Holiday rentals in Shakespeare

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.

Location · Family · Access

The Birmingham House

Hello! Our home is 3 minute walk to downtown. We are close to restaurants, theaters and shops. We focus on comfort and fun with all the necessities for families, couples and solo travelers. The home offers an open living area, fully equipped kitchen, sunroom, four bedrooms and a games room. We also have a hot tub available for our guest. Free parking for up to 3 vehicles and WIFI available. We will do our best to make your stay memorable and comfortable. Please note we do not allow parties.

Location · Family · Indoor spaces

The Loft on Downie - Downtown Stratford

Located on the top floor, with a view of downtown, our 450 square foot condo is steps away from the heart of downtown Stratford and all it has to offer including cozy coffee shops, elegant restaurants, the Avon Theatre, close to the famous Stratford festival, and other shops for all to enjoy. Perfect for a couple’s getaway or to enjoy as friends travelling together. Our condo offers all the essentials including a luxurious queen bed, fully equipped kitchen, a 55” smart TV and ensuite laundry.

Location · Value · Condition

4-Bedroom House,1 block from Lake

**BOOKMARK url: https://airbnb.ca/h/LindaStratford Licensed operation by the City (#2024-001); 4-bedroom 3-bathroom single detached brick house; Completely renovated, 2200 sqft modern vibe ; Spacious living space on main floor; Full-equipped kitchen and main floor laundry; 4 pristine bedrooms on second floor; Chic kids' game area on the loft; Large porch and rear patio; Prime location on the esteemed Elizabeth St, just one block from the Lake; Walking distance to theatres and downtown core;

Value · Location · Back garden

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.

Family · Location · Hospitality

Your perfect getaway. Walk to shops & festivities.

Your family will be close to everything when you stay at this centrally located home. We know you will enjoy this newly renovated house with luxurious amenities and stylish old world charm. This place offers a peaceful and private stay, while being minutes away from all of the best that Stratford has to offer. Take a quick stroll to shops, dinning and of course any of the our beautiful theatres to take in one of our famous plays, or just relax by the river. This is the place to unwind!

Location · Family · Bathroom

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.

Family · Location · Air conditioning

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)

Location · Value · Sleep quality

GG’s Place | Character | Steps to Downtown

A charming queen bedroom apartment flooded with natural light and a simple yet chic design to accent the character and historic elements of the space. Fully equipped kitchen and a spacious living area, the apartment is a short walk to downtown restaurants, patios, coffee & independent shops. Wander a few minutes further and you will find yourself at Stratford's picturesque Lake Victoria park. Be sure to check out Pretty Pretty Boutique Suites as well! www.airbnb.ca/h/prettypretty

Family · Location · Cleanliness

Spacious Suite • Short drive to Downtown/Festivals

Minutes from the Stratford Festival and direct down Huron St. to the downtown core, this private two-level guest suite offers a quiet, comfortable retreat with easy access to theatres, restaurants, grocery stores and shops. Ideal for festival-goers, weekend getaways, and longer stays. Enjoy self check-in with private keyless entry and convenient free parking. Guests love the High Speed Fibre Optic internet (551 MBPS), the well equipped eat-in kitchen, and the quiet backyard patio.

Location · Value · Parks

Bradshaw Lofts: The Baldwyn

Discover a piece of Stratford's industrial past at the newly restored Bradshaw Lofts. Heritage meets modernity in this luxury 2 bedroom suite. This historic gem in the heart of Stratford features classical Edwardian industrial architecture with tasteful, modern elegance. Convenience abounds with ensuite laundry and a fully equipped kitchen. It's just a short walk from the loft to discover all that Stratford has to offer from restaurants and shopping to waterfront walking trails.

Family · Value · Laundry

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.

Location · Family · Wifi