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House vacation rentals in Suffolk County

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Top-rated house rentals in Suffolk County

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The exterior of the three-story house is clad in grey shingles, accented by a vibrant turquoise front door. Multiple windows allow natural light into the interior, framing a modern yet classic architectural style.

Home in Milford

4.92 out of 5 average rating, 26 reviews

Light-filled Beach House Steps from the Sand

Located in prime Bayview Beach, a one min stroll to the sandiest beach in Milford. Two floors with private patio. Main level: half-bath, Cooks kitchen with a 6 person dining area, living room with flatscreen. Upstairs: master w/king size bed & en-suite bath, kids bedroom w/ bunkbed, another full bath w/ tub. 3rd bedroom with queen bed and trundle twin. If you want a get-a-way from the city, or just an escape then come to this tucked-away home. Enjoy all that this coastline gem has to offer.

The exterior view showcases a bright, newly constructed home with white siding and a stone accent at the lower level. A spacious porch with seating is visible, along with a well-maintained lawn and a fenced yard, creating a welcoming entrance.

Home in Fairfield

5 out of 5 average rating, 8 reviews

Newly built twin beach house within steps to beach

Keep it simple at this peaceful and centrally-located home. Newly built in 2019! Premier beach living at its finest. Steps to Fairfield’s beaches and less than a mile to downtown restaurants, shops, and bars. Fenced backyard. Central air throughout. Decks off the front and back with a Weber grill. Furnished with luxury furniture, sheets, comforters, and pillows. Smart TVs in every bedroom and living room. Tesla charging station at the house. Identical home next door available for larger bookings

A stylish dining area is highlighted by a round table paired with modern chairs beneath a vibrant artwork. Natural light filters through large windows, providing a view of the outdoors. A cabinet with decorative items adds character to the inviting space.

Home in Southold

5 out of 5 average rating, 9 reviews

Stylish Beach Getaway: pool & walking location

Perfectly located within walking distance to shops, beaches, and restaurants, our designer home offers comfort, luxury amenities, and privacy. Interested in a long term rental? Message us! Enjoy a beautifully landscaped backyard with pool, chefs kitchen for hosting, and nearby beach farms & wineries. Bedrooms boast organic linens and bathrooms offer Bathing Culture products. Kitchen is stocked with local organic pantry staples and stainless steel appliances to cook or grill on the patio.

Home in Greenport

4.98 out of 5 average rating, 100 reviews

Designer's Dream - Charming Boathouse

An architect's and interior decorator's dream home! This home is a historic boathouse built in the late 1890's, and recently & lovingly fully renovated and restored. In the middle of Greenport Village - walking distance to train station, Jitney stop, and Shelter Island Ferry as well as the best North Fork restaurants, vineyards, bars, and beaches. Two bedroom home with ground floor fireplace, outdoor shower (not enclosed), and beautifully landscaped outside patio w/grilling & dining areas.

A charming single-story house features a classic shingle exterior with a brick chimney. A spacious front deck is bordered by white railings and overlooks a manicured lawn surrounded by trees. Soft sunlight filters through the leaves, enhancing the serene setting.

Home in East Hampton

4.95 out of 5 average rating, 228 reviews

Charming, historical cottage with private beach

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 charming, light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot in historic East Hampton, the home offers a tranquil retreat, with deer sightings, private beach access, stunning views of 3 Mile Bay and picture-perfect sunsets. A short drive to the beaches and town, shops and restaurants and Jackson Pollack House.

A spacious outdoor yard is featured, surrounded by trees and greenery. White lounge chairs and a small table are positioned on the grassy area, inviting relaxation. A hammock is visible in the background, adding to the tranquil outdoor setting.

Home in Northport

4.94 out of 5 average rating, 114 reviews

Cool pad, Private Rms, Walk to village, Wtr view

Beautiful pad on a tranquil street and walkable neighborhood. 5-10 minute walk to the village and 2-minute walk to the cliffs overlooking the bay and sound. Water view from one bedroom, great outdoor yard - very private. Updated amenities, marble bathroom, cozy indoor living area and very comfortable beds. The rental space is private and is the entire first floor of the home. The home is a two-story duplex with a shared entrance and private locking doors to each space. Wonderful location.

A living area features a comfortable dark leather sofa and a light upholstered armchair, arranged around a glass coffee table. A contemporary bookshelf stands nearby. A modern kitchen is visible in the background, alongside a fireplace and large windows that allow natural light to enter.

Home in Westhampton Beach

5 out of 5 average rating, 4 reviews

Summer Main Home plus cottage close to Main Street

Come relax and enjoy! Beautifully updated Main home with separate cottage. Perfect for in-laws and guests. Each home has its own kitchen, living space, washer/dryer, and outdoor seating. Main house: 4 Br, 3 ba Cottage: 2 Br, 1 ba Outdoor shower for an after beach rinse, 2 patios, pergola, hammock, bbq. A two person kayak available for use; beach passes included. Games, internet, tv... Walk to coffee shops, restaurants, worship, and marina. Bike to beach.

A bright living area is illuminated by natural light through large windows. A decorative black wall with a welcome message adds character. A comfortable seating arrangement and dining space is featured. Art pieces are displayed, enhancing the creative ambiance of the space.

Home in Montauk

4.99 out of 5 average rating, 101 reviews

6 minute walk to Ditch Plains Beach

IMPORTANT: From Memorial Day 2024 - Labor Day 2024: weekly (1 week/2 week/3 week rentals must start and end on Saturdays. Monthly rentals can start on the first of the month regardless of the day of the week. Great beach house close to Ditch Plains beach with 3 bedrooms and 2 bathrooms. 2 queen beds and 2 bunk beds, deck, barbecue, outside shower, huge yard, recreation room. Spend your days at the beach and grill at night. Wifi, tv, and outdoor fire pit.

An airy living area features vaulted ceilings with exposed wooden beams. Large windows allow natural light to illuminate the space, while a comfortable seating arrangement includes a white sofa and stylish armchairs. A modern fireplace serves as a focal point, and decorative lamps add a touch of charm.

Home in Montauk

5 out of 5 average rating, 6 reviews

Hilltop Bright Home w/New Pool Summer 2024

Home is professionally managed by Montauk Rental Management Group. Your family will be close to everything when you stay at this centrally-located Montauk home. Short drive to Town and Beaches. This home was recently painted and updated, it's clean, bright and the perfect family rental! -4 bedrooms -3 bathrooms -Spacious deck with water views -Outdoor dining & seating -Grill -Peaceful, quiet location perched on a hill Rental Registry 23-780

Home in Milford

5 out of 5 average rating, 96 reviews

Waterfront!-Hot Tub-The Charles Island Beach House

Hot Tub on Deck overlooking LI Sound Build in 2016 92/92 5 Star Ratings Sound-on-Sound (Soundside Music Festival) – 9 Miles away Silver Sands Beach in Milford, CT. Open concept (2500 sq. feet), modern house directly on the water. Spectacular views of Long Island Sound and Charles Island. Sunsets on roof deck. Hot Tub, Outdoor Shower, Kayak/Paddle Boards, and lots more. NOTE: From May-Sep we only accept weekly rentals - Sat-Sat rentals.

A covered porch area features woven seating with bright green cushions and a chaise lounge. The wooden railing complements the light green siding of the house. Potted plants add color, while light filters through the oversized windows, providing a warm and welcoming atmosphere.

Home in Milford

5 out of 5 average rating, 100 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

🌟 Special Discounts on Early Birds, Last-Minute Stays & 7+ Nights! 🌴Steps from Walnut Beach & Silver Sands State Park, this guest-favorite escape offers a tropical backyard oasis with a cascading fish pond, multiple lounges, & a seasonal palm tree. Inside, relax in luxury with a gourmet kitchen, elegant furnishings, & modern amenities. Just 90 minutes from NYC, it’s the perfect retreat for beach days, nature adventures, & coastal charm!

A modern addition with large glass walls is depicted, providing views of a spacious deck and surrounding greenery. A dining area with wooden chairs sits adjacent to a hot tub, while the original cottage features windows revealing cozy interior spaces.

Home in East Hampton

5 out of 5 average rating, 14 reviews

Captains Quarters | Avail Off Season Spring 2025

Charming traditional & at the same modern cottage with hot tub and sauna, and a fireplace inside create a peaceful and private ambiance in close proximity to the waters of Three Mile Harbor. Located on a tranquil country lane this house lets you enjoy the serene and picturesque Springs neighborhood year-round. Child friendly with fun playhouse structure and Zip line. The landscaped garden is fully fenced in and pet friendly.

Vacation rentals for every style

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Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Suffolk County house rentals

Free parking on premises

Air conditioning

House rentals with a pool

A large outdoor pool is surrounded by a well-maintained lawn and lush greenery. Comfortable seating is available, alongside an umbrella-covered area, perfect for relaxation. The clear blue water reflects the sky, enhancing the serene setting.

Home in Amagansett

4.95 out of 5 average rating, 40 reviews

Wonderful Amagansett Home - Bay View & Heated Pool

A light-filled dining area features a round wooden table surrounded by four white chairs. French doors open to a lush outdoor space, and the wood-beamed ceiling adds a rustic touch. The adjacent kitchen with white cabinetry is partially visible, enhancing the open feel.

Home in East Hampton

4.87 out of 5 average rating, 103 reviews

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

Home in East Hampton

4.88 out of 5 average rating, 109 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

A serene backyard scene features a salt-heated gunite pool surrounded by natural stones and elegant landscaping. Comfortable loungers are positioned by the pool, complemented by vibrant pink and green vegetation, with a spacious home visible in the background against a clear sky.

Home in Southampton

5 out of 5 average rating, 14 reviews

Pool&Spa open till December

A serene outdoor pool is surrounded by greenery, with lounge chairs positioned along the patio. A stone border frames the pool, and sunlight reflects off the clear water, creating a calm and inviting setting within a peaceful landscape.

Home in East Hampton

5 out of 5 average rating, 5 reviews

The Hideaway

Home in East Hampton

4.94 out of 5 average rating, 16 reviews

Walk to Water. Stunning Home with Gorgeous Pool & Grounds.

A calm waterfront scene features a vibrant sailboat gliding across the bay, surrounded by green marshland. A wooden dock leads into the water, with several colorful chairs positioned for relaxation. Soft hills and houses line the distant shore under a gentle mist.

Home in Mastic Beach

4.93 out of 5 average rating, 120 reviews

Gorgeous Waterfront and Indoor Pool Family Oasis!

A well-appointed living room features a combination of leather seating and a wooden coffee table. A television is mounted on the wall opposite, with a console beneath. Natural light enters through large windows, and a patterned area rug adds a touch of warmth to the space.

Home in East Hampton

4.84 out of 5 average rating, 31 reviews

Private East Hampton Estate

Weekly house rentals

Home in Hampton Bays

4.78 out of 5 average rating, 99 reviews

Jacuzzi & pool. Fenced in property.

Home in Greenport

4.97 out of 5 average rating, 247 reviews

The Greenport Bungalow

A blue bungalow exterior is shown, featuring a spacious deck with black railings and multiple glass doors. A picnic table is situated on the lawn, alongside a children's toy. Lush greenery surrounds the property, enhancing the setting.

Home in Montauk

5 out of 5 average rating, 20 reviews

Montauk beach house!

Home in Southampton

4.93 out of 5 average rating, 61 reviews

Southampton Quiet Private Home/Pool 6min to Villag

Home in Shelter Island

5 out of 5 average rating, 29 reviews

Family Friendly Oasis Steps to Water - Heated Pool

The front exterior of the home features a charming porch with white pillars and a welcoming door adorned with a circular wreath. Bright yellow flowers and vibrant plants are arranged in decorative pots, complementing the manicured lawn and lush greenery.

Home in Syosset

4.9 out of 5 average rating, 51 reviews

Elegant, resort style, clean, north shore home

The front exterior of the home is framed by lush greenery and a flower-lined pathway made of stone. Two trees add natural shade, while a charming yellow door welcomes guests. A fenced yard and gravel accents enhance the inviting entrance.

Home in Greenport

4.93 out of 5 average rating, 107 reviews

Maritime Village Getaway with Backyard

Home in Madison

4.87 out of 5 average rating, 23 reviews

Historic Beachside Glamour

Private house rentals

A light-filled living area features a neutral-colored sofa alongside a blue couch, with decorative pillows adding subtle color. A wooden coffee table rests in front, and large windows with bamboo shades allow natural light to brighten the space.

Home in Cutchogue

4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

A charming Cape Cod cottage is showcased, featuring a light gray shingled exterior and blue door. The front yard is adorned with green grass and small shrubs, while steps lead to the entrance. Tall trees frame the property, providing a sense of privacy.

Home in Sag Harbor

4.85 out of 5 average rating, 160 reviews

Sag Harbor House for rent.

A serene backyard showcases a heated salt in-ground pool framed by lush greenery. Sun loungers are placed beside the pool under a shaded umbrella. The adjacent grassy area is spacious, equipped with tall trees for added privacy.

Home in East Hampton

4.86 out of 5 average rating, 28 reviews

Salt Pool 4 Bed Sanctuary w/ Private Beach Access

A patio area features a round table surrounded by multiple chairs, positioned on a stone pathway. A few lounge chairs are placed nearby, with low shrubs and neatly trimmed grass framing the scene. A set of stairs leads to the entrance of the house.

Home in Shirley

4.87 out of 5 average rating, 137 reviews

Cope near the beach

An outdoor area features a heated saltwater pool surrounded by lush greenery. Four lounge chairs are positioned beside the pool, each with an umbrella for shade. A paved stone patio complements the tranquil setting, providing a serene space for relaxation.

Home in Water Mill

4.99 out of 5 average rating, 84 reviews

Pristine 5 bedroom Home - South of the Highway

A wooden walkway leads down to a calm beach, with gentle waves lapping at the shore. The water reflects a clear sky and distant land. A floating object is seen in the water, enhancing the serene coastal scene.

Home in Jamesport

4.91 out of 5 average rating, 11 reviews

Private Beach access along the Wine Trail

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.

Home in East Hampton

4.92 out of 5 average rating, 144 reviews

Heated pool, games room, near beach, kid-friendly

Two wooden chairs are positioned on a well-manicured lawn, facing a stylish beach house with large windows. Lush greenery surrounds the area, providing a sense of privacy. The sky is partly cloudy, enhancing the tranquil ambiance of the outdoor space.

Home in Montauk

4.71 out of 5 average rating, 21 reviews

The Raffle Beach House

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