Beachfront holiday rentals in Grey Highlands

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Grey Highlands

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

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Guest favourite

Cabin in Innisfil

4.93 out of 5 average rating, 120 reviews

Lakefront Cozy Cottage w Hot Tub!

On Lake Simcoe this cozy retreat is just an hour north of Toronto Enjoy the stunning sunrises / views and access to a variety of water activities, while the surrounding area provides ample opportunities for hiking, skiing, other outdoor pursuits with many amenities closely. Down the street from Friday Harbour, LCBO, Starbucks & grocery store 5 star rating, ALL guests listed with booking. Honey, our golden doodle will greet you! The cabin is to be left in same condition you have found it.

Guest favourite

Home in Meaford

4.87 out of 5 average rating, 381 reviews

Beachhouse Hideaway - Hot Tub, G-Bay Waterfront

This beach house was designed with relaxation and the enjoyment of togetherness in mind. Let your worries melt away as you slip into the warmth of this water side hot tub featuring stunning view across Georgian Bay and up the mountain side, as fresh snow falls around you. The open concept design makes this the perfect place to gather with family and friends w/ walkout waterfront patio and dock access for swimming. 2 min to downtown Meaford, 20 min to Blue Mtn, 1.5 hrs to Tobermory. Hiking Trails

Superhost

Townhouse in Wasaga Beach

4.78 out of 5 average rating, 162 reviews

Bayfront Beach Resort 3AB/Wasaga Beach Front Pool

2+1 bedroom Townhouse located on beautiful Georgian Bay. Clean and family friendly complex with access to private pool and beach volley ball. perfect for a summer getaway. Open all year round for winter activities such as snowmobiling, and skiing. Located on quiet Beach 4. This Townhouse is only a 5 minute walk to restaurants. Approx 1.5 hour drive from GTA, and 20 minute drive to Collingwood/ Blue Mountain. 3 cars parking available with rental. Perfect for family fun, activities, and memories!

Guest favourite

Cottage in Tiny

4.97 out of 5 average rating, 120 reviews

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

Insta: @woodwardbythebeach Ski/Hike/Snowmobile then unwind in a peaceful winterized home getaway with indoor fireplace 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

Guest favourite

Cottage in Georgina

4.91 out of 5 average rating, 268 reviews

Beach House-S/W Exposure! Hot Tub, Sandy Water!

Escape to this stunning cottage retreat, just 7 minutes from the 404 and 45 minutes from Toronto. Professionally landscaped with an open-concept design, this spacious home easily accommodates large groups. Enjoy southwest-facing views with breathtaking sunrises and sunsets, and swim safely in the sandy-bottomed lake, 3-6 feet deep within 150 meters of shore. Nestled in a quiet neighborhood yet close to supermarkets, restaurants, and LCBO, this retreat has everything for an unforgettable stay.

Superhost

Apartment in Wasaga Beach

4.91 out of 5 average rating, 79 reviews

Wasaga Beach/WaterFront BeachHouse/ BBQ/AC/parking

Beachfront! Beachfront! Fabulous Airconditioned Beachfront Townhouse Condo in Wasaga Beach! Firepit/ Fireplace/ Free Wifi/ Free Parking/ 4 Beds in a 2-bedroom cozy townhouse steps from the sandy beaches of Wasaga. Clean and family-friendly complex with pool and beach perfect for summer vacation. Approx 1.5 hours drive from GTA area, and 20 minute drive to Collingwood, 30 Mins to Blue Mountain SKI Hills. ***Outdoor Pool OPEN NOW only available for guest use from Mid of May- September.

Superhost

Guest house in Wasaga Beach

4.86 out of 5 average rating, 107 reviews

2 -Sun Angel Court Couples Cabin 2

We are a group of ten unique and pretty cottages, located directly In front of Beach 2. We back onto the Nottawasaga River(excellent for fishing). We are extremely clean and have a separate washroom facility for our cottages. There is a common picnic area , overlooking the river with 2 full Bbq's available for guest use. We have a fire pit for late night hotdogs, smores and marshmallow roasting. We are a 5 min walk from the waterfront square- this is where all the special events take place.

Guest favourite

Apartment in Innisfil

4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo, Sleeps 4

Escape and unwind in our luxurious, open concept fully furnished 1 bedroom condo with a walkout balcony located in Friday Harbour All Seasons Resort community. Enjoy the fall season with access to golf, walking trails, beach, boating, biking, live music & weekend markets on the boardwalk. Queen bed + pullout, sleeps 4. Two Smart TVs, High Speed WiFi. Relax on furnished balcony overlooking our private pool, courtyard & beautiful sunset. 1 Free Parking, Electric BBQ, In-Suite Laundry

Guest favourite

Apartment in Innisfil

4.93 out of 5 average rating, 206 reviews

Designer Condo with beautiful harbour view.

Unique top floor. Rare views where every room overlooks the harbour. Professionally designed with new stylish furnishings. Ideal for those who like a little sophistication while spending time at the lake. Enjoy going out to eat every night or make a meal and curl up and relax in the beautiful living room, or a combination of both! Friday Harbour is a resort with beautiful walking trails, cafes, and restaurants, and a perfect get-away that celebrates the seasons with exiting activities.

Top guest favourite

Townhouse in Wasaga Beach

4.98 out of 5 average rating, 119 reviews

Waterfront | Heated Pool, Beachfront, BBQ, AC

Enjoy your morning coffee on your waterfront balcony in your 2 bedroom townhouse, steps away from the beautiful sands of Wasaga Beach. Fall asleep to the rhythmic sounds of the water, and watch stunning sunsets from your balcony. Towels and linens included! Clean, family friendly with pool & beach- perfect for a summer getaway. Located on quiet Beach 4. ~1.5 hr drive from GTA, 20 min drive to Collingwood/Blue Mountain. 2 parking spots. Perfect for family fun & making new memories!

Guest favourite

Home in Barrie

4.97 out of 5 average rating, 106 reviews

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. Minuts to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

Guest favourite

Townhouse in Wasaga Beach

4.91 out of 5 average rating, 176 reviews

Scenic WasagaBeach seasonal HeatedPool FireplaceAC

Explore Wasaga Beach right on the shores of Georgian Bay with newly upgraded townhouse, heated seasonal pool, BBQ, outdoor fire pit and grassy play area. Situated right on Beach 4. Relax at the fire pit, stroll the beach, enjoy the fresh air and peaceful scenery. Upper level two bedrooms (sleeps 6). Master BR overlooks beach with gorgeous view of bay and sunset. Main floor kitchen/breakfast area/large TV Winter Activities Blue Mountain Village & Ski Hill Nordic Trail