
Holiday rentals in City Island
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Top-rated holiday 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!

Luxury Lake AFrame • Hot Tub • Sauna • Game Room
Escape to Paddle Point — a lakefront cabin on Upper Greenwood Lake where every detail is designed for you to fully unplug. Think morning coffee with water views, evenings in a private hot tub under the stars, and nights by a crackling wood stove. Just an hour from NYC, this is your reset button. Year-round activities include hiking, bonfires, swimming, boating, skiing, snowboarding, and nearby outdoor movie theater. Enjoy your own private hot tub, sauna, and arcade. Local wineries and breweries

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 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.

Large NYC Home! Close Proximity to Manhattan!
Have fun at this stylish place. You will enjoy a large backyard with patio, fire pit, deck, ping pong table and gas BBQ. The house has plenty of space and is in the center of town and walking distance to the beach and restaurants and 20 minutes to Manhattan. Enjoy this hidden gem of a neighborhood- City Island, the seaport of the Bronx! The basement is set up as a 2 bedroom space for additional use and privacy if needed at an additional charge!

Stylish Guest Suite in The Heart of NYC
Experience luxury in the upscale Riverdale neighborhood in our spacious, sunlit guest suite. It features a beautifully designed private bathroom and a fully equipped kitchen. The queen-sized bed and dedicated workspace create an ideal setting for relaxing and unwinding in your perfect city retreat. The house is a charming Dutch Colonial home; the suite is on the second floor with a private entrance via a walk-up staircase.

Woven Winds Retreat
Looking to escape the city for some much-needed rest and relaxation? Come and enjoy our spacious apartment, featuring two bedrooms, one bathroom, a fully equipped kitchen, and a large living and dining area. Want to spend time outdoors? Step outside to our sizable backyard with an enclosed pavilion with lounging furniture. An added bonus: we're only 10 minutes away from Orchard Beach!

New Rochelle Apartment
Enjoy a stylish experience at this centrally-located place. Located in Downtown New Rochelle. 5 min drive/12 min walk to train station. A 30-minute train ride away from Grand Central. Right next to 24-hour CVS, 24-hour McDonald's, Taco Bell, Starbucks & Sunoco (Gas station). Laundromat Becky's Bubbles is located two blocks away.
Popular amenities for City Island holiday rentals
Other great holiday rentals in City Island

New & Cozy Studio Apartment.

Modern Open-Concept 1BR – Peaceful & Convenient

Beautiful guesthouse - Larchmont

EXIA Glasshouse | Views, Beach Access & Design

World Cup Base ~ Lakeview House w/ Hot Tub & View

World Cup Stay Near Manhattan • Luxury High-Rise

Large New 4BR• Sleeps 13• Grand Central 30 mins

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





