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Cumberland Beach Vacation Rentals

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Cumberland Beach vacation rentals

On the beach

Goffatt Island on Lake Simcoe

Goffatt Island on Lake Simcoe
2.5 star property
Simcoe County
$191 nightly
The price is $216
Jul 21 - Jul 22
Total with taxes and fees
Goffatt Island on Lake Simcoe
Property grounds

Tamarack Marina Waterfront Suite with Marina Views. Sauna Included!

Tamarack Marina Waterfront Suite with Marina Views. Sauna Included!
Coldwater
$308 nightly
The price is $347
Jul 22 - Jul 23
Total with taxes and fees
Tamarack Marina Waterfront Suite with Marina Views. Sauna Included!
Exterior

One bedroom apartment

One bedroom apartment
Gravenhurst
$84 nightly
The price is $94
Jul 26 - Jul 27
Total with taxes and fees
One bedroom apartment
Property grounds

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
$222 nightly
The price is $251
Aug 20 - Aug 21
Total with taxes and fees
Lake View Loft Studio type
Pool

Bonnie 2 Cottage/Resort/Orillia, Muskoka

Bonnie 2 Cottage/Resort/Orillia, Muskoka
Washago
10.0 out of 10, Exceptional, (1 review)
"It was clean, and the property contacts were polite. The beds are a bit hard but better than nothing lol. The heat wasn’t working but it wasn’t too bad for us - we were given a space heater but I’m too nervous to use those overnight so we just used them while we were awake cause we happened to come during a curiously chilly rainy week. It is family friendly - the playground is a bit dated so my kids didn’t play on it cause they thought they would get slivers lol. The basketball net was well...
Canada
Ashley
$337 nightly
The price is $380
Jul 29 - Jul 30
Total with taxes and fees
Bonnie 2 Cottage/Resort/Orillia, Muskoka
Outdoor spa tub

❤ 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.
$201 nightly
The price is $228
Jul 21 - Jul 22
Total with taxes and fees
❤ Cedar-View Studio with Hot Tub ❤
Property grounds

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, (21 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
$279 nightly
The price is $316
Jul 21 - Jul 22
Total with taxes and fees
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
Interior

Magnificent Lakefront Modern Cottage

Magnificent Lakefront Modern Cottage
Washago
8.8 out of 10, Excellent, (24 reviews)
"The property was really clean. Host communicated properly. The kitchen had all the amenities."
United States
Susom S.
$497 nightly
The price is $562
Jul 21 - Jul 22
Total with taxes and fees
Magnificent Lakefront Modern Cottage
Dining

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
$161 nightly
The price is $181
Jul 26 - Jul 27
Total with taxes and fees
Jacuzzi Suite Relaxing Retreat
Property grounds

Beautiful Waterfront Cottage with Hot Tub in South Muskoka

Beautiful Waterfront Cottage with Hot Tub in South Muskoka
Severn Bridge
9.8 out of 10, Exceptional, (8 reviews)
"Cozy and well-appointed property with a peaceful atmosphere. The dining area offers a beautiful river view, adding to the overall experience. Amenities are sufficient for a comfortable stay. Staff are friendly, welcoming, and attentive throughout."
Canada
g c.
$513 nightly
The price is $580
Aug 20 - Aug 21
Total with taxes and fees
Beautiful Waterfront Cottage with Hot Tub in South Muskoka
Outdoor dining

Off-Grid Getaway | Fireplace, BBQ & Patio

Off-Grid Getaway | Fireplace, BBQ & Patio
Gravenhurst
10.0 out of 10, Exceptional, (3 reviews)
"Really cute, clean and close to town and things to do."
United States
Jayne B.
$231 nightly
The price is $262
Jul 27 - Jul 28
Total with taxes and fees
Off-Grid Getaway | Fireplace, BBQ & Patio
Dining

Campfire, Privacy, Stargazing minutes to Beaches/Orillia/Casino Rama

Campfire, Privacy, Stargazing minutes to Beaches/Orillia/Casino Rama
Orillia
$257 nightly
The price is $290
Jul 27 - Jul 28
Total with taxes and fees
Campfire, Privacy, Stargazing minutes to Beaches/Orillia/Casino Rama
Coffee/tea maker, fridge, microwave, oven

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.
$161 nightly
The price is $182
Jul 23 - Jul 24
Total with taxes and fees
Lower Level @ Carriage Hills
1 bedroom, desk, WiFi, bed sheets

Modern, fully renovated Studio!

Modern, fully renovated Studio!
Shanty Bay
10.0 out of 10, Exceptional, (1 review)
"Host was great and room was lovely"
Canada
Cassy W.
$137 nightly
The price is $154
Jul 26 - Jul 27
Total with taxes and fees
Modern, fully renovated Studio!
Exterior

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.
$156 nightly
The price is $159
Jul 22 - Jul 23
Total with taxes and fees
Hillside Haven: Serene Studio Retreat for 4
Interior

Luxury Suite, Full Kitchen, Heated Pool

Luxury Suite, Full Kitchen, Heated Pool
Shanty Bay
7.6 out of 10, Good, (14 reviews)
"This is a very modern and well-maintainted condo unit! My family really loved this place Hygiene - Very clean - kitchen area are very spacious - full size fridge - Kitchen island counters are huge and extremely practical"
Canada
CHANG SUNG
$155 nightly
The price is $175
Jul 21 - Jul 22
Total with taxes and fees
Luxury Suite, Full Kitchen, Heated Pool
Exterior

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.
$255 nightly
The price is $288
Aug 9 - Aug 10
Total with taxes and fees
Log Cabin On the Lake B&B
Terrace/patio

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, (2 reviews)
"We had a great stay, the host was very friendly and gave us all the information about the place (wifi, door code, etc). Modern with stylish interiors and amenities, very clean and cosy, would definitely book this place again and recommend anyone visiting the area to book this stay"
Canada
Vali R.
$357 nightly
The price is $403
Jul 23 - Jul 24
Total with taxes and fees
Charming Lakefront Cottage with Sauna, Fire Table & Sunset Views
Exterior

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
$154 nightly
The price is $167
Jul 26 - Jul 27
Total with taxes and fees
Lux Studio in Horseshoe Valley
Pool

King Studio Suite – Sauna, heated Pool

King Studio Suite – Sauna, heated Pool
Shanty Bay
2.0 out of 10, (1 review)
$162 nightly
The price is $183
Aug 5 - Aug 6
Total with taxes and fees
King Studio Suite – Sauna, heated Pool
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

Howard Johnson by Wyndham Gravenhurst

Howard Johnson by Wyndham Gravenhurst

10/10 Excellent
"Room was ready when we showed up. Room was clean and quiet. Staff were helpful and polite. I would stay here, again."
Joseph 1-night trip
Posted 4 hours ago
Howard Johnson by Wyndham Gravenhurst

Find out more about Cumberland Beach

Everything you need to know about Cumberland Beach vacation rentals

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

Cumberland Beach vacation 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 low season months. For more hustle and bustle, you may prefer to visit Cumberland Beach in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $159 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cumberland Beach rentals

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

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.

Explore a world of travel with Expedia

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?

Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage: You might want to consider this vacation home rental near Cumberland Beach, which 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 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?

Get outdoors into nature at a spot like Lake Couchiching, or visit other top attractions such as Casino Rama. In the larger area, you’ll find Couchiching Beach Park and Orillia Opera House.

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.