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38 Houses
Great rentals within 20 miles that match your search
Distance approx 18.77 km from Cumberland Beach
All Season Retreat on Lake Simcoe
Ontario / Oro Station
2 5 min stay varies
- 2 bedrooms
- sleeps 5
- min stay varies
- Beach / lakeside relaxation
- Ask about children
- Pet Friendly
Price per night from
$171
Price per night from
$171
Distance approx 15.54 km from Cumberland Beach
Fabulous Loon Lake
Muskoka District / Gravenhurst
3 6 30 nights min
- 3 bedrooms
- sleeps 6
- 30 nights min
- Beach / lakeside relaxation
- Child Friendly
Price per night from
$302
Price per night from
$302
Distance approx 18.05 km from Cumberland Beach
Lake Simcoe Lake House
Ontario / Oro Station
2 8 3 nights min
- 2 bedrooms
- sleeps 8
- 3 nights min
- Beach / lakeside relaxation
- Child Friendly
- Pet Friendly
Price per night from
$301
Price per night from
$301
Distance approx 18.17 km from Cumberland Beach
Georgian Bay Cottage Vacations
Ontario / Victoria Harbour
3 6 3 nights min
- 3 bedrooms
- sleeps 6
- 3 nights min
- Beach / lakeside relaxation
- Ski
- Child Friendly
Price per night from
$301
Price per night from
$301
Distance approx 13.45 km from Cumberland Beach
Waterfront on Paradise with amazing views
Ontario / Brechin
3 10 min stay varies
- 3 bedrooms
- sleeps 10
- min stay varies
- Child Friendly
Price per night from
$460
Price per night from
$460
Distance approx 17.29 km from Cumberland Beach
Walk Out & Ski!!
Ontario / Horseshoe Valley
2 6 6 nights min
- 2 bedrooms
- sleeps 6
- 6 nights min
- Ski
- Child Friendly
Price per night from
$229
Price per night from
$229
Distance approx 5.19 km from Cumberland Beach Show on Map

Country Charm -1
Ontario / Severn Bridge
2 2 2 nights min
- 2 bedrooms
- sleeps 2
- 2 nights min
- Private garden
Map
Price per night from
$75
Responds fast!
avg. 2 hours 16 minutes
Price per night from
$75
Distance approx 5.19 km from Cumberland Beach Show on Map

Country Charm - 2
Ontario / Severn Bridge
3 3 1 night min
- 3 bedrooms
- sleeps 3
- 1 night min
- Nearest beach 10 mi
- Air conditioning
- Private garden
Map
Price per night from
$75
Responds fast!
avg. 2 hours 16 minutes
Price per night from
$75
Distance approx 16.37 km from Cumberland Beach
Executive family cottage
Oro Station / Shanty Bay
3 8 3 nights min
- 3 bedrooms
- sleeps 8
- 3 nights min
- Child Friendly
- Air conditioning
- Private garden
Price per night from
$258
Responds fast!
avg. 24 minutes
Price per night from
$258
Distance approx 18.92 km from Cumberland Beach
Cozy cottage serenely nestled between Talbot River and the Trent-Severn Waterway
Ontario / Beaverton
3 6 min stay varies
- 3 bedrooms
- sleeps 6
- min stay varies
- Child Friendly
- Air conditioning
Price per night from
$237
Price per night from
$237
Distance approx 14.97 km from Cumberland Beach
'Mellow Yellow' - 5 Bedroom Luxury Muskoka Cottage
Muskoka District / Gravenhurst
5 12 3 nights min
- 5 bedrooms
- sleeps 12
- 3 nights min
- Beach / lakeside relaxation
- Child Friendly
- Ask about pets
Price per night from
$458
Responds fast!
avg. 3 hours 47 minutes
Price per night from
$458
Distance approx 13.48 km from Cumberland Beach
Horseshoe Valley Farm
Ontario / Horseshoe Valley
3 7 2 nights min
- 3 bedrooms
- sleeps 7
- 2 nights min
- Nearest beach 8 mi
- Ski
- Child Friendly
Price per night from
$215
Responds fast!
avg. 33 minutes
Price per night from
$215
Distance approx 15.46 km from Cumberland Beach
BedRock Mansion Retreat
Muskoka District / Gravenhurst
4 12 6 nights min
- 4 bedrooms
- sleeps 12
- 6 nights min
- Child Friendly
- Air conditioning
- Pet Friendly
Price per night from
$593
Price per night from
$593
Distance approx 17.29 km from Cumberland Beach
Carriage Ridge Resort 2 bedroom suite
Oro Station / Shanty Bay
2 8 7 nights min
- 2 bedrooms
- sleeps 8
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Price per night from
$258
Price per night from
$258
Distance approx 19.73 km from Cumberland Beach
Brand new cottage. Can Accommodate 6 People
Ontario / Beaverton
4 6 7 nights min
- 4 bedrooms
- sleeps 6
- 7 nights min
- Child Friendly
- Air conditioning
- Private garden
Price per night from
$307
Price per night from
$307
Distance approx 12.84 km from Cumberland Beach
Ye Old Country Store Inn Enjoy Ski & Lake Country in Canada
Ontario / Oro Station
3 10 2 nights min
- 3 bedrooms
- sleeps 10
- 2 nights min
- Nearest beach 5 mi
- Child Friendly
- Air conditioning
Price per night from
$194
Responds fast!
avg. 1 hour 56 minutes
Price per night from
$194
Distance approx 18.34 km from Cumberland Beach
Muskoka Rocks Lake Muskoka
Muskoka District / Muskoka Lakes
3 8 min stay varies
- 3 bedrooms
- sleeps 8
- min stay varies
- Beach / lakeside relaxation
- Child Friendly
- Private garden
Price per night from
$429
Price per night from
$429
Distance approx 0.1 km from Cumberland Beach Show on Map

Leaning Tree Cottage
Ontario / Orillia
3 10 3 nights min
- 3 bedrooms
- sleeps 10
- 3 nights min
- Beach / lakeside relaxation
- Nearest beach 1 mi
- Child Friendly
Map
Price per night from
$171
Price per night from
$171
Distance approx 17.99 km from Cumberland Beach
Sandy Pines Cottage on Muskoka Beach
Muskoka District / Gravenhurst
4 10 2 nights min
- 4 bedrooms
- sleeps 10
- 2 nights min
- Child Friendly
- Pet Friendly
- Private garden
Price per night from
$472
Price per night from
$472
Distance approx 16.77 km from Cumberland Beach
Cozy Chalet in Horseshoe Valley
Ontario / Horseshoe Valley
4 10 2 nights min
- 4 bedrooms
- sleeps 10
- 2 nights min
- Child Friendly
- Ask about pets
- Private garden
Price per night from
$280
Price per night from
$280
Distance approx 7.41 km from Cumberland Beach Show on Map
Certificate of Excellence

Trenanthia Cottage (Hot Tub, Sauna, Games Room, Log Fireplaces, Sandy Beach++)
Muskoka District / Gravenhurst
5 12 min stay varies
- 5 bedrooms
- sleeps 12
- min stay varies
- Beach / lakeside relaxation
- Nearest beach 0 mi
- Child Friendly
Certificate of Excellence
Map
Price per night from
$132
Responds fast!
avg. 1 hour 32 minutes
Price per night from
$132
Distance approx 13.86 km from Cumberland Beach
Private 4 Bedroom Muskoka Cottage
Muskoka District / Gravenhurst
4 8 min stay varies
- 4 bedrooms
- sleeps 8
- min stay varies
- Beach / lakeside relaxation
- Child Friendly
- Ask about pets
Price per night from
$260
Price per night from
$260
Distance approx 14.52 km from Cumberland Beach
Cottages and Boats to rent
Ontario / Orillia
2 4 2 nights min
- 2 bedrooms
- sleeps 4
- 2 nights min
- Child Friendly
- Pet Friendly
Price per night from
$155
Price per night from
$155
Distance approx 13.27 km from Cumberland Beach
Post and beam with hot tub and sauna 20 minutes to ski hills, beaches and casino
Ontario / Coldwater
4 10 2 nights min
- 4 bedrooms
- sleeps 10
- 2 nights min
- Child Friendly
- Air conditioning
- Pet Friendly
Price per night from
$258
Responds fast!
avg. 1 hour 58 minutes
Price per night from
$258
Distance approx 12.19 km from Cumberland Beach
Horseshoe Valley Fieldview Farm
Ontario / Horseshoe Valley
5 12 2 nights min
- 5 bedrooms
- sleeps 12
- 2 nights min
- Nearest beach 8 mi
- Child Friendly
- Pet Friendly
Price per night from
$258
Responds fast!
avg. 33 minutes
Price per night from
$258
Distance approx 15.77 km from Cumberland Beach
Lake Muskoka Cottage Rental
Muskoka District / Muskoka Lakes
5 11 7 nights min
- 5 bedrooms
- sleeps 11
- 7 nights min
- Beach / lakeside relaxation
- Child Friendly
- Car not necessary
Price per night from
$593
Price per night from
$593
Distance approx 3.85 km from Cumberland Beach Show on Map

Family Cottage Escape on Lake Couchiching
Ontario / Orillia
4 8 3 nights min
- 4 bedrooms
- sleeps 8
- 3 nights min
- Beach / lakeside relaxation
- Ask about children
- Air conditioning
Map
Price per night from
$237
Price per night from
$237
Distance approx 14.37 km from Cumberland Beach
Golf Villa for Rent inside Muskoka Bay Club
Muskoka District / Gravenhurst
1 5 2 nights min
- 1 bedroom
- sleeps 5
- 2 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Price per night from
$215
Responds fast!
avg. 2 hours 25 minutes
Price per night from
$215
Distance approx 8.51 km from Cumberland Beach Show on Map

EXECUTIVE WATERFRONT ON BASS LAKE ORILLIA -SUMMER!
Ontario / Orillia
4 8 7 nights min
- 4 bedrooms
- sleeps 8
- 7 nights min
- Beach / lakeside relaxation
- Nearest beach 0.8 mi
- Child Friendly
Map
Price per night from
$356
Responds fast!
avg. 2 hours 25 minutes
Price per night from
$356
Distance approx 17.53 km from Cumberland Beach
Small family cottage for rent
Muskoka District / Port Severn
2 6 7 nights min
- 2 bedrooms
- sleeps 6
- 7 nights min
- Child Friendly
- Pet Friendly
Price per night from
$117
Responds fast!
avg. 1 hour 42 minutes
Price per night from
$117
Distance approx 5.25 km from Cumberland Beach Show on Map

Cabin for 2 light breakfast
Ontario / Severn Bridge
1 2 1 night min
- 1 bedroom
- sleeps 2
- 1 night min
- Pet Friendly
- Private garden
Map
Price per night from
$95
Responds fast!
avg. 2 hours 16 minutes
Price per night from
$95
Distance approx 6.18 km from Cumberland Beach Show on Map

Clean Picturesque Boater Paradise
Ontario / Severn
3 8 2 nights min
- 3 bedrooms
- sleeps 8
- 2 nights min
- Nearest beach 10 mi
- Child Friendly
- Pet Friendly
Map
Price per night from
$129
Responds fast!
avg. 3 hours 32 minutes
Price per night from
$129
Distance approx 5.2 km from Cumberland Beach Show on Map

Country Charm - 4
Ontario / Severn Bridge
4 3 2 nights min
- 4 bedrooms
- sleeps 3
- 2 nights min
- Child Friendly
- Private garden
Map
Price per night from
$92
Responds fast!
avg. 2 hours 16 minutes
Price per night from
$92
Distance approx 17.29 km from Cumberland Beach
Skyiing vacation in the mountains
Oro Station / Shanty Bay
1 4 7 nights min
- 1 bedroom
- sleeps 4
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Price per night from
$92
Price per night from
$92
Distance approx 6.94 km from Cumberland Beach Show on Map

Cottages at Pt Stanton 2bdrm
Muskoka District / Gravenhurst
2 8 7 nights min
- 2 bedrooms
- sleeps 8
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$295
Price per night from
$295
Distance approx 5.96 km from Cumberland Beach Show on Map

Waterfront Vacation in Luxury
Ontario / Severn Bridge
4 10 7 nights min
- 4 bedrooms
- sleeps 10
- 7 nights min
- Child Friendly
- Air conditioning
Map
Price per night from
$430
Price per night from
$430
Distance approx 18.07 km from Cumberland Beach
Lakeridge - Gorgeous Cape Cod in South Muskoka
Muskoka District / Port Severn
6 10 2 nights min
- 6 bedrooms
- sleeps 10
- 2 nights min
- Child Friendly
- Air conditioning
Price per night from
$688
Price per night from
$688
Distance approx 16.19 km from Cumberland Beach
Even Kiehl Bed & Breakfast
Muskoka District / Gravenhurst
1 2 1 night min
- 1 bedroom
- sleeps 2
- 1 night min
- Nearest beach 2 mi
- Child Friendly
- Pet Friendly
Price per night from
$121
Responds fast!
avg. 3 hours 42 minutes
Price per night from
$121
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1What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.