Smoking friendly vacation rentals in The Hamptons

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Top-rated smoking friendly rentals in The Hamptons

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

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Home in East Hampton

5 out of 5 average rating, 12 reviews

Designer Home within East Hampton Village!

WALK TO THE VILLAGE, BIKE TO THE BEACH from this Original East Hampton Village House! Chef Kitchen, marble countertops and High-End Appliances. Living and Dining Area w/ French Doors leading to patio and HEATED SALTWATER POOL. 3 bedrooms, 2.5 baths. Sonos sound inside and out. 2nd patio off kitchen with grill and fire pit. WALKABLE TO ALL VILLAGE SHOPS & EATS—Prada, Brunello Cucinelli, Louis Vuitton, CHANEL & more! House Keeping & Bartending Available. Inquire for Monthly & Off-Season Rental!

Guest favorite

A charming two-story house with a white brick exterior stands against a dramatic sky. Warm light spills from the windows and porch, illuminating the entryway. A bicycle is leaned against the porch railing, surrounded by a modest garden that adds greenery to the setting.

Home in East Patchogue

4.98 out of 5 average rating, 52 reviews

Gorgeous waterfront house w/ view of bay

Charming house capable of accommodating a whole family, but intimate enough for small groups of people. Also an incredible romantic getaway to escape with your lover. An unbelievable view of the bay. Enjoy priceless sunsets over the water while swimming in our beautiful pool. Full kitchen and a large backyard. The perfect place to escape the city and enjoy a luxurious stay, but still with all the cozy parts of a loved and lived-in home. NOTICE: Pool is closed for winter. Reopens in spring.

Guest favorite

A modern two-story house is set among lush greenery. The backyard features a clean blue swimming pool surrounded by lounge chairs, and a large red umbrella provides shade. The deck also displays various colorful pool floats and sculptural art, creating a vibrant outdoor space.

Guest suite in East Hampton

4.98 out of 5 average rating, 91 reviews

Great Getaway for Friends and Family!

Up the street from EHP Resort & Marina, this 3 bedroom/2 bath is a great spot for friends or family looking to stay in the Hamptons. Ideal for 4 people(ok up to 6) there’s an open kitchen/living room as you walk in, bedrooms and bathrooms are down the hall. The backyard is the best! There’s a deck with a grill and patio furniture, and large pool kept at 80 degrees from Memorial Day until Labor Day. Outdoor sculptures by artists from France and Brooklyn. *pool open longer, though not heated

A serene beach scene presents soft, golden sand meeting gentle ocean waves under a clear blue sky. Small birds can be seen wandering along the shoreline, while puffy clouds drift lazily overhead, creating a tranquil atmosphere.

Cottage in Southampton

4.74 out of 5 average rating, 23 reviews

Summer Cottage

Cottage in Roses Groves, Southampton, NY. Great location to avoid traffic on 27. Cottage has access to a private beach on the Peconic Bay (5 min walk). 15 min drive to ocean beaches in Southampton, and Southampton village. 10 min drive to Watermill, 20 min to Sag Harbor and BH. A farm and a deli are less than a mile away. Two restaurants nearby Perfect for artists, ocean lovers, book lovers and families. A/C in living room, ceilings fans in bedrooms. Located on a quiet street, very relaxing

Guest favorite

The private backyard features a clear, inviting salt-water pool, with its edge reflecting the sunlight. Lush greenery surrounds the area, providing a natural barrier and enhancing privacy. A spacious deck is visible nearby, complementing the serene outdoor space.

Home in East Hampton

4.77 out of 5 average rating, 22 reviews

Modern & Comfy Retreat ~ Patio & Outdoor Salt Pool

Step into the spacious and modern 3BR 2Bath retreat in a tranquil area near East Hampton Village, sunny beaches, attractions, and historical landmarks. Explore the picturesque area or lounge the day away in the private backyard with the salt pool and hot tub. The stylish design and a rich amenity list will leave you in awe. ✔ 3 Comfortable BRs ✔ Open Design Living ✔ Full Kitchen ✔ Piano ✔ Backyard (Pool, Hot Tub, BBQ, Seating) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

Superhost

Inside the safari tent, a spacious bed is neatly made with light linens. Two bedside tables flank the bed, complemented by a dresser. Natural light flows in from the large opening, revealing views of the surrounding greenery and the waterfront.

Tent in East Hampton

4.68 out of 5 average rating, 28 reviews

Safari Tent Glamping,S3-CedarPt, East Hampton, NY

LoveCedarPt - Explore the Hamptons & Montauk, Eat, Provision and Glamp in Comfort at the 607 acre Cedar Point County Park on Northwest Harbor near Sag Harbor & E. Hampton. Lodge overnight in comfort & style in our furnished platform Safari Tents in a perfect tree meadow on the bluffs overlooking the bay and Shelter Island with sunsets 2nd to none. For 2025, we have 16 tents with queen beds and linens. Tents are covered with large rain flies that make a covered porch for the Adiron

Guest favorite

A spacious game room features a pool table, air hockey table, and foosball table, surrounded by comfortable outdoor-style seating. Bright string lights create a welcoming atmosphere while large windows provide a view of the outdoors. The area is designed for both fun and relaxation.

Home in Mastic Beach

4.93 out of 5 average rating, 73 reviews

“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.

Superhost

An outdoor deck features a wooden picnic table with a built-in cooler for beverages. Nearby, a grill is positioned for barbecuing. String lights hang overhead, providing ambient lighting, while comfortable seating arrangements are visible in the background against a backdrop of tall trees.

Home in Shirley

4.94 out of 5 average rating, 234 reviews

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.

A modern kitchen is presented, featuring white cabinetry and stainless steel appliances. A large window provides natural light, while a dark tiled backsplash adds contrast. The space includes a dishwasher, microwave, and a generously sized countertop, enhancing functionality for meal preparation.

Home in West Haven

4.65 out of 5 average rating, 20 reviews

Full home 4 min from beach pet friendly

This spacious, pet-friendly home offers the ideal setting for families and friends to relax and create lasting memories. Our home features a large yard, perfect for your children to play and explore. The open living areas provide ample space for everyone to gather, while the cozy bedrooms offer a restful retreat after a day of nearby beach adventures. Whether you're planning a fun-filled family vacation or a quiet getaway, our home is the perfect choice for your stay.

A bathroom features a vintage clawfoot bathtub, complemented by a wooden shelf displaying various toiletries. Natural light flows in from a window, casting highlights on the contrasting dark walls. Organized towels are neatly stored in wire baskets, enhancing the space's functionality.

Apartment in Southampton

4.8 out of 5 average rating, 10 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.

Superhost

A spacious deck area features white tables and chairs under green umbrellas, providing shaded seating options. The background displays a well-maintained grassy area and the white condominium structure, with ocean views visible in the distance against a clear blue sky.

Condo in Montauk

4.82 out of 5 average rating, 94 reviews

Beautiful Condo on the Ocean Bluffs

Located just outside of town on Old Montauk Highway that runs along the ocean. Just a 10 minute walk to town, enjoy a private beach, beautiful grounds and stunning pool. Located at the Atlantic Bluffs Club, one of the nicest private condo facilities in Montauk, you get to enjoy the peace and tranquility of Montauk yet you’re just a short walk to the village with its restaurants, shops and nightlife.

Guest favorite

A well-lit hallway is visible, showcasing a decorative area rug placed on tiled flooring. French doors frame the entrance, while a secondary door leads outside. Elegant black railing lines the staircase, enhancing the welcoming design of the space.

Home in Clinton

5 out of 5 average rating, 18 reviews

Pet Friendly One Bedroom House

Great pet friendly house located close to the water, downtown, beaches, train service and I-95. Off street parking, laundry facilities, great fully fenced in back yard. Large one bedroom and bath with a pull out sleeper couch in the main room. Close to restaurants and many outdoor activities including the town beach and docks.