Keswick Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Browse Select Keswick Vacation Homes

Our top choices for Keswick vacation homes

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 $450
CA $897 total
includes taxes & fees
Sep 8 - Sep 9
Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place

A semi detached 3 bedroom house

4.4 out of 10, (5)
"Host not responding messages dirty no toilet paper no bedroom door kitchen items is all dirty cant use. Unacceptable services "
The price is CA $159
CA $367 total
includes taxes & fees
Sep 1 - Sep 2
A semi detached 3 bedroom house

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

9.4 out of 10, Exceptional, (78)
"Great stay. Excellent location and beautiful outdoor area."
Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!

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

9.2 out of 10, Wonderful, (35)
"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

Private Boyne River Cottage- steps to great fishing

Private Boyne River Cottage- steps to great fishing

Green Door

9.6 out of 10, Exceptional, (4)
"The place was cozy and well-appointed. Also well located in town. Perfect spot for me and my kids."
Green Door

Chic Lakefront Escape Designer Touches + Kayaks + Fire Pit + Private Dock

10.0 out of 10, Exceptional, (3)
"Clean house with amazing host Maria always quick to answer any questions or concerns."
The price is CA $200
CA $516 total
includes taxes & fees
Aug 27 - Aug 28
Chic Lakefront Escape Designer Touches + Kayaks + Fire Pit + Private Dock

Cozy house for a young family. Live in the Heart of It All!

10.0 out of 10, Exceptional, (1)
"Very nice clean property, with available necessary amenities, in quiet neighborhood. Smooth communications with easy Check-In and Check-Outs. Not an issue for us, but listings needs to be corrected to state ONE QUEEN BED in each bedroom; not the listed 2 Queen Beds in each room. Overall we enjoyed our stay. Thank You."
Cozy house for a young family. Live in the Heart of It All!

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

10.0 out of 10, Exceptional, (1)
"Awesome place "
Beautiful, cozy and peaceful 2-bedroom and 1.5 bath home in Barrie

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

Entire Cheerful House

8.8 out of 10, Excellent, (9)
"We had a great stay in this house. There was so much room and it was very well equipped. Would definitely stay again!"
Entire Cheerful House

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

10.0 out of 10, Exceptional, (4)
"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 $171
CA $531 total
includes taxes & fees
Sep 1 - Sep 2
5br 3.5bth home w Free Parkings+Ensuite laundry Barrie,ON

2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking

9.4 out of 10, Exceptional, (11)
"Very nice place"
The price is CA $109
CA $155 total
includes taxes & fees
Sep 2 - Sep 3
2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking

Cozy house at south end Barrie

10.0 out of 10, Exceptional, (7)
"We had no issues, loved absolutely every minute."
The price is CA $145
CA $381 total
includes taxes & fees
Sep 23 - Sep 24
Cozy house at south end Barrie

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!

Charming 3-bedroom house with AC, WiFi in lovely Barrie

3.4 out of 10, (3)
"Good location. Host was very fast and responsive. We and a good stay! "
The price is CA $350
CA $452 total
includes taxes & fees
Aug 25 - Aug 26
Charming 3-bedroom house with AC, WiFi in lovely Barrie

Luxurious Spacious Dream Home with Parking!

8.6 out of 10, Excellent, (10)
"Clean, sleek, and large—fully detached house. Host was communicative, accommodating, and nice through the entire process."
The price is CA $162
CA $339 total
includes taxes & fees
Sep 1 - Sep 2
Luxurious Spacious Dream Home with Parking!

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 $131
CA $388 total
includes taxes & fees
Sep 3 - Sep 4
Barrie house close to all amenities

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

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.
Save an average of 15% on thousands of hotels when you're signed in

Top Keswick Hotel Reviews