Lodging Image

Cumberland Beach Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Cumberland Beach vacation rentals

1. Lake View Loft Studio type

Lake View Loft Studio type
Severn
7.8 out of 10, Good, (6 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 $165
CA $295 total
includes taxes & fees
Sep 13 - Sep 14
Lake View Loft Studio type

2. 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
The price is CA $234
CA $424 total
includes taxes & fees
Sep 7 - Sep 8
Bonnie 2 Cottage/Resort/Orillia, Muskoka

3. Lakefront Living Downtown Orillia.

Lakefront Living Downtown Orillia.
Orillia
8.6 out of 10, Excellent, (14 reviews)
"Close to trails and downtown"
Canada
Frank
The price is CA $149
CA $316 total
includes taxes & fees
Aug 14 - Aug 15
Lakefront Living Downtown Orillia.

4. Magnificent Lakefront Modern Cottage

Magnificent Lakefront Modern Cottage
Washago
8.8 out of 10, Excellent, (26 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 CA $325
CA $624 total
includes taxes & fees
Sep 7 - Sep 8
Magnificent Lakefront Modern Cottage

5. ❤ 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.
The price is CA $248
CA $315 total
includes taxes & fees
Aug 14 - Aug 15
❤ Cedar-View Studio with Hot Tub ❤

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 CA $675
CA $1,123 total
includes taxes & fees
Sep 1 - Sep 2
Modern Luxury Retreat with Stunning Views & Open Concept Design

7. 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, (9 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 CA $480
CA $875 total
includes taxes & fees
Aug 16 - Aug 17
Beautiful Waterfront Cottage with Hot Tub in South Muskoka

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

Campfire, Privacy, Stargazing minutes to Beaches/Orillia/Casino Rama
Orillia
10.0 out of 10, Exceptional, (2 reviews)
"This property was amazing. Super clean, well stocked, comfy beds, great air conditioning, and quiet area. Will definitely come back again!!"
United States
jacob m.
The price is CA $400
CA $514 total
includes taxes & fees
Aug 19 - Aug 20
Campfire, Privacy, Stargazing minutes to Beaches/Orillia/Casino Rama

9. Log Cabin On the Lake B&B

Log Cabin On the Lake B&B
Kilworthy
9.8 out of 10, Exceptional, (45 reviews)
"We look forward to returning"
United States
Eric O.
The price is CA $239
CA $402 total
includes taxes & fees
Aug 19 - Aug 20
Log Cabin On the Lake B&B

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

Snowmobile-In Riverside Suite with Sauna, Marina, Sleeps 6!
Coldwater
The price is CA $192
CA $501 total
includes taxes & fees
Sep 8 - Sep 9
Snowmobile-In Riverside Suite with Sauna, Marina, Sleeps 6!

11. 1 Bedroom Cottage VIII: PL

1 Bedroom Cottage VIII: PL
Gravenhurst
The price is CA $179
CA $355 total
includes taxes & fees
Aug 20 - Aug 21
1 Bedroom Cottage VIII: PL

12. 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 CA $233
CA $450 total
includes taxes & fees
Aug 27 - Aug 28
Off-Grid Getaway | Fireplace, BBQ & Patio

13. 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, (3 reviews)
"Beautiful property, responsive host, everything exactly as described."
United States
Danielle L.
The price is CA $245
CA $499 total
includes taxes & fees
Sep 7 - Sep 8
Charming Lakefront Cottage with Sauna, Fire Table & Sunset Views

14. Jacuzzi Suite Relaxing Retreat

Jacuzzi Suite Relaxing Retreat
Shanty Bay
9.4 out of 10, Exceptional, (26 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 $131
CA $270 total
includes taxes & fees
Aug 31 - Sep 1
Jacuzzi Suite Relaxing Retreat

15. 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.
The price is CA $119
CA $235 total
includes taxes & fees
Aug 18 - Aug 19
Hillside Haven: Serene Studio Retreat for 4

16. Modern, fully renovated Studio!

Modern, fully renovated Studio!
Shanty Bay
8.8 out of 10, Excellent, (3 reviews)
"Host was great and room was lovely"
Canada
Cassy W.
The price is CA $113
CA $227 total
includes taxes & fees
Aug 31 - Sep 1
Modern, fully renovated Studio!

17. Waterfront 10BR Retreat on 7 Private Acres | Green River Villa | Sleeps 28–30

Waterfront 10BR Retreat on 7 Private Acres | Green River Villa | Sleeps 28–30
Washago
9.8 out of 10, Exceptional, (7 reviews)
"We took our sales team here for a 3-day team offsite. The property was perfect for our group. Location was awesome and easy to access. The river was great for swimming and kayaking. Edward was incredibly accommodating. Our team had a great time!"
Canada
Jonathan E.
The price is CA $2,232
CA $3,649 total
includes taxes & fees
Aug 14 - Aug 15
Waterfront 10BR Retreat on 7 Private Acres | Green River Villa | Sleeps 28–30

18. 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
The price is CA $108
CA $234 total
includes taxes & fees
Aug 16 - Aug 17
Lux Studio in Horseshoe Valley

19. Country Retreat Horseshoe Valley

Country Retreat Horseshoe Valley
Shanty Bay
9.2 out of 10, Wonderful, (5 reviews)
"Great getaway in a quiet setting above Horseshoe Valley Resort. "
United States
David P.
The price is CA $126
CA $242 total
includes taxes & fees
Aug 31 - Sep 1
Country Retreat Horseshoe Valley

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

Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
Victoria Harbour
8.6 out of 10, Excellent, (23 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 CA $148
CA $439 total
includes taxes & fees
Aug 19 - Aug 20
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
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.
Save an average of 15% on thousands of hotels when you're signed in

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.

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?

Modern Luxury Retreat with Stunning Views & Open Concept Design: You might want to consider this vacation home rental near Cumberland Beach, which offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.