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

Sunrise and Bayview with Kayaks & Bikes
🌊 Bright and inviting waterfront/view ground level apartment in the heart of Meaford. 👋Entire apartment to yourself 👥Ideal for a romantic getaway 🏔20 minute drive to Blue Mountain attractions. 2 hours from Bruce Peninsula National Park 🏖 5 minute stroll to the Harbour and Sandy Beach or a pebble beach right across the road ! 🚶♂️Walking distance to Meaford Hall 🍽Dining options a block away:) Kayaks, Bikes, Floaties, snowshoes and snorkels are complimentary. Come and discover our gem of a town

Waterfront* Hot Tub* - Beachhouse Hideaway *Unique
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

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!

Luxurious Creek Retreat With Hot Tub
Welcome to this luxury cottage on the water. The perfect place to relax and unwind while listening to the waterfall and babbling brook flowing past only a few feet away. If you're looking for privacy and tranquility along with all the pleasures of a luxury stay then look no further. This property boasts a propane fireplace inside as well as one outside, in-floor heat and A/C. Fully equipped kitchen, two bedrooms with hotel quality mattresses and a bathroom that exudes high-end style and decor.

Beautiful Riverside Country Apartment
Bright, warm and newly renovated, this 900sqft apartment, a private floor of a charming country home with separate entrance and garden patio, awaits you in Melancthon. SmartHDTV, Wifi, tranquil surroundings, and next to the Bruce Trail. Close to Shelburne, Mansfield, Creemore, and many excellent restaurants (like The Globe and Mrs Mitchels). Only 40 minutes to the Scandinave Spa, Collingwood, Blue Mountain, and Wasaga Beach. Golf Courses are close by. A perfect retreat just north of Toronto.

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.

The Carriage House @ Trillium Shores, Lake Eugenia
Discover this 30 ACRE year round Lake Eugenia retreat offering woodland, parkland, 3 lakefront access points with 2 docks, 2 spring fed ponds, 2000ft of shoreline! ONLY YOU AND YOUR FRIENDS/FAMILY HAVE USE OF THE ENTIRE BUILDING!!! Only 2 hrs north of Toronto! This is an UPPER STOREY LOFT accommodation. Guests MUST BE ABLE TO CLIMB STAIRS! Large upper storey deck with loungers, table, chairs, and BBQ for alfresco dining when the weather permits. Grey Highlands Licence #STA-2021-30-H

Hockley Valley Cozy Cottage
Take it easy at this unique and tranquil setting where the entire property is yours! Freshly renovated cottage only 600M from Hockley Valley Resort and also close to restaurants and hiking trails. This cottage sleeps 4 comfortably with separate bedroom. Picturesque setting directly on Nottawasaga river with mature gardens and plenty of outdoor space. Morning coffee or afternoon drinks under the covered gazebo at the waters edge or relax in the hammocks, this place truly has it all.

Sunset Cottage on Lake Eugenia -Hot Tub-4 Seasons
Well maintained/clean family lake front 4-bedroom cottage with sandy beach entry & 5" off the dock. We offer a large living room with a wood burning fireplace, dining room with full lake views, open kitchen, finished basement rec room with queen pull-out couch and laundry. Access to acres of privately owned forest land great for hiking, mountain biking, ATV’s, snowshoeing, close to the bruce trail, waterfalls and abundant nature. Our ideal guests are families with or without kids.

Luxury tiny home on peaceful country estate
Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

Cozy, quiet, clean cabin with wi-fi and fire pit.
Welcome to Penny Creek. A simple cabin just south of Durham. A private location surrounded by ponds, streams and forest - yet close to many day adventures should you want to explore beyond the property. Nearby amenities include restaurants, grocery, lcbo, fuel, coffee and shopping . An open concept space that offers one queen bed and a pull out sofa. Full kitchen and bath. Picnic tables, Fire pit and bbq. Excellent hiking trails nearby. Easy access to ofsc (snowmobile) trails!

Little Red Cabin on the River
Bright and cozy, open concept cabin retreat overlooking Styx river in beautiful West Grey. Relax next to a quiet river on a large lot with elevated deck, natural wood-burning fire pit and BBQ. This all season get away is 2 hours from Toronto, perfect for small families or a small group. Recently updated, this cabin features simple, modern decor with a fully furnished kitchen for home cooked meals and baking. Also now includes WiFi and an outside wood burning, cedar barrel sauna.
Popular amenities for Grey Highlands waterfront rentals
Waterfront apartment rentals

Stunning 1 Bedroom unit

Luxury Serene Escape @ Friday Harbour Resort

Beach&Riverside/Prime Location!

Quiet & Pristine Georgian Bay Escape near trails

Modern Luxury Delight with a Pool and Hot Tub

Trendy 1 Bdrm w/Pool & Hot Tub View

2 Bedroom Luxury Suite @ Friday Harbour Resort

NEW Luxurious Corner Unit at Friday Harbour Resort
Waterfront house rentals

Cottage Escape on Lake Eugenia

Stonefox Retreat: secluded cottage on 100 acres

Island View Cottage

Mallory Beach Loft On the Water - Near Bruce Trail

The Little Pink Cottage: Lakeside Charm Awaits

Hillside Haven Retreat: Sunroom & Pond Escape

Happy Valley Ski Golf Spa Relax

Spectacular Waterfront 3 Bedroom Home!
Waterfront condo rentals

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

2BR Getaway at Friday Harbour All Season Resort

Friday Harbour Ground Floor w/ Large Terrance

Stylish getaway condo, resort living

Designer Condo with beautiful harbour view.

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

Friday Harbour Luxury Condo Escape, Sleeps 4

Marina view at Friday Harbour 2bd/2bth Pool option
Quick stats about waterfront rentals in Grey Highlands
Total rentals
100 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
20 properties have a pool
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Niagara Falls Vacation rentals
- Pittsburgh Vacation rentals
- Grand River Vacation rentals
- St. Catharines Vacation rentals
- Detroit Vacation rentals
- Northeast Ohio Vacation rentals
- Cleveland Vacation rentals
- Niagara Falls Vacation rentals
- Erie Canal Vacation rentals
- Cabin rentals Grey Highlands
- Pet-friendly rentals Grey Highlands
- Apartment rentals Grey Highlands
- Ski-in/ski-out rentals Grey Highlands
- Rentals with lake access Grey Highlands
- Rentals with a sauna Grey Highlands
- Rentals with outdoor seating Grey Highlands
- Family-friendly rentals Grey Highlands
- Condo rentals Grey Highlands
- Rentals with pools Grey Highlands
- Chalet rentals Grey Highlands
- Townhouse rentals Grey Highlands
- Rentals with breakfast Grey Highlands
- Rentals with a kayak Grey Highlands
- Cottage rentals Grey Highlands
- Beachfront rentals Grey Highlands
- Guesthouse rentals Grey Highlands
- Private suite rentals Grey Highlands
- Rentals with an EV charger Grey Highlands
- Rentals with beach access Grey Highlands
- Fitness-friendly rentals Grey Highlands
- Loft rentals Grey Highlands
- Rentals with a fireplace Grey Highlands
- Rentals with a hot tub Grey Highlands
- Rentals with a fire pit Grey Highlands
- House rentals Grey Highlands
- Rentals with a patio Grey Highlands
- Bed and breakfasts Grey Highlands
- Rentals with a washer and dryer Grey Highlands
- Waterfront rentals Grey County
- Waterfront rentals Ontario
- Waterfront rentals Canada
- Blue Mountain Village
- Cobble Beach Golf Resort Community
- Horseshoe Resort
- Snow Valley Ski Resort
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Craigleith Ski Club
- Devil's Glen Country Club
- Hockley Valley Resort - Golf, Spa and Ski
- The Georgian Peaks Club
- TPC Toronto at Osprey Valley
- Mount St. Louis Moonstone
- The Club At Bond Head
- Caledon Country Club
- Barrie Country Club
- The Georgian Bay Club
- Toronto Ski Club
- Alpine Ski Club
- Mansfield Ski Club
- Legacy Ridge Golf Club
- Heritage Hills Golf Club
- Inglis Falls
- National Pines Golf Club
- Horseshoe Adventure Park