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Tottenham Holiday Rentals

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Our top choices for Tottenham holiday rentals

1. Lakeside Private suite (Queen bed room)

Lakeside Private suite (Queen bed room)
Loretto
8.0 out of 10, Very good, (4 reviews)
"We really enjoyed our stay, the place was clean and comfortable. Thank you so much."
Canada
Michael W.
The price is NZ$209
includes taxes & fees
5 Nov - 6 Nov
Lakeside Private suite (Queen bed room)

2. Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful

Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful
Bond head
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home and the host was very accommodating. One of the best places to stay in the area."
United States
A A.
Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful

3. Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400

Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400
Kettleby, King City
7.0 out of 10, Good, (4 reviews)
"Owners were very nice. Told us to reach out if we needed anything. She offered to help us with our luggage. Very sweet. Even though we were forewarned about the sound of the pump in washroom, we weren’t expecting it to be that loud and running that often. The washroom is right behind the bed, so it will wake you up. The place was pretty clean, except the washroom and the entrance. Bed was comfortable and floors were clean. Location was great for where we needed to be. Beautiful neighbourhood....
Canada
Frank
The price is NZ$259
includes taxes & fees
26 Oct - 27 Oct
Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400

4. Studio Apartment in the heart of Caledon

Studio Apartment in the heart of Caledon
CALEDON EAST
8.8 out of 10, Excellent, (8 reviews)
"Beautiful flat !"
Canada
Jaivyn
The price is NZ$153
includes taxes & fees
4 Nov - 5 Nov
Studio Apartment in the heart of Caledon

5. Lakeview private suite with kitchen (Twin or King)

Lakeview private suite with kitchen (Twin or King)
Loretto
8.6 out of 10, Excellent, (8 reviews)
"Beautiful spot to stay! Highly recommended "
United States
Patrick S.
The price is NZ$252
includes taxes & fees
26 Oct - 27 Oct
Lakeview private suite with kitchen (Twin or King)

6. Cozy Basement Apartment (700 sq ft) with Full Kitchen

Cozy Basement Apartment (700 sq ft) with Full Kitchen
Orangeville
9.0 out of 10, Wonderful, (2 reviews)
"Great location!"
Canada
Kefa
The price is NZ$224
includes taxes & fees
7 Nov - 8 Nov
Cozy Basement Apartment (700 sq ft) with Full Kitchen

7. A bright & chic 2 bedroom urban apartment

A bright & chic 2 bedroom urban apartment
Orangeville
9.6 out of 10, Exceptional, (10 reviews)
"Great location and easy walk downtown to all the shops and cafes. Made our stay one to remember!"
Canada
Theresa P.
A bright & chic 2 bedroom urban apartment

8. Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking

Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking
Aurora
10.0 out of 10, Exceptional, (16 reviews)
"This location is perfect for one or two travelers who are looking for a quiet stay in a neighborhood that is well connected to amenities. The check-in process and communication with the host was efficient and easy. The room was well appointed and very comfortable."
Canada
Diane
The price is NZ$266
includes taxes & fees
5 Nov - 6 Nov
Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking

9. The Scarlet Retreat | Spacious 2BR Suite

The Scarlet Retreat | Spacious 2BR Suite
Bradford West Gwillimbury
The price is NZ$484
includes taxes & fees
24 Oct - 25 Oct
The Scarlet Retreat | Spacious 2BR Suite

10. The Luxe Haven

The Luxe Haven
East Gwillimbury
The price is NZ$437
includes taxes & fees
3 Nov - 4 Nov
The Luxe Haven

11. Bright 3BR Home with Balcony & Free Parking

Bright 3BR Home with Balcony & Free Parking
Bradford West Gwillimbury
10.0 out of 10, Exceptional, (1 review)
"Couldn’t have asked for a better place to stay while attending a wedding in Cookstown. The response rate was amazing along with the host who was flexible in accommodatable based off of our requests. 10/10 would stay again!"
Canada
Stephan
Bright 3BR Home with Balcony & Free Parking

12. Entire place, Ground level walkout Basement with Huge backyard

Entire place, Ground level walkout Basement with Huge backyard
Orangeville
7.4 out of 10, Good, (40 reviews)
"Loved our accommodations! Exactly what we were looking for! Will book next year! Thank you!"
Canada
Darlene M
The price is NZ$208
includes taxes & fees
25 Oct - 26 Oct
Entire place, Ground level walkout Basement with Huge backyard

13. Spacious | Private | Quiet | 2 BR Walkout Suite

Spacious | Private | Quiet | 2 BR Walkout Suite
Aurora
10.0 out of 10, Exceptional, (1 review)
"This property is an amazing, family-friendly retreat located in a peaceful, quiet neighborhood. The spacious unit is impeccably clean and features a fully equipped kitchen. The host provides outstanding, responsive service, making this an ideal choice for both short-term and long-term stays. Highly recommended."
Canada
Ayla
The price is NZ$351
includes taxes & fees
26 Oct - 27 Oct
Spacious | Private | Quiet | 2 BR Walkout Suite

14. The Perfect Getaway

The Perfect Getaway
Orangeville
7.8 out of 10, Good, (9 reviews)
"Hi my name Sam I visit in Orangeville Ontario for 7 days I rented out this house its New renovated Brand New laundry machines in the suite big kitchen very clean house I love to stay again 5 Star"
United States
sam G.
The price is NZ$380
includes taxes & fees
30 Oct - 31 Oct
The Perfect Getaway

15. Resort style entire guesthouse with kitchen (2 rooms)

Resort style entire guesthouse with kitchen (2 rooms)
Loretto
5.4 out of 10, (3 reviews)
"Very easy check in "
Canada
Carly C.
The price is NZ$320
includes taxes & fees
5 Nov - 6 Nov
Resort style entire guesthouse with kitchen (2 rooms)

16. New & Private Modern Suite | Free Parking | Walk To Shops & Cafés

New & Private Modern Suite | Free Parking | Walk To Shops & Cafés
Aurora
9.8 out of 10, Exceptional, (6 reviews)
"We enjoyed our stay, everything was very clean and bright. Communication with the host was very prompt. Far enough out of the big city but close enough to the big city with all amenities very close by. Would definitely stay here again."
United States
Michael B.
New & Private Modern Suite | Free Parking | Walk To Shops & Cafés

17. Relaxing Queen Retreat | Ensuite Private Bathroom + TV

Relaxing Queen Retreat | Ensuite Private Bathroom + TV
Richmond Hill
The price is NZ$196
includes taxes & fees
23 Nov - 24 Nov
Relaxing Queen Retreat | Ensuite Private Bathroom + TV

18. A bright & modern urban studio

A bright & modern urban studio
Orangeville
10.0 out of 10, Exceptional, (18 reviews)
"This property was exceptional! The space is bright and well equipped and is a perfect home away from home. Would absolutely stay again! Great location within walking distance of downtown."
Canada
Allison
The price is NZ$280
includes taxes & fees
27 Oct - 28 Oct
A bright & modern urban studio

19. Spacious 2 BR, 3 beds, sleeps 6, kitchen, laundry

Spacious 2 BR, 3 beds, sleeps 6, kitchen, laundry
Richmond Hill
9.8 out of 10, Exceptional, (6 reviews)
"Great host! And very clean place"
Canada
KABIR
The price is NZ$373
includes taxes & fees
26 Oct - 27 Oct
Spacious 2 BR, 3 beds, sleeps 6, kitchen, laundry

20. Luxury, Brand-New, Spacious , Modern Apartment with One Parking.

Luxury, Brand-New, Spacious , Modern Apartment with One Parking.
Richmond Hill
8.6 out of 10, Excellent, (8 reviews)
"Host was very accommodating place was very clean and spacious bathroom and shower were absolutely perfect definitely will be back again!"
Canada
Keyonna G.
The price is NZ$228
includes taxes & fees
5 Nov - 6 Nov
Luxury, Brand-New, Spacious , Modern Apartment with One Parking.
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 Tottenham Hotel Reviews

Find out more about Tottenham

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 Tottenham 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 Tottenham. 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 Tottenham. Seeing all the best attractions is bound to make you fall in love with Tottenham. 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 Tottenham short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Tottenham?

Yes, there are holiday rentals in Tottenham close to South Simcoe Railway, 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 Tottenham has to offer?

Razi Estate _ Large Estate with Luxury Collection of Amenities: This holiday home rental outside of Tottenham is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

What’s there to see and do in Tottenham?

While you're exploring the area, Albion Hills Conservation Area and Island Lake Conservation Area are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find South Simcoe Railway and Caledon Equestrian Park.

What’s a holiday rental in Tottenham like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Tottenham. Holiday rentals offer 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 safety away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for small groups.