
Vacation rentals in Grey Highlands
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Quick stats about vacation rentals in Grey Highlands

Total vacation rentals
Explore 1,280 vacation rentals in Grey Highlands

Nightly prices starting at
Grey Highlands vacation rentals start at G$8,367 GYD per night before taxes and fees

Verified guest reviews
Over 91,190 verified reviews to help you choose

Family-friendly vacation rentals
1,070 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 510 rentals that welcome pets

Vacation rentals with a pool
540 properties feature pools

Rentals with dedicated workspaces
630 properties have a dedicated workspace

Wi-Fi availability
1,250 of Grey Highlands vacation rentals include wi-fi access

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

4.8 Average rating
Grey Highlands stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated vacation rentals in Grey Highlands
Guests agree: these stays are highly rated for location, cleanliness, and more.

Hand-Crafted Cabin in Stunning Beaver Valley
Lovingly designed and built tiny house in the heart of the beautiful Beaver Valley. 2 Double beds, small kitchenette, rustic deck & living area with a gorgeous outhouse. The property has extensive edible landscapes & greenhouse filled with seedless grapes & edible perennials. Beautiful views of the escarpment, close to the Bruce Trail & Beaver River access point for canoeing and kayaking. Shop at the achingly charming Kimberley General Store. Close to Blue Mountains, Thornbury & Collingwood

Blue Barn Bed n Bale / Blue Mountain
2 q beds. Main bunky bed, 1 bedroom (please inform if second bed is needed) A relaxing, peaceful farm stay on a working farm with or without your horses. Bright clean bunky built in 2016 in our 160 year old barn. The space is new, cozy and offers a chance to spend hours of time with your horses or ours. Nothing like having coffee with the horses.We back on to 30,000 acres of trailed crown land and the Kolapore Trails lending itself to horseback riding, hiking, snow shoeing, mountain biking.

Valley View Farm Retreat ~ Family, Pets, Hiking
Enjoy this unique 4 bedroom Farm House as a gorgeous space to gather with family or friends. -Ideal location to come together, relax, & connect. -Central heat & AC. -Take in the spectacular views of the Beaver Valley. -Explore the Niagara Escarpment and lookouts of the Bruce Trail. -Relax and read by the fireplace. -5 min walk to our swimming pond with dock & beach -Convenient drive to groceries and local villages. -25 min drive to the Blue Mountains. -Reliable, consistent high speed internet.

Off-grid Glamping Dome Nestled in the Woods
Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

Luxurious Creek Retreat With Hot Tub
Welcome to this luxury cottage on the water. The perfect place to relax and unwind while listening to the waterfall and babbling brook flowing past only a few feet away. If you're looking for privacy and tranquility along with all the pleasures of a luxury stay then look no further. This property boasts a propane fireplace inside as well as one outside, in-floor heat and A/C. Fully equipped kitchen, two bedrooms with hotel quality mattresses and a bathroom that exudes high-end style and decor.

Quiet Retreat for Two
Spend a starry night in the country with the comfort of a soft bed, a wood stove, and plenty of space both indoors and out. Our yurt is located in a pocket of trees next to rolling farm fields and beautiful conservation land that the Rocklyn creek meanders through. You can prepare your meals in a sweet outdoor kitchen that is entirely screened in- or choose to sit by the fire. Bruce Trail access is just around the corner, and the towns of Meaford and Owen Sound are a short scenic drive away.

Tiny Home Nestled between Thornbury & Meaford
Tinyhome situated 10 min to Thornbury and Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area so it is quiet and dark at night. Has all the basic comforts including spacious 3 piece bathroom. Close drive to beaches and many hikes and cross country ski trails in the area. It is also a 15 minute drive from Beaver Valley Ski Club and a number of different cideries. Shared heated pool available for the summer months. Window Aircon/pool opens end of May or June.

Kimberley Creek Cabin
Kimberley Creek Cabin is located in Kimberley, Ontario on a 2 1/2 acre lot surrounded by an old growth forest with a stream running through the property. If you are looking to connect with nature and you enjoy upscale facilities, then this special vacation spot gives you the best of both worlds. Nightly rate includes HST. We are close to hiking, cycling, canoeing, golfing, winter sports, spas, art studios, and fine dining, or simply relax by the firepit or on one of two private decks.

The Carriage House @ Trillium Shores, Lake Eugenia
Discover this 30 ACRE year round Lake Eugenia retreat offering woodland, parkland, 3 lakefront access points with 2 docks, 2 spring fed ponds, 2000ft of shoreline! ONLY YOU AND YOUR FRIENDS/FAMILY HAVE USE OF THE ENTIRE BUILDING!!! Only 2 hrs north of Toronto! This is an UPPER STOREY LOFT accommodation. Guests MUST BE ABLE TO CLIMB STAIRS! Large upper storey deck with loungers, table, chairs, and BBQ for alfresco dining when the weather permits. Grey Highlands Licence #STA-2021-30-H

Private Luxury Creekside Cabin with Sauna
Exclusive luxury retreat! Creekside Cabin is the perfect couples escape to nature! This newly renovated gem is nestled in the forest calling you to unwind, refresh and to rejuvenate. Creekside is a fully licensed private property will instantly welcome you with peaceful sounds of cascading streams and waterfalls. Surrounding the beautiful pond, the forest setting is home to an array of wildlife including spotted deer, blue heron and even the beautiful snowy owl casually passing through.

The Post Office Motel & Spa in the ❤️ of Kimberley
*NEW HOT TUB* Located in the center of Kimberley downtown, a scene straight out of a hallmark movie. Watch the seasons come & go while taking in mtn views and soaking in the hot tub as stars line the night sky.Enjoy marshmallows by the 🔥, amidst this whimsical fortress.Walk to the General Store pick up fresh baked goods and breakfast supplies. Then the dinner choice is yours; Hearts Tavern or Justin’s Oven both just steps away. Bruce trail access at the door. The perfect slow down🌿

Studio Condo @ North Creek|Pool/Hot Tub/Crave TV
Come and relax by the mountain and enjoy our renovated open concept living space. Our clean & comfortable studio condo has everything you need for a memorable getaway. We want you to have a fantastic time and have stocked our condo with all the things we expect when we travel. You'll find all the extras that make a place special: 40 inch flat screen T.V., fresh linens, well stocked kitchen, newer furnishings & decor, napoleon fireplace, deep jetted tub & free WiFi, NETFLIX and cable.
Popular amenities for Grey Highlands vacation rentals
Other great vacation rentals in Grey Highlands

Cozy cottage in the woods near trails & waterfalls

Private Waterfront, Dock — Lake Eugenia Escape

From A to Zen - a refined glamp

Hilltop Mesa- carriage house on acreage

Lake Eugenia all season cottage

Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub

The Nottawa Post Office Inn

Charming Pioneer Cabin in the Woods
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$41,210 GYD | G$44,557 GYD | G$37,653 GYD | G$29,914 GYD | G$31,796 GYD | G$33,888 GYD | G$38,281 GYD | G$39,954 GYD | G$30,959 GYD | G$31,587 GYD | G$30,123 GYD | G$46,648 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Grey Highlands?
Grey Highlands has more than 1,070 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in guesthouse rentals in Grey Highlands?
Experience the best of Grey Highlands with our guesthouse rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Grey Highlands?
Four-legged friends are welcome in Grey Highlands. Choose from more than 510 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Grey Highlands?
Yes! Work meets play with ease at over 630 vacation rentals in Grey Highlands featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Grey Highlands vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 540 vacation homes with pools in Grey Highlands, available on Airbnb. Make a splash and soak up the sun in style!
Do private suite rentals in Grey Highlands have air conditioning?
Absolutely! We offer over 10 private suite rentals with air conditioning in Grey Highlands. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Grey Highlands have a kitchen?
Absolutely! We offer over 30 cabin rentals with a kitchen in Grey Highlands. Enjoy a tailored experience with all the comforts you desire.
Do townhouse rentals in Grey Highlands have wifi?
Absolutely! We offer over 90 townhouse rentals with wifi in Grey Highlands. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Grey Highlands have free parking?
Absolutely! We offer over 270 house rentals with free parking in Grey Highlands. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Townhouse Rentals in Grey Highlands?
Enhance your stay in our Townhouse Rentals with the most popular amenities: over 90 homes with wifi, over 90 homes with air conditioning, over 90 homes with a kitchen, over 90 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
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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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- Rentals with a fireplace Grey Highlands
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- Blue Mountain Village
- Elora Gorge
- Wasaga Beach Area
- Beaver Valley Ski Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Wye Marsh Wildlife Centre
- Centennial Beach
- Elora Quarry Conservation Area
- Mono Cliffs Provincial Park
- Inglis Falls
- Cobble Beach Golf Resort Community
- Harrison Park
- Sunset Point Park
- Innisfil Beach Park
- Island Lake Conservation Area
- Guelph Lake Conservation Area
- Craigleith Provincial Park
- Rockwood Conservation Area
- Belwood Lake Conservation Area
- The Nest Golf Club
- Sunnidale Park Arboretum
- Forks of the Credit Provincial Park
- Caledon Ski Club LTD





