Holiday rentals with a hot tub in Westchester County

Riverfront Cottage Retreat & Pool 35 mins from NYC

Experience the charm of Actress Misty Rowe's former home (Hee Haw, Brady Bunch, Love Boat)! This historic cottage boasts rustic elegance on its river-facing deck, perfect for entertaining. Cozy living room with stone fireplace, modern kitchen amenities, and in the midst of nature. Unwind by the pool or gazebo, enjoy stunning river views and wildlife spotting. A tranquil retreat with all the amenities for unforgettable memories, just 5 minutes from downtown and 35 minutes from NYC. Exquisite!

City Escape | Heated Pool | Hot Tub| Fire Pit

Welcome to your peaceful Mahopac retreat designed for families and friends seeking a quiet escape. Our home is a sanctuary for leisure. We do not allow parties, large groups, or disruptive behavior, and we appreciate guests who respect our neighbors. The home features 3 spacious bedrooms, 3 modern bathrooms, and soaring vaulted ceilings that create a bright, airy feel. With serene pond views, cozy spaces, and family-friendly amenities, it's ideal for swimming, lounging, and making memories.

Safe Quiet Greenwich 2.5 bd+massage+jacuzzi

A separate apartment in a two family home. Separate entrance, parking. This elegant apartment was recently renovated. Hardwood floors throughout. A large kitchen with everything you may need, a beautiful dining room with Italian mosiac table, and a spacious living room. There is a massage chair in the living room. Reverse osmosis water filter in the kitchen and special water filter in the shower as well. Enjoy a jacuzzi tub after a long day hiking, working, or visiting. Toilet/Bidet.

The Magic Red Barn with heated pool now opened!

Experience country magic one hour from NYC! Our heated saltwater pool offers a perfect retreat. Enjoy nearby farmers' markets, Muscoot Farm, and scenic orchards. Stay in a renovated 1,000 sq ft luxury loft on the second floor of a private barn that includes: 1 king , 2 queen , and 1 toddler beds, a full kitchen (half-size fridge, mini freezer), microwave, and full-size oven. Ideal for guests who need to « escape ». Enjoy privacy—no other guests. Good Wi-Fi and full-house generator.

The Monroe | Elegant 2BR/2BA Downtown Stamford

Step into The Monroe, where timeless elegance meets modern comfort in the heart of Downtown Stamford. This thoughtfully designed 2-bedroom, 2-bathroom apartment features a warm and inviting palette of cream, rich browns, and gold accents, creating a serene escape from the bustle of the city. Unwind in a sophisticated living space adorned with designer touches and curated décor. Whether you're relaxing or catching up on work, the Monroe offers a perfect blend of luxury and livability.

Cove Park Sunsets |Hot Tub/Fire Pit/BBQ/EV Charger

Located just a short train ride away from NYC, walking distance to Cove Island Beach Park and Chelsea Piers. Approximatly 1.7 mi from downtown Stamford and train station. Step into our modern, spacious retreat, offering 3 beautifully designed bedrooms, a convenient 1.5 bathroom setup, a private patio with a motorized awning, fire-pit, BBQ grill and hot tub. Apartment is loaded with all the amenities to make your stay enjoyable and convenient. Pets allowed approval required.

Englewood NJ Country Carriage House (15 min NYC)

Spacious eclectic luxurious renovated carriage house on 1 acre with a pool & hot tub, & a separate private 6 seat 60 jet hot tub, sauna, steam room, gas & wood burning fire pits, pool/ping pong table, trampoline & basketball court in a gorgeous quiet suburb of NYC. In 20 minutes you can be enjoying all that NYC has to offer & then come back for a sauna & steam. Great small reunion/intimate party space!

Bedford Paradise Getaway | Hot Tub | Town Center

Escape to the enchanting town of Bedford, NY, where a world of tranquility and luxury awaits you. Nestled amidst rolling hills and picturesque landscapes, our exquisite Airbnb offers the perfect blend of rustic charm and modern comforts. This impressive 3-bedroom, 2.5-bathroom haven promises an unforgettable stay, where sophistication and relaxation blend seamlessly.

The Nest – Design Retreat

Tucked away on Long Island’s Gold Coast in Oyster Bay, The Nest is a one-of-a-kind eco-luxury retreat designed for stillness, connection, and immersive natural living. With bold architecture, a hand-carved basalt hot tub, private yoga deck, and refined interiors, it’s a sanctuary where modern design meets raw coastal beauty.