
House holiday rentals in Grey Highlands
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Top-rated house rentals in Grey Highlands
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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.

Blue Mountain Riverside Lodge | Hottub & Sauna
Escape to tranquility at this charming 1-bedroom lodge located in Feversham, just 19 mins from Blue Mountain, 5 mins from Kolapore Trail, and a 2 mins from the general store. Immerse yourself in nature's beauty from the comfort of your private hot tub or unwind in the sauna overlooking the beautiful Beaver River. Whether you're seeking a romantic weekend or a solo retreat, this serene haven promises a perfect blend of comfort and natural beauty. Book now to guarantee the peace that awaits you.

Log Cabin in the heart of downtown Elora
The Cabin Elora is a beautiful rustic log cabin stylishly updated with modern and hand made furniture from a local artisan. You will enjoy a clean, bright and open concept space. Located in the heart of Elora, walking out the door into downtown yet nestled off the street giving you wonderful privacy and a quiet peaceful atmosphere. Features: • King size bed with Egyptian cotton sheets • Private patio overlooking Metcalfe St. and gardens • Clean, stocked kitchen • Perfect downtown location

Boho 3-Bed House Retreat: HotTub, Sauna Oasis &Spa
Experience luxury in this tranquil full house in Saint Jacobs village, set on a fully fenced acre lot for privacy. It features three bedrooms: 1 king, 1queen, and a child’s bed, plus a home office. The house includes two living rooms, two full bathrooms, and a well-equipped kitchen. Highlight is the retreat oasis with a hot tub, sauna, and outdoor shower. Enjoy spa-like bathrooms with rain showers and a private outdoor patio. Nearby dining and entertainment enhance your rejuvenating getaway!

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.

Pine Villa-Mediterranean Cottage with Hot Tub
Escape to our charming Mediterranean-inspired villa nestled in the serene countryside of Ontario. With minimalist aesthetics, the cottage offers a tranquil retreat for relaxation. Immerse yourself in the natural beauty that surrounds as you unwind on the patio or in the hot tub, or explore the countryside with our complimentary bikes. Inside, enjoy minimalist design, cozy details, and a nostalgic record player—where modern comfort meets rustic charm.

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

100% Private 1-Bdrm+Fireplace. Quiet+comfortable.
Welcome to our fully licensed, renovated unit, nestled on a quiet, residential street. This bright, 100% PRIVATE basement unit offers the perfect blend of comfort and convenience. Stylishly decorated, it combines contemporary style with warm home comforts. Expect a tranquil haven where you can relax and unwind, but still remain close to the action. We're a 5-minute drive to downtown & a 10-minute drive to Blue Mountain.

Hilltop Mesa- carriage house on acreage
Peaceful country escape, 20 minutes to Thornbury and Owen Sound. Just two hours from Toronto, a carriage house on 50+ acres of forest and fields of wild flowers. This space offers tranquility, calm, and a place to gather with family or friends. You'll enjoy: - 2 self-contained units (kitchen and bathroom in each) - Outdoor fire pit, patio, balcony - Hiking/walking trails - Incredible sunrise and sunset views

Heart of Kimberley - with views and a hot tub
Welcome to the hamlet of Kimberley nestled in the Beaver Valley. Surrounded by nature, the Rock House is a historic six bedroom century home with beautiful views close to many outdoor activities, and located beside an unassuming gourmet restaurant and a general store with fresh coffee and in-house sourdough bread. We are located 25 minutes from Blue Mountain and 2 minutes from Beaver Valley Ski Club.
Popular amenities for house rentals in Grey Highlands
House rentals with a pool

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

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

Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle

FIFA: 4BR: 365 Days Open- Heated Pool & Hot Tub

Serene mountainside home with View/Shuttle Bus

Blue Mountain Village Townhome 4 Bedroom w Shuttle

Ski, Swim, Soak, Boat & Golf

Sauna*King Bed*Fireplace*SmartTV
Weekly house rentals

Nature Retreat in The Pretty River Valley for 6

Bright and quiet Family-Size Nottawa Loft 3BR

Cottage Escape on Lake Eugenia

Woodland River Retreat With Hot Tub

Porchside Retreat: Sauna and Treeline Backyard

Paradise in the Valley

The Berkeley-Perfect Four Season Getaway

Charming Kimberley~Kimbuktu Guest House & Retreat
Private house rentals

Cottage Paradise - Water, Woods and Nature

Maple Forest Country Cottage

[Casa Luna] Chic Lakehouse | BBQ | HotTub | LakeViews

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

Hillside Haven Retreat: Sunroom & Pond Escape

Eugenia Falls Modern Farmhouse

Algonquin sunrise on private balcony pond view

Little Lake Escape | Waterfront 2 Bedroom Getaway
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $331 SGD | $301 SGD | $281 SGD | $230 SGD | $270 SGD | $273 SGD | $308 SGD | $329 SGD | $291 SGD | $277 SGD | $274 SGD | $356 SGD |
| 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 |
Quick stats about house rentals in Grey Highlands

Total holiday rentals
Explore 280 holiday rentals in Grey Highlands

Nightly prices starting at
Grey Highlands holiday rentals start at $65 SGD per night before taxes and fees

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

Family-friendly holiday rentals
250 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 130 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
280 of Grey Highlands holiday rentals include wifi 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!
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- Family-friendly rentals Grey Highlands
- Rentals with beach access Grey Highlands
- Rentals with a sauna Grey Highlands
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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
- Cobble Beach Golf Resort Community
- Wye Marsh Wildlife Centre
- Centennial Beach
- Sauble Beach
- Mono Cliffs Provincial Park
- Inglis Falls
- Forks of the Credit Provincial Park
- Harrison Park
- Caledon Ski Club LTD
- Elora Quarry Conservation Area
- Sunset Point Park
- Innisfil Beach Park
- Island Lake Conservation Area





