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Cumberland Beach Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Cumberland Beach vacation rentals

Property grounds

1. Lake View Loft Studio type

Lake View Loft Studio type
Severn
8.0 out of 10, Very Good, (7 reviews)
"The loft is spacious and well set up with quality furnishings and amenities. We were travelling further north the next day so it was convenient to the highway yet in a peaceful lakeside cottage setting."
Canada
Jason
$182 nightly
The price is $206
Sep 21 - Sep 22
Total with taxes and fees
Lake View Loft Studio type
Pool

2. Bonnie 2 Cottage/Resort/Orillia, Muskoka

Bonnie 2 Cottage/Resort/Orillia, Muskoka
Washago
9.0 out of 10, Wonderful, (2 reviews)
"Very nice and quiet place to relax. The pool was very clean with ample seating. The lake was across the road and so was the boat launch. I would definitely recommend this resort."
United States
Luis F.
$276 nightly
The price is $312
Sep 13 - Sep 14
Total with taxes and fees
Bonnie 2 Cottage/Resort/Orillia, Muskoka
Interior

3. Magnificent Lakefront Modern Cottage

Magnificent Lakefront Modern Cottage
Washago
8.8 out of 10, Excellent, (27 reviews)
"Pros: Very helpful and responsive host. Nice lakefront property in a great location. Well furnished property 2 Kayaks included Amazing Ice Cream shop within walking distance (Scoops) Cons: The bedroom with the bunk bed gets much hotter than the other bedrooms One of the wooden planks on the dock is protruding and is a tripping hazard"
Canada
Gavin
$364 nightly
The price is $412
Oct 1 - Oct 2
Total with taxes and fees
Magnificent Lakefront Modern Cottage
Exterior

4. Lakefront Living Downtown Orillia.

Lakefront Living Downtown Orillia.
Orillia
8.8 out of 10, Excellent, (17 reviews)
"Gorgeous view and very comfortable living space. Great location, could walk to eat and for entertainment on the main drag. Very clean and the host was really nice and gave some options for eating."
Canada
Michelle
$205 nightly
The price is $231
Sep 12 - Sep 13
Total with taxes and fees
Lakefront Living Downtown Orillia.
Outdoor dining

5. Bonnie 1 Cottage/Resort/Orillia, Muskoka

Bonnie 1 Cottage/Resort/Orillia, Muskoka
Washago
$276 nightly
The price is $312
Sep 13 - Sep 14
Total with taxes and fees
Bonnie 1 Cottage/Resort/Orillia, Muskoka
Outdoor spa tub

6. ❤ Cedar-View Studio with Hot Tub ❤

❤ Cedar-View Studio with Hot Tub ❤
Orillia
9.8 out of 10, Exceptional, (6 reviews)
"Perfect spot to stay for 2 in Orillia!"
United States
Rory P.
$204 nightly
The price is $230
Sep 13 - Sep 14
Total with taxes and fees
❤ Cedar-View Studio with Hot Tub ❤
Property grounds

7. Beautiful Waterfront Cottage with Hot Tub in South Muskoka

Beautiful Waterfront Cottage with Hot Tub in South Muskoka
Severn Bridge
9.4 out of 10, Exceptional, (16 reviews)
"We had an enjoyable weekend staying at this charming cottage, which was spotless and well-maintained. The host was very responsive and easy to communicate with, making our experience even more pleasant."
United States
Maria Novamil B.
$397 nightly
The price is $448
Oct 6 - Oct 7
Total with taxes and fees
Beautiful Waterfront Cottage with Hot Tub in South Muskoka
Outdoor dining

8. Kahshe House: Newly Reno'd Summer Retreat

Kahshe House: Newly Reno'd Summer Retreat
Gravenhurst
$338 nightly
The price is $382
Sep 14 - Sep 15
Total with taxes and fees
Kahshe House: Newly Reno'd Summer Retreat
Marina

9. Snowmobile-In Riverside Suite with Sauna, Marina, Sleeps 6!

Snowmobile-In Riverside Suite with Sauna, Marina, Sleeps 6!
Coldwater
$324 nightly
The price is $366
Sep 13 - Sep 14
Total with taxes and fees
Snowmobile-In Riverside Suite with Sauna, Marina, Sleeps 6!
Exterior

10. Log Cabin On the Lake B&B

Log Cabin On the Lake B&B
Kilworthy
9.8 out of 10, Exceptional, (46 reviews)
"A perfect little cabin that offers a nice peaceful setting with beautiful views and close to Gravenhurst. Host is fantastic and communication was great."
United States
Andy Z.
$260 nightly
The price is $294
Sep 20 - Sep 21
Total with taxes and fees
Log Cabin On the Lake B&B
Exterior

11. Lux Studio in Horseshoe Valley

Lux Studio in Horseshoe Valley
Oro
8.0 out of 10, Very Good, (2 reviews)
"Quiet location Pool was close by Community bbq Trails nearby Nice little apartment"
Canada
Sam
$156 nightly
The price is $169
Sep 13 - Sep 14
Total with taxes and fees
Lux Studio in Horseshoe Valley
Terrace/patio

12. 1 Bedroom Cottage IX: PL

1 Bedroom Cottage IX: PL
Gravenhurst
$230 nightly
The price is $260
Sep 18 - Sep 19
Total with taxes and fees
1 Bedroom Cottage IX: PL
Outdoor dining

13. Off-Grid Getaway | Fireplace, BBQ & Patio

Off-Grid Getaway | Fireplace, BBQ & Patio
Gravenhurst
10.0 out of 10, Exceptional, (4 reviews)
"Really cute, clean and close to town and things to do."
United States
Jayne B.
$198 nightly
The price is $228
Sep 15 - Sep 16
Total with taxes and fees
Off-Grid Getaway | Fireplace, BBQ & Patio
Exterior

14. Waterfront Cottage with Hot Tub

Waterfront Cottage with Hot Tub
Severn
9.0 out of 10, Wonderful, (29 reviews)
"Beautiful, water- side property perfect for families with kids of all ages. "
Canada
Adrianna K.
$372 nightly
The price is $421
Sep 13 - Sep 14
Total with taxes and fees
Waterfront Cottage with Hot Tub
Interior

15. Waterfront 10BR Retreat on 7 Private Acres | Green River Villa | Sleeps 28–30

Waterfront 10BR Retreat on 7 Private Acres | Green River Villa | Sleeps 28–30
Washago
9.8 out of 10, Exceptional, (9 reviews)
"We took our sales team here for a 3-day team offsite. The property was perfect for our group. Location was awesome and easy to access. The river was great for swimming and kayaking. Edward was incredibly accommodating. Our team had a great time!"
Canada
Jonathan E.
$1,887 nightly
The price is $2,133
Oct 1 - Oct 2
Total with taxes and fees
Waterfront 10BR Retreat on 7 Private Acres | Green River Villa | Sleeps 28–30
Exterior

16. Hillside Haven: Serene Studio Retreat for 4

Hillside Haven: Serene Studio Retreat for 4
Oro-Medonte
9.0 out of 10, Wonderful, (6 reviews)
"Clean room and had all amenities we were looking for!"
Canada
Roxanne
$145 nightly
The price is $148
Sep 13 - Sep 14
Total with taxes and fees
Hillside Haven: Serene Studio Retreat for 4
Terrace/patio

17. Charming Lakefront Cottage with Sauna, Fire Table & Sunset Views

Charming Lakefront Cottage with Sauna, Fire Table & Sunset Views
Sebright
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful property, responsive host, everything exactly as described."
United States
Danielle L.
$326 nightly
The price is $368
Sep 28 - Sep 29
Total with taxes and fees
Charming Lakefront Cottage with Sauna, Fire Table & Sunset Views
Iron/ironing board, WiFi, bed sheets

18. Casa Del Rosi. Unlimited Luxury in the heart of Orillia.

Casa Del Rosi. Unlimited Luxury in the heart of Orillia.
Orillia
$1,730 nightly
The price is $1,955
Sep 11 - Sep 12
Total with taxes and fees
Casa Del Rosi. Unlimited Luxury in the heart of Orillia.
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 Cumberland Beach Hotel Reviews

Best Western Plus Orillia Hotel

Best Western Plus Orillia Hotel

10/10 Excellent
"Very clean and the staff was very helpful and friendly"
Linda 2-night trip
Posted 8 hours ago
Best Western Plus Orillia Hotel

Find out more about Cumberland Beach

Everything you need to know about Cumberland Beach 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 Cumberland Beach 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 Cumberland Beach vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cumberland Beach vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cumberland Beach. 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 Cumberland Beach 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 $148 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 Cumberland Beach rentals

At Expedia, we put the best Cumberland Beach 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 Cumberland Beach 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 Cumberland Beach 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 Cumberland Beach. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Cumberland Beach?

Yes, there are vacation rentals near top local attractions in Cumberland Beach, or you can select a more secluded option if you're looking for relaxation.

What's the top vacation rental that Cumberland Beach has to offer?

Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage: You might want to consider this vacation home rental near Cumberland Beach, which is located in a rural location and offers a garden, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms and a kitchen with kitchenware.

How many vacation rentals are there in Cumberland Beach?

With 4 Expedia vacation rentals, you're sure to find just the right place for your Cumberland Beach stay.

What’s there to see and do in Cumberland Beach?

While you're exploring the area, Lake Couchiching and Couchiching Beach Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Casino Rama and Orillia Opera House.

What’s a vacation rental in Cumberland Beach like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Cumberland Beach. Vacation rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.