A red brick church with a steeple, surrounded by residential buildings and a green field.

Shakespeare Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Shakespeare vacation homes

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

1. new house. built in 2022

new house. built in 2022
Stratford
8.8 out of 10, Excellent, (30 reviews)
"Comfortable beds and a gift waiting for us! Thank you. "
Canada
GN B.
The price is CA $341
CA $688 total
includes taxes & fees
Sep 13 - Sep 14
new house. built in 2022
A room with a stone pillar, a black chair, a cushioned bench, and a wicker chair with a floral cushion.

2. Ambassador B & B Guest Home

Ambassador B & B Guest Home
Stratford
9.6 out of 10, Exceptional, (18 reviews)
"The owners were kind and breakfast was plentiful."
United States
Maria
The price is CA $190
CA $255 total
includes taxes & fees
Sep 13 - Sep 14
Ambassador B & B Guest Home
A spacious living area with a loft bedroom, a kitchen, and a staircase.

3. Carriage House Suite Downtown Stratford

Carriage House Suite Downtown Stratford
Stratford
9.6 out of 10, Exceptional, (19 reviews)
"Very lovely property centrally located."
United States
Lesia K.
The price is CA $197
CA $366 total
includes taxes & fees
Sep 20 - Sep 21
Carriage House Suite Downtown Stratford
A modern living room with a large abstract painting, wooden shelving, a grey sofa, and a marble coffee table.

4. Bradshaw Lofts: Borealis

Bradshaw Lofts: Borealis
Stratford
10.0 out of 10, Exceptional, (1 review)
"Great place. Convenient and close to downtown. Comfortable. I had a problem with the dishwasher and the manager responded right away. My only comment (and it's somewhat trivial) is the bedding needs to fit the bed."
Canada
Kendra
The price is CA $206
CA $456 total
includes taxes & fees
Sep 14 - Sep 15
Bradshaw Lofts: Borealis
A modern two-story house with a garage, a wooden lower floor, and a dark upper floor.

5. 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, (57 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!"
Canada
Micah De
The price is CA $122
CA $238 total
includes taxes & fees
Sep 13 - Sep 14
Square B+B Quick walk to downtown theatres, restaurants, and shops.
A modern two-story house with a patio area featuring outdoor furniture and a red umbrella.

6. 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, (19 reviews)
"Great accommodation. Very friendly owners. Perfect location. "
New Zealand
Rhonda L.
The price is CA $234
CA $414 total
includes taxes & fees
Sep 13 - Sep 14
Stone's Throw Stratford - The Loft plus 1 bedroom
A modern living room with a sectional sofa, a flat-screen TV, and a dining area with a table and chairs.

7. Nestled in the heart of the charming Wellesley.

Nestled in the heart of the charming Wellesley.
Wellesley
The price is CA $355
CA $841 total
includes taxes & fees
Oct 5 - Oct 6
Nestled in the heart of the charming Wellesley.
A living room with a sofa, a coffee table, and a dining area with a table and chairs.

8. 4 BD Family Retreat - Basement not included (Occupied)

4 BD Family Retreat - Basement not included (Occupied)
Stratford
9.0 out of 10, Wonderful, (7 reviews)
"Lovely overall"
United States
sarah s.
The price is CA $424
CA $670 total
includes taxes & fees
Sep 12 - Sep 13
4 BD Family Retreat - Basement not included (Occupied)
A room with a stone pillar, a black chair, a cushioned bench, and a wicker chair with a floral cushion.

9. Ambassador B & B Guest Home

Ambassador B & B Guest Home
Stratford
9.2 out of 10, Wonderful, (10 reviews)
"Had a nice stay here. Free parking, easy check-in, comfortable beds, great location and a lovely breakfast with fresh fruit the next day make it an easy choice"
Canada
Meredith A.
The price is CA $360
CA $482 total
includes taxes & fees
Sep 13 - Sep 14
Ambassador B & B Guest Home
A two-story stone building with a white front door, a small porch, and a Canadian flag.

10. Ambassador B & B Guest Home

Ambassador B & B Guest Home
Stratford
10.0 out of 10, Exceptional, (2 reviews)
"We had a beautiful stay in Stratford. This property is in the perfect location. It is a very close walk to all theaters, the river and gardens, restaurants and shops. I would highly recommend staying here. The hosts are absolutely wonderful and breakfast was fantastic!! We cannot wait to visit Stratford again and will definitely stay here again."
United States
Scott S.
The price is CA $560
CA $749 total
includes taxes & fees
Sep 13 - Sep 14
Ambassador B & B Guest Home
A cozy living area with a stone wall, a brown leather couch, a wicker chair, and a hanging flower basket.

11. Ambassador B & B Guest Home

Ambassador B & B Guest Home
Stratford
9.8 out of 10, Exceptional, (8 reviews)
"Great host made sure we were well taken care of. Awesome location it was walking distance to restaurants, shops and theatres. Four couples and we had a fabulous stay. "
Canada
big d.
The price is CA $750
CA $998 total
includes taxes & fees
Sep 20 - Sep 21
Ambassador B & B Guest Home
A spacious living room with a fireplace, built-in shelving, a large window, and a cozy seating area.

12. 5-bedroom bungalow with pool, Hot tub, fire pit, play ground, in CrossHill On

5-bedroom bungalow with pool, Hot tub, fire pit, play ground, in CrossHill On
Saint Clements
6.0 out of 10, (3 reviews)
"The property was fine and had the amenities described; however, a number of cleanliness items took away from the experience. For example, potato chips on front entrance foyer; dishwasher door dirt on outside and inside; toothpaste on the ensuite sink; hairs hanging from the ensuite shower head; chair/couch dirty; cold air intake in family room/kitchen had dirt and/or mold on it; coffee maker not usable due to dirt and/or mold; rolled up decorative towel in ensuite had particles on it that...
United States
Gary T.
The price is CA $495
CA $1,220 total
includes taxes & fees
Sep 13 - Sep 14
5-bedroom bungalow with pool, Hot tub, fire pit, play ground, in CrossHill On

13. Beautiful basement

Beautiful basement
Wilmot
8.8 out of 10, Excellent, (3 reviews)
"Very clean, has everything you need, really nice place to stay!"
United States
Derek D.
The price is CA $105
CA $207 total
includes taxes & fees
Sep 21 - Sep 22
Beautiful basement
A modern living room with a sofa, dining table, and chairs, a kitchen with white cabinets and appliances, and a small island with plants.

14. Comfy 3bed Woodstock Escape Upper Level home with 2nd floor Living Room,AC +more

Comfy 3bed Woodstock Escape Upper Level home with 2nd floor Living Room,AC +more
Woodstock
9.6 out of 10, Exceptional, (10 reviews)
"Great communication with the host and the property had everything we needed. Good location and would definitely consider for our next trip to WoodstockThanks"
United States
Suella M.
The price is CA $99
CA $297 total
includes taxes & fees
Sep 13 - Sep 14
Comfy 3bed Woodstock Escape Upper Level home with 2nd floor Living Room,AC +more
A two-story house with a symmetrical facade, a central entrance with a porch, and a small circular window above the door.

15. 1 bed 1 bath Townhome

1 bed 1 bath Townhome
Highland West
8.0 out of 10, Very good, (2 reviews)
"Needs some TLC"
United States
LAURA S.
The price is CA $113
CA $159 total
includes taxes & fees
Sep 30 - Oct 1
1 bed 1 bath Townhome

16. 1 bedroom basement unit separate entrance.

1 bedroom basement unit separate entrance.
Laurentian West
The price is CA $122
CA $169 total
includes taxes & fees
Sep 12 - Sep 13
1 bedroom basement unit separate entrance.
A garden with raised flower beds, a gnome statue, and a large rock centerpiece.

17. 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 CA $65
CA $105 total
includes taxes & fees
Sep 18 - Sep 19
Cozy furnished rooms for rent. Kitchener, Ontario. Nightly, Weekly, Monthly $50
A wooden deck with a table and chairs, a sofa, and a barbecue grill.

18. 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)
"Well stocked house with an excellent central position in the city.Host was fast and responsive.Would stay again!"
United States
Rory W.
The price is CA $195
CA $428 total
includes taxes & fees
Oct 1 - Oct 2
Beautiful 3 bedroom century home steps from uptown
A wooden deck with outdoor furniture, including a table and chairs, and a covered grill area.

19. Union House - 4 bedroom century home, Uptown Waterloo

Union House - 4 bedroom century home, Uptown Waterloo
Waterloo
10.0 out of 10, Exceptional, (10 reviews)
"Booked the property for a night. The experience was awesome. The host is super responsive. "
Canada
Himanshu G.
The price is CA $279
CA $567 total
includes taxes & fees
Oct 1 - Oct 2
Union House - 4 bedroom century home, Uptown Waterloo
A kitchen with white cabinets, a microwave, a stove, a coffee maker, and a toaster.

20. Cozy Condo Townhome

Cozy Condo Townhome
Laurentian Hills
5.6 out of 10, (4 reviews)
"We didn’t actually stay here as there was a glitch and the property wasn’t available but the host was very nice and let me know super quick "
Canada
jennifer j.
The price is CA $92
CA $192 total
includes taxes & fees
Sep 22 - Sep 23
Cozy Condo Townhome
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

Best Western Plus Woodstock Inn & Suites

Best Western Plus Woodstock Inn & Suites

10/10 Excellent
"Property very well taken care of, great rooms."
Kathleen 1-night trip
Posted 4 hours ago
Best Western Plus Woodstock Inn & Suites

Find out more about Shakespeare

Shakespeare Vacation Homes information

Number of reviews
118
Accommodation
86 Vacation Homes
Lowest Price
CA $105
Highest Price
CA $1,220

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