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

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

View of The Lake House and Lake Weil from game room
Welcome to The Lake House
Relax on "the point" in comfy Adirondack-style chairs.
Back of The Lake House from beach
Front yard of The Lake House in summer shaded by large elm tree

Reviews

10 out of 10
Exceptional
5 bedrooms3 bathroomsSleeps 14315.9 sq m

Popular amenities

  • Dryer
  • Hot tub
  • Washer
  • Fireplace
  • Parking available
  • Pet-friendly

Explore the area

Map
Wingdale, NY
  • Bull's Bridge
    ‪7 min drive‬
  • Candlewood Lake
    ‪19 min drive‬
  • Lake Waramaug State Park
    ‪28 min drive‬
  • Poughkeepsie, NY (POU-Dutchess County)
    ‪40 min drive‬

Rooms & beds

5 bedrooms (sleeps 14)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

Bedroom 3

1 Double Bed

Bedroom 4

1 Double Bed

Bedroom 5

1 King Bed

Living Room 1

1 Double Bed

Living Room 2

1 Double Bed

3 bathrooms

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Hair dryer

Bathroom 3

Soap · Towels provided · Bathtub or shower · Toilet · Jetted bathtub · Hair dryer

Master Bath

Soap · Towels provided · Bathtub or shower · Toilet · Jetted bathtub · Hair dryer

Spaces

Porch or lanai
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden

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 Labor Day week), when rentals are 7 day minimum and run Saturday to Saturday.

The Lake House offers a 4-season vacation destination for the family that’s looking for 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, 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 first 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.

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 cozy 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 movie 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 colors reflected in the serene waters.

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 swimsuit. 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.

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 Labor Day week.

Property manager

John Fila
Premier Host

Languages

English

Add dates for prices

Amenities

Hot tub
Kitchen
Washer
Dryer
Pet-friendly
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
Supervise kids around water and play equipment.
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Events

Events allowed: family gatherings, birthday parties, weddings
Separate pricing applies. Contact Owner to discuss
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Pets

Pets allowed: dogs (limit 3 total)
$20/day pet fee for 2 dogs. $20/day for 1 more dog
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Smoking

Smoking allowed: in designated areas
Smoking ok OUTSIDE. Dispose of butts properly.
Failure to follow Rental Rules and/or Check-out Procedures may result in charges to Guest's damage deposit.
Events not allowed except by prior ok from Owner. A gathering larger than the 14-person maximum is an Event and requires a separate Venue Agreement.
Loud parties not allowed. If neighbors report excessive noise, your rental agreement (and stay) may be terminated without a refund.

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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 99
Note from host: Separate pricing applies. Contact Owner to discuss
Long-term renters welcome
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

This property does not have any lifts
A car is required for transport to and from this property

About the area

Wingdale

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. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Wingdale, NY

What's nearby

  • Bull's Bridge - 7 min drive - 3.7 km
  • Candlewood Lake - 19 min drive - 16.5 km
  • Kent Falls State Park - 20 min drive - 17.6 km
  • Lake Waramaug State Park - 28 min drive - 22.5 km
  • Lake Waramaug - 33 min drive - 24.6 km

Getting around

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

Restaurants

  • ‪Riverview Tavern - ‬7 min drive
  • ‪McDonald's - ‬15 min drive
  • ‪Gaylordsville Diner & Restaurant - ‬12 min drive
  • ‪Kelly's Creamery - ‬16 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).

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).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 112 out of 120 reviews
Rating 8 - Good. 8 out of 120 reviews
Rating 6 - Okay. 0 out of 120 reviews
Rating 4 - Poor. 0 out of 120 reviews
Rating 2 - Terrible. 0 out of 120 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Peter Z.

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

10/10 Excellent

Carol C.

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

10/10 Excellent

Moira H.

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

10/10 Excellent

Chris N.

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

10/10 Excellent

Leslie G.

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

10/10 Excellent

Ann W.

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

10/10 Excellent

MBmohn

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

10/10 Excellent

Carol C.

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

10/10 Excellent

Eric C.

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

8/10 Good

Rachel L.

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

10/10 Excellent

lesley g.

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

10/10 Excellent

Tracy S., San Carlos, CA

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

10/10 Excellent

Kim R.

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

Fantastic rental!

This was the most well appointed house we’ve ever rented! Anything you might need, both inside and out, can be easily found here. We barely left the house and simply relaxed playing games and watching movies during the rain. We ranged in age from 29-85 and all enjoyed it so much. The game room in the detached garage was an added bonus which we used a lot! Small towns are close by but the house is very secluded. We highly recommend renting this property.
Stayed 4 nights in Jun 2023

10/10 Excellent

josephine n.

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

Father’s Day weekend

The property offers a range of things to do for all age ups. If there was any thing, I could possibly say it would be treatment of the trees. If there was some type of bug spray done on a weekly/monthly basis to possibly control the horseshoe flies, along with gnats and all of the flying creatures that would’ve only made my state that much better. Other than that everything was perfect. We had an awesome weekend appreciate the property.
Stayed 3 nights in Jun 2023

10/10 Excellent

Alan R.

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

Lake house

Great
Stayed 3 nights in May 2023

10/10 Excellent

Callan D.

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

10/10 Excellent

Nonna R.

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

10/10 Excellent

Carol C.

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

Wingdale Thanksgiving

What a lovely spot. We had a beautiful family Thanksgiving by the lake. The house is a gem. Owners are very pleasant and responsive. Thank you!
Stayed 3 nights in Nov 2022

10/10 Excellent

Matthew & Kimberly G., Woodbury, CT

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

Hidden Gem

Wonderful stay. Hidden gem. The home & lake were beautiful!
Stayed 7 nights in Aug 2022

8/10 Good

Jessica M.

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

Great outdoor space for everyone

We had a great week at the Lake House. We were really impressed at the outdoor space and kid-friendly play area (the pictures don't do it justice, there is so much!). The kids loved the beach and all the toys provided, and they all took at least one trip out onto the lake. The lake was a little warm and weedy for us adults to swim in, although we all got out in the canoes and the rowboat. The game room had a good selection of music (it only took us one try to remember how a tape deck worked!), but we wished it wasn't in the detached garage. Our hosts were responsive to our one or two emails during the week and as we left. There were spices and condiments, coffee and tea, and cleaning supplies ready for us to use, and plenty of cooking/baking equipment and food storage containers.
Stayed 7 nights in Aug 2022

10/10 Excellent

Brad L.

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

Beautiful house/family trip

We had a lovely stay on the lake! The kids loved kayaking and making s’mores, and the adults loved relaxing lakeside. Highly recommended!
Stayed 7 nights in Jul 2022

10/10 Excellent

Becky A.

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

Our Lake House retreat!

We finally got the whole family together for a special week at the Lake House. All 10 of us had a wonderful time swimming, fishing, kayaking, playing in the sand and taking walks on the trails. Ending the evenings with a nice fire on the beach was perfect. The house is just as described and the added air conditioning during the heat wave was a huge welcome. Communication with the owner was quick and easy. I highly recommend the Lake House for a relaxing getaway with something for everyone. We are looking forward to coming together again next year at the Lake House!
Stayed 7 nights in Jul 2022

8/10 Good

Jean G., Dover Plains

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

10/10 Excellent

Eleonora W., New York, NY

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

Our Fifth Summer at the Lake House!

Another magical two weeks at the lake house, thank you to the Fila family! Your home is beautiful, comfortable, and a perfect family getaway. We bring grandparents, adults, and kids, and every one of us love this special time on your beautiful lake. In no particular order, we: kayak, swim, play pingpong, barbecue, jump on the trampoline, read books in shady comfy chairs, fish, canoe, and build epic nightly fires on the lake's shore. We hope to see you again next summer, thank you again!
Stayed 14 nights in Jun 2022

10/10 Excellent

Amy Y., Harrisburg, PA

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

Private Peaceful Paradise

My husband and I spent a week at the Lake House with our senior dog. We selected this property specifically for our dog's needs - a gentle sloping yard to our own private beach and lake and a first floor master bedroom. This place did not disappoint! The exterior of the property is like a park with mature trees, a swing set, trampoline, lawn games, seating options galore, kayaks, canoes, fishing equipment, fire ring on the beach. We also loved the wildlife - deer, fox, squirrels, swans, ducks, turtles, and a variety of birds to watch in the evenings. I had wanted to visit some local restaurants and breweries, but I loved the property so much that I didn't leave the property once! There is literally something for everyone at this home As for the interior - we loved the welcome basket and doggy treats, the first floor king sized bedroom, the towels and linens and the great water pressure for showering after a day in the lake. It was nice to be able to check in, unpack, and then unwind for the week! I'm already recommending this property to family and friends!! Thanks so much for sharing your beautiful property with us!
Stayed 7 nights in Jun 2022

About the host

Hosted by John Fila

Host profile image
This is part of a family compound that dates back to the early 1900s. At that time, Joseph Weil, a teacher from New York City, began bringing students to camp in the area. This led to the development of a childrens' camp, Weil's Whispering Pines, and the creation of Lake Weil.

Why they chose this property

Ideally situated 1.5 hours north of NYC, The Lake House offers a luxurious retreat in a pristine natural setting. Hudson River Valley and Housatonic River Valley attractions are an easy, scenic drive away. Adventurous antiquing (think Litchfield, CT), top-notch restaurants, unique shopping, rich historic sites, glorious natural wonders, and award-winning wineries are all just waiting for you. After a day of exploring, wander back and relax at the 65-acre estate.

What makes this property unique

Without question this is a unique rental. Lake Weil is part of The Lake House property. You are not simply renting a beautiful, well-appointed home, but also reserving full use of this spectacularly scenic lake and grounds.

Languages:

English

Premier Host

They consistently provide great experiences for their guests