Holiday rentals with outdoor seating in East Hampton North

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, 261 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.

LocationOutdoor spacesCheckout

5 out of 5 average rating, 28 reviews

A clean and inviting sleeping area is presented with a spacious bed adorned with white bedding. Two decorative pillows are arranged on the bed, adding a touch of texture. A floor-length mirror and a slender arrangement of decorative branches enhance the modern aesthetic of the space.

Flat in East Hampton

NEW Private, modern centrally located Apartment!

Come stay with us at our private, modern, extremely clean airbnb! We pride ourselves on paying close attention to detail, and going above and beyond to ensure our guests have the best experience. You will have your own private unit with a private back patio and parking spot. Nothing is shared) We are centrally located just 5 minutes of beautiful East Hampton Village and Amagansett village. We are also 1.5 miles from the closest beach. (beach pass not included or transferable as per town lawslyyw

LocationValueCheckout

A modern home is set on a spacious green lawn, featuring a combination of wood and metal siding. Large windows allow natural light to fill the interior. A stone pathway leads to the entrance, framed by lush landscaping and trees, enhancing the outdoor tranquility.

4.89 out of 5 average rating, 117 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# 26-891

Outdoor spacesValueAccess

A crystal-clear swimming pool is surrounded by a landscaped garden featuring lush greenery and blooming flowers. Natural stone patio borders the pool, offering space for lounging and relaxation in a private setting nestled among trees.

4.98 out of 5 average rating, 140 reviews

Explore the Water & Woods at a Relaxing Retreat

Flick through records under soaring ceilings and hang out in the year-round hot tub at this East Hampton open-plan retreat. Unwind in the wooded backyard, take a dip in the pool or spa, detox in the sauna, grill on BBQ, relax in the movie-theatre seats to watch a film, then snuggle up to fireplace or firepit before drifting to sleep in super comfy beds. Minutes to village, beaches and hiking trails. Terrific for families & friends looking for a relaxing getaway. (No AI used in these photos!)

LocationOutdoor spacesLayout

4.99 out of 5 average rating, 114 reviews

A well-maintained outdoor space features a large swimming pool surrounded by a wooden deck. Lounge chairs are placed around the pool, with red umbrellas providing shade. Adjacently, a patio area includes a dining table. Lush greenery frames the area, contributing to a serene ambiance.

Guest house in Springs

The Quail’s Nest

A beautifully landscaped tranquil oasis. Newly constructed private two bedroom, one bathroom guest extension to owner occupied house. Guests share large yard and pool with owner, and have private deck and seating area. Private entry and parking. Guest's may enjoy outdoor shower and BBQ. Please note there is no kitchen, however a small fridge, Keurig coffeemaker and microwave, plates/utensils are provided. Conveniently located to beaches, shopping and local restaurants in East Hampton.

LocationOutdoor spacesQuiet

Guest suite in East Hampton

A spacious living area is presented with a cozy blue sofa and an accent chair, complemented by a decorative rug. A dining table for four is positioned nearby, and a large TV center is visible. The room is well-lit with natural light streaming through skylights.

4.98 out of 5 average rating, 157 reviews

Hamptons Dream Suite

Hampton's Dream Suite- Is a guest suite in East Hampton, NY. From relaxing by the pool, to taking a day trip to Montauk, or visiting some of the best beaches in the Hamptons, the opportunities here are endless! It offers a bedroom with a Queen size Select Comfort bed, living room has two queen sofa beds and a full bathroom. It has a Kitchenette, Central AC/Heat with a 65" smart TV with surround sound and DVD, Blue ray and Xbox Games . There is also a TV and blue Ray player in the bedroom.

Outdoor spacesLocationDecor

A contemporary house exterior features a combination of wood and metal finishes, set against a backdrop of lush greenery. Large glass windows provide ample natural light, and a pathway of stepping stones leads through a manicured lawn, enhancing the inviting atmosphere.

4.97 out of 5 average rating, 163 reviews

East Hampton (walking distance to village)

Relax by the hot tub and fire pit with local wines or walk to the village for shopping and dining. House is just a few blocks from Serafina and the famous Nick and Toni’s. Complimentary cruiser bikes included to get around town. IGA supermarket is around the corner and gas grill is on site and ready to use. The house is also walking distance to the train station if your coming from Manhattan. The second bedroom features a Murphy Bed that folds out of the wall and over the couch pictured.

Outdoor spacesLocationComfort

A spacious backyard is highlighted by a blue in-ground pool surrounded by lounge chairs. Red umbrellas provide shade, while a tall wooden fence adds privacy. Lush green grass complements the natural setting, and a rustic home is visible in the background among the trees.

4.92 out of 5 average rating, 131 reviews

Private & Pristine with Pool and Kid’s Playard

INSTANT BOOK/ dates are current. Private and Pristine 3 bed / 2 bath home in the heart of East Hampton set on 1.3 acres. Home features a chef's kitchen, in-ground gated pool, and pure privacy and relaxation. Close proximity to East Hampton Village (5 mins) and East Hampton, Amangansett and Bay Beaches (7mins), Montauk (20 mins), Sag Harbor (15 mins). Kids adore the huge playground! Entire property fenced-in to ensure the safety of kids! Heated Pool open: Memorial Day - Sept 30.

ValueOutdoor spacesTV

A cozy bedroom is shown, featuring a spacious bed adorned with a floral quilt. Light streams through multiple windows, illuminating the room. A white dresser and closet are visible, while a green yard can be seen through the windows.

4.82 out of 5 average rating, 141 reviews

Sunny & Serene Private Cottage near Downtown EH

Our lovely one-bedroom cottage sits on a quiet lane 3/4 of a mile from downtown East Hampton. The cottage is light and bright, with whitewashed walls, vaulted ceilings and skylights, lots of windows and beautiful minimalist décor. It's an incredibly peaceful place to wake up in the morning, with a gorgeous green yard right outside the many bedroom windows. Every bay and ocean beach around East Hampton is 5-10 minutes away and Nick and Toni's is less than a 10 minute walk.

Outdoor spacesValueAccuracy

Guest house in East Hampton

The exterior of the cottage is surrounded by lush, vibrant greenery, with climbing plants and flowering shrubbery. Natural light illuminates the soft colors of the cottage, which features multiple windows and a door framed by greenery, presenting an inviting and tranquil setting.

5 out of 5 average rating, 12 reviews

Enchanting studio cottage, walk everywhere

Film Festival Special Discount Romantic cottage, two blocks from EH Village Center! You can walk or take provided bikes anywhere. Ocean beach .7 miles away. Guest house at the back of the main property-separate structure. Fully equipt with kitchenette, full bath, TV, internet, AC etc. Queen sleeper sofa. Stained glass windows throughout for privacy and beautiful gardens There is a shared pool. Beach stuff available. Small or medium dogs considered.

LocationBathroomWalkability

Guest suite in East Hampton

4.97 out of 5 average rating, 178 reviews

Beachglass Barn en-suite retreat prvt pool 2 baths

Beautiful, bright, spacious King suite w fireplace, 2 en-suite bathrooms & private separate poolside entrance. We are just minutes to beaches, boating, golf, hiking, biking, yoga and wineries. Play games, grill or cozy up fireside w a good book or movie. The space is creatively designed with a nod to natural elements and luxe comfort. Sleep your very best on our super deluxe king sized bed w/your choice of pillows. Complimentary coffee/tea/treats

ValueLocationBiking

5 out of 5 average rating, 18 reviews

Cozy East Hampton Getaway

Newly updated, sun-filled home on a quiet street just 5 minutes from East Hampton Village. Enjoy morning coffee on the front porch surrounded by nature, then head to Two Mile Hollow Beach or explore nearby shops and cafes. Hosted by a Trinidadian- and Bahamian-born duo who share their love for slow, peaceful living and Caribbean warmth. Highlights: -5 min to beaches & village -Private yard in peaceful setting -20 min to Sag Harbor & Montauk

Outdoor spacesLocationBack garden

Popular amenities for outdoor seating rentals in East Hampton North

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A wooden structure with multiple windows is set among lush greenery. The deck surrounds a newly built pool, offering a serene outdoor space. The pool's clear water reflects the surrounding trees and the vibrant blue sky.

4.89 out of 5 average rating, 27 reviews

4 BR/3BA Quiet Pool Home

Outdoor spacesValueLayout

A private swimming pool reflects clear blue skies, surrounded by lounge chairs and umbrellas. Lush greenery frames the scene, while a wooden deck leads to the main house, which features a modern architectural design. A swing set adds an element of leisure to the serene outdoor space.

4.94 out of 5 average rating, 47 reviews

¤¤¤ Wonderful retreat on 4 acres with pool ¤¤¤

LocationOutdoor spacesGrill

4.92 out of 5 average rating, 60 reviews

The exterior of the artist's beach cottage features a charming facade with wood shingles and well-maintained landscaping. A welcoming front porch is flanked by shrubs and flower beds, while a serene lawn leads toward a lush backyard visible in the distance.

Home in Amagansett

Classic Hamptons Cottage - Heart of Amagansett

Outdoor spacesValueBeach

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, 30 reviews

Enchanted Story Book Home

LocationOutdoor spacesGrill

A spacious deck surrounds a heated pool, featuring a light blue surface reflective of the sky. Four sun lounge chairs are positioned for relaxation, and an outdoor dining area with a retractable awning is available. Lush trees provide a natural backdrop to the serene setting.

5 out of 5 average rating, 82 reviews

East Hampton Rental w/ Pool, Moments to Amenities

LocationValueAir conditioning

4.94 out of 5 average rating, 18 reviews

Sunlit cozy cottage by the bay.

Outdoor spacesLocationFamily

4.82 out of 5 average rating, 11 reviews

A charming exterior view of a home is featured, surrounded by lush greenery and colorful landscaping. A tranquil swimming pool is positioned in the foreground, with a well-maintained lawn leading up to the house, which includes multiple large windows and a spacious patio area.

Home in Amagansett

Beautiful Cozy Home in East Hampton

Outdoor spacesLocationSleep quality

An in-ground salt-water pool is surrounded by natural stone, set amidst lush greenery. Sun loungers are positioned alongside the pool, and a shaded seating area is visible to the right. A wooden structure stands in the background, blending with the tranquil landscape.

4.9 out of 5 average rating, 60 reviews

East Hampton Secluded Escape with Gunite Pool

LocationValueLayout

Apartment rentals with outdoor seating

4.96 out of 5 average rating, 168 reviews

A charming two-story house is nestled among lush greenery, with large windows reflecting sunlight. The wooden exterior features shingle siding, and a gentle slope of grass leads up to the entrance. Surrounding trees create a serene, private atmosphere.

Flat in Sag Harbor

Hamptons Hills Escape

Outdoor spacesValueLaundry

4.96 out of 5 average rating, 311 reviews

Flat in East Quogue

The House of the Mermaid aka La Casa della Sirena

Outdoor spacesLocationIndoor spaces

4.96 out of 5 average rating, 103 reviews

A vibrant pool scene is captured, featuring a colorful unicorn float positioned on the water. Lush hydrangea blooms frame the area in shades of pink, complementing the surrounding greenery and the wooden fence that provides privacy.

Flat in Southampton

Swimming pool w/Hot tub Fire Pit Coffee Bar

ValueOutdoor spacesFamily

Flat in Shelter Island Heights

A round wooden dining table is surrounded by four metal chairs. Natural light enters through two large windows, with framed black-and-white photographs arranged on the wall beside them. A decorative centerpiece is placed on the table, offering a rustic touch to the space.

4.9 out of 5 average rating, 263 reviews

Squire Chase House

Outdoor spacesValueParking

4.94 out of 5 average rating, 231 reviews

An open layout features a cozy living area with a patterned rug and a glass coffee table. A small dining space with two stools is positioned near a kitchenette, which includes a refrigerator. A private sleeping area with a bed is visible in the background.

Flat in Montauk

Private paradise 3 min from town ice skating pond!

LocationOutdoor spacesBack garden

4.94 out of 5 average rating, 145 reviews

A serene beach scene captures a golden sunset reflecting on calm waters. The sandy shore leads to gentle ripples, while distant land silhouettes frame the horizon. A tranquil ambiance is created as the sun descends, providing a peaceful setting for evening strolls.

Flat in Southold

Bright, Southold Studio Apt near beach & town

Outdoor spacesLocationComfort

4.97 out of 5 average rating, 137 reviews

A sandy path leads through beach grass, flanked by wooden fencing, toward a tranquil ocean beyond. Clear blue skies complement the scene, where gentle waves are visible on the horizon.

Flat in Hampton Bays

Walk to Bay and Ocean-Newly Renovated

Outdoor spacesLocationSleep quality

4.95 out of 5 average rating, 131 reviews

An open living area features a comfortable sectional sofa and a large area rug, with natural light streaming through multiple windows. A dining table is visible, accompanied by stools, and the kitchen area includes modern appliances and a view into the outdoor patio space.

Flat in Montauk

Modern Montauk retreat with wood stove by Harbor

LocationValueHospitality

Apartment rentals with outdoor seating

An expansive hallway features arched doorways and rustic wooden beams overhead. Potted plants add greenery, while large windows dressed with floral curtains allow natural light to illuminate the stone floor. Comfy seating arrangements are positioned along the walls, creating inviting spaces for relaxation.

4.93 out of 5 average rating, 43 reviews

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

LocationOutdoor spacesAccess

4.86 out of 5 average rating, 130 reviews

A living area features shiplap walls and ample natural light from large windows. A dark sectional sofa is positioned next to a glass coffee table with a small plant. An open kitchen area is visible, along with access to a screened porch through sliding doors.

Apartment in Greenport

Beautiful condo on Long Islands Northfork

ValueLocationPool

A view from the balcony overlooks the pool area, featuring a clear blue pool surrounded by lounge chairs. Colorful umbrellas provide shade for several tables, while the surrounding buildings reflect a simple, two-story design.

4.8 out of 5 average rating, 245 reviews

Montauk Royal Atlantic Beach Resort North

LocationOutdoor spacesCheckout

4.85 out of 5 average rating, 166 reviews

A light-filled living area features a cozy neutral sofa, accompanied by a matching armchair. A decorative coffee table sits in the center, and a Smart TV is mounted on the wall. Sliders lead to a private waterfront deck with seating, enhancing the space's openness.

Apartment in Greenport

Waterfront Escape | Private Beach, Pool & Views

ValueLocationWifi

Two wooden Adirondack chairs are positioned on a spacious sun deck, overlooking expansive views of lush greenery and the waterfront. The bright blue sky complements the serene atmosphere, creating an inviting space for relaxation and enjoyment of the natural surroundings.

5 out of 5 average rating, 257 reviews

Montauk Waterfront Condo w/ Sunset Views

ValueOutdoor spacesTV

4.9 out of 5 average rating, 187 reviews

The living area features a spacious dark gray couch, a light wooden coffee table, and a white dining table with woven chairs. Natural light filters through the window with plantation shutters, while decorative elements like a round mirror and wall art create a welcoming ambiance.

Apartment in Greenport

Beautiful Waterview Condo on the North Fork of LI

Outdoor spacesValueParking

The exterior of a historic Tudor-style building is framed by large, blooming cherry blossom trees. The soft pink flowers create a vibrant contrast against the architecture. A paved pathway leads to the entrance, where benches are positioned for seating.

4.94 out of 5 average rating, 124 reviews

Deluxe Studio Apt@The Montauk Manor

LocationValueAccuracy

A spacious green lawn extends towards the ocean, with gentle waves visible in the distance. A multi-story building with defined balconies is situated to the left, surrounded by well-maintained bushes and trees, contributing to a serene coastal atmosphere.