We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Keswick Vacation Rentals

Destination
Revenue impacts this sort order. Learn more

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
50 rentals in Keswick.
Charlotte's Cottage-Lake Simcoe, vacation rental in Keswick
Charlotte's Cottage-Lake Simcoe, vacation rental in Keswick
Charlotte's Cottage-Lake Simcoe, vacation rental in Keswick

Charlotte's Cottage-Lake Simcoe

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Lake House-S/W Exposure! Hot Tub Sandy Water Game Rm!, vacation rental in Keswick
Lake House-S/W Exposure! Hot Tub Sandy Water Game Rm!, vacation rental in Keswick
Lake House-S/W Exposure! Hot Tub Sandy Water Game Rm!, vacation rental in Keswick

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

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
GLOBALSTAY. 4-Bedroom Detached House Near Lake Simcoe, vacation rental in Keswick
GLOBALSTAY. 4-Bedroom Detached House Near Lake Simcoe, vacation rental in Keswick
GLOBALSTAY. 4-Bedroom Detached House Near Lake Simcoe, vacation rental in Keswick

GLOBALSTAY. 4-Bedroom Detached House Near Lake Simcoe

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
New Moon, vacation rental in Keswick
New Moon, vacation rental in Keswick
New Moon, vacation rental in Keswick

New Moon

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
GLOBALSTAY. 4-Bedroom Detached House Near Lake Simcoe, vacation rental in Keswick
GLOBALSTAY. 4-Bedroom Detached House Near Lake Simcoe, vacation rental in Keswick
GLOBALSTAY. 4-Bedroom Detached House Near Lake Simcoe, vacation rental in Keswick

GLOBALSTAY. 4-Bedroom Detached House Near Lake Simcoe

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Cozy Cottage Close to Lake Simcoe, vacation rental in Keswick
Cozy Cottage Close to Lake Simcoe, vacation rental in Keswick
Cozy Cottage Close to Lake Simcoe, vacation rental in Keswick

Cozy Cottage Close to Lake Simcoe

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
The following properties within 32 kms of Keswick match all your filters:
Family-Friendly Cottage on Lake Simcoe with Private Shared Beach Access, vacation rental in Keswick
Family-Friendly Cottage on Lake Simcoe with Private Shared Beach Access, vacation rental in Keswick
Family-Friendly Cottage on Lake Simcoe with Private Shared Beach Access, vacation rental in Keswick

Family-Friendly Cottage on Lake Simcoe with Private Shared Beach Access

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Cozy Cottage, vacation rental in Keswick
Cozy Cottage, vacation rental in Keswick
Cozy Cottage, vacation rental in Keswick

Cozy Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Private farmhouse w/claw foot tubs, firepit and walking trails, vacation rental in Keswick
Private farmhouse w/claw foot tubs, firepit and walking trails, vacation rental in Keswick
Private farmhouse w/claw foot tubs, firepit and walking trails, vacation rental in Keswick

Private farmhouse w/claw foot tubs, firepit and walking trails

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
3BR Lakefront Oasis: *Gazebo, BBQ & Lake Views*, vacation rental in Keswick
3BR Lakefront Oasis: *Gazebo, BBQ & Lake Views*, vacation rental in Keswick
3BR Lakefront Oasis: *Gazebo, BBQ & Lake Views*, vacation rental in Keswick

3BR Lakefront Oasis: *Gazebo, BBQ & Lake Views*

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Outdoor Life at Lake Simcoe, vacation rental in Keswick
Outdoor Life at Lake Simcoe, vacation rental in Keswick
Outdoor Life at Lake Simcoe, vacation rental in Keswick

Outdoor Life at Lake Simcoe

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Art Deco Home near Lake Simcoe W/Patio & Fire pit, vacation rental in Keswick
Art Deco Home near Lake Simcoe W/Patio & Fire pit, vacation rental in Keswick
Art Deco Home near Lake Simcoe W/Patio & Fire pit, vacation rental in Keswick

Art Deco Home near Lake Simcoe W/Patio & Fire pit

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Vista Park House, vacation rental in Keswick
Vista Park House, vacation rental in Keswick
Vista Park House, vacation rental in Keswick

Vista Park House

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Spacious family friendly home, game room, 5 minutes from Lake Simcoe, vacation rental in Keswick
Spacious family friendly home, game room, 5 minutes from Lake Simcoe, vacation rental in Keswick
Spacious family friendly home, game room, 5 minutes from Lake Simcoe, vacation rental in Keswick

Spacious family friendly home, game room, 5 minutes from Lake Simcoe

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Fantastic Lake Simcoe Guesthouse for GTA getaway, vacation rental in Keswick
Fantastic Lake Simcoe Guesthouse for GTA getaway, vacation rental in Keswick
Fantastic Lake Simcoe Guesthouse for GTA getaway, vacation rental in Keswick

Fantastic Lake Simcoe Guesthouse for GTA getaway

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Tex Lakefront Cottage with HOT TUB and Game RM on the Lake Simcoe, vacation rental in Keswick
Tex Lakefront Cottage with HOT TUB and Game RM on the Lake Simcoe, vacation rental in Keswick
Tex Lakefront Cottage with HOT TUB and Game RM on the Lake Simcoe, vacation rental in Keswick

Tex Lakefront Cottage with HOT TUB and Game RM on the Lake Simcoe

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Welcome to The Lake Loft, your home away from home, vacation rental in Keswick
Welcome to The Lake Loft, your home away from home, vacation rental in Keswick
Welcome to The Lake Loft, your home away from home, vacation rental in Keswick

Welcome to The Lake Loft, your home away from home

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Modern Lake Simcoe Elegant Bachelor - Lakefront, vacation rental in Keswick
Modern Lake Simcoe Elegant Bachelor - Lakefront, vacation rental in Keswick
Modern Lake Simcoe Elegant Bachelor - Lakefront, vacation rental in Keswick

Modern Lake Simcoe Elegant Bachelor - Lakefront

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Huge 9 bedroom home on Lake Simcoe, vacation rental in Keswick
Huge 9 bedroom home on Lake Simcoe, vacation rental in Keswick
Huge 9 bedroom home on Lake Simcoe, vacation rental in Keswick

Huge 9 bedroom home on Lake Simcoe

Holiday Rental House
9 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Blu Lake House *Dock*Game room*Pedal Boat*Kayak*Paddle board*Volleyball and more, vacation rental in Keswick
Blu Lake House *Dock*Game room*Pedal Boat*Kayak*Paddle board*Volleyball and more, vacation rental in Keswick
Blu Lake House *Dock*Game room*Pedal Boat*Kayak*Paddle board*Volleyball and more, vacation rental in Keswick

Blu Lake House *Dock*Game room*Pedal Boat*Kayak*Paddle board*Volleyball and more

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Quiet Country Escape Close To Many Beach Parks Golf Courses & cyclist favorites, vacation rental in Keswick
Quiet Country Escape Close To Many Beach Parks Golf Courses & cyclist favorites, vacation rental in Keswick
Quiet Country Escape Close To Many Beach Parks Golf Courses & cyclist favorites, vacation rental in Keswick

Quiet Country Escape Close To Many Beach Parks Golf Courses & cyclist favorites

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
30 Night Rental - Quaint Country Charm 45 Minutes from Toronto, vacation rental in Keswick
30 Night Rental - Quaint Country Charm 45 Minutes from Toronto, vacation rental in Keswick
30 Night Rental - Quaint Country Charm 45 Minutes from Toronto, vacation rental in Keswick

30 Night Rental - Quaint Country Charm 45 Minutes from Toronto

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Chalet Ewart by the lake, vacation rental in Keswick
Chalet Ewart by the lake, vacation rental in Keswick
Chalet Ewart by the lake, vacation rental in Keswick

Chalet Ewart by the lake

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
The Gingerbread Guest House, vacation rental in Keswick
The Gingerbread Guest House, vacation rental in Keswick
The Gingerbread Guest House, vacation rental in Keswick

The Gingerbread Guest House

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Vrbo Property, vacation rental in Keswick
Vrbo Property, vacation rental in Keswick
Vrbo Property, vacation rental in Keswick

Vrbo Property

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Family-oriented neighborhood. Modern basement apartment with beautiful ravine., vacation rental in Keswick
Family-oriented neighborhood. Modern basement apartment with beautiful ravine., vacation rental in Keswick
Family-oriented neighborhood. Modern basement apartment with beautiful ravine., vacation rental in Keswick

Family-oriented neighborhood. Modern basement apartment with beautiful ravine.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Lakefront Ultra Luxurious Lake House - Lake Simcoe, vacation rental in Keswick
Lakefront Ultra Luxurious Lake House - Lake Simcoe, vacation rental in Keswick
Lakefront Ultra Luxurious Lake House - Lake Simcoe, vacation rental in Keswick

Lakefront Ultra Luxurious Lake House - Lake Simcoe

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Beautiful country escape 5 min. from beach, vacation rental in Keswick
Beautiful country escape 5 min. from beach, vacation rental in Keswick
Beautiful country escape 5 min. from beach, vacation rental in Keswick

Beautiful country escape 5 min. from beach

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Stunning New Lakehouse on Lake Simcoe -Hot tub,Sauna.Canoe,Paddle Boat, vacation rental in Keswick
Stunning New Lakehouse on Lake Simcoe -Hot tub,Sauna.Canoe,Paddle Boat, vacation rental in Keswick
Stunning New Lakehouse on Lake Simcoe -Hot tub,Sauna.Canoe,Paddle Boat, vacation rental in Keswick

Stunning New Lakehouse on Lake Simcoe -Hot tub,Sauna.Canoe,Paddle Boat

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Cheerful cottage-10 minute to the lake., vacation rental in Keswick
Cheerful cottage-10 minute to the lake., vacation rental in Keswick
Cheerful cottage-10 minute to the lake., vacation rental in Keswick

Cheerful cottage-10 minute to the lake.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
9 Person luxury RV On Lake Simcoe Sleeps 9, vacation rental in Keswick
9 Person luxury RV On Lake Simcoe Sleeps 9, vacation rental in Keswick
9 Person luxury RV On Lake Simcoe Sleeps 9, vacation rental in Keswick

9 Person luxury RV On Lake Simcoe Sleeps 9

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Luxury modern cottage in Georgia, vacation rental in Keswick
Luxury modern cottage in Georgia, vacation rental in Keswick
Luxury modern cottage in Georgia, vacation rental in Keswick

Luxury modern cottage in Georgia

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
5 Br Lakeview Detach House With Private Dock,30 Min. From Toronto, vacation rental in Keswick
5 Br Lakeview Detach House With Private Dock,30 Min. From Toronto, vacation rental in Keswick
5 Br Lakeview Detach House With Private Dock,30 Min. From Toronto, vacation rental in Keswick

5 Br Lakeview Detach House With Private Dock,30 Min. From Toronto

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Large bungalow minutes to lake Simcoe with all the amenities you could ask for!, vacation rental in Keswick
Large bungalow minutes to lake Simcoe with all the amenities you could ask for!, vacation rental in Keswick
Large bungalow minutes to lake Simcoe with all the amenities you could ask for!, vacation rental in Keswick

Large bungalow minutes to lake Simcoe with all the amenities you could ask for!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Lake Simcoe Rental in Keswick, vacation rental in Keswick
Lake Simcoe Rental in Keswick, vacation rental in Keswick
Lake Simcoe Rental in Keswick, vacation rental in Keswick

Lake Simcoe Rental in Keswick

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Romantic Log Cabin in the Woods/Hot Tub under the Stars -80 km's from CN Tower, vacation rental in Keswick
Romantic Log Cabin in the Woods/Hot Tub under the Stars -80 km's from CN Tower, vacation rental in Keswick
Romantic Log Cabin in the Woods/Hot Tub under the Stars -80 km's from CN Tower, vacation rental in Keswick

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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Private lakefront gateway on Lake Simcoe, vacation rental in Keswick
Private lakefront gateway on Lake Simcoe, vacation rental in Keswick
Private lakefront gateway on Lake Simcoe, vacation rental in Keswick

Private lakefront gateway on Lake Simcoe

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Modern Lake Simcoe Retreat: Steps from the Water, vacation rental in Keswick
Modern Lake Simcoe Retreat: Steps from the Water, vacation rental in Keswick
Modern Lake Simcoe Retreat: Steps from the Water, vacation rental in Keswick

Modern Lake Simcoe Retreat: Steps from the Water

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Cozy and Relax. A perfect place for a weekend escape from city., vacation rental in Keswick
Cozy and Relax. A perfect place for a weekend escape from city., vacation rental in Keswick
Cozy and Relax. A perfect place for a weekend escape from city., vacation rental in Keswick

Cozy and Relax. A perfect place for a weekend escape from city.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Beautiful Lake Simcoe Cottage, vacation rental in Keswick
Beautiful Lake Simcoe Cottage, vacation rental in Keswick
Beautiful Lake Simcoe Cottage, vacation rental in Keswick

Beautiful Lake Simcoe Cottage

Holiday Rental House
6 bedrooms
1 bathroom
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Breath taking home steps away from the lake, vacation rental in Keswick
Breath taking home steps away from the lake, vacation rental in Keswick
Breath taking home steps away from the lake, vacation rental in Keswick

Breath taking home steps away from the lake

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Cozy Cottage Steps to Lake Simcoe, vacation rental in Keswick
Cozy Cottage Steps to Lake Simcoe, vacation rental in Keswick
Cozy Cottage Steps to Lake Simcoe, vacation rental in Keswick

Cozy Cottage Steps to Lake Simcoe

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Lake Simcoe - Bayview Beach Lakefront cottage 1 hour North of Toronto, vacation rental in Keswick
Lake Simcoe - Bayview Beach Lakefront cottage 1 hour North of Toronto, vacation rental in Keswick
Lake Simcoe - Bayview Beach Lakefront cottage 1 hour North of Toronto, vacation rental in Keswick

Lake Simcoe - Bayview Beach Lakefront cottage 1 hour North of Toronto

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Pearl by Lake Simcoe, vacation rental in Keswick
Pearl by Lake Simcoe, vacation rental in Keswick
Pearl by Lake Simcoe, vacation rental in Keswick

Pearl by Lake Simcoe

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Lake Simcoe Cottage. Winter Fishing Paradise, vacation rental in Keswick
Lake Simcoe Cottage. Winter Fishing Paradise, vacation rental in Keswick
Lake Simcoe Cottage. Winter Fishing Paradise, vacation rental in Keswick

Lake Simcoe Cottage. Winter Fishing Paradise

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Luxury RV On Lake Simcoe in Keswick south, vacation rental in Keswick
Luxury RV On Lake Simcoe in Keswick south, vacation rental in Keswick
Luxury RV On Lake Simcoe in Keswick south, vacation rental in Keswick

Luxury RV On Lake Simcoe in Keswick south

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Large Lake Simcoe Cottage 8 Bedrooms, vacation rental in Keswick
Large Lake Simcoe Cottage 8 Bedrooms, vacation rental in Keswick
Large Lake Simcoe Cottage 8 Bedrooms, vacation rental in Keswick

Large Lake Simcoe Cottage 8 Bedrooms

Holiday Rental House
8 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Waterfront Lake House Innisfil Cooks Bay 45 min from GTA !, vacation rental in Keswick
Waterfront Lake House Innisfil Cooks Bay 45 min from GTA !, vacation rental in Keswick
Waterfront Lake House Innisfil Cooks Bay 45 min from GTA !, vacation rental in Keswick

Waterfront Lake House Innisfil Cooks Bay 45 min from GTA !

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Boho Golfside Lake Retreat - Upper Unit with Kayaks, vacation rental in Keswick
Boho Golfside Lake Retreat - Upper Unit with Kayaks, vacation rental in Keswick
Boho Golfside Lake Retreat - Upper Unit with Kayaks, vacation rental in Keswick

Boho Golfside Lake Retreat - Upper Unit with Kayaks

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Lake View Cottage-Beach,Campfire,BBQ,Kayat,Park,WingSurf, vacation rental in Keswick
Lake View Cottage-Beach,Campfire,BBQ,Kayat,Park,WingSurf, vacation rental in Keswick
Lake View Cottage-Beach,Campfire,BBQ,Kayat,Park,WingSurf, vacation rental in Keswick

Lake View Cottage-Beach,Campfire,BBQ,Kayat,Park,WingSurf

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Showing results 1-50 of 50
Frequently Asked Questions about Keswick