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Cumberland Beach Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Cumberland Beach holiday 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
The price is HK$919
HK$1,687 total
includes taxes & fees
21 Sept - 22 Sept
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.
The price is HK$1,326
HK$2,433 total
includes taxes & fees
7 Sept - 8 Sept
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
The price is HK$1,587
HK$3,221 total
includes taxes & fees
1 Oct - 2 Oct
Magnificent Lakefront Modern Cottage
Exterior

4. Lakefront Living Downtown Orillia.

Lakefront Living Downtown Orillia.
Orillia
8.8 out of 10, Excellent, (16 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
The price is HK$841
HK$1,822 total
includes taxes & fees
9 Sept - 10 Sept
Lakefront Living Downtown Orillia.
Smart TV, video games

5. Modern Luxury Retreat with Stunning Views & Open Concept Design

Modern Luxury Retreat with Stunning Views & Open Concept Design
severn
10.0 out of 10, Exceptional, (3 reviews)
"Amazing stay for a girls getaway weekend!"
Canada
Angue
The price is HK$2,295
HK$4,392 total
includes taxes & fees
1 Oct - 2 Oct
Modern Luxury Retreat with Stunning Views & Open Concept Design
Outdoor dining

6. Bonnie 1 Cottage/Resort/Orillia, Muskoka

Bonnie 1 Cottage/Resort/Orillia, Muskoka
Washago
The price is HK$1,326
HK$2,446 total
includes taxes & fees
13 Sept - 14 Sept
Bonnie 1 Cottage/Resort/Orillia, Muskoka
Outdoor spa tub

7. ❤ 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.
The price is HK$1,402
HK$1,815 total
includes taxes & fees
7 Sept - 8 Sept
❤ Cedar-View Studio with Hot Tub ❤
Property grounds

8. Beautiful Waterfront Cottage with Hot Tub in South Muskoka

Beautiful Waterfront Cottage with Hot Tub in South Muskoka
Severn Bridge
9.6 out of 10, Exceptional, (14 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.
The price is HK$1,445
HK$3,323 total
includes taxes & fees
6 Oct - 7 Oct
Beautiful Waterfront Cottage with Hot Tub in South Muskoka
Outdoor dining

9. Kahshe House: Newly Reno'd Summer Retreat

Kahshe House: Newly Reno'd Summer Retreat
Gravenhurst
The price is HK$904
HK$3,000 total
includes taxes & fees
7 Sept - 8 Sept
Kahshe House: Newly Reno'd Summer Retreat
Marina

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

Snowmobile-In Riverside Suite with Sauna, Marina, Sleeps 6!
Coldwater
The price is HK$1,087
HK$2,863 total
includes taxes & fees
7 Sept - 8 Sept
Snowmobile-In Riverside Suite with Sauna, Marina, Sleeps 6!
Exterior

11. 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.
The price is HK$1,354
HK$2,299 total
includes taxes & fees
20 Sept - 21 Sept
Log Cabin On the Lake B&B
Exterior

12. 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
The price is HK$613
HK$1,325 total
includes taxes & fees
8 Sept - 9 Sept
Lux Studio in Horseshoe Valley
Terrace/patio

13. 1 Bedroom Cottage IX: PL

1 Bedroom Cottage IX: PL
Gravenhurst
The price is HK$1,015
HK$2,043 total
includes taxes & fees
13 Sept - 14 Sept
1 Bedroom Cottage IX: PL
Dining

14. Jacuzzi Suite Relaxing Retreat

Jacuzzi Suite Relaxing Retreat
Shanty Bay
9.4 out of 10, Exceptional, (26 reviews)
"The host was very accommodating and the place was very nice and exactly as described! Check in was easy and nicely laid out. "
Canada
Amanda
The price is HK$648
HK$1,424 total
includes taxes & fees
8 Sept - 9 Sept
Jacuzzi Suite Relaxing Retreat
Outdoor dining

15. 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.
The price is HK$1,009
HK$2,216 total
includes taxes & fees
6 Oct - 7 Oct
Off-Grid Getaway | Fireplace, BBQ & Patio
Exterior

16. 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.
The price is HK$1,417
HK$3,291 total
includes taxes & fees
8 Sept - 9 Sept
Waterfront Cottage with Hot Tub
Interior

17. 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.
The price is HK$7,242
HK$13,734 total
includes taxes & fees
7 Sept - 8 Sept
Waterfront 10BR Retreat on 7 Private Acres | Green River Villa | Sleeps 28–30
Exterior

18. Hillside Haven: Serene Studio Retreat for 4

Hillside Haven: Serene Studio Retreat for 4
Oro-Medonte
9.2 out of 10, Wonderful, (5 reviews)
"Terrific stay at Hillside Haven, all of the check in, parking and checkout details were communicated clearly. The unit is well maintained and the location is great being right next to the hills and the spa. "
Canada
Natasha S.
The price is HK$496
HK$1,157 total
includes taxes & fees
13 Sept - 14 Sept
Hillside Haven: Serene Studio Retreat for 4
Terrace/patio

19. 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.
The price is HK$1,332
HK$2,747 total
includes taxes & fees
28 Sept - 29 Sept
Charming Lakefront Cottage with Sauna, Fire Table & Sunset Views
Iron/ironing board, WiFi, bed sheets

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

Casa Del Rosi. Unlimited Luxury in the heart of Orillia.
Orillia
The price is HK$10,199
HK$15,322 total
includes taxes & fees
15 Sept - 16 Sept
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

Christie's Mill Inn & Spa, BW Premier Collection

Christie's Mill Inn & Spa, BW Premier Collection

8/10 Good
"No"
Marilyn 1-night trip
Posted less than an hour ago
Christie's Mill Inn & Spa, BW Premier Collection

Find out more about Cumberland Beach

Search for holiday rentals in Cumberland Beach on Expedia! You can easily find your home rentals, villas, holiday apartments in Cumberland Beach using one of the methods below:

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Look no further and take a look at our great range of rental properties in Cumberland Beach!

Frequently asked questions

Can I find holiday rentals in Cumberland Beach?

Yes, there are holiday rentals close to the most popular sights in Cumberland Beach, 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 Cumberland Beach has to offer?

Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage: This holiday home rental outside of Cumberland Beach 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 holiday rentals are there in Cumberland Beach?

With 4 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Casino Rama and Orillia Opera House.

What’s a holiday rental in Cumberland Beach like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cumberland Beach. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a family trip.