Holiday rentals in Old Toronto

4.92 out of 5 average rating, 51 reviews

Home in Yorkville

Yorkville | Exec Kitchen | Office | Spa bathrooms

Tucked away on a tranquil street in Yorkville , this 19th-century gem places you steps from the city's most exclusive dining, shopping, and art galleries. Meticulously renovated, you'll enjoy high-end finishes --a Wolf range, Miele appliances, deep soaker tub and custom furniture. The spacious layout features 1 bedroom per floor for ultimate privacy. The home office ensures effortless remote work. When it's time to close your laptop, unwind on 1 of 3 patios, savoring serene city skyline views.

LocationFamilyComfort

Superhost

Apartment in Downtown Toronto

Toronto Skyline view | Walk Everywhere

✨Just bring yourself – everything else is ready!✨ • Private Netflix zone🎬 –Lounge on a cozy daybed and enjoy your favorite shows with a beam projector • Separate dining area – Work, eat, or relax in a dedicated space • Cozy balcony with chairs – Sip your morning coffee or wind down at sunset • Comfy, clean beddings – Get the restful sleep you deserve • Thoughtful amenities provided: Toothbrush/paste, razor, comb, shampoo, conditioner, body wash • Welcome drinks & water – Ready upon arrival 💧

ValueLocationHospitality

4.86 out of 5 average rating, 43 reviews

4.93 out of 5 average rating, 272 reviews

A cozy living area features a grey sofa and two matching armchairs, all positioned on a neutral area rug. A modern arc floor lamp provides soft lighting, while framed art adorns the walls. A small glass side table sits beside the sofa, enhancing the space's functionality.

Flat in Midtown

Cute Private Apartment near University of Toronto

This cozy main floor apartment with private walk out patio, located on a quiet street in the beautiful Annex neighbourhood. Free parking Laundry in building Shared backyard 5 minute walk to subway (Christie Station) 5 minute walk to Bloor Street, the restaurants and bars of Korea Town, and historic Christie Pits Park. Walking distance to University of Toronto and George Brown College Casa Loma campus. There are a lot of great restaurants, bars and local grocery stores within a short walk.

ValueLocationComfort

4.93 out of 5 average rating, 58 reviews

1 BR | Self Check-in | Prime DT | Walk everywhere

Tucked away on the charming and historic St. Patricks Square, this beautiful home offers the perfect blend of peaceful retreat and unbeatable downtown location. Whether you’re visiting Toronto for work, a weekend getaway, or an extended stay, you’ll love coming to this calm, comfortable space right in the heart of the city. You’re minutes from the iconic CN tower, Eaton Centre, Financial District, University of Toronto, TTC subway/streetcars, restaurants, cafes and nightlife and more.

ValueLocationAir conditioning

A spacious sleeping area is furnished with a large bed covered in a white quilt, accompanied by neatly arranged towels. A desk with a computer is positioned nearby, while a decorative rug adds texture to the polished concrete floor. Exposed brick walls provide a touch of character.

4.92 out of 5 average rating, 221 reviews

Modern Victorian

Modern stay in a Cabbagetown Victorian. Welcome to our renovated, self-contained basement apartment in the heart of Cabbagetown, Toronto. This chic space is ideal for solo travelers or couples. Our apartment is nestled in the charming Cabbagetown neighborhood, known for its Victorian houses, tree-lined streets, and vibrant atmosphere. Cafes, restaurants, and boutiques are within walking distance, and nearby parks offer tranquil escapes. Book now to experience the best of Toronto.

ValueLocationBiking

4.99 out of 5 average rating, 268 reviews

Home in Downtown Toronto

Stylish 1870s Home near Distillery District & Old Toronto

Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

LocationFamilyBiking

4.87 out of 5 average rating, 159 reviews

The cozy living area features a comfortable sofa adorned with colorful throw pillows and an artistic wall hanging. A unique wooden coffee table with hairpin legs stands in front. A rustic rocking chair and a display shelf are also present, adding character to the space.

Loft in Downtown Toronto

Unique Loft in Quiet Pocket | Close to U of T/UHN

Relax and unwind in this unique loft apartment in a rustic house in downtown Toronto! My cat Rikki will be with you also. This space is perfect for anyone looking for a comfy place to stay while exploring what Toronto has to offer. Steps to University of Toronto + Kensington Market. Just north of the entertainment district, 15-min walk to Eaton Centre, 5-min walk to major subway line and University Health Network hospitals. Perfect for couples or single travellers alike!

LocationValueWifi

5.0 out of 5 average rating, 24 reviews

Apartment in Yorkville

Yorkville Skyline View 1BR | Standing Desk

🏙️Stay high above Yorkville in a bright one-bedroom condo in the former Four Seasons Hotel building, with skyline views over one of Toronto’s most iconic neighbourhoods. From the bay windows🖼️, you overlook Yorkville’s elegant streets, boutiques, cafés, and evening lights. Just a short walk from the ROM, the 🎓University of Toronto, 🛒Whole Foods, and 🚇Bay/Bloor subway stations, this home offers a refined and comfortable stay in one of Toronto’s most desirable areas.

LocationParkingKitchen

4.96 out of 5 average rating, 73 reviews

A modern kitchen and living area are depicted, featuring sleek cabinetry and stainless steel appliances. A spacious island with seating for three is situated at the center. The adjacent lounge area is furnished with a light-colored sectional sofa, and a large wall-mounted TV is visible.

Home in Toronto

The Riverdale Laneway Suite

Welcome to our stylish new laneway suite nestled in the beautiful Neighbourhood of Riverdale. This modern new build offers two bedrooms, 1.5 bathrooms, a fully equipped kitchen and spacious living space. Perfect for solo travelers, couples or small families. Enjoy the vibrant neighbourhood filled with cafes, shops, parks and and attractions just steps away. Whether you are here for business or leisure our laneway provides the perfect home base for your stay in Toronto.

LocationFamilyNearby

4.88 out of 5 average rating, 185 reviews

A glass table is positioned near large windows, offering an unobstructed view of the city skyline. Two modern chairs are placed around the table, with a small potted plant and a decorative item enhancing the scene. The background features tall buildings and hints of greenery.

Apartment in Yorkville

Steps to Four Seasons Hotel Yorkville Condo

Unobstructed panoramic view in the heart of upscale Yorkville. Minute walk to Bay subway station, Whole Foods, ROM and U of T and high-end restaurants. Easy parking @ 74 Yorkville for $20 (daytime). Around the corner from Toronto's main luxury shopping hub, Yonge + Bloor. *Upscale neighborhood *Highspeed WIFI *Walk score of 96 *Transit score of 93 *Bike score of 98 (rentable Bixi bikes nearby) *Fully equipped kitchen *Full-sized washer/dryer *Gym in building

LocationValueKitchen

4.97 out of 5 average rating, 248 reviews

A spacious open-concept living area is presented, featuring a cozy couch and two armchairs arranged around a round coffee table. A large TV is mounted on the wall, and a rug with black and white stripes adds a touch of style. Plants and decorative art complete the inviting ambiance.

Home in East York

Modern and bright private suite.

Enjoy a newly built, professionally designed, roomy 1-bedroom basement apartment in East York Toronto. Conveniently located near the Danforth, Woodbine Beach, parks, and trails, the apartment is a short bus/subway ride or a 15 min drive from Downtown Toronto. Self-contained and spacious, it offers a fully equipped kitchen, new laundry facilities, a queen-sized bed, ample storage, and plenty of natural light.

ValueFamilyQuiet

Popular amenities for Old Toronto holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Old Toronto

5.0 out of 5 average rating, 41 reviews

The exterior of a charming cottage apartment is framed by vibrant orange lilies and lush greenery. Large windows with white trim mark the front, under a gently sloped roof covered in moss. A sturdy wooden door is centrally positioned, welcoming guests to the inviting space.

Guest suite in Toronto

Island Getaway

FamilyLocationCleanliness

A bright living area is adorned with large windows that offer expansive city views. A wooden dining table with six chairs is positioned near a sleek red coffee table. A gray sofa sits adjacent, complemented by decorative plants that add a touch of greenery.

4.87 out of 5 average rating, 133 reviews

Entertainment District DT-Toronto Close to CNTower

ValueLocationKitchen

5.0 out of 5 average rating, 11 reviews

Guest suite in Midtown

Casa Loma Retreat/Private Entrance/Outdoor Space

FamilyLocationAir conditioning

Apartment in Yorkville

Luxury High-Rise Suite with Stunning City Views

LocationValueAccuracy

5.0 out of 5 average rating, 4 reviews

5.0 out of 5 average rating, 14 reviews

Flat in Yorkville

Chic Yorkville 1BR: Elite Living with Balcony

LocationCheck-inCleanliness

5.0 out of 5 average rating, 13 reviews

Heart of Downtown Toronto | Walk to Everything

LocationCleanlinessAccess