
Waterfront vacation rentals in Midland
Find and book unique waterfront accommodations on Airbnb
Quick stats about waterfront rentals in Midland

Total vacation rentals
Explore 40 vacation rentals in Midland

Nightly prices starting at
Midland vacation rentals start at $84 CAD per night before taxes and fees

Verified guest reviews
Over 2,280 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Midland vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Midland rentals

4.9 Average rating
Midland stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated waterfront accommodations in Midland
Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.

Georgian Bay Waterfront Cottage HotTub King Bed
Escape to this exceptional modern Lake house on Georgian Bay shores. Enjoy Incredible sunsets and views while you unwind in the hot tub or around the fire. Use the Kayaks to explore the Georgian Bay shores. This home can accommodate up to 4 adult guests (one additional child) Our quite property is best suited for 1 to 2 couples or a family of 5 or less and is fully equipped so you can relax on your next summer or winter getaway. Add the waterfront Bunkie to your summer stay (see additional fee)
4.94 out of 5 average rating, 109 reviews
Fall Escape - dazzling colours & stunning beach
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
4.97 out of 5 average rating, 133 reviews
Waterfront Paradise on the Georgian Bay
This beautiful cottage of 2950sqft faces a breathtaking view of the Georgian Bay with over 105ft of lakefront. During the summer, this cottage is perfect for ATV and bike trails, wateractivities and fishing. The cottage includes kayaks and a paddle board for the guests to enjoy. During the winter, the cottage is ideal for ice fishing and is only a 13 minute drive to Mount St. Louis skiing. Under 10 minute driving distance to beaches, Tim Horton’s, LCBO, gas station, ice cream parlour and more.
4.84 out of 5 average rating, 191 reviews
Charming riverside cottage, B&B license
Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!
4.94 out of 5 average rating, 302 reviews
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.
4.96 out of 5 average rating, 182 reviews
The Cottage on Coldwater; where bay & trail meet.
Georgian Bay on one side and the Tay Trail on the other, this lakeside cottage offers gifts for all seasons. With spectacular views of the bay ready 4 ice fishing, sledding, skiing and snow shoeing over winter; hiking, biking, boating and swimming over summer with infinite possibilities in between, we're sure Waubaushene will suit your needs. Close to quaint Coldwater stores, kilometers of Parks, a short drive to 2 ski hills and just off Hwy 400, this hidden gem can accommodate adventure.
4.82 out of 5 average rating, 200 reviews
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.
4.98 out of 5 average rating, 156 reviews
Pool, Wifi, Free parking, Golf, Laundry, BBQ
Welcome We share with you our ⭐️⭐️⭐️⭐️⭐️ ‘super clean’ and pet friendly home -Free parking, -EV Charger, -Fast Wifi, -Indoor Fireplace (downstairs in the winter months only) -two outdoor fire pits (Solo Stove) -Full Kitchen, -Air Conditioning, -Peloton, -Private Hot Tub -Loft -Smart TV, -Washer and Dryer Golf, large yard, seasonal shared pool. Children's supplies -Crib, -toys, -playmat and custom dog 🐾house Minutes from Georgian Bay Island National Park in Muskoka.
4.99 out of 5 average rating, 232 reviews
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.
4.85 out of 5 average rating, 159 reviews
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
4.96 out of 5 average rating, 305 reviews
Beautiful Beachfront Cottage.
Township of Tiny License Number: STRTT-2026-110 Enjoy our all-season paradise only 1.5 hours north of Toronto! In summer, enjoy the sandy beach waterfront with incredible views of Georgian Bay with the Town of Penetanguishene, and all its historic charm, only 20 minutes away! In winter, enjoy all the area has to offer with incredible OFSC groomed snowmobile trails and amazing ski resorts less than an hour away! *Contract to be sent and signed prior to stay.
4.97 out of 5 average rating, 115 reviews
Private 40 Acre Cottage with Hot Tub
Our two bedroom cabin + cubby (available in summers) by a scenic pond is a private getaway while close to the main road and many amenities. Private outdoor space includes hot tub, deck, fire pit, and walking trails. We have a barn with ping pong and foosball tables. We are 20 min to Barrie, 10 min to Midland, 20 min to Balm beach, Wasaga beach, Mt. St Louis and Horseshoe Valley resort.
4.97 out of 5 average rating, 319 reviewsPopular amenities for Midland waterfront rentals
Waterfront apartment rentals

Beautiful Riverside Country Apartment
4.96 out of 5 average rating, 347 reviews
The Muskoka River Chalet - The King's Den
4.98 out of 5 average rating, 448 reviews
Welcome to waterfront paradise on Georgian Bay
4.93 out of 5 average rating, 61 reviews
MegaMindful Living Air BnB Two
4.94 out of 5 average rating, 80 reviews
Fantastic 1 Bdrm With A View.
4.98 out of 5 average rating, 54 reviews
Lakeside Inn Cabin Apartment #2
4.62 out of 5 average rating, 175 reviews
Luxury Corner 2BR | King Suite | Friday Harbour
4.95 out of 5 average rating, 63 reviews
Guest Suite at Bluewood Cottage
5.0 out of 5 average rating, 5 reviewsWaterfront house rentals

Ski, Swim, Soak, Boat & Golf
4.85 out of 5 average rating, 112 reviews
Waterfront Cottage Over-the-Water view w BBQ& Wifi
4.83 out of 5 average rating, 320 reviews
Luxury Guest House with Private Hot Tub and Trails
4.98 out of 5 average rating, 191 reviews
The Muskoka River Homestead
4.92 out of 5 average rating, 252 reviews
Beautiful 10BR Chalet • Swim Spa • Sauna • Cinema
4.84 out of 5 average rating, 133 reviews
Welcoming Waterfront Cottage
4.95 out of 5 average rating, 41 reviews
Sunrise
5.0 out of 5 average rating, 27 reviews
Georgian Bay Water/Beach front Cottage
4.97 out of 5 average rating, 64 reviewsWaterfront condo rentals

Oasis Spa w/ Hot Tub-Private Sauna-Oasis Patio
5.0 out of 5 average rating, 157 reviews
JillBilly by the Bay
4.99 out of 5 average rating, 336 reviews
Stunning 1BR w Pool ~ Free Parking & Self Check-In
4.98 out of 5 average rating, 130 reviews
The Friday Flat | Sunny Escape by the Marina
4.93 out of 5 average rating, 242 reviews
Relaxing North Creek Studio Retreat | Pool+Hot Tub
4.88 out of 5 average rating, 132 reviews
Golf, Spa & Fall Vibes Getaway at Friday Harbour
4.98 out of 5 average rating, 133 reviews
Stylish getaway condo, resort living
4.95 out of 5 average rating, 211 reviews
Luxury Stay at Friday Harbour Resort Lake Simcoe
4.98 out of 5 average rating, 102 reviewsWhen is the best time to visit Midland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $304 CAD | $306 CAD | $245 CAD | $229 CAD | $274 CAD | $325 CAD | $431 CAD | $478 CAD | $367 CAD | $299 CAD | $290 CAD | $299 CAD |
| Avg. temp | -7 °C | -6 °C | -1 °C | 6 °C | 12 °C | 17 °C | 20 °C | 19 °C | 15 °C | 9 °C | 3 °C | -3 °C |
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- Blue Mountain Village
- Wasaga Beach Area
- Torrance Barrens Dark Sky Conservation Area
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Killbear Provincial Park
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Menominee Lake
- Casino Rama Resort
- Georgian Bay Islands National Park
- Sibbald Point Provincial Park
- Three Mile Lake
- Bass Lake Provincial Park
- Centennial Beach
- Wye Marsh Wildlife Centre
- Mono Cliffs Provincial Park
- Sunset Point Park
- Innisfil Beach Park
- Couchiching Beach Park
- Burl's Creek Event Grounds
- Kee To Bala
- Craigleith Provincial Park
- South Muskoka Curling and Golf Club





