Holiday houses in Stratford

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.

Bradshaw Lofts: The Juniper

Welcome to The Juniper. A stylish, design-forward loft in the iconic Bradshaw Lofts. Blending historic character with striking modern finishes, the space is curated with rich materials, eclectic details, and a bold aesthetic that sets it apart. Just steps from Stratford’s renowned theatres and cafés you’re perfectly placed to experience the best of the city. Whether you're here for the arts, a romantic getaway, or a quiet escape this loft offers a memorable home base in the heart of Stratford.

FiveStratford

FiveStratford is our restored 1905 home in downtown Stratford, Ontario--reimagined as a modern luxury suite, while preserving its historic charm. It features two bedrooms and two bathrooms, comfortably hosting up to four guests. We designed it as a private, high-end retreat with thoughtful details like quality coffee, snacks, and premium toiletries. Just steps from downtown, the Avon River, and theatres. Our goal is to offer a warm, design-forward stay, that feels both elevated and personal.

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.

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.

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

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.

River Merchant Inn Heintzman Music Suite

Nestled on the Avon river is the Heintzman Music Suite at the River Merchant Inn & Spa. After exploring Stratford, enjoy this One-Of-A-Kind space accented with music memorabilia, chronicling the musical history of this award winning 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)

Bradshaw Lofts: The Penthouse

Experience luxury in Stratford’s historic Bradshaw Lofts. This penthouse suite offers two king bedrooms, two full bathrooms (one ensuite), in-suite laundry, and a skylight that bathes the space in natural light. Steps to the Avon Theatre, Stratford Festival stages, and top dining, cafés, and boutiques. A perfect heritage suite for couples, families, or friends seeking comfort, culture, and style in Ontario’s premier Shakespearean arts destination.

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.

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!