Holiday rentals in Shakespeare

Luxury Glamping on Elora Sunflower Farm -Sunflower

Enjoy our flower farm, historic barn and natural springs. Stay in 1 of 4 luxury tents for a unique outdoor experience with personal comforts - private hot tub, foam mattress queen bed, covered deck, espresso/coffee/tea, fan, hammock and picnic table. Glamping sites are a retreat into nature with free parking and access to the sunflower fields, corn mazes and seeing the alpacas. Walk to Elora’s Riverfest concert, festivals, activities, shops, restaurants and is a 5 min drive to downtown Fergus.

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?

7mins to Theatres/Dwntwn- 2Kng 1Qu, BBQ, Firepit

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!

River Merchant Inn Mitchell’s Mercantile Suite

Nestled on the Avon river is the Mitchell's Mercantile Suite at the River Merchant Inn & Spa. After exploring Stratford, enjoy this One-Of-A-Kind space that walks you through times past and accurately chronicles the mercantile shop uses of this heritage building. Featuring 2 bedrooms, 1 full bath and full chef's kitchen. With free designated parking nearby and private entry pin-pad lock making checking in and out a breeze. SPECIAL NOTE: Unit is on 2nd floor, stairs only (2 flights)

"Cottage Home On The River" 1 Bedroom

Welcome to Speed Island Trail! Nestled on 1 Acre property in a forested area that backs onto the Speed River. Enjoy Beautiful views all season long with large floor to ceiling windows and wildlife right outside your door. It is just like being out at the cottage. This beautiful one bedroom house is beautifully decorated, has a large kitchen and a breakfast bar. Enjoy the large sunroom and deck where you can sit back and relax. Added bonus the Chickadees eat right off your hand!

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 fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

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.

Red Mill Countryside Retreat

The perfect country retreat! Relax, recharge and reconnect with nature in a spacious, peaceful guest suite enjoying tranquil views and cottage feel. You might catch a misty sunrise, or star gaze on a clear night right from the comfort of your private view. Hike a creekside trail, listen to the birdsong, or cozy up to the gas fireplace. Sample handmade soaps from our farm. Explore the quaint Town of St.Marys or nearby Stratford.

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 and reliable wifi. The famous Anna Mae's Restaurant and the Zehr's Country Market are 1 km down the road.