Holiday rentals in Glen Head

4.92 out of 5 average rating, 121 reviews

Flat in Uniondale

The Stone House (Pvt. Entry | Sleeps 4-by Hofstra)

Welcome to The Stone House—your cozy home away from home! This beautifully appointed basement apartment comfortably accommodates up to 4 guests, with a cozy bedroom featuring an en-suite bathroom and a queen sofa sleeper in the living area. Enjoy nearby restaurants, shopping, and entertainment, with easy access to parks, public transportation, and major airports. Please note: No pets are allowed, and smoking is prohibited inside the apartment. We look forward to hosting you at The Stone House!

4.9 out of 5 average rating, 112 reviews

Home in Rye

1956 House of the Year Award. Easy commute to NYC.

Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

4.96 out of 5 average rating, 187 reviews

Flat in Great Neck

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!

4.92 out of 5 average rating, 537 reviews

Guest suite in Bayville

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...

Guest house in Mamaroneck

5 out of 5 average rating, 42 reviews

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.

Guest suite in Long Island

4.97 out of 5 average rating, 282 reviews

Eco-friendly Apartment. in cozy home pvt entrance.

This stylish place to stay is perfect for anyone looking to get away! 3 rooms living room- Bedroom-small workout room. This spacious airbnb comes with fully stocked entertainment system, work out equipment, fire place, super fast wifi. This aribnb is located by prime locations such as 20 mins to jones & long beach, 15 minutes to nautica mile, roosevelt field mall, 10 minutes to Eisenhower Park, 5 mins to Nassau Coliseum, 20 min to USB arena + more. your bathroom is private.

4.92 out of 5 average rating, 144 reviews

Ranch in Mount Vernon

Private Studio Apt. close to NYC

A Private and unique studio apartment with its own entrance. It offers a peaceful retreat away from the busy city of New York. Free parking and luxurious furnishing. A comfortable queen size bed. A TV with basic cable. An electric fireplace for those romantic evenings. A jacuzzi for Unwinding and soaking after a long day. A HVAC system for heating/cooling. Stroll over to Pelham Village for breakfast or dinner. Enjoy Time Square only 20 mins away via Metro North train.

4.95 out of 5 average rating, 171 reviews

Flat in Glen Cove

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.

4.95 out of 5 average rating, 44 reviews

Home in Glen Cove

Beautiful 3bedrooms Home@Glen Cove

Looking to get away from the city life? We are surrounded by three public beaches, two nature preserves and golf course. This high ranch walk up upper floor unit newly renovated with 3 bedrooms and 2 full bath with air conditioning can accommodate up to 6 guests. It is the perfect summer home for quick getaway. Private driveway up to 3 cars.

4.88 out of 5 average rating, 8 reviews

Home in Glen Head

Cozy 4br+2bath for entire family at Glen Head Bay

Great central location on the Island in a wonderful, family friendly neighborhood. Near major highways. Lots of great restaurants, and places to shop for food and high end retail. Only 18 miles from Manhattan. LIRR (long Island rail road station) easy 5 min walk. Lots of bus connections as well.

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Other great holiday rentals in Glen Head

Private room in East Bronx

4.8 out of 5 average rating, 64 reviews

Spacious Modern Room 2-C

DarrylRating, 5 stars5 days ago

My wife and I were pleased with our stay at Miguel's Place. The apartment was exactly as pictured, and the quietness help provide much needed rest. Our bedroom and the bathroom was clean. Miguel was pleasant and attentive to our needs. We would definitely considering staying there in the future.

Private room in Dobbs Ferry

4.94 out of 5 average rating, 373 reviews

Small cozy room in historic 1828 Dobbs Ferry home.

SusanRating, 5 stars3 weeks ago

Joanna is an awesome host and person! She went above and beyond doing everything to help me and make my visit comfortable and fun. Great location too. Walk to everything. Train to NYC is super close. Highly recommend this place!

Private room in Greenwich

4.81 out of 5 average rating, 321 reviews

3 Greenwich walk to train 10 mins

SamuelRating, 5 stars5 days ago

Excellent stay as usual!

4.67 out of 5 average rating, 54 reviews

Hotel room in Great Neck

Charming 1 bedroom in Boutique Hotel

Diana LeiRating, 5 stars3 months ago

Location is perfect. Room was clean and staff on site was very friendly. The parking is valet and there is a fee for that. This hotel room is kinda old tho, the sink in the bathroom is always clogged. The A/C is either super hot or super cold.

4.93 out of 5 average rating, 144 reviews

Private room in Westbury

(#2) Small Private Bedroom in Westbury

DennisRating, 5 stars1 week ago

Pretty good stay if you need to be in the area for any reason for a night or two. it's a place to sleep and store your things and a private room so you're set. It was comfortable and clean enough that I can't complain. I would stay here again given the short walk to the LIRR and quick Uber to Eisenhower Park

Private room in Huntington Station

4.99 out of 5 average rating, 101 reviews

Quiet private mother-in-law suite

LuciusRating, 5 stars1 month ago

Denise has a beautiful, safe, and clean guest suite. The neighborhood is also safe and walkable from the LIRR train stop at (Huntington)—about 1.5 miles away—with sidewalks covering about 99% of the route. This makes it great for exploring without a car! Denise is such a sweet, smart, and funny woman. I would definitely stay here again whenever I'm back in NYC ❤️

Private room in Glen Cove

4.94 out of 5 average rating, 33 reviews

>A little oasis near the beach <

AngelaRating, 5 stars4 months ago

Accommodations are always a pleasure to stay at Tina’s Little Oasis! I’ve been here before and I can’t wait to return! Tina is a fabulous host and is very easy to communicate with! Private Shower is amazing. Thanks again Tina!