Photo by Sophia Field

Search Hotels with Pool in Cumberland Beach

Start date: Check-in selected.
To Date
End date: Check-out
  • 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 availability on Cumberland Beach Hotels with Pool

Our top choices for Cumberland Beach hotels with a pool

Residence Inn by Marriott Gravenhurst Muskoka Wharf

Residence Inn by Marriott Gravenhurst Muskoka Wharf
3.0 star property
Gravenhurst
9.0 out of 10, Wonderful, (1001)
"Great stay with family overall!"
Canada
Abby
The price is 3.342.815 ₫
3.928.477 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Residence Inn by Marriott Gravenhurst Muskoka Wharf

Muskoka Bay Resort

Muskoka Bay Resort
3.5 star property
Gravenhurst
8.8 out of 10, Excellent, (387)
"Nice and quiet place with friendly staff"
Canada
Robert
The price is 3.360.962 ₫
4.811.935 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Muskoka Bay Resort

Christie's Mill Inn & Spa, BW Premier Collection

Christie's Mill Inn & Spa, BW Premier Collection
3.5 star property
Georgian Bay
8.2 out of 10, Very good, (300)
"Such a beautiful place "
Canada
Katelyn
The price is 2.062.803 ₫
2.870.593 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Christie's Mill Inn & Spa, BW Premier Collection

Pinedale Inn

Pinedale Inn
2.0 star property
Gravenhurst
8.8 out of 10, Excellent, (940)
"Room was clean and beds were comfortable. Staff was very friendly and accommodating. Would return."
Canada
Tami
The price is 2.273.114 ₫
2.671.387 ₫ total
includes taxes & fees
10 Jan - 11 Jan 2026
Pinedale Inn

Best Western Plus Mariposa Inn & Conference Centre

Best Western Plus Mariposa Inn & Conference Centre
3.0 star property
Orillia
8.2 out of 10, Very good, (1002)
"Nice room, great blackout curtains, comfortable beds, and decent continental breakfast. "
Canada
Joanna
The price is 2.244.731 ₫
2.638.007 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Best Western Plus Mariposa Inn & Conference Centre

Stone Gate Inn

Stone Gate Inn
3.5 star property
Orillia
8.2 out of 10, Very good, (1445)
"Easy check in, great location."
Canada
Ann
Stone Gate Inn

Carriage Ridge Resort, an Ascend Collection Resort

Carriage Ridge Resort, an Ascend Collection Resort
2.5 star property
Oro-Medonte
9.0 out of 10, Wonderful, (1001)
"Spacious townhouse style hotel, clean and quiet, could be a wonderful place in all seasons"
Canada
Bing
The price is 2.304.934 ₫
2.682.713 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Carriage Ridge Resort, an Ascend Collection Resort

Fairfield Inn & Suites by Marriott Orillia

Fairfield Inn & Suites by Marriott Orillia
2.5 star property
Orillia
9.8 out of 10, Exceptional, (734)
"The staff were extremely friendly and the hotel was very nice. "
Canada
sonja
The price is 2.419.243 ₫
2.843.094 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Fairfield Inn & Suites by Marriott Orillia

Rawley Resort

Rawley Resort
4.0 star property
Severn
9.2 out of 10, Wonderful, (182)
"Amazing place to stay. This was our second time here. Nice staff. Good food. Beautiful location. "
Canada
Abhijit
Rawley Resort

Sunnylea Resort

Sunnylea Resort
2.5 star property
Georgian Bay
8.2 out of 10, Very good, (80)
"Cabin was comfortable and clean"
Canada
Andra
Sunnylea Resort
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.

Top Cumberland Beach Hotel Reviews

Frequently asked questions

What is there to see and do in Cumberland Beach?
The picturesque setting of Lake Couchiching showcases the area's natural beauty. During your stay, visit sights such as Casino Rama, Orillia Opera House and Sparrow Lake.
When is the best time to book a hotel with a pool in Cumberland Beach?
Taking the local weather in Cumberland Beach into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -5°C. The snowiest months in Cumberland Beach are February, January, March and December, with each month seeing an average of 46 cm of snowfall.