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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Superhost

An outdoor seating area is framed by a wooden pergola, featuring a large, dark wicker table surrounded by matching chairs. Hanging plants add color to the space, and well-maintained greenery surrounds the area, creating a peaceful atmosphere for relaxation.

Apartment in Mississauga

4.88 out of 5 average rating, 267 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.

Top guest favorite

A wooden deck is highlighted with comfortable seating arrangements surrounded by vibrant planters filled with greenery. A patterned rug adds texture to the outdoor space, complemented by a table featuring a floral centerpiece. Soft lighting fixtures are positioned at the edges for ambiance.

Guest suite in Burlington

4.94 out of 5 average rating, 132 reviews

Burlington core close 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.

Guest favorite

A scenic view from a wooden deck showcases a lush green lawn leading to distant fields. A barbecue grill is visible alongside a dark table and chairs, with vibrant red flowers adding color to the outdoor space.

Home in Badjeros

4.94 out of 5 average rating, 104 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

Condo in Innisfil

4.88 out of 5 average rating, 203 reviews

Lake Simco penthouse at Friday Harbour resort

Modern Penthouse with beautiful furniture located in the Friday Harbor Resort with beautiful patio…outside pool in the summer and hot tub year round ..gas barbecues ..seating and dining area with fire place large balcony where smoking is allowed. Beautiful sunset on the right Forest 200acres with beautiful trails Beach area with rental equipment .paddle board .basketball court ..bike rentals… eagle nest golf with the restaurant overlooking golf course Beach club restaurant on the water

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 Toronto

4.91 out of 5 average rating, 141 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 spacious outdoor deck features comfortable seating arranged around a central fire table. Cushioned chairs and sofas are accompanied by a decorative rug. Lush planters and wooden railings create a warm and inviting atmosphere, surrounded by views of the vibrant village.

Guest suite in Elora

4.99 out of 5 average rating, 367 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 well-lit entryway features modern double doors with frosted glass panels, leading into the apartment. A staircase with wooden steps is visible, accompanied by a cozy seating area to one side. Neutral tones are present throughout the space, enhancing its openness.

Bungalow in Scarborough

4.94 out of 5 average rating, 142 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.

Superhost

A welcoming entrance features a covered porch with wooden beams, flanked by planters. Stone steps lead to a glass front door, which is complemented by large windows on either side. The well-maintained lawn adds to the overall inviting appearance.

Home in Bradford West Gwillimbury

4.8 out of 5 average rating, 5 reviews

kids paradise, extra storage, fenced, pet friendly

Fun stay with kids safety feature, ONSITE STORAGE great for family in between homes(extra), outdoor TV & playground: swingset, outdoor pretend kitchen, playset, basketball nets, long wide concrete driveway can be used for kids biking, scootering and skateboarding!patio deck, firepit, BBQ, extra seating and oirdoor TV! Relax with the whole family. 5 min drive to fishing, Town centee, Designated office space with printer perfect for WFH. Bluetooth speakers, high speed internet!!

Top guest favorite

A covered porch area features a spacious wooden deck with a hanging basket of vibrant yellow flowers. Lush greenery is visible beyond the railing, providing a serene outdoor space. The porch offers a welcoming entry to the home.

Home in Niagara Falls

4.9 out of 5 average rating, 174 reviews

Great Place, Lots of Room & Close to the Falls!

We offer well appointed surroundings. Not just with the interior of the home, but with the exterior as well. We have for you a place to relax, chat with family and a safe and comfortable place to enjoy. The inside offers you a lounge with sofas and a TV. we can host up to 6 people very comfortably with 3 full 4 pc bathrooms. Each of the 3 bedrooms have only 1 bed each. Two queens and a Double (Just shy of a Queen). Our exterior has a BBQ and a patio set just for our guests.

Top guest favorite

A spacious outdoor area features five Adirondack chairs arranged on a grassy lawn, with a patio table and canopy nearby. The exterior of the wooden house showcases large windows and a rustic design, surrounded by lush greenery and a tranquil atmosphere.

Farm stay in Markdale

4.99 out of 5 average rating, 134 reviews

Experience Country Living at Firefly Ridge

Your private living space is comfortable and bright, with lots of picturesque windows and high ceilings. There is a walkout to a private area where you can relax, and unwind, enjoying the sounds of nature and some farm animals, such as horses, minis, donkeys, goats, chickens, cats, 2 Australian cattle dogs and even some piggies. We love our animals and we welcome yours as we are a pet friendly farm. PLEASE NOTE DOGS MUST BE ON A LEASH WHILE ON THE PROPERTY.

Top guest favorite

Guesthouse in Lincoln

4.98 out of 5 average rating, 195 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS APRIL 28-30 MAY 1-8 MAY 11-23 MAY 25-30 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.

Top guest favorite

A clear swimming pool is surrounded by a concrete patio. A small shed is visible in the background, accompanied by green plants and a watering can. Lounge chairs are placed along the edge of the pool, creating a welcoming outdoor space.

Guest suite in Orangeville

4.98 out of 5 average rating, 160 reviews

Your Peaceful Santuary in Nature

Tranquil space to go walking through the 20 acres of forest with trails, lots of wildlife, and beautiful bright stars at night for stargazers. You can have a coffee in the morning on the patio set in front of the suite and have a drink on one of the hills in comfortable muskoka chairs up on a hill of the property and watch the sunset or sunrise if you are an early bird.