
Holiday rentals in Upper Brookville
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Upper Brookville
Guests agree: these stays are highly rated for location, cleanliness and more.

1956 House of the Year Award. Easy commute to NYC.
Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

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...

Spacious guest suite near water
Welcome to your perfect home away from home! Enjoy a spacious and newly renovated basement suite with windows and separate entrance in a private house, perfect for up to four guests. Ideal for couples, small families, or business travelers. This cozy retreat, combines privacy and comfort in a quiet neighborhood. Whether you’re here for a short trip or an extended stay, this apartment offers everything you need for a comfortable and relaxing experience. Book now and start planning your visit.

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.

Modern Family Retreat!
Enjoy exclusive use of this private upper-level accommodation, perfect for families, business travelers, and Long Island getaways. Wonderful getaway for solo travelers, friends, couples, or families. Bedrooms feature queen-sized beds and a full bathroom with tub and shower. Fast WiFi. Also a perfect location for guests attending events at Oheka Castle, Crest Hollow Country Club, Cold Spring Country Club, and The Mansion at Oyster Bay. Permit # P233646 We are 20 minutes from Jones Beach…

The Serenity Suite, near UBS Arena
The Serenity Suite is a functionally designed, open concept, lower level space with its own PRIVATE entrance, kitchen, bedroom, bathroom and seating areas. With a clean contemporary design and furnishings, The Serenity Suite provides a cozy, serene and safe environment. Unwind and relax, in this newly renovated suburban Suite located 10 mins. from the UBS Arena and Belmont Park, 5 mins from the Belt and Southern State Parkways, 15 mins from JFK, 10 mins to LIRR and 25 mins to LGA.

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.

The Harbor House: Beachfront Home 1 hour from NYC
FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC" Welcome to Long Island’s iconic Gold Coast! Wake up to sweeping waterfront views and, if you’re lucky, catch a glimpse of our local bald eagle family soaring overhead! Explore nearby gems like the Vanderbilt Mansion & Planetarium, Caumsett State Historic Park Preserve, Del Vino Vineyards, and the lively Paramount Theatre. Stroll through Downtown Huntington or Northport Village for boutique shopping, great restaurants.

Comfy studio in Bethpage
This upstairs studio is in the heart of Long Island. You will find towels, sheets, a full kitchen with dishes and cutlery. The refrigerator unit has a full sized freezer and fridge. The oven is electric and full sized as well. There is a desk area with Wi-Fi. I have Verizon service. It also has a Vizio smart TV. There is free street parking. Quiet hours are from 10pm until 7am. Loud footsteps and television, running, jumping and conversations disturb my guests below.

Garage Cottage House
Charming Garage Guest House - 1 Bedroom Apartment Welcome to your cozy retreat! This charming 1-bedroom apartment, located in a converted garage. The space features a living area perfect for relaxing day. The kitchen is equipped with essential appliances. The cozy bedroom offers a comfortable bed and ample storage and the convenience of a private bathroom. Near local shops and attractions, this guest house is perfect for travelers seeking a unique and comfortable stay.

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.

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.
Popular amenities for Upper Brookville holiday rentals
Other great holiday rentals in Upper Brookville

Cozy & Quaint Guesthouse, walk to all, near water!

Locust Valley Luxury Guest House

Long Island Nature Retreat + Peloton + Shared Pool

Locust Valley Cottage - Independent house

Charming Coastal Centerport Home

Adorable 1 bedroom beachside cottage

Spacious Apartment Rental in Heart of Oyster Bay

Cozy Riverfront Cottage•Pool•Hot Tub•35 min NYC
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Portland Holiday rentals
- Providence Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- Times Square
- MetLife Stadium
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yale University
- Yankee Stadium
- Columbia University
- Asbury Park Beach
- Jones Beach
- American Dream
- United Nations Headquarters
- Rockefeller Center
- Empire State Building
- Bryant Park
- Long Branch Beach
- Citi Field
- Statue of Liberty
- Barclays Center
- Grand Central Terminal
- Bear Mountain State Park
- Radio City Music Hall
- Astoria Park
- Fairfield Beach





