Holiday houses in Grenadier Pond

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Top-rated holiday rentals in Grenadier Pond

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

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Top Guest favourite

A bright and inviting living area features a comfortable armchair beside a decorative table. Natural light streams in through large windows adorned with sheer curtains. A stylish coffee table with drinks and sunflowers complements the warm wood flooring and tasteful wall art.

Apartment in Roncesvalles

Charming High Park Getaway | Rooftop Terrace

Stay in our bright and welcoming High Park retreat, perfect for families, couples, or business travellers. This stylish home features 2 bedrooms, 1.5 bathrooms and a comfortable pull out sofa. Filled with natural light and thoughtful touches. Steps from High Park, lakefront, and the shops and cafés of Roncesvalles Village. With nearby streetcars and subway access downtown Toronto is only minutes away. Perfect for guests seeking comfort, calm, and connection to nature in the heart of the city.

4.94 out of 5 average rating, 32 reviews

Top Guest favourite

A well-lit living area is presented with a cozy black leather sofa and an accent chair. A glass coffee table stands atop a light gray rug, while potted plants add greenery. Natural light filters through large windows, enhancing the inviting atmosphere of the space.

Home in Toronto

Newly Renovated 3 Bedroom Home

Located in the highly desired Swansea neighbourhood near the heart of Toronto, next to the majestic High Park, and beautiful Lakeshore. 3 Bedroom, 3 Bathroom house with all amenities. Highly accessible by car and foot. Downtown Toronto in a mere 25 minutes via transit to ensure a maximum travelling experience. Bloor West offers restaurants with food from all over the world, all within a 5 minute walk from our home. Great for families and travelers looking to stay downtown and to avoid traffic.

4.94 out of 5 average rating, 47 reviews

Top Guest favourite

Cottage in Toronto

The Cottage in High Park - free Parking

Escape to our city oasis! Nestled in High Park/Bloor West Village, our charming cottage offers urban tranquility just 15 mins from downtown by subway. Ride a bike to the beach, wander the tree-lined streets, explore boutiques in the local village, or forest-bathe deep in the trails of High Park. Return to cozy comfort, a wood-burning fireplace, a game of charades, or step out to a covered patio, perfect for BBQ creations or a movie under the stars. Your urban-cottage escape begins here!

5.0 out of 5 average rating, 25 reviews

Top Guest favourite

Apartment in Toronto

1 Bedroom-King bed with parking steps to the lake

Enjoy a relaxing stay in this 1 bed + den, 1-bath suite w/parking near the lake. This bright, open-concept space is featuring a modern kitchen, living area, and a comfortable bedroom. Balcony with partial views of the lake & city skyline. Located just steps from the waterfront, with easy access to scenic walking and biking trails, local cafes, restaurants, supermarkets, banks and more. Transit options are nearby, making it easy to get to downtown Toronto. Registration # STR-2604-HQQBPX

5.0 out of 5 average rating, 12 reviews

Superhost

A comfortable living area is showcased, featuring two leather sofas and a coffee table. A television mounted above the fireplace displays Netflix. Natural light enters through large windows, and decorative elements include a flower vase and a colorful wall art piece.

Home in Toronto

3 bdr home + bsmt in Swansea/High Park

The home is located in the beautiful Toronto neighbourhood of Swansea! It is just steps from Bloor street restaurants, shops and cafe’s. Runnymede subway station is located 500m away, which can take you downtown in 15 minutes. high-speed Wi-Fi (500mbps) fully stocked kitchen 2 lounging areas (living room and basement) Kitchen island for breakfast Elegant dinner table for hosting Free parking 2 60inch 4k TVs with Netflix Backyard lounge space Guests will have FULL access to the entire home.

4.88 out of 5 average rating, 24 reviews

Top Guest favourite

The exterior of a two-story house is visible, featuring a stone facade and a gabled roof. A well-maintained front garden includes neatly trimmed shrubs and decorative stones. The walkway is paved, leading up to a covered porch adorned with pillars and bordered by a low fence.

Home in Toronto

Lake Trails Toronto House

This 2 story house is located in quiet residential area, 3 BR, 2 BA, AC, fully equipped kitchen, high speed internet, TV, laundry room, exercise room, backyard with gas BBQ. Steps away from Lake Ontario with stunning views of the city skyline, hiking and biking trails. We are in a central location: 13 min from Downtown, 15 min from Toronto International Airport. Meters from bus stop and 2 min to Gardiner Expressway, parking on the driveway 2 cars. Restaurants and grocery stores within 5 min.

4.99 out of 5 average rating, 109 reviews

Top Guest favourite

A modern, multi-story house features a mixture of light stone and dark siding. The structure includes multiple large windows and decorative balconies, surrounded by neatly manicured landscaping. A driveway leads to a garage located beneath the home.

Apartment in York

Bloor/Jane Gem

WELCOME TO Modern Luxury ~ studio apt. in Bloor West Village ~ 5 min. walk to subway - 7 min to Gardiner Expressway & QEW ~ park FREE on driveway ~ private entry ~ private patio ~ 10 ft. ceiling ~ KING BED ~ separate shower ~ kitchenette - dishes ~ mini fridge ~ 55” TV ~WI-Fi ~HEATED floor ~ walk to Bloor St. restaurants, sportbars , shops ~ minutes to Old Mill Inn and a lovely walking trail along the Humber River

4.96 out of 5 average rating, 74 reviews

Top Guest favourite

Guesthouse in Junction Area

Peaceful, Cozy, Safe High Park Laneway Studio

Bright, modern ground-floor studio in a new, one-of-a-kind laneway house with easy Downtown access for couples, executives, solo travelers. Enjoy a private entrance, Murphy bed/workspace, high-speed internet, full washroom, and kitchenette. Steps to the TTC & UP Express for quick trips to restaurants, concerts, sports, or the airport. Located on our welcoming family property in walkable High Park North, blocks to the Junction’s cafés and pubs. We prioritize a safe, spotless, comfortable stay.

4.98 out of 5 average rating, 66 reviews

Top Guest favourite

Home in Toronto

Cosy Bsmt Suite - Walk to Lake, High Park & Subway

Newly renovated bsmt suite offering comfort, convenience, and neighbourhood charm. Walk to the subway (13 min), streetcar (10 min), bike rentals (5 min), the lake boardwalk, perfect for a morning run. Walk to lively Bloor West Village with great restaurants, cafés, bakeries, and shops. Family‑friendly with a crib for little ones. Free parking available on the driveway; BBQ available upon request. A refreshed interior and excellent walkability make this an enjoyable Toronto stay.

5.0 out of 5 average rating, 32 reviews

Superhost

A light-filled living area features a comfortable sofa and a flat-screen television mounted on the wall. A dining table with place mats is visible, accompanied by wooden chairs. A staircase in the background leads to additional levels, and a potted plant adds a touch of greenery.

Guest suite in Toronto

Excellent Private Suite in Bloor West Village

Freshly renovated, this cozy apartment in Swansea boasts a super convenient location with easy access to High Park, the lakefront, and Bloor West Village. Just steps from the subway, bus, and streetcar, getting to downtown is fast and hassle-free. Enjoy vibrant cafes, restaurants, and shops nearby, plus quick access to the QEW. Perfect for couples, families, or anyone seeking a peaceful retreat with seamless city connections. Registration number: STR-2101-GPTDVG-RNWL-2601

4.63 out of 5 average rating, 127 reviews

Guest favourite

Apartment in Bloor West Village

Bright Cozy Studio in High Park

✨ RENOVATED 2026 ✨ Step into a bright, open-concept Private Suite with an elegant modern design and calming finishes in the heart of Bloor West Village, High Park, and Junction! ➤ Exclusive 30 day stay discount ➤ 12 mins to BMO Field ➤ Nespresso coffee maker ➤ Sleeps 2 (Queen Bed + pull out sofa bed) ➤ Spa-style bathroom with glass walk-in shower ➤ BRAND-NEW stainless steel appliances (fridge, cooktop, stove, microwave) ➤ Smart TV + high-speed WiFi ➤ Washer Dryer

4.89 out of 5 average rating, 18 reviews

Guest suite in Roncesvalles

High Park Boutique Retreat with Urban Oasis

Tucked into one of Toronto’s coolest neighborhoods, this freshly renovated one-bedroom guesthouse is the perfect urban escape. Featuring a stylish walkout basement that opens onto a backyard oasis, it’s steps from High Park, near the beaches of Lake Ontario, and moments from the cafés, cocktail bars, and buzz of Roncesvalles. Thoughtfully designed with modern touches and easy transit access, it’s where boutique-hotel vibes meet laid-back city living.

4.73 out of 5 average rating, 161 reviews