Smoking-friendly holiday rentals in Brookhaven

5 out of 5 average rating, 21 reviews

Home in Centereach

Cozy Modern Getaway

Cozy Modern Getaway in Centereach! Perfect for students, medical visitors, and travelers. Relax in a bright living area with 55” Smart TV+PS5, dine at a 2-seat nook, and cook in the well-equipped kitchen with refrigerator, microwave, coffee maker, popcorn machine, cookware, dishes, glassware and more. Bedroom with fresh linens, (queen size bed), clean bathroom, fast Wi-Fi 300 , AC/heat, and free parking. Close to Stony Brook Univ 13 min, Port Jefferson Hospital 15 min, and Suffolk College 5 min

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

2 bedroom upstairs apartment just a short walk to the train station, beach and town (1 mile to all 3). Location wise this is as good as it gets especially if you have no car. Please keep in mind this house is over 100 years old and it has its quirks. This is not the 4 Seasons! This is my primary residence when not rented so some of my personal things are there. No pets. I am allergic. Even “hypoallergenic dogs”. Parking on street only. Parking for one car maximum. Not suitable for toddlers .

Guesthouse in The Hamptons

5 out of 5 average rating, 15 reviews

The Easy Stay Southampton

You will be close to everything when you stay at this centrally-located place very quiet , very romantic also for a nice getaway weekend , feel free to enjoy this cozy place Are you looking for comfort, style and good location in Southampton? Discover The Easy Stay: your ideal space to relax, work or explore the city. Perfect for travelers, couples, students or passing professionals. •Modern studio •Easy check-in •Quiet area •Amazing pool •Just minutes from the center and the statio

5 out of 5 average rating, 7 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

4.84 out of 5 average rating, 25 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, 159 reviews

A vibrant miniature golf course is illuminated with string lights, featuring a colorful triangular sailboat and a red-and-white lighthouse. The course meanders through a green lawn surrounded by whimsical decor and a playful atmosphere, enhancing the outdoor recreational space.

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.

4.9 out of 5 average rating, 10 reviews

A comfortably arranged living area features a rust-colored sofa with decorative pillows, a wooden accent table, and a flat-screen TV positioned on a stand. Natural light fills the space through two windows, and a neutral cowhide rug covers the hardwood floor. A decorative clock is mounted on the wall.

Home in Baldwin

Grill & Chill: Fall Escape!

Cozy, Comfortable, Chic suburban home with 3 bedrooms/2bath/2 office spaces. Perfect for a relaxing weekend or more! Sleeps 6, Electric BBQ, Hot Tub, Fire Pit, big back yard that’s great for catching up on a nice read, enjoying a hookah and sipping something warm and smooth. 20 min to JFK, near major roadways, Roosevelt Field Mall, golf and all local universities - Adelphi, Hofstra, Molloy, Nassau. Additional $100 fee per guest per day for parties/events (20guest max). No exceptions.

4.93 out of 5 average rating, 86 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.

5 out of 5 average rating, 10 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 heated pool, hot tub and fully 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.

4.94 out of 5 average rating, 254 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.

4.98 out of 5 average rating, 42 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.

4.94 out of 5 average rating, 32 reviews

The outdoor space features a heated gunite pool surrounded by lush grass and shaded by trees. A modern fire pit sits in the foreground, with several comfortable chairs arranged nearby. Eight chaise lounge chairs line the poolside, creating an inviting area for relaxation.

Home in The Hamptons

Bridies Edge - Southampton w/ Gunite Pool & Spa

Designer Sophia Lovito integrates a blend of contemporary design and costal furnishings to complete this fully renovated 4-Bedroom 3.5 Bath Southampton Colonial stunner, perfect for your retreat away from the city The home features a marble-dusted 20x40 heated Gunite Pool with 8x8 Hot Tub with Fire Pit, built-in Weber Grill and is fully stocked for your summer getaway Each bedroom features luxurious bedding and the theatre room will cap your lovely evenings in the Hamptons

Popular amenities for Brookhaven Smoke-Friendly Accommodation

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Smoking-friendly apartment rentals

Apartment in The Hamptons

4.97 out of 5 average rating, 100 reviews

Charming Apt in the Heart of the Hamptons

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!

A two-story gray house with a pitched roof is visible. The front porch features wooden steps leading to a white door, adorned with decorative elements. Tall green grass grows alongside the steps, and several windows are seen on the facade.

Apartment in Long Beach

4.61 out of 5 average rating, 112 reviews

Cute Aptrmt by the beach.. Soho like.In the ❤ town

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

4.4 out of 5 average rating, 42 reviews

Walk to Beach | 2BR Near Dining & Shopping

Smoke-Friendly Holiday Houses

4.98 out of 5 average rating, 59 reviews

The house features a white exterior with multiple glass doors and large windows, reflecting natural light. A well-maintained pool is positioned in front, bordered by neatly arranged stones and potted plants. A spacious rooftop terrace can be seen above, enhancing outdoor leisure options.

Home in East Patchogue

Gorgeous waterfront house w/ view of bay

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

Home in Brookhaven

REGAL ROOM The Event Room For U!

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

A spacious outdoor deck features white lounge chairs arranged around a large L-shaped pool. Surrounding plants and flowers enhance the serene environment. Solar panels adorn the roof, contributing to the home's modern amenities. Comfortable seating areas invite relaxation and socializing in the sunny setting.

Home in North Fork

4.56 out of 5 average rating, 9 reviews

Mattituck Luxury Estate + Pool + 5 Bedrooms

Home in East Patchogue

Private Oasis Near The Hamptons

A spacious outdoor patio features a large table surrounded by six cushioned chairs, shaded by a bright umbrella. A barbecue grill is positioned nearby, and a textured area rug adds comfort. The backdrop includes coastal greenery and a clear view of the water.

Home in Fairfield Beach

5 out of 5 average rating, 3 reviews

Low Tide

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

4.77 out of 5 average rating, 52 reviews

Bright and cheerful 2 bedroom

Other smoking-friendly holiday rentals

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

Private room in Mastic Beach

Relax and Recharge

4.96 out of 5 average rating, 25 reviews

A welcoming living room is furnished with a large wicker sofa adorned with turquoise and white cushions. A round coffee table sits on a colorful area rug. A flat-screen TV is mounted above a decorative fireplace, while bright windows allow natural light to fill the space.

Home in Greenwich

Best hotel alternative for big group, near train

Private room in Stony Brook

New place to stay

Spacious house, only 5 minutes walk from SBU

Private room in Fire Island Pines

4.74 out of 5 average rating, 58 reviews

Pool House North Room

Private room in Deer Park

New place to stay

Clean, fun and kid friendly room with all.

Private room in Central Islip

New place to stay

Welcome Travelers! Home on beautiful NYS park