House vacation rentals in Bridgehampton

A welcoming living area features a comfortable sofa adorned with coral-patterned pillows. A rustic coffee table sits at the center, surrounded by natural light from large windows. A view of the open space and kitchen area can be seen in the background.

4.97 out of 5 average rating, 149 reviews

Relax into Coastal Life at a Sun-Drenched Sag Harbor Home

Take a bike ride to Havens Beach and feel the sand in your toes. Walk to explore the shops, restaurants and bars on the quaint Main Street of Sag Harbor. Repair to your sun drenched home away from home to enjoy a relaxed meal alfresco on the deck. Unwind under the umbrellas on the expansive deck surveying the private fenced in backyard. Take in all the amenities of a newly renovated home situated in the Hampton - recent updates include a furnished basement, ping pong table, smart TVs and sound system. Extra touches include beach towels, beach chairs, bikes, cooler, games and more. This beautifully renovated 3 BR, 2 Bath home is situated on a quiet street, with a fenced half acre yard. It is located less than a mile to the shops, bars and restaurants of Main Street and the Hampton Jitney stop with service to NYC. The open floor plan boasts an abundance of natural light with 4 skylights and large windows to bring the outdoors in. Brand new appliances, custom kitchen cabinets, large center island with bar stools are perfect for hosting friends & family. Central AC/forced air heating controlled by the Nest ensure your complete comfort. The master BR features a king bed and ensuite Bath with custom tile shower. The guest BRs have a queen bed and full bed respectively and share the hall bathroom with tub/shower. The large deck runs the length of the home and is perfect for al fresco dining & entertaining. Totally furnished with everything you need to enjoy yourself from the second you enter the home! We have four brand new adult bikes, helmets and locks for your enjoyment. Explore the village, bike to the beach or get some exercise while you're here. If you prefer to stay in, you'll find a games console / DVD player in the front room with a good selection of games and movies. Additionally, we provide 4 beach chairs, beach towels and a small cooler for your use. Enjoy! Guests have access to the entire house, backyard, deck, garage and driveway parking. We can be reached via cell or email and are very responsive. We will also have a friend who is local to the area who will be able to assist with any issues. Sag Harbor is the coolest, most authentic town in the Hamptons. Home to household names, the town retains its small-town charm and rustic maritime vibe. Browse the artsy, eclectic stores and strike up conversations in the coffee shops and local bars. Sag Harbor is a quaint, walkable town on the wharf with great restaurants and bars. The house is located less than a mile's walk into the main street. Beaches are accessible via bike or car. The Jitney stop from Manhattan is located on Main Street less than a mile from the house. There are taxis in the area available via phone for pick up. We provide four adult bikes, helmets and locks for your use.

A serene sunset is captured over the bay, with warm hues reflecting on the water's surface. Silhouettes of wooden posts emerge from the calm waves, creating a tranquil atmosphere. The horizon showcases a mix of colors as the day transitions to evening.

4.95 out of 5 average rating, 233 reviews

Private beach, fully updated house, on 2 acres.

Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.

A bright living area features a light grey sofa paired with two black chairs, positioned around a glass coffee table. Large windows allow natural light to fill the space, while a minimalist fireplace offers visual interest. A small desk is visible against the wall.

4.95 out of 5 average rating, 435 reviews

Silver House: 3BR Home with Private Beach Access

Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and late check-out are NOT available in season

The exterior of the Cape Beach House features a wooden façade with a charming pathway lined with colorful flowers. A large tree provides shade, and the lush green lawn creates a serene atmosphere, inviting guests to explore the spacious yard.

4.96 out of 5 average rating, 106 reviews

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

Stylish+Modern Cape Beach House nestled in Hampton Bays South of the highway, 5 min drive to beaches. Heated Saltwater Pool. 4 Bedrooms+Crib room & Office. 2 Bathrooms. Outdoor deck w/family dining+BBQ. Fully fenced tree-lined back yard w/ beautiful sunsets. Upstairs King bedroom w/ensuite bthrm + Twin bedroom directly off master. Main floor has another King bedroom+Twin bedroom, master bath, lounge+kitchen w/huge sit-around island. TV Den. Central AC. 15 min walk/ 2 min drive to shops+train.

4.76 out of 5 average rating, 41 reviews

A two-story beach house features wooden shingle siding and large windows. A sparkling blue pool is positioned in the foreground, surrounded by a wooden deck. Comfortable lounge chairs are placed nearby, offering options for relaxation outdoors.

Home in Bridgehampton

Cheerful 3 bed-3bath beach cottage home with pool

Heart of the Hamptons is situated this bright, beach house 5 minutes from the ocean, BH/Sag Harbor town, & Wolfer vineyards. 2 master suites w/ ensuite bathrooms and an additional guest room with adjacent bathroom that comfortably sleeps 6 -1 King, 1 queen, 2 twin. Open kitchen that adjoins the dining area and the double height living room w/ fireplace. Sparkling heated pool (OPEN MD-mid Sept) and palatial lawns with room to roam. Keep it simple at this peaceful and centrally located getaway.

A modern home is showcased with a unique angular design, featuring a combination of wood and glass. The surrounding lawn is spacious and well-maintained, with natural landscaping, including grasses and a small tree, contributing to the serene outdoor setting.

4.88 out of 5 average rating, 111 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

Peace and serenity in East Hampton and minutes from the Village. This exquisite modern home features high-end finishes such as Sub-Zero and Wolf appliances, quartzite waterfall kitchen island and counters, marble tiled bathrooms, designer mid-century decor and separately zoned air conditioning. The heated saltwater pool is surrounded by a bluestone patio, Ipe deck and huge yard. The house also features two wood-burning fireplaces in the living room and den and an outdoor fire-pit. RR# 24-656

A swimming pool with clear blue water is surrounded by a spacious deck. Lounge chairs with striped cushions are arranged for relaxation. Colorful umbrellas provide shade over outdoor sofas, and lush greenery in the background enhances the serene environment.

4.93 out of 5 average rating, 154 reviews

Large heated pool, games room, near private beach

Contemporary 4-bed + 4 1/2 bath home sitting on a park-like acre of gardens. Swim in the large pool (opens 04/25 and closes mid-October (there's an additional charge for heating - see below), relax in a hammock or bbq on the deck. Play ping-pong, darts, pool or take a 15 min walk to private bay beach to swim and paddle board. Or drive 15mins to the Atlantic beaches and visit picturesque Sag Harbor, Montauk. Reduced cleaning fee for small groups. RentReg RR-25-399 Local taxes included

An outdoor area features a rectangular pool surrounded by a wooden deck. Lounge chairs are positioned along the pool's edge, and a shaded seating area is located nearby under an umbrella. Lush trees provide privacy and a natural backdrop.

4.84 out of 5 average rating, 100 reviews

East Hampton Oasis - Pool and Hot Tub

Nestled at the end of a private road in the Springs section of East Hampton, this classic Hamptons home will keep you and your friends/family entertained. Living room with sonos sound system, kitchen, 3 bedrooms, 2 bathrooms, outdoor living area with lounge chairs, a bbq, bar, pool and hot tub. All 3 bedrooms have AC. Towels and linens provided. Washer/dryer available. CLOSE TO BEACH AND EH VILLAGE. The pool is open May 5 through September 24. The hot tub remains open year round.

An airy living space features high ceilings with skylights, allowing natural light to fill the room. A wooden dining table is surrounded by sleek chairs. A vibrant piece of artwork is mounted on the wall, and a large mirror reflects the inviting surroundings.

4.85 out of 5 average rating, 34 reviews

Curated Artist Home with New Pool

Light, bright, and conveniently located, the “10 minute house" is 10 min to Sag Harbor Main Street, Southampton Main, and Watermill. 5 minutes to Long Beach and 5 seconds to a brand new gunite swimming pool. Next to Elizabeth Morton wildlife preserve with hiking, birding, and beach. Noyack Deli, Bell & Anchor, and Cromers Market nearby. Gigabit internet, heat / AC, high end fixtures and furniture. Substantial artwork. Sustainability focused home. Pets allowed with additional fee.

The airy living space features white shiplap walls and a high ceiling, accented by natural light from multiple windows. A gray sofa is paired with a glass coffee table, while a decorative fireplace adds charm. A ceiling fan provides airflow, enhancing the inviting atmosphere.

4.89 out of 5 average rating, 274 reviews

PICTURE PERFECT SOUTHAMPTON HOME-

Picture Perfect 3 bedroom 1.5 Bath Cottage located in the heart of Southampton. The home is conveniently located close to Southampton, Bridgehampton and Sag Harbor towns. Additionally, there is close access to both Bay and Ocean Beaches. The Newly renovated home gives you a peaceful and serene feeling everyday. Dogs are accepted on a case by case basis. Cats are not permitted. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

An outdoor patio features multiple wooden lounge chairs arranged around a central fire pit. A gunite pool with clear water reflects the surrounding greenery. The main house, visible in the background, showcases a classic design with white siding and large windows.

4.86 out of 5 average rating, 269 reviews

Exclusive Sag Harbor Compound

A private country compound in heart of Sag Harbor. House just gut renovated with all top of line (all Wolf and Subzero appliances). The main house is 3 bedrooms, 3.5 bath main house PLUS separate large guest cottage (with a King bed, bar fridge, and full bathroom). Gunite pool (i.e., salt chlorinated which makes it feels like clean freshwater). Walk to town, bay beach, public tennis courts, 1000 acre nature preserve.

A welcoming living area is illuminated by natural light from large windows. A comfortable gray sofa is complemented by light-colored armchairs and a coffee table adorned with books and decorative items. The neutral color palette is accentuated by indoor plants and a textured rug.

4.96 out of 5 average rating, 293 reviews

Sag Harbor Cottage, Walk to the Beach!

Renovated to perfection, this fully equipped fresh & modern beach cottage has an open-plan living room, dining room & kitchen, all with high ceilings, immaculate finishings, & a sunny lower level TV room. A broad mahogany deck with large outdoor shower & gas BBQ grill runs the full length of the house & overlooks a roomy lawn with great privacy, fire pit and mature landscaping.

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Popular amenities for Bridgehampton house rentals

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Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious backyard features a heated swimming pool surrounded by a sun deck, adorned with loungers. Lush greenery and trees provide a natural backdrop to the inviting setting, while a charming house is visible in the distance.

4.88 out of 5 average rating, 110 reviews

4 BD w/ Heated Pool in E Hampton, Fully Furnished

SteveRating, 5 stars4 weeks ago

Ashton’s house a very comfortable and extremely clean home. It is spacious, allowed tremendous privacy and met our needs perfectly for an amazing family vacation. Everything was just as explained with no surprises. Great stay and a very accommodating host.

A contemporary home is depicted with a clear blue pool in the foreground, surrounded by a spacious wooden deck. Lush greenery and autumn foliage frame the property, while sliding glass doors provide views of the interior.

4.94 out of 5 average rating, 131 reviews

Peaceful Retreat in Immaculate Architect’s House

JessikahRating, 5 stars1 month ago

Michael’s place was amazing, means a few friends stayed this weekend for my birthday. He was always willing to help and very accommodating! The house itself is so beautiful and had everything we needed! It was our first time in The Hamptons and he gave us tons of recommendations!

A spacious living area features a large sectional sofa with decorative pillows. A striking chandelier hangs from a high ceiling, illuminating the space. Artwork is displayed on the walls, with large glass doors providing views of the outdoor area and natural light.

4.8 out of 5 average rating, 5 reviews

Newly Renovated Sag Harbor Beach House with Pool

ArturRating, 5 stars1 month ago

Our recent stay at this Sag Harbor was absolutely delightful! The house was charming . We felt at home in the beautifully decorated and its well-equipped. The kitchen had everything we needed to prepare meals, and the living area was perfect for relaxing after a day of exploring. The location was ideal – a peaceful retreat yet just a short drive to the heart of Sag Harbor village with its lovely shops and restaurants. We also appreciated the proximity to the beaches.the pool are is like a mini resort! We will be back for sure.

The exterior of the home presents a charming shingle-style design, featuring multiple large windows. A spacious patio with outdoor seating surrounds a clear blue pool, complemented by a large umbrella for shade. Lush greenery provides privacy along the property line.

5 out of 5 average rating, 45 reviews

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Maria CristinaRating, 5 stars1 month ago

We rented Nick’s place for a long overdue weekend of friends getting together from different bits of the world. The house is conveniently 1hr45mins from JFK and an easy drive from the city. The house was very spacious and perfect for a long weekend. Nick was very responsive and truly went above and beyond trying to get the pool working off season for us. The property is about a 10min car ride from the Southampton Main Street with loads of good restaurants. We also really enjoyed the sauna. Thank you Nick!

A charming cottage exterior is framed by lush greenery and well-maintained landscaping. A brick pathway leads to the welcoming entrance, which features double doors and several windows. Solar lanterns hang gracefully on either side, adding a subtle touch of warmth to the inviting approach.

4.94 out of 5 average rating, 163 reviews

1800 Historical East Hampton Home, 1 Mile to Town!

JoshRating, 5 stars1 month ago

This was a great find for a long weekend! It was perfect for our dog as the front- and backyards are fenced in. Wonderful kitchen, great pool and close to town which made for a perfect stay. Cindy gives good recommendations on restaurants and activities and is very responsive if you have any questions.

An outdoor space features a gunite pool with a waterfall, surrounded by well-maintained landscaping. A collection of lounge chairs is arranged around the pool area, and an umbrella provides shade over a nearby seating area. A charming house is visible in the background.

4.93 out of 5 average rating, 30 reviews

Charming Village home in the heart of Southampton

BridgetRating, 5 stars5 months ago

An ideal location in Southampton, Lori’s house is clean, cozy and peaceful; we thoroughly enjoyed spending our New Years there!

4.97 out of 5 average rating, 154 reviews

A cozy bedroom featuring a spacious bed dressed in soft linens is positioned against a light-colored wall. Natural light filters through two windows, casting gentle shadows on the warm wooden floor. A ceiling fan hangs overhead, and a mirror and chair add functional elements to the space.

Home in North Fork

Secluded Farmhouse - Studio Apartment Style Unit

JosephRating, 5 stars1 week ago

Great location, private and comfortable. Close to wineries and breweries. Very clean and convenient. I highly recommend.

The exterior of the retreat features a wooden façade complemented by a gabled roof. Surrounded by trees, the entrance has a dual-door entryway, leading to a serene, private setting amid nature.

4.98 out of 5 average rating, 130 reviews

Explore the Water & Woods at a Relaxing Retreat

LaelRating, 5 stars1 month ago

Absolutely beautiful home and wonderful experience!! The host was quick to respond and the amenities were excellent. There was zero lack! Would definitely return for another stay!

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Weekly house rentals

A charming single-story home is surrounded by lush greenery and blooming hydrangeas. The well-manicured lawn is bordered by tall trees, offering a serene and inviting exterior. A soft glow can be seen emanating from a lamp near the pathway, enhancing the tranquil setting.

5 out of 5 average rating, 54 reviews

Close to Everything! Family Friendly

LonnieRating, 5 stars9 months ago

Upon seeing her home on the website, I contacted Amy several months prior to my travel days. She responded right away, answered what questions I had, and the booking was set. About a month prior to my check in date I asked to come a day early and she easily accommodated me. I received check in instruction a day or two prior to my arrival. On check in day after a long flight and drive from the airport I contacted Amy from the car asking for any suggestions for dinner prior to reaching her home. She got back to me immediately with a couple of places. It's a beautiful home, lush surroundings and a large pool. There was a notebook with information about the home and check out instructions. I can't give a high enough recommendation!

A large outdoor pool is surrounded by lounge chairs and umbrellas, inviting relaxation. Well-maintained gardens and trees frame the area, with a spacious deck along one side. The bright blue sky enhances the tranquil atmosphere of this inviting outdoor retreat.

4.96 out of 5 average rating, 45 reviews

Spectacular Southampton Retreat!

VictoriaRating, 5 stars2 weeks ago

Daniel’s home was absolutely wonderful. Myself and my guests felt right at home, and we enjoyed every amenity of the home. His communication was great, and we would be happy to stay again with him/his property!

A bright living area is showcased with a light-colored couch and a curved gray sofa, both adorned with decorative pillows. Natural light filters through two windows, highlighting a round woven coffee table and a decorative bowl at its center.

4.89 out of 5 average rating, 37 reviews

⭐Walk to the Village ❤ of East Hampton

NickRating, 5 stars11 months ago

Super convenient location within a short walk to lots of amenities. Also, a very cute old house which was well stocked with all the necessities. My only note is that internet was a little slow for anything other than basic email and web browsing.

An English cottage is featured with a white exterior and multiple windows framed by shrubs and flowering plants. A well-maintained lawn surrounds the house, complemented by tall trees at the edges, creating a serene and inviting setting.

4.76 out of 5 average rating, 74 reviews

Southampton Village, Pool, Walkable, Close 2 Beach

Alyssa RiveraRating, 5 stars1 month ago

We had the best weekend! The place was safe, clean and easy to find and close to all the local shops. There was no hose to clean off the outside chairs so that we could lounge and the Pool did need some cleaning (the scooper there was broken) but we did what we could! Minor details honestly. All in all I give 5 starts because the host was fantastic and the home was beautiful. Hope to stay there again in the future!!!

A bright living area features a spacious sectional sofa and an armchair, arranged around a rustic coffee table. Sunlight streams through multiple skylights and large windows, providing views of the lush greenery outside. A flat-screen TV is mounted above a brick fireplace.

5 out of 5 average rating, 16 reviews

Enchanted Story Book Home

AndrewRating, 5 stars1 week ago

Our family of four just had a very nice stay. The house is located in a pretty part of the Springs near Louse point. We enjoyed making meals in the well equipped kitchen and eating outside on the patio. And when we were too lazy to make food there are a lot of convenient options nearby in Amagansett or the Springs.

4.99 out of 5 average rating, 70 reviews

Southampton Beachy-Zen Cottage- walk to beach!

DavidRating, 5 stars1 month ago

This is the second time we stayed at Kim’s. It was another pleasant experience. Kim is responsive and easy-going. Her home is welcoming and very dog-friendly. We love that Kim has beach access and it is walking distance. The convenience of her home being close to Southampton and Sag Harbor restaurants and shops is a plus. Thanks for having us, Kim. We will be back. xo - Dave, Sasha & Ginger.

5 out of 5 average rating, 10 reviews

Colorful buoys are displayed on the wood-shingled exterior wall, showcasing a variety of shapes and sizes. A small white window is positioned centrally, framed by the textured shingles, creating a nautical theme that reflects the cottage's coastal charm.

Home in Water Mill

1940s Fisherman’s Cottage close to beach.

MelissaRating, 5 stars10 months ago

Madelaine’s cottage was the perfect location for our weekend in Water Mill! The house was cozy with a spacious and private backyard. The location is centrally located, and we were even able to walk to and from breakfast and the farmers market. I would recommend the cottage and would absolutely stay again!

A covered patio area showcases comfortable outdoor seating, with a soft-toned sectional sofa facing the water. Lounge chairs are positioned nearby, offering unobstructed views of the tranquil ocean under a cloudy sky. The deck is lined with protective railings for safety.

4.83 out of 5 average rating, 70 reviews

Hamptons Oceanfront Oasis

MonicaRating, 5 stars4 days ago

Had a lovely time in the Hamptons! Tasha was an amazing host- easiest check in/out, very responsive, and gave great recommendations for places in the area. Would love to stay here again!

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Private house rentals

A grassy backyard area features a circular arrangement of four wooden Adirondack chairs surrounding a fire pit. In the background, a saltwater heated pool is visible, framed by lush trees and shrubs, creating a serene outdoor space.

4.94 out of 5 average rating, 17 reviews

Designer Home w/ Heated, Salt-Water Pool

KanwalRating, 5 stars3 weeks ago

Great spot. Easy to get to places. Comfortable. Great backyard + pool. We had a good time, zero complaints here. We are a family of 3 and found everything convenient.

A two-story home features a welcoming front porch with steps leading up to it. A gravel driveway is visible, bordered by lush greenery and flowering bushes. Bicycles can be seen propped against the house, surrounded by a peaceful, natural setting.

4.74 out of 5 average rating, 89 reviews

Clean Home Pool Cent-Loc. Quiet Reserve Pet Friend

AntoineRating, 5 stars9 months ago

Mike is a great host with helpful recommendations and plenty of advice. The house is amazing. Well located, calm, clean and so convenient. The pool is huge and very deep. Everything is perfect. Felt like at home. We will be back

A sunny pool area is presented, featuring a bright blue pool surrounded by a deck. Loungers line the edge of the pool, and a floating inflatable adds a fun touch. A large, natural wood structure with multiple windows sits prominently in the background, framed by lush greenery.

4.88 out of 5 average rating, 78 reviews

Your private Hamptons oasis; 1 block to waterfront

LinaRating, 5 stars1 month ago

Went with a bunch of my girlfriends and had such an amazing time! Lisa's home was amazing and we all felt right at home! So happy that it was a common ground where my girlfriends and I were able to gather around and create unforgettable memories.

A modern kitchen equipped with wooden cabinetry features a central island topped with dark stone. The space is illuminated by pendant lights, while glass doors offer views of the pool outside. Wall decor includes woven baskets, enhancing the aesthetic of the area.

4.97 out of 5 average rating, 63 reviews

Renovated Southampton Shores pool, tennis, beach

KaranRating, 5 stars3 weeks ago

Lovely place for a long weekend with family! The house was pristine, up to date, charming, and all the linens were fresh and clean. It was very well stocked with kitchen essentials and books and toys for kids. Location also prime with a private beach a 10 min walk away. The only minor issue we had was an issue with the pool heating (it being the 1st pool weekend of the year) but this was sorted out promptly. Would happily stay there again!

A bright living area is presented, featuring two blue armchairs and a circular wooden coffee table adorned with decorative items. A woven pendant light hangs from the ceiling, complemented by large windows allowing ample natural light. A stylish console table is visible against the wall.

4.77 out of 5 average rating, 52 reviews

East Hampton: Clearwater Beach Pass

MeganRating, 5 stars1 month ago

My friends and I booked Renee’s place for a relaxing getaway weekend. The house was exactly what we needed, clean, private, and full of everything we needed. Renee was responsive and flexible and overall just a wonderful host. We would stay here again in a heartbeat!

4.92 out of 5 average rating, 88 reviews

A serene landscape features a heated saltwater pool bordered by lush greenery. Sun loungers are positioned around the pool under umbrellas, while a wooden fence with trees creates a peaceful backdrop, enhancing the outdoor relaxation space.

Home in North Fork

Modern farmhouse w/ pool, beach, horses and winery

XiuRating, 5 stars1 week ago

I had a wonderful stay! The place was exactly as described—clean, cozy, and well-equipped. The host was friendly and responsive, making check-in and check-out super easy. The neighborhood was quiet and convenient, perfect for relaxing after a day out. I would definitely stay here again and highly recommend it to anyone visiting the area!

The outdoor area features a rectangular pool surrounded by a brick patio. Several lounge chairs are arranged around the pool, complemented by a blue umbrella. A two-story house with large windows overlooks the pool, and lush greenery enhances the setting.

5 out of 5 average rating, 19 reviews

Walk to the village! Charming modern farmhouse.

NabeelRating, 5 stars6 months ago

Carl and house is the best

An outdoor deck area is showcased, featuring brown wooden flooring and surrounded by lush greenery. Two umbrellas in vibrant colors provide shade over a dining area equipped with multiple chairs and a table. A grill is positioned on one side, enhancing outdoor cooking options.