Vacation rentals in Rosedale, Old Toronto

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Top-rated vacation rentals in Rosedale, Old Toronto

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

Guest favorite

Guest suite in Downtown Toronto

5.0 out of 5 average rating, 20 reviews

Sweet cozy Cabbagetown!

Bright, spotless, quiet, fully equipped retreat tucked away in a century home in historic Cabbagetown. Awesome deck and award-winning front flower garden. Five minute walk to corner store and bakery, 10 minutes to supermarkets, pharmacy, chic restaurants and funky cafes. Fifteen minutes by UBER to downtown: Eaton Centre, CN Tower, Air Canada Centre. Cycle friendly, bike rental stand a block away, nature trails a 15 minute ride away. Many parks. Easy access to transit. Street parking available.

Oct 1 – 8

R1,967 ZAR per night
Guest favorite

Apartment in Davisville Village

4.9 out of 5 average rating, 257 reviews

Mid-town T.O. getaway - conveniently located

Bright and spacious. Ideal for singles or couples. Very safe family-oriented neighbourhood, close to public transit (TTC), restaurants, theatres, Sunnybrook Hospital for medical staff or patient visitors. Queen-size bed, couch, TV (with Netflix, AppleTV, Prime Video, no cable), private full kitchen and bathroom. All towels and linens provided. Shared laundry machine 12 min walk to Yonge St. and Subway, 2 min walk to bus stop (6 mins to Yonge by bus), 25 mins from downtown via public transit

Jun 17 – 24

R1,943 ZAR per night
Guest favorite

Guest suite in Upper Beaches

4.98 out of 5 average rating, 123 reviews

Newly Renovated - Private 1 Bedroom Basement Suite

Newly renovated, spacious one bedroom basement suite. (couch does not pull out) Located on a quiet street with a private entry. Queen Street East, Woodbine Beach, The Beaches neighbourhood & 2 - 24 hour Streetcars to downtown. 8'-2" ceilings, heated floor, full kitchen, WIFI, NETFLIX Keycode for easy entry. We live on the upper floors & would be happy to share any insights on the city if desired! Shampoo/cond, bodywash, towels Street parking - $20 / 24hrs, $28 / 48 hours, $42 / Week

Feb 5 – 12

R2,145 ZAR per night

Popular amenities for Rosedale, Old Toronto vacation rentals

Stay near Rosedale, Old Toronto's top sights

Evergreen Brick Works275 locals recommend
Four Seasons Hotel Toronto27 locals recommend
Toronto Public Library - Toronto Reference Library88 locals recommend
Evergreen Brick Works Skating Rink28 locals recommend
Ramsden Park22 locals recommend
Hudson's Bay Centre25 locals recommend

Other great vacation rentals in Rosedale, Old Toronto

Guest favorite

Apartment in Downtown Toronto

4.88 out of 5 average rating, 34 reviews

Modern Victorian

Apr 15 – 22

R2,862 ZAR per night
Guest favorite

Guest suite in Davisville Village

5.0 out of 5 average rating, 20 reviews

Midtown Guest Suite With Free Parking

Apr 27 – May 4

R2,779 ZAR per night
Guest favorite

Guest suite in Riverdale

4.97 out of 5 average rating, 29 reviews

One-bedroom suite in Riverdale area in Toronto

Nov 27 – Dec 4

R2,089 ZAR per night
Guest favorite

Bungalow in East York

4.96 out of 5 average rating, 24 reviews

Charming Studio in Toronto. Your Cozy Retreat.

Jun 19 – 26

R2,104 ZAR per night
Guest favorite

Guest suite in Downtown Toronto

4.99 out of 5 average rating, 83 reviews

Private Garden Suite in Downtown Victorian Home

May 12 – 19

R3,366 ZAR per night
Guest favorite

Home in Toronto

4.98 out of 5 average rating, 51 reviews

Guest Suite in Leslieville

May 3 – 10

R1,802 ZAR per night
Guest favorite

Apartment in Downtown Toronto

4.98 out of 5 average rating, 53 reviews

Beautiful Historic Downtown Apartment

Mar 17 – 24

R2,977 ZAR per night
Guest favorite

Home in East York

5.0 out of 5 average rating, 45 reviews

64 Hillside Dr.

Apr 24 – May 1

R8,467 ZAR per night
Guest favorite

Guest suite in Toronto

4.85 out of 5 average rating, 62 reviews

Stroll to Pretty Parks from a Private Studio

Jun 16 – 23

R2,375 ZAR per night
Guest favorite

Guest suite in East York

4.94 out of 5 average rating, 72 reviews

Lower level Bed-Sitting Room / private bathroom

Aug 23 – 30

R1,082 ZAR per night
Guest favorite

Condo in Downtown Toronto

4.89 out of 5 average rating, 9 reviews

2 Bedroom Penthouse Condo with Office Space

Dec 15 – 22

R7,947 ZAR per night
Guest favorite

Apartment in Downtown Toronto

5.0 out of 5 average rating, 5 reviews

Urban Oasis: Beach-Themed Retreat Downtown Toronto

Feb 20 – 27

R3,971 ZAR per night

Quick stats about vacation rentals in Rosedale, Old Toronto

Total rentals

100 properties

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

40 properties are a good fit for families

Total number of reviews

1.8K reviews

Nightly prices starting at

R568 ZAR before taxes and fees

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Toronto
  5. Rosedale