Photo by ‎‎‎‎‎‎Princess Garcia

Jacksons Point Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Jacksons Point

Property amenity
Residence & Conference Centre - Barrie
2.0 star property
7.2 out of 10, Good, (507)
"Overall it is good. The only disappointment is the problem related to the shower water temperature and the shower stall is a bit too old."
The price is CA $77
CA $87 total
includes taxes & fees
Jun 2 - Jun 3
Residence & Conference Centre - Barrie
Indoor pool, a heated pool
Luxurious 11-Bedroom Villa with Indoor Pool, Outdoor Sauna & Jacuzzi
10.0 out of 10, Exceptional, (1)
"We had a small wedding and we absolutely loved being able to use the beautiful grounds for the ceremony and also being able to enjoy the spa for the rest of the weekend. We couldn’t have asked for a better location."
The price is CA $1,400
CA $1,805 total
includes taxes & fees
May 27 - May 28
Luxurious 11-Bedroom Villa with Indoor Pool, Outdoor Sauna & Jacuzzi
Living area
6 Bedroom Executive Cottage near Innisfil Beach - Special Winter Discount 20-35%
9.8 out of 10, Exceptional, (55)
"Rooms are a great size. Overall the whole house is very spacious. It worked out perfect for our needs. And Kaleem, our host, was so accommodating!! We were very pleased! Thank you!!!"
6 Bedroom Executive Cottage near Innisfil Beach - Special Winter Discount 20-35%
Save an average of 15% on thousands of hotels when you're signed in
Interior
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong
9.4 out of 10, Exceptional, (9)
"This was the perfect place for our semi-annual Girls chill weekend! Natalya was an excellent host and responded timely to all inquiries. You will 100% enjoy your stay here! Also, we happened to visit during a spring snow storm but the area is stunning no matter what time of year you choose to visit!"
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong
Exterior
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
9.8 out of 10, Exceptional, (73)
"Very cozy and comfortable. Even the rainy days were nice. Easy check in and check out."
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
Premium Apartment, 1 Queen Bed, Non Smoking, City View | Private kitchen
Parkside House
3.5 star property
9.4 out of 10, Exceptional, (222)
"We loved the place and look forward to staying again - hopefully for more than an evening next time. "
The price is CA $119
CA $143 total
includes taxes & fees
May 27 - May 28
Parkside House
Interior
Lake Simicoe Renovated Spacious 2-Storey Vacation home near Innisfil Beach Park
10.0 out of 10, Exceptional, (4)
"The property was clean and the same as shown in the pictures, the host was amazing and accommodative, responses were very quick. We all had a wonderful time, thank you so much!"
Lake Simicoe Renovated Spacious 2-Storey Vacation home near Innisfil Beach Park
Exterior
❤️Cozy 1 Bedroom Suite Basement with FREE Parking
8.8 out of 10, Excellent, (5)
"Clean and nicely spaced. The microwave and mini fridge was a nice addition."
The price is CA $65
CA $217 total
includes taxes & fees
May 31 - Jun 1
❤️Cozy 1 Bedroom Suite Basement with FREE Parking
Property grounds
Waterfront cottage in Lagoon City resort at Lake Simcoe access to private beach
10.0 out of 10, Exceptional, (1)
"Just a weekend getaway with my family and some friends."
Waterfront cottage in Lagoon City resort at Lake Simcoe access to private beach
Living area
Experience luxury living at FH only a 10-min drive from South Barry Go Station
10.0 out of 10, Exceptional, (2)
"Love the marina area and the quiet location of this unit. Very clean and well appointed unit! With all of the small stuff and amenities in it, that someone can forget to bring! Great walking paths, restaraunts a short walk away. Great place to relax."
The price is CA $100
CA $334 total
includes taxes & fees
Jun 4 - Jun 5
Experience luxury living at FH only a 10-min drive from South Barry Go Station
Beach
House by Lake Simcoe beach
9.0 out of 10, Wonderful, (55)
"All was good"
House by Lake Simcoe beach
Property grounds
Cute family cottage getaway near Lake Simcoe!
10.0 out of 10, Exceptional, (5)
"We spent a week at this cottage with my family, my brother and his daughter, and my parents. The cottage was easy to find and is close to local grocery stores, restaurants, hardware stores, etc. The beach is about a 12 minute walk, but the hosts provide a parking pass for the parking lot at the beach, which is convenient. The cottage itself had the basics you'll need, and the full kitchen was great as we prefer to eat in. The backyard was great to spread out in and we used the fire pit most...
Cute family cottage getaway near Lake Simcoe!
WiFi, bed sheets
Private recreational basement in Holland Landing
9.6 out of 10, Exceptional, (5)
"Hosted birthday party here, best birthday party in this incredible house. There was board games, speaker foosball, dart board. It was well furnished spacious house. Liked every bit of stay! Thank you ! Host!!"
The price is CA $125
CA $194 total
includes taxes & fees
May 26 - May 27
Private recreational basement in Holland Landing
Property grounds
Cozy 4 Bedroom Waterfront Cottage with Hottub and Firepit
9.8 out of 10, Exceptional, (7)
"Nice property and well equipped. The bedrooms were comfortable. Lagoon City is an interesting place but mostly residential with a couple of restaurants."
The price is CA $500
CA $849 total
includes taxes & fees
Jun 21 - Jun 22
Cozy 4 Bedroom Waterfront Cottage with Hottub and Firepit
View from property
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
Exterior
Stunning 3100+ sq ft detached house, mins away from serene lake and amenities.
The price is CA $275
CA $545 total
includes taxes & fees
May 26 - May 27
Stunning 3100+ sq ft detached house, mins away from serene lake and amenities.
Interior
Queen Bed Apartment with Seamless Living & Kitchen
2.0 out of 10, (1)
"The property was very disappointing. We did not stay do to that we did not feel safe. The stove duct tape with a cook top on top of stove. No fridge and this was supposed to habe kitchenette. The property had garbage in yard. And we couldn't get the door to lock. This was not alt all what we were expecting. Very misleading. And very disappointed. Shame in them."
Queen Bed Apartment with Seamless Living & Kitchen
Terrace/patio
Very cool and chill place to relax ☺️
The price is CA $450
CA $771 total
includes taxes & fees
May 25 - May 26
Very cool and chill place to relax ☺️
Property grounds
A Gorgeous Victorian Country Style Farm Stay!
9.8 out of 10, Exceptional, (6)
"Wonderful hosts with a large and comforting amenities"
A Gorgeous Victorian Country Style Farm Stay!
View from property
Luxury Family Friendly 2 Bedroom Condo at Friday Harbour
8.6 out of 10, Excellent, (4)
"Started with an incorrect access code, and no telephone connection in the hallway to contact the manager, Dollar Store Towels that were like Sandpaper, We booked for 4 people and only 3 Chairs were in the Dining Area or anywhere else, Directions were all over the place like a go find me game, This is not our first VRBO reservation so we are not amateurs as to what to expect, The place has the potential of being a 5 star rated VRBO but owners should have to live there for a week and experience...
Luxury Family Friendly 2 Bedroom Condo at Friday Harbour
Don't see what you're looking for?
See all available properties in Jacksons Point
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.

Other types of properties in Jacksons Point you may be interested in

Indoor pool, pool umbrellas, sun loungers
The Briars Resort & Spa
3.5 star property
8.2 out of 10, Very good, (136)
"A one night very pleasant stay. Very friendly staff."
The price is CA $251
CA $284 total
includes taxes & fees
May 26 - May 27
The Briars Resort & Spa
Exterior
Ramada by Wyndham Jacksons Point
3.5 star property
7.6 out of 10, Good, (745)
"Very nice "
The price is CA $145
CA $164 total
includes taxes & fees
May 26 - May 27
Ramada by Wyndham Jacksons Point
Deluxe Room, 2 Queen Beds, Non Smoking
Travelodge by Wyndham Barrie
2.0 star property
7.2 out of 10, Good, (1007)
"Good for the price"
The price is CA $71
CA $85 total
includes taxes & fees
Jun 9 - Jun 10
Travelodge by Wyndham Barrie
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Jacksons Point. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Jacksons Point?

Yes, we have vacation rentals close to top attractions in Jacksons Point, or you can select a 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's the top vacation rental in Jacksons Point?

Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong : This vacation home near Jacksons Point is located on a lake and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals will I find in Jacksons Point?

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

What can I see and do in Jacksons Point?

Cultural attractions include Red Barn Theatre, whereas Lake Simcoe is a spot to enjoy nature. In the larger area, you’ll find Sibbald Point Provincial Park and Barrie Molson Centre.

What are vacation rentals like in Jacksons Point?

Vacation rentals are private properties you can stay in for several days or longer in Jacksons Point. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.

Recent reviews of Jacksons Point properties
Expedia verified reviews