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Keswick Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Keswick vacation rentals

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
$166 nightly
The price is $187
Sep 10 - Sep 11
Total with taxes and fees
Peaceful Rejuvenessence Retreat w/ Spa-Inspired Amenities — Perfect Getaway!
Terrace/patio

2. Lakefront Lake Simcoe Retreat | Private Dock, Hot Tub & Sandy Shore

Lakefront Lake Simcoe Retreat | Private Dock, Hot Tub & Sandy Shore
Georgina
10.0 out of 10, Exceptional, (14 reviews)
"The property is perfect! We love it and we will come back to it soon!"
Canada
farah b.
$1,062 nightly
The price is $1,201
Sep 16 - Sep 17
Total with taxes and fees
Lakefront Lake Simcoe Retreat | Private Dock, Hot Tub & Sandy Shore
Terrace/patio

3. Lake Simcoe Waterfront Retreat Near Toronto Private Dock, Sandy Beach Hot Tub

Lake Simcoe Waterfront Retreat Near Toronto 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.
$1,178 nightly
The price is $1,331
Oct 8 - Oct 9
Total with taxes and fees
Lake Simcoe Waterfront Retreat Near Toronto 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, (155 reviews)
"Great get-away. The cabin was super relaxing and very private."
Canada
Jason
$219 nightly
The price is $247
Sep 8 - Sep 9
Total with taxes and fees
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
Coffee/tea maker, fridge, microwave, oven

5. 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.
$146 nightly
The price is $165
Sep 8 - Sep 9
Total with taxes and fees
New, Clean and Comfortable Apartment with Private Entrance.
Exterior detail

6. The Luxe Haven

The Luxe Haven
East Gwillimbury
$243 nightly
The price is $274
Sep 28 - Sep 29
Total with taxes and fees
The Luxe Haven
Bungalow, 3 Bedrooms, Fireplace | Living area

7. Cozy 3BR Cottage Near Lake Simcoe

Cozy 3BR Cottage Near Lake Simcoe
2.0 star property
Georgina
10.0 out of 10, Exceptional, (2 reviews)
"It was comfortable and cozy felt like home. Alot of beaches ,trails and shopping around."
Canada
Corinne
$100 nightly
The price is $113
Sep 8 - Sep 9
Total with taxes and fees
Cozy 3BR Cottage Near Lake Simcoe
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)
"Excellent property close to our event and family. Really enjoyed our stay. "
Canada
Jeff
$231 nightly
The price is $261
Sep 9 - Sep 10
Total with taxes and fees
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
Smart TV

9. 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
$269 nightly
The price is $304
Sep 14 - Sep 15
Total with taxes and fees
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
Terrace/patio

10. Cozy Lake Simcoe Waterfront Escape for 10

Cozy Lake Simcoe Waterfront Escape for 10
Innisfil
10.0 out of 10, Exceptional, (2 reviews)
"Everything was grand!!! This place was amazing."
United States
Robert
$451 nightly
The price is $510
Oct 1 - Oct 2
Total with taxes and fees
Cozy Lake Simcoe Waterfront Escape for 10
Smart TV

11. 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.
$248 nightly
The price is $280
Sep 30 - Oct 1
Total with taxes and fees
Wonderful place of Lake Simkoe
Private kitchen

12. Innisfil Getaway

Innisfil Getaway
Innisfil
$267 nightly
The price is $302
Sep 11 - Sep 12
Total with taxes and fees
Innisfil Getaway
Exterior detail

13. Utopia villa and spa

Utopia villa and spa
Innisfil
10.0 out of 10, Exceptional, (11 reviews)
"The hosts were very accommodating and communication was good. The outside of the property is VERY deceiving but once inside it is beautiful and very cozy."
Canada
Krista K.
$429 nightly
The price is $484
Sep 13 - Sep 14
Total with taxes and fees
Utopia villa and spa
TV, fireplace

14. 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
$136 nightly
The price is $154
Sep 10 - Sep 11
Total with taxes and fees
The Chieftain Suite
Smart TV, fireplace

15. Relax in 5 Cronsberry

Relax in 5 Cronsberry
Georgina
9.8 out of 10, Exceptional, (6 reviews)
"Great house! Very clean and modern!"
United States
Nancy M.
$134 nightly
The price is $152
Sep 8 - Sep 9
Total with taxes and fees
Relax in 5 Cronsberry
Interior

16. 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
$265 nightly
The price is $285
Sep 9 - Sep 10
Total with taxes and fees
Fire & Ice Spa w/ Private Sauna!
Living area

17. Warm & Cozy 3BR Retreat!

Warm & Cozy 3BR Retreat!
Bradford West Gwillimbury
10.0 out of 10, Exceptional, (1 review)
"Clean. As described. Perfect for what we needed.There were people outside at neighboring houses in the evening (not loud just enjoying the evening). You could not hear them inside.Know that there is one set of steps to get to the main floor and another set of steps to get to the bedroom level. Great for most people but it would be hard for some.We would stay again."
United States
Erica L.
$264 nightly
The price is $298
Sep 8 - Sep 9
Total with taxes and fees
Warm & Cozy 3BR Retreat!
TV, fireplace

18. Cozy 3BR Cottage Near Lake Simcoe

Cozy 3BR Cottage Near Lake Simcoe
Georgina
$111 nightly
The price is $111
Sep 8 - Sep 9
Total with taxes and fees
Cozy 3BR Cottage Near Lake Simcoe
1 bedroom, WiFi

19. Nice and clean cosy apartment basement

Nice and clean cosy apartment basement
Newmarket
$171 nightly
The price is $194
Sep 8 - Sep 9
Total with taxes and fees
Nice and clean cosy apartment basement
Smart TV

20. 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
$192 nightly
The price is $217
Sep 20 - Sep 21
Total with taxes and fees
Stunning 1BR w Pool ~ Free Parking & Self Check-In
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 Keswick Hotel Reviews

The Postmark Hotel

The Postmark Hotel

10/10 Excellent
"Great time with friends! Beautiful hotel, and great hospitality! Will definitely return!"
Heena 2-night trip
Posted 1 hour ago
The Postmark Hotel

Find out more about Keswick

Everything you need to know about Keswick vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Keswick vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Keswick vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Keswick vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Keswick. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Keswick in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $189 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Keswick rentals

At Expedia, we put the best Keswick vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Keswick rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Keswick vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Keswick. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 Near Toronto 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 15 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.