Grey Highlands Holiday Rentals, Ontario: Private House Rentals

A waterfall cascading down a rocky cliff surrounded by autumn-colored trees.

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Our top choices for Grey Highlands hotels

A hotel room with two beds, a desk, a chair, a TV, and a view of the outdoors.

A modern bathroom with a bathtub, a large mirror, a sink with a faucet, and shelves with towels.

A modern hotel room with a bed, a black minibar, a microwave, and a small seating area.

A hotel room with a bed, a chair, a small table, and a lamp.

1. Leelas Villa Inn Flesherton

Grey Highlands

Yetunde

Rp1.481.156

Rp1.673.706 total

includes taxes & fees

27 Sept - 28 Sept

A brick house with a balcony, snow on the roof, and a lit front porch.

A bedroom with a bed, wooden chairs, a desk, a TV, and a window with blinds.

A wooden staircase leading to a porch with a brick wall, a wooden deck, and a green chair.

A room with a chandelier, a floral arrangement, and a staircase in the background.

2. Danby House

Grey Highlands

David

Rp2.096.406

Rp2.428.163 total

includes taxes & fees

27 Sept - 28 Sept

A spacious living room with a blue sofa, a dark-colored sofa, and a wooden coffee table. A staircase leads to an upper level.

A cozy living room with a fireplace, blue sofas, a wooden ceiling, and a brick accent wall.

A patio area with a pergola covered in flowering vines, a seating area with tables and chairs, and a potted plant.

A beach with visible footprints and pebbles, trees on the left, and the sun reflecting on the water.

3. Rocklyn Inn Bed & Breakfast

Grey Highlands

Rupanjit

Rp2.339.468

Rp2.929.703 total

includes taxes & fees

28 Sept - 29 Sept

A wooden cabin with a circular window offering a view of a river and surrounding landscape.

A cozy living room with a brown leather sofa, wooden dining table, and chairs. There are two windows with curtains, a vase with flowers, and a wooden ceiling.

A lakeside cabin with a deck and outdoor seating area, surrounded by trees and a river.

A cozy living room with a fireplace, wooden furniture, and a stone wall.

4. The June Motel, Beaver Valley

Grey Highlands

Tim

Rp3.275.634

Rp3.701.498 total

includes taxes & fees

26 Oct - 27 Oct

A cabin with a fire pit in front, surrounded by snow.

A wooden cabin with a snow-covered ground, a front door, and small windows.

A cozy cabin interior with a wooden interior, a sofa with patterned cushions, a small table, and a television.

A wooden cabin with a metal roof and a solar panel array.

5. Boho Beaver

Grey Highlands

Rachel

Rp2.136.282

Rp2.413.999 total

includes taxes & fees

27 Sept - 28 Sept

A reception area with a waterfall display, a TV mounted on the wall, and a reception desk with a cart.

A modern living room with a stone wall, flat-screen TV, fireplace, comfortable seating, and large windows.

A buffet area with a coffee station, fruit bowls, and a beverage dispenser.

A hotel room with a large bed, a separate bathroom with a bathtub, and a nightstand with a lamp.

6. Comfort Inn Owen Sound

Owen Sound

Kaustubh

Rp1.834.988

Rp2.221.173 total

includes taxes & fees

27 Sept - 28 Sept

A hotel room with a kitchenette, two beds, a desk, and a TV.

A bar area with a counter, bar stools, and a television mounted on the wall.

A hotel entrance with a stone facade, outdoor seating, and a well-lit pathway.

7. Best Western Inn On The Bay

Owen Sound

Henry

Rp2.405.170

Rp2.826.603 total

includes taxes & fees

4 Oct - 5 Oct

A golf course with a clubhouse and a swimming pool.

A golf course with multiple bunkers and a winding path.

A living room with a fireplace, two leather armchairs, a sofa, a coffee table, and a TV mounted on the wall.

A balcony with outdoor seating overlooking a golf course.

8. Living Stone Golf Resort

Collingwood

Walter

Rp1.424.062

Rp1.803.213 total

includes taxes & fees

1 Oct - 2 Oct

A spacious interior with a staircase, a chandelier, a Christmas tree, and a dining area.

A hotel room with a bed, bedside table, lamp, and a desk with chairs.

A balcony with a round table and two chairs, overlooking a rocky landscape with greenery.

A dining area with round tables, chairs, and a fireplace.

9. The Falls Inn - Walters Falls

Chatsworth

Julian

Rp3.748.464

Rp4.235.764 total

includes taxes & fees

30 Sept - 1 Oct

A couple walking towards a pool area surrounded by lush greenery.

Two people reclining on lounge chairs in an outdoor setting with a potted plant nearby.

A modern living room with a grand piano, a fireplace, and a large chandelier.

A restaurant with multiple tables and chairs, hanging light fixtures, and artwork on the walls.

10. Georgian Bay Hotel Trademark Collection by Wyndham

Collingwood

Robert

Rp2.039.438

Rp2.504.100 total

includes taxes & fees

27 Sept - 28 Sept

A Holiday Inn Express & Suites building with a covered entrance, stone pillars, and a well-lit facade.

A hotel room with a bed, a desk, a chair, a sofa, a TV, and a window with a view.

A gym with exercise equipment, mirrors, and a view of the city through large windows.

A modern hotel reception area with a minimalist design, featuring two reception desks, a wall-mounted information board, and a Coca-Cola refrigerator.

11. Holiday Inn Express & Suites Collingwood by IHG

Collingwood

Jean

Rp1.911.578

Rp2.246.547 total

includes taxes & fees

8 Oct - 9 Oct

A hotel room with a large bed, a desk with a chair, a television, and a wardrobe.

A lobby with a reception desk, two leather armchairs, a fireplace, and a stone wall.

A kitchen with a coffee station, a fruit basket, and a bread display.

A conference room with a wooden table, four chairs, a podium, a projector screen, and ceiling lights.

12. Travelodge by Wyndham Owen Sound

Owen Sound

Richard

Rp1.248.222

Rp1.466.911 total

includes taxes & fees

4 Oct - 5 Oct

A spacious lobby with a checkered floor, a fireplace, a staircase, and a chandelier.

A Days Inn & Suites building with a stone facade, large windows, and a prominent sign.

A hotel room with a large bed, a sofa, a desk, and a TV.

A swimming pool with a sign that reads "SHALLOW WATER NO DIVING."

13. Days Inn & Suites by Wyndham Collingwood

Collingwood

Thomas

Rp1.726.750

Rp2.029.276 total

includes taxes & fees

25 Oct - 26 Oct

A winter resort with a snow-covered landscape, a pool area, and a building with illuminated windows.

A lake with people in swimwear and kayaks.

A couple in white robes walking towards a stone building with a red exterior.

A pool area with a waterfall, surrounded by lush greenery and wooden cabins.

14. Blue Mountain Resort Inn

The Blue Mountains

Susan

Rp1.701.806

Rp2.557.865 total

includes taxes & fees

18 Oct - 19 Oct

A hotel with multiple balconies, a swimming pool, and snow-covered surroundings.

A couple on a balcony overlooking a hotel with multiple stories and a pool area.

A beach with rows of white lounge chairs and a central umbrella.

A multi-story hotel with a red roof and multiple balconies.

15. Westin Trillium House, Blue Mountain

The Blue Mountains

Christopher

Rp2.894.584

Rp4.056.320 total

includes taxes & fees

27 Oct - 28 Oct

A lobby with two sofas, a coffee table, a fireplace, and two potted plants.

A hotel room with two beds, each with a wooden headboard, a bedside table with a lamp, and a view of the outdoors.

The exterior of a building labeled "Office Luxury Inn Office" with a number "530" on the door. There are potted plants and a white plastic chair outside.

A reception desk at the Luxury Inn with a sign indicating the name, a phone, a bell for service, and a calendar on the wall.

16. Luxury Inn

Collingwood

Trish

Rp1.506.475

Rp1.770.425 total

includes taxes & fees

28 Sept - 29 Sept

A hotel room with two beds, a desk, a chair, a wardrobe, and a window with curtains.

A hotel room with a bed, a desk with a lamp, a television, and a trash bin.

A person spreading cream on a bagel with a cup of coffee nearby.

A hotel reception desk with a digital screen, a reception counter, and a green carpet.

17. Spark by Hilton Owen Sound

Owen Sound

Monita

Rp1.236.207

Rp1.452.792 total

includes taxes & fees

11 Oct - 12 Oct

A snow-covered landscape with illuminated buildings and the word "BLUE" in large letters.

A stone bench area with a fire pit in the center, surrounded by greenery and a building in the background.

A hotel with outdoor seating, large windows, and flags.

A water park with a pool, slides, and lounge chairs.

18. Blue Mountain Resort Village Suites

The Blue Mountains

Alana

Rp2.214.898

Rp3.160.850 total

includes taxes & fees

30 Sept - 1 Oct

A NIGHTS INN with a sign, a small office building, a parking lot, and a sunset sky.

A waiting area with two armchairs, a small table, a floor lamp, and a window with a view of buildings.

A reception area with a reception desk, a counter, a TV mounted on the wall, a map, and a seating area with sofas.

A hotel room with two beds, a desk, and a chair.

19. Nights Inn Owen Sound

Owen Sound

Malik Mazhar

Rp1.633.070

Rp1.919.173 total

includes taxes & fees

4 Oct - 5 Oct

A pool area with a waterfall feature, surrounded by greenery and stone walls.

A multi-story hotel with a parking lot and a marina.

A modern restaurant with striped seating, large windows, and a view of the city.

A hot spring area with a stone wall, a clock, and a sign indicating shallow water with no diving.

20. Living Water Resort and Spa

Collingwood

Claudia

Rp2.468.498

Rp3.047.576 total

includes taxes & fees

27 Sept - 28 Sept

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Stay near popular Grey Highlands attractions

Eugenia Lake

8.8/10 (3 reviews)

This serene man-made reservoir offers pristine waters for boating and fishing amid the scenic Grey Highlands. Explore nearby Eugenia Falls after kayaking the calm morning waters surrounded by Ontario's lush forests.

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Beaver Valley Ski Club

9.0/10 (17 reviews)

Family-oriented private ski club in Ontario's Grey Highlands with diverse terrain for all skill levels. Members enjoy a tight-knit community with programmes for recreational and competitive winter sports enthusiasts.

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Eugenia Falls Conservation Area

8.6/10 (18 reviews)

This 30-meter waterfall cascades dramatically over the Niagara Escarpment, site of a brief 1852 gold rush. Explore well-maintained trails to various viewpoints, most spectacular during spring's peak flow.

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Hoggs Falls

9.6/10 (7 reviews)

This intimate 7-meter waterfall in Beaver Valley offers a serene forest setting and gentle cascade. Follow the trail to the falls, where adventurous hikers can descend to experience the refreshing waters.

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Epping Lookout Conservation Area

This pine-forested lookout offers panoramic views of Beaver Valley and honours conservationist John Muir. Take a short trail to witness farm fields, orchards, and Nottawasaga Bay shoreline in spectacular fall colours.

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Old Baldy Conservation Area

Traverse Old Baldy's forested trails to reach dramatic cliff-top views of Beaver Valley. This moderate hike rewards with panoramic vistas across the Niagara Escarpment—perfect for photographers and nature lovers.

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Eigensinn Farm

After visiting Eigensinn Farm, make a plan to see the other sights and activities in Grey Highlands. Wander the forests or discover the area's waterfalls.

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South Grey Museum and Historical Library

8.0/10 (2 reviews)

You can spend an afternoon studying the exhibits at South Grey Museum and Historical Library during your trip to Flesherton. Wander the forests or discover the area's waterfalls.

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Learn more about Grey Highlands

Hike the scenic Bruce Trail through Grey Highlands' forests, then visit Eugenia Falls where locals know the best picnic spots. Ski enthusiasts flock to Beaver Valley Ski Club in winter, while summer visitors explore the charming artisan shops in Flesherton's village centre.

See all hotels in Grey Highlands

Top Grey Highlands Hotel Reviews

Travelodge by Wyndham Owen Sound

10/10 Excellent

"Usual and favourite stay in Owen Soynd"

The Dorchester Hotel

8/10 Good

"This was our second visit to The Dorchester Hotel. A unique boutique hotel with a variety of room offerings. Centrally located in the downtown ,it is an easy walk to shops and restaurants including The Tremont Cafe which shares the buiding. Comfortable beds and well appointed rooms. We will be back."

Comfort Inn & Suites

8/10 Good

"The only really negative thing was the difficulty in exiting the property without long waits. Otherwise very satisfactory."

Hilton Grand Vacations Club Blue Mountain Canada

10/10 Excellent

"It’s always nice to be treated by the front office staff and be remembered, Check in is easy and informative. Parking is great, lots of space. Our favourite groundsman Ian is always a pleasure and informative as well as helpful. Always look forward to our stay. They could use two more umbrellas at the adult pool and a few lounge cushions missing.Rooms always clean and see that upgrades are constantly being done. Some of the guests don’t understand adult hot tub for adults and a kind reminder by staff took care of the noise and crowding. The screen doors a little squeaky and tend to slam when people forget others are below other than that a great place to stay."

Leelas Villa Inn Flesherton

10/10 Excellent

"The rooms and grounds were very clean . The staff were excellent they could not do enough for us . The check in and out were quick and easy"

Historic Snowbridge Townhomes

10/10 Excellent

"We absolutely loved our stay.. it was perfect for a little family vacation with our adult children and our 18month old granddaughter.. it had everything we could need and was spacious for together time and also lovely rooms for quiet time too.. close to the village but away just enough that it’s not crazy. Would definitely stay again!"

Wasaga Beach Inn And Cottages

10/10 Excellent

"Loved it - will stay again"

More cheap stays in Grey Highlands

Travelodge by Wyndham Owen Sound

880 10th St E Owen Sound ON

Rp1.248.222

Rp1.466.911 total

4 Oct - 5 Oct

includes taxes & fees

7.4/10 Good! (1,109 reviews)

Nights Inn Owen Sound

672 10th St W Owen Sound ON

Rp1.633.070

Rp1.919.173 total

4 Oct - 5 Oct

includes taxes & fees

9/10 Wonderful! (1,003 reviews)

Days Inn & Suites by Wyndham Collingwood

15 Cambridge Street Collingwood ON

Rp1.726.750

Rp2.029.276 total

25 Oct - 26 Oct

includes taxes & fees

Holiday Inn Express & Suites Collingwood by IHG

500 HUME STREET Collingwood ON

Rp1.911.578

Rp2.246.547 total

8 Oct - 9 Oct

includes taxes & fees

Blue Mountain Resort Inn

110 Jozo Weider Blvd The Blue Mountains ON

Rp1.701.806

Rp2.557.865 total

18 Oct - 19 Oct

includes taxes & fees

Blue Mountain Resort Mosaic Suites

190 Jozo Weider Blvd The Blue Mountains ON

Rp2.579.103

Rp3.588.865 total

8 Oct - 9 Oct

includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Grey Highlands?

Based on our traveller data, Leelas Villa Inn Flesherton is one of the top choices for your stay. This hotel offers a restaurant and a bar. Danby House is another good option for your trip. See all available top hotels, or vacation rentals in Grey Highlands.

What are some of the best holiday rentals that Grey Highlands has to offer?

Historic Snowbridge Townhomes: This holiday home rental outside of Grey Highlands is located next to a golf course, and has a fireplace, a private balcony and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. Make the most of garden in this rental home to help you unwind. See all vacation rentals in Grey Highlands.

If I need to cancel my hotel reservation in Grey Highlands, will I receive a refund?

Yes! The majority of hotel room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Grey Highlands.

What's the best high-end place to stay in Grey Highlands?

Rocklyn Inn Bed & Breakfast is a luxury B&B and popular for Expedia travellers looking for an elegant place to stay. Find more luxury hotels in Grey Highlands.

What are some hotels with pools in Grey Highlands?

Blue Mountain Resort Village Suites: Hotel, 2-minute walk from Blue Mountain Ski Resort. Offers 10 restaurants, a seasonal outdoor pool and 10 bars. Blue Mountain Resort Mosaic Suites and Blue Mountain Resort Inn are a couple of other choices that offer an on-site pool. View all hotels with pools in Grey Highlands.

How is it to stay in Grey Highlands?

Visitors can enjoy all that Grey Highlands has to offer, including its waterfalls. Tourists to the city can also enjoy its welcoming locals. A top sight in the area is Blue Mountain Ski Resort. In Grey Highlands, there are 84 hotels and other accommodation options to choose from. Find out more about Grey Highlands.

What are the top places to visit in Grey Highlands?

Natural beauty is on display at Eugenia Falls Conservation Area, Eugenia Lake and Old Baldy Conservation Area. Additionally, you'll find Blue Mountain Ski Resort in the area. Take a look at what more there is to see and do in Expedia's Grey Highlands guide.

What's the seasonal weather in Grey Highlands?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are February and January, with an average of -4°C. The snowiest months in Grey Highlands are January, February, November and December, with each month seeing an average of 29 cm of snowfall.

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Book Hotels in Grey Highlands on Expedia.ca

Find hotels in Grey Highlands from Rp1.452.792

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Grey Highlands

Check prices for these dates

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Our top choices for Grey Highlands hotels

1. Leelas Villa Inn Flesherton

2. Danby House

3. Rocklyn Inn Bed & Breakfast

4. The June Motel, Beaver Valley

5. Boho Beaver

6. Comfort Inn Owen Sound

7. Best Western Inn On The Bay

8. Living Stone Golf Resort

9. The Falls Inn - Walters Falls

10. Georgian Bay Hotel Trademark Collection by Wyndham

11. Holiday Inn Express & Suites Collingwood by IHG

12. Travelodge by Wyndham Owen Sound

13. Days Inn & Suites by Wyndham Collingwood

14. Blue Mountain Resort Inn

15. Westin Trillium House, Blue Mountain

16. Luxury Inn

17. Spark by Hilton Owen Sound

18. Blue Mountain Resort Village Suites

19. Nights Inn Owen Sound

20. Living Water Resort and Spa

Stay near popular Grey Highlands attractions

Eugenia Lake

Beaver Valley Ski Club

Eugenia Falls Conservation Area

Hoggs Falls

Epping Lookout Conservation Area

Old Baldy Conservation Area

Eigensinn Farm

South Grey Museum and Historical Library

Learn more about Grey Highlands

Top Grey Highlands Hotel Reviews

Travelodge by Wyndham Owen Sound

The Dorchester Hotel

Comfort Inn & Suites

Hilton Grand Vacations Club Blue Mountain Canada

Leelas Villa Inn Flesherton

Historic Snowbridge Townhomes

Wasaga Beach Inn And Cottages

More cheap stays in Grey Highlands

Travelodge by Wyndham Owen Sound

Nights Inn Owen Sound

Days Inn & Suites by Wyndham Collingwood

Holiday Inn Express & Suites Collingwood by IHG

Blue Mountain Resort Inn

Blue Mountain Resort Mosaic Suites

Frequently asked questions

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