
Smoking friendly holiday rentals in Windsor
Find and book unique smoke-friendly rentals on Airbnb
Top-rated smoke-friendly rentals in Windsor
Guests agree: these smoking-friendly rentals are highly rated for location, cleanliness and more.

Stylish Stay 6 min from Downtown
Enjoy a stylish experience at this centrally-located apartment. Located in Midtown Detroit with gated parking. Right outside your door is the Q-Line and Amtrak train station. Minutes away from Downtown Detroit, and only a 7 minute drive to Little Caesars Arena & Ford Field…right in the heart of everything. Special care given to ensure all your needs are met especially your sleep! There is a coffee shop within walking distance and other top local restaurants such as Oak & Reel & Yum Village.

Relaxation Place, Cozy remodeled house + more
This amazing and lovely 3-bedroom house has been completely updated, and comes equipped with a marvelous kitchen, comfy living room with 65In TV and Sound Bar system, up-scale bathroom, and relaxing bedrooms. I do pre-screen as I do not allow large house parties but I’m flexible in regards to small gatherings. Also I have to disclose I have outdoor cameras (A doorbell camera and a porch camera). House is also 12mins away from Downtown Detroit and is located right by a major freeway (I-96).

Nature retreat in Detroit!
This 2-bedroom brick bungalow has the most privacy and lots of comfort. *Private gated driveway* *Smoking allowed in the house* Urban Getaway with a nature friendly relaxing backyard/small pond with birds and bees flying by. Hop on the Lodge and you’re minutes from downtown Detroit, Ferndale, Southfield and the major Museums, parks, and venues. Right off 6 mile. experience staying in Detroit and it's laid-back vibe in a quiet residential street where you can relax and feel right at home.

Quiet luxury near downtown & Motown Museum
If you’re looking for a relaxing stay in Detroit then you have come to the right place. Located in the heart of the city, our home sleeps six guests across three Qn size beds (& 2 twin size air beds if needed). SMOKING OUTDOORS ONLY Office space for work. Bathroom w/ heated floors, towel warmer & waterfall shower. Fully renovated kitchen w/ all the amenities. Restaurants, theatre, library, museums, university are within a five minute drive. Easy freeway access to 10, 94, & 96.

420 loft Dtwn Detroit Industrial Free parking
Our loft is situated in a vibrant neighborhood in the heart of Downtown Detroit. The building, a former coat factory, has been converted into industrial-style lofts. Please note that due to the nature of the building, sound may permeate the walls and guests may hear their neighbors at times. If a completely noise-free stay is a priority, this loft may not be suitable for your needs. Additionally, this space is also well-suited for photo shoots, content recording, and business meetings.

Modern Walkerville Gem | HotTub & Cozy Backyard
This beautifully renovated townhome combines upscale and comfort. Cook in the spacious kitchen with new stainless steel appliances and granite countertops, dine at the custom live-edge wood table, and enjoy your favorite shows on a 65" Roku TV with Sonos soundbar. Relax in the deep bathtub or retreat to the backyard oasis featuring a large deck, hot tub, natural gas BBQ, patio furniture, and beautiful lighting. At night, rest easy on two plush queen size beds and comfy queen pillows.

The Chandler Home
The whole group will be comfortable in this spacious and unique space. This house is a dream for anyone who loves capturing the perfect photo. Every corner is designed with social media-worthy moments in mind, from bold, vibrant walls to chic and artistic furniture. Whether it’s a bold mural, a quirky bookshelf filled with vibrant decor, a sweet tooth kitchen, every detail in this selfie house makes sure that no photo is ever ordinary. It Seasonal decorations in the common areas.

Downtown Detroit Skyline View w/Free Parking Green
This thoroughly disinfected loft has been furnished to an impeccable standard. It’s the ideal retreat for an exquisite & up-scale stay, with the stunning beautiful Detroit riverfront at a short walking distance. We believe it’s the ultimate location to experience Detroit the way it should be. Get ready to get inspired in the up-and-coming neighborhood of Corktown! Very close to some fabulous sites. All in all, guaranteed enjoyment and relaxation. Unfiltered fun for everyone!

420 Friendly Industrial Loft Near Downtown
Industrial studio just 5 minutes from Downtown Detroit in historic Corktown. Perfect for game days, concerts, or weekend trips—minutes from Ford Field, Comerica Park, and Little Caesars Arena. Walk to Michigan Central Station, Ralph Wilson Park, the Riverwalk, and top spots like Slows BBQ and Green Dot Stables. Includes a full-size bed, full kitchen, Smart TV, fast Wi-Fi, free parking, pull out sofa, and a 420-friendly environment that is next door to a dispensary. NO PARTIES

Huge Historic Home w Huge Yard
Huge historic home (built it 1898) with high-end interior and 2 separate large private yards. This house is a block away from the Q-line/Woodward Ave. Large Bedrooms, each with their own large private bathroom. There are two separate yards with privacy fencing and thousands of plants and open space. Attached garage. Security system. Great views. Extremely safe. Coffee shops and restaurants in walking distance. Amazing location. Amazing home. Amazing experience.

Poker Place Detroit
No parties, no pets, and no children under 18. If you arrive with children, pets, or unregistered guests, the reservation will be canceled without a refund and a $500 fee will apply. Only registered guests are allowed. We have exterior security cameras and will verify the number of guests No local bookings. If you are local, your reservation may be canceled. If you have any questions before booking, feel free to reach out!

Condo minutes from Downtown
Enjoy a stylish experience at this centrally-located place. Welcome to Historic units at Gramont Manor. This unit boasts a stylish 1 bd/ 1 bath in the heart of Mid town Detroit a mere minutes from our Downtown area. Enjoy being in walking proximity to the Fisher Theater, Motown Museum, Cadillac Place building and an abundance of fine dining options.
Popular amenities for smoke-friendly rentals in Windsor
Smoke-friendly flat rentals

Super Cute Detroit Apt | 21+

Beautiful 'rose Themed' Loft Near Downtown Detroit

Detroit Diggs

Welcome to Downtown Detroit!

Sleek Downtown Loft with City Views

Canada Bridge Loft + View

Detroit-Themed Corktown Loft

Apartment in midtown The Hushed Hide-Away
Smoke-friendly house rentals

Morningside Getaway

50 shades of pink palace

Cozy Updated Detroit Duplex • 10 Min to Downtown

3-bed, 5bath, w/ Private Sm Event Space & Deck

Old Detroit

Welcome to our home

"Downtown Detroit Getaway"

Grey Escape
Other smoking-friendly holiday rentals

Picturesque Park View w/ Queen bed, SmartTV & Desk

Spacious 3BR Near Downtown Detroit

Home In Detroit Quiet, Clean & Simple

SAVE BIG on Long time stay - sleeps 15 - 2.5 bath

R14 B#10/6 Shared Basement Hostel Sud Windsor

The Collective House {Cannabis Friendly}

Clean & 420 safe-Grosse Pointe, Detroit

Private Event- Party Tent Rental
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $136 SGD | $132 SGD | $133 SGD | $142 SGD | $152 SGD | $153 SGD | $155 SGD | $166 SGD | $152 SGD | $156 SGD | $157 SGD | $153 SGD |
| Avg. temp | -3°C | -2°C | 3°C | 9°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 5°C | 0°C |
Quick stats about holiday rentals that are smoking-friendly in Windsor

Total holiday rentals
Explore 50 holiday rentals in Windsor

Nightly prices starting at
Windsor holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 3,140 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Windsor holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Windsor rentals

4.6 Average rating
Windsor stays receive an average rating of 4.6 out of 5 from guests

Nearby attractions
Windsor’s top spots include Little Caesars Arena, Comerica Park and Ford Field
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- Ford Field
- Little Caesars Arena
- Point Pelee National Park
- Michigan Stadium
- Comerica Park
- Detroit Zoo
- University of Michigan Historical Marker
- Mt. Brighton Ski Resort
- University of Michigan Museum of Art
- Motown Museum
- Maumee Bay State Park
- University of Windsor
- Alpine Valley Ski Resort
- Oakland Hills Country Club
- Fox Theatre
- Hollywood Casino at Greektown
- Forest Lake Country Club
- Renaissance Center
- Kensington Metropark
- Huntington Place
- Great Lakes Crossing Outlets
- The Heidelberg Project
- Pine Knob Music Theatre
- Detroit Historical Museum





