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Tottenham Vacation Rentals

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Our top choices for Tottenham vacation 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.
Lakeside Private suite (Queen bed room)

2. 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 CA $105
CA $195 total
includes taxes & fees
Nov 16 - Nov 17
Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400

3. 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.
The price is CA $159
CA $269 total
includes taxes & fees
Nov 30 - Dec 1
Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful

4. Clean & Cozy Home Near Downtown

Clean & Cozy Home Near Downtown
New Tecumseth
8.6 out of 10, Excellent, (7 reviews)
"Very cozy stay for a weekend hockey tournament."
Canada
Suzanne
The price is CA $120
CA $263 total
includes taxes & fees
Dec 7 - Dec 8
Clean & Cozy Home Near Downtown

5. Studio Apartment in the heart of Caledon

Studio Apartment in the heart of Caledon
CALEDON EAST
8.8 out of 10, Excellent, (8 reviews)
"I had a great stay. I arrived late for check-in but they were still able to get me in which was much appreciated. It was very clean and spacious. It had everything I could need just minus plates and utensils. The listings says there’s a fitness center on sight but there wasn’t one (the treadmill in the picture is no longer there). All in all though it’s a good place to stay!"
United States
Celina R.
The price is CA $70
CA $111 total
includes taxes & fees
Nov 19 - Nov 20
Studio Apartment in the heart of Caledon

6. 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 CA $120
CA $190 total
includes taxes & fees
Nov 16 - Nov 17
Lakeview private suite with kitchen (Twin or King)

7. 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 CA $130
CA $167 total
includes taxes & fees
Dec 5 - Dec 6
Cozy Basement Apartment (700 sq ft) with Full Kitchen

8. Private recreational basement in Holland Landing

Private recreational basement in Holland Landing
East Gwillimbury
8.8 out of 10, Excellent, (18 reviews)
"Very accommodating was a great place to stay."
Canada
Julie D.
The price is CA $126
CA $219 total
includes taxes & fees
Nov 16 - Nov 17
Private recreational basement in Holland Landing

9. The Scarlet Retreat | Spacious 2BR Suite

The Scarlet Retreat | Spacious 2BR Suite
Bradford West Gwillimbury
The price is CA $174
CA $324 total
includes taxes & fees
Nov 16 - Nov 17
The Scarlet Retreat | Spacious 2BR Suite

10. Spacious 4BR Orangeville Home, Private Deck, Sleeps 12—Near Headwaters Hospital!

Spacious 4BR Orangeville Home, Private Deck, Sleeps 12—Near Headwaters Hospital!
Orangeville
The price is CA $187
CA $473 total
includes taxes & fees
Nov 16 - Nov 17
Spacious 4BR Orangeville Home, Private Deck, Sleeps 12—Near Headwaters Hospital!

11. 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 CA $120
CA $201 total
includes taxes & fees
Nov 23 - Nov 24
Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking

12. 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 CA $113
CA $266 total
includes taxes & fees
Nov 16 - Nov 17
Spacious | Private | Quiet | 2 BR Walkout Suite

13. Woodspring Vacation Home

Woodspring Vacation Home
Newmarket
9.4 out of 10, Exceptional, (28 reviews)
"We stayed at this house for two nights for a wedding near by, and the house is beautiful and so clean. There are lots of bathrooms and bed. The whole house is super spacious with lots of areas to sit and relax. The house is also across the street from a nice park if you want a nice stroll. I would stay again if I'm in town."
Canada
Lily
The price is CA $241
CA $466 total
includes taxes & fees
Nov 16 - Nov 17
Woodspring Vacation Home

14. Walk-out unit—better than any hotel

Walk-out unit—better than any hotel
Richmond Hill
The price is CA $79
CA $166 total
includes taxes & fees
Nov 30 - Dec 1
Walk-out unit—better than any hotel

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.
Resort style entire guesthouse with kitchen (2 rooms)

16. Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club

Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club
Mulmur
2.0 out of 10, (1 review)
"They double booked and didn’t mention anything till I was able to reach out for check-in and didn’t help with making other plans for where to sleep or refund at all."
Canada
Quinn
The price is CA $230
CA $405 total
includes taxes & fees
Nov 16 - Nov 17
Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club

17. The Perfect Getaway

The Perfect Getaway
Orangeville
7.8 out of 10, Good, (10 reviews)
"Happy with everything, but we couldn't get any channels on the SmartTV."
Canada
Andrea
The price is CA $171
CA $293 total
includes taxes & fees
Nov 20 - Nov 21
The Perfect Getaway

18. 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 CA $124
CA $171 total
includes taxes & fees
Nov 17 - Nov 18
Luxury, Brand-New, Spacious , Modern Apartment with One Parking.

19. Elegant 2BR/2BA Suite • Near Lake Wilcox, GO Transit & Wonderland

Elegant 2BR/2BA Suite • Near Lake Wilcox, GO Transit & Wonderland
Richmond Hill
The price is CA $197
CA $365 total
includes taxes & fees
Nov 22 - Nov 23
Elegant 2BR/2BA Suite • Near Lake Wilcox, GO Transit & Wonderland

20. Peaceful country home on 25 acres of wooded land

Peaceful country home on 25 acres of wooded land
Loretto
9.4 out of 10, Exceptional, (3 reviews)
"Check in was easy, the house was a good size to fit my party of 9. It would have been nice if some of the back yard grass was cut to play games and for my small dog. It would help to have a few more towels. The house was clean n comfortable."
Canada
Bev C.
The price is CA $605
CA $709 total
includes taxes & fees
Nov 16 - Nov 17
Peaceful country home on 25 acres of wooded land
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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Frequently asked questions

Are there vacation rentals in Tottenham?

Yes, there are vacation rentals in Tottenham near South Simcoe Railway, or you can choose a secluded option if you're looking for extra privacy while you relax.

What are some of the best vacation rentals that Tottenham has to offer?

Razi Estate _ Large Estate with Luxury Collection of Amenities: Visitors like this Tottenham vacation home rental. It is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

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 larger area, you’ll find South Simcoe Railway and Caledon Equestrian Park.

What’s a vacation rental in Tottenham like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Tottenham. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for families.