Holiday rentals with a patio in Northwest Harbor

4.91 out of 5 average rating, 124 reviews

Pool, 1 block to water, 8 mins to Main Street

Escape to your serene, chic Hamptons oasis! Located just 1 block to the best waterfront dining + 8 mins. to Main St. shopping! Enjoy your gorgeous outdoor and indoor space - swim all day in your pool, spark up the BBQ + fireplace under the starry sky. Cook up a meal in your Chef's kitchen and eat outside on the porch. Curl up to your 80' streaming TV. Stroll just 1 block to the best waterfront restaurants for dinner, cocktails + coffee on the water. Drive 8 minutes to Main Street for shopping!

4.85 out of 5 average rating, 138 reviews

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

A clear blue pool is framed by a stone patio, complemented by lounge chairs and a dining set nearby. The cozy home, with a shingled exterior, is set against a backdrop of lush greenery and a clear blue sky.

5 out of 5 average rating, 20 reviews

Sag Harbor 3 bedrooms with Pool

Tucked away at the end of a private 120-yard gravel driveway, this charming home welcomes you with three bedrooms and two bathrooms, including a serene en-suite. The sunlit high ceilings living room, creates an airy and inviting space to relax or entertain. Step outside to your own private oasis, where a sparkling pool awaits. Surrounded by lush greenery and tranquil landscapes, this retreat offers the perfect blend of seclusion and comfort—an ideal place to unwind and reconnect with nature.

4.93 out of 5 average rating, 123 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

A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.

A spacious saltwater pool is surrounded by a well-manicured yard, featuring lounge chairs and large umbrellas. Water features create gentle splashes, enhancing the serene environment. The area is framed by trees, providing a natural backdrop for relaxation.

4.98 out of 5 average rating, 100 reviews

Brand new house with an all year round hot tub.

Your family will be close to everything when you stay at this centrally-located place. Very close beaches near dune road. Movie theaters, supermarkets, liquor store, farms and a bunch of local restaurants that you can visit.DJs are not allowed. Loud music and parties are strictly prohibited. It's a very quiet, relaxing, and peaceful neighborhood. No smoking inside the house.check in 3pm check out 11am extra charge. If you don't check out 11am.a minimum of 5 cars, no more than 5 cars

A spacious backyard is showcased, featuring a large saltwater pool surrounded by six lounge chairs. Lush green grass is complemented by a flowerbed, while tall trees provide shade. The house, with a wooden deck, is visible in the background.

4.93 out of 5 average rating, 15 reviews

Hamptons Home w/ Salt Water Pool

3 Bed/ 2 Bath Sag Harbor Retreat w/ Salt Water Pool. Nestled close to both Sag Harbor Village and Sagaponack, this charming home offers the perfect blend of comfort and convenience. With 3 bedrooms, 2 baths, and situated on a generous .66-acre lot. Outdoors, the expansive yard features a 35x17 saltwater pool. Located just moments from Sag Harbor Village, you'll enjoy easy access to boutique shops, acclaimed restaurants, Wolffer Estate Vineyards, and picturesque waterfront views.

4.96 out of 5 average rating, 107 reviews

Home in North Fork

Stunning Farmhouse in NoFo I Heated Pool, Wineries

Modern Farmhouse Oasis | Private Pool | Near Hamptons & North Fork Escape to a stylish sanctuary where modern design meets pastoral charm. Set on a private, one-acre land, this farmhouse is a masterclass in coastal living. Enjoy sun-drenched lounge areas, a sparkling pool, and the constant, cooling luxury of Atlantic breezes. Inside, the home offers a seamless blend of contemporary interiors, and high-speed Wi-Fi—perfect for a peaceful retreat or a "work-from-anywhere" getaway.

Luxe

Villa in The Hamptons

4.98 out of 5 average rating, 54 reviews

SERENITY AT SHOREWOOD Pool is Open April 1 - November 1. Luxurious Newly Renovated Mid Century Modern Home in East Hampton with Beach Car! Peaceful and stylish with three bedrooms, 3 1/2 baths, spectacular great room, huge deck, heated pool and more, less than four miles to the heart of East Hampton Village, world renowned for its restaurants, shopping and ocean beaches. A designer-curated architectural gem! Kick back and relax in this calm, stylish space.

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.

4.88 out of 5 average rating, 52 reviews

East Hampton Secluded Escape with Gunite Pool

Elegantly furnished 4 bedroom house on lushly landscaped grounds, fewer than 5 minutes from the heart of East Hampton Village. This home is ideal for outside living, featuring a gunite, in-ground salt-water pool and stone patio. The interior is bright and spacious, accented by minimalist yet warm furnishings. Common living areas include a large family room with TV, large dining room with gas fireplace, and a large eat in kitchen. Rental registry HMT23-10468

4.98 out of 5 average rating, 55 reviews

A spacious living area is highlighted by a stone fireplace, flanked by large windows that provide ample natural light. Wooden beams run across the ceiling, complementing the neutral-toned furnishings, including a cozy sofa. A dining table is visible in the background, surrounded by greenery.

Cottage in The Hamptons

Chic cottage on lush, secluded acre by the beach.

Charming cottage with spacious lawn surrounded by lush vegetation and protected land. 5-minute walk to a secluded and serene Northwest Harbor beach. An approximately 10-minute drive from both East Hampton and Sag Harbor restaurants and stores. Chic and modern rooms with brand-new, high-end bathrooms. Perfect rental for those who want a mix of quiet time and quick access to everything else. Relax and unwind at this unique and tranquil getaway.

A charming house is presented, featuring a blend of shingled and brick exterior. The porch is outlined by neatly trimmed hedges, and a gravel pathway leads to the entrance. Lush greenery surrounds the home, accentuating its inviting curb appeal.

4.94 out of 5 average rating, 34 reviews

East hampton 3 bedroom home w/ pool great location

Welcome to your hamptons summer home! Amazing location 5 minutes from both Sag Harbor and East Hampton towns and 10 minutes to Bridge Hampton. Beautifully landscaped backyard with heated pool and bbq. The primary bedroom includes a king bed, the 2 secondary bedrooms have queen beds. Open floor plan with kitchen and dining room flowing to the backyard is perfect for indoor/outdoor lunch and dinners. 2 full bathrooms and central air.

4.92 out of 5 average rating, 111 reviews

A modern cottage is set amidst lush greenery, featuring a spacious rear deck and a lower patio area with two lounge chairs. The second story includes a covered deck with an awning, while large windows invite natural light into the interior.

Home in North Fork

Walk to Breakwater Beach in Heart of Wine Country

Private and peaceful cottage walking distance to Breakwater Beach and Old Mill Inn Restaurant on the water opening Spring 2025. There are two large decks to relax by the firepit and drink your wine from the local wineries. Bikes, kayak, and paddle board are stored in the barn for guests use. Easy access to the marina, fishing, fine dining, vineyards, and farm stands.

Popular amenities for Northwest Harbor Holiday Houses with Outdoor Verandahs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

4.98 out of 5 average rating, 80 reviews

The charming two-story building features a light-colored exterior with shingle accents. A covered porch spans the front, supported by tall white columns. Large windows invite natural light, while blooming trees enhance the inviting street view.

Apartment in North Fork

Newly Renovated 2-BR Apartment

5 out of 5 average rating, 17 reviews

Apartment in North Fork

Tranquil country garden retreat

4.84 out of 5 average rating, 31 reviews

2Br Hampton Family Escape: Beaches, kayaks, BBQ

A serene sleeping area features a light-colored headboard and a white comforter layered with decorative pillows. Natural light filters through white curtains, and a round mirror enhances the space. A tall vase with dried branches adds an elegant touch.

4.83 out of 5 average rating, 76 reviews

NEW- Private Modern East Hampton Apartment!

The exterior of a spacious two-story home is shown, featuring a light beige façade and large windows. A set of white steps leads to the front door, flanked by neatly maintained shrubs. The property includes a two-car garage and a paved driveway.

5 out of 5 average rating, 16 reviews

The Hamptons

A cozy living area features a comfortable sofa adorned with neutral-toned cushions. A large television is mounted on the wall. Natural light filters through multiple windows, brightening the space. A small side table and an armchair complement the seating arrangement, creating an inviting atmosphere.

5 out of 5 average rating, 26 reviews

Southampton apt walk to village

Apartment in Center Moriches

An open studio space features a spacious bed with a light duvet and decorative pillows. A leather couch complements the area, while large windows provide natural light, framed by white blinds. A bedside table and warm lighting create a cozy ambiance.

4.82 out of 5 average rating, 111 reviews

Cozy Studio 15 Min From Hampton Beaches

A scenic view of the marina is presented, featuring a collection of boats docked in calm waters. The property is displayed prominently with solar panels on the roof, surrounded by green landscaping and open space. Nearby buildings sit in the background under a clear blue sky.

4.95 out of 5 average rating, 19 reviews

Dockside 2BR on The Marina - Free Parking! Unit C

Holiday House Rentals with a Verandah

A seasonal pool is framed by leafy trees, with a stone patio featuring lounge chairs for relaxation. Surrounding gardens are visible, enhancing the tranquil atmosphere of the space.

4.95 out of 5 average rating, 81 reviews

Splendid private cottage

5 out of 5 average rating, 7 reviews

Home in Southampton

Stunning Southampton Star

The kitchen and dining area feature modern cabinetry in muted tones against light wood flooring. A vintage-inspired Smeg fridge stands opposite a sleek kitchen layout with a black stove. Eye-catching circular wall art accents the space, complemented by a wooden dining table surrounded by six chairs.

4.96 out of 5 average rating, 25 reviews

Secluded Oasis salt water pool near beach

4.82 out of 5 average rating, 11 reviews

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

A sunset scene is captured over a sandy landscape, where vibrant shades of orange and pink fill the sky. Silhouettes of beach fencing and grassy dunes are visible in the foreground, complemented by a wooden structure to the right.

4.99 out of 5 average rating, 129 reviews

Charming Retreat Near Ocean Beaches

The exterior of the modern home is framed by lush trees, creating a serene atmosphere. A spacious drive curves around a landscaped circular feature, leading to the separate two-car garage on the right. Large windows exhibit the inviting structure, enhanced by natural light.

4.9 out of 5 average rating, 41 reviews

Southampton Stunner: Pool, Beach & more!

5 out of 5 average rating, 13 reviews

Waterfront Haven in East Hampton

A spacious backyard is featured, surrounded by manicured landscaping. A fire pit made of stones and logs is centrally located on the gravel area. The cottage stands in the background, framed by lush trees and greenery, creating a serene outdoor environment.

4.76 out of 5 average rating, 184 reviews

BlackBerry Private home with jacuzzi yearlong

Holiday condos with a patio

Lounge chairs are arranged around a patio area, each shaded by a large umbrella. A potted plant adds a touch of greenery, and a serene body of water is visible in the background, bordered by lush vegetation and a wooden fence.

4.67 out of 5 average rating, 3 reviews

One Bedroom Apartment Nestled in the Dunes

5 out of 5 average rating, 7 reviews

Condo in Greenport

Greenport Getaway at Cliffside Condos

A bright living area is furnished with a light-colored sofa, floral-patterned chairs, and a coffee table with decorative items. A large television is positioned on a dark wooden console. Natural light filters in through windows, illuminating the space with a cozy ambiance.

Charming Bayfront Condo

A bright and colorful room features bold stripes in green, orange, and purple on the walls. A spacious bed with white linens and pink accent pillows is positioned near a window. A spiral staircase leads to an upper level, complementing the room's playful design.

Charming 2 Bedroom Apartment with Beach Amenities!

An aerial view displays the condo complex adjacent to the waterfront, featuring a central pool surrounded by a landscaped patio. The blue ocean extends beyond the property, with boats visible in the distance under a clear sky, enhancing the serene coastal environment.

4.94 out of 5 average rating, 34 reviews

Sun N Sound Resort, Montauk, NY

A spacious studio is shown, featuring a king-size bed with crisp white linens. Natural light floods the room through large sliding doors that open to a private balcony with views of the waterfront. A ceiling fan hangs above, and a sitting area with a green sofa is present.

4.9 out of 5 average rating, 10 reviews

Endless Summer Studio Condo w Balcony Bayview

A vivid sunset is captured over the water, with orange and yellow hues radiating across the sky. A calm sea reflects the colors, while a small blue structure stands near the shore, overlooking the scene. A wooden boardwalk leads toward the gentle waves.

4.54 out of 5 average rating, 24 reviews

Immersed in Montauk's Mesmerizing Waterfront Bliss

A modern kitchen space features stainless steel appliances and white cabinetry. A spacious island with a sink provides a functional area for meal preparation. Natural light floods the room, highlighting the dining area with a view of the water through sliding glass doors.