Search Vacation Homes in Keswick

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 240 Vacation Homes in Keswick with updated reviews, rates, and availability.

10-Bedroom, 9-Bathroom Luxury Retreat by Lake Simcoe | Ideal for Large Groups
Fridge, microwave, oven, stovetop

10-Bedroom, 9-Bathroom Luxury Retreat by Lake Simcoe | Ideal for Large Groups

9.0 out of 10, Wonderful, (2)
"Giant house with lots of space and amenities for everyone!!! "
10-Bedroom, 9-Bathroom Luxury Retreat by Lake Simcoe | Ideal for Large Groups
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong
Interior

Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong

9.2 out of 10, Wonderful, (27)
"We really enjoyed staying at Natalya place. House was very clean, cozy, and stocked with everything we needed. Natalya was very quick to answer all our questions. Unfortunately, weather didn't  cooparate so we didn't have chance to learn more about local amenities. We would love to stay here again."
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong
House with 4.5 bedrooms,10 Acres of forest creek and trails, lots of parking
Interior

House with 4.5 bedrooms,10 Acres of forest creek and trails, lots of parking

8.0 out of 10, Very Good, (6)
"The property was fantastic to stay at. We had a beautiful fire, lots of open space Frank was a pleasure to deal with the house was nice and big.Everything was provided for us that we needed"
House with 4.5 bedrooms,10 Acres of forest creek and trails, lots of parking
Luxurious Spacious Dream Home with Parking!
Terrace/patio

Luxurious Spacious Dream Home with Parking!

8.0 out of 10, Very Good, (4)
"House was perfect. Stayed for hockey tournament. Close to arenas and all other amenities. Small driveway but everything else was great. Would definitely stay again. "
The price is AED 474
AED 953 total
includes taxes & fees
11 May - 12 May
Luxurious Spacious Dream Home with Parking!
Charming 3-bedroom house with AC, WiFi in lovely Barrie
Fridge, microwave, oven, stovetop

Charming 3-bedroom house with AC, WiFi in lovely Barrie

6.0 out of 10, (1)
"Good location. Host was very fast and responsive. We and a good stay! "
The price is AED 923
AED 1,191 total
includes taxes & fees
11 May - 12 May
Charming 3-bedroom house with AC, WiFi in lovely Barrie
2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (3)
"Very nice place"
The price is AED 364
AED 494 total
includes taxes & fees
11 May - 12 May
2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
"Luxury Event House with Pool, Hot Tub, and Outdoor Bar"
Terrace/patio

"Luxury Event House with Pool, Hot Tub, and Outdoor Bar"

"Luxury Event House with Pool, Hot Tub, and Outdoor Bar"
Barrie house close to all amenities
Fridge, microwave, oven, stovetop

Barrie house close to all amenities

9.4 out of 10, Exceptional, (20)
"Everything about the property was great! The ease of communication with the owner to the amenities all around. The house was spacious and clean. Would highly recommend and definitely will be back! Thank you for a great weekend away!"
The price is AED 409
AED 1,099 total
includes taxes & fees
3 Jun - 4 Jun
Barrie house close to all amenities
Welcome to Lake House by Lis, where stunning lake views and serene sunsets await
Smart TV, fireplace

Welcome to Lake House by Lis, where stunning lake views and serene sunsets await

9.4 out of 10, Exceptional, (9)
"Place is as advertised. No complaints. Lots of space for a chill weekend."
Welcome to Lake House by Lis, where stunning lake views and serene sunsets await
Entire Cheerful House
Interior

Entire Cheerful House

9.0 out of 10, Wonderful, (7)
"Ideally located only 10 minutes from my son’s wedding venue in a quiet neighborhood close to amenities (read, walking distance to Starbucks!). Clean and comfortable with a kind and responsive host."
Entire Cheerful House
Tranquil Haven
Living area

Tranquil Haven

3.0 star property
Tranquil Haven
Lakefront Cottage to Lake Simcoe with Hot Tub, Sauna, BBQ Stove, Patio, Dock.
Outdoor spa tub

Lakefront Cottage to Lake Simcoe with Hot Tub, Sauna, BBQ Stove, Patio, Dock.

10.0 out of 10, Exceptional, (12)
"This place had a million dollar view. The place was extremely spacious! We loved the amenities.. hot tub and the sauna got super hot which was awesome! We cannot wait to come back again soon. Thanks for sharing your beautiful cottage with us!"
The price is AED 1,186
AED 2,383 total
includes taxes & fees
12 May - 13 May
Lakefront Cottage to Lake Simcoe with Hot Tub, Sauna, BBQ Stove, Patio, Dock.
Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!
Fridge, microwave, oven, stovetop

Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!

9.4 out of 10, Exceptional, (73)
"We had a great time amazing property great location, beautiful grounds! We can’t wait to return next year"
Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!
5 Bedroom Countryside-Cottage King ON - 35% Winter & Long Stay Discount.
Aerial view

5 Bedroom Countryside-Cottage King ON - 35% Winter & Long Stay Discount.

9.6 out of 10, Exceptional, (20)
"We loved the home and felt comfortable in every way while we stayed. "
5 Bedroom Countryside-Cottage King ON - 35% Winter & Long Stay Discount.
Affordable 1BR Newmarket
1 bedroom, free WiFi, bed sheets

Affordable 1BR Newmarket

7.8 out of 10, Good, (6)
"Owner was too polite and understandable and the property was awesome. Recommended to stay"
The price is AED 132
AED 381 total
includes taxes & fees
19 May - 20 May
Affordable 1BR Newmarket
This house is a 4 bedroom(s), 2.5 bathrooms, located in Barrie, ON.
Interior

This house is a 4 bedroom(s), 2.5 bathrooms, located in Barrie, ON.

7.4 out of 10, Good, (6)
"Very clean, tidy and quiet."
The price is AED 380
AED 978 total
includes taxes & fees
11 May - 12 May
This house is a 4 bedroom(s), 2.5 bathrooms, located in Barrie, ON.
New 4 Bedroom Townhouse in Barrie South
Fridge, microwave, oven, stovetop

New 4 Bedroom Townhouse in Barrie South

9.6 out of 10, Exceptional, (13)
"Was great!"
The price is AED 393
AED 879 total
includes taxes & fees
2 Jun - 3 Jun
New 4 Bedroom Townhouse in Barrie South
A family-friendly getaway, with outdoor pool and beautiful view!
Pool

A family-friendly getaway, with outdoor pool and beautiful view!

10.0 out of 10, Exceptional, (1)
"2nd time in this home-lovely place, delightful pool and beautiful views of a small marsh. Very comfortable and fully outfitted."
A family-friendly getaway, with outdoor pool and beautiful view!
A Comfort House in Barrie
Fridge, microwave, oven, stovetop

A Comfort House in Barrie

7.4 out of 10, Good, (3)
"We had a lovely time staying in Barrie for our son’s wedding. The house is dated but equipped with everything you need for family to stay for a little getaway. Lenny was lovely and quickly responded to our questions. Thx for a lovely, reasonably priced mini vacation x"
A Comfort House in Barrie
Luxury cottage "Twilight" by the lake Simcoe
Miscellaneous

Luxury cottage "Twilight" by the lake Simcoe

9.2 out of 10, Wonderful, (9)
"Had a little trouble with access but called VRBO and made contact with the owner. smoothed everything out - owner seems very nice. Only thing I would recommend is bringing a role of paper towel and maybe an extra garbage bag. Not upset about it just a recommendation if you stay here.Overall, we enjoyed the stay and will book again "
Luxury cottage "Twilight" by the lake Simcoe
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.
Don't see what you're looking for?
See all available properties in Keswick
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Keswick

Lake House-S/W Exposure! Hot Tub, Sandy Water, Game Rm!
Exterior

Lake House-S/W Exposure! Hot Tub, Sandy Water, Game Rm!

9.8 out of 10, Exceptional, (35)
"Was a great location. Host was very responsive and provided all the information we needed. House was perfect for 6 couples."
Lake House-S/W Exposure! Hot Tub, Sandy Water, Game Rm!
Residence & Conference Centre - Barrie
Property amenity

Residence & Conference Centre - Barrie

2.0 star property
7.2 out of 10, Good, (596)
"Good place to stay good price "
The price is AED 202
AED 228 total
includes taxes & fees
11 May - 12 May
Residence & Conference Centre - Barrie
Parkside House
Premium Apartment, 1 Queen Bed, Non Smoking, City View | Private kitchen | Fridge, microwave, coffee/tea maker, electric kettle

Parkside House

3.5 star property
9.4 out of 10, Exceptional, (298)
"Owner met us and showed us around."
The price is AED 285
AED 341 total
includes taxes & fees
14 May - 15 May
Parkside House
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.