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Township of Wellesley Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Township of Wellesley holiday rentals

A modern living room with a sectional sofa, a flat-screen TV, and a dining area with a table and chairs.

1. Nestled in the heart of the charming Wellesley.

Nestled in the heart of the charming Wellesley.
Wellesley
The price is NZ$997
includes taxes & fees
6 Oct - 7 Oct
Nestled in the heart of the charming Wellesley.
A spacious living room with a fireplace, built-in shelving, a large window, and a cozy seating area.

2. 5-bedroom bungalow with pool, Hot tub, fire pit, play ground, in CrossHill On

5-bedroom bungalow with pool, Hot tub, fire pit, play ground, in CrossHill On
Saint Clements
6.0 out of 10, (3 reviews)
"The property was fine and had the amenities described; however, a number of cleanliness items took away from the experience. For example, potato chips on front entrance foyer; dishwasher door dirt on outside and inside; toothpaste on the ensuite sink; hairs hanging from the ensuite shower head; chair/couch dirty; cold air intake in family room/kitchen had dirt and/or mold on it; coffee maker not usable due to dirt and/or mold; rolled up decorative towel in ensuite had particles on it that...
United States
Gary T.
The price is NZ$1,457
includes taxes & fees
9 Sept - 10 Sept
5-bedroom bungalow with pool, Hot tub, fire pit, play ground, in CrossHill On
A cozy living room with a fireplace, a sofa, a coffee table, and a bookshelf.

3. The Country Nook. A relaxing retreat from the city.

The Country Nook. A relaxing retreat from the city.
perth east
10.0 out of 10, Exceptional, (114 reviews)
"We had a great stay and would highly recommend. "
Canada
James F.
The price is NZ$344
includes taxes & fees
7 Sept - 8 Sept
The Country Nook. A relaxing retreat from the city.
A modern kitchen with a microwave, oven, and wooden cabinets.

4. Your Peaceful Pause With Sunsets• Near Stratford

Your Peaceful Pause With Sunsets• Near Stratford
Shakespeare
10.0 out of 10, Exceptional, (14 reviews)
"Wonderful getaway!"
Canada
Barbara
The price is NZ$410
includes taxes & fees
1 Oct - 2 Oct
Your Peaceful Pause With Sunsets• Near Stratford
A multi-story building with balconies, surrounded by lush green trees and grass.

5. Classic Condo in the University District!

Classic Condo in the University District!
Waterloo
6.4 out of 10, (5 reviews)
"The apartment is just across LH (Business School) of the Wilfrid Laurier University, so the location was very convenient, There is a balcony, secure entrance, full kitchen with all the amenities, washer and drier. The manager was very responsive to all the requests."
Canada
Elena
The price is NZ$247
includes taxes & fees
7 Sept - 8 Sept
Classic Condo in the University District!
A modern living room with a sofa, coffee table, and TV. There is a balcony with a view of the city.

6. Hydropool Spa HotTub/Bowling Alley/Sauna/Patio/BBQ/Games - Gorgeous Corner Condo

Hydropool Spa HotTub/Bowling Alley/Sauna/Patio/BBQ/Games - Gorgeous Corner Condo
K-W Hospital
9.6 out of 10, Exceptional, (30 reviews)
"The place was perfect for our family of four!"
United States
Martine B.
The price is NZ$343
includes taxes & fees
27 Sept - 28 Sept
Hydropool Spa HotTub/Bowling Alley/Sauna/Patio/BBQ/Games - Gorgeous Corner Condo
A room with a long wooden table, two black stools, a blue wall, and a decorative vase on the table.

7. New stylish apartment in century home 5 minutes to everything Downtown Kitchener

New stylish apartment in century home 5 minutes to everything Downtown Kitchener
Mill Courtland Woodside Park
9.4 out of 10, Exceptional, (45 reviews)
"Within walking distance to Victoria Park & downtown. Lovely neighbourhood."
Canada
Janice
The price is NZ$189
includes taxes & fees
10 Sept - 11 Sept
New stylish apartment in century home 5 minutes to everything Downtown Kitchener
A modern hotel lobby with a central seating area, a bar, and a TV screen.

8. Newly Built Modern Condo w Balcony & City Views

Newly Built Modern Condo w Balcony & City Views
3.5 star property
K-W Hospital
The price is NZ$436
includes taxes & fees
18 Sept - 19 Sept
Newly Built Modern Condo w Balcony & City Views
A modern kitchen with white cabinets, a stainless steel refrigerator, and a wooden shelf above the sink.

9. Brand New! Downtown Stratford: The Blowes Inn: Suite 2B Queen Bed

Brand New! Downtown Stratford: The Blowes Inn: Suite 2B Queen Bed
Stratford City Centre
10.0 out of 10, Exceptional, (6 reviews)
"Amazing property! Cleanest property I’ve stayed at, easy access, very quiet. Highly recommended."
Canada
Adam
The price is NZ$312
includes taxes & fees
7 Sept - 8 Sept
Brand New! Downtown Stratford: The Blowes Inn: Suite 2B Queen Bed
A dining table with blue napkins, white plates, and clear glassware, set against a city view with large windows and a tall column.

10. High Rise 1BR Building with Gorgeous Views

High Rise 1BR Building with Gorgeous Views
K-W Hospital
9.6 out of 10, Exceptional, (4 reviews)
"Expedia and the host were very easy to connect with and overall appreciated all their services. That view though ❤️"
Canada
Krista
High Rise 1BR Building with Gorgeous Views
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a glass table and white chairs.

11. Cozy 2 Bedroom+50" TV+Sleeps 6+Lower Unit

Cozy 2 Bedroom+50" TV+Sleeps 6+Lower Unit
Meinzinger Park-Lakeside
The price is NZ$263
includes taxes & fees
7 Sept - 8 Sept
Cozy 2 Bedroom+50" TV+Sleeps 6+Lower Unit
A bedroom with a bed, a blue armchair, a nightstand, a lamp, and a window with a city view.

12. Oversized Trendy Studio Unit in Prime Downtown location

Oversized Trendy Studio Unit in Prime Downtown location
Downtown Kitchener
The price is NZ$404
includes taxes & fees
7 Sept - 8 Sept
Oversized Trendy Studio Unit in Prime Downtown location
A black storefront with a glass door and windows, a sign that reads "STU", and a small plant outside.

13. Gateway Inn: Cora's Loft

Gateway Inn: Cora's Loft
Stratford City Centre
9.4 out of 10, Exceptional, (20 reviews)
"Perfect spot for taking in the Stratford Festival plays."
United States
Ben and Nicole M.
The price is NZ$297
includes taxes & fees
7 Sept - 8 Sept
Gateway Inn: Cora's Loft
A modern living room with a black sofa, a round coffee table, and a brown leather chair.

14. The Prof's Place: Unique Boutique

The Prof's Place: Unique Boutique
Waterloo
8.8 out of 10, Excellent, (3 reviews)
"Great place for a quick holiday visit to see family. Good for the dog too. Thanks!"
Canada
Lynn J.
The price is NZ$334
includes taxes & fees
12 Sept - 13 Sept
The Prof's Place: Unique Boutique
A modern lobby with exposed wooden beams, a glass staircase, and a black leather sofa.

15. The Wallace Suite - Stratford

The Wallace Suite - Stratford
Stratford
10.0 out of 10, Exceptional, (22 reviews)
"Parking was good, laundry in the room, clean place. "
Canada
Renée
The price is NZ$316
includes taxes & fees
8 Sept - 9 Sept
The Wallace Suite - Stratford
A modern two-story house with a garage, a wooden lower floor, and a dark upper floor.

16. Square B+B Quick walk to downtown theatres, restaurants, and shops.

Square B+B Quick walk to downtown theatres, restaurants, and shops.
Stratford
9.8 out of 10, Exceptional, (57 reviews)
"Property was clean and ready for us! Michele was a great host! Would definitely go back if we need a place to stay visiting Stratford!"
Canada
Micah De
The price is NZ$293
includes taxes & fees
13 Sept - 14 Sept
Square B+B Quick walk to downtown theatres, restaurants, and shops.
A modern lobby with exposed wooden beams, a glass railing, and a seating area with a sofa and armchairs.

17. Bradshaw Lofts: The Tapestry

Bradshaw Lofts: The Tapestry
Stratford
9.8 out of 10, Exceptional, (7 reviews)
"Perfect Place."
Canada
Bernie
Bradshaw Lofts: The Tapestry
A modern living room with a dark sofa, a coffee table, and a large plant.

18. Juno Lofts: Memories of Gastown

Juno Lofts: Memories of Gastown
Stratford City Centre
9.4 out of 10, Exceptional, (9 reviews)
"From start to finish Brendan was a great host and the location was perfect!!!"
United States
CJ R.
Juno Lofts: Memories of Gastown
A modern living room with a large abstract painting, wooden shelving, a grey sofa, and a marble coffee table.

19. Bradshaw Lofts: Borealis

Bradshaw Lofts: Borealis
Stratford
10.0 out of 10, Exceptional, (1 review)
"Great place. Convenient and close to downtown. Comfortable. I had a problem with the dishwasher and the manager responded right away. My only comment (and it's somewhat trivial) is the bedding needs to fit the bed."
Canada
Kendra
The price is NZ$565
includes taxes & fees
7 Sept - 8 Sept
Bradshaw Lofts: Borealis

20. Beautiful basement

Beautiful basement
Wilmot
8.8 out of 10, Excellent, (3 reviews)
"Very clean, has everything you need, really nice place to stay!"
United States
Derek D.
The price is NZ$261
includes taxes & fees
14 Sept - 15 Sept
Beautiful basement
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Township of Wellesley Hotel Reviews

Holiday Inn Express Hotel & Suites Waterloo - St Jacobs by IHG

Holiday Inn Express Hotel & Suites Waterloo - St Jacobs by IHG

10/10 Excellent
"Great location with a nice breakfast"
KAREN 1-night trip
Posted 2 hours ago
Holiday Inn Express Hotel & Suites Waterloo - St Jacobs by IHG

Find out more about Township of Wellesley

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Township of Wellesley holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Township of Wellesley. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Township of Wellesley. Seeing all the best attractions is bound to make you fall in love with Township of Wellesley. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Township of Wellesley short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Township of Wellesley?

Yes, there are holiday rentals close to the most popular sights in Township of Wellesley, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Township of Wellesley has to offer?

1960 Mid-Century Modern Nature Retreat: This holiday home rental outside of Township of Wellesley is located in a rural location, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Township of Wellesley?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Township of Wellesley stay.

What can I see and do in Township of Wellesley?

While exploring the area, visit family-friendly sights like Bingemans, or get outside and enjoy nature at RIM Park. St. Jacobs Market District Visitor Information Centre and St. Jacobs Country Playhouse are a couple of places you'll find in the wider area.

What are holiday rentals like in Township of Wellesley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Township of Wellesley. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for families.