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Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!

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A lakeside house with a dock, surrounded by trees and a clear sky. - Escape to your private lakeside estate! Family & dog friendly, wildlife viewing! (Wingdale)
A deck with a round table and two chairs, overlooking a lake with a boat and a house in the background. - Escape to your private lakeside estate! Family & dog friendly, wildlife viewing! (Wingdale)
A house with a large porch, a driveway, and a lake in the background. - Escape to your private lakeside estate! Family & dog friendly, wildlife viewing! (Wingdale)
A lakeside campsite with a boat, chairs, and a fire pit. - Escape to your private lakeside estate! Family & dog friendly, wildlife viewing! (Wingdale)
A room with a large sliding glass door leading to a backyard with a lawn, chairs, and a view of a lake. - Escape to your private lakeside estate! Family & dog friendly, wildlife viewing! (Wingdale)
At Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!, you can look forward to golfing on-site, a firepit and a garden. In addition to a playground and an arcade/games room, guests can connect to free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

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About this property

Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!

  • This stunning lakeside estate is located just 1½ hours north of NYC in the Berkshire foothills. Minimum rental is 3 days except during the peak season (generally Memorial Day week to Labour Day week), when rentals are 7 day minimum and run Saturday to Saturday.

    The Lake House offers a 4-season holiday destination for those seeking something truly unique, including use of the estate-owned, private 35-acre lake. The property offers a spacious, comfortable area for family gatherings or holidays, a group of friends looking for an escape from urban living, business retreats, or small to medium-sized weddings and other events. (Contact the owner for event pricing and details on additional guest space in the 2 bedroom carriage house apartment across the lake.) Perched on a peninsula along the shores of Lake Weil, The Lake House is a 4-bedroom contemporary home offering spectacular lake views from nearly every window. The house and property are family-friendly, senior-friendly, and wheelchair accessible: The lawn slopes gradually down to the private beach (no stairs), the ground floor bedroom has a connecting door to the adjacent full bathroom, and there is a ramp to the front door. Whatever the time of year, whether your group is an extended family with parents, grandparents, kids, and grand kids, just your immediate family, or some friends looking to spend time together, The Lake House will feel like you’ve come home.

    SUMMER: The long, lazy days just beg you to enjoy a swim in the warm water, or bask in the sun as you lounge on the groomed, sandy beach. Looking for something more adventurous? Head out to explore the lake on one of the kayaks or canoes provided. See how close you can get to one of the resident turtles before it disappears, like a flash, back under water. Want some old-fashioned, family fun? The game room above the barn is a great place for friendly rivalries to develop as you play pool, ping pong, or foosball. For outside fun, try your hand at horseshoes, make up a Frisbee golf course, or see who can catch the biggest fish. Then sit around a fire on the beach, make s’mores, and tell ghost stories until it’s time for bed.

    FALL: The change of season paints the surrounding hills a stunning blend of vibrant gold, orange, and red. The lake water is still warm from the summer sun, so be sure to bring your swimming costume. Take a hike along part of the Appalachian Trail, which runs along the ridge of Schaghticoke Mountain seen across the lake. Head across Bulls Bridge, an authentic covered bridge, into nearby Kent, CT to browse the shops and treat yourself to some hot chocolate or cappuccino. Indulge yourself by sampling wines at one of the region's award-winning wineries. Watch for migrating ducks splashing around, eagles and osprey seeking their next meal, and graceful swans gliding regally along the tranquil water.

    WINTER: A calm blanket of ice typically covers most of the lake. If there’s snow, bundle up and build a friendly snowman or flop down on the ground to make a snow angel. Feeling more energetic? Skiing is available at Thunder Ridge, just 20 minutes away. If you’re feeling too warm and cosy inside to leave, just relax by the fire inside and enjoy the view. The area is bursting with wildlife, so don’t be surprised to see deer, turkeys, foxes, maybe even a bobcat or bear. Any open water will likely attract ducks and geese, and bald eagles frequently make use of it to hunt and fish. After dark, play backgammon, cards, or one of the many board games provided. Make some popcorn, kick back, and watch a film together on the huge flat-screen TV.

    SPRING: Take advantage of fabulous views of the lake as it’s visited by numerous species of migrating ducks. Use the binoculars and spotting scope to see them courting, and later, showing off their offspring. Eagles, herons, swans, hawks, muskrats, otters, fox, and deer may also visit to round out your wildlife viewing. Watch the mists as they swirl and dance just above the water. Fishing is available as a year-round sport, as Lake Weil is home to White Rock Fishing Preserve, stocked with trout, as well as hosting natural populations of bass, catfish, perch, and pan fish. Picnic on the lawn after you’ve played a rousing game of badminton and the kids have tired themselves out on the trampoline. In the evening, sip some wine and take time to appreciate the gorgeous sunset, with its colours reflected in the serene waters.

    Relaxation comes easily at The Lake House. After all, you’re home.

    NOTE: Peak season reservations run Saturday to Saturday with a 7-day minimum stay. Peak season runs from Memorial Day week through Labour Day week.

Similar properties

About the area

Located in Wingdale, this holiday home is in a rural area and on the beach. Harlem Valley Golf Club and Thunder Ridge Ski Resort are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Wimisink Preserve and Pawling Nature Reserve. Consider Daryl's House Club for a night out or Innisfree Garden if you're travelling with kids. Take in the nearby slopes with snowboarding and skiing, or try out other outdoor activities such as sledging and ice skating. Visit our Wingdale travel guide
View more Holiday homes in Wingdale
Map
Wingdale, NY

What's nearby

  • A covered bridge named Bulls Bridge in a forested area with autumn foliage.
    Bull's Bridge
    6 min drive - 4.0 km
  • Dover Veterans Memorial Library
    9 min drive - 7.8 km
  • Herrick Preserve
    10 min drive - 9.2 km
  • Olivet University
    10 min drive - 9.6 km
  • Morrison Gallery
    14 min drive - 13.5 km

Getting around

  • Appalachian Trail
    13 min drive
  • Danbury, CT (DXR-Danbury Municipal)
    42 min drive

Restaurants

  • Dunkin'
    7 min drive
  • McDonald's
    15 min drive
  • Dunkin'
    15 min drive
  • Gaylordsville Diner
    12 min drive
  • The Old Oak Tavern
    10 min drive

Frequently asked questions

Is Escape to your private lakeside estate! Family & dog friendly, wildlife viewing! pet-friendly?

Yes, this property allows dogs (limit 3 total). Some restrictions may apply, so please contact the property for more details.

How much is parking at Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!?

On-site parking is available at the property.

What time is check-in at Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!?

Check-in begins at 4:00 PM.

What time is check-out at Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!?

Checkout is at 11:00 AM.

Where is Escape to your private lakeside estate! Family & dog friendly, wildlife viewing! located?

Nestled on the beach, this Wingdale holiday home is within 3 mi (5 km) of Housatonic River, Bull's Bridge and Dover Veterans Memorial Library. Harlem Valley Golf Club and Wimisink Preserve are also within 6 miles (10 km).

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Reviews

Escape to your private lakeside estate! Family & dog friendly, wildlife viewing! Reviews

10

Exceptional

9.8

Cleanliness

9.8

Location
Rating 10 - Excellent. 123 out of 132 reviews
Rating 8 - Good. 8 out of 132 reviews
Rating 6 - Okay. 1 out of 132 reviews
Rating 4 - Poor. 0 out of 132 reviews
Rating 2 - Terrible. 0 out of 132 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stay at the lake house. We liked the privacy and getting the whole beach and lake to ourselves. So cool how convenient it was to take a boat on the lake. The layout of the house is so nice with large bedrooms and bathrooms.
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place well appointed. A lot for kids to do
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Wonderful Stay !

My family and I stayed at the Lake House for the holiday. We can not say enough about the amenities, the house & the owners. We look forward to returning to this magical place for our next family reunion.
Stayed 3 nights in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Private paradise

Such a beautiful property with endless entertainment and opportunities to relax. Highly recommend!
Stayed 3 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another great stay at the lake

Our family's second stay at the lake did not disappoint. Perfect spot to relax with the whole lake to yourself. Disc golf is a nice addition. Hosts are great and responsive to any questions.
Stayed 3 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful setting for a private family gathering

A delightful place. Having the lake to ourselves with magnificent views plus a property that has plenty to keep everyone active--including the very active 4 year old in our group--was amazing. Do note that the downstairs bathroom has narrow doors so mobility impaired people may not be able to access it without assistance.
Stayed 4 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Thanksgiving in the Hudson Valley

This was our 2nd family gathering at The Lake House — Christmas last year and now Thanksgiving. Tons of new memories and cherished time spent together (we all live in different states). The house is perfect for gathering and relaxing! Thanks once again, from our entire family!!
Stayed 5 nights in Nov 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

They know how to host visitors

Everything was designed for the visitor: all the amenities needed, terrific organization of entertainment from lakeside accommodations to spectacular game room. Even though someone could live there, it was particularly careful to pay attention to little tings that only visitors would appreciate. I'd stay again, but this time, longer.
Stayed 3 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Terrific Lakefront House

Great views from all rooms of the house. Plenty of watercraft to enjoy on the private lake. Lots of games to play inside and outside. Great beach and fire pit to relax and make s’mores. This is a really great house located only 10 minutes from Kent. Very quiet, spacious, and fun for everyone.
Stayed 7 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family trip 2024

Three generations and two dogs thoroughly enjoyed the privacy, the quiet, the over the top amenities provided at this amazing house. We could not believe the thoughtfulness of both indoor and outdoor games, little extras everywhere, even for the dogs! We will absolutely be back.
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Tranquil, Peaceful and Stunningly Beautiful

Warm and welcoming home situated perfectly on the edge of a private lake. The house is very comfortable and feels like home. It has everything you need for an enjoyable vacation. There are breathtaking views from every window. You can drink your morning coffee while watching the morning fog rise off the lake and meanwhile swans swim by the window. Lots of fantastic views, places to sit and enjoy the lake. Very pleasant and relaxing.
Stayed 4 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

House had everything and more

I stayed at this amazing Wingdale house with my family of four adult boys and 2 girlfriends/fiancés. There was so much to do! We swam across the lake, played volleyball, beam bag toss and the boys even found the trampoline a blast. When it cloudy we walked to the house across the driveway for some pool and ping pong and other games. We even find a minatirr golf course and ice cream parlor nearby as well as a wonderful hike. In retrospect, staying at the house was more Fun than venturing out. The hosts were very easy to communicate with and even emailed me about items that were left there. You can’t go wrong!
Stayed 3 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Country Christmas

Our family of 7 had the best time celebrating Christmas together at The Lake House!!! Upon arrival, we were greeted with twinkling lights (outside as well as on a large evergreen plant inside which became our makeshift Christmas tree!!), a fruit basket, and a bottle of wine… The house had everything we needed (and more) for an amazing couple of days spent playing games, reading by the fire, enjoying the lakeside firepit, bird and nature watching (notably eagles, swans, nature walks/runs, and even a heron or two), and preparing wonderful meals as a group. And while we were definitely ‘in the country’, it was just a short hop to nearby grocery stores and bakeries (Cousins is a bakery and pizzeria that we visited twice…solid pizza and an amazing creation that was part soft chocolate chip cookie, part cannoli). My review would not be complete without an enthusiastic THANK YOU to property manager Laurie and owner John who responded at lightning speed to the few questions we had and provided updates and helpful info throughout our booking process and stay. Truly, they are exceptionally gracious and thoughtful hosts. We are already discussing when we’ll return!!!!
Stayed 5 nights in Dec 2023
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location

Beautiful Wedding Venue

We rented this property as a wedding venue. Communication was very pleasant and transparent until a couple of weeks before the wedding. The event contract was presented a few weeks prior to check-in and contained information that had not been previously disclosed. In order to meet the terms of the contract, we had to make very last minute adjustments and the property manager came to the house on our wedding day to take photos of our setup. The game room had rules that we were not aware of (kids cannot use pool table). With 5 kids in our party, that essentially made it unavailable for use. The damage deposit is contingent upon sharing event setup photos for future marketing. It would be helpful to make the contract available upon initial discussions of hosting an event on the property to aid in planning and transparency. Had I known all of the terms and expectations at the onset, I’m not sure that I would have chosen this property. Having said that, the property is beautiful and well maintained. The homeowners and their family are lovely to work with and obviously take great pride and care into sharing their home. It made for a beautiful and peaceful wedding venue.
Stayed 4 nights in Sep 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice property..
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The lake house was the perfect weekend getaway/ venue for my family to celebrate my late mothers memory. The house was equipped with everything we could have needed to host a family meal and relax to the serene lake views.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
My family of 13 had an absolutely wonderful week. We have never rented a vacation home with more amenities inside and outside than were offered at this house. The scenery was beautiful in all directions. It was very peaceful and relaxing. Our five grandchildren were never bored with the game room, the disc golf, the playground equipment, the basketball net, the paddle boat, the kayaks, the row boat, the canoe and the fishing equipment. The fishermen in our family caught some really nice, big bass in the lake. We didn't encounter any other people unless we left the house and drove to nearby Bulls Bridge and Falls, or to Kent, CT for ice cream or groceries. This is probably the first time we haven't had a single complaint/concern about a vacation home. We were all very sad when our vacation week was over, but we hope to spend a week here again in the future. Donna B.
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We have stayed at many VRBO properties, and hands down, this is the most well equipped in every way! And the responsiveness to questions and needs is immediate. This is why we come back as a family, including our dogs, to play here.
Stayed 14 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

A place to unwind

Wonderful location with caring, responsive hosts. This is an excellent place to relax and do absolutely nothing except eat, sleep, take walks and watch the waves on the water. Paradise.
Stayed 5 nights in Apr 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing waterfront property

This property has everything you could ask for from water sports to yard games, places to relax and unwind! My husband and I had the most restorative weekend on the lake and can’t wait to come back!
Stayed 4 nights in May 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Didn't want to leave

Our group of 11 stayed at the Lakehouse for the long weekend and to attend a pre wedding celebration for a family grien
Stayed 4 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lake house

Great
Stayed 3 nights in May 2023
Verified review

8/10 Good

Liked: Cleanliness, communication, location, listing accuracy

beautiful scenic location on a lake with Kayaking & fishing

great place for a family get together; relaxing & private. enjoyed being on a quiet lake with big picture windows. only negative was uncomfortable pull out couch on first floor that I suggested would be enjoyed more if room could be made into a bedroom
Stayed 7 nights in Jul 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful time during our week-long stay! The house and property were fantastic. There was so much to that we didn't really even leave: pool, air hockey, badminton, cornhole, not to mention canoeing and kayaking on the lake. We did visit nearby Kent, which is a lovely town, and there are so many walking/hiking/running trails nearby (my son is a distance runner).Check-in was seamless. The kitchen was very well stocked, and many of the rooms had beautiful water views. It was so private and peaceful. We have stayed at many lake houses over the years and this was definitely a favorite!
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing location!

This home is situated on a beautiful lake and could not be any more peaceful and beautiful. John was amazingly attentive. The game room above the detached garage was unheated but was a huge hit with my kids!! Thanks for the hospitality. Will come back in the summer next!!!
Stayed 2 nights in Dec 2020