
Waterfront vacation rentals in Midland
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Midland
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

Cozy Winter Escape - Ski, Hike & Chill by the fire
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

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.

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.

Victoria Harbour Cottages 2 Bedroom Cottage
Comfortable and spacious fully equipped 2 bedroom waterfront cottage for your summer or winter getaway! Excellent location- only 1hr & 1/2 from the GTA. Minutes from Victoria Harbour, just outside of Midland. Enjoy the convenience of nearby shops, groceries, LCBO, and restaurants while overlooking the beauty of the southern shores of Georgian Bay! Truly the best of both worlds! Nearby attractions include Sainte Marie Among the Hurons, Martyr’s Shrine, Wye Marsh, Tay Trail, Golf, and skiing.

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.

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

Beautiful Nine Mile Lake
Beautiful Muskoka getaway! Modern 4 season waterfront cottage! Stunning views! Located on picturesque Nine Mile Lake. Over 70% of the lake is crown land. Perfect for kayaking and canoeing to enjoy all the beauty Muskoka is known for. We have kayaks a canoe and a paddle board for you to enjoy. Plenty of sun exposure on the dock you can swim all day long. Close to hiking and snowmobile trails. May 15-Oct Minimum 6 nights with a Sunday check in.

GATED RESORT COTTAGE
[CLICK SHOW MORE FOR IMPORTANT INFO] Sought-after cottage located in the gated Wasaga Country Life resort; professionally managed year-round by Parkbridge. A short walk from the beach with full access to resort amenities including; indoor/outdoor swimming pools, private trails, playgrounds, mini golf, sports fields and many more professionally managed facilities. View the "Where you'll be" section below for a full list of amenities.

Boardwalk Bliss For Two *1 hr From TO!*
Waterfront Escape – 1 Hour from Toronto! Enjoy a private, street-level retreat steps from the marina boardwalk! Perfect for a relaxing getaway or remote work, with fast WiFi and in-room entertainment. 🌊 Activities Nearby: Waterside Dining & Boardwalk Music Nature Trails, Golf & Spa 🚤 Optional Add-Ons: ✔ Boating Excursions (Pre-Book) ✔ Dining & Activity Combos 📆 Book Now – Dates Fill Fast!

Boho 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!
Popular amenities for Midland waterfront rentals
Waterfront apartment rentals

Beautiful Riverside Country Apartment

Lakeside Inn Cabin Apartment #2

1BR Friday Harbour Retreat | Balcony + Pool Access

The Muskoka River Chalet - The King's Den

Trendy 1 Bdrm w/Pool & Hot Tub View

2 Bedroom AirBnB @ Friday Harbour Resort

NEW Luxurious Corner Unit at Friday Harbour Resort

Cabin A in Wymbolwood Lodge
Waterfront house rentals

Welcoming Waterfront Cottage

River's End: Explore the river by kayak or canoe!

Couchiching Lake Retreat - Sauna! Near Downtown!

The Turquoise Cottage

River Luxury Muskoka 6BR 5BA w/ Hottub, Wifi 200mb+

Waterfront Cottage Over-the-Water view w BBQ& Wifi

Georgian Bay Water/Beach front Cottage

Waterfront Cottage in Gravenhurst, Muskoka
Waterfront condo rentals

Cozy Stays – Your Fall Getaway at Friday Harbour

2BR Getaway at Friday Harbour All Season Resort

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

Friday Harbour Ground Floor w/ Large Terrance

Stylish getaway condo, resort living

Designer Condo with beautiful harbour view.

Friday Harbour Luxury Condo Escape, Sleeps 4

Marina view at Friday Harbour 2bd/2bth Pool option
When is the best time to visit Midland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ555 | ﺩ.ﺇ510 | ﺩ.ﺇ580 | ﺩ.ﺇ569 | ﺩ.ﺇ731 | ﺩ.ﺇ1,091 | ﺩ.ﺇ1,131 | ﺩ.ﺇ1,256 | ﺩ.ﺇ962 | ﺩ.ﺇ786 | ﺩ.ﺇ760 | ﺩ.ﺇ786 |
| 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 |
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 ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 2,070 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Midland vacation rentals include wi-fi access

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

4.8 Average rating
Midland stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Grand River Vacation rentals
- Northeast Ohio Vacation rentals
- St. Catharines Vacation rentals
- Niagara Falls Vacation rentals
- Pittsburgh Vacation rentals
- Erie Canal Vacation rentals
- Laurentides Vacation rentals
- Mont-Tremblant Vacation rentals
- Detroit Vacation rentals
- Pet-friendly rentals Midland
- Apartment rentals Midland
- Beachfront rentals Midland
- Rentals with a washer and dryer Midland
- Rentals with a fire pit Midland
- Cabin rentals Midland
- Family-friendly rentals Midland
- Rentals with a fireplace Midland
- Rentals with beach access Midland
- Rentals with a patio Midland
- Fitness-friendly rentals Midland
- Rentals with a hot tub Midland
- Rentals with pools Midland
- Rentals with an EV charger Midland
- Cottage rentals Midland
- House rentals Midland
- Rentals with outdoor seating Midland
- Rentals with a kayak Midland
- Rentals with lake access Midland
- Waterfront rentals Simcoe County
- Waterfront rentals Ontario
- Waterfront rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Wasaga Beach Area
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Three Mile Lake
- Georgian Bay Islands National Park
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Kee To Bala
- Taboo Muskoka Resort & Golf
- Wye Marsh Wildlife Centre
- Casino Rama Resort
- Mono Cliffs Provincial Park
- Burl's Creek Event Grounds
- Awenda Provincial Park
- Bass Lake Provincial Park
- Sunset Point Park
- Couchiching Beach Park
- Centennial Beach
- Menominee Lake
- Orillia Opera House




