Vacation rentals in Roslyn

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Top-rated vacation rentals in Roslyn

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

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Superhost
Home in Westbury
4.76 out of 5 average rating, 151 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**

Guest favorite
A modernist house is surrounded by vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The structure features large glass windows and a roof that floats above the walls, offering scenic views of the lush forest.
Home in Rye
4.91 out of 5 average rating, 144 reviews

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!

Guest favorite
A spacious living room featuring a comfortable sectional sofa adorned with decorative pillows. A large area rug anchors the seating arrangement, which includes two lounge chairs. Natural light filters through multiple windows, highlighting the neutral color palette and decorative wall art.
Home in White Plains
4.91 out of 5 average rating, 174 reviews

Spacious 3b/3b Mediterranean in White Plains

Bring the whole family to this great place with lots of room for fun, relaxation or hosting! This 3bed/3bath Mediterranean is freshly renovated with stylish touches & comfy furniture. The main floor of this multi family serves as a great spot to bring the family while visiting the area. The house boasts an oversized living room, formal dining room, large chef's kitchen, and plenty of sleeping space. With heat & AC throughout the entire 2k sf unit, this house is great for anything& everything!

Guest favorite
The spacious suite features hardwood flooring and modern furnishings. A king-size bed is centered against a grey wall, complemented by colorful bedding. A recliner and a sofa provide additional seating. The light refreshment area and coffee table complete the inviting setup.
Apartment in Manhasset
4.95 out of 5 average rating, 253 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!

Guest favorite
A light-filled living area features a comfortable sofa adorned with nautical-themed pillows. A wooden coffee table rests on a woven rug, while a stylish floor lamp and wooden chair enhance the space. The ceiling showcases exposed beams, adding character to the room.
Home in Cold Spring Harbor
4.86 out of 5 average rating, 313 reviews

Nautical Farm House on Working Farm with Animals

Completely renovated 3 bedroom home on working farm with fire place and piano. Lux kitchen features stainless steel appliances, Sub-zero refrigerator, and marble counters Private, fenced backyard with BBQ. Farm has goats, pigs, chickens, bee hives, ducks, and on-site cafe and bakery. Close to Huntington village, bike trails nature walks, restaurants, parks, and the beach. Fast wi-fi, laundry access and pet friendly. New beds and baby grand piano. Bedrooms have black out curtains.

Guest favorite
An inviting waterfront deck is displayed, featuring two lounge chairs with striped fabric and a small table. A fire pit sits nearby, surrounded by a clear view of the bay, where sailboats are gently anchored. Lush greenery lines the horizon, enhancing the serene atmosphere.
Home in Centerport
4.95 out of 5 average rating, 180 reviews

The Harbor House: Beachfront Home 1 hour from NYC

FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC" Welcome to Long Island’s iconic Gold Coast! Wake up to sweeping waterfront views and, if you’re lucky, catch a glimpse of our local bald eagle family soaring overhead! Explore nearby gems like the Vanderbilt Mansion & Planetarium, Caumsett State Historic Park Preserve, Del Vino Vineyards, and the lively Paramount Theatre. Stroll through Downtown Huntington or Northport Village for boutique shopping, great restaurants.

Guest favorite
An outdoor deck is visible, featuring a spacious arrangement of gray wicker furniture and a glass-topped coffee table. The area is surrounded by a white fence, providing a sense of privacy. Sunlight brightens the deck, highlighting the wooden flooring.
Home in Glen Head
4.75 out of 5 average rating, 61 reviews

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

Guest favorite
Home in Port Washington
4.91 out of 5 average rating, 80 reviews

Comfortable House in North Shore, Long Island

Perfect getaway! 10 min walk to the train into NYC, Mets, MSG, US Open, Atlantic Ocean, shops, tennis & golfing. A comfortable 4 beds, 3 Baths, 4 car driveway home. Hi speed WiFi, 75", (2)65" & 55" entertainment center, eat-in kitchen, living room, family room, dining room, jacuzzi with outdoor furniture in a private cul-de-sac. This home, with modern comforts, is the perfect 'home-away-from-home' for couples or families looking for a peaceful getaway or easy access to NYC.

Top guest favorite
A detached studio with a charming exterior is surrounded by lush greenery and landscaped gardens. The structure features large windows framed in dark trim, allowing natural light to fill the interior. A stone pathway leads up to the entrance, enhancing the inviting appearance of the property.
Guesthouse in Larchmont
4.99 out of 5 average rating, 72 reviews

Beautiful guesthouse - Larchmont

Newly furnished 2nd floor detached studio with private entrance.  One large bedroom with queen-size bed, full bath with spacious shower, kitchenette, and armoire.  Lots of light and beautiful views overlooking luscious landscaping and the surrounding quiet Rouken Glen neighborhood.  Studio sits over garage.  Access to spare washer/dryer in our basement is also available.  4 min drive to Larchmont station (35 min train to Grand Central).

Top guest favorite
Guest suite in Glen Head
4.88 out of 5 average rating, 8 reviews

Long Island Nature Retreat + Peloton + Shared Pool

Escape to a peaceful Long Island nature retreat surrounded by farmland and quiet countryside views—perfect for guests seeking calm and comfort. 🌿 2-acre lawn + private driveway 🏊 Shared outdoor pool (Only available from May to October) 🚴 Peloton vacation rental 🪵 Charcoal BBQ grills 🐴 Horse farm next door 🍎 Youngs Farm across the street

Top guest favorite
Home in South Farmingdale
5 out of 5 average rating, 29 reviews

One-Bedroom Modern and Luxurious Retreat

One bedroom, one bathroom guest house in Farmingdale. Welcome to “The J’s”, a new construction designed for guests who appreciate modern style, warm comfort, and a touch of luxury. Perfect for getaways, business travelers, extended stays, or special occasions, The J’s offers a private, quiet retreat with all the comforts of home.

Guest favorite
Home in Port Washington
5 out of 5 average rating, 12 reviews

The Port House

Enjoy the vacation house with the most beautiful Manhasset Bay , and waterfront Scenes. Away from the city life but still pretty close to the New York City by car or LIRR ( Long Island Railroad) . Our house is 13 minutes walking distance to the train station, which can take you to Manhattan in 40 minutes during rush hours.

Popular amenities for Roslyn vacation rentals