Vacation rentals in Upper Brookville

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Top-rated vacation rentals in Upper Brookville

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Guest favorite
A modernist house is surrounded by vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The structure features large glass windows and a roof that floats above the walls, offering scenic views of the lush forest.
Home in Rye
4.91 out of 5 average rating, 127 reviews

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!

Guest favorite
Barn in Bethpage
4.92 out of 5 average rating, 13 reviews

Bethpage New York Small Romantic Mini-Barn Room #3

Mini-Barn Room # 3 Small room 1–2 guests only Send guest names to host Shed converted to 1-bed house KING bed 2 windows closet,hangers,desk,mirror,smartTV,WiFi,2 towels 3 rooms share 1 bath/1 kitchen outside barn Strict Rule:10 Minutes Bathroom Use Street parking No Pets No Visitors No Wheelchair No Washer/Dryer Bring own bodywash/shampoo/conditioner $1000 penalty if smoke/vape/drugs are detected in the room Airbnb Strict/Firm Cancellation Policy You agree to FULL DISCLOSURE below if you book

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 Huntington
4.85 out of 5 average rating, 301 reviews

Nautical Farm House on Working Farm with Animals

Completely renovated nautically inspired 3 bedroom home on working farm, complete with wood burning 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.

Top guest favorite
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, 573 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...

Guest favorite
The living area features two comfortable gray sofas arranged around a round coffee table with a decorative centerpiece. A large TV is mounted on the wall opposite, while natural light filters in through the window adorned with decorative plants.
Home in Huntington Station
4.92 out of 5 average rating, 244 reviews

THE OASIS @ LONG ISLAND

A true home away from home that sits right in the heart of Huntington NY with shops, cafes and entertainment all within 10 minutes in either direction and Manhattan just a 50 minute drive away. The house is immaculately presented and offers guests all the comforts of home including a stocked fridge filled with complimentary drinks and a fully stocked coffee bar. Watch the world go by out of the two large bay windows or watch the sunset from your own private balcony. Come and enjoy the Oasis.

Guest favorite
The living room features a large sectional sofa adorned with a variety of decorative pillows. A glass coffee table sits in front, displaying magazines and a decorative piece. Two abstract paintings hang on the wall above, while natural light filters through sheer curtains.
Apartment in Oyster Bay
5 out of 5 average rating, 10 reviews

3BR APT #1 Central location Free parking Fast WiFi

3 bdrm apt. Everything you need at your fingertips. We have made every effort to make this apartment feel like a cozy and comfort retreat. Smart TVs with streaming apps, high speed wifi, separate entrance, large backyard with BBQ. washer&dryer on site. Free parking. Walk to the Beach, Marina, enjoy kayaking paddle board, sailing, fishing. Walk to nearby downtown area restaurants; 2 Springs, Wild Honey. Near parks, museums, shops., 45 mins to the Hamptons, Montauk, NYC by car or LIRR.

Guest favorite
An open living space is depicted, featuring a brown sofa adorned with decorative pillows. A modern kitchenette is visible in the background, equipped with white cabinets and appliances. Natural light streams in, complemented by neutral wall colors and a blend of wooden flooring and tiled areas.
Home in Huntington
4.91 out of 5 average rating, 32 reviews

Artist Den!

Great artist den to muse inspiration. Full kitchenette including a Keurig machine. Wonderful get away for solo traveler, couples or a family. Bedroom has a queen sized bed and comes with a full bathroom (Bath tub and shower). Fast WiFi connection. Perfect location for guests attending events at Oheka Castle, The Fox Hollow, Crest Hollow Country Club, The Royal Palm, The Mansion at Oyster Bay, Chateau @ Coindre Hall, Cold Spring Country Club Den is just a 20 minutes drive to Jones Beach

Guest favorite
A cozy seating area showcases a green velvet chair adorned with decorative cushions, positioned beside a small round table. Natural light filters through partially open blinds, illuminating the space. A decorative rug and artwork on the wall enhance the inviting atmosphere.
Guesthouse in Hicksville
4.88 out of 5 average rating, 92 reviews

modern guest house newly updated

Enjoy a stylish experience at this newly renovated, centrally-located private modern guest house/tiny home. This is a standalone unit with its own private access. Easy check in process. Really close to the Long Island rail Road within five minutes walking distance. very close to great restaurants, shops, and malls ect. Easy street parking right in front of the property And easy access to all major highways. Great Neighborhood and friendly community. Great place to come to unwind !

Guest favorite
The exterior of the home features a charming brick facade with a slate blue roof. Two dormer windows provide natural light on the upper level. A welcoming pathway made of patterned bricks leads to the entrance, surrounded by a grassy area and a clean, private yard.
Home in Westbury
4.92 out of 5 average rating, 26 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 favorite
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.
Apartment in Glen Cove
4.96 out of 5 average rating, 179 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
The living room area features two sofas, one in dark leather and the other in light upholstery, arranged around a central coffee table with a wooden surface. A lamp stands next to the seating, and natural light enters through large windows.
Apartment in Oyster Bay
4.79 out of 5 average rating, 258 reviews

Spacious Apartment Rental in Heart of Oyster Bay

Full 2nd-floor apartment rental in a legal 2-family home in the heart of Oyster Bay. 3 bedrooms, large living room & nice fully equipped kitchen. Wifi & cable A brief walk down into town. Walk to LIRR to NYC and JFK air-train. Short drive to Sagamore Hill, Planting Fields, Cold Spring Harbor & Huntington Village Good proximity to NYC or points east. Having a vehicle is highly recommended.

Guest favorite
Guest suite in Bell Haven
5 out of 5 average rating, 7 reviews

Armada Suite Getaway

The space is located on the first floor, please use images for private access. Park in your assigned space at the orange cone and use the walkway to gain access through double door under deck with keyless entry. Inside you will find it includes a bed, TV, coffee maker, under counter fridge and other amenities. There is a deck, BBQ and outdoor shower to enjoy weather permitting .

Popular amenities for Upper Brookville vacation rentals