Holiday rentals with beach access in Grey Highlands

4.96 out of 5 average rating, 433 reviews

A cozy seating area features two rattan swivel chairs with a view of Georgian Bay through large windows. The hardwood floor is complemented by a small round side table, while a potted plant adds a touch of greenery to the inviting space.

Flat in Meaford

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

4.88 out of 5 average rating, 456 reviews

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

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

Place to stay in Wasaga Beach

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.

5 out of 5 average rating, 336 reviews

Newly Built Woodsy Retreat - Your Perfect Escape

Woodsy Loft, top 1% in the area, is 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.

Flat in Blue Mountain Resort Area

A cozy sleeping area is highlighted by a black wooden bed frame with a crisp white bedding set. Decorative pillows are arranged on the bed, while a framed image of a bear adorns the wall. Soft bedside lighting is provided by sconces, complementing the mirror opposite.

4.9 out of 5 average rating, 160 reviews

Blue Mountain Studio Retreat

Our cozy studio is located at the base of Blue Mountain at the North chair lift, with ski in / ski out access. Perfect for 2 or a couple with small children, this newly renovated Studio has 1 bedroom, 1 bathroom and sofa bed; fully stocked kitchen, electric fireplace and flat screen T.V. Only 1 km from the Village with many restaurants, shopping and activities. Enjoy a short trip to the Scandinavia Spa or many close by beaches. Blue Mountain is a great place for the whole family to enjoy.

4.91 out of 5 average rating, 343 reviews

Cottage in Kimberley

Vintage School House ~Hiking, Skiing, Pet Friendly

Gather with family or friends in this vintage 5 bedroom School House in the Beaver Valley. -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 suite in Collingwood

A bright and airy private suite features a comfortable blue couch facing a coffee table. Natural light fills the space through two windows, while vibrant artwork decorates the walls. A spacious bed is placed at the back, with a door leading to a bathroom visible on the right.

4.96 out of 5 average rating, 168 reviews

Dear Napier Street

Our colourful upper studio private suite is located on a quiet treed street in beautiful Collingwood. The vibrant, nostalgic decor of this Wes Anderson inspired space is an evolving at project, setting a happy vacation tone. It's a ten minute walk of the historic downtown, offering unique shops, galleries and creative places to eat and drink. Sunset Point Park is closeby and a network of more than sixty trails is one block away, connecting you to the iconic terminal, downtown and beyond.

Farm stay in Township Of Southgate

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.

4.86 out of 5 average rating, 174 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!

4.98 out of 5 average rating, 152 reviews

A spacious living area features a gray sectional couch adorned with blue and white decorative pillows. A textured throw blanket is draped over the arm. An area rug with a geometric pattern anchors the space, complemented by wall art depicting a waterfront scene.

Flat in Collingwood

Suite 67

This beautiful couples retreat is a 900 sq. ft., 1 bedroom upper apartment located in the heart of downtown Collingwood. Steps to shops and restaurants and a short drive to all the major ski hills in the area. Featuring, vaulted ceilings, sectional couch and 65” TV. The kitchen comes complete with all cooking needs and dishes supplied, a breakfast bar and dining area, Master bedroom with a King size bed, 5-piece ensuite, 2 piece powder room with laundry and door to large outdoor deck.

4.95 out of 5 average rating, 464 reviews

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

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.

4.95 out of 5 average rating, 148 reviews

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

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.

4.96 out of 5 average rating, 108 reviews

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

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.

Flat in Blue Mountain Resort Area

The inviting living area features a cozy sofa with a plaid throw, a wooden coffee table, and a dining table for four. A mounted television and fireplace are positioned across from the seating. Large windows let in natural light, enhancing the bright atmosphere.

4.85 out of 5 average rating, 287 reviews

Full Studio Suite #3 - The Lake at Blue Mountains

Experience The Comforts of Home While You're Away & we are pet friendly! All rental check-ins are “non contact/digital” and every suite has it’s own heating and cooling system (no shared air)! All our suites are fully contained and separated with concrete walls & outside access only (no shared hallways or doors). Your safety is our priority! Just drive-up and check yourself in safely. Located in a quiet community, we ask that there are no parties or events

Popular amenities for rentals with beach access in Grey Highlands

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with beach access

4.97 out of 5 average rating, 58 reviews

A multi-level building showcases a welcoming entrance with a staircase leading to the upper floors. White railings and balconies are visible on each level, surrounded by manicured greenery and a stone pathway that enhances the inviting appearance.

Flat in Oro-Medonte

Oro-Medonte/(ski),in/out pool 1

4.95 out of 5 average rating, 406 reviews

The exterior of the house is showcased with a large, angled roof and expansive glass windows reflecting the evening light. A spacious deck presents colorful chairs in pink and yellow, surrounded by sandy beach and foliage, enhancing the inviting outdoor space.

Flat in Wasaga Beach

2 bedroom beachfront apartment

4.92 out of 5 average rating, 112 reviews

A comfortable living area features a leather sofa and two watching chairs surrounding a central coffee table. Natural light enters through multiple windows, and a flat-screen television is mounted on the wall. A small dining table for two and a corner desk add functional elements.

Flat in Barrie

Cozy 2 bedroom Apartment

Flat in Blue Mountain Resort Area

Skiers are seen on a ski lift ascending a snowy slope, surrounded by frosted trees glistening in sunlight. The lift chairs are black, suspended above a white winter landscape, with snow covering the ground and branches of surrounding trees.

4.6 out of 5 average rating, 379 reviews

The Perfect Getaway in Renovated Corner Unit

4.98 out of 5 average rating, 164 reviews

A cozy living space features a gray sofa adorned with flower-patterned cushions, accompanied by a wooden coffee table. A desk is situated to the left, with a plant adding a touch of greenery. A barn door leads to another area, while artwork of a longhorn adds character.

Flat in Wiarton

Sunny Side Up Apartment

4.93 out of 5 average rating, 14 reviews

A modern living area features a mounted flat-screen TV above a minimalist wooden console. A round coffee table sits in the center, surrounded by comfortable seating. A potted plant adds a touch of greenery, while warm recessed lighting highlights the wooden accents on the wall.

Flat in Barrie

The Loft @ 89

4.95 out of 5 average rating, 19 reviews

A cozy living area is furnished with a gray sofa, a wooden coffee table, and a small circular side table. A dining table with black chairs is positioned near large windows, allowing natural light to brighten the space. Decorative plates are displayed on the wall.

Flat in Meaford

The Olde Hotel Suite 2

4.99 out of 5 average rating, 98 reviews

A charming two-story house is captured against a clear blue sky. The exterior features horizontal grey siding, wooden accents, and a balcony above the entrance. A stone facade frames the lower part of the structure, while a garage door adds to the home's appeal.

Flat in Penetanguishene

By The Bay spacious one bedroom

House rentals with beach access

4.89 out of 5 average rating, 132 reviews

A cozy living area features warm wooden paneling and a rustic brick wall. A dark purple couch and a wooden coffee table create a welcoming setting. A wood stove is positioned near the entrance, adding a touch of warmth to the space.

Home in Wasaga Beach

Relax & enjoy fall- 20 min drive to Blue Mnt

4.91 out of 5 average rating, 115 reviews

The entrance features double doors in a dark finish, adorned with elegant seasonal wreaths. Flanking the doors are decorative wall art pieces. A small bistro table with two chairs is positioned on a stone patio, complemented by potted snake plants and decorative pumpkins.

Home in Barrie

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

4.98 out of 5 average rating, 334 reviews

Two individuals sit closely on a wooden bench, surrounded by lush greenery and vibrant flower gardens. The well-maintained lawn provides a picturesque view, with pathways leading through the garden space. Natural light filters through the trees, creating an inviting atmosphere.

Home in Meaford

Fuller House Airbnb

4.93 out of 5 average rating, 125 reviews

An aerial view of a serene shoreline along Georgian Bay, featuring a small sailboat resting in clear turquoise waters. Lush green trees line the back of a tranquil cottage community, with road access visible nearby.

Home in Wiarton

Island View Cottage

4.84 out of 5 average rating, 149 reviews

A serene sunset is captured over Georgian Bay, with warm orange and gold hues reflecting on the water. Silhouetted figures are seated on a dock, gazing out towards the horizon, creating a sense of tranquil evening ambiance.

Home in Victoria Harbour

Georgian Bay Paradise

4.97 out of 5 average rating, 137 reviews

An open and airy space features a large harvest table with pink legs, complemented by wooden chairs. A cozy bench is positioned alongside the table. A staircase leads to a loft area, while art supplies and decor are visible throughout the room.

Home in Desboro

Forest Loft - Forest, Sauna, Ponds & Stargazing

4.86 out of 5 average rating, 115 reviews

The entrance features a dark door adorned with a decorative wreath, framed by red brick walls. A mailbox is positioned next to the door, while a small bush adds a touch of greenery beside the entryway.

Home in Owen Sound

Harbour Veiw 2 bedrooms/ Den

4.94 out of 5 average rating, 127 reviews

The living room features a comfortable sofa and an accent chair, arranged around a glass coffee table. Sheer window coverings allow natural light to illuminate the space. A modern fireplace and decorative artwork enhance the inviting atmosphere.

Home in Collingwood

Driftwood on 6th Heritage Downtown Collingwood

Apartment rentals with beach access

A gray sofa with animal-themed cushions and a decorative pillow rests in front of a spacious bed framed by wooden cabinetry. Natural light enters the room through large sliding glass doors, leading to a private outdoor area. Neutral-colored curtains accentuate the inviting space.

5 out of 5 average rating, 7 reviews

Modern Mountainside Ski-In Ski-Out Studio at Blue

The kitchen displays modern appliances, including a refrigerator, microwave, and stove, set against a stylish backsplash. A granite countertop extends into a small dining area with two black stools, while light fixtures offer bright illumination in the space.

4.81 out of 5 average rating, 208 reviews

Blue Mountain Escape, WIFI, Base of North lift

A stylish bedroom features a dark wooden bed frame with a soft, neutral-toned comforter. Nightstands with lamps are positioned on either side, illuminating the space. A decorative mirror hangs above a dresser, and patterned wallpaper adds subtle texture to the room.

4.53 out of 5 average rating, 445 reviews

Beautiful Studio Condo in Blue Mountains Sleeps 4

A spacious open-concept living and dining area is highlighted by hardwood floors and natural light. A comfortable sectional sofa faces a coffee table, while a dining table for eight is visible in the background. The kitchen, equipped with modern appliances, adds to the inviting atmosphere.

4.86 out of 5 average rating, 148 reviews

Large, luxury, upper floor condo, steps to Village

A cozy living area is equipped with a sofa and two armchairs, providing comfortable seating. The coffee table is centrally placed on a soft area rug. Natural light filters through sliding doors, leading to an outdoor space, while a staircase offers access to upper levels.

4.87 out of 5 average rating, 272 reviews

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft

A bright living area features large windows that allow natural light to fill the space. Comfortable seating is arranged around a central coffee table, with a modern fireplace and a wall-mounted TV providing amenities. Soft, neutral tones dominate the décor, creating a relaxed atmosphere.

4.97 out of 5 average rating, 109 reviews

3 Peaks at Blue Mountains, your luxury staycation!

A modern living area features a cozy futon with decorative cushions, complemented by a wooden coffee table. Sunlight filters through the window with white blinds, illuminating the space. A dining table for four is visible, and a doorway leads to the separate bedroom.

4.8 out of 5 average rating, 238 reviews

Mountainside Retreat - Ski in/out - Endless Coffee

A modern living area is featured, showcasing a grey sofa and two armchairs. A coffee table sits in front of the seating arrangement, and a wall-mounted television is positioned above a linear fireplace. Natural light streams through large windows, illuminating the space.