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Cumberland Beach Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Cumberland Beach holiday rentals

A lakeside view with three lounge chairs, a small table, and a stone wall.

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 NZ$394
includes taxes & fees
20 Oct - 21 Oct
Lake View Loft Studio type
A swimming pool with a fenced deck area, surrounded by trees and a view of a lake.

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 NZ$379
includes taxes & fees
21 Oct - 22 Oct
Bonnie 2 Cottage/Resort/Orillia, Muskoka
A modern building with a brick facade, large windows, and a small front garden.

3. Lakefront Living Downtown Orillia.

Lakefront Living Downtown Orillia.
Orillia
9.0 out of 10, Wonderful, (19 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
Lakefront Living Downtown Orillia.
A room with a large window overlooking a lake, a glass table, two chairs, and a ceiling fan.

4. Magnificent Lakefront Modern Cottage

Magnificent Lakefront Modern Cottage
Washago
8.8 out of 10, Excellent, (29 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 NZ$647
includes taxes & fees
5 Oct - 6 Oct
Magnificent Lakefront Modern Cottage
A spacious living area with a large fireplace, a dark sectional sofa, and a staircase leading to an upper level.

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 NZ$957
includes taxes & fees
25 Sept - 26 Sept
Modern Luxury Retreat with Stunning Views & Open Concept Design
A covered outdoor seating area with a glass table and chairs, overlooking a parking lot and greenery.

6. Bonnie 1 Cottage/Resort/Orillia, Muskoka

Bonnie 1 Cottage/Resort/Orillia, Muskoka
Washago
The price is NZ$534
includes taxes & fees
27 Sept - 28 Sept
Bonnie 1 Cottage/Resort/Orillia, Muskoka
A wooden deck with lounge chairs and a slide over a body of water.

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.
The price is NZ$716
includes taxes & fees
6 Oct - 7 Oct
Beautiful Waterfront Cottage with Hot Tub in South Muskoka
A wooden deck with a fireplace, a table, and two chairs.

8. 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 NZ$399
includes taxes & fees
15 Oct - 16 Oct
Off-Grid Getaway | Fireplace, BBQ & Patio
A dock with boats, a covered area, and a forested shoreline.

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

Snowmobile-In Riverside Suite with Sauna, Marina, Sleeps 6!
Coldwater
Snowmobile-In Riverside Suite with Sauna, Marina, Sleeps 6!
A wooden log cabin with a porch, two Adirondack chairs, and a fire pit.

10. Log Cabin On the Lake B&B

Log Cabin On the Lake B&B
Kilworthy
9.8 out of 10, Exceptional, (46 reviews)
"We look forward to returning"
United States
Eric O.
The price is NZ$505
includes taxes & fees
29 Sept - 30 Sept
Log Cabin On the Lake B&B
An aerial view of a resort with multiple swimming pools, outdoor seating areas, and a large building with a distinctive roof.

11. Lux Studio in Horseshoe Valley

Lux Studio in Horseshoe Valley
Oro
8.8 out of 10, Excellent, (3 reviews)
"Quiet location Pool was close by Community bbq Trails nearby Nice little apartment"
Canada
Sam
The price is NZ$292
includes taxes & fees
27 Sept - 28 Sept
Lux Studio in Horseshoe Valley
A deck with outdoor furniture, a pergola, and a view of the backyard.

12. Kahshe House: Newly Reno'd Summer Retreat

Kahshe House: Newly Reno'd Summer Retreat
Gravenhurst
The price is NZ$610
includes taxes & fees
28 Sept - 29 Sept
Kahshe House: Newly Reno'd Summer Retreat
A wooden boardwalk through a natural area with dense vegetation and a clear sky.

13. Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage

Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
Victoria Harbour
8.4 out of 10, Very good, (28 reviews)
"The place has everything you need for comfortable stay with clean big rooms and supplies. It is an Old Place with spacious and ample rooms. Doors needs some greasing and it would also help to have some light in the yard for evening. Overall experience was great."
Canada
Akhila
The price is NZ$547
includes taxes & fees
28 Sept - 29 Sept
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
A balcony with wicker furniture, a red umbrella, and a view of a lake.

14. 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, (4 reviews)
"It's the perfect cottage and the most hospitable, helpful, kind hosts! Thank you for a fantastic weekend getaway!"
Canada
Netila
The price is NZ$579
includes taxes & fees
5 Oct - 6 Oct
Charming Lakefront Cottage with Sauna, Fire Table & Sunset Views
An indoor swimming pool with clear glass walls, a separate hot tub area, and lounge chairs along the side.

15. Cozy 1-Bedroom Romantic Retreat with full Kitchen

Cozy 1-Bedroom Romantic Retreat with full Kitchen
Oro-Medonte
10.0 out of 10, Exceptional, (1 review)
"What a wonderful place to stay! The hose was so welcoming from the first communication and throughout the trip. The property was exactly as described but maybe even nicer in person than the pictures. The condo was super spacious with loads of room in the main room plus the bedroom. And the bathroom! Wow! Definitely spa-like with a seperate tub and shower. Treasure is comfortable to hang out on. Instructions inside for pool and wifi were clear. The bed was super comfy! And the black out curtains...
United States
Rayissa N.
The price is NZ$286
includes taxes & fees
5 Oct - 6 Oct
Cozy 1-Bedroom Romantic Retreat with full Kitchen
A cabin with a dock, two Adirondack chairs, and a view of a lake.

16. 1 Bedroom Cottage VI: PL

1 Bedroom Cottage VI: PL
Gravenhurst
The price is NZ$448
includes taxes & fees
1 Oct - 2 Oct
1 Bedroom Cottage VI: PL
A resort with a large pool, outdoor seating, and a modern building with a glass facade.

17. 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
The price is NZ$239
includes taxes & fees
27 Sept - 28 Sept
Hillside Haven: Serene Studio Retreat for 4
A two-story house with a covered porch and a staircase leading to a deck.

18. 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 NZ$717
includes taxes & fees
25 Sept - 26 Sept
Waterfront Cottage with Hot Tub
A tent-like structure with a mattress inside, surrounded by a wooden frame and illuminated by string lights.

19. ❤ Cedar-View Apartment with Hot Tub (3 Bedrooms) ❤

❤ Cedar-View Apartment with Hot Tub (3 Bedrooms) ❤
Orillia
10.0 out of 10, Exceptional, (3 reviews)
"This property is located in a great area in orillia with a short drive to everything near by including the casino. The vibe in the home is homie and great for what you need for a one night or few night stay. Appreciated that they had the home stocked with small things like tooth brushes, paste, cookwear, etc. overall great stay would definitely come back!"
Canada
jasmine
The price is NZ$789
includes taxes & fees
25 Sept - 26 Sept
❤ Cedar-View Apartment with Hot Tub (3 Bedrooms) ❤
A cabin with a wooden deck and a metal roof, surrounded by trees.

20. Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views

Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views
Gravenhurst
9.8 out of 10, Exceptional, (17 reviews)
"Excellent place to bring a family. Very clean and comfortable. Great forest views but close to the city if needed. Short commute to beaches. Great experience overall."
United States
Tabish k.
The price is NZ$860
includes taxes & fees
27 Sept - 28 Sept
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views
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

Muskoka Bay Resort

Muskoka Bay Resort

10/10 Excellent
"I had a really great experience at the resort. The staff, the food , and everything was fantastic. I will come back again 😊"
Emmanuel 2-night trip
Posted less than an hour ago
Muskoka Bay Resort

Find out more about Cumberland Beach

Everything you need to know about Cumberland Beach holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland Beach holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cumberland Beach holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cumberland Beach holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cumberland Beach holiday rentals we have selected for you start as low as NZ$239 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cumberland Beach rentals

At Expedia, we put the best Cumberland Beach holiday 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 holiday.

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. 

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?

WATERFRONT COTTAGE in Muskoka: This holiday home rental outside of Cumberland Beach is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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.