Tottenham Vacation Rentals from $73: Search Short-Term Rentals

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Our top choices for Tottenham vacation rentals

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

Aurora

Ayla

$207 nightly

Sep 8 - Sep 9

Total with taxes and fees

2 bedrooms, iron/ironing board, internet

2. Modern 2BR Private Suite |Prime Location

Mayfield West

$160 nightly

Aug 11 - Aug 12

Total with taxes and fees

3. Villa in the Forest

King

$645 nightly

Sep 9 - Sep 10

Total with taxes and fees

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

Loretto

Patrick S.

$128 nightly

Aug 11 - Aug 12

Total with taxes and fees

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

Bond head

A A.

$173 nightly

Aug 26 - Aug 27

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

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

Kettleby, King City

mike

$138 nightly

Aug 13 - Aug 14

Total with taxes and fees

7. Lakeside Private suite (Queen bed room)

Loretto

Michael W.

$106 nightly

Aug 16 - Aug 17

Total with taxes and fees

8. Residence and Conference Centre – King City

King

Lindsay

$64 nightly

Aug 17 - Aug 18

Total with taxes and fees

9. Studio Apartment in the heart of Caledon

CALEDON EAST

Jaivyn

$77 nightly

Aug 20 - Aug 21

Total with taxes and fees

10. Clean & Cozy Home Near Downtown

New Tecumseth

$193 nightly

Aug 24 - Aug 25

Total with taxes and fees

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

Orangeville

Darlene M

$106 nightly

Aug 11 - Aug 12

Total with taxes and fees

1 bedroom, travel crib, WiFi (free), bed sheets

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

Aurora

"My daughter and I stayed here for one week and we had the most amazing time. The owner answered all our questions so that everything went smoothly - from the moment of check-in to how to get to the neighbourhood grocery shop. This area was very safe and quiet and most of all, this very well-kept and welcoming place made our trip so memorable and pleasurable. She even shared her fresh baked croissants with us!! We are so satisfied to be able to stay here."

Hitomi

$135 nightly

Aug 17 - Aug 18

Total with taxes and fees

13. Cottage Retreat, Sauna, campfire, full disconnect

Bradford West Gwillimbury

$351 nightly

Sep 1 - Sep 2

Total with taxes and fees

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

Loretto

Carly C.

$163 nightly

Aug 16 - Aug 17

Total with taxes and fees

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

Richmond Hill

Keyonna G.

$116 nightly

Aug 17 - Aug 18

Total with taxes and fees

16. Warm & Cozy 3BR Retreat!

Bradford West Gwillimbury

$263 nightly

Aug 14 - Aug 15

Total with taxes and fees

17. Mono countryside apartments

Orangeville

$129 nightly

Aug 17 - Aug 18

Total with taxes and fees

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

Orangeville

Rita R.

$133 nightly

Aug 16 - Aug 17

Total with taxes and fees

19. New, Clean and Comfortable Apartment with Private Entrance.

East Gwillimbury

Peter v.

$145 nightly

Aug 16 - Aug 17

Total with taxes and fees

20. Family/Group: Cozy 3BR Entire Home

Bradford West Gwillimbury

$207 nightly

Aug 16 - Aug 17

Total with taxes and fees

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Top Tottenham Hotel Reviews

Hockley Valley Resort

10/10 Excellent

"Our stay at the resort was amazing. Friendly staff, clean spacious rooms, ample parking and great breakfast. Would definitely visit again."

Cozy Rooms in Bright Walkout Suite - Newly Renovated 2026

10/10 Excellent

"My first experience staying in a home with other people, sharing a bathroom and kitchen. Definitely a great option if you can’t find a hotel. The house is in a nice area. Parking is available for everyone. Electronic locks on your door. Everyone seemed to be respectful of the common areas."

Best Western Plus Orangeville Inn & Suites

8/10 Good

"The room and common areas were clean and well maintained. We did not use the pool or gym so cannot comment on those amenities. I would suggest each floor should have both drink and snack vending machines. Our floor had only drinks. Breakfast items were about average, although the scrambled eggs were a very strange texture. They had some large chunky pieces of egg but were also sloppy wet. The plastic cutlery at breakfast, and the toilet paper throughout the hotel, were the absolute cheapest quality. These items really should be upgraded."

Find out more about Tottenham

Everything you need to know about Tottenham vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Tottenham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Tottenham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Tottenham vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Tottenham. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Tottenham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $73 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Tottenham rentals

At Expedia, we put the best Tottenham vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Tottenham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Tottenham vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Tottenham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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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?

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 Earl Rowe Provincial Park 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.

Tottenham Vacation Rentals

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Check prices for these dates

Our top choices for Tottenham vacation rentals

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

2. Modern 2BR Private Suite |Prime Location

3. Villa in the Forest

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

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

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

7. Lakeside Private suite (Queen bed room)

8. Residence and Conference Centre – King City

9. Studio Apartment in the heart of Caledon

10. Clean & Cozy Home Near Downtown

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

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

13. Cottage Retreat, Sauna, campfire, full disconnect

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

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

16. Warm & Cozy 3BR Retreat!

17. Mono countryside apartments

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

19. New, Clean and Comfortable Apartment with Private Entrance.

20. Family/Group: Cozy 3BR Entire Home

Find vacation rentals that suit your style

Top Tottenham Hotel Reviews

Hockley Valley Resort

Find out more about Tottenham

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