
House vacation rentals in Grey Highlands
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Quick stats about house rentals in Grey Highlands

Total vacation rentals
Explore 280 vacation rentals in Grey Highlands

Nightly prices starting at
Grey Highlands vacation rentals start at G$10,456 GYD per night before taxes and fees

Verified guest reviews
Over 8,700 verified reviews to help you choose

Family-friendly vacation rentals
250 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 130 rentals that welcome pets

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
280 of Grey Highlands vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Grey Highlands rentals

4.9 Average rating
Grey Highlands stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Grey Highlands
Guests agree: these houses are highly rated for location, cleanliness, and more.

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

Beaver Valley Vista: Secluded w Hot Tub, Fire Pit
Welcome to Valley View Cottage! Nestled in the heart of nature, this retreat offers a picturesque escape. With four cozy bedrooms, relaxing hot tub, and a mesmerizing fire pit, it's the perfect getaway. Immerse yourself in the beauty of the valley, explore nearby hiking trails, or simply unwind in the comfort of our rustic yet modern cottage. ✔ 4 Comfy Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Fire Pit, Balcony, Hot Tub ✔ Pool table, dart board, ping pong table Learn more below!

The Artist's House B&B: Relax, Explore Collingwood
Welcome to The Artist's House — a charming getaway in the village of Nottawa, just minutes from Blue Mountain, Collingwood, Scandinave Spa, and Georgian Bay beaches. Surrounded by beautiful gardens, sculpture, and original artwork, our home offers three serene bedrooms, air conditioning, a fully equipped kitchen, and a cozy living room with gas fireplace. Relax on the patio, enjoy the BBQ and fire pit, and experience the perfect blend of village charm and nearby adventure. Fast Wi-Fi & parking.

Redhill Luxury Home...by the Blue Mountains
This eco friendly house of 4,500 sq ft is bright, modern, luxurious on 50 acres of rolling hills with a beautiful pond and hiking trails. All bedroom ensuite plus 2 extra full bathrooms. Comfortably sleeps up to 24 guests. Amazing view, sunset and star gazing. Salt water pool in the summer. Outdoor BBQ, fire pit, Hot Tub April to Nov. Minutes to Christie beach, ski hills, golf courses, Bruce Trail. Enjoy snowshoeing, cross country. Serenity on top of the hill! See more info under the space.

Forest Loft - Forest, Sauna, Ponds & Stargazing
The “Forest Loft” is a one-of-a-kind space surrounded by the old-growth trees of Kinghurst Forest. The 1,600-square-foot space sleeps up to four and features two Queen-size beds and linens, huge harvest table, indoor kitchenette with a stovetop and fridge, filtered water, shower, propane and wood stove heating, in-door basketball hoop, hammock, picnic table, a commercial grade BBQ, fire ring and access to two beautiful spring-fed ponds. Access to Finnish sauna for four is available on request.

Brewster's Lake Escape | Lakefront in Singhampton
Welcome to our waterfront escape in Singhampton! Located on Brewster’s Lake, this home has direct waterfront access via a private dock. Sleeping up to 10 guests, you’ll find 5 bedrooms and 3 full bathrooms, as well as a basement living area complete with ping pong and a treadmill. Outdoors, you can also enjoy lake views on the upper deck in the hammock and lounge area by the fire. This home is centrally located to Duntroon Highlands golf, the Blue Mountain Village, Collingwood, and Thornbury.

Charming Kimberley~Kimbuktu Guest House & Retreat
Welcome to Kimbuktu, a perfect place for every occasion. This turn of the century home is located in the charming village of Kimberley, nestled in the magnificent landscape of the Beaver Valley. Newly renovated spacious semi detached unit, comfortable inside with an outdoor adventure paradise right outside your door: rivers, lakes and the famous Bruce Trail. Steps away from the Kimberley General Store & Justin’s Oven. A place of breathtaking natural beauty, home to many artists and studios.

JJ’s small town country retreat
Take a step back in time to this old farm house. Located on the corner of our little town called Badjeros. This house was built in the 1930s and it’s been in our family for over 80 years. Since then there has been numerous upgrades to the house as well as a large 1200 square foot open concept addition built onto the existing house. While out in the country, this house is central to many attractions in the area 1.5 hours south of Toronto/GTA. Blue Mountain/ Collingwood is 30 minutes north.

Bright & Spacious Family Home Close to Ski Hill
Bright & spacious 5 bedroom home located in the heart of Collingwood. Walking distance to the waterfront, walking trails, local restaurants, grocery stores and only 6 mins away from Blue Mountain Village. The house features two separate living room spaces. The beautiful open concept kitchen & living room has vaulted ceilings and lots of natural light. A perfect gathering place for families or multiple couples. 6 snowboards, boots for men, one canoe and two bicycles free of charge

Stonefox Retreat: Acerage, Pond, Hot Tub & Sauna
This stunning century home has been family-owned for over 50 years. A limestone cottage built in 1850 with a modern addition this is a huge house on an entirely secluded acarage with a lake-sized swimming pond with floaties and a dock. A true escape through time, but with modern amenities, this property is loved by all ages. There is ample room to gather and to retreat. It's a perfect choice for families and / or groups of friends to get together in their own private world.

Cozy Collingwood Farm Retreat
Welcome to this very private 2 bedroom home located on a fenced-in 10 acre property that is located just 3 minutes to downtown Collingwood, and 10 minutes to Blue Mountain. Come and relax here after a day on the slopes or hiking trails , and enjoy the warmly decorated living room with a wood stove! Perfect property all to yourself to enjoy ultimate privacy while still being in town and close to everything! Bring the pooch and enjoy everything this property has to offer.

Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub
Newly renovated chalet near Collingwood, Blue Mountain, and Eugenia Lake on a quiet paved road 🚴. Whether you love recreational activities, bird watching, relaxing in a hot tub, or cozying up by a wood-burning fire, this is a perfect place to be inspired by nature and unwind. Near by: - Beaver Valley Ski club - Hearts Tavern - Eugenia Lake - Old Baldy - Kolapore Trails - Metcalf Rock - Collingwood - Blue Mountains - Thornbury - The Roost Winery
Popular amenities for Grey Highlands house rentals
House rentals with a pool

Nature Retreat in The Pretty River Valley for 6

Cozy Corner Townhome | Shuttle + Patio + Pool

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

King Bed, Pool, Gym, Ravine View, Your Getaway!

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

Blue Mountain Village Townhome 4 Bedroom w Shuttle

Stonehaven - large country retreat, with pool*

Ski, Swim, Soak, Boat & Golf
Weekly house rentals

The Light House

The Lake House at Irish

Woodland River Retreat With Hot Tub

Porchside Retreat: Sauna and Treeline Backyard

Serene Paradise - Farmhouse with Pond & Hottub

Paradise in the Valley

Cottage Retreat, Sauna, campfire, full disconnect

Farmhouse w/ Hot Tub | Private Country Retreat
Private house rentals

Cottage Paradise - Water, Woods and Nature

Happy Place

The Red Haus, Boutique Retreat

8 Acre Retreat | 5 min to Canadian Open Hot Tub!

Hillside Haven Retreat: Sunroom & Pond Escape

Private Spa Retreat for 2 | Sauna | Swim Spa |

The Berkeley-Perfect Four Season Getaway

Eugenia Falls Modern Farmhouse
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$53,534 GYD | G$48,724 GYD | G$45,379 GYD | G$37,223 GYD | G$43,706 GYD | G$44,124 GYD | G$49,770 GYD | G$53,116 GYD | G$47,051 GYD | G$44,751 GYD | G$44,333 GYD | G$57,507 GYD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
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- Family-friendly rentals Grey Highlands
- Rentals with beach access Grey Highlands
- Rentals with a sauna Grey Highlands
- Guesthouse rentals Grey Highlands
- Rentals with a fire pit Grey Highlands
- Rentals with a kayak Grey Highlands
- Smoking-friendly rentals Grey Highlands
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- Rentals with a fireplace Grey Highlands
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- Rentals with a hot tub Grey Highlands
- Beachfront rentals Grey Highlands
- Rentals with lake access Grey Highlands
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- Condo rentals Grey Highlands
- Rentals with pools Grey Highlands
- Rentals with an EV charger Grey Highlands
- Ski-in/ski-out rentals Grey Highlands
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- Cottage rentals Grey Highlands
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- Hotel rooms Grey Highlands
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- Rentals with breakfast Grey Highlands
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- House rentals Grey County
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Elora Gorge
- Beaver Valley Ski Club
- Wasaga Beach Area
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Sauble Falls Provincial Park
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Cobble Beach Golf Resort Community
- Inglis Falls
- Elora Quarry Conservation Area
- Harrison Park
- Sunset Point Park
- Innisfil Beach Park
- Island Lake Conservation Area
- Guelph Lake Conservation Area
- Craigleith Provincial Park
- Belwood Lake Conservation Area





