
Vacation rentals in City Island
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Top-rated vacation rentals in City Island
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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!

Private Bath & Parking at "Suite Piece of Heaven"
Welcome to Whitestone! A quiet, upscale and safe residential neighborhood. The listing is for a private suite within the home NOT the entire house. Parking is ALWAYS available and bus stop is within blocks. - 5-7 min away by car is LGA/Citi Field/US Open - 20 min from JFK with no traffic - 44 bus takes you to the #7 train's Main St. station. From here you'll be in Grand Central in 30 min on express train. -QM2 Express bus to the city in a 1/2hr depending time of day and where you're going

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.

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.

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

Backyard Gazebo in Quiet NYC Suburban Stay
Welcome to our private split-level home with a fenced-in backyard! Enjoy this entire single-family home and never walk more than 8 steps between levels! This is a year-round perfect spot - enjoy the outdoor patio and indoor electric fireplace during your short term or midterm stay. We are located in Westchester County, just outside NYC. The house is 1.5 mi from 3 Metro-North stops and a 30-minute ride to Manhattan. Send us a message and we will let you know how far it is to your event.

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

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.

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.

Spectacular Lake Views from Every Room & Garden
Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features a seasonal waterfall cascading into a lily pond with fish and frogs. The shaded patio offers panoramic views and a gas grill. During the winter months, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy ambiance of our living room, with exposed wooden ceilings, a welcoming fireplace, a smart TV, a record player and board games.

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.

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).
Popular amenities for City Island vacation rentals
Other great vacation rentals in City Island

Near NYC ~ Fire pit, Backyard & Parking

Modern 2BR Sleeps 6 | Free Parking | Near Metro

Hudson Luxe 79

Luxury Lake AFrame • Hot Tub • Sauna • Game Room

Spacious Retreat with Game Room, 60 min to NYC

Sweet & Cozy Home | Free parking

Luxury 5 min to MetLife & American Dream Near NYC

Comfortable House in North Shore, Long Island
Destinations to explore
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- Times Square
- MetLife Stadium
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yankee Stadium
- Columbia University
- Asbury Park Beach
- Mountain Creek Resort
- Jones Beach
- American Dream
- United Nations Headquarters
- Belmar Beach
- Rockefeller Center
- Empire State Building
- Bryant Park
- Citi Field
- Long Branch Beach
- Statue of Liberty
- Barclays Center
- Grand Central Terminal
- Radio City Music Hall
- Bear Mountain State Park
- Thunder Ridge Ski Area





