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Whispering Pines Cottages and Vacation Rentals

992 Lake Dr E, Jacksons Point, Georgina, Ontario L0E 1L0 Canada
Prices are provided by our partners, and reflect total costs of the stay, including all taxes and fees known to our partners. Please see our partners for more details.
Payments made by partners impact the order of prices displayed. Room types may vary.
Traveller (54)
Room & Suite (5)
Dining (2)
Payments made by partners impact the order of prices displayed. Room types may vary.


#2 of 3 B&Bs / Inns in Jacksons Point
Our Inn is a beautiful, historic home with approximately 4,000 square feet of living space, two walk-out porches, one from a second floor bedroom, and original maple floors. Many of the bedrooms have cedar ceilings. Situated on approximately one acre of land, this large property offers over 27 professionally designed gardens and two ponds stocked with goldfish, Japanese koi and local frogs for our guests to enjoy. Our suites are colorful, large, and welcoming, with king/king-singles, or queen beds, with ample sitting space for a relaxing read our as a base for adventure on Lake Simcoe.. Operated very much like an old English Country Inn, Whispering Pines provides its guests with a very comfortable atmosphere, where they are free to make themselves truly at home for the duration of their stay as the proprietors have their own private apartment. Hence, guests are encouraged to relax in the living area, light a fire, make themselves a cup of tea, and enjoy take out, BBQ, or a prepared meal in the dining room or outside in the gardens. Our main house rooms are beautifully decorated year round for romantic getaways for couples, and will also appeal to families visiting relatives and friends in the area; our low season price applies for the winter season. Also during the ice fishing season; Lake Simcoe is the ice fishing capital of Canada; we have a selection of rooms which we re-decorate for the comfort and convenience of our fishing guests. For those that would prefer the solitude of their own residence, we also have private cottages available.
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Full view
Property amenities
Free parking
Free High Speed Internet (WiFi)
BBQ facilities
Non-smoking hotel
Hot bath
Outdoor pool
Shared kitchen
Sun terrace
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Room features
Allergy-free room
Seating area
Wake-up service / alarm clock
Complimentary toiletries
Room types
Non-smoking rooms
Family rooms
Good to know
Languages Spoken
English, French, Spanish, Italian
44Reviews1Q+A7Room tips
Traveller rating
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diann s wrote a review Nov 2018
Georgina, Canada28 contributions19 helpful votes
Such a quaint place ... This lovely cottage , built in the year 1903 , for Uncle Sam , by his nephew , Roy ....any guessers ? Something to do with the general ....Sam....McGlaughlin . Reminds me , just like yesterday how it was back then . This restored home of a great Canadian businessman , is where the last " Pippi Longstocking " movie was filmed . Restored by Builder and infamous Home Restorer , Robert K Sharp , in the year 1994 , this historical home boasts both charm and character . A walk around the grounds are breath taking . The pool is so nice. We have always loved this cottage.
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Date of stay: December 2017
alexdesjardins92 wrote a review Aug 2018
St. Catherines, Canada4 contributions
Booked there to have a family week long vacation. The place isn't as nice as I would have thought but it did the job. Since the pricing wasn't that bad either I can't expect muh more. Shirley was extremely helpful and very eager to please and made sure we were settling in nicely. The place can use a bit more cleaning but at the end of the season I guess it needs some more than the usual broom and mop job. There were webs everywhere and bathroom looked as thought it hadn't been clean yet but they were able to come and redo it right away. The kitchen was lacking a lot but we made due. They are trying their best but can't complain for the pricing.
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Date of stay: June 2018
Trip type: Travelled with family
Chrisi1066 wrote a review Aug 2017
Salisbury, Wiltshire248 contributions108 helpful votes
We rented the property for a week to accommodate family members and friends attending a wedding nearby. It was not at all like the promotional literature we had seen which promised luxury accommodation. All the bedrooms were in need of redecorating and some needed a good clean. Some of the furniture was rickety and needed replacement. The lounge and kitchen/dining area was spacious and comfortable. It would have been useful to have had access to the utility room to use the washing machine but this was locked. The swimming pool was great but you have to provide your own towels. In my view the property was vastly overpriced and not good value. Go to the Ramada around the corner.
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Date of stay: August 2017Trip type: Travelled with family
Alison K wrote a review Aug 2017
London, United Kingdom4 contributions4 helpful votes
We arrived at Whispering Pines well ready for a few days relaxation. The proprietor was a lovely lady, Shirley, who was eager to help with any enquiries. However as soon as we walked in the door we realised that this was not what was promised. The price was for a five star establishment but the reality was probably three star. It is a charming old style house with lovely filled bookcases and spacious lounge and kitchen area which we were free to use and to help ourselves to tea and coffee - as these are not available in the rooms. The rooms were relatively clean but with no facilities. The showers had nasty curtains and the rooms were basic. The lighting was poor and the rooms really don't reflect the photographs on the website. The wifi rarely worked and the air conditioning was very hit and miss. There were insect nets but one of our rooms had a lot of dead mosquitos around the window - on the inside. I don't want to say this isn't a place to stay in just that the price is very steep for what is on offer. The breakfast was nicely prepared but again, for that price, we were expecting a full buffet. Again I have to reiterate that Shirley was lovely, very helpful and always on call. However it wasn't what we were expecting.
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Date of stay: July 2017
Trip type: Travelled with family
Room Tip: The best room is the one with the whirlpool. It isn't obvious where to turn it on!
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Indira M wrote a review Jul 2017
1 contribution
rented a pontoon from these ppl a few weeks ago for a family fishing trip. most horrible, filthy pontoon i've ever seen. only seating was plastic chairs that was run over by spiderweb. floor was thick with mud, no where to put our bags with food etc. used chairs for that could not put anything on the ground. will never recommend or book with these ppl again.
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Date of stay: June 2017Trip type: Travelled with family
USD 131 - USD 169 (Based on Average Rates for a Standard Room)
CanadaOntarioGeorginaJacksons Point
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Frequently Asked Questions about Whispering Pines Cottages and Vacation Rentals
Which popular attractions are close to Whispering Pines Cottages and Vacation Rentals?
Nearby attractions include Pepperwood Design (0.4 km).
What are some of the property amenities at Whispering Pines Cottages and Vacation Rentals?
Some of the more popular amenities offered include free wifi, a pool, and free parking.
What food & drink options are available at Whispering Pines Cottages and Vacation Rentals?
Guests can enjoy barbeque facilities during their stay.
Is parking available at Whispering Pines Cottages and Vacation Rentals?
Yes, free parking is available to guests.
What are some restaurants close to Whispering Pines Cottages and Vacation Rentals?
Conveniently located restaurants include Jacksons Place, The Briars, and The Lake Simcoe Arms.
Are there opportunities to exercise at Whispering Pines Cottages and Vacation Rentals?
Yes, guests have access to a pool during their stay.
Is Whispering Pines Cottages and Vacation Rentals located near the city centre?
Yes, it is 0.5 km away from the centre of Jacksons Point.
Which languages are spoken by the staff at Whispering Pines Cottages and Vacation Rentals?
The staff speaks multiple languages, including English, Spanish, French, and Italian.
Are there any historical sites close to Whispering Pines Cottages and Vacation Rentals?
Many travellers enjoy visiting Georgina Pioneer Village (6.2 km) and St. George's Angelican Church (2.8 km).