Holiday Homes in Southwestern Ontario

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Check prices for these dates

Next weekend
21 Nov - 23 Nov
In two weeks
28 Nov - 30 Nov
In one month
12 Dec - 14 Dec
In two months
9 Jan - 11 Jan

Featured Holiday Homes in Southwestern Ontario

Terrace/patio
Dreaden Marigold Suites - Suite 1

Dreaden Marigold Suites - Suite 1

Dresden
10.0 out of 10, Exceptional, (3)
"Large, very clean suite, well appointed"
Canada
Gabriella
The price is NZ$316
includes taxes & fees
1 Dec - 2 Dec
Dreaden Marigold Suites - Suite 1
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)
"We were delighted when we opened the door to this lovely apartment. All I can say is, if you're considering a stay in Guelph and you are considering this property, don't hesitate....grab it!"
United States
April G.
The price is NZ$250
includes taxes & fees
16 Dec - 17 Dec
Cozy and modern bachelor suite with kitchenette and bath
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)
"Beautiful home that suited our needs when we attended a wedding nearby. House was clean and well stocked. Kids highchair and pack & play available. Backyard was fenced in, with patio furniture, a lounge swing, and BBQ. Host was amazing and communication was excellent!"
Canada
Shannon
The price is NZ$406
includes taxes & fees
19 Nov - 20 Nov
Instaworthy Home - Relaxing Patio w/ BBQ - Pet Friendly
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, (64)
"It is a cute clean cottage with a nice outdoor area for us to enjoy the views and for our dogs. All the amenities of home. Nice sized bedrooms and comfortable beds.Easy and clear check in and communication with our host.We definitely enjoyed the area and would like to return."
Canada
Tracey O.
The price is NZ$485
includes taxes & fees
1 Dec - 2 Dec
CJs Lakehouse is 1km to Point Pelee. Huge yard, firepit, pets welcome!
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 NZ$272
includes taxes & fees
18 Nov - 19 Nov
Peele Point Haven Retreat
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)
"Kitchen was great. Quiet and clean. "
Canada
Martha
The price is NZ$299
includes taxes & fees
18 Nov - 19 Nov
Square B+B Quick walk to downtown theatres, restaurants, and shops.
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)
"My son walked the neighbourhood and found the river and the trail, 3 rabbits and a crane ... and lots of mosquitos ...glad he had long pants on. Sorry we didn't meet our host ... but the location was excellent."
Canada
Nancy C.
The price is NZ$265
includes taxes & fees
20 Nov - 21 Nov
Homely, cozy, spacious quiet basement apartment in a lovely neighborhood.
Beach
NEW! Luxury 3BR - 5 minutes to Port Dover Beach

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

Port Dover
9.8 out of 10, Exceptional, (10)
"Will definitely stay here again, has a lot of extra touches, very clean, spacious, uses sustainable products, exactly as pictured, very close to the beach. "
Canada
Noor S.
The price is NZ$459
includes taxes & fees
17 Nov - 18 Nov
NEW! Luxury 3BR - 5 minutes to Port Dover Beach
Fridge, microwave, oven, stovetop
New 2 bedroom legal basement apartment

New 2 bedroom legal basement apartment

Guelph
9.6 out of 10, Exceptional, (14)
"It has all you need. Perhaps not the most centrally located and not a fab neighbourhood, but nothing is that far away in Guelph and the place was very nicely set up. The communication was spot on. I would say that you will need to bring slippers or warm socks as they want you to take you shoes off (of course you should!) but the floor was cold on the feet. Other than that - perfect for the priece."
Canada
Wendy A.
The price is NZ$364
includes taxes & fees
2 Dec - 3 Dec
New 2 bedroom legal basement apartment
Fridge, microwave, oven, stovetop
Luxurious and Comfortable Home

Luxurious and Comfortable Home

Woodstock
9.6 out of 10, Exceptional, (25)
"We thoroughly enjoyed our stay!"
Canada
Jon Y.
The price is NZ$345
includes taxes & fees
1 Dec - 2 Dec
Luxurious and Comfortable 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)
"Ebhrahim was a fantastic host and the stay was excellent! Would easily book again for the next time I visit Windsor."
Canada
Michael
The price is NZ$315
includes taxes & fees
30 Nov - 1 Dec
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
House, Courtyard View | Shared kitchen
Courtland Heaven Retreats

Courtland Heaven Retreats

3.0 star property
Courtland
The price is NZ$187
includes taxes & fees
17 Nov - 18 Nov
Courtland Heaven Retreats
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)
"We had an amazing, relaxing weekend at The Hayloft. Barbie and Alan were wonderful hosts and they ensured that we felt extremey welcome. I have been in the hotel industry for 43 years and it's not often that I am "wowed". Meeting Glen was also an added pleasure. I highly recommend The Hayloft."
Canada
Alan Y.
The price is NZ$364
includes taxes & fees
23 Nov - 24 Nov
Luxury Hayloft retreat close to Turkey Point and Port Dover
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, (28)
"It was a very warm and welcoming home. Clean and well stocked. Lovely comfortable beds and lots of towels , linens and pillows. They thought of everything!"
United States
cheryl K.
The price is NZ$323
includes taxes & fees
23 Nov - 24 Nov
Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement
Fridge, microwave, oven, stovetop
Historical Loft Retreat Minutes to Elora Main St

Historical Loft Retreat Minutes to Elora Main St

2.0 star property
Elora
10.0 out of 10, Exceptional, (2)
"An excellent property to stay at. We had a relaxed weekend Thank you "
Canada
Nyall
The price is NZ$490
includes taxes & fees
18 Nov - 19 Nov
Historical Loft Retreat Minutes to Elora Main St
Interior
Comfortable 2-bedroom walk out basement

Comfortable 2-bedroom walk out basement

Hagersville
9.4 out of 10, Exceptional, (3)
"Some cleaning ciuld be done. Cooking odor from above were strong. Overall a nice rest stop."
Canada
Alan R.
The price is NZ$487
includes taxes & fees
29 Nov - 30 Nov
Comfortable 2-bedroom walk out basement
Children’s area
Cute Vintage Music House in the Heart of London

Cute Vintage Music House in the Heart of London

North London
10.0 out of 10, Exceptional, (1)
"Adorable vintage house, evoked lots of nostalgia with little touches like braided hangers and cool musical touches. Perfect location for our needs, walkable to coffee and campus. "
Canada
May Lynn Q.
The price is NZ$462
includes taxes & fees
17 Nov - 18 Nov
Cute Vintage Music House in the Heart of London
Property grounds
Stylish Downtown Gem - Steps to Spa, Restaurants, Cafes & Park

Stylish Downtown Gem - Steps to Spa, Restaurants, Cafes & Park

Kingsville
10.0 out of 10, Exceptional, (21)
"The house is newly renovated, beautifully appointed and just as advertised! The hosts are very attentive and respond quickly to any inquiry. This will be our go-to rental property in Kingsville!"
Canada
Warren H.
The price is NZ$623
includes taxes & fees
25 Nov - 26 Nov
Stylish Downtown Gem - Steps to Spa, Restaurants, Cafes & Park
2 bedrooms, WiFi, bed sheets
Entire place, Ground level walkout Basement with Huge backyard

Entire place, Ground level walkout Basement with Huge backyard

Orangeville
7.2 out of 10, Good, (23)
"Stayed only for one night unfortunately. Great hosts and they ensured I had everything I needed."
Canada
G B.
The price is NZ$220
includes taxes & fees
12 Dec - 13 Dec
Entire place, Ground level walkout Basement with Huge backyard
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
The price is NZ$520
includes taxes & fees
3 Dec - 4 Dec
Fall Nordic Cottage Retreat with Hot Tub 60 Minutes from City
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

DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites

10/10 Excellent
"Had the best stay at the Double tree Windsor. The room was spotless, clean, and just perfect. Bed was so comfortable and clean. Staff were so friendly and helpful. Loved it! Will definitely return."
Mariam 1-night trip
Posted 1 day ago
DoubleTree by Hilton Windsor Hotel & Suites

Find out more about Southwestern Ontario

Southwestern Ontario Holiday Homes information

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