Holiday houses in Upper Brookville

Spacious 3b/3b Mediterranean in White Plains

Bring the whole family to this great place with lots of room for fun, relaxation or hosting! This 3bed/3bath Mediterranean is freshly renovated with stylish touches & comfy furniture. The main floor of this multi family serves as a great spot to bring the family while visiting the area. The house boasts an oversized living room, formal dining room, large chef's kitchen, and plenty of sleeping space. With heat & AC throughout the entire 2k sf unit, this house is great for anything& everything!

Family · Location · Access

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...

Family · Location · Quiet

Sunny French Cottage

This unique, sunny cottage has it's own style. Private and peaceful, completely renovated cottage with French vibes. Originally used as a painting/design studio. It is an ideal place to relax and enjoy the surrounding nature. The upstairs bedroom is loft style and has a luxurious queen size bed. It's ideal for short and long stays. It is a perfect place for cozy evenings and lazy mornings, it can also serve as a temporary workplace. High tea style, organic breakfast available (20$ per person)

Location · Value · Air conditioning

"Home away from home" in Long Island, NY

2-bedroom apartment in a safe neighborhood. 2 queen beds & Twin air mattress. Extra towels and sheets set. Plenty of space with access to kitchen, washer/dryer (not shared with anyone else), spacious living room & dining area. You will have your own entrance. Near many attractions, 25 mins from JFK, & a quick train ride or drive to NYC and near the beach! All types of fast food and delicious restaurants nearby! Apt is in excellent condition, sanitized and clean in a great environment.

Family · Value · Walkability

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.

Value · Location · Amenities

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…

Location · Family · Bathroom

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 !

Value · Location · Condition

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.

Location · Family · Checkout

Jericho Suite w/ Jetted Tub • Walk to Whole Foods

Private one bedroom suite in Jericho featuring a Fabric tufted queen bed, a full bathroom with jetted tub, and an electric heater fireplace that warms the entire space. Enjoy a separate private entrance for comfort and ease, with a modern interior designed for relaxation. The space feels simple, comfortable, and well maintained, with quality finishes and a quiet setting. Perfect for business travel or a private, low key stay in an upscale Long Island neighborhood.

Family · Location · Accuracy

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.

Location · Value · Decor

Captain's Cottage on Working Farm with Animals

Charming, fully renovated cottage with cathedral ceilings and private deck. Home has a separate queen bedroom, kitchen and living room on the main floor with small stove fireplace. There is a small loft on the 2nd floor with 2 twin beds accessed by a library ladder (note: no standing headroom in loft). Private outdoor deck with seating and BBQ. Fast wi-fi, laundry access and pet friendly.

Family · Location · Wi-Fi

Long Island Nature Retreat + Peloton + Shared Pool

Escape to a peaceful Long Island nature retreat surrounded by farmland and quiet countryside views—perfect for guests seeking calm and comfort. 🌿 2-acre lawn + private driveway 🏊 Shared outdoor pool (Only available from May to October) 🚴 Peloton vacation rental 🪵 Charcoal BBQ grills 🐴 Horse farm next door 🍎 Youngs Farm across the street

Location · Family · Hospitality