Cumberland Beach Vacation Rentals from $142: Search Short-Term Rentals

Q: What's the top vacation rental that Cumberland Beach has to offer?

WATERFRONT COTTAGE in Muskoka : You might want to consider this vacation home rental near Cumberland Beach, which is located on the waterfront and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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Our top choices for Cumberland Beach vacation rentals

A lakeside view with three lounge chairs, a small table, and a stone wall.

1. Lake View Loft Studio type

Severn

Tom E.

$188 nightly

Nov 9 - Nov 10

Total with taxes and fees

A tent-like structure with a mattress inside, surrounded by a wooden frame and illuminated by string lights.

2. ❤ Cedar-View Studio with Hot Tub ❤

Orillia

Rory P.

$182 nightly

Nov 9 - Nov 10

Total with taxes and fees

A room with a large window overlooking a lake, a glass table, two chairs, and a ceiling fan.

3. Magnificent Lakefront Modern Cottage

Washago

Talha Bin

$355 nightly

Nov 13 - Nov 14

Total with taxes and fees

A deck with outdoor furniture, a pergola, and a view of the backyard.

4. Kahshe House: Newly Reno'd Summer Retreat

Gravenhurst

$359 nightly

Nov 24 - Nov 25

Total with taxes and fees

A wooden deck with lounge chairs and a slide over a body of water.

5. Beautiful Waterfront Cottage with Hot Tub in South Muskoka

Severn Bridge

"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."

Mary-Anne S.

$299 nightly

Nov 9 - Nov 10

Total with taxes and fees

A wooden log cabin with a porch, two Adirondack chairs, and a fire pit.

6. Log Cabin On the Lake B&B

Kilworthy

Robert O.

$235 nightly

Nov 10 - Nov 11

Total with taxes and fees

A spacious living area with a large fireplace, a dark sectional sofa, and a staircase leading to an upper level.

7. Modern Luxury Retreat with Stunning Views & Open Concept Design

severn

Angue

$449 nightly

Dec 1 - Dec 2

Total with taxes and fees

An aerial view of a resort with multiple swimming pools, outdoor seating areas, and a large building with a distinctive roof.

8. Lux Studio in Horseshoe Valley

Oro

Sam

An indoor swimming pool with clear glass walls, a separate hot tub area, and lounge chairs along the side.

9. Cozy 1-Bedroom Romantic Retreat with full Kitchen

Oro-Medonte

"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...

Rayissa N.

$141 nightly

Nov 11 - Nov 12

Total with taxes and fees

A cabin with a deck, outdoor seating, and a fire pit.

10. 1 Bedroom Cottage IX: PL

Gravenhurst

$209 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

Oro Medonte

Travis

$211 nightly

Nov 9 - Nov 10

Total with taxes and fees

12. Escape to a cozy rustic cabin!

Gravenhurst

$259 nightly

Nov 9 - Nov 10

Total with taxes and fees

A riverside cabin with a dock and a small boat.

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

Kilworthy

Joel & Kirsten W.

$362 nightly

Nov 9 - Nov 10

Total with taxes and fees

A balcony with wicker furniture, a red umbrella, and a view of a lake.

14. Charming Lakefront Cottage with Sauna, Fire Table & Sunset Views

Sebright

Netila

$269 nightly

Nov 9 - Nov 10

Total with taxes and fees

15. Horseshoe Valley Resort ,KING Bd 55”Tv Spa Skiing

Shanty Bay

Amy R.

A deck with a round seating area, a railing, and a view of a body of water.

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

Gravenhurst

Allan B.

$611 nightly

Nov 9 - Nov 10

Total with taxes and fees

A calm lake at sunset with a rocky shoreline and a distant tree line.

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

Victoria Harbour

"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...

Ellen

$308 nightly

Nov 9 - Nov 10

Total with taxes and fees

A kitchen with white cabinets, a stainless steel stove, and a refrigerator.

18. Mount St Louis Cottage

Oro-Medonte

denise.

$267 nightly

Nov 9 - Nov 10

Total with taxes and fees

A wooden pathway leading to white plastic chairs arranged on either side, with a body of water and trees in the background.

19. Lakeview President suite on Private island

Goffatt Island

$585 nightly

Nov 9 - Nov 10

Total with taxes and fees

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Find vacation rentals that suit your style

Top Cumberland Beach Hotel Reviews

A large indoor swimming pool with clear blue water, surrounded by white lounge chairs and a sun umbrella.

Days Inn by Wyndham Orillia

Ramara

10/10 Excellent

yariv

A hotel reception area with a red wall, a wooden reception desk, and a grey counter.

Comfort Inn Orillia

Orillia

10/10 Excellent

Kathleen

A hotel sign with the name "Champlain Waterfront Hotel" and the year "1920" indicating its establishment.

The Champlain Waterfront Hotel, an Ascend Collection Hotel

Orillia

10/10 Excellent

This was my second visit to Orillia this year and I stayed at the Champlain Waterfront Hotel both times because I liked it so much the first visit. The hotel is easy to get around, has nicely appointed rooms and is conveniently located to many things to do in Orillia. If you visit the Orillia area, you should consider the Champlain Waterfront Hotel. The Social Bar restaurant adjoining the hotel is also very nice.

John

A restaurant setting with round tables, chairs, and empty wine glasses.

Best Western Plus Mariposa Inn & Conference Centre

Orillia

10/10 Excellent

Anonymous traveler

A lakeside property with multiple houses, a dock, and autumn foliage.

Bayview Wildwood Resort, an Ascend Collection Resort

Severn

10/10 Excellent

Nelson

A large indoor swimming pool with a second-floor balcony, tiled flooring, and a lifebuoy on the wall.

Quality Inn & Conference Centre Orillia

Orillia

10/10 Excellent

Colleen

A modern living room with a fireplace, seating area, and a kitchen counter.

Howard Johnson by Wyndham Gravenhurst

Gravenhurst

10/10 Excellent

Muqing

A patio with stone seating and a fire pit, surrounded by a stone wall and greenery.

Carriage Ridge Resort, an Ascend Collection Resort

Oro-Medonte

10/10 Excellent

Joseph

A hotel room with a bed, a desk, a chair, a dresser, a ceiling fan, and a painting on the wall.

Holiday Motel

Orillia

8/10 Good

Karen

A room with two beds, a small stool, a nightstand with a lamp, and a window.

Kings Inn - Orillia

Orillia

10/10 Excellent

George

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 $142 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.

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?

WATERFRONT COTTAGE in Muskoka: You might want to consider this vacation home rental near Cumberland Beach, which is located on the waterfront and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and 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?

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 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.

Cumberland Beach Vacation Rentals

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Upfront pricing

Check prices for these dates

Our top choices for Cumberland Beach vacation rentals

1. Lake View Loft Studio type

2. ❤ Cedar-View Studio with Hot Tub ❤

3. Magnificent Lakefront Modern Cottage

4. Kahshe House: Newly Reno'd Summer Retreat

5. Beautiful Waterfront Cottage with Hot Tub in South Muskoka

6. Log Cabin On the Lake B&B

7. Modern Luxury Retreat with Stunning Views & Open Concept Design

8. Lux Studio in Horseshoe Valley

9. Cozy 1-Bedroom Romantic Retreat with full Kitchen

10. 1 Bedroom Cottage IX: PL

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

12. Escape to a cozy rustic cabin!

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

14. Charming Lakefront Cottage with Sauna, Fire Table & Sunset Views

15. Horseshoe Valley Resort ,KING Bd 55”Tv Spa Skiing

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

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

18. Mount St Louis Cottage

19. Lakeview President suite on Private island

Find vacation rentals that suit your style

Top Cumberland Beach Hotel Reviews

Days Inn by Wyndham Orillia

10/10 Excellent

Find out more about Cumberland Beach

Everything you need to know about Cumberland Beach vacation rentals

Cumberland Beach vacation rentals: An excellent choice for every season

How to find incredible deals on Cumberland Beach rentals

Frequently Asked Questions

Can I find vacation rentals in Cumberland Beach?

What's the top vacation rental that Cumberland Beach has to offer?

How many vacation rentals are there in Cumberland Beach?

What’s there to see and do in Cumberland Beach?

What’s a vacation rental in Cumberland Beach like?

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