Holiday rentals in Upper Brookville

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Top-rated holiday rentals in Upper Brookville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A bright and airy studio space features a canopy-covered bed draped with sheer fabric. An ornate mirror and a small table with decorative items enhance the room's charm. Natural light fills the area through large windows, complemented by a cozy seating option.
Guest suite in Bayville
4.93 out of 5 average rating, 622 reviews

Romantic, Cozy and Private, 1 Block from Beach

Relax in your private romantic retreat with Canopy Queen Bed & Beautiful modern bathroom, 1 Block from beach, Second floor studio with small fridge, microwave, coffee maker, induction cook top, SmartTV... Just 7 min from the Long Island Railroad, Oyster Bay stop. Near to restaurants, shops, tennis courts. You can go biking, swimming, fishing, play golf, rent kayaks, motor boats, paddle boards. Visit Arboretums, Historic sites, Parks, walk along the water, go to the nearby movies and more...

Top guest favourite
Guest house in Rowayton
4.99 out of 5 average rating, 162 reviews

1BR full cottage, 1 min walk to private beach

Enjoy time at this lovely studio located in the heart of Rowayton, a charming New England seaside village bounded on one side by Long Island sound and the other by a tidal inlet. Based in the southwest corner of CT, we are just a 1 minute walk to 2 separate and secluded beaches as well as 2 private, well manicured parks. Great amenities in town including tennis, sailing, outdoor yoga, sunbathing, plus nice restaurants. Pedestrian and dog friendly town; you don't even need a car while here.

Guest favourite
Guest house in Norwalk
5 out of 5 average rating, 36 reviews

Waterfront Getaway - Norwalk, CT

Enjoy a stylish experience at this prime location - ideal to explore, relax, or WFH. This beautiful seaside home has full direct waterfront views of the Norwalk Harbor and LI Sound from every room and a balcony. NYC is a quick ride away, with a train station just 0.4 miles away. Across the street is our lovely Veteran's Memorial Park with a route going to Calf Pasture Beach! Experience fine dining in SoNO, long lines at Mr. Frosty's Ice Cream, and more. You won't want to miss this experience.

Guest favourite
Home in Huntington
5 out of 5 average rating, 28 reviews

Private Huntington Suite | Near Village & Beach

Welcome to the North Suite — a private guest suite in Huntington designed for comfort, convenience, and extended stays. Enjoy self check-in, fast Wi-Fi, hotel-quality bedding, a private entrance, and a cozy space to relax after a day out. Located just minutes from Huntington Village, restaurants, shops, beaches, and major highways, this suite is ideal for couples, professionals, travel nurses, insurance stays, and longer visits. Quiet, clean, and thoughtfully designed for a comfortable stay.

Guest favourite
A spacious living area features high ceilings and a large window allowing ample natural light. A blue sofa is positioned next to a round coffee table. An electric fireplace is visible, with a stylish TV mounted on the wall. Artwork adds character to the space.
Apartment in Norwalk
4.88 out of 5 average rating, 17 reviews

Norwalk Loft with Private Patio

Kick back and relax in this calm, stylish space. This airy loft bedroom condo in the heart of Norwalk boasts high ceilings, a private patio, and plenty of natural light. This cozy retreat is walking distance to top restaurants, a brewery, and shopping. Close to East Norwalk and Sono train stations, bars and restaurants of South Norwalk, and picturesque Calf Pasture Beach. Perfect for a relaxing getaway or a work trip, you’ll enjoy comfort and convenience all in one. Book your stay today!

Superhost
A light-filled living area features a comfortable sofa adorned with nautical-themed pillows. A wooden coffee table rests on a woven rug, while a stylish floor lamp and wooden chair enhance the space. The ceiling showcases exposed beams, adding character to the room.
Home in Cold Spring Harbor
4.86 out of 5 average rating, 309 reviews

Nautical Farm House on Working Farm with Animals

Completely renovated 3 bedroom home on working farm with fire place and piano. Lux kitchen features stainless steel appliances, Sub-zero refrigerator, and marble counters Private, fenced backyard with BBQ. Farm has goats, pigs, chickens, bee hives, ducks, and on-site cafe and bakery. Close to Huntington village, bike trails nature walks, restaurants, parks, and the beach. Fast wi-fi, laundry access and pet friendly. New beds and baby grand piano. Bedrooms have black out curtains.

Guest favourite
Flat in Westbury
4.93 out of 5 average rating, 40 reviews

Welcome to your Home Haven

Welcome to your home away from home! This charming and clean 2-bedroom, 1-bathroom apartment is the perfect place to relax after exploring Long Island and its surrounding areas. Bedroom 1 and Bedroom 2: comfortable queen-sized beds with fresh linens Living Area: A cozy seating area Kitchen: Fully equipped with everything you need—stove, refrigerator, microwave, and coffee maker—ideal for cooking your meals Bathroom: A private bathroom with a refreshing shower, clean towels.

Top guest favourite
A studio apartment features a spacious sleeping area with a large bed dressed in yellow and grey linens. A comfortable couch and coffee table sit in the living space, while a dining set is positioned near the open kitchen. Soft lighting highlights the cozy design.
Flat in East Meadow
4.99 out of 5 average rating, 81 reviews

Cozy Studio in East Meadow

Enjoy easy access to everything from this perfectly located home base in East meadow. It is a studio apartment located near the Meadowbrook Parkway exit, Nassau Coliseum, Hofstra University, Eisenhower Park and Nassau Medical Center among others. It is also conveniently located near restaurants , supermarket and shops within walking distance. Short term stay specially for Travel Nurses and Medical Interns can be negotiable. We are about 25 minutes walk to NUMC .

Top guest favourite
A quaint cottage is nestled among vibrant trees, showcasing rich foliage in shades of green and burgundy. A well-kept lawn surrounds the cottage, with a white door framed by flower beds. The serene setting invites relaxation in a natural environment.
Cottage in South Salem
4.96 out of 5 average rating, 270 reviews

Private cottage in horse country &1 hour from NYC!

Private cozy cottage located in horse country on the the NY/CT borders ( New Canaan, Ridgfield, Wilton ) It is a perfect quiet getaway for couples or a friends night out , a great pit stop for travelers /skiers , fine dining , shopping /antiquing , Ridgefield Playhouse , hiking ,and a short ride to Grace Farms . 1 hour train ride to NYC . We provide organic fruit,breakfast snacks, coffee and tea . It is your home away from home and more :)

Top guest favourite
A spacious living area features a blue futon sofa, a coffee table with decorative items, and a television mounted on the wall. The sleeping area accommodates a queen-size bed next to a twin bed, with natural light illuminating the room through nearby glass doors.
Guest suite in Levittown
4.94 out of 5 average rating, 221 reviews

Beautiful Private Studio on LI, easy access to NYC

Close to everything yet very peaceful and relaxing, surrounded by nature. Ideally located in central Nassau with easy access to NYC, the Hamptons and famous Long Island beaches – it’s a perfect base from which to explore the best NY has to offer. For business travelers and medical residents, the apartment is close to all major airports, hospitals (NUMC, Winthrop, Northwell), universities and corporate offices throughout Nassau County.

Top guest favourite
A cozy living area is showcased with a burgundy sofa adorned with patterned cushions. A wooden coffee table sits in the center, complemented by a photo of a pier on the wall. Natural light filters through a window with louvered shutters.
Flat in Glen Cove
4.96 out of 5 average rating, 191 reviews

Comfy and very spacious apartment!

Very quiet and relaxing one bedroom apartment on cul-de-sac. This is a basement apartment, it has a flat screen TV with cable and with fully equipped kitchen, updated bathroom with extra large shower, bed linens and towels are supplied. It is located 4 miles from LIU CW post campus for those parents visiting their children. We are located 35-40 minutes from Manhattan. No public transportation near by.

Superhost
A light-filled living area features a comfortable blue sofa and a small white coffee table. An accent wall in vibrant blue contrasts with the natural wood flooring. A Smart TV is mounted on the wall, surrounded by decorative shelving. Sheer curtains frame the window, allowing natural light to filter through.
Home in Hicksville
4.71 out of 5 average rating, 14 reviews

Hicksville Entire Home • 40 Min Train to Manhattan

Beautiful 3BR private home in Hicksville. Just 3 mins to LIRR—45 mins to Manhattan! 2 bedrooms upstairs, 1 downstairs. Sleeps up to 7 with queen, full, futon + optional single bed. Fully equipped kitchen, fast WiFi, laundry, free parking, and spacious yard. Walk to Broadway Commons Mall, restaurants, cinema, and fun family spots. Note: 1 small room upstairs reserved for storage.

Popular amenities for Upper Brookville holiday rentals