Grey Highlands, Ontario Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Grey Highlands, Ontario on RentalSaver.com!

Grey Highlands Rentals

From $2447 per night (USD)
VRBO
Stunning Silver Springs Retreat - 2hrs from Toronto
Bedrooms:
14
Bathrooms:
16
Sleeps:
16
Beautiful accommodations with truly stunning landscape views over 140 pristine acres. Incredible spring water in every ...
From $2447 per night (USD)
VRBO
From $303 per night (USD)
VRBO
Cozy & Beautiful Country Retreat -2hrs from T.O.
Bedrooms:
4
Bathrooms:
9
Sleeps:
6
Super comfortable modernized living space ideal for relaxed, country living. 12 foot ceilings. Stunning landscape view ...
From $303 per night (USD)
VRBO
From $359 per night (USD)
VRBO
Spacious & Beautiful Country Retreat - 2hrs frm Toronto
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Super comfortable modernized space ideal for relaxed, country living. Stunning landscape views of 140 acres of pristine ...
From $359 per night (USD)
VRBO
From $1609 per night (USD)
VRBO
One of a kind Magic Country Home - 2hrs from T.O.
Bedrooms:
7
Bathrooms:
10
Sleeps:
12
Beautiful living space with wonderful open field and water feature views. Calm, enchanting feeling. Loads of natural ...
From $1609 per night (USD)
VRBO
From $643 per night (USD)
VRBO
Secluded Home on Acreage with Scenic Views
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Welcome to the perfect family getaway home tucked privately into the Beaver Valley. Enjoy the gorgeous views of the Vall ...
From $643 per night (USD)
VRBO
From $465 per night (USD)
VRBO
A Cozy Country Retreat * Indoor Hot Tub * Ski * Wi-Fi
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
30 minutes to Georgian Bay, 25 to Collingwood/Blue Mountain, and only 10 to Lake Eugenia's public beach. Our lovely, s ...
From $465 per night (USD)
VRBO
From $528 per night (USD)
VRBO
Modern Industrial Getaway - 1 minute walk to the Beach & Boat Launch
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
When you take your first step into the grand entry of this luxury home rental, you’ll be struck by its beauty. Tremendou ...
From $528 per night (USD)
VRBO
From $990 per night (USD)
VRBO
Jasper Stuart is Elegance found in the rustic beauty of Ontario's Beaver Valley
Bedrooms:
8
Bathrooms:
7
Sleeps:
16
The Jasper Stuart House is an Elegant Full House Country Rental. The House sleeps 10 people or 16 people sharing queen & ...
From $990 per night (USD)
VRBO
From $411 per night (USD)
VRBO
Beaver Valley Modernized Farmhouse on 100 Acres
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Experience the beauty of the sweeping views of the Beaver Valley in our renovated 1920’s farmhouse. Where old meets new, ...
From $411 per night (USD)
VRBO
From $416 per night (USD)
Expedia
Four Season Waterfront Cottage on Lake Eugenia
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Experience lake front views from Red Rooster Point Cottage on Lake Eugenia. Enjoy a fully equipped kitchen with cozy ope ...
From $416 per night (USD)
Expedia
From $654 per night (USD)
VRBO
Country Comfort with 8 Acre Private Garden
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful, spacious bungalow with fully finished basement for entertaining. 25 minute drive to Blue Mountain ski area. 3 ...
From $654 per night (USD)
VRBO
From $387 per night (USD)
VRBO
Malcom Cottage · Stunning 6 Bedroom Chalet In Beaver Valley!
Bedrooms:
2
Bathrooms:
6
Sleeps:
10
This large 6 Bedroom chalet has a fantastic layout - perfectly set up for time together in the heart of Beaver Valley. ...
From $387 per night (USD)
VRBO
From $241 per night (USD)
VRBO
Ladybank Schoolhouse - Private Country Charm and Elegance in Nature
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful 143 year old schoolhouse, 4 season getaway, stunningly restored and modernized on a peaceful treed and sunny 1 ...
From $241 per night (USD)
VRBO
From $795 per night (USD)
Expedia
5 bedroom, 3 bath, New build!, Beaver Valley! Niagara Escarpment View!!!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
BEAVER VALLEY VIEWPOINT AREA The Beaver Valley area is known for it's hiking trails and Ontario’s best cycling. This ho ...
From $795 per night (USD)
Expedia
From $394 per night (USD)
VRBO
The Red House - Eugenia - Beaver Valley, Ontario, Canada
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Modern home with a wall of windows and cathedral ceilings in the main living space, with a woodburning stove, a well equ ...
From $394 per night (USD)
VRBO
From $295 per night (USD)
Expedia
3 Bdrm Lakefront Cottage with Hot Tub In Blue Mountain
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
HOT TUB HAS ARRIVED! What an amazing addition to the cottage from arctic spa hot tub. This family friendly waterfront c ...
From $295 per night (USD)
Expedia
From $102 per night (USD)
VRBO
1870's stone schoolhouse close to hiking and skiing
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Old stone schoolhouse on quiet gravel road overlooking the Beaver Valley. Open concept living / dining / kitchen, harve ...
From $102 per night (USD)
VRBO
From $293 per night (USD)
Expedia
Newly Renovated Chalet in Beaver Valley, close to many Ski Hills!!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The Zen Chalet is located in Beaver Valley, a beautiful area in both summer and winter. The chalet is 5 minutes from Bea ...
From $293 per night (USD)
Expedia
From $656 per night (USD)
VRBO
FireSong-A stunning family friendly home
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
A family friendly country home nestled in a Canadian forest. Lots of space to relax (with 2 hang out spots!) and unwind ...
From $656 per night (USD)
VRBO
From $224 per night (USD)
VRBO
Beaver Valley Modern Farmhouse
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Modern farmhouse with panoramic views of the Beaver Valley. 30+ acres of meadow and woodlands, with hiking, ATV and snow ...
From $224 per night (USD)
VRBO
From $292 per night (USD)
VRBO
Cozy Cottage in Beaver Valley
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to a place where nature and comfort harmoniously coexist. Our home from home. Escape to our serene four-season r ...
From $292 per night (USD)
VRBO
$Lake Eugenia Shasta Cottage-Sleeps 6 Guests-Hot Tub-Wood burning Fire Pit\n$
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Expedia
Lake Eugenia Shasta Cottage-Sleeps 6 Guests-Hot Tub-Wood burning Fire Pit\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Calling all Ladies-----we have Fall weekend availability! Bring your Girlfriends for a fun filled weekend at the Lake. ...
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Expedia
From $754 per night (USD)
VRBO
Historic Farmhouse with Pool, Hot Tub, Outdoor Shower, Stream,Barn, on 100 Acres
Bedrooms:
3
Bathrooms:
8
Sleeps:
16
Highland Creek Farm is a very private 100 acre country estate with large saltwater pool and hot tub, located on top of t ...
From $754 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Lakefront Spectacle In Beaver Valley / Lake Eugenia
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Forget all your troubles with a beautiful lakefront cottage on Lake Eugenia in Grey County. Available for rental. Perfe ...
From $280 per night (USD)
Expedia
From $265 per night (USD)
VRBO
4 Bedroom Chalet Hike, Bike, Ski, Boat, ATV & Sled
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
4 bedroom/2 Bath chalet/cottage in the town of Eugenia close to the lake and the Beaver Valley Ski Club just waiting for ...
From $265 per night (USD)
VRBO
From $160 per night (USD)
VRBO
Trillium Shores on Lake Eugenia
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Excellelnt location for ski trips. 10 minutes to Beaver Valley Ski Club and 25 minutes to the top of Blue Mountain. ONLY ...
From $160 per night (USD)
VRBO
From $244 per night (USD)
VRBO
Private Cabin Retreat in Pretty River Valley |15 min to Blue Mountain
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Pretty River!! Gorgeous rental in a winter wonderland!! This beautifully constructed log cabin in the woods ...
From $244 per night (USD)
VRBO
From $301 per night (USD)
Expedia
Blue Jay Estates - 2 Acres with Private Pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Experience a country retreat with all of the amenities of a luxury resort. Set on a private two acre plot of land, Blue ...
From $301 per night (USD)
Expedia
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VRBO
Century home for seasonal rent
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Four bedroom century home located 7mins to Devils Glen, in the heart of Singhampton. 4 bedroom, 1.5 baths, washer/dryer, ...
Click For Pricing
VRBO
From $241 per night (USD)
Expedia
Perfect hideaway: all-season, open concept cottage overlooking Lake Eugenia
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Bright, modern, open concept cottage, with wonderful views of Lake Eugenia. This all-season home is perfect for families ...
From $241 per night (USD)
Expedia
From $304 per night (USD)
VRBO
Modern Chalet with hot tub is Cyclist or hikers dream location on Bruce Trail
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
After your hike or cycle on the Bruce Trail on the Niagara Escarpment take a break in this modern open concept summer ho ...
From $304 per night (USD)
VRBO
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Expedia
Beaver Valley Chalet with Breathtaking Views.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Bring the whole family to this great place with lots of room for fun. Soak up the mix of modern and classic ski area chi ...
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Expedia
From $236 per night (USD)
VRBO
Enjoy the beautiful Getaway chalet and all the outdoor activities at Irish Lake!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Get out of the city and unwind! Escape to your private retreat at the newly renovated chalet at The Getaway at Irish ...
From $236 per night (USD)
VRBO
From $150 per night (USD)
VRBO
Ultimate Getaways or Hikers' Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our charming 1-bedroom retreat, ideal for both a girls' getaway and a hikers' retreat. This bright and spacio ...
From $150 per night (USD)
VRBO
$The Golden Getaway\n$
From $247 per night (USD)
VRBO
The Golden Getaway\n
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy this newly renovated modern cottage centrally located in Eugenia. Walking distance to the falls and the lake. Enjo ...
From $247 per night (USD)
VRBO
From $642 per night (USD)
VRBO
Entire Chalet - Hot tub -Sauna - 25 mins to Blue Mountain
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Welcome to the Talisman Chalet! With all its charm, this beautiful 5 bedroom, 2.5 bath cottage has everything you desire ...
From $642 per night (USD)
VRBO
From $294 per night (USD)
VRBO
Spacious Eugenia Getaway w/ Pool & Walk to Lake!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Unwind at this private, family-friendly country retreat—just a 9-minute walk to Lake Eugenia. With 3 spacious bedrooms, ...
From $294 per night (USD)
VRBO
From $235 per night (USD)
Expedia
Cottage Retreat on 11 Acres!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to Fern Acres Retreats! A beautiful cottage on 11 acres of land, located in Flesherton. Only 1.5 hours from Tor ...
From $235 per night (USD)
Expedia
From $271 per night (USD)
VRBO
Spacious and cozy Four Season retreat in the Beaver Valley!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to a breathtaking chalet nestled in the stunning Beaver Valley. This 4-bedroom, 4-bathroom haven offers the per ...
From $271 per night (USD)
VRBO
From $206 per night (USD)
Expedia
1870 Renovated Historic School House close to Ski Hills Winter Seasonal Rental
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Fully Renovated 5 bedroom, 3 full bathroom School House in Maxwell approximately 15 minutes from Beaver Valley and Devil ...
From $206 per night (USD)
Expedia
From $343 per night (USD)
VRBO
Cozy cottage on 25 acres of private land. Lots of space. Pet Friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This cottage country home offers a peaceful place for for family and friends to gather. It sits on 25 acres of land surr ...
From $343 per night (USD)
VRBO
From $479 per night (USD)
Expedia
JJ’s small town country retreat
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Take a step back in time to this old farm house. Located on the corner of our little town called Badjeros. This house wa ...
From $479 per night (USD)
Expedia
From $223 per night (USD)
VRBO
Cozy Timberwood cottage on 75 acres of privacy.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Very secluded and quiet, when the sky is clear stars are almost within reach. You will feel like you are in paradise. Bi ...
From $223 per night (USD)
VRBO
From $656 per night (USD)
VRBO
Four Season Retreat on private lake, sleeps 10+ people, skier & hiker's delight
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Brewster Lake House is a four season gem on 6 acres in the heart of one of Ontario's most beautiful regions, well-known ...
From $656 per night (USD)
VRBO
From $360 per night (USD)
VRBO
Newly-built Modern Farmhouse at Eugenia Falls
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Be one of the first to enjoy a newly built custom modern farmhouse in Grey Highlands! This house is big enough to comfo ...
From $360 per night (USD)
VRBO
From $351 per night (USD)
Expedia
The Castle - 4-bedroom house with AC, WiFi in Grey County
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Escape to "The Castle," a one-of-a-kind 4-bedroom, 2+2 bathroom cottage nestled on 2 private acres of scenic beauty. Per ...
From $351 per night (USD)
Expedia
From $405 per night (USD)
VRBO
Charming 3-bedroom chalet with Hot Tub / BBQ / Fireplace / AC in Flesherton
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Discover the beauty of Flesherton from this 3-bedroom chalet. This newly renovated retreat features 3 queen beds, a cozy ...
From $405 per night (USD)
VRBO
From $206 per night (USD)
VRBO
Charming updated A-frame home nestled in the woods adjacent to Kimberley Creek.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Kimberley Creek Cabin is located on a 2 1/2 acre lot surrounded by an old growth forest with a stream running through th ...
From $206 per night (USD)
VRBO
From $315 per night (USD)
VRBO
Spacious Family getaway at Lake Eugenia
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This beautiful 4 bedroom, 3 bathroom cottage sleeps 8-10 people and is ideal for 1 or 2 families. Just a 50m walk acros ...
From $315 per night (USD)
VRBO
From $502 per night (USD)
VRBO
Country House (Main House + Guest House)
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Escape to the country! Plenty of space to stretch out and entertain in the beautiful Grey Highlands countryside. Hiking ...
From $502 per night (USD)
VRBO
From $397 per night (USD)
VRBO
Beautiful Lakeside Cottage w/ Sauna
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Escape to this stunning 5-bedroom lakefront retreat in Grey Highlands, just 30 minutes from Blue Mountain and minutes fr ...
From $397 per night (USD)
VRBO
From $351 per night (USD)
VRBO
Hidden Haven Cottage: The Perfect Family Getaway for Fun and Relaxation!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Relax, have fun and make memories with the whole family, pups included, at this peaceful lakefront cottage. The cottage ...
From $351 per night (USD)
VRBO
From $118 per night (USD)
VRBO
Cozy Home Away from Home
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Cozy Home Away from Home: Comfortable Living Space: Cozy home away from home in Markdale ON, offers a two-bedroom apartm ...
From $118 per night (USD)
VRBO
From $202 per night (USD)
Expedia
Cottage Paradise - Water, Woods and Nature
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Take it easy at this unique and tranquil getaway. Am I in Wonderland? The sun sparkles off the surface of the lake that ...
From $202 per night (USD)
Expedia
$Hidden Gem Lakefront cottage 1-1/2 hrs N of GTA. Perfect for Family getaway\n\n\n$
From $702 per night (USD)
VRBO
Hidden Gem Lakefront cottage 1-1/2 hrs N of GTA. Perfect for Family getaway\n\n\n
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Amazing family cottage less than one and a half hours from the city. Lake Eugenia is centrally situated in Grey Highland ...
From $702 per night (USD)
VRBO
From $518 per night (USD)
Expedia
Highland Woods Farm 4BR w/ Private Lake, Sauna and Hot Tub in the Grey Highlands
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Highland Woods Farm, a lovingly restored 4-bedroom farmhouse tucked away in the heart of the Grey Highlands. ...
From $518 per night (USD)
Expedia
From $147 per night (USD)
VRBO
Grey Highlands short drive to skiing and hiking
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Comfortable family home with two large bedrooms and one smaller bedroom. Cozy wood burning fireplace in addition to prop ...
From $147 per night (USD)
VRBO
From $413 per night (USD)
VRBO
Brewster`s Lake Escape | Lakefront in Singhampton
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to our waterfront escape in Singhampton! Located on Brewster’s Lake, this home has direct waterfront access via ...
From $413 per night (USD)
VRBO

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Results: 58 Rentals