
Holiday houses in Shakespeare
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Top-rated holiday rentals in Shakespeare
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The wRen's Nest
The "wRen's Nest" is a peaceful and relaxing space, ideal for a comfortable night's sleep. Located 2 km from the UWaterloo, or 3 km from WLU, with several walking trails, gyms, and plenty of fantastic eating options to choose from. There is free parking and a private entrance to the one bedroom, one bathroom basement apartment, featuring a full kitchen if you love cooking! A spacious back yard offers a shared (with hosts) patio to enjoy the birds singing and a cup of coffee to start your day.

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.

Your ‘Home on Huron’ | 2 levels | Private Entry
Located on the edge of Stratford on a 2 acre property with plenty of mature trees, yet steps from many amenities such as grocery, coffee, & ice cream shops & restaurants. 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. Guests love the High Speed Fibre Optic internet (551 MBPS). The eat-in kitchen comes well equipped. Unwind on the outdoor patio. There is plenty of free parking and no cleaning fees.

RUSTlC~OFFGRlD~OASlS&MlCRO-CABlN
Are you looking for a space to get away, a peaceful oasis immersed in nature? Welcome to Clemmer's Chaos Rustic Escape! It's off-grid. No electricity. No running water. No Wi-Fi. There are bugs and critters. An outhouse for your business. A Cabin for two. A Space for Tents. A mini lake. You can swim, fish, canoe. There is a campfire pit, to cook over, sing around, or listen to the soft sounds of nature and crackling fire as you stare up at the stars. This is an experience. Au Naturel. You in?

7 mins to Dtwn Theatres, Holiday Getaway - 2KG/1QN
Welcome to our charming rural retreat, where we love hosting guests and making every stay extra special - plus we're only 7 minutes to downtown Stratford and 17mins from St. Mary's! Many years ago this is the site of the Harmony Inn - a once thriving Mill town. Today our fully renovated 1200 sq ft heritage cottage is the perfect choice for your group meetup or theatre stay. NEW for 2025!! We've updated all the furniture, bedding and decor... come check out our NEW curated designer space!

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!!

The Country Nook
This barn style cabin is located 10 -15 minutes from Stratford, Ontario the home of Stratford Festival. This newly renovated 1.5 floor retreat offers an open concept living area, along with two bedrooms with queen size beds. Large windows and a 16 foot ceiling height in the living room add to the brightness of the space. This home away from home offers both comfortable seating inside and a screened in patio nestled into the trees. A way to get away from the city and enjoy the fresh air.

Luxury tiny home on peaceful country estate
Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

Sweet Studio Cottage Cozy Fireplace Backyard Haven
Experience a private, urban studio cottage located in a gorgeous tree-filled backyard in the Junction neighbourhood, close to downtown Guelph, with full amenities. Comfortable queen bed, natural gas fireplace, fully stocked kitchen, separate shower, 2-piece washroom, additional sleeping loft, private back flagstone patio, and sauna. Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

Cozy Cabin with Jacuzzi tub
Walnut Hill Cabin is a beautiful cabin located near the historic village of St. Jacobs. We invite you to come relax in our oasis, we love our place and are happy to share our cabin with you! Kitchenette and continental breakfast is included. Great for business travel. Come, relax and refresh while watching squirrels and birds play A great couples weekend getaway! We thoroughly clean after every visit. When you book you get the whole cabin to yourself!

Bradshaw Lofts: The Marrakesh
Marrakesh Loft: Exotic Charm in Stratford's Bradshaw Lofts. Discover the Marrakesh, a stunning 2 bedroom loft that marries the historical allure of 1902 architecture with the vibrant essence of Old World Maghrib. Enjoy exposed brick, modern finishings, and original art. Fully equipped with a kitchen and laundry ensuite, it’s nestled in the heart of downtown, steps from the Stratford Festival theatres, shops, and Lake Victoria

Wow, Two Chic King suites- Walk to DT/Theatre's
Experience all that Stratford has to offer from this updated 2-bed, 2-bath vacation rental home. As former servants quarters, this unique home was the first house built on the north side of the river in Stratford. With sleeping for 6 and a furnished outdoor space, plus a prime location within walking distance of town's theatres, there's no better place to spend your Ontario getaway then this charming abode!
Popular amenities for Shakespeare holiday rentals
Other great holiday rentals in Shakespeare

Clean Private Queen Bed - Centrally located

The Treehouse: Suite in a riverside 1912 cottage

Urban Sanctuary Near UW - Shangri-La

Beautiful bedroom oasis !

Lakeshore North - Waterloo

Cozy Room 2 in Ingersoll with High Speed Internet

Cozy Private Room.

Very nice room with big TV on the wall
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- Whistle Bear Golf Club
- Victoria Park
- Dundas Valley Golf & Curling Club Ltd
- Bingemans Big Splash
- Royal Botanical Gardens
- Glen Eden
- Bayfront Park
- East Park London
- Rockway Golf Course
- Chicopee
- Hamilton Golf and Country Club
- Storybook Gardens
- Sunningdale Golf & Country Club
- Doon Valley Golf Course
- Cutten Fields
- Mount Nemo Golf Club
- Brantford Golf & Country Club
- Art Gallery of Hamilton
- Galt Country Club Limited
- Boler Mountain
- Tarandowah Golfers Club Inc
- Victoria Park East Golf Club
- Redtail Golf Club
- Deer Ridge Golf Club




