Holiday rentals in Glen Head

Premium 1 Bedroom Suite, with Parking at entrance

Rent this private and fully furnished apartment in the historic Roslyn neighborhood. This home is perfect for short-term or long-term rentals. Ideal for professionals or students. Convenient location: - Walking distance from beautiful Roslyn Village, also known for fine dining restaurants. - 5 mins to Long Island Expressway and Northern State Parkway - 10 minutes to NYIT, Long Island University, and SUNY Old Westbury - 10 minutes to Roslyn or Port Washington Train Station (LIRR direct to NYC)

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.

Family Home near NY Beach | Private Workspace

Your Perfect Family Getaway Pet Friendly Awaits!! ▶ Book our spacious 3BR home & couple of mins away from the beach, complete amenities ideal for big families! Don't miss out – reserve your stay today! ✔ Private workspace ✔ Spacious yard ✔ Charcoal Grill ✔ Crib and Pack n Play ▶ Close to locations such as: ✔ 6 mins to Tappens Beach ✔ 10 mins to Welwyn Preserve County Park ✔ 11 mins to Planting Fields Arboretum & Garvies Point Museum and Preserve ✔ 15 mins to Pryibil Beach

Bethpage#3 New York Small Private Room

YOU AGREE THAT: YOU CANNOT CANCEL if issues are CORRECTABLE 2 Rooms share bathroom/kitchen outside barn 1–2 guests Small barn room STRICT: Use Bathroom in LESS THAN 10 minutes KING bed 2 window Open closet Desk Mirror Smart TV WiFi Only 2 towels given for whole stay Street parking No pets NO VISITORS No washer/dryer Bring your own body soap/shampoo/conditioner $1000 penalty for smoke/vape/drugs in the room Strict/Firm Cancellation Policy You AGREED to FULL DISCLOSURE below

Private retreat with self check in

Take it easy and enjoy this unique and tranquil apartment with its own entrance. It offers a peaceful retreat away from the busy city of New York. A comfortable queen size bed. A TV with basic cable. An electric fireplace for those romantic evenings. The entrance to the apartment is to the left side of the house. Safe neighborhood to park care outside. Stroll over to Pelham Village for breakfast or dinner. Enjoy Time Square only 20 mins away via Metro North train.

Ideally Located Glen Cove Apartment!

Get the best of the city and the suburbs at this 3-bedroom, 2-bathroom vacation rental in Glen Cove. Bring the kids and enjoy lounging in the well-appointed living room discussing your vacation plans. Hit the links at a nearby golf course, visit scenic Long Island beaches, or head into the city to check off all of your NYC bucket list items. After a day of adventure, cook a family meal in the full kitchen and share all the new memories made with your loved ones.

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.

Curated 1-Bdrm Suite in Jericho Equestrian Country

Experience style, comfort, and privacy in this curated one-room guest suite in upscale Long Island. This fully self-contained suite features: • Restoration Hardware Lorin live-edge queen bed • Private full bathroom with tub • TV with cable • High-speed Wi-Fi • Central air No third party bookings. The person who books must be present for the entire stay and provide valid government ID at check in.

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.

Four levels of stylish living

This completed renovated house is spread over four floors of stylish and comfortable living. Spacious yet not confined. Chef kitchen is perfect for large private gathering. sleeps 10-12. PLEASE NO PARTIES ARE STRICKLY PROHIBITED. ***Effective 1/1/2026 min of 28days is required for booking*****

Beautiful Waterfront Cottage

This is a modern new renovated water front Cottage! Private access to exclusive Bayville beach! The unit has a king size bed. A loft with Japanese style Tatami could sleep two kids. Beautiful bathroom with high tech toilet. Washer and dryer. Have fun with the whole family at this stylish place.