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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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Townhouse

4.78 out of 5 average rating, 161 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

4.97 out of 5 average rating, 118 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

Apartment

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.

Guest house

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

Chalet

4.93 out of 5 average rating, 101 reviews

A little piece of Heaven

Spend your vacation at this beautiful 4 season waterfront chalet. Located 5 min from downtown Collingwood and 15 minutes from Blue Mountain. This home boasts floor to ceiling windows overlooking Georgian bay. With swimming access directly from the property shore in the summer and a beautiful gas fireplace to warm up by in the winter. This quaint and cozy chalet is the perfect size for a couple or small family to getaway and rejuvenate. Come enjoy tranquility on the shores of Georgian bay!

Guest favourite

Apartment

4.93 out of 5 average rating, 205 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.

Guest favourite

Townhouse

4.98 out of 5 average rating, 118 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

4.97 out of 5 average rating, 104 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

4.91 out of 5 average rating, 175 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

Guest favourite

Guest house

4.96 out of 5 average rating, 256 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

Guest favourite

Cabin

4.93 out of 5 average rating, 112 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 Honey, our golden doodle will greet you!

Cottage

4.82 out of 5 average rating, 230 reviews

Beach house (with pool open May-Oct)

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! 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.

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Chalets

Adventure-ready homes with après-ski style

Houses

A space that's all yours, with room for everyone

Popular amenities for beachfront rentals in Grey Highlands

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

Cabin

4.89 out of 5 average rating, 370 reviews

Lake Simcoe Cottage & Hot Tub

Guest favourite

Cottage

4.98 out of 5 average rating, 121 reviews

Paradise Getaway

Bungalow

4.87 out of 5 average rating, 233 reviews

Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka

Guest favourite

Guest suite

4.85 out of 5 average rating, 136 reviews

Open tiny king suite with semi-private waterfront

Guest favourite

Cabin

4.97 out of 5 average rating, 133 reviews

Rustic Winter Cabin on Private Pond

Guest favourite

Home

4.9 out of 5 average rating, 165 reviews

Heron's Perch

Guest favourite

Cottage

4.89 out of 5 average rating, 161 reviews

Stunning Lakefront Cottage Hot Tub & Sauna

Guest favourite

Cabin

4.92 out of 5 average rating, 207 reviews

Little Lake Lookout: Sauna, Beach, Dock, Dogs!

Beachfront home rentals with a pool

Guest favourite

Apartment

5 out of 5 average rating, 40 reviews

Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH

Guest favourite

Apartment

5 out of 5 average rating, 55 reviews

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

Guest favourite

Apartment

4.87 out of 5 average rating, 46 reviews

The Penthouse at Friday Harbour

Guest favourite

Cottage

4.95 out of 5 average rating, 42 reviews

Georgian Bay Beach Club Fran’s Beachfront Paradise

Guest favourite

Apartment

4.94 out of 5 average rating, 64 reviews

Luxury Beach Spa w/ Hot Tub & Sauna!

Guest favourite

Bungalow

4.9 out of 5 average rating, 50 reviews

Sweet Memories of Georgian Bay

Guest favourite

Apartment

4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo, Sleeps 4

Guest favourite

Flat

4.91 out of 5 average rating, 11 reviews

FH Suite Getaway!

Private beachfront home rentals

Guest favourite

Cottage

4.89 out of 5 average rating, 44 reviews

Beautiful Private Cottage on 10 Acres and a view!

Home

4.82 out of 5 average rating, 135 reviews

Georgian Bay Paradise

Guest favourite

Home

4.98 out of 5 average rating, 47 reviews

Waterfront Executive Home

Guest favourite

Cottage

4.96 out of 5 average rating, 25 reviews

Just Loafin, Georgian Bay Cottage

Cottage

4.88 out of 5 average rating, 326 reviews

Crystal Beach Cottage & Spa

Home

4.75 out of 5 average rating, 32 reviews

Bluewater Lodge Beausoleil Bunkie #7

Cottage

4.88 out of 5 average rating, 16 reviews

Sandy Bay 6 bedroom Cottage - Hot Tub

Guest favourite

Guest suite

5 out of 5 average rating, 48 reviews

PARADISE AT PRESQUILE - WATERFRONT PROPERTY

Quick stats about beachfront rentals in Grey Highlands

Total rentals
20 properties
Nightly prices starting at
£40 before taxes and fees
Total number of reviews
650 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool

Destinations to explore