Vacation rentals with beach access in Grey Highlands

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, 196 reviews

Dear Napier Street

Our charming upper studio private suite is located on a quiet treed street in beautiful Collingwood. Its decor celebrates the charm of small town life, celebrating a connection to nature and setting a happy vacation tone. It's a ten minute walk to our 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. We are a ten minute drive to Blue Mountain where adventure awaits.

4.95 out of 5 average rating, 105 reviews

Farm stay in Kimberley

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.

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.

4.91 out of 5 average rating, 178 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.

4.82 out of 5 average rating, 122 reviews

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

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.

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.

4.85 out of 5 average rating, 192 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!

A spacious bedroom features a large bed with a light floral-patterned coverlet. Two bedside tables with lamps are positioned on either side, while soft light filters through a window adorned with light curtains. A framed artwork hangs above the bed, contributing to a calming atmosphere.

4.83 out of 5 average rating, 290 reviews

Private Backyard/Shuttle/Pool/10min walk 2 village

Relax and enjoy the beauty of the Blue Mountains nestled in this gorgeous two bedroom condo located directly across from the Blue Mountain Village in the prestigious Snowbridge community. - 10 minute walk to the Village - located on Monterra Golf Course - private backyard - the pool is shared with the residents of the subdivision (summer only) - BBQ - sleeps 6 comfortably - 5 min to town, stores/ amenities -condo is on the main floor level -pool open for summer only (May to September)

4.94 out of 5 average rating, 239 reviews

The modern kitchen features sleek white cabinetry and stainless steel appliances, including a stove and refrigerator. A dining table with light blue chairs complements the spacious living area, which is adorned with a cozy sofa and a coffee table. Natural light illuminates the space.

Condo in Collingwood

Modern Condo *Mins to Ski Hills Spa Lake Beach

Tastefully Renovated, Furnished and Fully Equipped Condominium Suite with European Touch of Living Style. *Centrally Located and Next to Living Stone Hotel in Cranberry Village - Perfect Spot to Enjoy All Year Attractions *Short 10 mins drive to Blue Mountain Village, Ski-Hills, Scandinave Spa, Golf Courses, Scenic Caves *Close to the Lake and Beaches *On-side Café, Bakery & Restaurant Surrounded by great trails-perfect for hiking, biking, snowshoeing, cross country skiing and much more.

4.95 out of 5 average rating, 150 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.

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.

4.99 out of 5 average rating, 371 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.

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, 114 reviews

3 Peaks at Blue Mountains, your luxury staycation!

A luxurious staycation, two-bedroom, two-bathroom ground floor condo. Enjoy the Blue Mountains year-round with a view of the ski hills and the 17th hole of the Monterra Golf Course. Our welcoming unit is a quick walk to the Blue Mountain Resort, short drives to world-class spas in the area, and steps away from fantastic outdoor activities available year-round. We have enjoyed the area for many years and will be happy to pass along our tips to make your stay wonderful!

4.96 out of 5 average rating, 112 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.

A well-appointed sleeping area features a spacious bed dressed in a calming gray and white color scheme. Soft light is provided by bedside lamps, and decorative wall art adds character. Natural light filters through the window, complemented by modern window treatments.

4.8 out of 5 average rating, 248 reviews

1BR Boutique Suite #5 - 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 Grey Highlands beach access rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with beach access

4.94 out of 5 average rating, 147 reviews

The living area features an inviting seating arrangement with a dark couch, complemented by a light coffee table. A round dining table with black chairs is positioned nearby. A fireplace and large glass doors that lead to a patio add warmth and natural light to the space.

Apartment in Collingwood

8min-BlueMtn:15min-Beach:A/C:FastWifi:FreeParking

4.99 out of 5 average rating, 111 reviews

The kitchen area features modern appliances including a stainless steel refrigerator and oven. A marble island is complemented by two metal bar stools. A woven wall hanging adds texture, and various kitchen items are neatly arranged, providing a functional and inviting space.

Apartment in Alcona

Spacious Apartment 5 Minute Walk to Innisfil Beach

Apartment in Wasaga Beach

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.

4.95 out of 5 average rating, 419 reviews

2 bedroom beachfront apartment

Apartment in Wasaga Beach

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.

4.95 out of 5 average rating, 485 reviews

The Upper Deck

4.93 out of 5 average rating, 142 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.

Apartment in Barrie

Cozy 2 bedroom Apartment

4.96 out of 5 average rating, 449 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.

Apartment in Meaford

Sunrise and Bayview with Kayaks & Bikes

A cozy sleeping area features a spacious bed adorned with soft linens and decorative pillows. Bedside lamps provide gentle illumination, while framed artwork adds a touch of color to the wall. A dresser and mirror complement the room's design.

4.87 out of 5 average rating, 803 reviews

Brookside Studio at Blue Mountain - King Bed

A spacious bed is centered within the room, adorned with patterned throw pillows and a soft blanket. Nightstands with lamps flank the bed, providing balanced lighting. A peaceful artwork featuring a cow hangs above the headboard, complemented by a plant on the side.

4.81 out of 5 average rating, 107 reviews

Gorgeous Studio Condo in Blue Mountains Sleeps 4

House rentals with beach access

Home in Blue Mountain Resort Area

4.89 out of 5 average rating, 265 reviews

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

4.91 out of 5 average rating, 123 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

4.93 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

Home in Blue Mountain Resort Area

The exterior of the town-home is showcased, featuring a combination of stone and blue siding. Neatly manicured lawns surround the property, and several large windows allow natural light to illuminate the interior. A small tree is planted in the foreground, adding a touch of greenery.

4.85 out of 5 average rating, 117 reviews

Blue Mountain Village Townhome 4 Bedroom w Shuttle

4.84 out of 5 average rating, 151 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

4.98 out of 5 average rating, 155 reviews

A spacious living area is viewed, featuring a comfortable dark sectional sofa with plush cushions. A wooden coffee table sits nearby, with a green plant adding a touch of nature. The sleeping area includes a cozy bed and a window allowing natural light to illuminate the room.

Home in Coldwater

Luxury Guest House with Private Hot Tub and Trails

4.95 out of 5 average rating, 139 reviews

Home in Collingwood

Driftwood on 6th Heritage Downtown Collingwood

4.95 out of 5 average rating, 105 reviews

A charming yellow house features a wide front porch with wooden seating and a grill. Lush greenery surrounds the porch, enhancing the outdoor space. The entrance is framed by a pair of glass doors flanked by symmetrical windows, inviting guests into the home.

Home in Orangeville

Central OVille,3 bed Victorian, walk to Lake, pets

Condo rentals with beach access

A modern living area features a light-colored sofa adorned with decorative pillows, positioned next to a wooden coffee table. A striped area rug lies beneath, while a kitchen island with bar stools and stainless steel appliances is visible in the background.

4.97 out of 5 average rating, 111 reviews

Cozy Stays – Your Winter Getaway at Friday Harbour

A modern living area features a light-colored sofa with decorative pillows, accompanied by a clear glass coffee table. A sleek chair is positioned beside the comfortable seating. Large glass doors provide views of the outdoor area, with sleek kitchen cabinetry visible through the open layout.

4.81 out of 5 average rating, 532 reviews

Lovely 2-bedroom at Friday Harbour

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, 150 reviews

Large, luxury, upper floor condo, steps to Village

4.87 out of 5 average rating, 297 reviews

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

An open-concept kitchen features sleek white cabinetry and a black granite island with three modern bar stools. Natural light fills the space through large glass doors, which lead to a balcony. A minimalistic design with potted plants enhances the welcoming atmosphere.

4.87 out of 5 average rating, 178 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

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.

4.93 out of 5 average rating, 388 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

A modern living area features a spacious sectional sofa complemented by decorative pillows and a large coffee table. Natural light floods in through expansive glass windows, revealing a view of the private patio. Minimalist decor includes a geometric wall design and a stylish light fixture.

4.94 out of 5 average rating, 131 reviews

Exceptional 2+1 ground floor condo @Friday Harbour

A modern living area is presented, featuring a pull-out couch draped with a light gray blanket. A glass-top coffee table is centered on a striped rug. Adjacent, a sleek entertainment unit is visible with a large television. Natural light is filtered through sheer curtains.