Vacation rentals in Cumberland Beach

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Top-rated vacation rentals in Cumberland Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost

Guest suite in Moonstone

4.82 out of 5 average rating, 156 reviews

SKI, Trails HOT TUB and SAUNA in the woods

PLEASE READ! Mt. St. Louis & Horseshoe Valley at doorstep! This is a bright, large and private walk-out GUEST SUITE (basement apartment). Hot tub, patio, fire pit & secluded path in the woods to enjoy nature. Kitchen is equipped with an induction cooktop and all things necessary, even wine bottle opener:) Open concept living room/kitchen/dining room with TV & Roku. Bedroom is a work of Art: dark, mysterious and romantic! Custom Queen bed made from weathered barn wood salvaged from our property.

May 10 – 17

G$22,156 GYD per night
Guest favorite

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 201 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Feb 21 – 28

G$25,259 GYD per night
Superhost

Home in Orillia

4.8 out of 5 average rating, 40 reviews

Teddy Bear Cottage

Teddy Bear Cottage Gorgeous 4 bedroom 2.5 bathrooms, one with a jacuzzi is located in Cumberland Beach a small village in between Orillia and Gravenhurst near Washago and Webbers is just around the corner, peaceful beach with dock, quiet picturesque view with hot tub and lots of stars at night, only 10 mins to Costco, Walmart as well 30 mins to Mount St’louis, Also Hardwood Hills 20 minutes for those bikers and hikers.Outdoor camera backyard corner, 2front camera near door and garage(blink)

Sep 8 – 15

G$95,759 GYD per night

Popular amenities for Cumberland Beach vacation rentals

Other great vacation rentals in Cumberland Beach

Guest favorite

Cottage in Washago

4.92 out of 5 average rating, 83 reviews

The Red Door Inn Cottage - Lakefront Cottage

Sep 6 – 13

G$61,951 GYD per night
Guest favorite

Cottage in Orillia

4.97 out of 5 average rating, 63 reviews

Two person, full house w/hot tub, waterfront

Jun 14 – 21

G$20,840 GYD per night
Guest favorite

Cottage in Orillia

4.9 out of 5 average rating, 42 reviews

Serenity on the Lake

Feb 6 – 13

G$82,698 GYD per night
Guest favorite

Cabin in Gravenhurst

5.0 out of 5 average rating, 7 reviews

[BlackHeron] AFrame with Lake Access

Apr 9 – 16

G$55,872 GYD per night
Guest favorite

Apartment in Coldwater

5.0 out of 5 average rating, 69 reviews

Cozy getaway for two!

Apr 12 – 17

G$22,866 GYD per night
Guest favorite

Home in Hawkestone

4.92 out of 5 average rating, 53 reviews

Lakeside Cottage Getaway

Nov 29 – Dec 6

G$28,582 GYD per night
Superhost

Cottage in Orillia

4.92 out of 5 average rating, 79 reviews

AMIGO LAKE HOUSE

Aug 28 – Sep 4

G$166,070 GYD per night
Guest favorite

Guesthouse in Orillia

5.0 out of 5 average rating, 63 reviews

Country Guesthouse surrounded by trees

Jan 26 – Feb 2

G$36,432 GYD per night
Guest favorite

Vacation home in Orillia

5.0 out of 5 average rating, 56 reviews

Days Away! free parking - no cleaning fee

Sep 1 – 8

G$28,143 GYD per night
Guest favorite

Cottage in Washago

5.0 out of 5 average rating, 81 reviews

Relax at The Rock: Muskoka Waterfront Cottage

May 2 – 9

G$44,597 GYD per night
Guest favorite

Cottage in Severn Bridge

4.94 out of 5 average rating, 78 reviews

CARL in Muskoka: Waterfront Cottage with Hot Tub

Oct 18 – 25

G$72,912 GYD per night
Guest favorite

Cottage in Orillia

4.97 out of 5 average rating, 37 reviews

Pet Friendly Beach House with Bunkie Bar & Hot Tub

Sep 2 – 9

G$84,797 GYD per night

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Cumberland Beach