Holiday houses in Old Westbury

"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.

Location · Value · Parking

Curated Suite • Soaking Tub • Walk to Whole Foods

Private one bedroom suite in Jericho featuring a Restoration Hardware Lorin live edge queen bed, a full bathroom with soaking 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.

Value · Location · Indoor spaces

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #P25-0245

Value · Family · Cleanliness

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 !

Location · Value · Checkout

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 · Value · Access

Bright & Private 2BR Home Near LIRR w/ parking

Private home in Hicksville with private entrance and driveway parking. Just a 10-mins walk to Hicksville LIRR, Broadway Mall and 5 minutes from Dunkin', 7-Eleven, and a local deli. Enjoy a bright living room with natural light and a mirrored accent wall, full kitchen, and separate dining room. Primary bedroom features a large built-in mirrored closet. Bathroom includes a walk-in shower, infrared heat, bluetooth speakers, and LED mirror. Enjoy access to a shared backyard.

Value · Cleanliness · Sleep quality

Spacious 1BR Stay | Near Hofstra & JFK

Enjoy a spacious, modern 1BR private suite designed for a comfortable Long Island stay. Accommodates up to 4 guests with a private entrance, comfortable bedroom, open living area, Smart TV, dining space, and convenient kitchenette. Centrally located near Hofstra University, Molloy University, UBS Arena, Roosevelt Field Mall, hospitals, and JFK Airport. Enjoy easy self check-in and the privacy of your own space within a multi-family home.

Value · Location · Sleep quality

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.

Family · Location · Hospitality

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 · Checkout

Huge studio in Oyster Bay

located in the heart of Oyster Bay, on a quiet residential street, It is a very spacious studio with its own entrance and a private bathroom,walking distant to town.10 to 15 minutes drive to the Cold Spring Harbor and C.W.Post.beautiful beaches, and gardens nearby. fully kitchen, simply furnished with a queen bed and a full size sleep futon.

Location · Family · Decor

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

One-Bedroom Modern and Luxurious Retreat

One bedroom, one bathroom guest house in Farmingdale. Welcome to “The J’s”, a new construction designed for guests who appreciate modern style, warm comfort, and a touch of luxury. Perfect for getaways, business travelers, extended stays, or special occasions, The J’s offers a private, quiet retreat with all the comforts of home.

Location · Kitchen · Quiet