Trailride - Vacation Rentals in St. Mary's

Awaken to nature’s beauty at Whispering Pines Retreat! From US $213
         

Stone's Throw Stratford From US $228
         

10.0 (34 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Opus 74 Bed & Breakfast From US $158
         

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10.0 (131 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Debonaire Suite: Luxurious - Cozy - Downtown From US $181
         

10.0 (53 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Boho Chic Suite - walk to dwntwn/free prkg/Netflix From US $201
         

10.0 (32 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Debonaire Suite: Modern - Calm - Downtown From US $183
         

10.0 (31 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Modern & Spacious 1908 Home From US $453
         

10.0 (28 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in St. Mary's

Over 229+ Luxury Places to Stay in or Near St. Mary's
Historic Stonehouse with Hot tub & Fire Pit From US $1,284
         

10.0 (2 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
The Happy House - 5 bedrooms! Right downtown. From US $892
         

9.2 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
St. George Suites by Hoco Hotels Collection From US $848
         

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8.4 (78 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
#5 · The Palatial - 1500 sq feet of amazing space. From US $755
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Ambassador B & B Guest Home From US $643
         

9.8 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Ambassador B & B Guest Home From US $537
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Bradshaw Lofts: La Galleria From US $532
         

9.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in St. Mary's

Over 37+ Top-Rated Vacation Rentals with a Pool in or Near St. Mary's
Cottage on Caledonia Bed & Breakfast From US $160
         

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10.0 (71 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Plums Unit 2: Downtown - King From US $199
         

10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Plums Unit 1: Downtown - King From US $215
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
211 · The Baldwyn Loft - 2 Bedrooms - Downtown From US $332
         

9.8 (14 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Juno Lofts: Memories of Chelsea From US $228
         

9.8 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Juno Lofts: Memories of Polonnaruwa From US $157
         

9.8 (10 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
The Loft - 3 Bedrooms! From US $460
         

9.8 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Plums Unit 3: Downtown King From US $210
         

9.8 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in St. Mary's

Over 33+ Pet-Friendly Vacation Rentals in or Near St. Mary's
The Artist's Loft From US $110
         

9.2 (13 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Lake Suite at Henry House Stays From US $349
         

10.0 (15 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Gazardiel Stone Maiden Inn From US $166
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Brakiel Stone Maiden Inn From US $157
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Carriage House Suite Downtown Stratford From US $248
         

9.8 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Patio Suite at Henry House Stays From US $377
         

9.6 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Romeo and Juliet Stone Maiden Inn From US $218
         

8.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Annabelle Stone Maiden Inn From US $157
         

8.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Large Vacation Homes & Villas in St. Mary's

Over 1+ Large Vacation Homes & Villas in or Near St. Mary's

Wheelchair Accessible Vacation Homes in St. Mary's

Over 34+ Wheelchair Accessible Vacation Homes in or Near St. Mary's
Best Western PLUS The Arden Park Hotel From US $128
         

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8.6 (670 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
The Parlour Inn, an Ascend Collection Hotel From US $127
         

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9.2 (812 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Bradshaw Lofts: The Tapestry From US $165
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Bradshaw Lofts: The Sandalwood From US $137
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Bradshaw Lofts: The Foundry From US $187
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
The Wallace Suite - Stratford From US $165
         

9.8 (15 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Bradshaw Lofts: The Marrakesh From US $404
         

9.6 (20 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Bradshaw Lofts: The Clairemont From US $179
         

9.6 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

St. Mary's Vacation Rentals and Airbnb Places to Stay Under $200

Over 110+ St. Mary's Vacation Rentals and Airbnb Places to Stay Under $200
Bradshaw Lofts The Brixton King Suite From US $162
         

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9.7 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Accessibility
A Valley View Bed & Breakfast From US $98
         

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10.0 (22 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Juno Lofts: Memories of SoHo From US $187
         

9.6 (15 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Self-contained guest house in a picturesque town between London and Stratord ON From US $142
         

9.6 (14 Reviews)
Apartment
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety

Instantly Bookable Vacation Homes in St. Mary's

Over 98+ Instantly Bookable Vacation Homes in or Near St. Mary's
Hathaways Cottage. A Stratford Bed & Breakfast From US $212
         

9.8 (55 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Stone's Throw Stratford - The Loft plus 1 bedroom From US $291
         

Gateway Inn: Harmony Loft 2BRM From US $311
         

10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Stone's Throw Stratford - The Loft From US $256
         

10.0 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Hathaways Cottage. A Stratford Bed & Breakfast From US $223
         

9.8 (75 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
River Merchant Inn Heintzman Music Suite From US $252
         

9.8 (12 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV

About St. Mary's Vacation Rentals

With more than 238 St. Mary's vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Trailride and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in St. Mary's.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Trailride St. Mary's, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in St. Mary's. Places to stay near St. Mary's are 375.42 ft² on average, with prices averaging US $242 a night.

Trailride makes it easy and safe to find and compare vacation rentals in St. Mary's with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in St. Mary's

Type Count
Holiday Apartments 105
Vacation Homes 52
Hotels 42
B&B 18
Cabin Rentals 4

Use these Quick Filters to Find a Vacation Rental in St. Mary's

Pro Tip: Trailride makes it easy to compare the best listings on Trailride homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Trailride homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in St. Mary's.

Weather in St. Mary's

View the weather forecast for St. Mary's before booking your St. Mary's Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Complexes around St. Mary's, ON


St. Mary's Vacation Rental Frequently Asked Questions

What are the top vacation rentals in St. Mary's?
How many vacation rentals are available in St. Mary's?

Currently, the total number of properties listed in 2026 is over 238 in the St. Mary's area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in St. Mary's.