Keswick Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Keswick vacation rentals

Dining
Luxury Lake Simcoe Lakehouse · 6BR · Sandy Beach · Hot Tub · Sunset Views

Cottage in Georgina

10.0 out of 10, Exceptional, (44)
"Excellent property to stay at!!! The host went above expectations with the little things Would definitely stay there again Thank you "
Canada
Bimal
Luxury Lake Simcoe Lakehouse · 6BR · Sandy Beach · Hot Tub · Sunset Views
Balcony
Residence & Conference Centre - Barrie

Aparthotel in Barrie

2.0 star property
7.2 out of 10, Good, (722)
"Great place "
Canada
Kimani
Residence & Conference Centre - Barrie
Outdoor spa tub
Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place

Vacation Home in Beaverton

9.4 out of 10, Exceptional, (30)
"Our stay was amazing! Wish we couldve stayed longer. A lot of rooms too!"
United States
k
The price is ￥39,369
￥87,195 total
includes taxes & fees
Dec 11 - Dec 12
Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place
Fridge, microwave, oven, stovetop
Privacy Magical Forest Cottage 30+ Party Room, Disco KTV

Cottage in Uxbridge

6.0 out of 10, (1)
"Host is watching on camera all the time calling you all the time for every small things Washrooms has no handle on the inside to open the door once in No television on the property after listing says tv on the property.No privacy as host keep calling you ,language barrier can’t communicate "
United States
Tausif S.
The price is ￥89,897
￥186,873 total
includes taxes & fees
Dec 23 - Dec 24
Privacy Magical Forest Cottage 30+ Party Room, Disco KTV
Terrace/patio
Cozy Cabin with Hot Tub and Fire Pit

Cabin in Innisfil

10.0 out of 10, Exceptional, (1)
"saved our day!"
Canada
darion
The price is ￥25,309
￥54,529 total
includes taxes & fees
Dec 11 - Dec 12
Cozy Cabin with Hot Tub and Fire Pit
Exterior
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower

Cabin in Sutton

9.6 out of 10, Exceptional, (127)
"beautiful place"
Canada
Charlotte G.
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
Outdoor pool, a heated pool
Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna

Cottage in Oro Station

Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna
Fridge, microwave, oven, stovetop
2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking

Vacation Home in Richmond Hill

9.4 out of 10, Exceptional, (14)
"Cozy stay perfect for teens attending sports competition."
Canada
Etienne G.
The price is ￥12,249
￥17,401 total
includes taxes & fees
Dec 11 - Dec 12
2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
Exterior
Welcome to our luxurious villa in the heart of downtown Newmarket!

Villa in Newmarket

8.8 out of 10, Excellent, (11)
"Beautiful home. Everything was amazing for myself & family. I definitely recommend and will stay here on our next adventure. "
Canada
Louise S.
The price is ￥50,618
￥89,483 total
includes taxes & fees
Dec 11 - Dec 12
Welcome to our luxurious villa in the heart of downtown Newmarket!
Terrace/patio
Large Estate with Luxury Collection of Amenities

Vacation Home in Schomberg

9.8 out of 10, Exceptional, (48)
"Everything that we needed for a great getaway was available! The house was clean, spacious and the host was very accommodating. We spent most of our time on site in the pool and hot tub. And our group of 14 enjoyed every moment!"
United States
Bonnie S.
The price is ￥260,498
￥407,501 total
includes taxes & fees
Dec 11 - Dec 12
Large Estate with Luxury Collection of Amenities
Exterior
The Mansion, Wasaga beach, Blue mountain

Vacation Home in Utopia

10.0 out of 10, Exceptional, (4)
"Beautiful view fun experience"
Canada
Anonymous traveler
The price is ￥147,804
￥248,288 total
includes taxes & fees
Dec 15 - Dec 16
The Mansion, Wasaga beach, Blue mountain
Smart TV, fireplace
6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park

Vacation Home in Alcona

9.8 out of 10, Exceptional, (87)
"Excellent property with loads of space. Comfortable beds and good quality furniture throughout. Just a short walk from the beach. Very impressed. Would recommend. "
Canada
stephanie h.
6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park
Exterior
Large Innisfil Lakeview Cottage with a Sauna and steps to Lake Simcoe

Cottage in Innisfil

2.0 star property
Large Innisfil Lakeview Cottage with a Sauna and steps to Lake Simcoe
Interior
A semi detached 3 bedroom house

Vacation Home in Richmond Hill

5.4 out of 10, (8)
"The property is well maintained. "
Canada
Valeriu B.
The price is ￥18,008
￥41,338 total
includes taxes & fees
Dec 11 - Dec 12
A semi detached 3 bedroom house
Fridge, microwave, oven, stovetop
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!

Cottage in Innisfil

10.0 out of 10, Exceptional, (1)
"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 ￥32,901
￥42,517 total
includes taxes & fees
Dec 11 - Dec 12
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
Interior
Utopia villa and spa

Cottage in Innisfil

10.0 out of 10, Exceptional, (8)
"Utopia villa is truly a utopia. We had a wonderful and relaxing time in nature. The cottage had everything we needed. It was so nice, we didn’t leave the place for our entire stay. Loved every moment. Maryam and Shahrzad were both very responsive and helpful. They regularly checked in to make sure things were going smoothly. Thanks for being such great hosts. Would highly recommend this place."
Canada
Alka I.
The price is ￥32,193
￥77,942 total
includes taxes & fees
Dec 11 - Dec 12
Utopia villa and spa
Exterior
Newly built and perfect for vacations. In the middle of both hwy 400&40

Vacation Home in Bradford West Gwillimbury

2.0 star property
10.0 out of 10, Exceptional, (1)
"amazing all around "
Canada
Leshaun W.
The price is ￥24,192
￥58,949 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Newly built and perfect for vacations. In the middle of both hwy 400&40
Exterior detail
5br 3.5bth home w Free Parkings+Ensuite laundry Barrie,ON

Vacation Home in Barrie

9.8 out of 10, Exceptional, (6)
"Nice and clean place for a group"
Canada
Emily R.
The price is ￥50,618
￥100,160 total
includes taxes & fees
Dec 11 - Dec 12
5br 3.5bth home w Free Parkings+Ensuite laundry Barrie,ON
Fridge, microwave, oven, stovetop
Barrie house close to all amenities

Vacation Home in Barrie

9.0 out of 10, Wonderful, (29)
"Came for a kids sporting event, house was exactly as shown in listing and covered all we needed. Def would stay again."
Canada
Scotty M.
The price is ￥17,716
￥47,602 total
includes taxes & fees
Dec 11 - Dec 12
Barrie house close to all amenities
Private kitchen
The Chieftain Suite

Apartment in Barrie

9.6 out of 10, Exceptional, (11)
"Thank you for the great accommodations! Bed was super comfortable and location was perfect!"
Canada
Melanie M.
The price is ￥12,373
￥23,260 total
includes taxes & fees
Dec 11 - Dec 12
The Chieftain Suite
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
"Easy check in "
Ed 1-night trip
Posted 3 days ago
Best Western Plus Barrie

Find out more about Keswick

Search for holiday rentals in Keswick on Expedia! You can easily find your home rentals, villas, holiday apartments in Keswick using one of the methods below:

  • View our selection of featured holiday rentals in Keswick
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Look no further and take a look at our great range of rental properties in Keswick!

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?

Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place: This vacation home rental outside of Keswick offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

How many vacation rentals will I find in Keswick?

Expedia has 12 vacation rentals for your stay in Keswick.

What’s there to see and do in Keswick?

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

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.