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Holiday Rentals in Jacksons Point

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Holiday Rentals in Jacksons Point

Parkside House

3.5 star property
9.4 out of 10, Exceptional, (279)
"Better than 5 star hotels "
The price is €87
includes taxes & fees
15 Jan - 16 Jan
Parkside House

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

9.4 out of 10, Exceptional, (22)
"The property manager was exceptionally helpful. Thanks so much."
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong

6 Bedroom Executive Cottage near Innisfil Beach - Special Winter Discount 20-35%

9.8 out of 10, Exceptional, (72)
"The house was more than enough space for our group. It was great having two different spaces for our group at times. Beds super comfortable. Host very responsive to any questions you may have. Checkout and check-in so easy! "
6 Bedroom Executive Cottage near Innisfil Beach - Special Winter Discount 20-35%

Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower

9.8 out of 10, Exceptional, (97)
"The pictures do not do this location justice. It's very cozy but not small by any means. Lots of places to relax, play games and enjoy the atmosphere. Property is well maintained both inside and out and the check-in process was very easy. We went to Keswick a few times and lots of nice places to shop and eat there. We will definately come back."
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower

Spacious 5-Bedroom Vacation Home Near Lake Simcoe – Perfect for Family Gathering

10.0 out of 10, Exceptional, (15)
"I decided to have our annual golf weekend in Innisfil this year. I was very fortunate to find this large modern home to accommodate our eight golfers. Everyone enjoyed thie spacious, clean and comfortable surroundings."
Spacious 5-Bedroom Vacation Home Near Lake Simcoe – Perfect for Family Gathering

❤️Cozy 1 Bedroom Suite Basement with FREE Parking

8.4 out of 10, Very good, (6)
"key code for apartment (in basement) not given until phone call made. No indication on entering house as to where my room was (blackboard had wrong name), bare light bulb as overhead light, curtain on window did not block light, bathroom sink very small and soap dispenser did not work."
The price is €152
includes taxes & fees
10 Jan - 11 Jan
❤️Cozy 1 Bedroom Suite Basement with FREE Parking

Waterfront cottage in Lagoon City resort at Lake Simcoe access to private beach

10.0 out of 10, Exceptional, (4)
"Grandparents with adult children and their two children. It was a great place to relax and fishing off the dock was great. The beach is beautiful"
Waterfront cottage in Lagoon City resort at Lake Simcoe access to private beach

Cute family cottage getaway near Lake Simcoe!

10.0 out of 10, Exceptional, (11)
"Excellent property and hosts have very quick communication. 10/10!"
Cute family cottage getaway near Lake Simcoe!

La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland

9.8 out of 10, Exceptional, (8)
"Great property and house - very much enjoyed our time there"
La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland

Private recreational basement in Holland Landing

9.2 out of 10, Wonderful, (15)
"Very accommodating was a great place to stay."
The price is €202
includes taxes & fees
12 Jan - 13 Jan
Private recreational basement in Holland Landing

Secluded Countryside Estate with Private Trails

10.0 out of 10, Exceptional, (3)
"The property is exactly as per the pictures and description. Spacious, clean and very comfortable for our group. Easy to access to and great communication with the owner. Would definitely return!"
Secluded Countryside Estate with Private Trails

Stunning 3100+ sq ft detached house, mins away from serene lake and amenities.

The price is €299
includes taxes & fees
16 Jan - 17 Jan
Stunning 3100+ sq ft detached house, mins away from serene lake and amenities.

Friday Harbour Resort

4.0 star property
10.0 out of 10, Exceptional, (1)
"Great layout with three bedrooms, each with their own bathrooms, plus a guest bathroom on the main floor. The kitchen/dinning area was great and well equipped."
Friday Harbour Resort

Very cool and chill place to relax ☺️

6.0 out of 10, (4)
"Good for stay in vacation."
The price is €489
includes taxes & fees
14 Jan - 15 Jan
Very cool and chill place to relax ☺️

A Gorgeous Victorian Country Style Farm Stay!

9.2 out of 10, Wonderful, (7)
"We were really looking forward to enjoying what looked like a really magical place to stay, and probably at one point was! What we found was a really run down and neglected property being rented out while owners attempt to sell. The biggest issue overall was certainly cleanliness. Many portions of the property haven’t been maintained or cared for in years. There was no hot tub as listed. The BBQ wouldn’t light (not due to propane). The stove hadn’t been cleaned in many uses and was quite...
A Gorgeous Victorian Country Style Farm Stay!

Luxury Family Friendly 2 Bedroom Condo at Friday Harbour

8.6 out of 10, Excellent, (10)
"We had a wonderful stay at this condo It was very clean and comfortable, close to the harbour and restaurants. The owners were very responsive, they answered my questions very quickly. Highly recommended, we would definitely stay here again. "
Luxury Family Friendly 2 Bedroom Condo at Friday Harbour

Exclusive Lakefront House on Private Lake

9.8 out of 10, Exceptional, (14)
"The property was an hour drive from home and all the amenities close by. Cathy answered my questions immediately and was a perfect hostess. Unfortunately, we stayed during a heat wave, so it was hot, but there was an A/C unit in the main part of the cottage and ceiling fans all over the place. Had a wonderful time. Thanks Cathy."
Exclusive Lakefront House on Private Lake

3Bedroom 3bath &Office, kids party, playground, onsite storage/opt, pet friendly

9.4 out of 10, Exceptional, (11)
"Great house. Will stay there again"
3Bedroom 3bath &Office, kids party, playground, onsite storage/opt, pet friendly

Friday Harbour Resort 2 Bedroom Condo Lake Simcoe

9.0 out of 10, Wonderful, (7)
"Ana was very accommodating. We had to check in later than planned because of a late flight. The check in process was seamless. Ana buzzed us in remotely from the lobby. The condo door keypad generates a 2 digit code you repeat and then you enter the 4 digit code Ana gives you. Easy. The home was very quiet and comfortable. "
The price is €172
includes taxes & fees
12 Jan - 13 Jan
Friday Harbour Resort 2 Bedroom Condo Lake Simcoe

Friday Harbour Resort on Lake Simcoe

9.2 out of 10, Wonderful, (14)
"This property was perfect for myself and my children it was clean it was about 10 to 15 minutes to get to the beach which we enjoyed walking to every day. All amenities were close by. The apartment has everything you need. I don't think I contacted the host once, it just wasn't necessary. So if you are looking for a safe clean practically situated Condo this is perfect. 👌🏼 Thank you"
Friday Harbour Resort on 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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Other types of properties in Jacksons Point you may be interested in

The Briars Resort & Spa

3.5 star property
8.0 out of 10, Very good, (187)
"Staff was phenomenal."
The Briars Resort & Spa

Ramada by Wyndham Jacksons Point

3.5 star property
7.4 out of 10, Good, (832)
"Location is perfect and comfortable "
The price is €92
includes taxes & fees
2 Feb - 3 Feb
Ramada by Wyndham Jacksons Point

Super 8 by Wyndham Barrie South

2.0 star property
7.6 out of 10, Good, (1265)
"We stayed the last weekend before Christmas. We really liked the location. It's close to just about everything you'd need. It is a little outdated, but very clean. We found the staff to be super nice. They will go out of their way to help. The staff made sure that the breakfast area was always stalked-up. The waffles were delicious!"
The price is €56
includes taxes & fees
26 Jan - 27 Jan
Super 8 by Wyndham Barrie South
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.

Frequently asked questions

Can I find a holiday rental in Jacksons Point?

Yes, there are holiday rentals close to the most popular sights in Jacksons Point, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the lakeside in Jacksons Point. Make sure you have time to check out the spas and bars during your trip.

What are some of the best holiday rentals that Jacksons Point has to offer?

Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong : This holiday home rental outside of Jacksons Point is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a private garden and a selection of games.

How many holiday rentals will I find in Jacksons Point?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Jacksons Point stay.

What can I see and do in Jacksons Point?

Lake Simcoe and Bonnie Park are a couple of scenic spots to enjoy the outdoors, whereas Red Barn Theatre is one of the cultural attractions. In the wider area, you’ll find Sibbald Point Provincial Park and Queensville Antique Mall on Woodbine.

What are holiday rentals like in Jacksons Point?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Jacksons Point. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for families.