Entire home
Wawayanda House on 62 Acres - Multiple Fireplaces!
Photo gallery for Wawayanda House on 62 Acres - Multiple Fireplaces!





Reviews
9.8 out of 10
Exceptional
5 bedrooms 3 bathrooms Sleeps 8 353.0 sq m
Popular amenities
Explore the area

Middletown, NY
- Place, Orange County Fair Speedway18 min drive
- Place, LEGOLAND® New York21 min drive
- Place, Warwick Valley Winery and Distillery30 min drive
- Airport, Newburgh, NY (SWF-Stewart Intl.)40 min drive
Rooms & beds
5 bedrooms (sleeps 8)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 Queen Bed
Bedroom 4
1 Queen Bed
Bedroom 5
2 Single Beds
3 bathrooms
Full Bathroom
Full Bathroom
Full Bathroom
Spaces
Deck or patio
Kitchen
About this property
Wawayanda House on 62 Acres - Multiple Fireplaces!
Escape the hustle and bustle of city life and stay at this secluded Wawayanda vacation rental home! Nestled on 62 private acres, surrounded by lush woods and streams, this property offers plenty of peace and quiet and will serve as a tranquil setting for your next retreat to New York's beautiful Hudson Valley area. The expansive 5-bedroom, 3-bath vacation rental offers easy access to hiking, skiing at Holiday Mountain, numerous vineyards, West Point, and the historic Vanderbilt Mansion!
-- THE PROPERTY --
3,800 Sq Ft | 2 Charcoal Grills | On-Site Hiking | Deck
Serene forested views, not to mention the old cabins defining the property’s unique character, and a spacious interior filled with the comforts of home, make this sprawling residence a terrific destination for families or a group of friends out for a rejuvenating getaway.
Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: Queen Bed | Bedroom 4: Queen Bed | Bedroom 5: 2 Twin Beds
PROPERTY: Outdoor seating, brook, pond, 1,200-foot driveway, walking trails
INDOOR LIVING: flat-screen cable TV, 3 fireplaces, exposed beams, cathedral ceilings, hardwood floors, study, piano
KITCHEN: Fully equipped, double oven, 2-person breakfast bar, dining table, Keurig, drip coffee maker, cooking basics, dishware & flatware
GENERAL: Free WiFi, A/C window units, central heating, linens/towels, washer/dryer (available for long stays), cleaning essentials
FAQ: Step-free access, exterior security camera (facing out)
PARKING: Open parking (2 vehicles), no quads or 4x4 vehicles
-- THE LOCATION --
OUTDOOR ADVENTURE: Highland Lakes State Park (16.7 miles), Shawangunk Ridge State Forest (28.4 miles), Neversink Gorge Trail (28.6 miles), Mountain Wings (28.7 miles), Ellenville Flight Park (28.7 miles), Bear Hill Preserve (29.8 miles), Minnewaska State Park Preserve (30.7 miles), Ice Caves (30.8 miles), Verkeerderkill Falls (30.8 miles), Peekamoose Blue Hole (51.7 miles)
SKI RESORTS: Holiday Mountain Ski & Fun (26.8 miles), Ski Big Bear at Masthope Mountain (40.5 miles)
VINEYARDS: Christopher Jacobs Winery at Pennings Vineyards (24.4 miles), Baldwin Vineyards (25.8 miles), Whitecliff Vineyard & Winery (34.1 miles), Robibero Winery (35.5 miles)
THINGS TO SEE & DO: The Castle Fun Center (15.6 miles), Cragsmoor Stone Church (30.1 miles), Pine Ridge Dude Ranch (39.4 miles), Historic Site of the 1969 Woodstock Festival (42.4 miles), Vanderbilt Mansion National Historic Site (53.9 miles)
NEARBY TOWNS: Slate Hill (3.0 miles), Minisink (5.3 miles), Goshen (12.0 miles), Milford, PA (16.7 miles), Warwick (17.4 miles), Monticello (31.2 miles), West Point (37.1 miles)
AIRPORT: Stewart International Airport (27.5 miles)
-- REST EASY WITH US --
Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.
-- POLICIES --
- No smoking
- No pets allowed
- Must be at least 25 years old to book
- No hunting
- No fireworks
- No guns or firearms
- No excessive noise
- Please respect the neighbors
- Only people on reservation allowed at property unless previously approved by homeowner
- No events, parties, or large gatherings
- Additional fines may be imposed if these policies are violated
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: Your safety matters. This property features an exterior camera. The camera does not look into any interior spaces
-- THE PROPERTY --
3,800 Sq Ft | 2 Charcoal Grills | On-Site Hiking | Deck
Serene forested views, not to mention the old cabins defining the property’s unique character, and a spacious interior filled with the comforts of home, make this sprawling residence a terrific destination for families or a group of friends out for a rejuvenating getaway.
Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: Queen Bed | Bedroom 4: Queen Bed | Bedroom 5: 2 Twin Beds
PROPERTY: Outdoor seating, brook, pond, 1,200-foot driveway, walking trails
INDOOR LIVING: flat-screen cable TV, 3 fireplaces, exposed beams, cathedral ceilings, hardwood floors, study, piano
KITCHEN: Fully equipped, double oven, 2-person breakfast bar, dining table, Keurig, drip coffee maker, cooking basics, dishware & flatware
GENERAL: Free WiFi, A/C window units, central heating, linens/towels, washer/dryer (available for long stays), cleaning essentials
FAQ: Step-free access, exterior security camera (facing out)
PARKING: Open parking (2 vehicles), no quads or 4x4 vehicles
-- THE LOCATION --
OUTDOOR ADVENTURE: Highland Lakes State Park (16.7 miles), Shawangunk Ridge State Forest (28.4 miles), Neversink Gorge Trail (28.6 miles), Mountain Wings (28.7 miles), Ellenville Flight Park (28.7 miles), Bear Hill Preserve (29.8 miles), Minnewaska State Park Preserve (30.7 miles), Ice Caves (30.8 miles), Verkeerderkill Falls (30.8 miles), Peekamoose Blue Hole (51.7 miles)
SKI RESORTS: Holiday Mountain Ski & Fun (26.8 miles), Ski Big Bear at Masthope Mountain (40.5 miles)
VINEYARDS: Christopher Jacobs Winery at Pennings Vineyards (24.4 miles), Baldwin Vineyards (25.8 miles), Whitecliff Vineyard & Winery (34.1 miles), Robibero Winery (35.5 miles)
THINGS TO SEE & DO: The Castle Fun Center (15.6 miles), Cragsmoor Stone Church (30.1 miles), Pine Ridge Dude Ranch (39.4 miles), Historic Site of the 1969 Woodstock Festival (42.4 miles), Vanderbilt Mansion National Historic Site (53.9 miles)
NEARBY TOWNS: Slate Hill (3.0 miles), Minisink (5.3 miles), Goshen (12.0 miles), Milford, PA (16.7 miles), Warwick (17.4 miles), Monticello (31.2 miles), West Point (37.1 miles)
AIRPORT: Stewart International Airport (27.5 miles)
-- REST EASY WITH US --
Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.
-- POLICIES --
- No smoking
- No pets allowed
- Must be at least 25 years old to book
- No hunting
- No fireworks
- No guns or firearms
- No excessive noise
- Please respect the neighbors
- Only people on reservation allowed at property unless previously approved by homeowner
- No events, parties, or large gatherings
- Additional fines may be imposed if these policies are violated
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: Your safety matters. This property features an exterior camera. The camera does not look into any interior spaces
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Parking available
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Modern Montague/Milford Area Home
Modern Montague/Milford Area Home
- Kitchen
- Pet-friendly
- Air conditioning
- Parking available
7.4 out of 10, (3 reviews)
House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
We should mention
A car is recommended for transport to and from this property
About the area
Middletown
Middletown is home to this holiday home. Scenic Farms Golf Course and The Lynx at River Bend Golf Club are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Soons Orchards and Galleria at Crystal Run. Looking to enjoy an event or a game while in town? See what's happening at Orange County Fair Speedway or Goshen Historic Track. Power boating offers a great chance to get out on the surrounding water, or you can seek out an adventure with hiking nearby.

Middletown, NY
What's nearby
- Greenville Town Hall - 3 min drive - 2.9 km
- Orange County Fair Speedway - 18 min drive - 18.7 km
- LEGOLAND® New York - 21 min drive - 24.5 km
- High Point State Park - 29 min drive - 19.7 km
- Warwick Valley Winery and Distillery - 30 min drive - 23.2 km
Getting around
Restaurants
- Dunkin’ - 11 min drive
- Carlo’s Cucina Italiana - 11 min drive
- Friends Market - 11 min drive
- Cuginos - 3 min drive
- Sugar House - 4 min drive
Frequently asked questions
About the host
Hosted by Evolve

Languages:
English, French, German, Spanish
Tell us how we can improve our siteShare feedback