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Jacksons Point Vacation Rentals

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Jacksons Point Vacation Homes

Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place
Relax in a hot tub overlooking the ocean and surrounding trees.

Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place

9.8 out of 10, Exceptional, (17)
"My friends and I spent the long weekend there, it was so close to Toronto and the view was breathtaking."
The price is CA $500
CA $770 total
includes taxes & fees
Sep 8 - Sep 9
Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place
Beautiful, cozy and peaceful 2-bedroom and 1.5 bath home in Barrie
Terrace/patio

Beautiful, cozy and peaceful 2-bedroom and 1.5 bath home in Barrie

Beautiful, cozy and peaceful 2-bedroom and 1.5 bath home in Barrie
Lake Simcoe Waterfront Villa | Walk to lake · Free canoes · BBQ & firepit
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, dark cabinetry, and a granite island.

Lake Simcoe Waterfront Villa | Walk to lake · Free canoes · BBQ & firepit

9.8 out of 10, Exceptional, (10)
"Good communication from the host and was able to accommodate a large group with kids. Private dock and activities is a plus. "
The price is CA $919
CA $1,767 total
includes taxes & fees
Aug 12 - Aug 13
Lake Simcoe Waterfront Villa | Walk to lake · Free canoes · BBQ & firepit
Wonderful place of Lake Simkoe
Stunning single-story home with a charming front porch and beautifully manicured lawn.

Wonderful place of Lake Simkoe

9.0 out of 10, Wonderful, (7)
"We only stayed 1 night but it was perfect "
The price is CA $117
CA $345 total
includes taxes & fees
Aug 12 - Aug 13
Wonderful place of Lake Simkoe
Green Door
Enjoy serene lakeside views from a paved walkway surrounded by lush greenery and large rocks.

Green Door

9.4 out of 10, Exceptional, (3)
"The place was cozy and well-appointed. Also well located in town. Perfect spot for me and my kids."
Green Door
Brand new waterfront LUXE lake house for a beautiful week/end away!
Property grounds

Brand new waterfront LUXE lake house for a beautiful week/end away!

10.0 out of 10, Exceptional, (3)
"Host Ana is very very nice and respond very quickly! The place was cozy and nice lake view . Enjoy the Kayak here . I will book next year again !"
Brand new waterfront LUXE lake house for a beautiful week/end away!
Luxury cottage "Twilight" by the lake Simcoe
Enjoy cooking in this fully equipped kitchen with a stove top oven, microwave, and ample counter space.

Luxury cottage "Twilight" by the lake Simcoe

8.4 out of 10, Very good, (10)
"The place is amazing, family was happy. Cant waiting to have my next visit"
Luxury cottage "Twilight" by the lake Simcoe
Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and ample counter space.

Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!

9.4 out of 10, Exceptional, (77)
"Great stay. Excellent location and beautiful outdoor area."
Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!
5br 3.5bth home w Free Parkings+Ensuite laundry Barrie,ON
Step up to a warm welcome at this inviting entrance.

5br 3.5bth home w Free Parkings+Ensuite laundry Barrie,ON

10.0 out of 10, Exceptional, (3)
"Wonderful stay — clean, comfortable, and exactly as described. Great host, smooth check-in, quiet and convenient location. Highly recommend and would gladly return!"
The price is CA $190
CA $490 total
includes taxes & fees
Aug 18 - Aug 19
5br 3.5bth home w Free Parkings+Ensuite laundry Barrie,ON
CHARMING CUSTOM HOME BESIDE PARK,WALK TO BEACH
Enjoy al fresco dining on this deck overlooking a serene landscape.

CHARMING CUSTOM HOME BESIDE PARK,WALK TO BEACH

9.8 out of 10, Exceptional, (23)
"Excelent Property. Peter was an excelent communicator I would stay there again"
CHARMING CUSTOM HOME BESIDE PARK,WALK TO BEACH
3bdrm Cottage at Lake Simcoe
Beach

3bdrm Cottage at Lake Simcoe

9.0 out of 10, Wonderful, (4)
"Good place to stay! Would definitely recommend it!"
3bdrm Cottage at Lake Simcoe
Cozy 3 bedroom home perfect for small gatherings
Enjoy a meal at the glass table, surrounded by a serene backyard view.

Cozy 3 bedroom home perfect for small gatherings

8.0 out of 10, Very good, (1)
"The property was nice, neat and tidy. The inside was clean and very spacious. The beds were extremely comfortable as well. "
Cozy 3 bedroom home perfect for small gatherings
Vacation Home on Simcoe lake
Enjoy a serene beach experience with a breakwater separating the shore from the open sea.

Vacation Home on Simcoe lake

Vacation Home on Simcoe lake
Neat Cozy Family Friendly Home
Enjoy meals in this stylish dining area with a table for four, a vase with fresh orchids, and a unique abstract art piece above.

Neat Cozy Family Friendly Home

10.0 out of 10, Exceptional, (1)
"Super nice neighborhood lots of kids playing at a basketball court within the neighborhood property the house was a little bit older but it was nice and warm feeling 10/10 would stay again "
The price is CA $139
CA $486 total
includes taxes & fees
Aug 9 - Aug 10
Neat Cozy Family Friendly Home
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong
Relax in a cozy room with a hammock chair and a bookshelf for reading.

Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong

9.2 out of 10, Wonderful, (33)
"Rooms with multiple bed made it really easy and nice for our group of friends to stay. The main sitting area was nice to hang out. The extra fee for extra people was tough cause not everyone was able to come. "
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong
Barrie house close to all amenities
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, oven, and dishwasher.

Barrie house close to all amenities

9.0 out of 10, Wonderful, (24)
"Everything about the property was great! The ease of communication with the owner to the amenities all around. The house was spacious and clean. Would highly recommend and definitely will be back! Thank you for a great weekend away!"
The price is CA $145
CA $405 total
includes taxes & fees
Sep 1 - Sep 2
Barrie house close to all amenities
Luxurious Lake front Island Twnhome Friday Harbour
Relax on the outdoor terrace with a sofa, table, and cushions, overlooking a serene body of water and surrounding buildings.

Luxurious Lake front Island Twnhome Friday Harbour

8.8 out of 10, Excellent, (9)
"We enjoyed our stay here during a major storm. The home was very welcoming and suited our needs . "
Luxurious Lake front Island Twnhome Friday Harbour
Four Season Waterfront Cottage Over-the-Water view
Guests can enjoy a serene view of the partially frozen lake from the comfort of their room.

Four Season Waterfront Cottage Over-the-Water view

10.0 out of 10, Exceptional, (4)
"Great place to stay highly recommend. "
Four Season Waterfront Cottage Over-the-Water view
Lakeside Escape 3-Bedroom Bungalow with a Hot Tub
Enjoy cooking in this kitchen with sleek cabinetry, a refrigerator, and oven.

Lakeside Escape 3-Bedroom Bungalow with a Hot Tub

6.0 out of 10, (2)
"A very nice place in a quiet neighbourhood! Was everything we were looking for!"
Lakeside Escape 3-Bedroom Bungalow with a Hot Tub
GLOBALSTAY 4-Bd House Near Lake Simcoe
Enjoy cooking in this kitchen with sleek appliances, a double oven, and a large refrigerator, set against a backdrop of clean lines and minimalist design.

GLOBALSTAY 4-Bd House Near Lake Simcoe

5.0 star property
8.0 out of 10, Very good, (1)
"We loved this place but number one issue they were charging $16 for each trash bag and second so many rules about guest and spending time at property and they mentioned that after we booked the place.Other issue we couldn’t find towel there after 24 hours we found it in dryer and no second key in lock box for 2 familles. Overall place was so clean comfortable and nice."
GLOBALSTAY 4-Bd House Near Lake Simcoe
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Jacksons Point Hotel Reviews

Best Western Voyageur Place Hotel

Best Western Voyageur Place Hotel

10/10 Excellent
"Very comfortable and clean no issues at all"
Melanie 1-night trip
Posted 19 hours ago
Best Western Voyageur Place Hotel