Southwestern Ontario Holiday Houses

Southwestern Ontario Holiday Homes
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Our top choices for Southwestern Ontario holiday homes

A modern two-story house with a garage, a wooden lower floor, and a dark upper floor.

A modern bathroom with a glass shower enclosure, a white vanity with a mirror, and a small potted plant on the counter.

A modern kitchen with a white cabinet, a round dining table with white chairs, a vase with flowers, and a hanging light fixture.

A bedroom with a bed, a desk, and a nightstand.

1. 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, (58 reviews)

9.8/10

Exceptional

(58 reviews)

"Property was clean and ready for us! Michele was a great host! Would definitely go back if we need a place to stay visiting Stratford!"

Micah De

The price is NZ$296

NZ$296

includes taxes & fees

1 Oct - 2 Oct

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

A kitchen with white cabinets, a microwave, a stove, a coffee maker, and a toaster.

A bedroom with a bed, a nightstand, a lamp, a heater, and a window with a view of buildings.

A living room with a wooden coffee table, a dark entertainment unit with a flat-screen TV, a vase with branches, and a window with sheer curtains.

A dining area with a table set for four, a vase with white flowers, and a painting on the wall.

2. Cozy Condo Townhome

Cozy Condo Townhome

Laurentian Hills

6.4 out of 10, (5 reviews)

6.4/10

(5 reviews)

"Karolina was a fantastic host from start to finish. She's super responsive and any issue I had was resolved the same day. The neighborhood itself is quiet for the most part. Highly recommend this place if you're looking for a comfortable stay with a host who looks out for her guests."

wilma

The price is NZ$236

NZ$236

includes taxes & fees

13 Oct - 14 Oct

Cozy Condo Townhome

A room with a stone pillar, a black chair, a cushioned bench, and a wicker chair with a floral cushion.

A wooden deck with a lattice fence, a round table, two chairs, and potted plants.

A modern kitchen with a microwave, toaster, and sink. There are framed pictures on the wall and a fireplace.

A two-story stone building with a white front door, a small porch, and a Canadian flag.

3. Ambassador B & B Guest Home

Ambassador B & B Guest Home

Stratford

9.6 out of 10, Exceptional, (19 reviews)

9.6/10

Exceptional

(19 reviews)

"The owners were kind and breakfast was plentiful."

Maria

The price is NZ$317

NZ$317

includes taxes & fees

4 Oct - 5 Oct

Ambassador B & B Guest Home

A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a glass table and white chairs.

A modern interior with a round dining table, a potted plant, and a white storage box.

A modern living room with a sofa, a round table, and a hanging plant.

A modern kitchen with white cabinetry, stainless steel appliances, and a glass dining table.

4. Cozy 2 Bedroom+50" TV+Sleeps 6+Lower Unit

Cozy 2 Bedroom+50" TV+Sleeps 6+Lower Unit

Meinzinger Park-Lakeside

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Nice and comfortable!"

Alonso

The price is NZ$331

NZ$331

includes taxes & fees

6 Oct - 7 Oct

Cozy 2 Bedroom+50" TV+Sleeps 6+Lower Unit

A spacious living area with a loft bedroom, a kitchen, and a staircase.

A brick building with a white door, two potted plants, and a sign above the door that reads "Carriage House Inn".

A covered patio with a wooden pergola, a barbecue grill, and outdoor seating.

A round dining table with four white chairs, a potted plant, and a candle on a wooden tray.

5. Carriage House Suite Downtown Stratford

Carriage House Suite Downtown Stratford

Stratford

9.6 out of 10, Exceptional, (20 reviews)

9.6/10

Exceptional

(20 reviews)

"Very lovely property centrally located."

Lesia K.

The price is NZ$488

NZ$488

includes taxes & fees

18 Oct - 19 Oct

Carriage House Suite Downtown Stratford

A living room with a brick wall, a flat-screen TV, a coffee table, a sofa, and a staircase with white railings.

A living room with a brown leather sofa, a coffee table, a TV on a brick wall, and a dining area in the background.

A living room with a brick wall, a sliding glass door leading to a backyard, a flat-screen TV, and a coffee table.

A kitchen with a microwave, coffee maker, and shelves with kitchen items. There is a clock on the wall and a table with chairs.

6. 2 min to AUD | Private Getaway w/ Firepit

2 min to AUD | Private Getaway w/ Firepit

Kitchener

9.4 out of 10, Exceptional, (17 reviews)

9.4/10

Exceptional

(17 reviews)

"Impressive place"

iman s.

The price is NZ$208

NZ$208

includes taxes & fees

26 Oct - 27 Oct

2 min to AUD | Private Getaway w/ Firepit

A modern two-story house with a stone facade, a garage, and a front porch.

A spacious living area with a glass dining table, a sofa, and a bed.

A modern kitchen with a built-in oven, microwave, and dishwasher.

A grassy area with a pathway and a lamppost.

7. The Simple Escape -2 bed apartment

The Simple Escape -2 bed apartment

Doon South

9.0 out of 10, Wonderful, (27 reviews)

9.0/10

Wonderful

(27 reviews)

"Had a very relaxing stay at this property. Located in a quiet and well maintained neighbourhood. The host was very responsive and did their best to ensure our needs were met during our stay. Would definitely recommend!"

Jereal

The price is NZ$343

NZ$343

includes taxes & fees

18 Oct - 19 Oct

The Simple Escape -2 bed apartment

A modern, compact living space with a kitchenette, a dining area, and a bedroom with patterned bedding.

A modern kitchen with white cabinets, a built-in oven, and a coffee maker. There is a dining area with a table and chairs.

A dining area with a round table and four white chairs, two windows with blinds, and a wooden floor.

A kitchen drawer containing stainless steel pots and pans.

8. 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, (10 reviews)

10/10

Exceptional

(10 reviews)

"Quiet place to work while I was in town without distractions."

Debbie

The price is NZ$229

NZ$229

includes taxes & fees

11 Oct - 12 Oct

Cozy and modern bachelor suite with kitchenette and bath

A modern two-story house with a patio area featuring outdoor furniture and a red umbrella.

A backyard with a wooden fence, a patio with two chairs, a table, and various plants and flowers.

A bedroom with a bed, a window with a view, a kitchen area with a coffee maker, and a TV on the wall.

A room with a wooden desk, a chair, a vase with flowers, a lamp, and a framed picture on the wall.

9. Stone's Throw Stratford - The Loft plus 1 bedroom

Stone's Throw Stratford - The Loft plus 1 bedroom

Stratford City Centre

10.0 out of 10, Exceptional, (21 reviews)

10/10

Exceptional

(21 reviews)

"Great accommodation. Very friendly owners. Perfect location. "

Rhonda L.

The price is NZ$515

NZ$515

includes taxes & fees

4 Oct - 5 Oct

Stone's Throw Stratford - The Loft plus 1 bedroom

A modern kitchen with a marble countertop and a built-in sink, a grey sofa with cushions, and a flat-screen TV mounted on the wall.

A modern interior with a wooden staircase, wicker chairs, and a blue accent wall.

A modern living room with a fireplace, a television, and large windows offering a view of the outdoors.

A dining area with a large table set for six, surrounded by chairs, with a view of trees through large windows.

10. Crosswinds Townhomes

Crosswinds Townhomes

3.0 star property

The Blue Mountains

9.4 out of 10, Exceptional, (27 reviews)

9.4/10

Exceptional

(27 reviews)

"We enjoyed our stay! Beautiful property"

Marianna

The price is NZ$499

NZ$499

includes taxes & fees

7 Oct - 8 Oct

Crosswinds Townhomes

A modern living room with a leather sofa, a glass coffee table, and a brick accent wall.

A living room with a white sofa, a brown leather couch, and a coffee table. There is a TV mounted on the wall and a wooden slat partition on the right side.

11. 4 Bedroom Luxury House, Free Parking, LRT, Kitchener Downtown, near Chicopee SKI

4 Bedroom Luxury House, Free Parking, LRT, Kitchener Downtown, near Chicopee SKI

Cedar Hill

8.8 out of 10, Excellent, (33 reviews)

8.8/10

Excellent

(33 reviews)

"Everything was very good, warm and cozy spot with lots of things to do close by."

rob b.

The price is NZ$444

NZ$444

includes taxes & fees

5 Oct - 6 Oct

4 Bedroom Luxury House, Free Parking, LRT, Kitchener Downtown, near Chicopee SKI

A modern living room with a black sofa, two armchairs, a coffee table, and a chandelier.

A modern kitchen with a black countertop, bar stools, and a large mirror.

A hallway with a black door, a staircase, and a chandelier.

A modern kitchen with a central island, bar stools, a microwave, and a sink.

12. new house. built in 2022

new house. built in 2022

Stratford

8.8 out of 10, Excellent, (30 reviews)

8.8/10

Excellent

(30 reviews)

"Comfortable beds and a gift waiting for us! Thank you. "

GN B.

The price is NZ$909

NZ$909

includes taxes & fees

24 Oct - 25 Oct

new house. built in 2022

A wooden deck with a table and chairs, a sofa, and a barbecue grill.

A kitchen with white cabinets, a stainless steel stove, a microwave, and a window with a view of a backyard.

A row of two-story houses with front porches and a sidewalk.

A modern kitchen with white cabinets, a wooden dining table with benches, and a potted plant on the table.

13. Beautiful 3 bedroom century home steps from uptown

Beautiful 3 bedroom century home steps from uptown

Waterloo

9.6 out of 10, Exceptional, (18 reviews)

9.6/10

Exceptional

(18 reviews)

"Well stocked house with an excellent central position in the city.Host was fast and responsive.Would stay again!"

Rory W.

The price is NZ$526

NZ$526

includes taxes & fees

27 Oct - 28 Oct

Beautiful 3 bedroom century home steps from uptown

A modern kitchen with white cabinets, a black faucet, a coffee maker, and a stainless steel oven.

A modern living room with a grey sofa, a small table, and a staircase leading to a kitchen area.

A single-story house with a gabled roof, a front door with a small porch, and a window on the right side.

A bedroom with a bed, bedside table, and a window with curtains.

14. The Millertime Den

The Millertime Den

Brantford

9.4 out of 10, Exceptional, (9 reviews)

9.4/10

Exceptional

(9 reviews)

"It was perfect"

Jaemy

The price is NZ$236

NZ$236

includes taxes & fees

13 Oct - 14 Oct

The Millertime Den

A garden with raised flower beds, a gnome statue, and a large rock centerpiece.

A kitchen with a variety of appliances and decorations, including a red clock, a teapot, and a small figurine on the counter.

A compact kitchen with a sink, stove, and a window with blinds.

A hotel room with a bed, a chair, a table, and a lamp.

15. Cozy furnished rooms for rent. Kitchener, Ontario. Nightly, Weekly, Monthly $50

Cozy furnished rooms for rent. Kitchener, Ontario. Nightly, Weekly, Monthly $50

Laurentian Hills

The price is NZ$131

NZ$131

includes taxes & fees

13 Oct - 14 Oct

Cozy furnished rooms for rent. Kitchener, Ontario. Nightly, Weekly, Monthly $50

A living room with a beige sofa, a dark blue sectional sofa, and a round coffee table.

A living room with a beige sofa, a blue sectional sofa, a round coffee table, and a fireplace.

A hallway with a wooden staircase, a coat rack, and a door with a geometric glass pattern.

16. Short Term Cozy stay in beautiful Fergus

Short Term Cozy stay in beautiful Fergus

Fergus

8.0 out of 10, Very good, (4 reviews)

8.0/10

Very good

(4 reviews)

"Host was helpful"

Paul M.

The price is NZ$547

NZ$547

includes taxes & fees

4 Oct - 5 Oct

Short Term Cozy stay in beautiful Fergus

A living room with a glass table, a potted plant, a painting, a TV, and a window with curtains.

A drawer containing various kitchen utensils including spoons, forks, knives, and a corkscrew.

A living room with a grey sofa, a round coffee table, a fluffy rug, a lamp, and a painting on the wall.

A compact kitchen with a dining area, a built-in oven, and a window with blinds.

17. Affordable 1BHK close to Riverside, Casino, University & USA Border.

Affordable 1BHK close to Riverside, Casino, University & USA Border.

Bridgeview

9.0 out of 10, Wonderful, (2 reviews)

9.0/10

Wonderful

(2 reviews)

"Nice place, good location, host was nice and helpful"

Abby M.

The price is NZ$191

NZ$191

includes taxes & fees

26 Oct - 27 Oct

Affordable 1BHK close to Riverside, Casino, University & USA Border.

A neatly made bed with a white comforter and pillows, a wooden floor, and a window with dark curtains.

A kitchen with open wooden cabinets, a microwave, a toaster, and a window with a view of greenery.

A wooden deck with a stone wall, a white door, and a small window.

A single-story building with a white door, a small window above it, and a wall-mounted light fixture.

18. Little Belle River home

Little Belle River home

Belle River

10.0 out of 10, Exceptional, (11 reviews)

10/10

Exceptional

(11 reviews)

"My wife and I were very happy with our stay. We will definitely come back the next time we’re in the area."

GJ D.

The price is NZ$176

NZ$176

includes taxes & fees

5 Oct - 6 Oct

Little Belle River home

An aerial view of a riverside property with a large building, a garden, and a small pond.

A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a stainless steel range hood.

A living room with a fireplace, a television, two armchairs, a coffee table, and a window with curtains.

A dining area with a wooden table and chairs, a white cabinet with glassware, and a hanging light fixture.

19. Beautiful Bungalow on Grand River in Fergus.

Beautiful Bungalow on Grand River in Fergus.

Fergus

9.8 out of 10, Exceptional, (28 reviews)

9.8/10

Exceptional

(28 reviews)

"The property was beautifully kept and very easy communication with the owner. I would recommend this place to anyone wanting to stay in the Fergus area. "

Aubrey B.

The price is NZ$498

NZ$498

includes taxes & fees

5 Oct - 6 Oct

Beautiful Bungalow on Grand River in Fergus.

A living room with a sofa set, a coffee table, and a television. There are large windows and a ceiling fan.

A bedroom with a bed, a door, a wall-mounted picture, and a radiator.

A kitchen with wooden cabinets, a white refrigerator, a microwave, and a coffee maker.

A residential area with houses surrounded by dense trees.

20. Country Oasis in the Village

Country Oasis in the Village

Elora

9.0 out of 10, Wonderful, (15 reviews)

9.0/10

Wonderful

(15 reviews)

"We enjoyed the stay"

Somiruwan

The price is NZ$561

NZ$561

includes taxes & fees

1 Oct - 2 Oct

Country Oasis in the Village

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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