Villa vacation rentals in Brookhaven

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Top-rated villa rentals in Brookhaven

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Guest favorite
A heated salt water pool is surrounded by a stone patio, reflecting sunlight on its clear surface. A Japanese Maple tree provides shade along one edge, enhancing the serene outdoor space. Lush green grass and a white fence enclose the area, creating a private setting.
Villa in The Hamptons
4.95 out of 5 average rating, 74 reviews

Just renovated Southampton retreat w/ heated pool

JUST RENOVATED! INQUIRE ABOUT MONTHLY RENTALS! Come and enjoy with family and friends your own beautiful house in Southampton. 5-minute drive to Cooper’s Beach and to Southampton Village. Enjoy beautiful ocean beaches, have brunch in the Village, swim in your 32’ heated salt water pool, enjoy a BBQ on your patio under the shadow of a Japanese Maple, indulge in a quiet evening with a book by the fireplace, or take advantage of the home office while your family & friends enjoy the property.

Villa in Norwalk
4.8 out of 5 average rating, 10 reviews

Cottage in Silvermine: Norwalk New Canaan Wilton

Nestled in a leafy Norwalk neighborhood filled with historic houses, this newly remodeled charming guest cottage/Barndominum on 1 acres in opposite the Silvermine river (where New Canaan, Wilton, and Norwalk meet). The guest cottage is separate from the main house. It is a quaint, quiet and cozy. 1 bedroom 1 bathroom new kitchen including range, dishwasher, Keurig and washer and dryer. The bedroom has a queen bed and the living room has a sofa and chairs. Twin cots can be brought in.

Top guest favorite
A lush backyard features a children's playset alongside a hammock. Adirondack chairs are arranged around a fire-pit, framed by trees and greenery. A serene waterfront view is visible, with a dock extending into the calm waters, enhancing the natural landscape.
Villa in The Hamptons
5 out of 5 average rating, 104 reviews

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

[FOLLOW US on INSTA @29watersedge] 1-mile from the beach, this child-friendly waterfront Southampton home is a perfect family getaway. Ready for watersports: kayak, paddleboard, boat, or jet ski. Walk down to the beach for a swim in the bay. At home, the backyard has it all: large dock, fire pit, swing/playset, hammock, grill, & oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village &Sag Harbor.

Private room in Oyster Bay
5 out of 5 average rating, 3 reviews

Believe in Ghosts ?

Forget your worries in this spacious and serene space. Just a super sexy place that can give you renewed energy!! Beach walks, Bars and restaurants, shopping, nite life , serene environments to just soak up the sun, or be amazed at the snow filled north shore of Long Island. This Mansion has all the updates you need. Built in 1890, by President Theodore’s lawyer .Come feel the warmth and spiritually seated atmosphere Oh yes, interested in seeing ghost ? We’re all so friendly 😁

Private room in Oyster Bay
4.8 out of 5 average rating, 10 reviews

Gorgeous stately room with fireplace

Experience refined living at this distinguished 1897 Victorian Mansion, nestled in the historic enclave of Oyster Bay and Oyster Bay Cove. Set on a half-acre of landscaped grounds, the residence preserves its original character while offering timeless elegance. Your private room provides both comfort and charm, just steps from Main Street’s shops, Roosevelt Beach, and Park. Ez train access to New York City Additional rooms available upon request—perfect for families, or groups

Expansive green lawn extends towards the horizon, bordered by white fencing and mature trees. A serene landscape is visible with grazing horses in the background. Bright blue sky complements the lush surroundings, creating a peaceful outdoor environment.
Villa in The Hamptons
4.76 out of 5 average rating, 34 reviews

Farm reserve sunset views

Beautiful villa in beginning part of the Hamptons for a more convenient commute. A private hideaway surrounded by nature where you can relax. It’s perfect for families and friends who love nature, horses and beautiful sunsets. Since our property is spread out over an acre (and surrounded by greater than acre properties), we have the space to allow our guests the ability to maintain a safe distance while still being able to relax comfortably during their stay.

Guest favorite
A private room features a spacious bed draped in a patterned coverlet. A wooden dresser with multiple drawers stands nearby, complete with a television and decorative items. A window adorned with a curtain allows natural light to illuminate the warm beige walls, contributing to a cozy environment.
Private room in Oyster Bay
4.83 out of 5 average rating, 47 reviews

Theodore Roosevelt, Victorian Private room

This 1897 Mansion in the Historical Town Of Oyster Bay and Oyster Bay Cove has been one of Long Islands' most seclusive yet fun spots to stay in. Your Private room in a Classic Vintage Victorian House Set on Half an Acre of land. This Home Has Preserved the original character. Blocks away from the main street, Roosevelt Beach, Theodore Roosevelt Park, LIRR Train Station to New York City (20) to Penn Station. More rooms available. Just ask

A spacious living area is illuminated by natural light, featuring a large, contemporary sofa positioned near a wall-mounted television. A cozy pink pouf is located nearby. A modern fireplace adds subtle warmth, while large windows frame the view of the outside.
Villa in Floral Park
4.8 out of 5 average rating, 5 reviews

The Arena House

Escape to a modern and stylish home just a short drive from New York City. Nestled in a peaceful neighborhood, this upscale villa features a ping pong table, an arcade game, a spacious yard with a basketball court, and all the comforts you need for an unforgettable stay. Perfect for relaxing, recharging, or enjoying time with friends!

Top guest favorite
An open-concept living space displays high ceilings with exposed beams. A modern kitchen features wooden cabinetry and stainless steel appliances. Two stylish cream-colored chairs are positioned on a light wood floor, with large windows allowing natural light to illuminate the room.
Villa in The Hamptons
5 out of 5 average rating, 29 reviews

Hamptons Bungalow With Pool

Escape to a contemporary, minimalist, dream in Hampton Bays! The bungalow is a 5 minute drive or a 15 minute bike ride to multiple beaches, farm stands, restaurants and village center. This slice of heaven is truly a special get away.

Superhost
Villa in The Hamptons

Southampton Private Retreat with Ocean Views

Escape to the Hamptons at this peaceful and ideally located home, just minutes from South Hampton Village, Historic Shinnecock Hills Golf Club, world class beaches & fine dining.

An inviting backyard scene features a tree adorned with warm string lights, illuminating a well-kept lawn. Two outdoor seating options are visible, along with a charming garden shed. The atmosphere is enhanced by gentle evening light, suggesting a cozy outdoor space.
Villa in Lindenhurst

Lindenhurst Home/ Ryder Cup spot

This unique place has a style all its own. A perfect spot close to the 2025 Ryder Cup being held at Bethpage course at Bethpage State Park in Farmingdale, Long Island.

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Quick stats about villa rentals in Brookhaven

  • Nightly prices starting at

    Brookhaven vacation rentals start at R8,613 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 40 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Brookhaven rentals

  • 4.9 Average rating

    Brookhaven stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Brookhaven's top spots, include Fire Island National Seashore, AMC Stony Brook 17, and PJ Cinemas

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