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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
The price is CA $270
CA $359 total
includes taxes & fees
Nov 1 - Nov 2
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
The price is CA $83
CA $366 total
includes taxes & fees
Oct 26 - Oct 27
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.
The price is CA $144
CA $228 total
includes taxes & fees
Oct 16 - Oct 17
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.
The price is CA $135
CA $363 total
includes taxes & fees
Oct 16 - Oct 17
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
The price is CA $110
CA $156 total
includes taxes & fees
Nov 1 - Nov 2
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
The price is CA $178
CA $424 total
includes taxes & fees
Oct 18 - Oct 19
Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub
A modern living room with a round dining table, two chairs, a sofa, and two armchairs. There is a television and a speaker on the wall, and a window with a view of trees.

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
The price is CA $200
CA $356 total
includes taxes & fees
Oct 20 - Oct 21
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)
"Our family of 4 really enjoyed our stay! It's a short walk or drive to a private beach. We loved watching the ducks and geese on the water. Wifi worked well and the cabin was well stocked with cooking utensils. I would recommend!"
United States
Joanna H.
The price is CA $150
CA $388 total
includes taxes & fees
Nov 1 - Nov 2
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.
The price is CA $132
CA $347 total
includes taxes & fees
Oct 19 - Oct 20
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
The price is CA $249
CA $451 total
includes taxes & fees
Oct 19 - Oct 20
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)
"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 CA $145
CA $299 total
includes taxes & fees
Oct 18 - Oct 19
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
The price is CA $325
CA $420 total
includes taxes & fees
Oct 19 - Oct 20
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.
The price is CA $130
CA $318 total
includes taxes & fees
Oct 18 - Oct 19
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
The price is CA $187
CA $416 total
includes taxes & fees
Oct 18 - Oct 19
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
The price is CA $187
CA $399 total
includes taxes & fees
Oct 19 - Oct 20
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
The price is CA $120
CA $212 total
includes taxes & fees
Oct 22 - Oct 23
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.
The price is CA $177
CA $385 total
includes taxes & fees
Oct 18 - Oct 19
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.
The price is CA $272
CA $674 total
includes taxes & fees
Oct 19 - Oct 20
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.
The price is CA $250
CA $556 total
includes taxes & fees
Oct 19 - Oct 20
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.
The price is CA $151
CA $272 total
includes taxes & fees
Oct 21 - Oct 22
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

Days Inn by Wyndham Stouffville

Days Inn by Wyndham Stouffville

8/10 Good
"Clean and maintained. As expected for a days inn. Would come again. Mild smoke smell on arrival but mild enough it wasnt noticeable over time"
Janice Danielle 1-night trip
Posted 9 hours ago
Days Inn by Wyndham Stouffville

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Keswick vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Keswick vacation rentals we have selected for you start as low as CA $156 per night. Entering your travel dates in the search wizard 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.