Holiday houses in Roslyn Harbor

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Top-rated holiday rentals in Roslyn Harbor

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

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Guest favourite
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, 141 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!

Top Guest favourite
A soft, textured sofa in a light neutral tone is positioned against a warm, smooth wall. A single floor lamp provides gentle lighting beside a small black side table. An adjacent window is dressed with sheer curtains, allowing natural light to filter softly into the space.
Cottage in Warwick
4.99 out of 5 average rating, 126 reviews

Ranch in the Woods | A Peaceful Designer Retreat

Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

Guest favourite
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, 246 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 favourite
A bright and airy studio space features a canopy-covered bed draped with sheer fabric. An ornate mirror and a small table with decorative items enhance the room's charm. Natural light fills the area through large windows, complemented by a cozy seating option.
Guest suite in Bayville
4.93 out of 5 average rating, 624 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...

Top Guest favourite
A cozy living room features a large flat-screen TV mounted on the wall, accompanied by a sleek entertainment unit. A comfortable couch is draped with a soft blanket, and an armchair is positioned nearby. Natural light enters through two windows, brightening the neutral decor.
Guesthouse in Mamaroneck
4.97 out of 5 average rating, 107 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 favourite
An outdoor area is illuminated by a vibrant red fireplace, surrounded by cozy seating arrangements with cushions and throws. Potted flowers add color, while string lights gently glow above, enhancing the serene atmosphere of the deck. A natural stone backdrop is visible in the distance.
Cottage in Greenwood Lake
4.98 out of 5 average rating, 383 reviews

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #P25-0245

Guest favourite
Home in Centerport
4.95 out of 5 average rating, 172 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.

Superhost
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
4.73 out of 5 average rating, 56 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 favourite
Home in Greenwich
4.97 out of 5 average rating, 65 reviews

Cozy Riverfront Cottage•Pool•Hot Tub•35 min NYC

Once home to actress Misty Rowe (Hee Haw, Brady Bunch, Love Boat), this historic riverside cottage blends rustic charm with modern luxury. Cozy up by the stone fireplace, cook in the chef's kitchen, or unwind on the river-facing deck. Splash in the heated pool, soak in the year-round hot tub, gather by the gazebo, or spot wildlife along the water. Two fire pits, river views, and pure tranquility — just 5 min to downtown Greenwich and 35 min to NYC. Your riverside escape awaits.

Top Guest favourite
A modern living space features a comfortable black couch and a light-colored coffee table. A small dining area is visible with seating for four. A cozy electric fireplace is positioned beneath a wall-mounted TV, with decorative accents enhancing the tranquil atmosphere.
Guest suite in Uniondale
4.97 out of 5 average rating, 392 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 favourite
Apartment in Westbury
4.93 out of 5 average rating, 40 reviews

Welcome to your Home Haven

Welcome to your home away from home! This charming and clean 2-bedroom, 1-bathroom apartment is the perfect place to relax after exploring Long Island and its surrounding areas. Bedroom 1 and Bedroom 2: comfortable queen-sized beds with fresh linens Living Area: A cozy seating area Kitchen: Fully equipped with everything you need—stove, refrigerator, microwave, and coffee maker—ideal for cooking your meals Bathroom: A private bathroom with a refreshing shower, clean towels.

Guest favourite
Home in Port Washington
4.91 out of 5 average rating, 78 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.

Popular amenities for Roslyn Harbor holiday rentals

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  4. Nassau County
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