
Places to stay near Main Street
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Main Street
Guests agree: these stays are highly rated for location, cleanliness and more.

Bright, Private & Modern Urban Retreat
Kick back and relax in this bright, stylish urban retreat. Enter the newly renovated space through a private gated walkway. Located off a vibrant avenue on a secluded street, enjoy the locally-owned coffee shops just a stone’s throw away, or get active in one of the many neighbourhood parks. With several transit options in the immediate area, explore the City with ease. Then, come home to decompress with a hot shower or relaxing bath, watch a movie on the 55” TV, or read a book by the fireplace.

Cozy Suite King Bed Free Parking Private Entrance
Welcome to your cozy Airbnb in the heart of the Danforth! This charming 1-bedroom basement apartment blends comfort and convenience Located just a 15-minute walk from Woodbine Station, 20-minute stroll to the trendy Danforth neighborhood, you'll have access to fantastic restaurants and Woodbine Beach. Downtown Toronto is only a 25-minute drive away. Close to HISTORY nightclub (9-minute drive) and Danforth Music Hall (13-minute drive). 20-25 minute drive to Rogers Centre and Scotiabank Arena

Woodbine Warehouse
Wake up under an elegant painted headboard in a quiet bedroom with hotel-grade linens and sophisticated neutral colour scheme. This self-contained apartment is on the ground floor of a 1950's warehouse with 10' ceilings, parking right outside the door and an outdoor seating area for your morning coffee. Situated in a lovely east-end neighbourhood within walking distance of the Beach, east of the Danforth's Greek Town and a 5-minute walk to the subway station and GO TRAIN. 15 minutes to downtown.

Cozy Studio | Walk to Subway! | Near Downtown T.O
Welcome to your peaceful city escape! Completely Private Unit with garden view on the main floor! 🛏 The Space Includes: • A comfortable double bed with fresh linens • Fast Wi-Fi and a workspace for remote work • Fully equipped kitchenette (microwave, stove, fridge, kettle) • Private bathroom with towels and toiletries 🚶♂️ Location Highlights: • Just a 15-minute walk to the nearest subway station, making downtown access easy • Steps away from local cafes, bakeries, and grocery stores

Bright East-Toronto 2 Bedroom Near Subway
2 bedroom private second floor unit, clean, bright, very clean and comfortable beds. A 5 minute walk gets you to the subway station, 10 the other direction will take you to the GO train station for a quick ride downtown. Locally, almost everything you might need is nearby; playgrounds, parks, grocery stores, restaurants and pubs, and a quick bus ride will get you to the beach. I am close enough to the train line that you will hear the trains a bit. The bedrooms face the other way, though.

Retreat on a Park - 2 Bed/2 Bath+K&Q beds+Sleeps 4
House in a park: our space is a walk-out directly to the back yard that sits on top of one of the largest parks in Toronto. Features 2 bedrooms with full windows, king & queen beds, living room with couch and office space and a kitchen. You have full use of the backyard and BBQ nestled among old ravine trees, perfect for relaxation. 15 min drive to downtown, 10 min drive to the beach, close to one of the main highways and grocery stores. All inclusive utilities. Free parking for 3 cars.

Private Coach House near the Bluffs
This separate, minimalist, self-contained coach house is a perfect quiet escape for one, and can also intimately accommodate two persons. Wake up in natural light with all the essential home comforts: a premium queen-size mattress, hypoallergenic, 100% cotton linens, a separate bathroom, toiletries and kitchen basics. Nearby options for prepared meals, groceries + delivery. No TV. No extra housekeeping fees. A 20-minute getaway from the downtown core near the lake in the east end.

Arthouse, Designer 1-Bedroom with Office/ Backyard
Step into style and comfort in this thoughtfully curated home, where Canadian avant-garde art meets timeless antiques and modern amenities. Enjoy a serene bedroom with a plush queen bed, two luxurious feather-filled sofas, a chef-ready kitchen, oversized designer natural stone dining table, office space, zen bathroom, full laundry, a sun-drenched deck, and a lush backyard oasis. Ideal for refined city getaways or relaxing staycations. Private parking included for your convenience.

Modern Private Space in Upper Beaches
Kick back and relax in this calm, stylish private space. Enjoy a spacious area with a comfortable bedroom, kitchenette, cozy living room and private bathroom. Located very close to bus, Go train and subway. Woodbine beach and History venue are just a 5 minute drive or TTC it! Downtown,Theatre District and the Eaton's Center are easily accessible by transit. Kingston Road Village and the Beaches Queen Street East for dining. Bike trails, kayaking, SUP rentals at the beach.

Bright Studio W/ Separate Entrance - 15 min to TTC
This charming space is perfect for solo travellers or couples seeking a home away from home. Nestled in a vibrant neighbourhood, you'll find yourself a short walk away from Warden Station (TTC). Enjoy a well-equipped kitchenette, a comfy bed for a restful night's sleep, snacks and coffee and a smart TV equipped with the latest apps. Whether you're here for business or leisure, book your stay now and experience the best of Toronto with all the comforts of home!

One bedroom vacation rental at The Beaches
Welcome to Our Cozy Retreat! Escape to our relaxing, perfectly situated in a prime location at the Beaches, a few minute walk to the: - Beautiful beaches - The vibrant waterfront boardwalk - Bike path and parks - A variety of delicious restaurants, pubs and shops Local Amenities including such as: - Spa and wellness services - Nail and hair salons - Flower, gift, and clothing shops - Grocery stores - Yoga studio - History Toronto (concert venue) - Theatre

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.
Popular amenities for holiday rentals near Main Street
Apartment rentals with wifi

Unique townhouse studio

The Penty: Luxurious Penthouse with Pool, Hot Tub

Scenic View! Luxury entire condo/Toronto Downtown

Hidden gem in Humber bay shores Toronto w/ parking

Stylish Downtown Toronto Condo with Free Parking

The Beaches pied-á-terre (Woodbine Beach)

Luxury Yorkville Escape | Condo in Prime Location

Trendy & Cozy 1BD Condo in the Heart of Toronto
Family-friendly house rentals

Upper Beaches Hidden Gem (Queen Bed & Yoga Room)

Cozy room in Upper Beaches home

Sweet spot to stay in Toronto!

New, private suite near subway

Modern 1Bdrm in Danforth Village

Bright Cozy Room in Beautiful House

Cozy Apartment - 20min Downtown w/ Patio

Zen Den - Entire House with Parking & Garden
Apartment rentals with air conditioning

A simple, cozy beach retreat

Upper Beaches Basement Apt

Cozy and bright apartment, private entrance, clean

Luxury Kitchen - Desk - Basement Apartment

Modern Victorian

Luxury furnished Loft with PrivateTerrace

Modern Suite in Danforth - Easy Downtown Access

Cozy & Spacious East End Basement Studio
Other great holiday rentals near Main Street

Sandy Toes & City Glows/Beach 8min/D.T T.O 20min

Modern Cozy Toronto Getaway - 10 min to city core

Luxury Private Suite w/ Own Entry and Bathroom (1)

A Tiny Hotel: The Manhattan Room, near History

Private Suite W/Private Entrance - Entire Place

Fabulous home in Toronto

Your room with in suite private washroom

⭐Quiet Room w/Garden View - 7 Min Walk To Subway⭐
Destinations to explore
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Exhibition Place
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- The Danforth Music Hall
- Toronto Zoo
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- Niagara Falls State Park
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara