Holiday rentals with a hot tub in Westchester County

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.

Cozy West Point Hide Away and Cadet’s Get Away

Newly renovated basement space in a very quiet secluded neighborhood with a full kitchen, full size bathroom, Fast WiFi, Smart TV, Separate parking, walking distance to Hudson River, Main Street, Bear Mountain State Park, West Point Military Academy and several adventurous hiking trails. For those who like to shop we are located only 20 minutes to the Woodbury Commons and only a 45 minute drive to NYC. Also Stuart International Airport is only a short drive from here.

Hudson Valley Retreat w/Hot Tub 15 mins West Point

If you love nature, quiet, and thoughtful design, this Hudson Valley retreat is for you. Our 3BR, 2BA mid-century modern home sits on a wooded acre in Garrison with a cedar hot tub on the deck and summer lake access. Just 15 minutes to West Point, about an hour from NYC, and minutes to the Appalachian Trail, Cold Spring, and Peekskill. Hike, explore, soak, and cook in our chef’s kitchen—perfect for West Point visits and peaceful Hudson Valley getaways.

Greenwich Sanctuary | 2BR Spa & Massage Retreat

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.

Retreat | hot tub, mini-golf, fire pit, pickleball

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. We have mini-golf, firepit, hot tub, 2 bbq areas, amazing outdoor entertainment, games and GRASS pickleball court. This charming family home offers the perfect blend of comfort and relaxation. **Long stays will require bi-weekly cleaning which will be charged separately.**

Country Carriage House 9 miles to FIFA World Cup

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 & AMERICAN DREAM have to offer & then come back for a sauna & steam. Great small reunion/intimate party space!

Hudson River House - Ferry to NYC

A unique opportunity to sleep and relax on the majestic Hudson River only one hour from the great cultural center of New York City. State Park hiking/biking trails at the end of the block. Fantastic river views. The house and hot tub is completely private. The beach area is shared. There is a completely separate studio apartment unit on the street side of the house with a separate entrance. No shared space.

Station Stop Stay

Have fun with the whole family at this stylish place Forget the stress of traffic. Our prime location places you just a 5-minute walk or drive from the Metro-North station, allowing you to reach the heart of Manhattan (Grand Central) in the blink of an eye. It is the perfect home base for those seeking the tranquility of home life with immediate access to the pulse of the city.

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

Large 4 bdr newer colonial house/w fully-equipped spacious kitchen & huge spa-like bathroom/w Jacuzzi. Just across the road from the beach, 5 min drive to NYC train & downtown Stamford. 10 min drive to Greenwich. 45 min commute to NYC. Popular/w MALS guests. 1bdr and 1 full bthr are on the 1st floor. Everything is new in the house. Spacious bedrooms, private parking.

Croton Calm Retreat w/ hot tub

Escape to this peaceful retreat in Croton-on-Hudson, nestled between the vibrant energy of New York City and the serene beauty of the Hudson River. Immerse yourself in the comfort of a clean and updated cozy house, featuring a premium 7-person Hot Springs hot tub that promises ultimate relaxation.

Westchester County quiet neighborhood

A Port Chester retreat with historic charm and modern comfort Please contact host for custom pricing for multiple night stays.