
Waterfront holiday rentals in Grey Highlands
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Grey Highlands

Total holiday rentals
Explore 100 holiday rentals in Grey Highlands

Nightly prices starting at
Grey Highlands holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 3,460 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of Grey Highlands holiday rentals include wifi access

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

4.9 Average rating
Grey Highlands stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated waterfront rentals in Grey Highlands
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Beach House Hideaway by Post Office Motel *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

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 the Bruce Trail. Close to Shelburne, Mansfield, Creemore, Pine River Institue and many excellent restaurants (The Globe and Mrs Mitchels). Only 40 minutes to the Scandinave Spa, Collingwood, Blue Mountain, Wasaga Beach. Golf Courses are close by. A perfect retreat just north of Toronto.

Greyridge Glamping "Paradise Island " Retreat
Grey Ridge Glamping "Paradise island" is a unique small island surrounded by clear running water from our beautiful stream. There are winding paths & bridges that lead to tent. Featuring a King Size bed, seasonal propane heater, wing-back chairs ,solar lighting and cell phone chg. station. Outdoor washroom facilities in its own enclosed structure. As well an “open to the sky” cedar lined hot water shower. Cooking station with wash and Prep areas. Perfectly suited for a couples private getaway!

Valley View Farm Retreat ~ Family, Pets, Hiking
Enjoy this unique 4 bedroom Farm House as a gorgeous space to gather with family or friends. -Ideal location to come together, relax, & connect. -Central heat & AC. -Take in the spectacular views of the Beaver Valley. -Explore the Niagara Escarpment and lookouts of the Bruce Trail. -Relax and read by the fireplace. -5 min walk to our swimming pond with dock & beach -Convenient drive to groceries and local villages. -25 min drive to the Blue Mountains. -Reliable, consistent high speed internet.

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.

Hockley Riverside Cottage • Loft and Bunkie
Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.

Sundance of Blantyre Lodge +Hot Tub +Sauna +Pond
Welcome to Sundance of Blantyre! Step back in time in this historic yet modernized Lodge! This 3600 sq. ft retreat on the Bruce Trail has Breathtaking Valley Views from your own Private Hot Tub & Fire Pit all the Way to Georgian Bay. We invite you to enjoy our truly unique and tranquil getaway with 6 bedrooms + Private Sauna House! With 3 firepits, swimmable/fishing pond, hiking, cross country skiing and snow shoeing + snowmobile/ ATV trail access at your door, Your adventure awaits!

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

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.

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.

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.

Bayview Oasis: Luxe Lakeside Escape w/ Pickleball
Welcome to Bayview Oasis, our luxurious lake house on Georgian Bay. Enjoy breathtaking water views, a modern kitchen with high-end appliances, a cozy basement with a pool table and bar, and a master suite with top-notch amenities. Outdoors, relax in the cabana with a pizza oven, fireplace, picnic tables, spacious patio, hot tub, and our new custom pickleball court. Whether it's a romantic getaway or family vacation, Bayview Oasis is the perfect retreat.
Popular amenities for waterfront rentals in Grey Highlands
Waterfront apartment rentals

Spacious Second Floor Garden View Apartment

Maria's Lakeview Nook - clean, cozy convenience!

Sunrise and Bayview with Kayaks & Bikes

Quiet & Pristine Georgian Bay Escape near trails

Cabin A in Wymbolwood Lodge

Welcome to waterfront paradise on Georgian Bay

MegaMindful Living Air BnB Two

One bedroom apartment on the river, with hot tub
Waterfront house rentals

The Lake House at Irish

Island View Cottage

Hillside Haven Retreat: Sunroom & Pond Escape

Ski, Swim, Soak, Boat & Golf

Stonefox Retreat: Acerage, Pond, Hot Tub & Sauna

Happy Valley Ski Golf Spa Relax

Brewster's Lake Escape | Lakefront in Singhampton

Cozy Country Spring Getaway | HotTub + Fire Pit
Other waterfront holiday rentals

Private Waterfront, Dock — Lake Eugenia Escape

Waterfront Cottage with Steam Sauna by Bruce Trail

The Tiny House Experience

Cozy Riverfront Cottage with Dock

Rustic Cabin on Private Pond

Lorbin Lake Studio suite. Minimum 2 night stay.

Casa Caledon-Secluded Suite Surrounded by Nature

New waterfront bunkie with loft
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £144 | £155 | £148 | £112 | £129 | £142 | £148 | £160 | £139 | £158 | £158 | £161 |
| 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 |
Destinations to explore
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- Family-friendly rentals Grey Highlands
- Rentals with beach access Grey Highlands
- Rentals with a sauna Grey Highlands
- Rentals with a kayak Grey Highlands
- Smoking-friendly rentals Grey Highlands
- Chalet rentals Grey Highlands
- Townhouse rentals Grey Highlands
- Bed and breakfasts Grey Highlands
- Rentals with a fireplace Grey Highlands
- Rentals with pools Grey Highlands
- Rentals with an EV charger Grey Highlands
- Ski-in/ski-out rentals Grey Highlands
- Cottage rentals Grey Highlands
- Flat rentals Grey Highlands
- House rentals Grey Highlands
- Rentals with a patio Grey Highlands
- Loft rentals Grey Highlands
- Rentals with a firepit Grey Highlands
- Pet-friendly rentals Grey Highlands
- Rentals with a washing machine and dryer Grey Highlands
- Cabin rentals Grey Highlands
- Rentals with lake access Grey Highlands
- Rentals with outdoor seating Grey Highlands
- Private suite rentals Grey Highlands
- Apartment rentals Grey Highlands
- Guest house rentals Grey Highlands
- Rentals with a hot tub Grey Highlands
- Beachfront rentals Grey Highlands
- Hotel rooms Grey Highlands
- Rentals with breakfast Grey Highlands
- Fitness-friendly rentals Grey Highlands
- Waterfront rentals Grey County
- Waterfront rentals Ontario
- Waterfront rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Elora Gorge
- Mount St. Louis Moonstone
- Wasaga Beach Area
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Sauble Falls Provincial Park
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Cobble Beach Golf Resort Community
- Inglis Falls
- Elora Quarry Conservation Area
- Harrison Park
- Sunset Point Park
- Innisfil Beach Park
- Island Lake Conservation Area
- Guelph Lake Conservation Area
- Belwood Lake Conservation Area
- Craigleith Provincial Park





