Shakespeare Vacation Rentals

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Check prices for these dates

Tonight
Dec 17 - Dec 18
Tomorrow
Dec 18 - Dec 19
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Our top choices for Shakespeare vacation rentals

2-Bedroom Suite | 1 King, 2 Twins, Kitchenette, Fireplace | Living room | TV
The Penrose Suites

Aparthotel in Saint Marys

The Penrose Suites
4.0 star property
9.6 out of 10, Exceptional, (14)
"beautiful property"
United States
David
The price is ￥25,062
￥28,320 total
includes taxes & fees
Dec 21 - Dec 22
The Penrose Suites
Smart TV, fireplace
Hydropool Spa HotTub/Bowling Alley/Patio/BBQ/Games - Gorgeous Corner Condo

Apartment in K-W Hospital

Hydropool Spa HotTub/Bowling Alley/Patio/BBQ/Games - Gorgeous Corner Condo
9.6 out of 10, Exceptional, (16)
"We were very pleased with our stay. The check in process was seamless. The accomodations were great. The apartment had everything we needed. Our host Faran was very responsive. Great location. We would highly recommend. "
United States
Jason L.
The price is ￥10,025
￥27,474 total
includes taxes & fees
Dec 18 - Dec 19
Hydropool Spa HotTub/Bowling Alley/Patio/BBQ/Games - Gorgeous Corner Condo
Interior
This Listing is not yet Live

Cabin in Embro

This Listing is not yet Live
The price is ￥35,778
￥59,246 total
includes taxes & fees
Dec 18 - Dec 19
This Listing is not yet Live
Premium Apartment, City View | Private kitchen | Full-size fridge, microwave, oven, stovetop
St. George Suites by Hoco Hotels Collection

Apartment in Stratford

St. George Suites by Hoco Hotels Collection
4.0 star property
8.4 out of 10, Very Good, (78)
"Excellent choice for a group - very comfortable and clean condition."
Canada
Mary
The price is ￥113,592
￥133,494 total
includes taxes & fees
Dec 30 - Dec 31
St. George Suites by Hoco Hotels Collection
4 bedrooms, desk, iron/ironing board, travel crib
4 Bedroom Luxury House, Free Parking, LRT, Kitchener Downtown, near Chicopee SKI

Vacation Home in Cedar Hill

4 Bedroom Luxury House, Free Parking, LRT, Kitchener Downtown, near Chicopee SKI
9.6 out of 10, Exceptional, (15)
"House was beautiful and very comfortable. "
Canada
Barbara
The price is ￥17,889
￥40,302 total
includes taxes & fees
Jan 12 - Jan 13, 2026
4 Bedroom Luxury House, Free Parking, LRT, Kitchener Downtown, near Chicopee SKI
Fridge, microwave, oven, stovetop
Luxurious and Comfortable Home

Vacation Home in Woodstock

Luxurious and Comfortable Home
9.6 out of 10, Exceptional, (27)
"Easy access and very clean. Location was very close go family and friends"
Canada
Betty Ann V.
The price is ￥15,977
￥30,895 total
includes taxes & fees
Dec 18 - Dec 19
Luxurious and Comfortable Home
Microwave, oven, stovetop, coffee/tea maker
Oversized Trendy Studio Unit in Prime Downtown location

Apartment in Downtown Kitchener

Oversized Trendy Studio Unit in Prime Downtown location
The price is ￥12,052
￥35,194 total
includes taxes & fees
Dec 18 - Dec 19
Oversized Trendy Studio Unit in Prime Downtown location
Microwave, oven, stovetop, coffee/tea maker
Trendy 1 queen bed studio Prime Downtown location

Apartment in Downtown Kitchener

Trendy 1 queen bed studio Prime Downtown location
"A very enjoyable stay in the heart of Kitchener. Parking is not included but the municipal parking directly outside the window was helpful. So quiet despite being right downtown. The heat pump is genius, and we appreciated the AC so much when it was in the 30's over the weekend. Comfortable bed, and everything worked as posted. Thanks!"
Canada
Louise C.
The price is ￥10,893
￥33,584 total
includes taxes & fees
Dec 18 - Dec 19
Trendy 1 queen bed studio Prime Downtown location
Microwave, oven, stovetop, coffee/tea maker
Balcony Studio Unit Queen Bed overlooking the city in Prime Downtown Location

Apartment in Downtown Kitchener

Balcony Studio Unit Queen Bed overlooking the city in Prime Downtown Location
The price is ￥13,211
￥51,621 total
includes taxes & fees
Dec 18 - Dec 19
Balcony Studio Unit Queen Bed overlooking the city in Prime Downtown Location
Property grounds
Relaxing retreat in the country

Cabin in perth east

Relaxing retreat in the country
10.0 out of 10, Exceptional, (104)
"Clean rooms and peaceful area"
Canada
David
The price is ￥16,877
￥30,513 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Relaxing retreat in the country
Microwave, oven, stovetop
Nice, clean welcoming space in the downtown Kitchener area. Family friendly.

Apartment in Victoria Hills

Nice, clean welcoming space in the downtown Kitchener area. Family friendly.
2.0 star property
4.0 out of 10, (2)
"This places is ok. First i would like to saying that description on the web is in correct to stay here is in basement and that's not mention in the website. Second rooms furniture was not clean like it has to be, third in all of the house their were only one trash can and that's in the kitchen only, fouth food was left behind in refrigerator and it was smelling really bad for few minutes we couldn't breathe in that room. For the house thire is only one heating and cooling controller and that was...
United States
Shrey
The price is ￥7,201
￥14,240 total
includes taxes & fees
Dec 18 - Dec 19
Nice, clean welcoming space in the downtown Kitchener area. Family friendly.
Terrace/patio
Union House - 4 bedroom century home, Uptown Waterloo

Vacation Home in Waterloo

Union House - 4 bedroom century home, Uptown Waterloo
10.0 out of 10, Exceptional, (9)
"Great house and location.Busy street - but very quiet inside the house so no impact on our stay.Well stocked with whatever you may need.Walkable to restaurants etc.Enjoyed our stay."
United States
William S.
The price is ￥33,335
￥66,398 total
includes taxes & fees
Dec 18 - Dec 19
Union House - 4 bedroom century home, Uptown Waterloo
TV, DVD player
Union Towers Condo with City Views and Patio

Condo in K-W Hospital

Union Towers Condo with City Views and Patio
9.2 out of 10, Wonderful, (15)
"This was a lovely apartment in a great location. Walking distance to a few restruants and bars. "
Canada
Patricia H.
The price is ￥7,304
￥23,590 total
includes taxes & fees
Dec 18 - Dec 19
Union Towers Condo with City Views and Patio
Fridge, microwave, stovetop, coffee/tea maker
Affordable apartment in central KW

Vacation Home in Alpine

Affordable apartment in central KW
10.0 out of 10, Exceptional, (2)
"Great location in Kitchener. Most places were 5-15 minutes away. Host was very responsive to any thing we needed during our stay. "
United States
Ashley K.
Affordable apartment in central KW
Exterior
The Dior GuestHouse - 1BR - New Built - Wifi

Apartment in Mount Hope Huron Park

The Dior GuestHouse - 1BR - New Built - Wifi
2.0 star property
10.0 out of 10, Exceptional, (3)
"Clean and comfortable. Convenient and quiet location "
Canada
Kristin
The Dior GuestHouse - 1BR - New Built - Wifi
Property grounds
Luxorious High Rise King Suite With Underground Parking

Condo in K-W Hospital

Luxorious High Rise King Suite With Underground Parking
8.0 out of 10, Very Good, (6)
"Good location for visiting family. Host was responsive. Check in and out very smooth."
United States
Cathy v.
The price is ￥12,657
￥32,357 total
includes taxes & fees
Dec 18 - Dec 19
Luxorious High Rise King Suite With Underground Parking
Fridge, microwave, oven, stovetop
3BR Sunshine basement w separate entrance Waterloo

Apartment in Waterloo

3BR Sunshine basement w separate entrance Waterloo
The price is ￥14,064
￥27,716 total
includes taxes & fees
Jan 2 - Jan 3, 2026
3BR Sunshine basement w separate entrance Waterloo
Interior
new house. built in 2022

Vacation Home in Stratford

new house. built in 2022
9.0 out of 10, Wonderful, (15)
"Very spacious location , worked well for our group for 1 night stay "
Canada
Taralee
The price is ￥35,340
￥74,069 total
includes taxes & fees
Dec 22 - Dec 23
new house. built in 2022
Outdoor dining
Boho Chic Suite: WiFi, Free onsite parking, board games, short walk to dwntown!

Apartment in Stratford

Boho Chic Suite: WiFi, Free onsite parking, board games, short walk to dwntown!
10.0 out of 10, Exceptional, (28)
"It felt like home (a very stylish one)! Clean, comfortable and stocked with amenities - washer/dryer, games and a variety of breakfast options."
Canada
Rona K.
The price is ￥14,064
￥31,331 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Boho Chic Suite: WiFi, Free onsite parking, board games, short walk to dwntown!
1 bedroom, iron/ironing board, free WiFi, bed sheets
Peaceful Coach House Oasis

Apartment in Meinzinger Park-Lakeside

Peaceful Coach House Oasis
8.8 out of 10, Excellent, (3)
"Very clean & quiet environment ! Definitely recommend for a stay "
United States
Adam
Peaceful Coach House Oasis
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 Shakespeare Hotel Reviews

Hampton Inn & Suites by Hilton Waterloo St. Jacobs

Hampton Inn & Suites by Hilton Waterloo St. Jacobs

10/10 Excellent
"My entire stay was most relaxing and pleasant. From the front desk greeting upon my arrival, to the beautifully clean room, to the hot & excellant & healthy breakfast, to my efficient check out. The room cleaning staff also courteously helped me when I asked for assistance. Thank you, to each and every one of you who contibuted to my stay. Respectfully."
Brenda 2-night trip
Posted 22 hours ago
Hampton Inn & Suites by Hilton Waterloo St. Jacobs

Find out more about Shakespeare

Search for holiday rentals in Shakespeare on Expedia! You can easily find your home rentals, villas, holiday apartments in Shakespeare using one of the methods below:

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  • Enter your travel dates to view the best deals on holiday rentals in Shakespeare while they last

Look no further and take a look at our great range of rental properties in Shakespeare!

Frequently asked questions

Can I find a vacation rental in Shakespeare?

Yes, we give you a choice of vacation rentals near the most popular sights in Shakespeare, or you can go with a more remote option if you'd like a relaxing place to stay. Shakespeare is known for its festivals and restaurants.

What's the top vacation rental that Shakespeare has to offer?

4 Bedroom Luxury House, Free Parking, LRT, Kitchener Downtown, near Chicopee SKI: Visitors like this Shakespeare vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What’s there to see and do in Shakespeare?

Enjoy the area's cultural attractions such as Festival Theatre, or get outdoors into nature at a spot like Scott Park. Stratford Country Club and Tom Patterson Theatre are a couple of places you'll find in the larger area.

What’s a vacation rental in Shakespeare like?

Vacation rentals are privately owned properties you can book for several days or longer in Shakespeare. Vacation rentals feature extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for small groups.