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Tottenham Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Tottenham vacation rentals

Outdoor dining

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)
A modern kitchen with stainless steel appliances, a microwave, oven, and a refrigerator.

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 AED 270
AED 503 total
includes taxes & fees
15 Nov - 16 Nov
Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400
A balcony with a wooden floor and black railing, overlooking a rural landscape with fields and a road.

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 AED 409
AED 692 total
includes taxes & fees
7 Dec - 8 Dec
Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful
A two-story brick house with a front porch, a garage, and a well-maintained lawn.

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 AED 309
AED 681 total
includes taxes & fees
7 Dec - 8 Dec
Clean & Cozy Home Near Downtown
A backyard with a patio, a small shed, and a wooden fence.

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 AED 180
AED 285 total
includes taxes & fees
12 Dec - 13 Dec
Studio Apartment in the heart of Caledon
A wooden deck with chairs and tables overlooking a lake, a flag, and a gazebo.

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 AED 309
AED 489 total
includes taxes & fees
25 Nov - 26 Nov
Lakeview private suite with kitchen (Twin or King)
A modern kitchen with white cabinets, a wooden island, stainless steel appliances, and a bar stool.

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 AED 335
AED 393 total
includes taxes & fees
4 Dec - 5 Dec
Cozy Basement Apartment (700 sq ft) with Full Kitchen
Outdoor dining

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 AED 324
AED 564 total
includes taxes & fees
22 Nov - 23 Nov
Private recreational basement in Holland Landing
A two-story house with a front porch, a covered entryway, and a small front yard.

9. The Scarlet Retreat | Spacious 2BR Suite

The Scarlet Retreat | Spacious 2BR Suite
Bradford West Gwillimbury
The price is AED 448
AED 835 total
includes taxes & fees
15 Nov - 16 Nov
The Scarlet Retreat | Spacious 2BR Suite
A sign for Island Lake Conservation Area Entrance with a logo and text indicating it's managed by Credit Valley Conservation.

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 AED 481
AED 1,219 total
includes taxes & fees
15 Nov - 16 Nov
Spacious 4BR Orangeville Home, Private Deck, Sleeps 12—Near Headwaters Hospital!
A wooden deck with two turquoise Adirondack chairs, a round table, and a potted plant with flowers.

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 AED 309
AED 518 total
includes taxes & fees
20 Nov - 21 Nov
Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking
Interior

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 AED 290
AED 688 total
includes taxes & fees
15 Nov - 16 Nov
Spacious | Private | Quiet | 2 BR Walkout Suite
A two-story brick house with a dark front door, a small porch, and a number '89' on the wall.

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 AED 621
AED 1,199 total
includes taxes & fees
15 Nov - 16 Nov
Woodspring Vacation Home
A modern living room with a fireplace, a dining area with a glass table, and a large window.

14. Walk-out unit—better than any hotel

Walk-out unit—better than any hotel
Richmond Hill
The price is AED 306
AED 544 total
includes taxes & fees
21 Nov - 22 Nov
Walk-out unit—better than any hotel
A wooden deck with chairs and tables overlooking a lake, a flag, and a gazebo.

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)
A swimming pool with a lounge area, a gazebo, and a red building.

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 AED 591
AED 1,044 total
includes taxes & fees
15 Nov - 16 Nov
Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club
A modern kitchen with a dining area, a black sofa, and a TV.

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 AED 440
AED 762 total
includes taxes & fees
15 Nov - 16 Nov
The Perfect Getaway
A paved pathway leading to a house with a stone facade, a white railing, and a small garden area.

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 AED 318
AED 441 total
includes taxes & fees
17 Nov - 18 Nov
Luxury, Brand-New, Spacious , Modern Apartment with One Parking.
A modern kitchen with stainless steel appliances, a marble countertop island, and pendant lighting.

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 AED 507
AED 916 total
includes taxes & fees
15 Dec - 16 Dec
Elegant 2BR/2BA Suite • Near Lake Wilcox, GO Transit & Wonderland
A spacious hallway with a wooden staircase, leading to a kitchen area with wooden cabinets and a refrigerator.

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 AED 1,558
AED 1,912 total
includes taxes & fees
25 Nov - 26 Nov
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

The Postmark Hotel

The Postmark Hotel

10/10 Excellent
"Great location, friendly staff."
Craig 1-night trip
Posted 9 hours ago
The Postmark Hotel

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.