Smoking friendly vacation rentals in Caledon

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Top-rated smoking friendly rentals in Caledon

Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

The exterior of the guest house features a wrap-around composite deck with glass railing, overlooking the direct waterfront views of Lake Ontario. The structure is surrounded by lush greenery and is complemented by large windows allowing natural light into the living space.

Guesthouse in Lincoln

4.98 out of 5 average rating, 233 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS SEPTEMBER 28 - OCTOBER 4 (6 nights/7 days) OCTOBER 19-31 NOVEMBER 1-30 Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. We are located along the south shore of Lake Ontario amongst the fruit belt of the Niagara. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging on-site. Views from the cottage include peache

Top guest favorite

The interior of the yurt features a queen-sized bed centered on a circular rug, complemented by a small kitchenette and seating area. Natural light enters through a skylight, highlighting the rustic decor and wood stove. Towels hang on hooks, enhancing the space's functional design.

Yurt in Port Perry

5 out of 5 average rating, 67 reviews

Sidarly Hills Cozy Yurt Getaway on 100 acre farm

Sleep under the stars on a 111 acre farm. This rustic experience allows you to live off-grid and among nature. There are a number of trails and outdoor areas to explore as well as a number of close-by amenities within a 5 minute drive including 2 ski resorts. If you really want to indulge, we are also just a 20min drive to the Thermëa spa by Nordik. Far enough away from the hustle and bustle but close enough to not require a long travel commitment, this place is a great way to relax and unwind.

Guest favorite

A well-maintained garden area showcases lush green grass surrounded by various structures, including a gazebo and several storage sheds. Mature trees provide shade, and a patio area is visible. Flowering plants add color throughout the space, creating a serene outdoor atmosphere.

Apartment in Mississauga

4.88 out of 5 average rating, 272 reviews

Nice 1-Bedroom apartment in downtown Mississauga

Grace. A super host welcomes you to a Recently renovated beautiful single detach cottage unit completely private and separate. Sufficient parking. and bright entrance, Complete with comfortable queen size bed. with a fridge, double induction cooktop with all equipment included, a microwave, cozy & electrical fire place and also includes a 50 inch TV with an Apple TV including Netflix. And wifi. Nice and quiet place nearby Highways. And within walking distance to grocery stores and restaurants.

Guest favorite

A nighttime view of the downtown skyline is displayed, featuring illuminated high-rise buildings against a darkening sky. A busy roadway stretches below, with vehicles in motion, and hints of waterfront visible in the background, creating a vibrant urban scene.

Condo in Harbourfront

4.89 out of 5 average rating, 235 reviews

1Bedrm Condo|❤️ of Dt-Union Stn, Scotiabank Arena

Ideal location! Across the street from Union Station and Scotiabank Arena. Steps away from Toronto Convention Centre, CN Tower, Rogers Centre, Harbourfront, Ripley's Aquarium, and more. In the building you'll be staying in is a sports bar and grill, LCBO liquor store, large grocery store (also serving hot food), Starbucks, and a fine dining restaurant. Parking is available directly across the street at a rate of $24 - $30 per day. Parking always available, no need to reserve. Pay at the gate.

Guest favorite

A living area is featured with a pair of black leather sofas, complemented by decorative cushions. A glass coffee table sits at the center, topped with a small vase of flowers. Soft lighting is provided by two table lamps on either side, and a wall-mounted TV is visible.

Guest suite in Burlington

4.93 out of 5 average rating, 153 reviews

Burlington core.Walk to to lakefront and downtown

Large bright lower level walkout 3 bedroom in quiet residential neighborhood within walking distance to downtown and lake. Plenty of greenspace and deck and parking. Brand new kitchen fully stocked including oil spices tea coffee. Separate entrance with self-check in. Own free laundry facilities. Close to beach, promenade, festivals, trails, restaurants, shopping and more. 45 mins to Niagara Falls and Toronto. Wi-Fi, freezer, cable, Netflix included. 3 piece bathroom and unlimited towels.

Superhost

A cozy seating area features two hanging chairs, crafted for relaxation, with plush cushions. Natural light enters through large windows, illuminating the wooden interior. A patterned rug adds warmth to the space, enhancing the connection with the surrounding nature.

Cabin in New Tecumseth

4.8 out of 5 average rating, 65 reviews

Romantic Spa/Sauna Cabin Getaway

This unique 'off grid style' (+electricity) is a tiny cabin surrounded by nature & panaramic views. It's a SPOT TO RETREAT, relax & endure much needed downtime : by yourself, a couple/ two family members/friends who are looking for spa quality time 'away from it all.' Inside - enjoy the benefits of sauna/spa culture w/ an authentic large wood powered sauna. There is No inside bathroom - tiled outhouse pit toilet (see photos). For more info/ see what others have said, look up Wärme Sauna.

Guest favorite

An open concept game room features a polished pool table at the center, with a bar area equipped with stools to one side. Large windows allow natural light to fill the space, while a mounted TV and comfortable sectional couch create an inviting entertainment area.

Home in Badjeros

4.94 out of 5 average rating, 127 reviews

JJ’s small town country retreat

Take a step back in time to this old farm house. Located on the corner of our little town called Badjeros. This house was built in the 1930s and it’s been in our family for over 80 years. Since then there has been numerous upgrades to the house as well as a large 1200 square foot open concept addition built onto the existing house. While out in the country, this house is central to many attractions in the area 1.5 hours south of Toronto/GTA. Blue Mountain/ Collingwood is 30 minutes north.

Guest favorite

The entrance of the home features a set of steps leading up to a porch flanked by two lamp posts. A well-maintained garden with potted plants is visible along the pathway. The exterior showcases a combination of light-toned siding and dark accents.

Apartment in Earlscourt

4.9 out of 5 average rating, 166 reviews

Spacious & Vibrant upstairs apartment

There are several shops and restaurants on St. Clair Ave W. Plenty of transit options north of you on the St. Clair line or the bus line on Dufferin. A dog within minutes from the home. The actual space is perfect. Opposite of the open concept apartment, this spacious one bedroom had a separate eat-in kitchen, separate living room, and bedroom. The apartment has the fastest wifi speed. The second floor back terrace has a lovely view with gorgeous sunsets. Parking ✅ Not a shared space.

Top guest favorite

A modern condominium building is showcased from a street view, highlighting two tall, sleek towers with an expansive glass façade. The ground level features a multi-story section with large windows and contemporary architectural elements, set against a clear blue sky.

Condo in Mississauga

4.89 out of 5 average rating, 119 reviews

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1

Welcome to this exquisite 2-bedroom 2 bathroom condo, a blend of modern sophistication and breathtaking views. Nestled in the heart of downtown Mississauga this private-corner unit is everything you’re looking for. Everything in this unit is brand new. Cleanliness and providing a 5 star stay is our priority. All necessities are provided to make you feel at home. Amenities are available to all guests including a gym, pool, hot-tub, sauna, yoga room, music room, game room and much more.

Top guest favorite

An elegantly designed building features a unique glass extension reflecting the surrounding nature. Multiple levels are connected by balconies with black railings, while wooden accents add warmth. A large umbrella is visible on the upper deck, creating a welcoming outdoor space.

Guest suite in Elora

5 out of 5 average rating, 410 reviews

Karger Gallery Suite

Located within Elora's downtown core, the Karger Suite is only a few short steps to the many fine restaurants and the Elora Mill. Enjoy the views and vibes of being in the heart of Ontario's most beautiful village. The private suite overlooks pine trees, century-old stone walls, angled rooftops and the charming village of Elora. Enjoy a glass of wine on your private 1500 sq. ft. third floor patio, keeping warm and cozy beside the fire-table. Day or night the views are enchanting.

Top guest favorite

A spacious living area features a modern gray sofa with two plush white cushions. A light-colored rug adds texture to the floor, while a small table is positioned nearby. A fully equipped kitchen with stainless steel appliances is visible in the background, complemented by soft, natural light from a nearby window.

Bungalow in Scarborough

4.94 out of 5 average rating, 161 reviews

Stylish Apartment! Steam sauna! Free Parking!

Check into this spacious and professionally decorated luxury apartment! You'll find comfort at every step with heated floors, a double steam sauna shower, fully stocked kitchen and 55" HD TV cable and Netflix. Lightning fast Bell internet (8gig) for streaming and work. Free Parking. 6 mins walk to the subway (Victoria Park). 15-20 mins by subway OR driving to the downtown core of Yonge and Bloor. 10mins drive to Scarborough Bluffer’s Park Beach and 7mins Drive to Woodbine Beach.

Guest favorite

A backyard setting is illuminated by soft lights, featuring a cozy fire pit at the center. Surrounding areas include a dining space and lounge chairs under a red umbrella, with decorative elements such as potted plants and rustic wooden decor enhancing the ambiance.

Guest suite in Mimico-Queensway

4.88 out of 5 average rating, 111 reviews

Quirky fun getaway in Mimico near the lake

Relax & unwind in this private charming unit with a separate entrance and a backyard that brings you into a world of its own. We are ideally located in the heart of beautiful Mimico, Toronto's green west-end neighborhood with Lake Ontario just steps away. Comfortable, eclectic, safe & functional with a chill vibe. Great location for concert-goers, sports events, downtown tourism & nature lovers. We respect & appreciate diversity & inclusion.