Vacation rentals in Pickering

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Top-rated vacation rentals in Pickering

Guests agree: these stays are highly rated for location, cleanliness, and more.

Canadiana Suite
SUPERHOST
Entire guest suite · 5 guests · 5 beds · 1 bath

Canadiana SuiteOur walkout basement features a bit of Canadiana. We welcome travellers "from away". Please be sure to include full details of your travel plans and travelling partners when requesting a booking. This is a non-smoking property. Thank you!

Bright & Spacious Waterfront Cottage in the City
Entire rental unit · 2 guests · 1 bed · 1 bath

Bright & Spacious Waterfront Cottage in the City* Please note: the apartment has been fully renovated since we first began hosting. We look forward to welcoming you in our newer and even better space! Bright and spacious studio apartment, equipped with parking, transit, a private entrance, upgraded bathroom, and loaded kitchenette. TTC access, 5 min walk to waterfront and GO Station (30 mins to downtown/Union). Close to multiple trails, parks & beaches, Toronto Zoo, and Pan Am Centre. Your perfect Toronto getaway, retreat, or staycation!

Beautiful Rustic & Unquie Cabin For Rent
Entire cabin · 10 guests · 5 beds · 1 bath

Beautiful Rustic & Unquie Cabin For RentA Romantic getaway or gathering with your friends? Get cozy and settle into this rustic unique cabin that sleeps 10. A Beautiful very private cabin sitting on 10 acres with 1 acre of land for the cabin with lots of trees with a fire pit and a big porch. Close to all amenities in North Whitby. Activities are available for an extra cost Horseback riding. Golf course very close and hiking trails 6 mins away in Beautiful Walker woods.

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Popular amenities for Pickering vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Pickering

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Cozy luxury 2-bedrooms private en-suite in Whitby
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Comfy En-suite Bedroom in Pickering
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Spacious and bright unit with natural light.
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Entire house with Pool, ravine, and nature trail
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Private Suite steps from Frenchman's Bay
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Spacious 3 Bedroom walkout Basement Apartment
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  1. Entire rental unit
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Your private space in Brooklin.
SUPERHOST
  1. Entire guest suite
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Beautiful Independent basement suite in Whitby
SUPERHOST
  1. Entire guest suite
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* HOTTUB* Spacious 1Bdrm Close to the Beach
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  1. Entire guest suite
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Warm and comfortable
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  1. Entire loft
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THE LOFT: Therapeutic Getaway w/ Sauna on the Farm
SUPERHOST
  1. Private room
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Scarborough Suite with SEPARATE ENTRANCE

Nearby destinations