Stay If You Dare - Vacation Rentals in Old Town

2-Lvl, 2-Bdrm, Furnished Penthouse Condo From US $258
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pool
Studio Gem in the lovely Waterfront Communities From US $542
         

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10.0 (6 Reviews)
House
  • Air Conditioner
  • Accessibility
  • Security/Safety
Nester Finn St. Lawrence Market From US $192
         

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9.8 (43 Reviews)
Apartment
  • Air Conditioner
  • Wheelchair Accessible
  • Accessibility
Furnished Monthly Rental - 1 Bdrm 1bath & Office - Pet Friendly From US $148
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Luxury 2 Bed & 2 Bath | Parking | Downtown Toronto From US $423
         

New
Condo
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Luxury Places to Stay in Old Town

Over 105+ Luxury Places to Stay in or Near Old Town
Stylish 2BR Urban Escape, BBQ, Private Terrace From US $1,504
         

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New
Apartment
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Modern Downtown Condo with Workspace & Balcony From US $653
         

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New
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Epic 2BR Condo with Panoramic CN Tower & City View From US $625
         

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New
Apartment
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Cambridge Suites Toronto From US $522
         

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8.5 (317 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Amazing View 2BR St Lawrence Market Condo, Downtown Toronto From US $509
         

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7.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Accessibility
Prime Downtown Condo - St Lawrence Parking From US $508
         

10.0 (1 Review)
Apartment
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  • Parking
  • Accessibility
The Omni King Edward Hotel From US $420
         

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9.1 (1865 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Direct Access to FIFA Stadium-Free Fast Internet From US $364
         

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1.0 (4 Reviews)
House
  • Parking
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Top-Rated Vacation Rentals with a Pool in Old Town

Over 19+ Top-Rated Vacation Rentals with a Pool in or Near Old Town
The Novotel Toronto Centre From US $284
         

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8.8 (2574 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 3BR - Free Parking - City View - Pool - Gym From US $395
         

The Ivy at Verity From US $379
         

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9.6 (545 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • TV
Yonge Harbour 3bed, 2bath Downtown Toronto W/Parking From US $304
         

Novotel Toronto Centre From US $259
         

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9.4 (5775 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Lake Views High Floor 1 Bed + 2 Bath + Den From US $291
         

Pet-Friendly Vacation Rentals in Old Town

Over 13+ Pet-Friendly Vacation Rentals in or Near Old Town
Downtown Toronto Delight: The Cozy 3-Bedroom From US $218
         

Executive Hotel Cosmopolitan Toronto From US $256
         

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7.9 (2810 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Executive Hotel Cosmopolitan Toronto From US $279
         

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8.4 (2483 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Toronto Cork Town, Queen St.E, Spacious 2nd Fl. Loft From US $215
         

New
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Downtown Townhouse prime location From US $149
         

New
House
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  • Pet Friendly
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2 floor condo downtown toronto From US $183
         

New
Condo
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
See More Pet-Friendly Vacation Rentals in Old Town on PetFriendly.io

Large Vacation Homes & Villas in Old Town

Over 3+ Large Vacation Homes & Villas in or Near Old Town
Beautiful apartment DT Toronto From US $217
         

7.0 (10 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Child Friendly
Saint Lawrence Residences and Suites From US $282
         

3.7 (124 Reviews)
Hostel
  • Air Conditioner
  • Designated Smoking Area
  • TV
Queen Boutique Rooms From US $329
         

New
House
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating

Wheelchair Accessible Vacation Homes in Old Town

Over 17+ Wheelchair Accessible Vacation Homes in or Near Old Town
3 Bedroom Penthouse w/Skyline View + Free Parking From US $173
         

New
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Nester Finn St Lawrence Market From US $215
         

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8.7 (14 Reviews)
Hotel
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace
The Omni King Edward Hotel From US $325
         

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9.6 (2581 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Beautifully Designed Modern Condo - Sleeps 4 From US $147
         

New
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Old Town Vacation Rentals and Airbnb Places to Stay Under $200

Over 46+ Old Town Vacation Rentals and Airbnb Places to Stay Under $200
Luxury Condo, 1 Queen bed, City view From US $166
         

New
Condo
  • Air Conditioner
  • TV
  • Balcony/Terrace
Cambridge Suites Toronto From US $195
         

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9.2 (8063 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Modern Condo by Dundas Sq, 3BDR/2BTH & City Views From US $151
         

New
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
New Build! Downtown 1BR+Den 2 Baths Balcony. Close to the Hwy, mall, stores. From US $144
         

Modern 2BR Condo w/Private Balcony in Downtown From US $121
         

New
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Modern 1BR Loft w/Balcony & City Views From US $120
         

New
Apartment
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  • Security/Safety
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3 Bed Downtown Condo | Airy & Modern From US $114
         

New
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Instantly Bookable Vacation Homes in Old Town

Over 16+ Instantly Bookable Vacation Homes in or Near Old Town
Luxury 2 Bedrooms appartment near CN tour From US $215
         

New
Apartment
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A home away from home From US $111
         

New
Apartment
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  • Security/Safety
  • Wellness Facilities
Urban Bohemian Suite with Relaxing City Views From US $108
         

Welcome To The French Quarter! From US $102
         

New
Apartment
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Luxury Spacious Condo Downtown From US $90
         

New
Condo
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  • Parking
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About Old Town Vacation Rentals

With more than 114 Old Town vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Stayifyoudare and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Old Town.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Stayifyoudare Old Town, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Old Town. Places to stay near Old Town are 229.94 ft² on average, with prices averaging US $285 a night.

Stayifyoudare makes it easy and safe to find and compare vacation rentals in Old Town with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Old Town

Type Count
Holiday Apartments 45
Hotels 18
Vacation Homes 11
Hostels 1

Use these Quick Filters to Find a Vacation Rental in Old Town

Pro Tip: Stayifyoudare makes it easy to compare the best listings on Stayifyoudare homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Stayifyoudare homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Old Town.

Weather in Old Town

View the weather forecast for Old Town before booking your Old Town Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Old Town Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Old Town?
How many vacation rentals are available in Old Town?

Currently, the total number of properties listed in 2026 is over 114 in the Old Town area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Old Town.