Cumberland Beach Holiday 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 Cumberland Beach holiday rentals

A beachside setting with two chairs and a colorful umbrella, surrounded by trees and a view of the water.

1. Lake View Loft Studio type

Lake View Loft Studio type
Severn
8.6 out of 10, Excellent, (9 reviews)
"Stayed only 2 days . Very clean Loft . Beautiful view. Every thing went perfectly."
United States
Tom E.
The price is NZ$397
includes taxes & fees
10 Nov - 11 Nov
Lake View Loft Studio type
A deck with outdoor furniture, a pergola, and a view of the backyard.

2. Kahshe House: Newly Reno'd Summer Retreat

Kahshe House: Newly Reno'd Summer Retreat
Gravenhurst
The price is NZ$748
includes taxes & fees
24 Nov - 25 Nov
Kahshe House: Newly Reno'd Summer Retreat
A tent-like structure with a mattress inside, surrounded by a wooden frame and illuminated by string lights.

3. ❤ Cedar-View Studio with Hot Tub ❤

❤ Cedar-View Studio with Hot Tub ❤
Orillia
9.8 out of 10, Exceptional, (7 reviews)
"Perfect spot to stay for 2 in Orillia!"
United States
Rory P.
The price is NZ$382
includes taxes & fees
10 Nov - 11 Nov
❤ Cedar-View Studio with Hot Tub ❤
A wooden deck with lounge chairs and a slide over a body of water.

4. 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)
"This was a perfect place for a family cottage trip. Having both the main place and the upstairs allowed everyone to have their own room. The view in the front was so nice and the pool in the backyard was a great bonus. Danika, the cleaning lady, was so welcoming and went above and beyond to be sure we had a great time. Our host was great at answering questions ahead of our arrival. We had a terrific week and would definitely return in the future."
United States
Mary-Anne S.
The price is NZ$612
includes taxes & fees
10 Nov - 11 Nov
Beautiful Waterfront Cottage with Hot Tub in South Muskoka
A wooden log cabin with a porch, two Adirondack chairs, and a fire pit.

5. Log Cabin On the Lake B&B

Log Cabin On the Lake B&B
Kilworthy
9.8 out of 10, Exceptional, (50 reviews)
"Fantastic property and cabin, location is perfect for a get away. Great host, highly impressed and highly recommended."
United States
Robert O.
The price is NZ$486
includes taxes & fees
10 Nov - 11 Nov
Log Cabin On the Lake B&B
A spacious living area with a large fireplace, a dark sectional sofa, and a staircase leading to an upper level.

6. 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$913
includes taxes & fees
1 Dec - 2 Dec
Modern Luxury Retreat with Stunning Views & Open Concept Design
A pool area with a hot tub and seating under a covered roof.

7. 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$264
includes taxes & fees
11 Nov - 12 Nov
Cozy 1-Bedroom Romantic Retreat with full Kitchen
A cabin with a deck, outdoor seating, and a fire pit.

8. 1 Bedroom Cottage IX: PL

1 Bedroom Cottage IX: PL
Gravenhurst
The price is NZ$430
includes taxes & fees
15 Nov - 16 Nov
1 Bedroom Cottage IX: PL
A hot tub with a control panel, surrounded by snow-covered ground and trees.

9. Sawdust city haus

Sawdust city haus
Gravenhurst
9.2 out of 10, Wonderful, (57 reviews)
"Our family of four had a great stay at Sawdust City Haus! It is even cuter in person than the photos- spotlessly clean, all the kitchen things and linens you need, and very comfortable and cozy. Clear and easy check-in and quick communication from Devon, our friendly host.We stayed in July, so I wasn’t sure if we would use the sauna and hot tub, but mornings were cool enough to take full advantage we hope to be back!"
United States
Katherine B.
The price is NZ$642
includes taxes & fees
12 Nov - 13 Nov
Sawdust city haus
A room with a large window overlooking a lake, a glass table, two chairs, and a ceiling fan.

10. Magnificent Lakefront Modern Cottage

Magnificent Lakefront Modern Cottage
Washago
9.0 out of 10, Wonderful, (33 reviews)
"The property was clean and right on the water. There were utensils available, too as well as the communication from the host was good. Loved my stay."
Canada
Talha Bin
The price is NZ$729
includes taxes & fees
13 Nov - 14 Nov
Magnificent Lakefront Modern Cottage
An indoor swimming pool with a wooden ceiling, large windows, and seating areas with potted plants.

11. Wildwood Hot Tub + Indoor/Outdoor Pool + Sauna + Game Room

Wildwood Hot Tub + Indoor/Outdoor Pool + Sauna + Game Room
Oro Medonte
9.8 out of 10, Exceptional, (11 reviews)
"Fantastic stay. We had great service from the host and enjoyed the design. It's easy to see that a lot of effort was put into the decor. We felt very at home and would definitely stay there again."
Canada
Travis
The price is NZ$436
includes taxes & fees
15 Nov - 16 Nov
Wildwood Hot Tub + Indoor/Outdoor Pool + Sauna + Game Room
Exterior

12. Escape to a cozy rustic cabin!

Escape to a cozy rustic cabin!
Gravenhurst
The price is NZ$536
includes taxes & fees
10 Nov - 11 Nov
Escape to a cozy rustic cabin!
A kitchen with white cabinets, a stainless steel stove, and a refrigerator.

13. Mount St Louis Cottage

Mount St Louis Cottage
Oro-Medonte
9.4 out of 10, Exceptional, (3 reviews)
"It was an amazing and fun stay! The home was perfect and the whole location itself was also peaceful. Definitely will book it again!"
United States
denise.
The price is NZ$562
includes taxes & fees
10 Nov - 11 Nov
Mount St Louis 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$548
includes taxes & fees
12 Nov - 13 Nov
Charming Lakefront Cottage with Sauna, Fire Table & Sunset Views
A riverside cabin with a dock and a small boat.

15. All Seasons - Muskoka Retreat - Lake views and hot tub

All Seasons - Muskoka Retreat - Lake views and hot tub
Kilworthy
9.8 out of 10, Exceptional, (98 reviews)
"This property provides a stunning and vast lake view. The property itself is big, and very well put together. The host was very responsive to messages and we look forward to booking again in the future. Such a wonderful stay for my family and I."
United States
Joel & Kirsten W.
The price is NZ$740
includes taxes & fees
10 Nov - 11 Nov
All Seasons - Muskoka Retreat - Lake views and hot tub
A rustic barn with a sloped roof and a wooden structure with a chimney.

16. 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, (30 reviews)
"I recently rented a cottage for my family getaway, and I couldn't be happier with our choice! The cottage was absolutely huge, providing plenty of space for everyone to relax and enjoy our time together. One of the standout features was how clean everything was, especially the linens and towels, which were fresh and impeccably maintained. It made us feel right at home from the moment we arrived. Although the outside of the house is a bit creepy due to the vines that crawls all over the front...
Canada
Ellen
The price is NZ$617
includes taxes & fees
10 Nov - 11 Nov
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
A cabin with a wooden deck and a metal roof, surrounded by trees.

17. 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, (18 reviews)
"Great layout, new feel with character. Clean and inviting. We will be back!"
United States
Jason B.
The price is NZ$841
includes taxes & fees
10 Nov - 11 Nov
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views
A deck with a round seating area, a railing, and a view of a body of water.

18. ZuKaLand Lakehouse|Rooftop Terrace|Optional Cedar WoodFired Cedar Hot Tub & Sauna

ZuKaLand Lakehouse|Rooftop Terrace|Optional Cedar WoodFired Cedar Hot Tub & Sauna
Gravenhurst
10.0 out of 10, Exceptional, (7 reviews)
"Had a wonderful stay at the cottage! It was cozy, clean, and peaceful — the perfect place to relax and unwind. Highly recommend!” Host is very accommodating."
Canada
Allan B.
The price is NZ$1,245
includes taxes & fees
11 Nov - 12 Nov
ZuKaLand Lakehouse|Rooftop Terrace|Optional Cedar WoodFired Cedar Hot Tub & Sauna
A two-story house with a covered porch and a staircase leading to a deck.

19. Waterfront Cottage with Hot Tub

Waterfront Cottage with Hot Tub
Severn
9.0 out of 10, Wonderful, (32 reviews)
"Beautiful, water- side property perfect for families with kids of all ages. "
Canada
Adrianna K.
The price is NZ$691
includes taxes & fees
10 Nov - 11 Nov
Waterfront Cottage with Hot Tub
A gravel patio with red Adirondack chairs, a fire pit, and a small shed.

20. Lakeview President suite on Private island

Lakeview President suite on Private island
Goffatt Island
The price is NZ$1,215
includes taxes & fees
10 Nov - 11 Nov
Lakeview President suite on Private island
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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Find holiday rentals that suit your style

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Top Cumberland Beach Hotel Reviews

A waterfront hotel with multiple docks, a parking lot, and a road leading to the property.
Residence Inn by Marriott Gravenhurst Muskoka Wharf

Residence Inn by Marriott Gravenhurst Muskoka Wharf

Residence Inn by Marriott Gravenhurst Muskoka Wharf
Gravenhurst

10/10 Excellent

Good size rooms. All the amenities. Excellent location.
Australia
Veronica
Reviewed October 27, 2025
Residence Inn by Marriott Gravenhurst Muskoka Wharf

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$263 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.