Keswick Vacation Rentals

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Our top choices for Keswick vacation rentals

Waterfront Retreat | Hot Tub | Sandy Bottom | Sunset Views | Lake Simcoe

Waterfront Retreat | Hot Tub | Sandy Bottom | Sunset Views | Lake Simcoe
Georgina
9.8 out of 10, Exceptional, (48 reviews)
"Excellent property to stay at!!! The host went above expectations with the little things Would definitely stay there again Thank you "
Canada
Bimal
Waterfront Retreat | Hot Tub | Sandy Bottom | Sunset Views | Lake Simcoe

Waterfront Cottage | Hot Tub, Sunset Views & Sandy Bottom | Lake Simcoe

Waterfront Cottage | Hot Tub, Sunset Views & Sandy Bottom | Lake Simcoe
Georgina
10.0 out of 10, Exceptional, (12 reviews)
"Gorgeous place, lots of room to sleep people and hangout space. Also lots of things to do!"
Canada
Maddie P.
The price is CA $799
CA $1,576 total
includes taxes & fees
May 20 - May 21
Waterfront Cottage | Hot Tub, Sunset Views & Sandy Bottom | Lake Simcoe

Residence and Conference Centre – King City

Residence and Conference Centre – King City
2.0 star property
King
8.4 out of 10, Very good, (521 reviews)
"Good stay "
Canada
Rose
The price is CA $80
CA $90 total
includes taxes & fees
May 17 - May 18
Residence and Conference Centre – King City

Relax in 5 Cronsberry

Relax in 5 Cronsberry
Georgina
10.0 out of 10, Exceptional, (1 review)
"Everything was exactly as advertised. Great spot, we will use again if we need something in the area. "
Canada
Greg M.
The price is CA $144
CA $193 total
includes taxes & fees
May 18 - May 19
Relax in 5 Cronsberry

Residence & Conference Centre - Barrie

Residence & Conference Centre - Barrie
2.0 star property
Barrie
7.2 out of 10, Good, (724 reviews)
"The rooms were clean and staff were friendly. No complaints. Would stay here again."
United States
Andrew
The price is CA $71
CA $80 total
includes taxes & fees
May 24 - May 25
Residence & Conference Centre - Barrie

ARCA Cozy Cabin-Innisfil Beach

ARCA Cozy Cabin-Innisfil Beach
Innisfil
9.8 out of 10, Exceptional, (8 reviews)
"Great spot for families"
Canada
Lesa W.
The price is CA $150
CA $388 total
includes taxes & fees
May 18 - May 19
ARCA Cozy Cabin-Innisfil Beach

Modern 4 Bedroom Townhouse in Barrie South

Modern 4 Bedroom Townhouse in Barrie South
Barrie
9.0 out of 10, Wonderful, (18 reviews)
"It was a decent place to sleep with comfortable beds. Parking very good. We were 6 guests. "
Canada
Elna S.
The price is CA $123
CA $336 total
includes taxes & fees
May 17 - May 18
Modern 4 Bedroom Townhouse in Barrie South

The Chieftain Suite

The Chieftain Suite
Barrie
9.4 out of 10, Exceptional, (12 reviews)
"Clean accommodations and amazing space for the two of us. Keep in mind that the apartment is in the bottom floor of a house and the family above wakes up early. The kitchen made our stay super affordable and convenient. My daughter also loved the light up bathroom mirror. Overall, a great stay!"
Canada
Amy
The price is CA $110
CA $206 total
includes taxes & fees
May 18 - May 19
The Chieftain Suite

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, (12 reviews)
"Bed was comfy and area was quiet "
Canada
Shannon
The price is CA $120
CA $211 total
includes taxes & fees
May 26 - May 27
Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking

Lake Simcoe 4-Bedroom Home 5 Minutes to Beach Park

Lake Simcoe 4-Bedroom Home 5 Minutes to Beach Park
Innisfil
10.0 out of 10, Exceptional, (23 reviews)
"Excellent communication. 8 of us stayed for a fishing weekend on Simcoe and it accommodated us perfectly. Place was clean, functional and everything was in good working order."
United States
KEVIN P.
The price is CA $211
CA $596 total
includes taxes & fees
May 18 - May 19
Lake Simcoe 4-Bedroom Home 5 Minutes to Beach Park

Cute 2 bedroom cottage, Wifi/Netflix, deck, walk/bike to beach, fire pit

Cute 2 bedroom cottage, Wifi/Netflix, deck, walk/bike to beach, fire pit
Innisfil
10.0 out of 10, Exceptional, (7 reviews)
"What a fantastic House and host! It was the perfect place for us after a trek across the country. The decor is so cute. The beds were comfy and the linens spotless. It is walkable to the lake too. Highly recommend this house! It has everything you need and more!"
Canada
Francine
Cute 2 bedroom cottage, Wifi/Netflix, deck, walk/bike to beach, fire pit

Clean & Cozy Home Near Downtown

Clean & Cozy Home Near Downtown
New Tecumseth
10.0 out of 10, Exceptional, (3 reviews)
"Very cozy stay for a weekend hockey tournament."
Canada
Suzanne
The price is CA $140
CA $303 total
includes taxes & fees
May 18 - May 19
Clean & Cozy Home Near Downtown

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

2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
Richmond Hill
9.4 out of 10, Exceptional, (15 reviews)
"Very nice place"
Canada
Martin D.
The price is CA $121
CA $167 total
includes taxes & fees
May 19 - May 20
2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking

Luxury 2BR/2BA Retreat + Netflix + Free Parking –Lake Wilcox-Richmond Hill-VRBO

Luxury 2BR/2BA Retreat + Netflix + Free Parking –Lake Wilcox-Richmond Hill-VRBO
Richmond Hill
10.0 out of 10, Exceptional, (3 reviews)
"Quick easy check-in, host was quick responding, location was quiet. This place was comfortable, immaculate with very beautiful features. I would definitely stay here again. It’s also close to grocery store and other sights. "
Canada
Velma N.
The price is CA $147
CA $318 total
includes taxes & fees
May 16 - May 17
Luxury 2BR/2BA Retreat + Netflix + Free Parking –Lake Wilcox-Richmond Hill-VRBO

Upscale Spa Getaway w/ Private Sauna

Upscale Spa Getaway w/ Private Sauna
Innisfil
The price is CA $171
CA $378 total
includes taxes & fees
May 18 - May 19
Upscale Spa Getaway w/ Private Sauna

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 $143
CA $248 total
includes taxes & fees
May 24 - May 25
Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful

Modern Basement Apartment

Modern Basement Apartment
Uxbridge
10.0 out of 10, Exceptional, (2 reviews)
"We loved staying here, host was great, place was clean and comfortable. Definitely recommend."
Canada
Lily
The price is CA $150
CA $258 total
includes taxes & fees
Jun 1 - Jun 2
Modern Basement Apartment

Fire & Ice Spa w/ Private Sauna!

Fire & Ice Spa w/ Private Sauna!
Innisfil
9.8 out of 10, Exceptional, (10 reviews)
"Great views in a warm, fire-lit setting—perfect spot for a night out."
Canada
Craig
The price is CA $175
CA $401 total
includes taxes & fees
May 19 - May 20
Fire & Ice Spa w/ Private Sauna!

The Luxe Haven

The Luxe Haven
East Gwillimbury
The price is CA $82
CA $297 total
includes taxes & fees
Jun 11 - Jun 12
The Luxe Haven

Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400

Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400
Kettleby, King City
10.0 out of 10, Exceptional, (1 review)
"Nice place"
Canada
mike
The price is CA $95
CA $138 total
includes taxes & fees
Jun 1 - Jun 2
Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400
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

Find out more about Keswick

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Keswick. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 Retreat | Hot Tub | Sandy Bottom Waterfront | Sleeps 16: 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 13 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.