage 30+ Party Room, Disco KTV

Privacy Magical Forest Cottage 30+ Party Room, Disco KTV

Uxbridge ON
$1,063 nightly
The price is $1,202 total per night
$1,202 total
Dec 19 - Dec 20
Total with taxes and fees
At this cottage, guests have access to an arcade/game room, laundry facilities, and barbecue grills.
Washer
Dryer
Lakeside Paradise Scugog

Lakeside Paradise Scugog

Nestleton Station ON
At this cottage, guests have access to a hot tub, an arcade/game room, and laundry facilities. Other amenities at this family-friendly cottage include a garden and barbecue grills.
Hot Tub
Kitchen
Beautiful Lakeview Cottage on the Beach

Beautiful Lakeview Cottage on the Beach

Ajax ON
$378 nightly
The price is $427 total per night
$427 total
Dec 21 - Dec 22
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Sleigh the Holidays! Entire Lakefront Cottage over Xmas or NYE!

Sleigh the Holidays! Entire Lakefront Cottage over Xmas or NYE!

Caesarea ON
Guests staying at this cottage enjoy a gym, laundry facilities, and local meal delivery service. Additional amenities include barbecue grills, a water dispenser, and a garden.
Kitchen
Dryer
Cozy Lakeside Cottage on Lake Scugog

Cozy Lakeside Cottage on Lake Scugog

Little Britain ON
At this cottage, guests have access to a garden.
Kitchen
Pet friendly
Experience Blissful Lakeside Living: Retreat with Stunning Views, Beach Access

Experience Blissful Lakeside Living: Retreat with Stunning Views, Beach Access

Bowmanville ON
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills. This beach cottage also has a garden.
Hot Tub
Kitchen
Lakeside Cottage Getaway South Shore Lake Scugog

Lakeside Cottage Getaway South Shore Lake Scugog

Caesarea ON
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Pet friendly
Private and Quiet Cottage with Stunning view of the Sunset. Great for fishing

Private and Quiet Cottage with Stunning view of the Sunset. Great for fishing

Kawartha Lakes ON
Guests staying at this cottage enjoy a gym, an arcade/game room, and laundry facilities. Other amenities at this family-friendly cottage include barbecue grills and a garden.
Kitchen
Washer
Lake Scugog hideaway

Lake Scugog hideaway

Caesarea ON
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Pet friendly
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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.

Hotel Options in Pickering

    Pickering Casino Resort Hotel

    Pickering Casino Resort Hotel

    888 Durham Live Ave Pickering ON
    $83 nightly
    The price is $98 total per night from Dec 23 to Dec 24
    $98 total
    Dec 23 - Dec 24
    Total with taxes and fees
    9/10 Wonderful! (3,839 reviews)
    Chelsea Hotel, Toronto

    Chelsea Hotel, Toronto

    33 Gerrard St W Toronto ON
    $122 nightly
    The price is $149 total per night from Jan 17 to Jan 18
    $149 total
    Jan 17 - Jan 18, 2026
    Total with taxes and fees
    8.2/10 Very Good! (13,482 reviews)
    Holiday Inn Toronto Downtown Centre by IHG

    Holiday Inn Toronto Downtown Centre by IHG

    30 Carlton Street Toronto ON
    $115 nightly
    The price is $141 total per night from Jan 11 to Jan 12
    $141 total
    Jan 11 - Jan 12, 2026
    Total with taxes and fees
    8.4/10 Very Good! (5,063 reviews)

Cottages

Book a cottage in Pickering
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Pickering. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Pickering better.

Cottage apartments in Pickering range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Pickering
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Pickering and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Pickering cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Pickering. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Pickering Cottages essential information

Accommodation
16 Cottages
Lowest Price
$98
Highest Price
$1,202
Popular accommodation
Privacy Magical Forest Cottage 30+ Party Room, Disco KTV, Lakeside Paradise Scugog, Beautiful Lakeview Cottage on the Beach, Sleigh the Holidays! Entire Lakefront Cottage over Xmas or NYE!, Cozy Lakeside Cottage on Lake Scugog , Experience Blissful Lakeside Living: Retreat with Stunning Views, Beach Access, Lakeside Cottage Getaway South Shore Lake Scugog , Private and Quiet Cottage with Stunning view of the Sunset. Great for fishing, Lake Scugog hideaway

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