Holiday Homes in Southwestern Ontario

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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Featured Holiday Homes in Southwestern Ontario

Full-sized fridge, microwave, oven, stovetop
GLOBALSTAY Brand New House in Port Elgin

GLOBALSTAY Brand New House in Port Elgin

4.0 star property
Saugeen Shores
7.6 out of 10, Good, (38)
"Really nice stay"
Canada
Maria
The price is AU$354
includes taxes & fees
9 Dec - 10 Dec
GLOBALSTAY Brand New House in Port Elgin
Interior
CJs Lakehouse is 1km to Point Pelee. Huge yard, firepit, pets welcome!

CJs Lakehouse is 1km to Point Pelee. Huge yard, firepit, pets welcome!

Leamington
10.0 out of 10, Exceptional, (65)
"This was such a a relaxing weekend getaway. Jennifer was very responsive and provided great suggestions for the area and feedback. We will for sure stay here again! "
United States
Tabetha L.
The price is AU$405
includes taxes & fees
9 Dec - 10 Dec
CJs Lakehouse is 1km to Point Pelee. Huge yard, firepit, pets welcome!
Beach
NEW! Luxury 3BR - 5 minutes to Port Dover Beach

NEW! Luxury 3BR - 5 minutes to Port Dover Beach

Port Dover
10.0 out of 10, Exceptional, (11)
"New Property, clean, nice finishes, loved it. "
United States
Michael W.
The price is AU$403
includes taxes & fees
14 Dec - 15 Dec
NEW! Luxury 3BR - 5 minutes to Port Dover Beach
Outdoor dining
Wild Goose Landing- Located near local wineries and breweries

Wild Goose Landing- Located near local wineries and breweries

Kingsville
9.6 out of 10, Exceptional, (38)
"We had a wonderful stay in this very modern and comfortable house! "
Germany
rieke l.
The price is AU$385
includes taxes & fees
8 Jan - 9 Jan 2026
Wild Goose Landing- Located near local wineries and breweries
Dining
Square B+B Quick walk to downtown theatres, restaurants, and shops.

Square B+B Quick walk to downtown theatres, restaurants, and shops.

Stratford
9.8 out of 10, Exceptional, (49)
"Exactly like the pictures and description ! Clean and quiet-easy to get to and central to everything we wanted to do."
Canada
JoAnne
The price is AU$263
includes taxes & fees
10 Dec - 11 Dec
Square B+B Quick walk to downtown theatres, restaurants, and shops.
House, Courtyard View | Shared kitchen
Courtland Heaven Retreats

Courtland Heaven Retreats

3.0 star property
Courtland
The price is AU$192
includes taxes & fees
4 Jan - 5 Jan 2026
Courtland Heaven Retreats
Terrace/patio
Dreaden Marigold Suites - Suite 1

Dreaden Marigold Suites - Suite 1

Dresden
10.0 out of 10, Exceptional, (3)
"Family recommented as good place to stay. We enjoyed the BBQ area."
Canada
Foster M.
The price is AU$278
includes taxes & fees
9 Dec - 10 Dec
Dreaden Marigold Suites - Suite 1
Exterior detail
Homely, cozy, spacious quiet basement apartment in a lovely neighborhood.

Homely, cozy, spacious quiet basement apartment in a lovely neighborhood.

Thamesford
10.0 out of 10, Exceptional, (2)
"Host was very friendly and welcoming. Loads of parking."
Canada
Jenette
The price is AU$233
includes taxes & fees
11 Dec - 12 Dec
Homely, cozy, spacious quiet basement apartment in a lovely neighborhood.
1 bedroom, WiFi, bed sheets
Luxury Hayloft retreat close to Turkey Point and Port Dover

Luxury Hayloft retreat close to Turkey Point and Port Dover

Simcoe
10.0 out of 10, Exceptional, (9)
"Nice quiet setting and excellent hosts. I would highly recommend staying here. "
Canada
Chad
The price is AU$320
includes taxes & fees
9 Dec - 10 Dec
Luxury Hayloft retreat close to Turkey Point and Port Dover
Interior
Peele Point Haven Retreat

Peele Point Haven Retreat

Leamington
10.0 out of 10, Exceptional, (2)
"The host and his family were wonderful and very friendly and helpful. The apartment was very clean and organized! Outside was outstanding! Very pleased"
Canada
Ben
The price is AU$249
includes taxes & fees
5 Jan - 6 Jan 2026
Peele Point Haven Retreat
Smart TV, books
Instaworthy Home - Relaxing Patio w/ BBQ - Pet Friendly

Instaworthy Home - Relaxing Patio w/ BBQ - Pet Friendly

Cambridge
9.8 out of 10, Exceptional, (19)
"We had a great time, the house was clean and the host was constantly "
Canada
Baylee B.
The price is AU$349
includes taxes & fees
15 Dec - 16 Dec
Instaworthy Home - Relaxing Patio w/ BBQ - Pet Friendly
Dining
Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement

Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement

Grimsby
10.0 out of 10, Exceptional, (31)
"Great stay in Grimsby while attending a wedding. VRBO was beautiful and luxurious, especially the shower! Easy booking and checking in process."
United States
Annette W.
The price is AU$284
includes taxes & fees
9 Dec - 10 Dec
Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement
Interior
Cozy and modern bachelor suite with kitchenette and bath

Cozy and modern bachelor suite with kitchenette and bath

Guelph
10.0 out of 10, Exceptional, (7)
"A great space with everything you need!!"
Canada
Jan B.
The price is AU$197
includes taxes & fees
21 Dec - 22 Dec
Cozy and modern bachelor suite with kitchenette and bath
Interior
Relax at this peaceful place to stay

Relax at this peaceful place to stay

Grand River South
9.4 out of 10, Exceptional, (3)
"property was neat and tidy, I got in late and the host fed me dinner."
Canada
Marc
The price is AU$173
includes taxes & fees
6 Jan - 7 Jan 2026
Relax at this peaceful place to stay
Private kitchen
Cozy Urban Retreat: Private Room in a Friendly Shared Home

Cozy Urban Retreat: Private Room in a Friendly Shared Home

London
10.0 out of 10, Exceptional, (1)
"The cellular connection was not good, Thankfully the wifi is though"
Canada
Marco
The price is AU$161
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy Urban Retreat: Private Room in a Friendly Shared Home
Fridge, microwave, oven, stovetop
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.

Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.

South Windsor
10.0 out of 10, Exceptional, (14)
"Great stay! "
Canada
Jade S.
The price is AU$276
includes taxes & fees
9 Dec - 10 Dec
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
Exterior detail
Cozy retreat home in Guelph. Pet-friendly!

Cozy retreat home in Guelph. Pet-friendly!

Guelph
9.2 out of 10, Wonderful, (7)
"Great stay, very clean. Great proximity. Enjoyed the space."
Canada
Wynand
The price is AU$298
includes taxes & fees
10 Dec - 11 Dec
Cozy retreat home in Guelph. Pet-friendly!
Smart TV, fireplace
Exquisite 1 bedroom apartment with living room & feel like home away from home

Exquisite 1 bedroom apartment with living room & feel like home away from home

Westminster
9.8 out of 10, Exceptional, (14)
"Great host, great stay. "
United States
Raquel A.
The price is AU$166
includes taxes & fees
9 Dec - 10 Dec
Exquisite 1 bedroom apartment with living room & feel like home away from home
TV, fireplace
Fall Nordic Cottage Retreat with Hot Tub 60 Minutes from City

Fall Nordic Cottage Retreat with Hot Tub 60 Minutes from City

Caledon
10.0 out of 10, Exceptional, (1)
"Wonderful location, beautiful and lovely in the fall season. Great location for a weekend getaway."
Canada
Jason
The price is AU$473
includes taxes & fees
14 Dec - 15 Dec
Fall Nordic Cottage Retreat with Hot Tub 60 Minutes from City
Interior
Brand new 3 bedroom townhouse. Family friendly, spacious stay.

Brand new 3 bedroom townhouse. Family friendly, spacious stay.

2.0 star property
Cambridge
The price is AU$244
includes taxes & fees
9 Dec - 10 Dec
Brand new 3 bedroom townhouse. Family friendly, spacious stay.
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 Southwestern Ontario Hotel Reviews

Best Western Plus Lamplighter Inn & Conference Centre

Best Western Plus Lamplighter Inn & Conference Centre

10/10 Excellent
"I’m a pool technician and the pool was kept up good !"
Carter 1-night trip
Posted 3 days ago
Best Western Plus Lamplighter Inn & Conference Centre

Find out more about Southwestern Ontario

Southwestern Ontario Holiday Homes information

Number of reviews
301
Accommodation
592 Holiday Homes
Lowest Price
AU$161
Highest Price
AU$473

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