Vacation rentals in Glen Head

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Top-rated vacation rentals in Glen Head

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Superhost

Home in Westbury

4.76 out of 5 average rating, 123 reviews

Newly Renovated Personal Apartment in Long Island

Extremely quiet and private full apartment in Westbury, Long Island. Close to hundreds of restaurants and shops. 5 min drive to Roosevelt Field mall (biggest mall in Long Island)! 10-15 minutes from Jericho Terrace and Floral Terrace wedding venues locally! Near 6 hospitals and colleges! We live on property as well and are available for any questions. Feel free to chat as much, or as little, with us. We respect your privacy but are here to help in anyway! **No use of deck unfortunately**

Top guest favorite

Home in Cold Spring Harbor

4.99 out of 5 average rating, 103 reviews

Captain’s Cottage Water Views -3 Bdrm

Enjoy this this light and airy home with spectacular sunset & water views. 5 minute drive to private beach. Oversized deck and 2 porches all with water views. Located in idyllic, historic Cold Spring Harbor. Explore the green belt with access from rear yard. Walk to shopping, restaurants, live music, fishing or picnic in the local park. Sip a glass wine & enjoy the beautiful sunsets from the expansive deck with firepit. Upstairs loft bedroom has a fireplace & private deck w/ water view.

Top guest favorite

Apartment in Huntington

4.96 out of 5 average rating, 295 reviews

Historic Huntington Village Private Retreat

50 min from NYC on LIRR to Huntington. Less than one mile from the train station and an easy walk to Huntington village in an historic, vibrant, relaxed and unique neighborhood. Plenty to do in the area with many parks and beaches and a great place to enjoy nature. It is a short walk (a half mile) to Huntington village where there are many great restaurants, bars, and shops, plus the Paramount Theater. This stylish comfortable place is clean, cozy and quiet. Sorry, no pets allowed, dander-free!

Top guest favorite

Apartment in Great Neck

4.96 out of 5 average rating, 187 reviews

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!

Top guest favorite

Guest suite in Bayville

4.92 out of 5 average rating, 537 reviews

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 favorite

Home in Commack

4.99 out of 5 average rating, 140 reviews

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!

STAY. SOMEWHERE. DIFFERENT. This isn’t just a stay—it’s an experience. Welcome to THE GOOD VIBEZ HOUSE! Your private escape in the heart of Long Island. This smart home is located in a safe, quiet neighborhood, this unique retreat is the perfect getaway from the hustle and bustle of the city or everyday life. From the moment you arrive, it feels like vacation. As Superhosts, we go beyond hosting—with warm hospitality, thoughtful touches, and a five-star atmosphere you won’t forget.

Top guest favorite

Cottage in Weston

4.97 out of 5 average rating, 143 reviews

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Top guest favorite

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.

Guest favorite

Guest suite in Levittown

4.92 out of 5 average rating, 176 reviews

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.

Top guest favorite

Apartment in Glen Cove

4.95 out of 5 average rating, 171 reviews

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.

Guest favorite

Home in Glen Cove

4.95 out of 5 average rating, 44 reviews

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.

Superhost

Home in Glen Head

4.88 out of 5 average rating, 8 reviews

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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Popular amenities for Glen Head vacation rentals

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Other great vacation rentals in Glen Head

Guest favorite

Apartment in Glen Cove

4.84 out of 5 average rating, 32 reviews

Glen Cove Vacation Rental < 1 Mi to Downtown!

BeauxRating, 5 stars2 months ago

We really loved our stay. The space was spotless, cozy, and you could feel the care that went into it — it wasn’t just beds and four walls, it felt like somewhere someone genuinely wanted guests to feel at home. Beautifully decorated, super well stocked (even had extra blankets and fresh-baked cookies!), and just really easy to settle into. Communication was kind, responsive, and thoughtful the whole way through, which made everything even smoother. We’d absolutely come back in a heartbeat.

Home in Jericho

4.74 out of 5 average rating, 87 reviews

Cozy 1 Bedroom Apt. W Private Entrance

AaronRating, 5 stars4 weeks ago

Excellent place to stay, friendly host and nice clean bed , bathroom, furniture. Very comfortable and reasonably priced. Thank you!

Guest favorite

Private room in Glen Cove

4.9 out of 5 average rating, 108 reviews

Terrific Suite in Long Island NY

EmmyRating, 5 stars1 month ago

Lilly was very kind and hospitable. The place is an easy distance to the LIRR pickup spot onto the city. Definitely would recommend!

Guesthouse in Locust Valley

4.63 out of 5 average rating, 8 reviews

Cozy Luxurious Guest House with parking

MoRating, 5 stars2 weeks ago

Very clean and quite, I felt like I was living in a little cottage nook for a week, thank you

Guest favorite

Private room in East Bronx

4.94 out of 5 average rating, 165 reviews

Private room by Stella

EricaRating, 5 stars1 month ago

Very cozy, clean room with a mini-fridge and filtered water. They just put a new memory foam mattress on the bed, which was very comfortable. Stella was quick to respond to messages and very kind and accommodating. It was so nice to come back to this very private and quiet room after a long day out in the city! Within walking distance of several metro stations.

Top guest favorite

Home in Mamaroneck

5 out of 5 average rating, 16 reviews

Newly renovated modern private guest wing

SusanRating, 5 stars3 weeks ago

Great place! Clean and brand new appliances. Preethi responds immediately and is super accommodating. Quiet, peaceful neighborhood.

Apartment in Roslyn

4.75 out of 5 average rating, 16 reviews

1 Bedroom exclusive apartment in Roslyn, Sleeps 4.

EricaRating, 5 stars1 month ago

Very kind and accommodating to what we needed to allow us to enjoy a nearby family wedding! The area has many nearby shops with anything you may need for your stay. Bonus - their garden is beautiful so you can enjoy looking at the lovely flowers while you are there!

Top guest favorite