
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$10,458 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

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.

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.

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!

The Hidden Haven Cottage
Relax, have fun and make memories with the whole family, pups included, at this peaceful lakefront cottage. The cottage, located on Eugenia Lake, boasts floor-to-ceiling windows, a fully equipped kitchen, four bedrooms with luxury linens, cozy fireplaces, and an assortment of outdoor activities, including a dock, firepit, hammock, paddleboards, kayaks, and a canoe. With numerous conservation areas and Bruce Trail access points in the vicinity, there's truly something for everyone.

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 Grey Highlands house rentals
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

Stonehaven - large country retreat, with pool*

Ski, Swim, Soak, Boat & Golf
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

Hillside Haven Retreat: Sunroom & Pond Escape

Beaver Valley Vista: Secluded w Hot Tub, Fire Pit
Private house rentals

Cottage Paradise - Water, Woods and Nature

Spacious Luxury Home Near Beach | 4BR Modern Stay

Luxurious and Beautiful, Barrie

Maple Forest Country Cottage

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

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

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$53,545 GYD | G$48,734 GYD | G$45,387 GYD | G$37,230 GYD | G$43,714 GYD | G$44,132 GYD | G$49,780 GYD | G$53,126 GYD | G$47,061 GYD | G$44,760 GYD | G$44,342 GYD | G$57,519 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
- Rentals with a fire pit Grey Highlands
- Chalet rentals Grey Highlands
- Townhouse rentals Grey Highlands
- Cabin rentals Grey Highlands
- Bed and breakfasts Grey Highlands
- Beachfront rentals Grey Highlands
- Rentals with outdoor seating Grey Highlands
- Condo rentals Grey Highlands
- Rentals with pools Grey Highlands
- Hotel rooms Grey Highlands
- Rentals with breakfast Grey Highlands
- Rentals with a patio Grey Highlands
- Loft rentals Grey Highlands
- Waterfront rentals Grey Highlands
- Private suite rentals Grey Highlands
- Rentals with a hot tub Grey Highlands
- Rentals with lake access Grey Highlands
- Rentals with a fireplace Grey Highlands
- Rentals with an EV charger Grey Highlands
- Ski-in/ski-out rentals Grey Highlands
- Fitness-friendly rentals Grey Highlands
- Pet-friendly rentals Grey Highlands
- Rentals with a washer and dryer Grey Highlands
- Guesthouse rentals Grey Highlands
- Rentals with a kayak Grey Highlands
- Smoking-friendly rentals Grey Highlands
- Apartment rentals Grey Highlands
- Cottage rentals Grey Highlands
- House rentals Grey County
- House rentals Ontario
- House rentals Canada
- 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





