Holiday rentals with a hot tub in Westchester County

Serene Retreat in the Hills w/Jacuzzi

Forget your worries in this spacious and serene space. Only a 50 minute train ride from Grand Central Terminal in downtown New York City, yet be awakened by song birds in the morning. A private road setting, with nature surrounding you. Minutes away from a rail trail, downtown Mount Kisco, restaurants, groceries, shopping and more. Westchester County Parks provide various hiking, farms & golf courses for you to explore. Monthly stays preferred, & certainly welcome the week long travelers.

The All Seasons Oasis! Hot tub +Games +Near Train

Welcome to paradise! Unwind by the pool (open May-Sept), soak in the hot tub, relax w/ family & friends in our private outdoor patio & serene entertaining spaces inside. Open floor concept house w/ welcoming living room, large dining room, chef's kitchen, billiards/game room w/ TV, reading room, & more. 4 bedrooms, 5 beds, 2.5br, 2 couches - including Primary w/ King+Ensuite br. Close to Rye/Greenwich/White Plains/Rye Beach/Playland/Capitol Theatre/Parks/Shops/Restaurants/Easy highway access.

Unique House 1

Brand-new Private 2BR Apartment with Garden & Free Parking Enjoy your stay in this brand-new 450 sq ft half-basement apartment with a private entrance. The space is modern, spotless, and designed for comfort. ✔ 2 bedrooms with queen beds ✔ Cozy living room ✔ Fully equipped kitchen ✔ Full bathroom ✔ In-unit washer & dryer ✔ Free parking for 1 car Step outside to a large shared garden with seating. Ideal for couples, families, or business travelers looking for a quiet and comfortable stay

Riverfront Cottage-Pool-Hot Tub-Fireplace 35m>NYC

Once home to actress Misty Rowe (Hee Haw, Brady Bunch, Love Boat), this historic riverside cottage combines rustic elegance with modern comfort. Relax by the stone fireplace, cook in the full kitchen, or step onto the river-facing deck to enjoy peaceful views. Outside, unwind in the heated pool or year-round hot tub, gather by the gazebo, or spot wildlife along the river. Utilize the fire pits and more. A tranquil retreat just 5 minutes from downtown Greenwich and 35 minutes from NYC.

Primary Beachfront house

Location, Location, Location! It is on the SCENIC Long Island sound! This beautifully 3,500 sq ft beach-facing home offers peace, comfort, and stunning views. With spacious living rooms on both levels and an oversized balcony perfect for dining or relaxing. Enjoy direct access to the beach and water. The home is within walking distance to numerous restaurants, parks, and local attractions—ideal for exploring on foot. The on-site building manager is always ready to assist you

The Magic Red Barn with Heated Salt Pool

Experience countryside magic just one hour from NYC! Enjoy nature’s wonderland, nearby farmers’ markets, and scenic trails. Indulge in our heated saltwater pool for a perfect retreat. Stay in a renovated 1,000 sq ft luxury loft on the second floor of a private barn featuring: 1 king, 2 queen, 1 toddler bed, full kitchen (half-size fridge, mini freezer), microwave, and full-size oven. Ideal for guests seeking escape. Enjoy complete privacy—no other guests. Fiber optic Wi-Fi.

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.

4Bds Rustic Retreat with hot tub & mini golf

This charming family home offers the perfect blend of comfort and relaxation. The spacious kitchen, with its modern appliances and rustic wood ceiling, is ideal for cooking meals together, gatherings with beautiful views of the surrounding nature. This house makes it a wonderful place for memorable family moments. With its blend of indoor coziness and outdoor tranquility, this home is a haven. **Long stays will require bi-weekly cleaning which will be charged separately.**

Tranquil Hudson Valley Retreat with Cedar Hot Tub

If you are a lover of nature and tranquility this is the home for you. our home is a thoughtfully designed beautiful 3 bedroom, mid century modern home nestled with a cedar hot tub on the deck, on a wooded acre w/ summer lake access. 15 mins to West Point, an hour from NYC and mins from the Appalachian trail, Cold Spring, Peekskill and the beautiful Hudson River. The home is thoughtfully designed to be cozy and minimalist, a rustic mid century space. A cooks dream!

Bright 2BR Greenwich Suite•Spa Tub & Massage Chair

A refined top-floor 2BR sanctuary with private entrance and parking, created for guests seeking elevated comfort and tranquility. Renovated with hardwood floors, a fully equipped kitchen with reverse-osmosis water, and a spa-style bathroom with a jetted soaking tub, bidet, and filtered shower. Unwind in the full-body massage chair and enjoy the naturally calming, healing energy praised by many guests. Ideal for restorative, wellness-focused stays.

Luxury Home w/Hot Tub in Stamford-Pound Ridge

Enjoy a magical long weekend or longer term stay on 3.5 acres of pure nature. Located 50 minutes from NYC by car or 10 minutes drive from Stamford station. *Built in 2020 *Featuring a new luxury HotSprings Hot tub *3.5 acres of wooded privacy *Bioethanol fireplace *3 full en-suite bathrooms *gated rock garden *10 minutes from downtown Stamford, Bedford, Pound Ridge, and Greenwich * Stunning views from every room *dog door to gated area

Penthouse Perfection: with Unmatched Skyline Views

Step into your oasis above the hustle and bustle of Downtown Stamford. Perched on the top floor, this luxurious 2-bedroom apartment offers unparalleled views of the vibrant Stamford skyline. As you step through the door, you're greeted by modern elegance and sophistication at every turn. Floor-to-ceiling windows flood the space with natural light, framing breathtaking vistas that stretch as far as the eye can see.