
Beachfront holiday rental in Grey Highlands
Find and book unique beachfront homes on Airbnb
Top-rated beachfront accommodation in Grey Highlands
Guests agree: These beachfront homes are highly rated for location, cleanliness and more.

Waterfront Winter Wonderland by The POM *HOT TUB*
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

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

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 & watch stunning sunsets from your balcony. Cotton bed linens (680 thread count) & towels included Family friendly with pool & beach- perfect for a summer getaway Located on quiet Beach 4. ~1.5 hr drive from GTA, 20 min to Collingwood/Blue Mountain. 2 parking spots. Perfect for family fun & making new memories!

Luxury Beach Spa w/ Private Sauna & Oasis Patio!
Escape to the Beach at Friday Harbour Resort in our newest addition to our Spa Getaway Group of professionally designed suites that will take you to a luxury destination close to home! This stunning Miami Boho Beach Hotel type vibe suite is very spacious and boasts 3 fire elements (indoor & Out) and your own private in-suite Sauna! With 2 beds and 2 baths there is plenty of space for a couples, friends or family stay! Make memories that last a lifetime in our most unique experience suites!

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.

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 5 star rating a must & ALL guests to be added to booking. Honey, our golden doodle will greet and visit with you. The cabin is to be left SAME as you found it.

All-Season Cottage on the Lake
An entire cottage all to yourself right on the water of Lake Eugenia in the Grey Highlands. This fully furnished 3-bedroom cottage is equipped with a brand-new kitchen, appliances, wood burning stove, furnace and water heater. You'll also have FREE access to unlimited WiFi, so you can work or stay in touch, when needed. Our cottage is suitable for a great get-away with any group, family or friends who are looking for a peaceful and enjoyable holiday from their busy lives.

Beachfront Townhome with Bay Views
Escape to our modern 2200 sq ft beachfront townhome on Georgian Bay! This 4-bedroom home comfortably sleeps 10, perfect for families. Enjoy stunning views of the Bay and Blue Mountain from multiple private balconies. Steps to the beach and located next to the provincial park with kids playground and picnic area. A short drive to Blue Mountain Resort, Collingwood, Creemore and the Wasaga Beach Casino. Our beach house is the ultimate retreat for relaxation and adventure!

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

Hotel Style 1 Bedroom Short/Long term Available
Come stay at this all-season, private & modern guest suite close to all Innisfil has to offer! 1 km on 6th line away from Lake Simcoe , Big Cedar Golf Course, Ic finshing & minutes away from all major Ski hills in Barrie! Enjoy summer activities such as multiple beaches, boating/marinas, golfing & fishing- all within walking range. Enjoy winter activities such as skiing, snowboarding and very special ice fishing spot at the end of the road.

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 Grey Highlands beachfront rentals
Pet-friendly beachfront home rentals

Serenity Cottage, Jetski, Hot Tub, Ice rink

3 Bedroom Lakefront Cottage on secluded lake.

Charming cottage on the Beach

Lake it or Leave it: A Waterfront Georgian Gem

Rustic Cabin on Private Pond

Designer Condo with beautiful harbour view.

Stunning Lakefront Cottage Hot Tub & Sauna

A Cabin in Wymbolwood Lodge
Beachfront home rentals with a pool

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

Family-friendly 1 bedroom Apt

Wasaga Beach 1 BR basement -BBQ/POOL/AC

NEW Luxurious Corner Unit at Friday Harbour Resort

Sweet Memories of Georgian Bay

Friday Harbour Luxury Condo Escape, Sleeps 4

FH Harbour Flats 2BR 2BA- Every Day is Friday

Cozy beach house on Georgian Bay
Private beachfront home rentals

Luxurious Lake front Island Townhome, Innisfil, ON

*NEW* Cozy 3-bedroom cottage on Sunset Beach

Jewel of Georgian Bay, Luxury Waterfront Cottage

Sunset Lodge, Honey Harbour

Sandy's Tiki Hut ~ Beach Days & Sunset Strolls

Georgian Bay Water/Beach front Cottage

Stylish & Bright Beach Gem ~ Spectacular Lake View

Cozy Beachfront Cottage: Private Beach, Hot Tub
Quick stats about beachfront rentals in Grey Highlands

Total holiday rentals
Explore 20 holiday rentals in Grey Highlands

Nightly prices starting at
Grey Highlands holiday rentals start at $83 NZD per night before taxes and fees

Verified guest reviews
Over 770 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Grey Highlands holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Grey Highlands rentals

4.9 Average rating
Grey Highlands stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a fireplace Grey Highlands
- Rentals with a patio Grey Highlands
- Family-friendly rentals Grey Highlands
- Rentals with lake access Grey Highlands
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- 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
- Inglis Falls
- Elora Gorge
- Scandinave Spa Blue Mountain
- Harrison Park
- Mono Cliffs Provincial Park
- Awenda Provincial Park
- Caledon Ski Club LTD
- Wye Marsh Wildlife Centre
- Forks of the Credit Provincial Park
- Centennial Beach
- Sauble Beach
- Sunset Point Park
- Elora Quarry Conservation Area
- Island Lake Conservation Area
- Sauble Falls Provincial Park
- Innisfil Beach Park
- Rockwood Conservation Area




