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Keswick Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Keswick vacation rentals

A covered outdoor patio with a grill, potted plants, and a welcome sign.

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
$223 nightly
The price is $252
Nov 1 - Nov 2
Total with taxes and fees
Peaceful Rejuvenessence Retreat w/ Spa-Inspired Amenities — Perfect Getaway!
A two-story house with a garage, double doors, and a nameplate reading "247 Walter English Drive".

2. The Luxe Haven

The Luxe Haven
East Gwillimbury
$222 nightly
The price is $251
Oct 19 - Oct 20
Total with taxes and fees
The Luxe Haven
A modern kitchen with white cabinets, stainless steel appliances, and a black sink.

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

New, Clean and Comfortable Apartment with Private Entrance.
East Gwillimbury
8.6 out of 10, Excellent, (13 reviews)
"easy to check in and a great place to stay! very helpful hosts."
United States
Kwame A.
$142 nightly
The price is $161
Oct 14 - Oct 15
Total with taxes and fees
New, Clean and Comfortable Apartment with Private Entrance.
A living room with a sofa, armchair, glass coffee table, and a flat-screen TV.

4. 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.
$228 nightly
The price is $258
Oct 14 - Oct 15
Total with taxes and fees
Wonderful place of Lake Simkoe
A cozy living room with a brown sofa, a coffee table, and a TV. There's a kitchen area with a fridge and a sink in the background.

5. Crazy Farm C-Can Chalet

Crazy Farm C-Can Chalet
Innisfil
8.8 out of 10, Excellent, (6 reviews)
"Hospitality was on key. Enjoyed our stay"
Canada
Hannah
$97 nightly
The price is $110
Nov 1 - Nov 2
Total with taxes and fees
Crazy Farm C-Can Chalet
A grassy outdoor area with a house in the background, a small statue, and a red object on the ground.

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

Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub
East Gwillimbury
$252 nightly
The price is $292
Oct 14 - Oct 15
Total with taxes and fees
Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub
A multi-story building with a stone facade and multiple windows.

7. 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
$224 nightly
The price is $253
Oct 14 - Oct 15
Total with taxes and fees
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
A beach with a blue mat leading to the water, clear skies, and a distant pier.

8. ARCA Cozy Cabin-Innisfil Beach

ARCA Cozy Cabin-Innisfil Beach
Innisfil
9.4 out of 10, Exceptional, (18 reviews)
"The bedsheet in the main room were not washed. There was evidence of a couples night before us… good thing there was a washer in site and we had laundry detergent. Would not recommend. On top of that we didn’t get a code to get in, we had to call multiple times."
Canada
Susan
$240 nightly
The price is $271
Nov 1 - Nov 2
Total with taxes and fees
ARCA Cozy Cabin-Innisfil Beach
A brick exterior with a glass door and a small outdoor seating area with a table and chairs.

9. 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.
$217 nightly
The price is $245
Oct 14 - Oct 15
Total with taxes and fees
Modern 4 Bedroom Townhouse in Barrie South
A modern kitchen with dark cabinets, a stainless steel oven, and a granite countertop.

10. Innisfil Getaway

Innisfil Getaway
Innisfil
$279 nightly
The price is $315
Oct 14 - Oct 15
Total with taxes and fees
Innisfil Getaway
A modern living room with a TV, a round coffee table, a sofa, and a view of a cityscape through large windows.

11. 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)
$188 nightly
The price is $213
Oct 14 - Oct 15
Total with taxes and fees
Stunning 1BR w Pool ~ Free Parking & Self Check-In
A living room with a white sofa, a coffee table with a glass bowl, and a flat-screen TV on a stand.

12. 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
$234 nightly
The price is $265
Oct 14 - Oct 15
Total with taxes and fees
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
Marina

13. 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.
$200 nightly
The price is $226
Oct 14 - Oct 15
Total with taxes and fees
Friday Harbour Resort 2 Bedroom Pool Lake Simcoe
A glass table with a champagne bucket and glasses on a balcony with string lights.

14. 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
$270 nightly
The price is $291
Oct 14 - Oct 15
Total with taxes and fees
Fire & Ice Spa w/ Private Sauna!
A modern hotel with a rooftop pool and outdoor seating area.

15. Upscale Spa Getaway w/ Private Sauna

Upscale Spa Getaway w/ Private Sauna
Innisfil
$258 nightly
The price is $279
Oct 15 - Oct 16
Total with taxes and fees
Upscale Spa Getaway w/ Private Sauna
Room

16. Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking

Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking
Aurora
10.0 out of 10, Exceptional, (16 reviews)
"Bed was comfy and area was quiet "
Canada
Shannon
$132 nightly
The price is $150
Oct 20 - Oct 21
Total with taxes and fees
Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking
A marina at dusk with boats docked, waterfront buildings, and a calm water surface reflecting the lights.

17. Oasis Spa w/ Private Sauna!

Oasis Spa w/ Private Sauna!
Innisfil
10.0 out of 10, Exceptional, (1 review)
"The Oasis Spa Getaway was a fantastic two night stay for my partner and I. The property was clean, modern and cozy! The unit had everything a couple needs for their stay including a sauna within the unit and a beautiful balcony. The host Michelle provided exceptional hospitality and was easy to connect with when needed. The location is great and only a short walk to the boardwalk and a quick two minute drive to the Nest golf course. The building’s pool was easy to access, quiet, and relaxing....
Canada
Matthew K.
$250 nightly
The price is $270
Oct 14 - Oct 15
Total with taxes and fees
Oasis Spa w/ Private Sauna!
Exterior detail

18. 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.
$422 nightly
The price is $477
Oct 19 - Oct 20
Total with taxes and fees
Utopia villa and spa
A clear river with visible rocks and trees on the banks.

19. Cozy Cottage Across Lake Simcoe

Cozy Cottage Across Lake Simcoe
Innisfil
8.4 out of 10, Very good, (13 reviews)
"Excellent location"
Canada
Michael P.
$344 nightly
The price is $389
Oct 14 - Oct 15
Total with taxes and fees
Cozy Cottage Across Lake Simcoe
A modern living room with a sofa, a TV, and large windows.

20. 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.
$169 nightly
The price is $191
Oct 20 - Oct 21
Total with taxes and fees
Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful
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

Best Western Plus Barrie

Best Western Plus Barrie

10/10 Excellent
"My parents stayed here two nights. They were very happy with the suite with a kitchen, super convenient. Was very quiet and they enjoyed the continental breakfasts. The staff were pleasant and very helpful. Will recommend this hotel and I plan to book a stay here in the near future."
Alisha 2-night trip
Posted less than an hour ago
Best Western Plus Barrie

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 $110 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 | 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.