Photo by Sophia Field

Search Hotels with Swimming 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 Swimming Pool

Our top choices for Cumberland Beach hotels with a pool

Stone Gate Inn

Stone Gate Inn
3.5 star property
Orillia
8.2 out of 10, Very good, (1439)
"Easy check in, great location."
Canada
Ann
Stone Gate Inn

Fairfield Inn & Suites by Marriott Orillia

Fairfield Inn & Suites by Marriott Orillia
2.5 star property
Orillia
9.8 out of 10, Exceptional, (733)
"The staff were extremely friendly and the hotel was very nice. "
Canada
sonja
The price is ₹8,222
₹9,662 total
includes taxes & fees
21 Dec - 22 Dec
Fairfield Inn & Suites by Marriott Orillia

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, (299)
"It was nice experience and relax and quiet getaway for us family, we will be back that's for sure😘"
Canada
IRMA
The price is ₹7,010
₹9,756 total
includes taxes & fees
17 Dec - 18 Dec
Christie's Mill Inn & Spa, BW Premier Collection

Days Inn by Wyndham Orillia

Days Inn by Wyndham Orillia
2.5 star property
Ramara
8.8 out of 10, Excellent, (1750)
"Staff were very friendly Room was great"
Canada
Renai
The price is ₹7,323
₹8,275 total
includes taxes & fees
5 Jan - 6 Jan 2026
Days Inn by Wyndham Orillia

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, (1000)
"Yes room was great and staff super "
Canada
ANGELA
The price is ₹7,829
₹9,112 total
includes taxes & fees
14 Dec - 15 Dec
Carriage Ridge Resort, an Ascend Collection Resort

Bayview Wildwood Resort, an Ascend Collection Resort

Bayview Wildwood Resort, an Ascend Collection Resort
2.5 star property
Severn
8.6 out of 10, Excellent, (207)
"Did not try the pool,enjoyed the games room,staff were great,convience of location great,beautiful lake views,"
Canada
Carol
The price is ₹5,807
₹9,126 total
includes taxes & fees
4 Jan - 5 Jan 2026
Bayview Wildwood Resort, an Ascend Collection Resort

Fairfield Inn & Suites Gravenhurst Muskoka

Fairfield Inn & Suites Gravenhurst Muskoka
2.5 star property
Gravenhurst
9.2 out of 10, Wonderful, (226)
"It was a decent stay"
Canada
Jeff
The price is ₹8,520
₹10,013 total
includes taxes & fees
14 Dec - 15 Dec
Fairfield Inn & Suites Gravenhurst Muskoka

Quality Inn & Conference Centre

Quality Inn & Conference Centre
3.0 star property
Orillia
7.6 out of 10, Good, (1004)
"Room was clean, staff was amazing! "
Canada
Kimberly
The price is ₹7,228
₹8,495 total
includes taxes & fees
5 Jan - 6 Jan 2026
Quality Inn & Conference Centre

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 ₹7,725
₹9,079 total
includes taxes & fees
13 Dec - 14 Dec
Pinedale Inn

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, (1000)
"Great stay with family overall!"
Canada
Abby
The price is ₹11,360
₹13,351 total
includes taxes & fees
17 Dec - 18 Dec
Residence Inn by Marriott Gravenhurst Muskoka Wharf
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 are some hotels with pools in Cumberland Beach?
Days Inn by Wyndham Orillia: Hotel, 9-minute walk from Casino Rama. Features daily, an indoor pool and free self parking. Carriage Ridge Resort, an Ascend Collection Resort: Offers a children's pool, an indoor pool and free self parking. Residence Inn by Marriott Gravenhurst Muskoka Wharf: Provides daily, an indoor pool and free self parking. Stone Gate Inn: Features daily, an indoor pool and free self parking. Econo Lodge Orillia: Provides a sauna, an indoor pool and a snack bar/deli.
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.