Holiday houses in Glen Head

A Bethpage#3 New York Private Room Mini-Barn

READ CAREFULLY YOU CANNOT CANCEL if issues are CORRECTABLE Other GUESTS share this place 1–2 guests Small private room Shed House Share 1 bath/1 kitchen with 2 OTHER ROOMS STRICT: Use the Shared Bathroom in LESS THAN 10 minutes KING bed 2 windows Closet Desk Mirror Smart TV WiFi 2 towels 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 agree to FULL DISCLOSURE below

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.

Beautiful home, 2 bedrooms, Large Deck & Play area

Rent this large family house in the historic Roslyn neighborhood. This home is perfect for a short or long term rentals. House has 2 bedrooms, 1 bathrooms, yard space with hammock, rear deck, and spacious living room and kitchen. Private driveway for parking with a Tesla charger installed. Convenient location- walking distance from beautiful Roslyn Village, and just 10 minutes to Port Washington Train Station (Direct to NYC) and 5 mins to Long Island Expressway and Northern State Pkwy

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

Garage Cottage House

Charming Garage Guest House - 1 Bedroom Apartment Welcome to your cozy retreat! This charming 1-bedroom apartment, located in a converted garage. The space features a living area perfect for relaxing day. The kitchen is equipped with essential appliances. The cozy bedroom offers a comfortable bed and ample storage and the convenience of a private bathroom. Near local shops and attractions, this guest house is perfect for travelers seeking a unique and comfortable stay.

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.

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.

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*****