Smoking-friendly holiday rentals in Brookhaven

4.92 out of 5 average rating, 38 reviews

A spacious deck is depicted, featuring comfortable seating arrangements with cushions and a dining table set for six. A striped umbrella provides shade, complemented by potted flowers adding color. The surrounding greenery enhances the tranquil atmosphere, while nearby houses are visible in the background.

Home in Copiague Harbor

Harbor Water Views

Situated just one house away from the picturesque Great South Bay on a quiet cul-de-sac, this rare gem in an American Venice setting boasts southern exposure and underwent updates in 2019. This charming residence is a 2-bedroom, 1-bathroom Classic Cape featuring a generously sized deck that was revamped in 2021. Conveniently located minutes away from shopping, beaches, and parks, this home provides a secluded retreat from the hustle and bustle, offering tranquility away from traffic and noise.

5 out of 5 average rating, 6 reviews

The living room features a large dark sofa accompanied by two armchairs, providing a comfortable seating area. A coffee table sits at the center atop a soft area rug, while an ethanol fireplace adds warmth. Natural light filters through the window, draped with flowing curtains.

Home in Shirley

Modern home with pool near beach

Our home is located in Shirley, Long Island. It is two miles away from oceanfront Smith Point Beach. This listing is to book the entire home when we are out of town. Please check our reviews on the other listing of the same room and home. The guest bedroom is on the main level of our home, with a bathroom adjacent to the room. The room is equipped with a comfortable queen size bed, table with two chairs, closet, two nightstands, an armchair, and Apple TV with various streaming apps to use

Campervan/RV in Glenbrook

An outdoor living space showcases a cozy lounge area adjacent to the RV, featuring a comfortable couch with decorative pillows and a small side table. Soft lighting from overhead fixtures enhances the ambiance, while greenery from potted plants adds a touch of nature.

5 out of 5 average rating, 24 reviews

"Modern RV Escape - Unique Stay w/Firepit Patio".

Welcome. Step into our beautiful RV where every detail has been designed for your enjoyment. Our RV is fully equipped with everything you need for a relaxing stay, including complimentary water bottles, and fast WiFi. Located just 30 miles from NYC, our RV offers the perfect blend of convenience and relaxation. When you're ready to unwind, retreat to your private oasis complete with electricity and water. Park your vehicle in your designated parking spot and enjoy a hassle-free stay.

4.83 out of 5 average rating, 24 reviews

A spacious kitchen features sleek white cabinetry and modern appliances. A large island made of marble holds a decorative tray with snacks and a small vase of greenery. Glass doors lead to an outdoor area, complemented by soft overhead lighting.

Home in Huntington

"Spacious Retreat | 1- Night Stays Welcome"

* We are open for One Night Stays-please message for price$ Escape to this beautiful home on 3 private acres close to West Hills County Park. Enjoy the best of both worlds—serene outdoor adventures just minutes from the Walt Whitman Mall and top shopping spots. Designed for entertainment and family gatherings, this home boasts a stunning kitchen, luxurious bathrooms, and two relaxing hot tubs. Whatever your pleasure, this is the perfect getaway for nature lovers and city explorers alike!

4.99 out of 5 average rating, 154 reviews

Home in Commack

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!

STAY. SOMEWHERE. DIFFERENT This isn’t just a stay—it’s an experience. Welcome to THE GOOD VIBEZ HOUSE! Your private escape in the heart of Long Island. This smart home is located in a safe, quiet neighborhood, this unique retreat is the perfect getaway from the hustle and bustle of the city or everyday life. From the moment you arrive, it feels like vacation. As Superhosts, we go beyond hosting—with warm hospitality, thoughtful touches, and a five-star atmosphere you won’t forget.

4.93 out of 5 average rating, 84 reviews

A spacious living area features a comfortable blue sectional sofa adorned with colorful accent pillows. A dining table with light-colored chairs is visible, complemented by a modern kitchen in the background. Artwork is displayed on the wall above, enhancing the vibrant atmosphere.

Home in Mastic Beach

“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath

Discover the “Cool House” This is the coolest waterfront getaway on the south shore of Long Island! Waking up to beautiful sunrises, dinners with a sunset every night & dancing under the stars is a lifestyle your family & friends will cherish forever. The perfect escape from NYC, minutes from the Atlantic Ocean & just a short drive to the Hamptons! This meticulously renovated oasis is the perfect living & entertaining space, a trendy retro beach vibe designed for fun or relaxation.

4.94 out of 5 average rating, 251 reviews

The open living area features a custom slate pool table with a vibrant arrangement of billiard balls. A modern kitchen is visible in the background, including sleek cabinetry and a refrigerator. A tasteful seating area includes a fireplace and a large wall-mounted television.

Home in Shirley

By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy

Welcome to Coast to Coast - the perfect getaway from NYC! You may have heard about our new little secret - but you’ll have to come see it for yourself to believe it! Step back into prohibition era Long Island in our hidden speakeasy! Right by Smith Point Beach, we provide accommodations that go above and beyond- this is not your average AirBnB! Soak up the sun at one of LI's top beaches, then enjoy complimentary Netflix, Hulu, cable and more while you shoot pool or play games.

4.97 out of 5 average rating, 36 reviews

A modern living space features a leather sofa and two textured chairs surrounding a glass coffee table. A well-lit kitchen is visible in the background, with an island showcasing decorative plants. Hardwood flooring runs throughout the open area, enhancing the spacious feel.

Apartment in Norwalk

The Design Studio Suite | 2 Beds | Spacious | Luxe

Private one bedroom apartment with modern decor offers everything you need for a short or long term stay. Space includes a full kitchen separate from studio area, & washer + dryer. Studio offers a Queen Sized bed, pull-out bed, workspace, 70 inch Roku Smart TV & hand painted artwork. The Location Less than two miles from Merritt Parkway, near I-95 & East Norwalk train station. One mile away from large shopping center and less than half a mile away from local convenience center.

4.74 out of 5 average rating, 31 reviews

A spacious outdoor area features a heated pool surrounded by wooden decking. Two lounge chairs are positioned at the pool's edge, offering a relaxing view of the house with shingle siding and large windows that reflect natural light. Lush greenery frames the scene.

Home in The Hamptons

4BDM close to East & Sag Villages-Pool+ FirePit

Enjoy summer by the heated pool and the outdoor patio, large fire pit, and BBQ, perfect for year-round gatherings, grilling. Cozy up by the fireplace in the living room for a relaxing stay. The house also includes two spring floor mattresses to accommodate larger groups. POOL reopens 5/2026. House is close to town beaches and villages, just 5 min to Sag Harbor, 8 min to East Hampton Village, and 15 min to Wölffer Vineyard. Pets are welcome. Home is equipped with 1GB Wifi.

4.81 out of 5 average rating, 27 reviews

The image presents a coastal view featuring a well-maintained property adjacent to the shoreline. The sky displays a gradient of colors at sunset, and gentle waves can be seen lapping against the rocky beach. Surrounding greenery complements the tranquil setting.

Home in North Fork

North Fork Sound Front Home with Pool

This Long Island Sound front property on nearly three acres of land with an inground, custom designed, gunite pool is the perfect vacation home. Walk down the ramp to your private beach for a kayak, paddle board or swim in the summer and enjoy a luxurious outdoor shower afterwards. In the fall and winter months, enjoy the extensive book collection and stay cozy by the fireplaces. Spacious and bright, this home has a unique aesthetic and can accommodate 8 guests comfortably.

4.89 out of 5 average rating, 54 reviews

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

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.

5 out of 5 average rating, 9 reviews

Home in The Hamptons

Chic Hamptons Retreat | Fireplace, Hot Tub, Beach

Stylish & airy Hamptons retreat on over an acre, 5 min to ocean beaches and Westhampton Village. Thoughtfully designed, this home features 4 bedrooms, 3 full baths, and a modern open layout across 2 floors. Outside, a hot tub and fenced yard offer space to unwind in privacy. Clean design, abundant natural light, seamless indoor-outdoor flow, and a calm vibe make this home ideal for an escape. Enjoy peaceful mornings, beach walks, and cozy nights by the fireplace.

Popular amenities for Brookhaven Smoke-Friendly Accommodation

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Smoking-friendly apartment rentals

5 out of 5 average rating, 5 reviews

The living area features a contemporary design with a comfortable white sofa and a gray sectional sofa. A flat-screen television is placed on a stylish cabinet. Natural light enters through large windows, and a green potted plant adds a touch of nature to the space.

Apartment in Bridgeport

Stunning 2 Bedroom Apartment

A spacious, recently renovated living area features a cozy seating arrangement with brightly colored cushions. A patterned area rug enhances the space, while tables and storage boxes provide ample functionality. Soft lighting from recessed fixtures creates a welcoming environment, and art adorns the walls.

Apartment in Long Beach

4.84 out of 5 average rating, 19 reviews

Cozy 1BR apt @the beach

Apartment in Mount Vernon

4.56 out of 5 average rating, 9 reviews

Quiet neighborhood

Apartment in The Hamptons

A cozy living area features a yellow sofa and a comfortable seating arrangement with diverse cushions. Natural light filters through the window, illuminating the wooden floors and layered textures. Decorative art pieces adorn the walls, contributing to the personal and eclectic aesthetic.

4.89 out of 5 average rating, 19 reviews

Walkable Vintage Village Apartment

A living room is showcased with a vibrant orange wall and a large abstract painting on display. A dark leather sofa is positioned to face a television, while a table and decorative flower arrangement add to the welcoming ambiance.

Apartment in Mount Vernon

1 Bedroom Apartment

A bright sleeping area features a spacious bed with a white quilted cover and a burgundy throw blanket draped across the foot. Two pillows in burgundy cases rest against the headboard, complemented by warm bedside lamps on either side.

Private room in Greenwich

4.67 out of 5 average rating, 6 reviews

Perfect spot. Just like home just bring yourself!

Private room in Yonkers

New place to stay

Renting out my bedroom

A round glass-top dining table is surrounded by six dark wicker chairs, positioned on a wooden deck. A large pink umbrella stands at the table's center, providing shade. The landscaped side yard features a fence, a grassy area, and a stone walkway leading to additional outdoor spaces.

Apartment in Rocky Point

4.34 out of 5 average rating, 38 reviews

Walk to Beach | 2BR Near Dining & Shopping

Smoke-Friendly Holiday Houses

4.96 out of 5 average rating, 28 reviews

A wooden dining set is positioned on a deck overlooking the water, featuring a large red umbrella providing shade. Tables are set with blue plates, and greenery frames the peaceful view of the inlet and distant seating by the shore.

Home in South End

Shelter Bay Cove Waterfront + Beach + spectacular

An outdoor dining area is surrounded by lush greenery, featuring a large table with multiple wicker chairs. A hanging chair and trampoline are visible in the background, under a canopy of trees with leaves scattered on the ground.

Home in Farmingville

4.61 out of 5 average rating, 23 reviews

Farminghouse

5 out of 5 average rating, 10 reviews

Home in Centereach

Cozy Modern Getaway

5 out of 5 average rating, 8 reviews

An indoor pool area is surrounded by large windows, allowing natural light to fill the space. Wooden beams create an open and airy atmosphere. Potted plants are placed around the pool, contributing to a tranquil environment. The pool appears inviting with clear blue water.

Home in The Hamptons

Sag Harbor Private Spa & Healing Oasis

An inviting swimming pool reflects the clear blue sky, bordered by a white fence that offers unobstructed views of the ocean. The shimmering water creates a tranquil atmosphere, perfect for relaxation and enjoyment.

Home in Fire Island

4.91 out of 5 average rating, 11 reviews

Cherry Grove “Ocean Front” Home with HeatedPool

4.92 out of 5 average rating, 26 reviews

The spacious patio features an umbrella-shaded seating area with a sectional sofa and a coffee table. Two lounge chairs are positioned nearby, surrounded by greenery. A spacious backyard is visible in the background, providing a serene outdoor environment.

Home in Baldwin

"Holiday BBQ, Beats, Hot Tub Retreat”

A cozy firepit area is surrounded by four blue adirondack chairs set on a stone path. The gravel area is bordered by lush greenery and colorful flowering plants, adding to the tranquil outdoor space. A stone wall complements the natural setting.

Home in Stamford

A Farm House Cottage on High Ridge (Pound Ridge)

The image displays a fully-equipped kitchen with wooden cabinetry and modern appliances. A cozy dining area is visible, featuring a candle on a tabletop made of natural wood. A television mounted on the wall indicates entertainment options, while a dog can be seen near an open door.

Home in Islip

4.76 out of 5 average rating, 51 reviews

Bright and cheerful 2 bedroom

Other smoking-friendly holiday rentals

5 out of 5 average rating, 14 reviews

Private room in Freeport

NAUTICAL MILE, LONG ISLAND WATERFRONT AREA HOME!