Smoking friendly holiday rentals in Westchester County

Find and book unique smoke-friendly rentals on Airbnb

Top-rated smoke-friendly rentals in Westchester County

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

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Serviced apartment in Greenwich
4.8 out of 5 average rating, 5 reviews

Comfort next to the Byram River with Gazebo

Stylish apartment @end of a cul de sac circle, stone path leading to a private flagstone patio & private entrance to a sweet apartment. It has a large living Rm, Full Bath, Kitchen, Brm, in/outdoor cooking, passing through a naturally preserved forest. A stone patio&green yard, a walkway leads to your own private charming Gazebo above Byram River where you can have coffee, practice meditation/yoga, or do work as the entire property has WiFi! In the river you will see fish, turtles, wildlife.

Guest favourite
The inviting living room displays a neutral color palette with a large area rug featuring blue and white patterns. Two comfortable sofas, a decorative coffee table, and a fireplace are visible, accompanied by natural light from the windows, creating a calm and spacious atmosphere.
Home in Port Chester
5 out of 5 average rating, 23 reviews

3br + game rm abt 45min drive or easy train to NYC

This cozy 3-bedroom Port Chester house (accommodates up to 11 people), offers excellent value, spacious living, and proximity to NYC and Greenwich, CT. A short 10-min walk brings you to the center, the historic Capitol Theatre, & the train to NYC. It's a quick drive to key landmarks and attractions, about 40 mins to NYC, with a train ride to Grand Central taking 45-60 mins. 11-min walk to Capitol Theatre. Perfect for those seeking a quiet, safe neighborhood close to the vibrant city centers.

Superhost
Place to stay in Mount Vernon
4.9 out of 5 average rating, 10 reviews

Cozy Spacious layer, 2 floor,4 Retreats/PartyVenue

420 friendly … Cozy place it will let you have your piece of mind once you step in.. you will be feeling like you in a different world The place is so huge you can play loud music any time you want no neighbors will complain Feels like home with this cultural place that will make you feel unique If you want to book for more than 16 guest or If you want to host in an event here up to 50 ppl, you would need to contact the host ahead and let them know the event description before booking

Top guest favourite
A serene view of the Hudson River at sunset, featuring vibrant orange and yellow hues reflected on the calm water. Silhouettes of trees outline the scene, creating a peaceful atmosphere with the distant hills visible against the colorful sky.
Flat in Ossining
4.96 out of 5 average rating, 512 reviews

Hudson River Peaceful Getaway, Explore from here

Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $19 cleaning with or without pets.

Home in Ossining
New place to stay

Private Pool & Al fresco Dining on 3+ Acres

Willoway features your own private 36,000 gallon heated saltwater pool(May 15-Oct 1) on wooded 3+ acres up a winding and gated driveway. With parking for 4 cars, 3 bedrooms/4 beds and 1.5 baths, it's great for families, groups, or couples. A $750 deposit is required, and security cameras monitor property perimeter, door, and parking/driveway. Quick Facts: +Max of 6 guests. +single level home +parking for 4 vehicles +Self check-in +2 Dogs ok +High speed WiFi +Laundry +Full Kitchen

Guest favourite
An inviting interior space features a rustic bar area with three metal stools, complemented by a wooden countertop. A soft circular rug rests on the floor, and a decorative armchair is positioned nearby. Natural light filters through the window, enhancing the cabin's cozy atmosphere.
Tiny home in Chappaqua
4.9 out of 5 average rating, 60 reviews

Cozy tiny log cabin on 13 acres

Tiny rustic cabin located in the woods. Large screen TV and Wi-Fi. No stove but will provide cooktop and toaster. Full bathroom with shower. People love the back deck to enjoy their morning coffee and to watch for wildlife. One bedroom with comfy queen bed and fan. All linens and towels supplied. Please be aware this is a rustic beautiful site. Trails in the back and very close to rail trail. Mini splits will keep you toasty warm in the winter and ice cold in the summer.

A spacious bedroom is furnished with a queen bed dressed in a checked bedding set and complemented by a cozy armchair. A tall dresser and a wall-mounted television are visible, along with air conditioning and natural light filtering through the window drapes.
Flat in Yonkers
4.81 out of 5 average rating, 204 reviews

Apartment in Yonkers

Fully renovated private 1 bedroom apartment. Forget all of your worries at this stylish, spacious, 420 friendly, centrally-located place just 10 minutes walk to Yonkers Boardwalk and train station. 1 bedroom space, can fit 3 adults comfortably features 1 queen bed and 1 queen pull out sofa. full bathroom and full kitchen WiFi and free streaming services on 50in HDTV free street parking and paid private parking at 99 vark st (3 min walk)

A spacious living area features a comfortable sectional couch and a modern entertainment unit. A dining table with four chairs is situated nearby, complemented by a decorative plant. Soft lighting enhances the neutral tones of the walls and flooring.
Flat in Yonkers
4.68 out of 5 average rating, 277 reviews

A Serene Yonkers Escape

Ground level apartment in the north side of Yonkers. About 30 minute commute to the city. About 7 minutes away from the Yonkers waterfront. St. Johns hospital within walking distance. This stay is perfect for those who need a nice peaceful place to crash and not limited to those who are looking for a long term stay. Cameras located on the outside of the premises only. BBQ and outdoor furniture can be used for an additional fee.

Superhost
Home in Yonkers

Crown Parlor

This stylish place to stay is perfect for group trips and gatherings. Escape to your own private oasis in Yonkers: This spacious suite offers a private entrance and garden. Whether you're looking for a peaceful retreat or an exciting adventure, this prime location is just a 20-min drive and 25 minutes by train from the bustling metropolis of New York City and only 5 minutes from the Cross County Mall and RidgeHill Mall.

A spacious two-story farmhouse is set within a lush green landscape. The home features a welcoming front porch, multiple gabled roofs, and large windows allowing ample natural light. Surrounding grassy areas are complemented by a circular driveway, providing convenient access.
Home in North Salem

Equestrians Country Stay and Enchanted Farm House

Horse country farm home. Comfortable, private, and quiet. 1 mile from the most iconic horse show venues in the country. Located in North Salem, only an hour from New York City, the property provides peace and tranquility. Walking distance to Harvest Moon Farm and Orchard and Outhouse Orchards.

A spacious living area is illuminated by natural light from large windows, adorned with green plants. A dark sofa and a leather armchair provide comfortable seating. A coffee table is centered in the room, with a television mounted on the wall opposite. Hardwood flooring enhances the inviting ambiance.
Home in West Nyack
3.33 out of 5 average rating, 3 reviews

Lovely spacious 3BDR-West Nyack

Take it easy at this unique and tranquil getaway. Art friendly, spacious home on slightly less than an acre of land. Around the corner from the 2nd largest mall in the country. 30 min from the city. Nyack, Nanuet, Piermont and New City are just a few great places to visit with lots to do.

A charming Tudor-style house features a light exterior with contrasting roof lines and multiple windows. Lush greenery surrounds the property, and a gravel driveway leads to a detached garage. Planters with flowers are visible beneath the front windows, adding to the home's inviting curb appeal.
Home in Tarrytown
5 out of 5 average rating, 14 reviews

3br English Cottage in Tarrytown

Tucked away on a secluded lane, this enchanting Cotswold Tudor just steps from the village is set in one of Tarrytowns most picturesque neighborhoods. New kitchen, hardwood floors, WBFP, views of Hudson River, and only 25 miles to Manhattan.

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