Vacation rentals in Shakespeare

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Top-rated vacation rentals in Shakespeare

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Guest favorite

Guest suite in Baden

4.91 out of 5 average rating, 136 reviews

Luxury King Suite with Fireplace

Spacious and bright private suite with a full kitchen, king bedroom, living/dinning area with gas fireplace and a full bathroom. Light breakfast foods are available in your kitchen for your use in the mornings. Baden is close to K-W (15 minutes) and just a minute away from the 7/8 expressway. 20 minutes to St. Jacob's market and Stratford. This is an in-law suite on the basement level with extra large windows for a bright and comfortable living space. Great space for business travel or couples.

Jul 1 – 8

$73 per night

Guest favorite

Guest suite in Stratford

4.97 out of 5 average rating, 313 reviews

Beautiful Modern Guestsuite with Private Entry

Located in Stratford, on a 2 acre property with mature trees yet steps from many amenities such as grocery stores & restaurants etc. Enjoy self check-in with your own private keyless entry, 2 floors of open-concept living, lots of windows & skylights to let natural light in. Enjoy the extremely High Speed Fibre Optic internet (551 MBPS). The eat-in kitchen comes well equipped. Unwind on the outdoor patio where you can take in the sunsets or stargaze. Plenty of free parking and no cleaning fees

Apr 30 – May 7

$97 per night

Guest favorite

Home in New Hamburg

5.0 out of 5 average rating, 82 reviews

The Heart of New Hamburg - Picturesque Modern Home

This newly renovated schoolhouse doubles as a picturesque live-in museum! Well lit with stately windows, the upper level delivers a fusion of classic and modern with a fully equipped kitchen, master bedroom and large bathroom with a quaint tub and hand crafted fittings. The lower level boasts of 2 bedrooms with bathrooms, a cozy living area, kitchenette, dedicated workspace and separate entrance. The back patio has heated flooring; making the winter months bearable for outdoor activities.

Jul 21 – 28

$148 per night

Guest favorite

Bungalow in Saint Marys

4.93 out of 5 average rating, 116 reviews

The Old Blue Cottage of St. Marys

Placed perfectly only a half block from the Thames River in the hidden architectural wonderland that is St Marys, Ontario is the recently renovated ‘Old Blue Cottage’. Just south of Stratford, 20 minutes northeast of London and a little under an hour’s drive from Kitchener-Waterloo you’ll find this quaint two-bedroom retreat; one featuring a bunk bed, and principle bedroom with a walkout to the covered back deck. There’s also a fold-out couch for extra guests in the great room. HST Inclusive

Sep 24 – Oct 1

$111 per night

Guest favorite

Guest suite in Tavistock

4.96 out of 5 average rating, 102 reviews

Home away from home

You will feel right at home in this beautiful space! One large room has kitchenette (NO stove) with fridge, microwave, bar sink and keurig for coffee/tea, pub height table w/seating for 4, recroom with elec fireplace, large TV w/cable, Netflix, Prime Video, new sectional with chaise and reclining seats along with a desk! Enjoy the separate bedroom with queen size bed, desk, dresser & closet, cable TV. The separate bathroom offers double vanity, toilet and shower. There are 2 cats living here!

Jul 3 – 10

$79 per night

Guest favorite

Cottage in New Dundee

4.87 out of 5 average rating, 142 reviews

Safe and Clean Cozy Waterfront Cottage

Cozy waterfront cottage. Nestled in the woods on a private lane. Enjoy this cottage vacation while being only minutes from the city of Kitchener. Take in the fresh air, cast a rod in the lake, float around in a canoe, enjoy a fire under the stars, or just hang out on the deck. In winter, explore the frozen lake with skates or snowshoes. Propane fireplace is available for emergency heat only in winter. In the event of a power outage this would be the only heat available. We allow one pet.

Jan 17 – 24

$86 per night

Guest favorite

Guest suite in Stratford

4.97 out of 5 average rating, 105 reviews

Private, Self-Contained Unit, Keyless Entry

Located within walking distance of our beautiful waterfront, theatres and downtown core. A guest suite with private entrance, keyless entry, kitchen, bathroom, bedroom, parking, laundry and three shared patios/outdoor spaces to enjoy! Although there is no living room, there is an intimate seating arrangement beside the fireplace to enjoy with a book, coffee or drink. The City of Stratford has implemented a Municipal Accommodation Tax of 4%, which I have had to add to the nightly room fee.

Dec 18 – 25

$85 per night

Guest favorite

Apartment in Thamesford

4.96 out of 5 average rating, 151 reviews

Stay Inn Thamesford - Cozy 1 Bedroom unit/apt.

Enjoy a relaxing stay in our stylish and cozy little nook right in the hub of our friendly little town. Walking distance to Tim Horton's, RBC bank, variety stores, pizza pick up, town swimming pool, cannabis store and liquor & beer . Only 20 minutes London or Woodstock . It's important to note that our quaint unit does have a saniflo toilet and pumping system(ie. maceration system) which means there is noise associated with flushing and drainage. Please inquire if more info is needed!!

Sep 4 – 11

$44 per night

Guest favorite

Condo in Stratford

4.92 out of 5 average rating, 170 reviews

Bradshaw Lofts: The Harris

The latest from The Bradshaw Lofts, this 1 bedroom Queen is flooded with natural light and richly textured with historic elements from the space's roots as an industrial landmark. Fully equipped with modern kitchen amenities, a luxurious Queen bed, & ensuite laundry, the loft is a short walk to downtown restaurants, coffee shops, & independent merchants. Venture a few steps further & find yourself at the edge of Stratford’s picturesque Lake Victoria park system.

Nov 18 – 25

$75 per night

Guest favorite

Guest suite in Stratford

4.97 out of 5 average rating, 165 reviews

Private airy space in a perfect location

With a walkable score of 86, our private room in a friendly neighbourhood is ideal for your visit to Stratford. This space has hard wood floors, high ceilings, ceiling fan and heating/central air conditioning. A cozy electric fireplace to relax in winter. Our central location is just minutes away from all 3 theaters, as well as the Avon River, various parks, the tennis club, and all that downtown has to offer. A private parking space is included.

Feb 10 – 17

$93 per night

Guest favorite

Guest suite in Newton

4.89 out of 5 average rating, 180 reviews

Century Home Apartment next to the G2G Trail

This rural property is a great place to relax and unwind in the heart of Amish and Mennonite country. The location is perfect for outdoor enthusiasts with the G2G hiking/biking trail literally being in the backyard. The second storey Apartment has lots of charm and character. There is ample parking, reliable wifi, outdoor hot tub, pool and a patio with firepit. The famous Anna Mae's Restaurant and the Zehr's Country Market are 1 km down the road.

Nov 19 – 26

$62 per night

Guest favorite

Cottage in St. Jacobs

5.0 out of 5 average rating, 113 reviews

St. Jacobs Triangle House - Countryside Escape

Welcome to Triangle House, a unique double A-frame situated on a private 1.7 acre lot, fronting on the Conestogo river Only 6 minutes drive from St.Jacobs center, 1.5 hours drive from Toronto, 15 minutes drive from the University of Waterloo and 25 minutes to Elora. Bring the whole family. This 3 bed, 3 bath home comfortably sleeps 6. Soak in the countryside from the sprawling deck and grounds, while enjoying all the comforts of a modern home.

Jan 2 – 9

$322 per night