Holiday rentals in City Island

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

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!

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

New York Gate is a bright, spacious, newly renovated 4-bedroom home on the NYC/Westchester border in Mount Vernon. Ideal for families & groups seeking the space of a whole home with fast direct access to New York City & the Hudson Valley. Grand Central is just 27–30 minutes away via Metro North. Visiting for the FIFA World Cup? Met-Life Stadium is easily reached via official shuttle near Grand Central or by train from Penn Station. Free driveway parking. 241st Subway (2 train)-10 mins walk

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

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!

Luxury Lakefront w/ Beach, Dock & Kayak • 1h NYC

Escape to our modern, year-round lakeside paradise on Greenwood Lake, just 1 hour from NYC. This bright, airy home offers stunning lake views, a private dock, and a sandy beach area. Perfect for families or couples, enjoy seasonal activities from swimming and kayaking in the summer to skiing just 10 minutes away in the winter. Relax by one of two fireplaces or on the spacious deck. A tranquil retreat for relaxation and adventure. Permit N. 23-225

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.

World Cup Stay Near Manhattan • Luxury High-Rise

Step into a cozy, modern retreat just a short walk to the Metro-North—only 4 stops from NYC! Enjoy a 24/7 doorman, gym, lounge, golf simulator, kids’ playroom, and in-unit washer/dryer. Sleeps 4 with a king bed + queen air mattress. Private chef available for an extra fee—please inquire for details. This is a NO SMOKING property. We kindly ask guests to respect our home and our neighbors. We can’t wait to host you!