A snowy landscape with two kites flying in the sky.

Keswick Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Keswick vacation rentals

2 bedrooms, iron/ironing board, WiFi, bed sheets

1. Peaceful Rejuvenessence Retreat w/ Spa-Inspired Amenities — Perfect Getaway!

Peaceful Rejuvenessence Retreat w/ Spa-Inspired Amenities — Perfect Getaway!
Georgina
10.0 out of 10, Exceptional, (1 review)
"The amenities of this property were amazing. The outdoor entertainment area with home theatre, hot tub, sauna and peaceful garden was fantastic It was a true gem, happy that I experienced with my family’s This is perfect for couple getaway or a girls trip! Highly recommend!"
Canada
Sorina
The price is AED 705
AED 977 total
includes taxes & fees
24 Sep - 25 Sep
Peaceful Rejuvenessence Retreat w/ Spa-Inspired Amenities — Perfect Getaway!
Coffee/tea maker, fridge, microwave, oven

2. Lake Simcoe Waterfront Retreat | Private Dock, Sandy Beach & Hot Tub

Lake Simcoe Waterfront Retreat | Private Dock, Sandy Beach & Hot Tub
Georgina
9.8 out of 10, Exceptional, (50 reviews)
"Fabulous location right on the lake with excellent backyard set-up"
Canada
Dwight C.
The price is AED 1,831
AED 3,940 total
includes taxes & fees
24 Sep - 25 Sep
Lake Simcoe Waterfront Retreat | Private Dock, Sandy Beach & Hot Tub
Terrace/patio

3. Lake Simcoe Waterfront Retreat | Private Dock, Sandy Beach & Hot Tub

Lake Simcoe Waterfront Retreat | Private Dock, Sandy Beach & Hot Tub
Georgina
10.0 out of 10, Exceptional, (16 reviews)
"The property is perfect! We love it and we will come back to it soon!"
Canada
farah b.
The price is AED 1,752
AED 3,838 total
includes taxes & fees
24 Sep - 25 Sep
Lake Simcoe Waterfront Retreat | Private Dock, Sandy Beach & Hot Tub
Exterior

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

Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
Sutton
9.6 out of 10, Exceptional, (156 reviews)
"Great get-away. The cabin was super relaxing and very private."
Canada
Jason
The price is AED 482
AED 893 total
includes taxes & fees
27 Sep - 28 Sep
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
Smart TV

5. Crazy Farm C-Can Chalet

Crazy Farm C-Can Chalet
Innisfil
8.4 out of 10, Very good, (5 reviews)
"Hospitality was on key. Enjoyed our stay"
Canada
Hannah
The price is AED 339
AED 466 total
includes taxes & fees
24 Sep - 25 Sep
Crazy Farm C-Can Chalet
Exterior detail

6. The Luxe Haven

The Luxe Haven
East Gwillimbury
The price is AED 209
AED 945 total
includes taxes & fees
24 Sep - 25 Sep
The Luxe Haven
Coffee/tea maker, fridge, microwave, oven

7. New, Clean and Comfortable Apartment with Private Entrance.

New, Clean and Comfortable Apartment with Private Entrance.
East Gwillimbury
9.0 out of 10, Wonderful, (12 reviews)
"easy to check in and a great place to stay! very helpful hosts."
United States
Kwame A.
The price is AED 376
AED 596 total
includes taxes & fees
26 Sep - 27 Sep
New, Clean and Comfortable Apartment with Private Entrance.
Exterior

8. 5 minutes from the lake! Brand new condo at Jackson's Point, Georgina

5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
Georgina
9.8 out of 10, Exceptional, (7 reviews)
The price is AED 522
AED 944 total
includes taxes & fees
29 Sep - 30 Sep
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
Bungalow, 3 Bedrooms, Fireplace | Living area

9. Cozy 3BR Cottage Near Lake Simcoe

Cozy 3BR Cottage Near Lake Simcoe
2.0 star property
Georgina
8.0 out of 10, Very good, (4 reviews)
"It was comfortable and cozy felt like home. Alot of beaches ,trails and shopping around."
Canada
Corinne
Cozy 3BR Cottage Near Lake Simcoe
Smart TV

10. Stunning 1BR w Pool ~ Free Parking & Self Check-In

Stunning 1BR w Pool ~ Free Parking & Self Check-In
Innisfil
10.0 out of 10, Exceptional, (3 reviews)
"This place was immaculate. Host was always super responsive. Had everything we needed. Highly recommend. We really enjoyed our stay."
Canada
Jennifer
The price is AED 379
AED 794 total
includes taxes & fees
30 Sep - 1 Oct
Stunning 1BR w Pool ~ Free Parking & Self Check-In
Smart TV

11. Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!

Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
Innisfil
8.0 out of 10, Very good, (2 reviews)
"The host is so awesome! They sent me a professional booklet before my stay. All questions answered promptly. I would recommend them again and again!!!"
Canada
Ashna
The price is AED 766
AED 989 total
includes taxes & fees
24 Sep - 25 Sep
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
Smart TV

12. Wonderful place of Lake Simkoe

Wonderful place of Lake Simkoe
Innisfil
8.8 out of 10, Excellent, (8 reviews)
"We only stayed 1 night but it was perfect "
Canada
William O.
The price is AED 353
AED 962 total
includes taxes & fees
30 Sep - 1 Oct
Wonderful place of Lake Simkoe
Sauna

13. Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub

Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub
East Gwillimbury
The price is AED 464
AED 1,056 total
includes taxes & fees
24 Sep - 25 Sep
Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub
Terrace/patio

14. Modern 4 Bedroom Townhouse in Barrie South

Modern 4 Bedroom Townhouse in Barrie South
Painswick
9.0 out of 10, Wonderful, (21 reviews)
"Was great!"
Canada
Patrick K.
The price is AED 346
AED 917 total
includes taxes & fees
24 Sep - 25 Sep
Modern 4 Bedroom Townhouse in Barrie South
Private kitchen

15. Innisfil Getaway

Innisfil Getaway
Innisfil
The price is AED 650
AED 1,177 total
includes taxes & fees
24 Sep - 25 Sep
Innisfil Getaway
TV, fireplace

16. The Chieftain Suite

The Chieftain Suite
Barrie
9.6 out of 10, Exceptional, (17 reviews)
"Very clean and quiet place to stay! Communication was great and I was able to check in an hour early."
Canada
Kaitlyn
The price is AED 287
AED 516 total
includes taxes & fees
30 Sep - 1 Oct
The Chieftain Suite
1 bedroom, WiFi

17. Nice and clean cosy apartment basement

Nice and clean cosy apartment basement
Newmarket
The price is AED 410
AED 699 total
includes taxes & fees
24 Sep - 25 Sep
Nice and clean cosy apartment basement
TV

18. Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful

Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful
Bond head
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home and the host was very accommodating. One of the best places to stay in the area."
United States
A A.
The price is AED 394
AED 711 total
includes taxes & fees
30 Sep - 1 Oct
Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful
Marina

19. Friday Harbour Resort 2 Bedroom Pool Lake Simcoe

Friday Harbour Resort 2 Bedroom Pool Lake Simcoe
Innisfil
9.4 out of 10, Exceptional, (13 reviews)
"Check-in was easy, the apartment was clean and well equipped. Would stay again."
Canada
Albert M.
The price is AED 392
AED 912 total
includes taxes & fees
24 Sep - 25 Sep
Friday Harbour Resort 2 Bedroom Pool Lake Simcoe
Interior

20. Fire & Ice Spa w/ Private Sauna!

Fire & Ice Spa w/ Private Sauna!
Innisfil
10.0 out of 10, Exceptional, (13 reviews)
"Great views in a warm, fire-lit setting—perfect spot for a night out."
Canada
Craig
The price is AED 517
AED 1,123 total
includes taxes & fees
24 Sep - 25 Sep
Fire & Ice Spa w/ Private Sauna!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Keswick Hotel Reviews

Ramada by Wyndham Jacksons Point

Ramada by Wyndham Jacksons Point

8/10 Good
"The outside facade needs a little TLC but overall very nice. The staff were very helpful getting all our groups needs during the AGM. The rooms were clean and comfortable. The food supplied was good and plentiful. Some folks used the spa for a massage and said it was very good. The pool area was clean and ample towels to use for both the pool and Hot tub. The gym is a little small but sufficed for those who used it."
Brian 2-night trip
Posted 10 hours ago
Ramada by Wyndham Jacksons Point

Frequently asked questions

Are there vacation rentals in Keswick?

Yes, you can find vacation rentals close to well known local attractions in Keswick, or you can select a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in Keswick?

Lake Simcoe Waterfront Retreat | Private Dock, Sandy Beach & Hot Tub: Visitors like this Keswick vacation home rental. It is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals will I find in Keswick?

Expedia has 14 vacation rentals for your stay in Keswick.

What’s there to see and do in Keswick?

Claredon Beach Park and Lake Simcoe are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Krates Marina and Holland Marsh.

What’s a vacation rental in Keswick like?

Vacation rentals are private properties where you can stay for short or long periods in Keswick. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for family trips.