Holiday rentals in Plandome

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.

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!

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!

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!

Cozy 1BR 1FB Queen Suite Elmont near UBS Arena

Relax in this cozy, stylish suburban space - 10 mins. to UBS Arena, Belmont Park and Belt Parkway, 5 mins. to CI and S State Parkways , 15 mins. to JFK, 10 to LIRR and 25 mins to LGA. Close to Green Acres Mall, grocery and other stores e.g. Target, diverse restaurants, laundromats. Recently renovated keyless one bedroom lower level Suite, with private side entrance and comfortable queen bed. Seasonal access to deck with prior approval. Great for airline personnel at JFK and visiting RNs.

French Estate Guest House on Private Lake

A private, European-inspired guest house set on an eight-acre gated French estate, just 60 minutes from NYC. Surrounded by manicured gardens, 18th-century statuary, and a private lake, the setting feels transportive—a French countryside retreat. Designed by architect David Easton, the space blends classic elegance with modern comfort: heated stone floors, a heated towel rack, fine linens, curated finishes, and a private entrance. Perfect for a refined weekend escape or a quiet reset.

The Serenity Suite, near UBS Arena

The Serenity Suite is a functionally designed, open concept, lower level space with its own PRIVATE entrance, kitchen, bedroom, bathroom and seating areas. With a clean contemporary design and furnishings, The Serenity Suite provides a cozy, serene and safe environment. Unwind and relax, in this newly renovated suburban Suite located 10 mins. from the UBS Arena and Belmont Park, 5 mins from the Belt and Southern State Parkways, 15 mins from JFK, 10 mins to LIRR and 25 mins to LGA.

LoveSuite|SPA near JFK & UBS arena

Lower level unit with private entrance and parking, **active driveway** in a shared home. Thoughtfully put together for a cozy feel and a tranquil spa-like experience. This room has one reclinable queen sized bed, private bathroom and access to a private and fully fenced backyard 24 hours of the day, perfect for couples looking for a quiet romantic getaway! Please read our neighborhood’s and property’s description and *other details to note* for very important info you don’t wanna miss.

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.

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.

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.

Longevity Stay | Gym, Sauna, Red Light, Plunge

Welcome to RO House Fairfield, where luxury, wellness, and connection come together. Designed to help you reset, recharge, and optimize your stay, every detail encourages movement, recovery, quality sleep, and meaningful time with family and friends. Enjoy a private gym, sauna, cold plunge, red light therapy, hot tub, movie theater, basketball court, and outdoor living—all just minutes from Fairfield’s beaches, downtown, restaurants, and the NYC train.