Cumberland Beach Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Cumberland Beach holiday rentals

Dining

Condo in Severn

Lake View Loft Studio type
9.0 out of 10, Wonderful, (4 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 HK$606
HK$1,298 total
includes taxes & fees
8 Mar - 9 Mar
Lake View Loft Studio type
On the beach

Villa in Simcoe County

Goffatt Island on Lake Simcoe
2.5 star property
The price is HK$1,141
HK$1,861 total
includes taxes & fees
5 Mar - 6 Mar
Goffatt Island on Lake Simcoe
Exterior

Cottage in Washago

Luxury Waterfront Retreat | Casa Del Capo | Sauna, EV, Pizza Oven & Lake Views
8.8 out of 10, Excellent, (13 reviews)
"Beautiful property right on the lake"
Canada
Jason Y.
The price is HK$1,116
HK$3,260 total
includes taxes & fees
5 Mar - 6 Mar
Luxury Waterfront Retreat | Casa Del Capo | Sauna, EV, Pizza Oven & Lake Views
Pool

Apartment in Shanty Bay

Lovely Getaway in Nature
7.6 out of 10, Good, (9 reviews)
"Pool, Hot Tub, Sauna and Gym were great!"
Canada
Melinda
The price is HK$320
HK$1,223 total
includes taxes & fees
5 Mar - 6 Mar
Lovely Getaway in Nature
Smart TV, video games

Holiday Home in severn

Modern Luxury Retreat with Stunning Views & Open Concept Design
10.0 out of 10, Exceptional, (3 reviews)
"My friends and I had a blast for my 21 birthday, host was amazing too :) "
Canada
Kailer G.
The price is HK$1,490
HK$3,354 total
includes taxes & fees
5 Mar - 6 Mar
Modern Luxury Retreat with Stunning Views & Open Concept Design
Interior

Condo in Shanty Bay

Luxury Suite, Full Kitchen, Heated Pool
7.6 out of 10, Good, (12 reviews)
"Great location near both Vetta Spa and Horseshoe Valley resort. "
Canada
Ben
The price is HK$599
HK$1,367 total
includes taxes & fees
1 Apr - 2 Apr
Luxury Suite, Full Kitchen, Heated Pool
Exterior

Cabin in Kilworthy

Log Cabin On the Lake B&B
9.8 out of 10, Exceptional, (42 reviews)
"Was excellent! "
Canada
Kyra K.
The price is HK$1,364
HK$2,283 total
includes taxes & fees
12 Mar - 13 Mar
Log Cabin On the Lake B&B
Pool

Condo in Shanty Bay

Cozy king bed Suite/pullout couch. Pool on grounds
The price is HK$629
HK$1,272 total
includes taxes & fees
1 Apr - 2 Apr
Cozy king bed Suite/pullout couch. Pool on grounds
Outdoor spa tub

Apartment in Orillia

❤ Cedar-View Studio with Hot Tub ❤
10.0 out of 10, Exceptional, (5 reviews)
"We really enjoyed our stay here! Would recommend for any couple on a getaway! Very fun, great hosts and hot tub was wonderful "
Canada
Zachary
The price is HK$1,413
HK$1,816 total
includes taxes & fees
5 Mar - 6 Mar
❤ Cedar-View Studio with Hot Tub ❤
Fridge, microwave, oven, stovetop

Condo in Shanty Bay

Lower Level @ Carriage Hills
8.0 out of 10, Very good, (6 reviews)
"Beautiful property and area. Everything we needed for our stay!"
Canada
Gail L.
The price is HK$701
HK$1,482 total
includes taxes & fees
1 Apr - 2 Apr
Lower Level @ Carriage Hills
Dining

Cottage in Brechin

Kawartha Lakefront Cottage | Fire Pit, Scenic Views & Nature
The price is HK$2,283
HK$3,670 total
includes taxes & fees
5 Mar - 6 Mar
Kawartha Lakefront Cottage | Fire Pit, Scenic Views & Nature
Exterior

Apartment in Shanty Bay

Jacuzzi Suite with full kitchen
8.0 out of 10, Very good, (8 reviews)
"Property was amazing and we had a wonderful stay. Our original stay cancelled on us less then 24 hours prior to check in and Candice stepped up and helped us out. EverythingAbout the stay was great!!!"
Canada
Katrina t.
The price is HK$745
HK$1,533 total
includes taxes & fees
1 Apr - 2 Apr
Jacuzzi Suite with full kitchen
Exterior

Apartment in Waubaushene

Modern Eagle Point Cottage with Sauna Bbq Hot Tub on Tay Trail
9.6 out of 10, Exceptional, (14 reviews)
"My family (3 young kids) and I had a lovey time at this four bedroom property in Waubaushene. The property was very clean and exactly as described. The large number of bedrooms were great to have space for the kids, my wife and I. The hot tub and fire pit made the evenings really fun and we had a great time on the lake with the kayaks. Would definitely recommend this place."
Canada
Hayden S.
The price is HK$1,258
HK$3,279 total
includes taxes & fees
5 Mar - 6 Mar
Modern Eagle Point Cottage with Sauna Bbq Hot Tub on Tay Trail
Property grounds

Holiday Home in Ramara

Stunning 4 Season Family Friendly Lake House with Hot Tub
10.0 out of 10, Exceptional, (4 reviews)
"Amazing cottage right on the lake!! Our party of 8 fit perfectly with tons of room inside and out. Great location and host was very responsive before and during our stay. We will certainly be back"
Canada
Frank Z.
The price is HK$3,139
HK$6,256 total
includes taxes & fees
5 Mar - 6 Mar
Stunning 4 Season Family Friendly Lake House with Hot Tub
Dining

Condo in Shanty Bay

Jacuzzi Suite Relaxing Retreat
9.2 out of 10, Wonderful, (15 reviews)
"Perfect for a night getaway. Quiet, peaceful, clean, has everything you need. "
Canada
Amy
The price is HK$629
HK$1,401 total
includes taxes & fees
1 Apr - 2 Apr
Jacuzzi Suite Relaxing Retreat
Dining

Condo in Shanty Bay

Relax & Rejuvenate at 2BR Haven
10.0 out of 10, Exceptional, (1 review)
"Lovely stay at this unit! We have stayed at several in the complex and this was by far the nicest. Well stocked kitchen with everything we needed and beds so comfy! Would stay again!!!"
Canada
Anna
The price is HK$1,109
HK$2,452 total
includes taxes & fees
1 Apr - 2 Apr
Relax & Rejuvenate at 2BR Haven
Exterior

Condo in Shanty Bay

Country Retreat Horseshoe Valley
9.0 out of 10, Wonderful, (4 reviews)
"Great getaway in a quiet setting above Horseshoe Valley Resort. "
United States
David P.
The price is HK$629
HK$1,272 total
includes taxes & fees
1 Apr - 2 Apr
Country Retreat Horseshoe Valley
Exterior

Condo in Shanty Bay

Romantic Country Getaway
8.8 out of 10, Excellent, (5 reviews)
"Room beautifully appointed. Property great and host very responsive. "
Canada
Jennifer
The price is HK$689
HK$1,469 total
includes taxes & fees
1 Apr - 2 Apr
Romantic Country Getaway
Pool

Condo in Shanty Bay

King Studio Suite – Sauna, heated Pool
The price is HK$629
HK$1,272 total
includes taxes & fees
1 Apr - 2 Apr
King Studio Suite – Sauna, heated Pool
Exterior

Apartment in Oro-Medonte

Hillside Haven: Serene Studio Retreat for 4
The price is HK$314
HK$973 total
includes taxes & fees
8 Mar - 9 Mar
Hillside Haven: Serene Studio Retreat for 4
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

Carriage Ridge Resort, an Ascend Collection Resort

Carriage Ridge Resort, an Ascend Collection Resort

10/10 Excellent
"The apartment is comfortable, has lots of space, ideally for a family of 4. The location is super convenient. Second time we stayed and will come back for sure."
Gabriela 2-night trip
Posted 4 hours ago
Carriage Ridge Resort, an Ascend Collection Resort

Find out more about Cumberland Beach

Search for holiday rentals in Cumberland Beach on Expedia! You can easily find your home rentals, villas, holiday apartments in Cumberland Beach using one of the methods below:

  • View our selection of featured holiday rentals in Cumberland Beach
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  • Enter your travel dates to view the best deals on holiday rentals in Cumberland Beach while they last

Look no further and take a look at our great range of rental properties in Cumberland Beach!

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?

All Seasons - Muskoka Retreat on Sparrow Lake: This holiday home rental outside of Cumberland Beach is located on the beach, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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 Orillia Opera House.

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.