Holiday rentals with beach access in Grey Highlands

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Top-rated rentals with beach access in Grey Highlands

Guests agree: these rentals with beach access are highly rated for location, cleanliness and more.

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Superhost
The image captures a tranquil hot tub filled with clear water, positioned on a deck overlooking Georgian Bay. A soft sunset casts a warm glow across the sky, and the silhouettes of a gazebo and dock are visible in the background.
Home in Meaford
4.87 out of 5 average rating, 495 reviews

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

Top guest favourite
Farm stay in Kimberley
4.95 out of 5 average rating, 107 reviews

Valley View Farm Retreat ~ Hiking, Skiing, Pets

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.

Guest favourite
A charming modern cottage is set against a backdrop of lush greenery and clear blue skies. The exterior features large glass windows and a sloped roof. A patio area with natural stone and comfortable outdoor seating is highlighted, providing a welcoming space to enjoy the views.
Cottage in Meaford
4.91 out of 5 average rating, 203 reviews

Cosy and modern cottage on beautiful Georgian Bay

Enjoy panoramic views of Georgian Bay from this charming modern cottage on Paynter's Bay. Only eight minutes from Owen Sound, our cottage also borders on the quiet and beautiful Hibou Conservation Area where you can enjoy birding, hikes in forest and shoreline, and a great sandy beach and modern playground for the kids. Cuddle up next to the gorgeous modern Morso woodstove. Adventure awaits you with lots of skiing, biking, snowmobiling and the waterfall wonders of the Niagara Escarpment nearby.

Guest favourite
Cottage in Tiny
4.96 out of 5 average rating, 151 reviews

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.

Guest favourite
A wooden cabin is set against a backdrop of greenery, featuring large glass windows that invite natural light indoors. The structure displays a combination of rustic wooden siding and a red-painted section, while the landscaping is dotted with small plants and rocks.
Chalet in Flesherton
4.82 out of 5 average rating, 123 reviews

The Red House – Private Wooded Oasis & Hot Tub

Unplug in our private 3-acre forest retreat. Wake up in a king bed, brew coffee in the fully-stocked kitchen, then step onto the wrap-around deck surrounded by cedar forest. After hiking the Bruce Trail, skiing at Beaver or Blue, paddling Lake Eugenia or enjoying a foodie-road-tour, sink into the sparkling hot tub. Evenings end around the wood stove or the outdoor fire-pit under a star-filled sky. Fast Wi-Fi, cozy beds and thoughtful touches make every stay easy, relaxing and memory-filled.

Top guest favourite
A charming wood frame house is surrounded by a blanket of freshly fallen snow, with snow-covered trees framing the entrance. The welcoming front porch features potted plants, and the roof displays a light dusting of snow, creating a serene winter landscape.
Home in Nottawa
4.92 out of 5 average rating, 103 reviews

Artists' House B&B: Exceptional Country Stay

Welcome to our artist-designed country retreat! Set on 1.5 private acres, the home offers gallery-worthy décor, blazing-fast Wi-Fi and plenty of room to unwind. Inside: three serene bedrooms, fully stocked kitchen and cozy living room filled with gas fireplace and original art. Outside: BBQ, fire-pit, patio, large yard and gorgeous gardens • Superhost care & same-day responses • Free parking & washer/dryer • 10-min to trails, cafes, skiing and Georgian Bay Book your exceptional stay today!

Guest favourite
An industrial-style apartment features a spacious open living area with a dark leather couch and a wooden coffee table. A staircase leads to an upper sleeping area, while concrete walls provide a modern backdrop. Natural light enters from nearby windows, enhancing the interior space.
Farm stay in Township Of Southgate
4.86 out of 5 average rating, 196 reviews

Loft Where City Meets Country With Hot Tub

This unique place has a style all its own, while situated on a very private 39 acres where city style meets country living. The industrial apartment has been designed inside of a driving shed and offers all the luxuries of real glamping. Comfort and style throughout, complete with hotel quality mattress and linnens. The forested trails and beautiful property are a nature lovers paradise. You will find everything needed for a perfect getaway rather walking the trails or relaxing by the pond!

Top guest favourite
The spacious bedroom features a king-sized bed adorned with decorative pillows, complemented by a wooden bedside tray. An armchair occupies one corner, with a desk and paddles adorning the wall. Floor-to-ceiling windows illuminate the room, while exposed wooden accents add a rustic touch.
Flat in Wasaga Beach
4.95 out of 5 average rating, 486 reviews

The Upper Deck

The upper deck is an amazing one bedroom studio with a full newly renovated bathroom, a sweet kitchenette, an amazing king size bed, a 65 “ inch HD smart Samsung TV with a live edge counter- a great workspace or eating area. One wall is floor to ceiling windows -lots of great natural light!!! Outdoors has an amazing hot tub , rustic firepit area , a beautiful covered outdoor eating area with Bbq and you can hear the lake!! Note- the studio is a separate but is part of a house.

Top guest favourite
A two-story cottage is set beneath a large tree with autumn-colored leaves. The exterior features a mix of large windows and a white railing leading up to an entrance, surrounded by grass and shrubbery.
Cottage in Flesherton
4.95 out of 5 average rating, 150 reviews

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.

Top guest favourite
A modern bathroom features a freestanding soaking tub situated next to a window, allowing natural light to fill the space. The vanity displays a mirror and toiletries. Nearby, a spacious bed with soft linens is visible, set against a backdrop of wooden walls.
Place to stay in Wasaga Beach
4.99 out of 5 average rating, 375 reviews

Newly Built Woodsy Retreat - Your Perfect Escape

Woodsy Loft, an ideal home base for not just the beach and stunning sunsets, but Blue Mtn, Scandinave Spa, C-wood, brand new casino, all close by. Many bars, restaurants, beach and other things to do, within 5 min. Great place to stay in, too. Packed with amenities like screened in patio, XL bathtub w/ towel warmer, King size bed, 'The Frame' TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

Top guest favourite
The log cabin is surrounded by vibrant autumn foliage, with a large front deck and stairs leading to the entrance. The natural wood exterior is complemented by a gabled roof. Softly illuminated lanterns are positioned by the door, enhancing the inviting appearance.
Cabin in Flesherton
4.96 out of 5 average rating, 112 reviews

MapleHaven Cabin @ Lake Eugenia

A rustically elegant log cabin sitting on an acre of beautiful mature maple trees on a quiet dead-end street. Find peace and tranquility in the rustic atmosphere the log cabin setting provides, but enjoy all of the comforts of home. Enjoy 3 bedrooms ,2 baths with a master bedroom that features a coffee bar and covered balcony . Located at Lake Eugenia, in the heart of the scenic Beaver Valley, a 4 seasons playground. Walking distance to public beach/boat launch.

Guest favourite
The striking facade of the modern lake house is framed by lush greenery, showcasing large windows and a unique architectural design. A custom pickleball court is visible in the foreground, bordered by flower planters, enhancing the outdoor environment.
Cottage in Meaford
4.97 out of 5 average rating, 111 reviews

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 rentals with beach access in Grey Highlands

When is the best time to visit Grey Highlands?

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Avg. price$246 SGD$264 SGD$259 SGD$196 SGD$231 SGD$236 SGD$264 SGD$265 SGD$208 SGD$214 SGD$200 SGD$283 SGD
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Quick stats about holiday rentals with beach access in Grey Highlands

  • Total holiday rentals

    Explore 270 holiday rentals in Grey Highlands

  • Nightly prices starting at

    Grey Highlands holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 20,440 verified reviews to help you choose

  • Family-friendly holiday rentals

    220 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 140 rentals that welcome pets

  • Holiday rentals with a pool

    110 properties feature pools

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wifi availability

    260 of Grey Highlands holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Grey Highlands rentals

  • 4.8 Average rating

    Grey Highlands stays are highly rated by guests – averaging 4.8 out of 5!

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