Waupoos waterfront home in Wine Country

A vacation location for the whole family !

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Guests 10
Bedrooms 4
Bathrooms 3
Allows Pets Yes


Waterfront property located on the shores of Smith's Bay on Lake Ontario, Happiness Haven is a peaceful pet-friendly escape from it all. Just 10 minutes from Picton and minutes to the County’s first winery, County Cider Company and Waupoos Marina, there is always something to do. Enjoy the 135 feet of shoreline with shallow entry and a large lawn, perfect for kids. Dine al fresco while enjoying the breeze off the water and the unobstructed views from the glass-walled deck. Or make use of 2 kayaks onsite and paddle around the bay.

The kitchen is fully equipped with a stove, dishwasher, fridge, microwave, toaster, griddle, coffee maker, slow cooker, kettle, utensils, cookware and dishes. Sit on a bar stool at the kitchen counter and keep the chef of the family company. A laundry room with washer and dryer is located to the far end of the house. Off the kitchen you will find a large dining room (seats 10) and a sitting area, with fireplace, that extends the length of the house with floor to ceiling windows providing spectacular views of the lake. You will also find a separate family room with fireplace, flatscreen tv with DVD and comfy seating. Wifi is available to keep you connected during your stay. 

This home is comprised of the main level living quarters as well as a large room on the lower level for those looking for more privacy. On the main floor you will find 3 small bedrooms, two of which have 1 queen bed with ceiling fan to keep you cool at night, and one with 1 double bed and a 3 piece ensuite. You will also find a 4 piece bathroom, for a total of 2 bathrooms on the main floor. 

Downstairs, you will find a large room with separate walk-out entrance and the ability to close off from the rest of the house should you choose. Here you will find two double beds and a 3 piece bathroom. A picture window allows for lots of natural light.  

Bedroom Summary
1 Queen - main level (small bedroom)
1 Queen - main level (small bedroom)
1 Double - main level with a 3pc ensuite (small bedroom)
2 Doubles - lower level (see notes below)

Bathroom Summary
1 x 3-piece on main level with ensuite 
1 x 4-piece on main level 
1 x 3-piece on lower level 

A large 22’x10’ deck with glass railings is located on the lake side of the house. You will find a gas bbq as well a picnic table with Adirondack. A dock extends into the water with a park bench perfect for watching the waves roll in. Colourful flower gardens and a comfortable hammock make it a beautiful property to enjoy.

There is parking for 4 cars. Total sleeping capacity is 10 including children and infants - no exceptions (please read above to be sure you will be comfortable)



  • Television
  • DVD
  • CD Player/Stereo
  • Wireless Internet
  • Air Conditioning
  • Fans
  • Gas Fireplace
  • Water Cooler
  • Washer
  • Dryer
  • Iron & Ironing Board
  • Books/Games
  • Paper products (Paper towel and Toilet paper)
  • Fridge
  • Stove
  • Oven
  • Potable (Drinkable) Water
  • Microwave
  • Dishwasher
  • Toaster
  • Griddle
  • Coffee Maker
  • Kettle
  • Tea Pot
  • Dishes
  • Cutlery
  • Pots & Pans
  • Wine Glasses
  • Vacuum/Carpet Sweeper
  • Eating Area Seating ( 10 )
  • Deck/Patio
  • Patio Furniture
  • Hammock
  • Gas BBQ
  • Play/Yard Area
  • Neighbors
  • Parking ( 4 )
Extra and Featured Amenities Provided
  • Reverse Osmosis water filter 
  • Salt, pepper, sugar cubes, tea bags 
  • Blender 
  • Waffle Maker 
  • Slow cooker  
  • Clothes line 
  • Hammock 
  • 20 foot dock with rings to tie up fishing boats and smaller craft
  • 2 kayaks
  • 1 park pass to Sandbanks
What to Bring
  • All linens including sheets, pillowcases, bath towels, beach towels, bath mats, hand towels and kitchen towels 
  • PFDs (life jackets) - must be used while in Kayaks
  • Bikes



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* Rates are subject to change without notice. Pricing excludes taxes, additional options or fees.
Vacation Rental Standard Pricing Sun Mon Tue Wed Thu Fri Sat Weekly  
Quiet Season $400 $400 $400 $400 $400 $400 $400 $1,900  
Mid Season $500 $500 $500 $500 $500 $500 $500 $2,200  
High Season $0 $0 $0 $0 $0 $0 $0 $2,600  
Holiday Season $600 $600 $600 $600 $600 $600 $600 $2,600  


Write a Review
Reviewed: Sep 5, 2018
Thank you for sharing your wonderful home with us over the gorgeous long weekend. We loved the view, the windows, the breeze and the ample space that made for a very enjoyable and comfortable stay for our two families. We hope to come back!
Reviewed: Aug 24, 2018
The cottage is absolutely beautiful! Very well equipped. Lots of room, lovely furniture and very comforable. The view from the cottage and deck is amazing. We enjoyed the kayaks and paddle board. Thank you Martin for a great tour of the property when we arrived ! We enjoyed our stay a lot! It was a great place to get together with our extended family. Thanks so much!
Reviewed: Aug 11, 2018
I had such a great time here. It was so relaxing. Having the water right in behind the house and being so close to the water was awesome!! The backyard is so awesome for when me and my sister play outside. The furniture is super pretty. Thank you for the lovely stay. Devon - 10 years old.
Reviewed: Jul 27, 2018
We enjoyed our stay very much. The fantastic views, great sitting areas and beautiful well equipped kitchen. Simply a great property inside and out. Love the antiques and needle point seats. There were 9 of us altogether. We the grandparents, our 3 children with their spouses and a seven month old. A great time for those in Toronto and Ottawa to get together and have fun getting to know their new niece on an everyday basis! We were delighted to have this great place for time together and memories made...Such as finding out around the dining room table that there will be a new little cousin for the 7 month old com January!
Reviewed: Aug 1, 2015
Happiness Haven is a great place and suitable for a large family or several families travelling together as the lower level is relatively self-contained with 2 doubles and a full bath and separate access-also excellent for surly teenagers. The home is beautifully decorated and well equipped-thoughtful things like a slow cooker, binoculars, good barbecue, lots of towels, super large washer dryer. Very bright with beautiful big windows and a huge deck with glass panels for a really great lake views. Everything works, and works well. Everything was super clean and well kept. My husband is really allergic to cats and I think the hosts have 4 but Mark had no symptoms all week so the cleaner is really doing a good job. The property is well maintained, grass cut, weeds pulled-nice trees so lots of shade at all times of the day. There's a big graveled driveway and space for more vehicles by the garage-good directions and good signage. Smith's Bay is pretty quiet and well-protected from the big lake so the swimming and kayaking were as good as we've had in the county. Water off the end of the dock is maybe 6 foot deep so it's likely possible to have a bigger boat in at the marina around the corner and tie up at the property. We didn't have much luck from the dock but saw people fishing from boats so there must be something out there. The Duke of Marysburg Pub is walk-able and the food was really good-they have music too on weekends. Lots of farm stands, County Cider, Waupoos Winery etc, down that way and closer to Picton than I would have thought so there is lots to do. We also really appreciate the Sandbanks pass. Elizabeth is lovely and I think her B&B experience shows-clear expectations about garbage, closing etc. and idiot-proof instructions-cupboards are labelled,bathtub rigged so the shower curtain keeps the water in the tub, reverse osmosis water system, stable and easy to access internet. Coffee beans from County Roasters and a grinder, filters, tea and sugar complimentary-soap for the washing machine, dishwasher, etc. so no need to chase around for those bits. Really, really excellent stay!!


Check In/Out Times

Check In: 4:00 PM
Check Out: 11:00 AM

Alternate times may be arranged directly with the Owner outside of high season no sooner than 1 week prior to arrival.


Damage Deposit: $500
Rental Deposit to Secure Booking: $500

Rental Conditions

Smoke Free: Yes
Children Allowed: Yes
Pets Allowed: Please Ask - let us know breed
Maximum Occupancy: 10 including children and infants - no exceptions
Change Over Day For Weekly High Season Bookings: Friday

Special Notes
  • Pets are allowed. Please ASK first. Let us know breed.
  • Cats have been on the premises for the last 2 years when not rented out. 
  • There is a wheelchair ramp on West side of House. 
  • Owner lives in "The Studio" on the property over 100 feet away from the cottage. 
  • The driveway is shared with the Owner but there is parking enough for 4 vehicles
  • Guests have FULL and private use of the cottage, yard, waterfront. Owner will greet guests upon arrival.
  • The 3 bedrooms upstairs are on the small side. Guests may request with the Owner that room is made in the bedroom with the ensuite to accommodate a crib for the duration of the stay
  • It is the guests' responsibility to move all furniture that was moved to accommodate them back into place at the end of their stay or extra charges will apply
  • The lower bedroom has low hanging duct work in the centre of the room and is suitable for people under 5'7', or you will need to duck. 
  • This is a waterfront cottage and it can be damp in the lower bedroom. The humidifier must be running and if it's not, the Owner notified. It is recommended that air conditioning be turned on to keep humidity at 75%. If the a/c is on, all windows should remain closed.
  • Guests must bring ALL LINENS including sheets, pillowcases, bath towels, beach towels, bath mats, hand towels and kitchen towels. A blanket and pillows are provided. Please contact Owner if required for more info once you receive our Welcome package.
Close To
  • Travel time to Sandbanks: 25 minutes
  • Travel time to nearest swimming area: < 5 minutes

-A few minutes drive to Waupoos Marina, Waupoos Pub, Waupoos area Wineries and Cider company 
-A 10 minute drive to Picton and Lake on the Mountain.

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