Holiday houses in Ashbridges Bay

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Top-rated holiday rentals in Ashbridges Bay

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A modern living space features a light-colored sectional sofa facing a wall-mounted television. A decorative fireplace is visible beneath the TV. A staircase with wooden steps and a sleek glass railing leads up, while a dining area with green decor is seen in the background.
Home in Toronto
4.83 out of 5 average rating, 36 reviews

Modern Leslieville Retreat (Renovated 2025)

Recently renovated in 2025, this modern home is located in the heart of Leslieville It features 2 bedrooms (king and queen beds) and 3 bathrooms, offering comfort and privacy for families, friends, or business stays Enjoy a chef’s kitchen with an open dining area overlooking a peaceful green space Includes a dedicated workspace and ultra-fast 1 Gbps fibre internet for seamless remote work Private parking is included Short walk to Woodbine Beach & cafés, restaurants, and shops along Queen St

Top Guest favourite
Home in Riverdale
5.0 out of 5 average rating, 41 reviews

Bright Spacious Laneway Home-Riverdale/Leslieville

Your beautiful, modern laneway retreat awaits—where comfort, style & city living come together. A newly built 1000 sqft detached home features 2 bdrms, full ensuites & a comfy queen pullout couch—sleeping up to 6. Unwind in the charming outdoor space with BBQ, then explore Queen, Gerrard & Danforth’s incredible restaurants, bars, coffee shops & bakeries. Walk to Riverdale Park for famous skyline views or hop on a streetcar—downtown is just a few km away. The perfect hub for your Toronto getaway!

Top Guest favourite
A living area is furnished with a dark brown couch and a coffee table on a textured rug. A TV stand with a large screen is positioned across from the seating. Light artwork is displayed on the walls, complemented by bright overhead lighting.
Guest suite in Toronto
4.95 out of 5 average rating, 263 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

Top Guest favourite
A modern living area features a gray sofa and an accent chair with a sleek design. A glass coffee table is set in front, with a cozy throw draped over the sofa. Large windows allow natural light into the space, with access to a private patio.
Apartment in Toronto
4.98 out of 5 average rating, 49 reviews

Modern 2BR Apartment Close To Beach (Free Parking)

Enjoy your stay in this modern Scandinavian designed apartment, amazingly located between the Beaches and Little India. This stunning, newly decorated unit has It all: 2 bedrooms (with comfortable new beds), 2 bathrooms (with heated floors), an open concept living space, a high-end kitchen and a private patio. This home also includes a Smart TV and lighting, high speed WIFI, climate control and parking. Walking distance to amazing restaurants & cafes, grocery stores, History and Woodbine Beach.

Top Guest favourite
A modern two-story cottage is surrounded by lush greenery and trees. The exterior features a combination of natural wood and dark green siding. A covered porch is visible with a personal entrance and outdoor seating. Bicycles are parked nearby, enhancing the outdoor activities available.
Guest suite in Toronto
4.95 out of 5 average rating, 242 reviews

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Top Guest favourite
An open concept studio features a wall-mounted Murphy bed, ample storage space in white cabinetry, and a kitchenette equipped with modern appliances. A small dining table with two stools is positioned near the kitchenette, while a comfortable sofa is positioned along the wall.
Condo in The Beaches
4.9 out of 5 average rating, 150 reviews

The Beaches pied-á-terre (Woodbine Beach)

Discover this charming getaway nestled in the sought-after "The Beaches" area. This prime location offers the perfect blend of beachside living, with just a short drive to downtown. Just steps to the beach and boardwalk, and the trendy shops of Queen Street East, with quick access to streetcars, buses, bike paths, restaurants, charming cafes, artisanal bakeries, patios, bars, LCBO, and grocery stores. Experiences: Boardwalk, Bike path/rentals, SUP boarding, Jazz Festival, Tommy Thompson Park

Top Guest favourite
A modern living space showcases an open layout with a comfortable tan sofa and a wooden coffee table. The kitchen is equipped with stainless steel appliances and features a spacious island with seating. Exposed brick walls complement the contemporary design, creating a welcoming atmosphere.
Home in The Beaches
5.0 out of 5 average rating, 74 reviews

2 level spacious apartment by the lake

Beautiful, newly renovated 1 bedroom apartment in the Beaches neighbourhood of Toronto with free parking. Very spacious, with two levels of living space over the main floor and basement of a three storey century home. Close to Lake Ontario, boardwalk, Woodbine Beach, cycling and walking trails by the lake, and Queen St. The apartment is conveniently located between the Beaches and Leslieville. Getting downtown is very simple, with the Queen streetcar being only a block away from the house.

Guest favourite
A modern living space features a brick fireplace with LED candles, enhancing the atmosphere. A glass coffee table with a wooden tray sits in the foreground, accompanied by decorative flowers. A large TV is mounted above the fireplace, providing entertainment options.
Home in Toronto
4.93 out of 5 average rating, 90 reviews

❤ of Downtown Leslieville✭Netflix✭Full Kitchen✭W/D

Unwind in your contemporary 4-bedroom home in the heart of Leslieville! Just 1 minute from the 501 streetcar, this stylish home is your gateway to Toronto's vibrant downtown. Boasting sleeping space for 8, three full baths, and a private backyard oasis with BBQ, it’s the perfect base for large groups and families. Enjoy high-speed WiFi, a modern kitchen, and the pet-friendly nature of the space. Dive into Toronto's iconic pubs, restaurants and attractions from this prime location. Book Now!

Top Guest favourite
The exterior of a modern tiny home is depicted, featuring light-colored siding and large windows. A set of stairs leads to a welcoming deck, adorned with potted plants and two wooden chairs. An umbrella stands near the entrance, providing shade for outdoor relaxation.
Guesthouse in Toronto
4.98 out of 5 average rating, 236 reviews

Adorable, modern tiny home in Leslieville

Kick back and relax in this calm, stylish space. 10 minute walk to History! 15 minute walk to the beach! Complete with kitchenette, 3 piece bathroom, and an upstairs bedloft (watch your head - 5'3"). There's a queen bed upstairs and a Spaze pullout sofabed downstairs. Rounding out the space is a TV, highspeed internet, and a minisplit ductless AC/heat pump. Linens and towels are provided. Please note steep stairs and low headroom in the loft. Operator Registration STR-2109-FMGHHC.

Top Guest favourite
Home in The Beaches
5.0 out of 5 average rating, 59 reviews

Luxury 1 bedroom Sleeps 2-Beach Retreat

Escape to this cozy Basement guest suite in Toronto's trendy Beaches area, just a quick stroll to Ashbridges Beach, History Concert Hall & shops. Perfect for couples or solo travellers, it features a queen-sized bed & essential amenities like WiFi, TV, Kitchenette (no stove), & laundry. Relax in the sauna after a day at the beach. Conveniently located near bus stops for easy city access or paid parking available. No smoking, vaping or drug use,no pets. Your perfect beach retreat awaits.

Guest favourite
Home in The Beaches
5.0 out of 5 average rating, 8 reviews

Beaches|Private unit|Full kitchen|snacks|beverages

Escape to this cozy 2-bedroom main-level suite in Toronto's trendy Beaches area, just a short stroll from Ashbridges Bay Beach, the boardwalk, History Concert Hall, and local shops. Perfect for families and small groups, it features 2 queen beds and a sofa bed, along with amenities including Wi-Fi, a fully equipped kitchen, and in-suite laundry. Conveniently located near the streetcar and bus stops on Queen St. East, Kingston and woodbine for easy access to downtown Toronto and beyond.

Top Guest favourite
A modern kitchenette is equipped with sleek white cabinetry and a quartz countertop. Red appliances, including a toaster, kettle, and microwave, are featured, along with a coffee maker. A stainless steel refrigerator is positioned alongside a compact dishwasher beneath a wood shelf.
Home in The Beaches
4.97 out of 5 average rating, 34 reviews

Chic 1-Bdrm Suite Steps to The Beaches & Boardwalk

Welcome to our newly renovated one-bedroom basement suite in The Beaches! This modern minimalist retreat is perfect for solo travelers or couples seeking a peaceful escape close to the vibrant city life. With a 10-mins walk, you can reach the beautiful shores of Lake Ontario. Enjoy the charming neighborhood's cafes, restaurants, boutique shops, and scenic parks. With easy access to the iconic 501 and 503 Streetcars, you can effortlessly explore downtown Toronto and its many attractions.

Popular amenities for Ashbridges Bay holiday rentals