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Cumberland Beach Holiday Rentals

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Our top choices for Cumberland Beach holiday rentals

Goffatt Island on Lake Simcoe

Goffatt Island on Lake Simcoe
2.5 star property
Simcoe County
The price is NZ$377
includes taxes & fees
29 June - 30 June
Goffatt Island on Lake Simcoe

Waterfront Suite | Marina Views | Sauna | 1 BR

Waterfront Suite | Marina Views | Sauna | 1 BR
Coldwater
The price is NZ$612
includes taxes & fees
7 July - 8 July
Waterfront Suite | Marina Views | Sauna | 1 BR

Snowmobile-In Waterfront Suite | Sauna | Sleeps 6

Snowmobile-In Waterfront Suite | Sauna | Sleeps 6
Coldwater
The price is NZ$706
includes taxes & fees
28 June - 29 June
Snowmobile-In Waterfront Suite | Sauna | Sleeps 6

Hillside Haven: Serene Studio Retreat for 4

Hillside Haven: Serene Studio Retreat for 4
Oro-Medonte
9.6 out of 10, Exceptional, (4 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 NZ$278
includes taxes & fees
2 July - 3 July
Hillside Haven: Serene Studio Retreat for 4

Lux Studio in Horseshoe Valley

Lux Studio in Horseshoe Valley
Oro
8.0 out of 10, Very good, (1 review)
"Was a nice little condo to stay in! Perhaps having ice available would be nice for drinks, and have more towels and bigger towels to use would have been nice. Overall good place for a night away! "
Canada
Joshua C.
The price is NZ$292
includes taxes & fees
2 July - 3 July
Lux Studio in Horseshoe Valley

Lake View Loft Studio type

Lake View Loft Studio type
Severn
7.6 out of 10, Good, (5 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$409
includes taxes & fees
28 June - 29 June
Lake View Loft Studio type

Kahshe House: Newly Reno'd Summer Retreat

Kahshe House: Newly Reno'd Summer Retreat
Gravenhurst
The price is NZ$839
includes taxes & fees
28 June - 29 June
Kahshe House: Newly Reno'd Summer Retreat

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, (17 reviews)
"The host responded timely and the place was a perfect fit for what we were looking for."
Canada
Mya H.
The price is NZ$537
includes taxes & fees
8 July - 9 July
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage

Log Cabin On the Lake B&B

Log Cabin On the Lake B&B
Kilworthy
9.8 out of 10, Exceptional, (44 reviews)
"Everything about this little log cabin stay was what we needed for a wonderful winter escape. Host was very accommodating, the cabin was comfortable and clean, and the views whether daytime or night time were spectacular! Would recommend this to everyone! "
United States
Kim B.
The price is NZ$496
includes taxes & fees
8 July - 9 July
Log Cabin On the Lake B&B

Off-Grid Getaway | Fireplace, BBQ & Patio

Off-Grid Getaway | Fireplace, BBQ & Patio
Gravenhurst
10.0 out of 10, Exceptional, (1 review)
"I had a great time, such a cute cabin and good communication with the host when I had trouble with directions."
United States
Jules O.
The price is NZ$469
includes taxes & fees
8 July - 9 July
Off-Grid Getaway | Fireplace, BBQ & Patio

Jacuzzi Suite Relaxing Retreat

Jacuzzi Suite Relaxing Retreat
Shanty Bay
9.4 out of 10, Exceptional, (24 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 NZ$340
includes taxes & fees
26 July - 27 July
Jacuzzi Suite Relaxing Retreat

1-Bedroom Cottage #1 - White Pine

1-Bedroom Cottage #1 - White Pine
Gravenhurst
6.0 out of 10, (1 review)
"The place is close to a high traffic road, noisy. The cabin is in a bad condition. The door to the deck didn’t close and can’t be locked. Some of the lights didn’t work. It is close to Gravenhurst. "
Canada
Jens H.
The price is NZ$574
includes taxes & fees
28 June - 29 June
1-Bedroom Cottage #1 - White Pine

Magnificent Lakefront Modern Cottage

Magnificent Lakefront Modern Cottage
Washago
8.8 out of 10, Excellent, (23 reviews)
"The property was really clean. Host communicated properly. The kitchen had all the amenities."
United States
Susom S.
The price is NZ$928
includes taxes & fees
1 July - 2 July
Magnificent Lakefront Modern Cottage

2-Bedroom Cottage #5 - Lodgepole Pine

2-Bedroom Cottage #5 - Lodgepole Pine
Gravenhurst
4.6 out of 10, (4 reviews)
"Nice small cottage, pretty basic but comes with everything we needed for teenager kids to enjoy the swimming and fishing. If you had great weather and spent most time by water then it is a good place."
Canada
Zixiang F.
The price is NZ$651
includes taxes & fees
28 June - 29 June
2-Bedroom Cottage #5 - Lodgepole Pine

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$315
includes taxes & fees
29 June - 30 June
Cozy 1-Bedroom Romantic Retreat with full Kitchen

Lux Studio-King Bed with Pool on Grounds

Lux Studio-King Bed with Pool on Grounds
Shanty Bay
6.8 out of 10, (6 reviews)
"Bed was very comfortable, and the room was mostly updated. We were disappointed that there wasn't a microwave, even though it was in the listing, also there wasn't a kettle, coffee mugs and the other amenities were very limited. We had brought dinner to heat up, and had to eat it cold. There also was not a fireplace, or bathrobes; as stated in the listing. Communication with the owner also stopped when I told her about the microwave. Finally there are no curtains or blinds on the windows,...
United States
Phil B.
The price is NZ$277
includes taxes & fees
29 June - 30 June
Lux Studio-King Bed with Pool on Grounds

2-Bedroom Cottage #4 - Monterey Pine

2-Bedroom Cottage #4 - Monterey Pine
Gravenhurst
5.0 out of 10, (2 reviews)
"We were required to strip the beds before leaving or be charged. Bathroom filthy. Lady could not speak any English. Terrible experience "
Canada
Donna
The price is NZ$657
includes taxes & fees
29 June - 30 June
2-Bedroom Cottage #4 - Monterey Pine

Cozy king bed Suite/pullout couch. Pool on grounds

Cozy king bed Suite/pullout couch. Pool on grounds
Shanty Bay
The price is NZ$321
includes taxes & fees
7 July - 8 July
Cozy king bed Suite/pullout couch. Pool on grounds

Lower Level @ Carriage Hills

Lower Level @ Carriage Hills
Shanty Bay
8.0 out of 10, Very good, (7 reviews)
"The unit was fine, and close to the ski hill and Spa (just a few minute drive). Check in was easy and the host was very responsive. The amenities in the unit need updating, mostly, kitchen utensils."
Canada
John B.
The price is NZ$319
includes taxes & fees
29 June - 30 June
Lower Level @ Carriage Hills

Country Retreat Horseshoe Valley

Country Retreat Horseshoe Valley
Shanty Bay
9.0 out of 10, Wonderful, (4 reviews)
"Nice and clean room. "
United States
Kellie D.
The price is NZ$306
includes taxes & fees
7 July - 8 July
Country Retreat Horseshoe Valley
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

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$278 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?

Snowmobile-In Waterfront Suite | Sauna | Sleeps 6: This holiday home rental outside of Cumberland Beach is on a lake, and equipped with laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings.

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 Lakehead University - Orillia Campus.

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.