Vacation rentals in Keswick

Name: Large Estate with Luxury Collection of Amenities
Price range: CA $2,300

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Vacation rentals in Keswick

Luxury Lakehouse · 6BR · Private Sandy Beach · Hot Tub · Sunset View Lake Simcoe

Georgina ON

1.96 km from city centre

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Book a stay at this beach cottage in Georgina. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Claredon Beach Park and Krates Marina are located nearby.

Heaven Beach House. 2 min Drive.

Georgina ON

0.91 km from city centre

CA $378

CA $733 total

Jan 10 - Jan 11, 2026

includes taxes & fees

Stay at this vacation home in Georgina. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Krates Marina and Claredon Beach Park are located nearby.

Residence & Conference Centre - Barrie

One Georgian Drive Barrie ON

26.92 km from city centre

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Stay at this aparthotel in Barrie. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the overall value in our reviews. Popular attractions Georgian College Gryphon Theatre and Cineplex Cinemas North Barrie are located nearby.

Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place

Beaverton ON

26.54 km from city centre

CA $350

CA $770 total

Jan 4 - Jan 5, 2026

includes taxes & fees

Stay at this vacation home in Brock. Enjoy laundry facilities, patios, and in-room fireplaces. Popular attractions Flying Bridge Marina and Pines of Georgina Golf Course are located nearby.

Privacy Magical Forest Cottage 30+ Party Room, Disco KTV

Uxbridge ON

33.17 km from city centre

CA $799

CA $1,661 total

Jan 1 - Jan 2, 2026

includes taxes & fees

Book a stay at this family-friendly cottage in Uxbridge. Enjoy free WiFi, laundry facilities, and a pool table. Popular attractions Skyloft Ski Resort and Wooden Sticks Golf Course are located nearby.

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

Sutton ON

7.51 km from city centre

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Book a stay at this family-friendly cabin in Georgina. Enjoy free WiFi, a garden, and patios. Popular attractions Lyndhurst Golf Club and Georgina Arts Centre and Gallery are located nearby.

2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking

Richmond Hill ON

31.87 km from city centre

CA $109

CA $154 total

Jan 4 - Jan 5, 2026

includes taxes & fees

Stay at this vacation home in Richmond Hill. Enjoy a fitness center, laundry facilities, and an in-room coffeemaker. Popular attractions Lake Wilcox Park and DiamondBack Golf Club are located nearby.

Welcome to our luxurious villa in the heart of downtown Newmarket!

Newmarket ON

19.62 km from city centre

CA $450

CA $775 total

Jan 4 - Jan 5, 2026

includes taxes & fees

Stay at this villa in Newmarket. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Elman W. Campbell Museum and Magna Centre are located nearby.

Large Innisfil Lakeview Cottage with a Sauna and steps to Lake Simcoe

Innisfil ON

17.48 km from city centre

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Book a stay at this family-friendly cottage in Innisfil. Enjoy free WiFi, a sauna, and laundry facilities. Popular attractions The Point Gallery and Fox Island are located nearby.

The Mansion, Wasaga beach, Blue mountain

Utopia ON

29.09 km from city centre

CA $1,305

CA $2,191 total

Jan 5 - Jan 6, 2026

includes taxes & fees

Book a stay at this ski vacation home in Essa. Enjoy free WiFi, private pools, and a garden. Popular attractions Baby Bear Pond and Bear Creek Golf Club are located nearby.

6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park

Alcona ON

12.03 km from city centre

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Book a stay at this golf vacation home in Innisfil. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Big Cedar Golf Club and Fox Island are located nearby.

Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!

Innisfil ON

6.65 km from city centre

CA $293

CA $378 total

Jan 1 - Jan 2, 2026

includes taxes & fees

Stay at this cottage in Innisfil. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Claredon Beach Park and Krates Marina are located nearby.

Barrie house close to all amenities

Barrie ON

27.88 km from city centre

CA $162

CA $429 total

Jan 6 - Jan 7, 2026

includes taxes & fees

Stay at this vacation home in Barrie. Enjoy a water park, laundry facilities, and patios. Popular attractions Bayfield Mall and Kozlov Shopping Centre are located nearby.

The Chieftain Suite

Barrie ON

23.57 km from city centre

CA $110

CA $206 total

Jan 4 - Jan 5, 2026

includes taxes & fees

Stay at this apartment in Barrie. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Lackey's Bush Trail Trailhead and Barrie Centennial Park are located nearby.

Large Estate with Luxury Collection of Amenities

Schomberg ON

29.39 km from city centre

CA $2,300

CA $3,598 total

Jan 4 - Jan 5, 2026

includes taxes & fees

Book a stay at this family-friendly vacation home in King. Enjoy free WiFi, private pools, and a water park. Popular attractions Cardinal Golf Club and Nobleton Lakes Golf Club are located nearby.

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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.