Best Cottages in Grey Highlands in 2026

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Our top choices for Grey Highlands cottages

A rustic cabin with a stone exterior, a small porch, and a view of a lake.

An aerial view of a house with a green roof, surrounded by trees with autumn foliage.

A modern kitchen with wooden cabinets, a granite countertop, a stainless steel refrigerator, and a built-in oven.

A spacious living area with a wooden floor, a ceiling fan, a fireplace, a dining table with chairs, and a large window with curtains.

1. Cottage Paradise - Water, Woods and Nature

Cottage Paradise - Water, Woods and Nature

Flesherton

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"The house is super tidy, clean and nice. The host are friendly and willing to help all the time. We definitely recommend to stay with this comfortable place. "

Weian

The price is £261

£261

includes taxes & fees

27 Sept - 28 Sept

Cottage Paradise - Water, Woods and Nature

A rustic cabin with a red door, a window, and wicker furniture.

A cozy cabin interior with a wooden ceiling, a kitchen area, a dining space, and a living room with a leather couch and a coffee table.

A rustic kitchen with wooden cabinets, a round glass table, and chairs.

A cozy cabin interior with a wooden interior, a fireplace, a television mounted above it, and a dining area with stools.

2. Guest house close to Blue Mountain, Wasaga Beach and Collingwood!

Guest house close to Blue Mountain, Wasaga Beach and Collingwood!

Nottawa

10.0 out of 10, Exceptional, (46 reviews)

10/10

Exceptional

(46 reviews)

"Great place to stay!"

Christopher

The price is £187

£187

includes taxes & fees

30 Sept - 1 Oct

Guest house close to Blue Mountain, Wasaga Beach and Collingwood!

An outdoor deck with a grill, a glass table, and four chairs.

A spacious living area with a wooden dining table, a sofa, and a TV.

A modern living room with leather sofas, a flat-screen TV, and a large window offering a view of the outdoors.

A modern living room with a leather sofa, wooden coffee table, and a dining area with wooden chairs.

3. Blue Mountain Ski-Out Chalet, 6 Bedrooms, Sleeps 16, Fire Pit

Blue Mountain Ski-Out Chalet, 6 Bedrooms, Sleeps 16, Fire Pit

Swiss Meadows

8.6 out of 10, Excellent, (38 reviews)

8.6/10

Excellent

(38 reviews)

"We had a great time with our large group, and it was a good deal. The hosts were very responsive about changing plans, and we hope to go back again."

Ben C.

The price is £471

£471

includes taxes & fees

29 Sept - 30 Sept

Blue Mountain Ski-Out Chalet, 6 Bedrooms, Sleeps 16, Fire Pit

A house with a porch, surrounded by a grassy yard and trees.

A spacious living area with a wooden floor, black leather sofas, a coffee table, and large windows offering a view of the outdoors.

A wooden deck with picnic tables and a covered area, surrounded by snow.

A modern kitchen with white cabinets, stainless steel appliances, and a wooden dining table.

4. Mountain Trail Blue Mountain

Mountain Trail Blue Mountain

The Blue Mountains

9.0 out of 10, Wonderful, (31 reviews)

9.0/10

Wonderful

(31 reviews)

"Was a great space for a large group of people and great location as well."

Angela P.

The price is £565

£565

includes taxes & fees

29 Sept - 30 Sept

Mountain Trail Blue Mountain

A two-story building with a sloped roof, surrounded by trees and a parking lot.

A modern kitchen with white cabinets, stainless steel appliances, a black countertop island, and a window providing a view of greenery outside.

A modern living room with a sectional sofa, a wooden coffee table, and a flat-screen TV.

A flat-screen TV on a black stand in a room with wooden flooring, a window with a view of trees, and a door.

5. Mountain Views, Steps to BM Village, Hot Tub, BBQ.

Mountain Views, Steps to BM Village, Hot Tub, BBQ.

3.5 star property

The Blue Mountains

8.4 out of 10, Very good, (6 reviews)

8.4/10

Very good

(6 reviews)

"Had a great time here for my brother in law bachelor weekend"

Anonymous traveller

The price is £451

£451

includes taxes & fees

13 Oct - 14 Oct

Mountain Views, Steps to BM Village, Hot Tub, BBQ.

A large blue house with a porch and a fire pit in the yard.

A modern kitchen with stainless steel appliances, wooden cabinets, and a dining area with a table and chairs.

A modern living room with a fireplace, leather sofas, and large windows.

A dining area with a wooden table and black chairs, large windows, and a chandelier.

6. Executive Blue Mountain Chalet, 6 Bedrooms, Sauna

Executive Blue Mountain Chalet, 6 Bedrooms, Sauna

Swiss Meadows

9.2 out of 10, Wonderful, (51 reviews)

9.2/10

Wonderful

(51 reviews)

"Great place to stay for a large group. Great for hiking on the Bruce trail."

Michelle D.

The price is £884

£884

includes taxes & fees

29 Sept - 30 Sept

Executive Blue Mountain Chalet, 6 Bedrooms, Sauna

A cozy room with a wooden ceiling, a dining table with chairs, a grey sofa, and two wooden doors.

7. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 8

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 8

Wasaga Beach

9.2 out of 10, Wonderful, (24 reviews)

9.2/10

Wonderful

(24 reviews)

"Loved it second time staying and will book again"

Ryan O.

The price is £279

£279

includes taxes & fees

7 Oct - 8 Oct

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 8

A snow-covered town with colorful buildings and a ski lift.

A modern kitchen with white cabinets, a black marble countertop, a built-in oven, and a hanging light fixture.

A modern kitchen with large windows, a wooden dining table, and a hanging light fixture.

A spacious kitchen with modern appliances, a dining area with a wooden table, and a cozy seating area with a fireplace.

8. ★ Blue Chalet ★HOT TUB+SAUNA!

★ Blue Chalet ★HOT TUB+SAUNA!

Blue mountains

9.8 out of 10, Exceptional, (7 reviews)

9.8/10

Exceptional

(7 reviews)

"Good location, easy walk to the villageNice big common area upstairs and lots of sleeping space "

Tyler P.

The price is £820

£820

includes taxes & fees

1 Oct - 2 Oct

★ Blue Chalet ★HOT TUB+SAUNA!

A view from a balcony with a wooden railing, overlooking a grassy area with a small pond, trees, and a shed.

A room with a large window, a wicker chair with a white cushion, and a view of a grassy area with trees.

A pond surrounded by grass and trees, with a house and a shed in the background.

A living room with a brick fireplace, a leather sofa, and a television on a stand.

9. The Kutir - Entire Cottage - 6 Privacy Acres in Meaford - 5 Mins to Georgian Bay

The Kutir - Entire Cottage - 6 Privacy Acres in Meaford - 5 Mins to Georgian Bay

Annan

9.4 out of 10, Exceptional, (13 reviews)

9.4/10

Exceptional

(13 reviews)

"Our recent stay at Kutir was comfortable and enjoyable. The cottage itself was clean, cozy and well-equipped with everything we needed for our stay. I would highly recommend this property to anyone looking for a relaxing gateway."

Parth P.

The price is £385

£385

includes taxes & fees

7 Oct - 8 Oct

The Kutir - Entire Cottage - 6 Privacy Acres in Meaford - 5 Mins to Georgian Bay

A wooden deck with a table and chairs, overlooking a body of water with boats and buildings in the background.

A wooden deck with a white plastic chair, a small table, and a view of a body of water with boats and buildings in the background.

A room with a wooden sofa, a lamp, a painting, and a door leading outside.

A modern bathroom with a bathtub, shower, and a towel rack.

10. Dock Life Beach 1 - Cottage 12, Riverview, 1 Bedroom, 3 min walk to Beach 1

Dock Life Beach 1 - Cottage 12, Riverview, 1 Bedroom, 3 min walk to Beach 1

Wasaga Beach

9.6 out of 10, Exceptional, (14 reviews)

9.6/10

Exceptional

(14 reviews)

"Clean and cute cottage just by the water with jetski rental :))"

Milan D.

Dock Life Beach 1 - Cottage 12, Riverview, 1 Bedroom, 3 min walk to Beach 1

A narrow hallway with a ceiling fan, a TV mounted on the wall, and a door leading to a bedroom.

A bathroom with a glass-enclosed shower, a toilet, a sink, and a mirror.

A paved parking area with a fence, a sign for 'Kora Cottages', and a vehicle.

A kitchen with a white countertop, a double sink, a microwave, and a shelf above the microwave.

11. Modern Tiny Wood Cottage #2 Camping style Cottages 5 minutes to the beach!

Modern Tiny Wood Cottage #2 Camping style Cottages 5 minutes to the beach!

Wasaga Beach

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"The cabin was amazing. Location was great and the host was so friendly. I strongly recommend to others looking for a calm getaway!"

Georgia

The price is £173

£173

includes taxes & fees

29 Sept - 30 Sept

Modern Tiny Wood Cottage #2 Camping style Cottages 5 minutes to the beach!

A white house with a covered porch, a grill, and a view of the beach.

A compact cabin-style interior with a kitchen, dining area, and seating space.

12. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 1

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 1

Wasaga Beach

9.4 out of 10, Exceptional, (23 reviews)

9.4/10

Exceptional

(23 reviews)

"Amazing cottage and host. We had a great family time! Thank you."

Aayush

The price is £312

£312

includes taxes & fees

27 Sept - 28 Sept

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 1

A cozy cabin interior with a wooden interior, a gray sofa, a dining table with a floral tablecloth, and a coffee maker.

A cozy kitchen with wooden walls, a dining table with chairs, and a refrigerator.

13. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 5

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 5

Wasaga Beach

9.6 out of 10, Exceptional, (40 reviews)

9.6/10

Exceptional

(40 reviews)

"Great little beach front cottage perfect for a family vacation! We had a great time with the kids and theyre asking to go back already!"

Hubert

The price is £287

£287

includes taxes & fees

7 Oct - 8 Oct

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 5

A cozy cabin interior with a wooden floor, a sofa, a dining table with chairs, and a kitchen area.

14. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 3

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 3

Wasaga Beach

9.8 out of 10, Exceptional, (20 reviews)

9.8/10

Exceptional

(20 reviews)

"Been staying here for years . We will be back!"

Vic C.

The price is £287

£287

includes taxes & fees

5 Oct - 6 Oct

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 3

A river with a boat, a bridge, and a grassy area with a fence and chairs.

A glass-enclosed shower with a white toilet and a towel rack in the adjacent bathroom.

A compact room with a wooden floor, a sofa, a bed, a small table with chairs, and a kitchenette area.

A compact kitchen with white cabinets, a microwave, a stove, a sink, and a refrigerator.

15. Dock Life Beach 1 - Cottage 9, Riverside Property, Studio, 3 min walk to Beach 1

Dock Life Beach 1 - Cottage 9, Riverside Property, Studio, 3 min walk to Beach 1

Wasaga Beach

9.2 out of 10, Wonderful, (5 reviews)

9.2/10

Wonderful

(5 reviews)

"Very friendly staff fixed any issues or concerns we had."

Sean

Dock Life Beach 1 - Cottage 9, Riverside Property, Studio, 3 min walk to Beach 1

A wooden deck with a picnic table, a door with the number 9, and a view of the ocean.

A wooden cabin interior with a kitchen, a dining area, and a small bedroom.

A single bed with a quilted cover in a cabin with wooden walls and a sloped ceiling.

16. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 9

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 9

Wasaga Beach

9.0 out of 10, Wonderful, (23 reviews)

9.0/10

Wonderful

(23 reviews)

"Great little get away"

Kevin

The price is £287

£287

includes taxes & fees

7 Oct - 8 Oct

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 9

17. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 4

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 4

Wasaga Beach

9.0 out of 10, Wonderful, (30 reviews)

9.0/10

Wonderful

(30 reviews)

"We had a great mini vacation. Perfect location. Will definitely be back. "

Anonymous traveller

The price is £287

£287

includes taxes & fees

7 Oct - 8 Oct

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 4

A covered porch with a metal railing, a concrete floor, and a view of a street with parked vehicles and a building in the background.

A single-story mobile home with a covered porch, a set of concrete steps, and a small front yard.

A wooden sofa with grey cushions and a folded blanket.

A kitchen with a white stove, a microwave, and a small dining area with a table and chairs.

18. Dock Life Beach 1 - Cottage 5, Riverside Property, 2 Bdrm, 3 min walk to Beach 1

Dock Life Beach 1 - Cottage 5, Riverside Property, 2 Bdrm, 3 min walk to Beach 1

Wasaga Beach

9.0 out of 10, Wonderful, (21 reviews)

9.0/10

Wonderful

(21 reviews)

"Amazing cottage very close to beach area 1. "

Gay Antoinette W.

Dock Life Beach 1 - Cottage 5, Riverside Property, 2 Bdrm, 3 min walk to Beach 1

A riverside walkway with a metal railing, benches, and a grassy area.

A spacious room with a wooden ceiling, a kitchen area with a tiled backsplash, and a dining table with chairs.

A compact kitchen with white cabinets, a black countertop, and a wooden ceiling.

A wooden bed with striped bedding and a central pillow.

19. Dock Life Beach 1 - Cottage 3, Riverside 2 bedroom, 3 min walk to Beach 1

Dock Life Beach 1 - Cottage 3, Riverside 2 bedroom, 3 min walk to Beach 1

Wasaga Beach

8.8 out of 10, Excellent, (13 reviews)

8.8/10

Excellent

(13 reviews)

"Nice little riverside cottage. Perfect for a weekend getaway. "

Saadia

Dock Life Beach 1 - Cottage 3, Riverside 2 bedroom, 3 min walk to Beach 1

A mobile home with a wooden deck, a small table, and a chair.

A compact room with a bed, a small table, a kitchenette, and a window with curtains.

A compact kitchen with a refrigerator, microwave, and stove. There is a wooden table and a bench. A fire extinguisher is mounted on the wall.

A bunk bed room with a wooden headboard, a small bedside table with a lamp, and a window with blinds.

20. Dock Life Beach 1 - Cottage 14, Riverside Property, 1 Bdrm, 3min walk to Beach 1

Dock Life Beach 1 - Cottage 14, Riverside Property, 1 Bdrm, 3min walk to Beach 1

Wasaga Beach

8.4 out of 10, Very good, (6 reviews)

8.4/10

Very good

(6 reviews)

"Very close to all the wasaga beach action"

Kym

Dock Life Beach 1 - Cottage 14, Riverside Property, 1 Bdrm, 3min walk to Beach 1

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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