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Cumberland Beach Vacation Rentals

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Our top choices for Cumberland Beach vacation rentals

Goffatt Island on Lake Simcoe

Goffatt Island on Lake Simcoe
2.5 star property
Simcoe County
The price is CA $180
CA $303 total
includes taxes & fees
Jun 29 - Jun 30
Goffatt Island on Lake Simcoe

Waterfront Suite | Marina Views | Sauna | 1 BR

Waterfront Suite | Marina Views | Sauna | 1 BR
Coldwater
The price is CA $174
CA $484 total
includes taxes & fees
Jun 29 - Jun 30
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 CA $245
CA $576 total
includes taxes & fees
Jun 29 - Jun 30
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 CA $156
CA $281 total
includes taxes & fees
Jul 5 - Jul 6
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 CA $108
CA $234 total
includes taxes & fees
Jul 2 - Jul 3
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 CA $196
CA $341 total
includes taxes & fees
Jun 30 - Jul 1
Lake View Loft Studio type

Kahshe House: Newly Reno'd Summer Retreat

Kahshe House: Newly Reno'd Summer Retreat
Gravenhurst
The price is CA $366
CA $796 total
includes taxes & fees
Jul 6 - Jul 7
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 CA $148
CA $440 total
includes taxes & fees
Jun 29 - Jun 30
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 CA $239
CA $401 total
includes taxes & fees
Jul 27 - Jul 28
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 CA $185
CA $390 total
includes taxes & fees
Jul 9 - Jul 10
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 CA $132
CA $272 total
includes taxes & fees
Jul 26 - Jul 27
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 CA $229
CA $472 total
includes taxes & fees
Jun 29 - Jun 30
1-Bedroom Cottage #1 - White Pine

Magnificent Lakefront Modern Cottage

Magnificent Lakefront Modern Cottage
Washago
8.8 out of 10, Excellent, (23 reviews)
The price is CA $425
CA $756 total
includes taxes & fees
Jul 1 - Jul 2
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 CA $279
CA $538 total
includes taxes & fees
Jun 29 - Jun 30
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 CA $173
CA $317 total
includes taxes & fees
Jul 5 - Jul 6
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 CA $109
CA $222 total
includes taxes & fees
Jun 29 - Jun 30
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 CA $279
CA $538 total
includes taxes & fees
Jun 29 - Jun 30
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 CA $137
CA $254 total
includes taxes & fees
Jul 7 - Jul 8
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 CA $130
CA $272 total
includes taxes & fees
Jul 2 - Jul 3
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 CA $126
CA $242 total
includes taxes & fees
Jul 5 - Jul 6
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cumberland Beach. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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?

Snowmobile-In Waterfront Suite | Sauna | Sleeps 6: Visitors like this Cumberland Beach vacation home rental. It is on a lake and equipped with laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings.

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 Lakehead University - Orillia Campus.

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.