
Holiday rentals in Lakeside
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Top-rated holiday rentals in Lakeside
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Log Cabin in the heart of downtown Elora
The Cabin Elora is a beautiful rustic log cabin stylishly updated with modern and hand made furniture from a local artisan. You will enjoy a clean, bright and open concept space. Located in the heart of Elora, walking out the door into downtown yet nestled off the street giving you wonderful privacy and a quiet peaceful atmosphere. Features: • King size bed with Egyptian cotton sheets • Private patio overlooking Metcalfe St. and gardens • Clean, stocked kitchen • Perfect downtown location

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?

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

Cozy country getaway -clawfoot tub & starry nights
Escape to our peaceful 2-bedroom country guest house, nestled among beautiful farmland with stunning views. A tranquil retreat or a base to explore the nearby Stratford area, this modern farmhouse-style suite is the perfect getaway for up to 4 guests. Relax in a cozy yet spacious setting featuring two queen beds, an electric fireplace, and a walk-in shower with a luxurious soaker tub. Enjoy the quiet of the countryside with an outdoor fire pit and BBQ. Washer and dryer and Wi-Fi are included.

Boho 3-Bed House Retreat: HotTub, Sauna Oasis &Spa
Experience luxury in this tranquil full house in Saint Jacobs village, set on a fully fenced acre lot for privacy. It features three bedrooms: 1 king, 1queen, and a child’s bed, plus a home office. The house includes two living rooms, two full bathrooms, and a well-equipped kitchen. Highlight is the retreat oasis with a hot tub, sauna, and outdoor shower. Enjoy spa-like bathrooms with rain showers and a private outdoor patio. Nearby dining and entertainment enhance your rejuvenating getaway!

Holiday Getaway | 7mns to Dntwn | Games | Sleeps 8
Beautifully renovated 1200 sq ft farmhouse just 7 minutes from downtown Stratford — perfect for theatre trips, family getaways, and weekends with friends. Sleeps up to 8 guests with 2 king beds, 1 queen, and a pop-up sofa bed. Enjoy bright gathering spaces, games, patio dining, and cozy evenings after exploring Stratford’s theatres, cafés, shops, and restaurants. For select stays, guests may enjoy a complimentary local welcome treat featuring bakery items, wine, or other local favourites.

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.

Cozy Cabin. Think glamping, with a few perks.
Are you looking for a peaceful getaway in the country? Our cozy cabin rental offers a serene setting surrounded by beautiful birch & pine trees, on a scenic country road. This is simple living at its best. Think glamping - but with perks. With Wildwood Conservation Area and Wildwood Lake just 200 meters away, you'll have easy access to many outdoor activities. Explore the biking trails, hike along the Avon trail, go fishing, kayaking, and revel in the natural beauty surrounding you.

Private Guest House
Welcome to Wellington Street Guest House, a modern and charming retreat in picturesque St. Marys, Ontario, Canada. Newly renovated and elegantly decorated, our guest house offers the perfect blend of comfort and sophistication. Whether you're visiting our historic town for a peaceful getaway, as a wedding guest or on a business trip, we look forward to making your stay unforgettable. Indulge in our meticulously designed bachelor-style suite that epitomizes comfort and style.

Harrington View
Old world charm is felt the moment you arrive on the property. This loft is situated in an 1897 manse. A subtle blending of antique furnishings and modern amenities. Expect to find all the comforts of home. Beautiful stained glass windows from the original era of the home integrated perfectly into this peaceful space. With its incredible penthouse views it is a perfect location to use as a home base for exploring. Only 15 minutes from the Stratford Festival.

Smith's Den @ Smithden
Looking for northern ambience in a weekend getaway to relax and recharge, that won’t take hours to get to? Want to spend your time vacationing not commuting? Come enjoy a private, secluded, quiet getaway! Featuring miles of maintained walking trails, two ponds and a river running through with towering pines and gorgeous natural beauty, it’s a nature lovers paradise. It is now winter here! The trails are perfect for snowshoeing or cross-country skiing.

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.
Popular amenities for Lakeside holiday rentals
Other great holiday rentals in Lakeside

Downtown Views, Two Bedroom Condo with Kitchen

Quaint Rural 2-Bedroom Oasis

Nith River Loft

FiveStratford

Private Retreat with Infrared Sauna

lost + found under the pines

The Loft @ 162 Queen • Walk Downtown + Parking

Stylish Private Loft | 1800s Farmhouse | Lake View
Destinations to explore
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- Grand Bend Beach
- Pinery Provincial Park
- Elora Gorge
- Wilfrid Laurier University
- Western University
- Port Stanley Beach
- Boler Mountain
- University of Waterloo
- Victoria Park
- University of Guelph
- St Jacob's Farmer's Market
- Museum
- Budweiser Gardens
- Waterloo Park
- Turkey Point Provincial Park
- Dark Horse Estate Winery Inc.
- Stratford Festival
- Emerald Lake
- Conestoga College
- Cambridge Butterfly Conservatory
- Elora Quarry Conservation Area
- Springbank Park
- Kitchener Farmers' Market
- The Factory





