Upstate small wedding venue luxury property

The Maple Overlook

A private 23-acre estate in Westtown, NY. Exclusively yours.No shared spaces, no other guests, no schedule but your own.

An Upstate New Escape Unlike Anything Near the City

Most upstate New York vacation rentals give you a house.  The Maple Overlook gives you an estate.

Set on 23 private acres in Westtown, NY, this property sits in the heart of the Hudson Valley region, surrounded by rolling farmland, local wineries, and the natural beauty of the Catskill Mountains.

When your group arrives, the gate closes and the entire property becomes yours.. No hotel lobby. No shared outdoor pool. No checkout time that cuts the morning short. Just space, privacy, and time that finally feels like your own.

This is the kind of upstate New York weekend getaway people remember long after they leave, where kids are still playing in the barn at midnight, the fire is still going, and no one is ready to go home on Sunday morning.

Padel court at The Maple Overlook — private 23-acre estate in Westtown NY, 75 minutes from NYC

An Upstate New Escape Unlike Anything Near the City


Intimate Weddings & Celebrations

A private ceremony lawn overlooking the valley. .  restored timber-frame barn glowing with string lights for dinner and dancing. Your entire group staying on-site together—no split hotels, no logistics, no stress.

Up to 30 guests for seated dinners with full estate exclusivity for the entire weekend.

 

Micro wedding venue near NYC — intimate outdoor ceremony on the lawn at The Maple Overlook, Hudson Valley NY


Corporate Retreats & Team Offsites

Close enough to NYC that no one needs to fly. Far enough from the city that everyone actually disconnects. Easy access from Grand Central Station via the Port Jervis Metro-North line. 

Leadership teams and founders choose The Maple Overlook because a private estate with a professional kitchen, barn space, and 23 acres of privacy creates a far better environment for thinking, planning, and connection than any hotel conference room. 

Family Gatherings & Friend Groups

Multi-generational families. Milestone birthdays. Groups that want real connection without feeling crowded.

Five en-suite bedrooms, a barn apartment, heated pool, barrel sauna, padel court, fire pit, and open land in every direction.

New York rental with Padel court, Pool and sauna in Upstate NY

Weekend Buyouts

No strangers. No shared amenities. No compromises. A private outdoor pool. A sauna. A padel court. A chef’s kitchen that gets used all weekend. A fire pit that stays going late into the night. Just your group—and 23 acres completely to yourselves. Limited weekend availability, especially during peak seasons.

Westtown Modern Farmhouse Shoot Location Upstate

What's included in your stay

Recent blogs

Discover beautiful properties in the Upstate New York area. Escape the city hustle and bustle and completely unwind with visiting spa’s, breweries, kids parks and many 4-hour hikes

The Maple Overlook is one of the most distinctive wedding venues in upstate NY — a private 23-acre
Planning a Hudson Valley weekend getaway near NYC? The Maple Overlook is a private 23-acre estate in Westtown,

What's Included in Your Stay

The Main House 

5 en-suite bedrooms · Chef’s kitchen with dual professional ovens · Large marble island · Wraparound porch with sweeping valley views

The Red Barn 

Timber-frame event and recreation space · Private barn apartment (sleeps 2)

The Grounds:

  • Heated outdoor pool with loungers
  • Private barrel sauna
  • Padel court with equipment
  • Fire pit circle for evening gatherings
  • Ceremony lawn with Catskill Mountain backdrop
  • Stone terraces, gardens, seasonal blooms
  • Parking for 14 + 2 garage bays

Sleeps 12 · Up to 30 for dinner · Up to 50 for receptions

Inquire for private bookings

Mirte Maas Upstate with friends

Meet the Founder

Owner of the Maple Overlook. Mirte has a love for homes and truly remarkable design. She purchased the property one year ago and since than has been transforming the property to a true Luxury Estate! Padel within 90 min from NY with a heated outdoor pool and sauna. This is the perfect family or friends getaway from New York City.