Vacation 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)

Eve suite, 5 mins to LIJ Hospital & train +parking

Newly renovated private suite located in the basement with private entrance and bathroom. King size bed can accommodate 2 people. Smart light fixtures and Electric sofa recliner for extra comfort. Light refreshment area with microwave, fridge, mini toaster, electric kettle and Keurig. Close to Northwell hospital and 20 mins by foot to LIRR train station. 10 minutes driving to all supermarkets, shops, library and Stepping Stone Park. Host is highly allergic to cats and dogs. No Pets Allowed!

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...

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 Nestled in a peaceful neighborhood, it’s perfect for weekend getaways, long-term stays, or business travelers seeking calm and convenience. Every detail has been considered to ensure a luxurious, restful experi

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

Glen Cove Vacation Rental < 1 Mi to Downtown!

Book this Glen Cove vacation rental for a New York retreat with your loved ones! Featuring free WiFi, a central location, and a desk workspace, this 2-bedroom, 1.5-bath apartment has everything you need for a convenient retreat. For fun in the sun, spend your days exploring nearby nature preserves and beaches, including Welwyn Preserve and North Hempstead Beach Park — both within 10 miles! Then, return home to grill out and enjoy a relaxing movie night in front of the Smart TV.

Tranquil Hilltop Retreat

Sitting up on a hill, secluded near the quiet woods, you will enjoy a mix between modern, luxury, and outdoorsy feels. Acres of land around with a cozy, yet modern interior, will make you feel comfortable with all the things you may possibly need for your stay. Enjoy an outdoor fire, with an outdoor kitchen or while inside in the living room watching your favorite movie. Our property offers you a peaceful secluded getaway with everything newly renovated inside and out.

Private estate apartment.

Relax with the whole family at this peaceful place to stay. Private apartment on tree lined estate. Full kitchen, washer and dryer. 2 Gig internet, DIsney +, HBO Max, Youtube TV, Netflix, Amazon Prime for your entertainment. Complementary really good coffee and fresh pastries in the am. Come relax and unwind. Great for families the apt sleeps 6 with one brand new King Size bed, one Queen size bed and convertible sofa full bed. Family and pet friendly.

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.

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.