
Beachfront holiday rentals in Cumberland Beach
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Cumberland Beach
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

Vintage Lakeview Cottage w/ Fireplace -Four-Season
Cozy four-season lakeview vintage cottage with a real stone fireplace—perfect for year-round stays. Just 1.5 hours from Toronto, directly across from Lake St. George and 30 minutes from Horseshoe Valley/Mt. St. Louis Ski Resorts. Enjoy swimming and kayaking in summer, and skiing, tubing, nearby trails, Nordic skiing and spa days in winter—stone fireplace, arcade games, foosball, firepit, BBQ deck & private wooded backyard. Minutes from Orillia and Casino Rama. 1GB Wi-Fi for remote work. Pets ok

Summer Getaway - 3 min walk to Beach, Clean & Cozy
Insta: @woodwardbythebeach 3min walk to the area’s most beautiful beach, sunsets & trails, you'll be sure to get lost in the serenity of the sand dunes year round Outdoor fire pit- s'mores included! Enjoy the BBQ, deck, & patio; the wine is on us! Fast WIFI for streaming movies or work from cottage Area is secluded yet central. 10min to Midland, close to Balm Beach - arcade, gokart, restaurant, & bar Ski/Hike/Snowmobile then unwind in a peaceful winterized home getaway with indoor fireplace

CARL in Muskoka: Waterfront Cottage with Hot Tub
Enjoy your own piece of Muskoka in this beautiful waterfront cottage! Only 90 minutes from Toronto nestled away on a private road along the Severn River sits CARL. Not a man... but a way of life. The Cottage and River Life! CARL is your retreat from the city, perfect for getting out in nature and experiencing everything life on the water has to offer. Whether you enjoy swimming, kayaking, great fishing or just relaxing on the dock or in the hot tub taking in the views... we've got you covered.

Resort-Style Luxury Waterfront Cottage
Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

Ultimate Georgian Bay Vacation Getaway
Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

Muskoka Stunning Cottage On Little Lake
Surrounded by Little Lake, this gem provides a relaxing getaway with amazing water views. Spend your days peacefully rowing on the lake or having a picnic on the private beach, and your nights settling by a crackling fire. The home itself is plenty spacious for unwinding and getting a good night's sleep, views all-inclusive. Explore Port Severn Park right next door and play around in the public beach and splash pad. For more adventure, hike the beautiful Georgian Bay Islands National Park.

Waterfront Cottage Over-the-Water view w BBQ& Wifi
Our cottage backs directly onto lake Simcoe with a view overlooking the water reminiscent of a four season water villa bungalow. Enjoy the entire house with your family and friends and be captivated by nature's beauty as the sun sets behind the treeline across the lake. Easy access to lake Couchiching for fishing in the summer and ice fishing in the winter, 30 mins to Mount St. Louis for skiing and snowboarding, 30 mins to Vetta Nordic Spa and Casino Rama is only a 10 minute drive away!

Georgian Bay Paradise
Enjoy a relaxing vacation away from the hustle & bustle in this delightful 3 bedroom waterfront cottage. Just 90 minutes north of Toronto, this newly-renovated, gorgeous retreat is right on Georgian Bay, one of the world's most sought after destinations. Revel in breathtaking views, amazing sunsets and the privacy of numerous cedars. You will love the sun, sand, rock and waves which will captivate you. Access your own deck, lawn, and beach as well as many fun winter activities.

Waterfront Cottage sauna/golf/kayaks/beach/games
Welcome to Hally’s Cove Riverside Retreat! A fully loaded 4-season escape on the Trent Severn River! Dock your boat with shore power ⚓, lounge in the over-the-water hammock 🌅, relax in the panoramic sauna 🧖♀️, or play in the games room 🕹️ (ping pong, basketball, air hockey plus lots more). Enjoy the 4-hole putting green ⛳, 6 kayaks 🛶, lily pad and custom landscaped Muskoka rock fire pit 🔥. Summer Bonus - Mosquito-sprayed for extra comfort! IG to see more photos: @hallys_cove

Marrakahshe Retreat | Luxury Sauna, Beach & Yurt
Welcome to Marrakahshe Retreat: A curated lakeside experience & sauna under 2-hours from Toronto. With 230 feet of private lakefront, southwestern exposure, stunning views and eclectic high-end decor, this exquisite Muskoka retreat is the perfect place to relax, unwind, and immerse yourself in nature. Enjoy the pristine beauty of Kahshe Lake and the Canadian Shield, along with your very own 50 ft. walk-in sandy beach, glamping yurt, dock, sauna, fire pits, home theatre and more.

Waterfront Guest Cabin in Muskoka
Upscale guest cabin with brand new hot tub and WiFi deep in the heart of Muskoka. Unlimited access to a private hot tub, a dock with deep water diving, and a fireplace with night sky views. Remote cabin in nature with modern amenities and touches, accessible only by private road. Great for unplugging from social media and getting away from the city. Ideal for couples looking to relax, have campfires, and enjoy water activities such as swimming, kayaking, and paddle boating.

Sunset Beach Cottage
Part log treehouse, part beach house and 100% of what you need to enjoy a peaceful getaway only 1.5 hours from Toronto! Walk up the private staircase and pause to enjoy the spectacular treetop and waterfront views from your own wraparound deck before entering your 900 sq. ft. oasis. Enjoy access to your own lawn, picnic table and beach* area and all that Georgian Bay and the area has to offer. *water levels fluctuate Insta: sunset_beach_cottage_canada
Popular amenities for beachfront rentals in Cumberland Beach
Pet-friendly beachfront home rentals

Charming cottage on Lake Muskoka

Breathtaking RiverFrontOasis with a HOT Sauna

3 Bedroom Waterfront Cottage Kawartha Lakes

Lakefront, 4000sq/f, Gym, Beach, Hot Tub, Sauna

Red Cedar Chalet on Brady Lake (Sauna and hot tub)

Oda Cabin at Zukaland/Optional WoodFired Cedar Spa

Long Beach on Big Boshkung

Hotel Style 1 Bdrm, kitchenette & full bathroom
Beachfront home rentals with a pool

Stunning 1BR w Pool ~ Free Parking & Self Check-In

Treehouse on private, isolated forest (300 acres)

Gorgeous Winfield Chalet Cottage

NEW Luxurious Corner Unit at Friday Harbour Resort

Sweet Memories of Georgian Bay

Friday Harbour Luxury Condo Escape, Sleeps 4

Cozy Beach Cottage with Pool | Georgian Bay

Cozy beach house on Georgian Bay
Private beachfront home rentals

Couchiching Lake Retreat - Sauna! Near Downtown!

The Sandwood Muskoka, Waterfront Cottage

Cozy Cabin for 2 Sparrow Lake Muskoka Beach House

Sunset Haven

Escape to Lake Couchiching

Crystal Beach Cottage & Spa

Muskoka Gem: 8pp/fireplaces/canoe/kayaks

Duck Lodge | Lake Muskoka Waterfront + Sauna
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Island of Montreal Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Laurentides Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Blue Mountain Village
- Arrowhead Provincial Park
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Hidden Valley Highlands Ski Area and Muskoka Ski Club
- Lakeridge Ski Resort
- Wasaga Beach Area
- Ontario Cottage Rentals
- Osler Bluff Ski Club
- Pigeon Lake
- Devil's Glen Country Club
- Deerhurst Highlands Golf Course
- Gull Lake
- Georgian Bay Islands National Park
- Three Mile Lake
- Lions Lookout
- Bigwin Island Golf Club
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Kee To Bala
- Burl's Creek Event Grounds
- Taboo Muskoka Resort & Golf
- Casino Rama Resort
- Fairy Lake




