Villa in Madison, CT
10 guests · 4 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area
About this villa rental
A private luxury riverfront estate designed for unforgettable group stays, where two streams wrap around the home and flow just steps from the living spaces. This one-of-a-kind retreat blends a restored 100-year-old wing with striking architectural design, offering a heated pool and spa, private tennis court, and seamless indoor-outdoor living. Ideal for family gatherings, celebrations, and quiet escapes into nature, just two hours from NYC and Boston.
Tucked into 3.5 private acres, the home is uniquely positioned within its landscape, surrounded by flowing water, mature trees, and a sense of complete seclusion. From nearly every room, you see and hear the streams, creating a setting that feels immersive, calming, and entirely removed from the everyday.
Guests come here to slow down, reconnect, and spend meaningful time together, whether that’s long meals, mornings by the water, or evenings unwinding in the spa.
⸻
Outdoor Living:
• Heated saltwater pool and spa (open seasonally)
• Private clay tennis court
• Bluestone patios with outdoor dining beside the stream
• Elevated lounge deck overlooking the waterfall
• Built-in Viking grill for outdoor grilling
• Multiple lounge areas and balconies with direct water views
• Private pond access with kayaks
• Meandering wood paths and bridges that cross the streams
⸻
Home & Design:
Originally a fishing shack, the restored 100-year-old wing now anchors an architectural home designed to bring the outdoors in—warm, textural, and deeply connected to its surroundings. Inside you'll find:
• Two spacious living rooms with massive fieldstone fireplaces
• Vaulted and barreled wood ceilings with expansive floor-to-ceiling windows
• Slate and hardwood floors throughout
• A grand piano and curated, collected interiors
• Direct outdoor access from every room
⸻
Bedrooms & Layout:
Designed to comfortably host groups and families, the first floor features three guest bedrooms, each with direct patio access to the streamside setting. Occupying the entire upper level, the primary suite offers complete privacy and comfort.
Primary Suite
• Sprawling primary bedroom with a king-sized sleigh bed and additional daybed
• A private balcony overlooking the streams and pond
• Spa-style bathroom with rainfall shower and clawfoot soaking tub
• Dressing room and walk-in closet
• Expansive windows and natural light throughout
Guest Bedrooms
• Comfortable beds with premium cotton linens (1 king, 2 queen)
• Direct outdoor access to the streamside patio
• Dedicated workspace areas
• Ample closet space for longer stays
⸻
Kitchen & Gathering:
• Fully equipped chef’s kitchen, designed for cooking and gathering
• Garland range with 6 burners, double ovens, and flat top grill
• Sub-Zero refrigerator
• Double drawer dishwasher
• Indoor and outdoor dining spaces accommodate 8-12 guests comfortably
⸻
Location:
• Private, retreat-like setting surrounded by nature
• 2 hours from NYC and Boston
• 10-15 minutes to Chester, Clinton, Madison, and the Connecticut shoreline
• Close to beaches, hiking, wineries, and local dining
Guest access
The entire property is solely for guest use.
Other things to note
The pool, spa, and tennis court are available seasonally. Please enquire for specific opening dates during your stay.
Tucked into 3.5 private acres, the home is uniquely positioned within its landscape, surrounded by flowing water, mature trees, and a sense of complete seclusion. From nearly every room, you see and hear the streams, creating a setting that feels immersive, calming, and entirely removed from the everyday.
Guests come here to slow down, reconnect, and spend meaningful time together, whether that’s long meals, mornings by the water, or evenings unwinding in the spa.
⸻
Outdoor Living:
• Heated saltwater pool and spa (open seasonally)
• Private clay tennis court
• Bluestone patios with outdoor dining beside the stream
• Elevated lounge deck overlooking the waterfall
• Built-in Viking grill for outdoor grilling
• Multiple lounge areas and balconies with direct water views
• Private pond access with kayaks
• Meandering wood paths and bridges that cross the streams
⸻
Home & Design:
Originally a fishing shack, the restored 100-year-old wing now anchors an architectural home designed to bring the outdoors in—warm, textural, and deeply connected to its surroundings. Inside you'll find:
• Two spacious living rooms with massive fieldstone fireplaces
• Vaulted and barreled wood ceilings with expansive floor-to-ceiling windows
• Slate and hardwood floors throughout
• A grand piano and curated, collected interiors
• Direct outdoor access from every room
⸻
Bedrooms & Layout:
Designed to comfortably host groups and families, the first floor features three guest bedrooms, each with direct patio access to the streamside setting. Occupying the entire upper level, the primary suite offers complete privacy and comfort.
Primary Suite
• Sprawling primary bedroom with a king-sized sleigh bed and additional daybed
• A private balcony overlooking the streams and pond
• Spa-style bathroom with rainfall shower and clawfoot soaking tub
• Dressing room and walk-in closet
• Expansive windows and natural light throughout
Guest Bedrooms
• Comfortable beds with premium cotton linens (1 king, 2 queen)
• Direct outdoor access to the streamside patio
• Dedicated workspace areas
• Ample closet space for longer stays
⸻
Kitchen & Gathering:
• Fully equipped chef’s kitchen, designed for cooking and gathering
• Garland range with 6 burners, double ovens, and flat top grill
• Sub-Zero refrigerator
• Double drawer dishwasher
• Indoor and outdoor dining spaces accommodate 8-12 guests comfortably
⸻
Location:
• Private, retreat-like setting surrounded by nature
• 2 hours from NYC and Boston
• 10-15 minutes to Chester, Clinton, Madison, and the Connecticut shoreline
• Close to beaches, hiking, wineries, and local dining
Guest access
The entire property is solely for guest use.
Other things to note
The pool, spa, and tennis court are available seasonally. Please enquire for specific opening dates during your stay.
Amenities at Luxury Riverfront Estate - Pool, Spa, Tennis, & Pond
Non-smoking
Pets allowed
Family friendly
Map of Madison, CT
Ratings and reviews
10 / 10Outstanding·Jul 2025
We stayed here for a weekend getaway with a group of 40-something friends, and it was amazing. The house was spotless, and the kitchen was one of the best-stocked I've ever seen in a rental—truly a dream for cooking together and enjoying meals at home.The outdoor space is where this place really shines. There are tons of seating areas—including a beautiful deck above a brook where we had coffee each morning listening to the sounds of the water. We spent our days swimming in the heated pool, soaking in the hot tub, and even playing some tennis on the private court. In the evenings, we grilled on the great outdoor grill and relaxed on the massive, ultra-comfy U-shaped couches indoors.The property is surrounded by tree-covered land, giving it a private, serene feel. We also took advantage of nearby hiking trails, which were easy to access and offered gorgeous views.The host was extremely responsive and helpful. Highly recommend!
10 / 10Outstanding·Dec 2024
Our family spent the Thanksgiving holiday at this amazing property in Killingworth CT. The property itself is gorgeous, situated on a wooded hillside with streams running through it down to a beautiful pond. The house is beautiful with 4 amazing bedrooms and a 2 1/2 baths. The master suite is the entire upper floor with amazing views and a master bath with a great rainfall showerhead. The kitchen has a 6 burner gas stove with double large ovens and a flattop grill. It was perfect for cooking a holiday meal. The greatroom has an iconic large stone fireplace that we used almost nonstop. The SONOS speaker system is a great bonus as well. The property is pet friendly which was a key for us. It is close to a great state park for great hikes and lots of restaurants, shopping and the shore just 20 minutes away. We are definitely thinking about coming back in warmer weather so we can take advantage of the pool, hot tub and tennis court.
10 / 10Outstanding·Sep 2024
The property is one of a kind, very unique, but beautiful and has the ability to make people comfortable. Our family enjoyed the stay and hope to return again in the future. It is very close to where our grandparents lived, and we were able to refresh many memories. Thanks for the opportunity. Paul.
10 / 10Outstanding·Jul 2024
Beautiful, spacious and many places to hang out
$$$$
Top rated by guests
10Outstanding
(7 Ratings)
"We stayed here for a weekend getaway with a group of 40-something friends, and it was amazing. The house was spotless, and the kitchen was one of the best-stocked I've ever seen in a rental—truly a dr..."
katherine e.Don't miss out! Price and availability may change
