
Beachfront vacation rentals in Midland
Find and book unique beachfront homes on Airbnb
Quick stats about beachfront rentals in Midland

Total vacation rentals
Explore 20 vacation rentals in Midland

Nightly prices starting at
Midland vacation rentals start at $160 per night before taxes and fees

Verified guest reviews
Over 1,280 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Midland vacation rentals include wi-fi 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 beachfront rentals in Midland
Guests agree: these beachfront homes 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)
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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
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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.
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Lakefront | Hot Tub, Private Dock & Sandy Bottom
Luxury lakefront cottage on beautiful Lake Simcoe with a rare shallow sandy-bottom shoreline, private dock, and hot tub, perfect for swimming and family fun. Enjoy breathtaking sunsets, kayaking, paddleboarding, fishing, BBQ, and a fire pit. Ideal for family vacations and group getaways near Toronto, minutes from Hwy 404. Features 6 spacious bedrooms, 4 bathrooms, a fully equipped chef's kitchen, and a bright open-concept living area. Private, peaceful, and perfect for unforgettable memories.
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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.
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Stunning 1BR w Pool ~ Free Parking & Self Check-In
Embark on a journey of unparalleled luxury as you discover our exquisite suite, crafted to offer an escape that transcends the ordinary and leaves you refreshed. Experience opulent design, a full bedroom, a spacious living area with TV, high-speed WiFi, fully stocked kitchen, and a stunning balcony . Enjoy the breeze by the sun, and BBQ on our new electric grill. Access our outdoor pool and hot tub, no fees or reservations required. Additional fees may apply for 30 nights and more.
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Waterfront Home, City/Sunset View & Steps to Beach
Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing
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Upscale Spa w/ Hot Tub-Private Sauna-Penthouse
Welcome to our most Dramatic & Romantic Penthouse Spa Getaway Suite! Reconnect with your loved one or celebrate that special milestone in our professionally designed to play with all your senses spa suite, this escape will leave you feeling refreshed and rejuvenated! Cozy up to any of 3 fire elements and then cleanse and detox in your own private in-suite Infrared Sauna! Cook up a gourmet meal in our fully equipped chef's dream kitchen and year round Weber BBQ for grilling!
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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
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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.
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JillBilly by the Bay
BlogTO writes: " Friday Harbour Resort is a vibrant, upscale destination...That's perfect for a quick getaway..., with plenty of cool restaurants and shops, a waterfront pedestrian village, and year-round recreational activities." I encourage you to search eventsatfridayharbour to see what is seasonally available. if after searching, you still have questions or need clarification, please ask!
BeachWalkabilitySleep quality

Cozy Beach Cottage with Pool | Georgian Bay
Georgian Bay Beach club. Cute cottage perfect for families, couples, or anyone wanting to relax! 2 bedrooms, 1 bathroom, furnished, pool and private beach on the shores of beautiful Georgian Bay in Tiny township. Cottage is part of a 12 cottage community that shares the pool and beach area. Always super clean, professionally cleaned after every guest! Note: pool is closed October to mid May.
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Popular amenities for Midland beachfront rentals
Pet-friendly beachfront home rentals

Waterfront Guest Cabin in Muskoka
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Lakefront Cottage with Sauna and Steam Room
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Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka
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Charming cottage on Lake Muskoka
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Lake days last longer-Muskoka Lakeside Cottage
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All-Season Cottage on the Lake
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Waterfront Cottage sauna/golf/kayaks/beach/games
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Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking
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Beachfront home rentals with a pool

Waterfront | Heated Pool, Beachfront, BBQ, AC
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The Friday Flat | Sunny Escape by the Marina
WalkabilityBeachAccuracy

Friday Harbour Luxury Condo Escape, Sleeps 4
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Gorgeous Winfield Chalet Cottage
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Beachfront Paradise Georgian Bay Beach Club
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Sweet Memories of Georgian Bay
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Upscale Chalet - Hot Tub & Pool. 5 min to village
BeachWalkabilityGrill

Waterfront | Heated Pool, Beach, BBQ, AC
BeachWalkabilityParking
Private beachfront home rentals

2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI
BeachViewAccuracy

CARL in Muskoka: Waterfront Cottage with Hot Tub
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2 bedroom beachfront apartment
BeachWalkabilityParking

Georgian Bay Water/Beach front Cottage
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Amazing BOATHOUSE LAKEVIEW
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Georgian Bay Waterfront Retreat
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Chateau Champlain Cottage
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Victoria Harbour Cottages Queen Bed Chalet
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