Holiday Homes in Southwestern Ontario

Start date: Check-in selected.
To Date
End date: Check-out
    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

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Featured Holiday Homes in Southwestern Ontario

Eatate 2acres
Exterior

Eatate 2acres

6.4 out of 10, (6)
Eatate 2acres
Cozy retreat home in Guelph. Pet-friendly!
Exterior detail

Cozy retreat home in Guelph. Pet-friendly!

10.0 out of 10, Exceptional, (4)
"Great stay, very clean. Great proximity. Enjoyed the space."
The price is NZ$333
includes taxes & fees
13 Oct - 14 Oct
Cozy retreat home in Guelph. Pet-friendly!
Blue View Chalets
Chalet, 4 Bedrooms, Beachfront (BV 10 - Aqua Center, No Pool Access) | Terrace/patio

Blue View Chalets

3.5 star property
9.2 out of 10, Wonderful, (55)
"Graet location and great host"
Blue View Chalets
GLOBALSTAY Brand New House in Port Elgin
Full-sized fridge, microwave, oven, stovetop

GLOBALSTAY Brand New House in Port Elgin

4.0 star property
6.6 out of 10, (27)
"What a beautiful property big and spacious decor was awesome. We will love to return. "
GLOBALSTAY Brand New House in Port Elgin
Executive Snowbridge 4 Bedroom Townhome Located in Resort Zone with Pool/Shuttle
Indoor pool, outdoor pool

Executive Snowbridge 4 Bedroom Townhome Located in Resort Zone with Pool/Shuttle

9.6 out of 10, Exceptional, (94)
"Mike was great. Property had everything the group needed for a night stay."
The price is NZ$766
includes taxes & fees
6 Oct - 7 Oct
Executive Snowbridge 4 Bedroom Townhome Located in Resort Zone with Pool/Shuttle
Top Location 3 BDRM, Private Sauna, Mountain Views
Pool

Top Location 3 BDRM, Private Sauna, Mountain Views

10.0 out of 10, Exceptional, (31)
"Excellent location We enjoyed our visit.Walking distance to all the attractions and amenities."
The price is NZ$637
includes taxes & fees
4 Oct - 5 Oct
Top Location 3 BDRM, Private Sauna, Mountain Views
Private cottage nestled in the trees near tranquil Tobermory with WiFi, AC
Terrace/patio

Private cottage nestled in the trees near tranquil Tobermory with WiFi, AC

10.0 out of 10, Exceptional, (10)
"Very comfortable, great location."
Private cottage nestled in the trees near tranquil Tobermory with WiFi, AC
Beautiful Bungalow on Grand River in Fergus.
Exterior

Beautiful Bungalow on Grand River in Fergus.

9.8 out of 10, Exceptional, (15)
"Host were wonderful, quick response, place was beautiful. "
The price is NZ$495
includes taxes & fees
5 Oct - 6 Oct
Beautiful Bungalow on Grand River in Fergus.
Elegant Home in Elora with Stylish Décor and Excellent Location
Fridge, microwave, oven, stovetop

Elegant Home in Elora with Stylish Décor and Excellent Location

9.6 out of 10, Exceptional, (23)
"Had a great day in Elora we came for our anniversary as we got married here five years ago so easy to walk to all the local attractions had a great time staying with her two young children fire pit in the backyard and hot tub were a nice luxury will come back to stay again"
The price is NZ$736
includes taxes & fees
5 Oct - 6 Oct
Elegant Home in Elora with Stylish Décor and Excellent Location
The Coastal Bungalow
TV, fireplace, books

The Coastal Bungalow

8.0 out of 10, Very good, (1)
"Nice cottage to stay for a few days to see northern bruce peninsula. Absolutely quiet surroundings, no neighbours and enough space with a beautiful garden. Very nice hosts."
The Coastal Bungalow
Luxury 5-Bed London Retreat: Heated Pool, Hot Tub & Sauna!! - Ultimate Comfort!
A heated pool

Luxury 5-Bed London Retreat: Heated Pool, Hot Tub & Sauna!! - Ultimate Comfort!

10.0 out of 10, Exceptional, (15)
"Excellent house and even better host!"
The price is NZ$1,148
includes taxes & fees
6 Oct - 7 Oct
Luxury 5-Bed London Retreat: Heated Pool, Hot Tub & Sauna!! - Ultimate Comfort!
The Mountains are Calling, Unit 105 | Townhome in The Blue Mountains
Fridge, microwave, oven, stovetop

The Mountains are Calling, Unit 105 | Townhome in The Blue Mountains

9.0 out of 10, Wonderful, (6)
"Great property "
The price is NZ$665
includes taxes & fees
5 Oct - 6 Oct
The Mountains are Calling, Unit 105 | Townhome in The Blue Mountains
Cliff Side Beach House (Private Beach)
Terrace/patio

Cliff Side Beach House (Private Beach)

10.0 out of 10, Exceptional, (11)
"The house was packed with everything we needed and Kayla was so helpful! It was a beautiful property to hang out with friends and enjoy grand bend "
The price is NZ$720
includes taxes & fees
20 Oct - 21 Oct
Cliff Side Beach House (Private Beach)
Beautiful sunsets await you at The Beach House
Interior

Beautiful sunsets await you at The Beach House

9.4 out of 10, Exceptional, (10)
"We were able to visit several tourist locations in the area of Leamington and Kingsville"
Beautiful sunsets await you at The Beach House
The Simple Escape
Microwave, stovetop, dishwasher

The Simple Escape

9.0 out of 10, Wonderful, (2)
"It’s a comfortable, clean space love the ambiance. However getting to the entrance and operating the lock is problematic in the evening for late checking in. The pavers-walkway are not well laid which could result in a fall and the outside walkway to the entrance is not not well lit. Stephanie is a good hostess. I enjoyed being there. I will stay there in my future visit to the area. "
The price is NZ$280
includes taxes & fees
13 Oct - 14 Oct
The Simple Escape
Luxury modern cottage home 5mins to Southhampton Beach
Smart TV, fireplace, computer monitors

Luxury modern cottage home 5mins to Southhampton Beach

10.0 out of 10, Exceptional, (5)
"This property is truly luxury and true to the pictures! I stayed at this cottage for 2 days with my family and we all loved it. The host was very responsive, gracious and helpful. The cottage is very close to Southhampton beach and Saugeen beach. The cottage is also very close to a grocery store which was very convenient. "
Luxury modern cottage home 5mins to Southhampton Beach
Instaworthy Home - Relaxing Patio w/ BBQ - Pet Friendly
Smart TV, books

Instaworthy Home - Relaxing Patio w/ BBQ - Pet Friendly

9.8 out of 10, Exceptional, (16)
"We had a great time, the house was clean and the host was constantly "
The price is NZ$458
includes taxes & fees
5 Oct - 6 Oct
Instaworthy Home - Relaxing Patio w/ BBQ - Pet Friendly
4 Bedroom Cottage- 129 Big Tub Rd
Outdoor dining

4 Bedroom Cottage- 129 Big Tub Rd

10.0 out of 10, Exceptional, (1)
"We had a great stay at this property and it was very convenient to all Tobermory has to offer. The beds were comfortable and clean. "
4 Bedroom Cottage- 129 Big Tub Rd
Welcome to the Lake House
Property grounds

Welcome to the Lake House

10.0 out of 10, Exceptional, (23)
"The Lake House is a beautiful and relaxing stay with all the amenities you could ask for. It’s a great location to explore the Bruce Peninsula and Georgian Bay.Denise was a wonderful and welcoming host and provided us with great recommendations to enjoy during our stay."
Welcome to the Lake House
Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement
Dining

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

10.0 out of 10, Exceptional, (25)
"Great stay in Grimsby while attending a wedding. VRBO was beautiful and luxurious, especially the shower! Easy booking and checking in process."
The price is NZ$323
includes taxes & fees
13 Oct - 14 Oct
Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southwestern Ontario Hotel Reviews

Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

10/10 Excellent
"Excellent"
Williamjeet 1-night trip
Posted 12 hours ago
Holiday Inn Express Windsor Waterfront by IHG

Find out more about Southwestern Ontario

Find out more about Southwestern Ontario

Southwestern Ontario Holiday Homes information

Number of reviews
350
Accommodation
626 Holiday Homes
Lowest Price
NZ$280
Highest Price
NZ$1,148

Explore a world of travel with Expedia

Explore a world of travel with Expedia