Vacation rentals in Shakespeare

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Top-rated vacation rentals in Shakespeare

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Stratford

4.97 out of 5 average rating, 310 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 7 – 14

$97 per night
Guest favorite

Guest suite in Baden

4.93 out of 5 average rating, 134 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 28 – Aug 4

$74 per night
Guest favorite

Cabin in Windham Centre

4.96 out of 5 average rating, 107 reviews

The Kiln - Stay Longer Save More!

Escape life's bustle & retreat to this 4-season cabin, which sits on an 80 acre farm overlooking a tranquil pond. Cozy up inside by the wood stove, play some of the many games provided, or kick your feet up & catch up on your favourite shows as satellite & wifi are accessible. Get outdoors to wonder the fields and go for long forest walks along the many trails, or sit around the fire pit roasting hot dogs and marshmallows! Make sure to keep an eye though, as you're bound to see some wildlife!

Oct 27 – Nov 3

$90 per night

Popular amenities for Shakespeare vacation rentals

Other great vacation rentals in Shakespeare

Guest favorite

Condo in Stratford

4.81 out of 5 average rating, 117 reviews

Bradshaw Lofts: The Baldwyn

Apr 13 – 20

$79 per night
Guest favorite

Home in Brownsville

4.94 out of 5 average rating, 218 reviews

Church in Culloden - Sanctuary

Apr 16 – 23

$91 per night
Guest favorite

Guesthouse in New Hamburg

5.0 out of 5 average rating, 43 reviews

PDC Loft - Peaceful Private Country Charm

Jul 4 – 11

$97 per night
Superhost

Home in Wellesley

5.0 out of 5 average rating, 5 reviews

Charming Pondview Home+Wifi+Parking

Jun 13 – 20

$119 per night
Guest favorite

Cottage in Saint Pauls Station

5.0 out of 5 average rating, 62 reviews

Stratford Oasis: 7mins to Core/3Q Beds/BBQ/FirePit

Dec 6 – 13

$159 per night
Guest favorite

Cottage in New Dundee

4.88 out of 5 average rating, 74 reviews

Cosy Updated Lakefront Cottage

Feb 9 – 16

$114 per night
Guest favorite

Cabin in Stratford

4.88 out of 5 average rating, 50 reviews

Cedar Springs Romantic Off Grid Eco-Cabin

May 30 – Jun 6

$91 per night
Guest favorite

Tiny home in Wellesley

5.0 out of 5 average rating, 30 reviews

RUSTlC~OFFGRlD~OASlS&MlCRO-CABlN

May 24 – 31

$72 per night
Guest favorite

Place to stay in Embro

5.0 out of 5 average rating, 26 reviews

Harrington View

Dec 1 – 8

$120 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

Aug 28 – Sep 4

$154 per night
Guest favorite

Guest suite in East Zorra-Tavistock

4.89 out of 5 average rating, 47 reviews

Quaint Rural 2-Bedroom Oasis

Nov 21 – 28

$132 per night
Guest favorite

Apartment in Linwood

5.0 out of 5 average rating, 24 reviews

The Olde Chick Hatchery

Apr 14 – 21

$132 per night

Destinations to explore

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