
Vacation rentals near Montgomery's Inn
We found 3,466 vacation rentals — enter your dates for availability
Discover a selection of private vacation rentals close to Montgomery's Inn that can be your home away from home. Whether you're traveling with family, friends, or just your furry companion, vacation rentals have the amenities you expect for your stay, which might include parking and a washer and dryer. You'll be sure to find a rental for everyone's needs, including places that are non-smoking or accessible.
Vacation rentals with weekly discounts - Montgomery's Inn
Showing deals for:Nov 21 - Nov 28
Image gallery for BOOK NOW!! King bed! Entire Home! Perfect location. 5 star accommodation!!

1010 out of 10 rating
Exceptional
(8 reviews)
BOOK NOW!! King bed! Entire Home! Perfect location. 5 star accommodation!!
Mississauga, ON
5% off
Price is CA $297
CA $297
CA $2,890 total
CA $2,890 total
includes taxes & fees
Image gallery for Mississauga Home Away from Home - 20 Mins from Airport

9.49.4 out of 10 rating
Exceptional
(20 reviews)
Mississauga Home Away from Home - 20 Mins from Airport
Mississauga, ON
5% off
Price is CA $343
CA $343
CA $3,226 total
CA $3,226 total
includes taxes & fees
Image gallery for Matilda’s Luxury House

1010 out of 10 rating
Exceptional
(9 reviews)
Matilda’s Luxury House
Mississauga, ON
5% off
Price is CA $312
CA $312
CA $2,982 total
CA $2,982 total
includes taxes & fees
Image gallery for Walkout Basement with Private Entrance

1010 out of 10 rating
Exceptional
(5 reviews)
Walkout Basement with Private Entrance
Brampton, ON
10% off
Price is CA $165
CA $165
CA $1,510 total
CA $1,510 total
includes taxes & fees
Image gallery for 3 Bedroom house in Best Neighbourhood: 2024 built, 30 mins from Toronto Downtown

9.29.2 out of 10 rating
Wonderful
(18 reviews)
3 Bedroom house in Best Neighbourhood: 2024 built, 30 mins from Toronto Downtown
Mississauga, ON
5% off
Price is CA $164
CA $164
CA $1,666 total
CA $1,666 total
includes taxes & fees
Image gallery for Newly renovated 3 bedroom unit Richmond Hill

1010 out of 10 rating
Exceptional
(13 reviews)
Newly renovated 3 bedroom unit Richmond Hill
Richmond Hill, ON
8% off
Price is CA $141
CA $141
CA $1,305 total
CA $1,305 total
includes taxes & fees
Image gallery for "Zen-Out" Home

8.08.0 out of 10 rating
Very good
(5 reviews)
"Zen-Out" Home
Mississauga, ON
10% off
Price is CA $216
CA $216
CA $2,046 total
CA $2,046 total
includes taxes & fees
Image gallery for Amazing Spacious house in heart of Richmond hill

9.49.4 out of 10 rating
Exceptional
(8 reviews)
Amazing Spacious house in heart of Richmond hill
Richmond Hill, ON
5% off
Price is CA $304
CA $304
CA $2,892 total
CA $2,892 total
includes taxes & fees
Image gallery for Beautiful, Spacious and Good Location

9.89.8 out of 10 rating
Exceptional
(24 reviews)
Beautiful, Spacious and Good Location
Mississauga, ON
10% off
Price is CA $278
CA $278
CA $2,661 total
CA $2,661 total
includes taxes & fees
Image gallery for The Artist House in Downtown Richmond Hill [2bdrm|1 bath]

9.69.6 out of 10 rating
Exceptional
(46 reviews)
The Artist House in Downtown Richmond Hill [2bdrm|1 bath]
Richmond Hill, ON
5% off
Price is CA $92
CA $92
CA $908 total
CA $908 total
includes taxes & fees
Image gallery for 1,200sq.ft comfy & clean home with luxury bedding.Sleep as a king!

1010 out of 10 rating
Exceptional
(7 reviews)
1,200sq.ft comfy & clean home with luxury bedding.Sleep as a king!
Mississauga, ON
5% off
Price is CA $132
CA $132
CA $1,213 total
CA $1,213 total
includes taxes & fees
Image gallery for Luxury Suite

8.08.0 out of 10 rating
Very good
(5 reviews)
Luxury Suite
Brampton, ON
5% off
Price is CA $133
CA $133
CA $1,188 total
CA $1,188 total
includes taxes & fees
Image gallery for Richmond Hill/near Yonge Street/Hardcover townhouse/ Four rooms full of sunshine

9.89.8 out of 10 rating
Exceptional
(12 reviews)
Richmond Hill/near Yonge Street/Hardcover townhouse/ Four rooms full of sunshine
Richmond Hill, ON
5% off
Price is CA $255
CA $255
CA $2,509 total
CA $2,509 total
includes taxes & fees
Image gallery for 3 Bedrooms Markham Private HOME w Parking 3-6Guests

9.89.8 out of 10 rating
Exceptional
(14 reviews)
3 Bedrooms Markham Private HOME w Parking 3-6Guests
Markham, ON
8% off
Price is CA $167
CA $167
CA $1,676 total
CA $1,676 total
includes taxes & fees
Image gallery for Elegant Two Bdr. Basement Apartment with Private Entrance

9.49.4 out of 10 rating
Exceptional
(11 reviews)
Elegant Two Bdr. Basement Apartment with Private Entrance
Brampton, ON
5% off
Price is CA $132
CA $132
CA $1,274 total
CA $1,274 total
includes taxes & fees
Image gallery for Toronto Markham Center & Cineplex entertainment complex <br>

1010 out of 10 rating
Exceptional
(45 reviews)
Toronto Markham Center & Cineplex entertainment complex <br>
Markham, ON
5% off
Price is CA $245
CA $245
CA $2,290 total
CA $2,290 total
includes taxes & fees
Image gallery for 2 Bed 2 Bath Apartment in Mississauga near Square One

9.89.8 out of 10 rating
Exceptional
(8 reviews)
2 Bed 2 Bath Apartment in Mississauga near Square One
Mississauga, ON
10% off
Price is CA $135
CA $135
CA $1,279 total
CA $1,279 total
includes taxes & fees
Image gallery for Entire Cozy Home at the heart of Richmond Hill!

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Entire Cozy Home at the heart of Richmond Hill!
Richmond Hill, ON
10% off
Price is CA $251
CA $251
CA $2,380 total
CA $2,380 total
includes taxes & fees
Image gallery for Chic Downtown Mississauga Condo | 5 Min Walk to Square One!

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Chic Downtown Mississauga Condo | 5 Min Walk to Square One!
Mississauga, ON
10% off
Price is CA $143
CA $143
CA $1,375 total
CA $1,375 total
includes taxes & fees
Image gallery for Richmond Hill Ravine Retreat

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Richmond Hill Ravine Retreat
Richmond Hill, ON
10% off
Price is CA $107
CA $107
CA $996 total
CA $996 total
includes taxes & fees
Image gallery for Relaxing 3 BR Basement Residence

9.09.0 out of 10 rating
Wonderful
(6 reviews)
Relaxing 3 BR Basement Residence
Mississauga, ON
5% off
Price is CA $181
CA $181
CA $1,664 total
CA $1,664 total
includes taxes & fees
Image gallery for Mordern Brand new 2 Bedroom Townhome close to Airport and shopping centres

9.69.6 out of 10 rating
Exceptional
(11 reviews)
Mordern Brand new 2 Bedroom Townhome close to Airport and shopping centres
Brampton, ON
5% off
Price is CA $128
CA $128
CA $1,307 total
CA $1,307 total
includes taxes & fees
Image gallery for Luxury 5Star Home away from Home

9.69.6 out of 10 rating
Exceptional
(15 reviews)
Luxury 5Star Home away from Home
Brampton, ON
15% off
Price is CA $246
CA $246
CA $2,237 total
CA $2,237 total
includes taxes & fees
Image gallery for Entire Basement Suite | Private Access | Clean, Comfortable, and Convenient

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Entire Basement Suite | Private Access | Clean, Comfortable, and Convenient
Richmond Hill, ON
10% off
Price is CA $95
CA $95
CA $890 total
CA $890 total
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Montgomery's Inn
Life Suites Loft - CN Tower
Sleeps 4 · 1 bedroom
8.48.4 out of 10
Very goodvery good
2,349 reviews(2,349 reviews)
RivetStays - The York
Sleeps 2 · 1 bedroom
8.88.8 out of 10
Excellentexcellent
482 reviews(482 reviews)
RivetStays - The Jarvis
Sleeps 4 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
241 reviews(241 reviews)
Panorama Suites Downtown Toronto
Sleeps 6 · 2 bedrooms
9.49.4 out of 10
Exceptionalexceptional
451 reviews(451 reviews)
One King West Hotel & Residence
Sleeps 2 · 1 bedroom
9.29.2 out of 10
Wonderfulwonderful
10,810 reviews(10,810 reviews)
Meadowvale Apartment Hotel
Sleeps 4 · 2 bedrooms
8.48.4 out of 10
Very goodvery good
107 reviews(107 reviews)
Top rated rentals - Montgomery's Inn
Perfect for our needs
1010 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
Stayed one night to watch a Mirvish play. Perfect location for walking. Spectacular views of the lake and CN Tower. Would stay again.
Cindy K.
Stayed Jul 2025
Georgetown
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Nice room, well furnished with separate entrance through the garage!
Bruno F.
Stayed Jun 2025
Great place and people
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Karen's communication was timely and friendly. The place was exactly what we needed and very conveniently located.
Sara K.
Stayed May 2025
cute and cozy
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Grest place and host
Tim F.
Stayed Mar 2025
Very nice
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Comfortable
Julie P.
Stayed Feb 2025
A really lovely and cozy place
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
I stayed there 52 nights and everything was great. The landlord's were friendly and welcoming. The property itself was betiful. Would recommend anyone to stay here.
Roman M.
Stayed Nov 2024
Breathtaking night view of Toronto's financial district from a height of 170 m
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
It is from this height that you will watch the vanity fair of Canadian banks - who has the tallest skyscraper.
Turning your head to the left on the balcony, you look at the beautiful CN Tower. To the right there is an eternal traffic jam on Gardiner Express Way.
Getting anywhere by public transport is easy. Union Station is 5 minutes on foot.
Want to buy groceries? Directly from the condo, through an underground passage, you get to the large Longo's supermarket on the opposite side of York Street.
If you like to watch TV, Samsung 60" is at your service.
A hockey match, a pop singer's concert? You won't be in the stands at Scotia Arena in 10 minutes after you leave your apartment.
You are simply in the center of everything.
The only drawback is that if you have a large family, there will not be enough space here.
The result is 99% superiority.
bpew
Stayed Apr 2024
Great rental near Ontario Place and downtown!
1010 out of 10
Exceptionalexceptional
1 review(1 review)
This unit was a perfect size for the 2 of us for 4 days in downtown Toronto. Very clean (newer), well equipped, great building amenities, and the owner provided excellent information and directions. The location was convenient for walking anywhere along the downtown waterfront, including Ontario Place and the Rogers Centre. We will definitely return!
Murray M.
Stayed Sep 2022
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value