
Chalet holiday rentals in Grey Highlands
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Top-rated chalet rentals in Grey Highlands
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ReLive Hilltop Chalet w/brand-new hottub, sunrises
Relive Retreat's Hilltop Chalet is a 700 sq ft open concept rustic cabin w/high ceilings, full-length windows, spring water, private + new hot tub, fireplace, BBQ, wrap around deck w/views, hiking trails + more. Perfect for couples, friends or families looking to relax & rejuvenate in nature. If peace is what you are looking for this is it! Occassionally dog friendly so please inquire first. This is a private 72 acre retreat. We live here with our 2 dogs, currently hosting 2 yurts and 2 cabins.

Entire Rustic Chalet - Hot Tub, Sauna, Large Yard!
This updated chalet in the heart of Blue Mountain surrounded by forest includes a huge front yard, balcony, hottub, sauna, pool table, darts, foosball and is only a 3min drive to the BM Village. The great room has an amazing Polk audio surround sound with 70"4k TV ideal for movie nights after a long day skiing. 5 of the 7 bedrooms have there own 32"TVs for more private entertainment before bed. The mattresses are very comfy for a quality sleep so you will be well rested for the next day of fun.

Blue Mountain Escape! Lux 3 bdrm. Hot Tub!
STA License #LCSTR20220000018 Fabulous 3 bedroom 2 bath executive suite with premium features, is an upper level end unit townhome located next to the Village at Blue Mountain in the beautiful Rivergrass community. Walk to Monterra Golf Clubhouse and Conference Centre. Steps to the Village featuring award winning restaurants/bars, shops, ski/snowboard hills, mini-golf, biking, hiking, zip lining +. A short drive from the GTA, Blue Mountain is a wonderful year round playground for all ages.

Modern Ski In/Out Mountain Side Ground Floor
SKI IN AND SKI OUT from the back deck (snow dependent)!! Notice the amount of comfortable seating for NINE PEOPLE around the TV that many other places are without. At the end of a long ski day having a comfortable place for everyone to sit is what most Chalets are missing. Enjoy our family’s beautiful renovated GROUND FLOOR chalet with 2 Bedrooms, 2 Baths, 6 Beds conveniently located next to the Blue Mountain Inn. Blue Mountain Village is a 7 minute walk away. Location, Location, Location

King’s Escape at Blue Mountain
Welcome to our cozy, ground-level, two-bedroom condo in Historic Snowbridge, just a short walk from Blue Mountain Village-your perfect year-round escape! Backing onto Monterra Golf Course, you’ll enjoy stunning views and endless outdoor activities. Ski in winter or hike and bike in summer. Relax at our *seasonal* outdoor pool and take advantage of free rides to the village. Amenities include comfortable sleeping for families, a fully equipped kitchen, and a cozy living space LCSTR20210000165

Cosy Chalet - 4 Season Family Oasis
Welcome to Snowbridge chalet, our sunny, 4-season private retreat. Professionally designed and decorated, the chalet is the perfect getaway for families, only a 10 minute walk or 3 minute drive to all the ski & snowboarding activities and fun of Blue Mountain village. With room enough for 6 guests, our 2 bed, 2 bathroom ground level chalet backs onto Monterra golf course, providing lots of space for outdoor time and bbq's. Includes all the comforts of home for the perfect relaxing escape.

Log Cabin on the Lake Bed and Breakfast
Log Cabin on the Lake Bed and Breakfast We provide a 1st morning continental breakfast A Lakefront getaway for couples with an amazing view. Experience tiny home living in a custom built Log Cabin. Landscaping provides privacy for all parties (owner next door) we have parking for a boat , with 2 launches within 5 min. One into Morrison Lake the other into the Trent Severn . cross country skiing, ice fishing, water skiing swimming boating. Ready to escape, our Log Cabin could be it.

Private 5 Acre Chalet with Bunkie & Sauna
An enchanting, private, 4 season retreat in the escarpment atop Beaver Valley, metres from a beautiful section of the Bruce Trail. The property has nearly 5 acres with cut trails, hammocks, and a sports field. It has two buildings connected by a large deck that has outdoor furniture and a BBQ. The sauna is just feet away. The buildings are fully outfitted offering a comfortable base for daily adventuring, or a stay put retreat. This spot is ideal for a family, or a couple's getaway.

The White Cedar Chalet! Free shuttle to Village
The White Cedar Chalet For your perfect family vacation in Blue Fully stocked kitchen with lots of extras provided 🫖☕️🫙🍽🥂 🛌 5 comfy beds Lots of extra pillows, blankets, towels, cozy linens 🍼 Highchair, Pack n Play, toddler bed 🛀2 bathrooms including Whirlpool tub 🖥 2 TVs with Netflix, Prime, Disney+, Crave and Cable🍿 💻Fast internet, office nook 🚒Toys♟️games 🎲 Xbox 🎮 🔥Gas BBQ on the balcony 🔥Gas Fireplace 🚗Parking in shared lot NO. LCSTR20230000108

OakRidge Retreat-HOT TUB 100s of acres WIFI
The cottage provides a serene space to share with fiends and family surrounded by nature. Enjoy beaver ponds along the trails, indoor/outdoor games, wood burning stove, sauna, hot tub, firepit, wifi, jetted tub 75" & 55" smart tv's and streaming services. Fully equipped kitchen, double oven, granite counter. In winter, snowshoes and snow saucers. At Christmas the house is decorated and boasts a 15 ft tree. 20-25 minutes from Mount St. Louis ski hill and several beaches.

The Red House-Oasis in woods with hottub
Clean comfort awaits, with comfy beds (king, double, double bunks), a well equipped kitchen, and wood-burning stove. Hottub and wrap around deck overlooking the woods are perfect for relaxing after hiking the Bruce Trail, paddling or swimming Lake Eugenia, a day at Blue Mountain, cycling the countryside, or playing on the beaches of Georgian Bay. Bonfire pit. Explore 3acres of trails. Nestled in the beautiful Beaver Valley close to dining, bakeries, and markets.

Immaculate Blue Mountains chalet
Welcome to our cozy chalet located in walking distance of Blue Mountain village. The chalet has been recently updated, including a luxurious king bed. Through winter, enjoy a relaxing evening by the fire, after a day on the slopes. In summer, enjoy time at the pool, after day on the golf course. The chalet is equipped with everything you need for a tranquil getaway. Enjoy free shuttle service to the village. STA Licence # LCSTR20220000127
Popular amenities for chalet rentals in Grey Highlands
Family-friendly chalet rentals

Blue Mountain / Collingwood Hill Side Condo

Retreat at Blue with private Hot Tub

RIVER One, The Flesherton Mill (BVSC Suite Haus)

Hot Tub, Sauna, Games Rm, Mountain View Ski Chalet

Beaver Valley Ski Chalet

UrbanChalet: Secluded 20Acres W/Pizza Oven+Firepit

Relax at The Mountaintop Chalet (sleeps 16)

Dream Home Oasis; 7 bedroom, Hot Tub Swimming Pool
Luxury chalet rentals

Chalet At Blue - Private chalet with hot tub

Blu Haven: 7BDR Chalet Minutes to Village

1 Lake/Ski Luxury Chalet /HOT TUB

*Haven on Blue*- Hot Tub, Heated Pool & Sauna

Shale Beach House - 5mins to Blue Mtn Village!

Octagon Chalet fire pit, close to theVillage

*NEW* Naturskön Cottage | Mountain Views | Hot Tub

Walk to the village at Blue - Regal
Lakefront chalet rentals

Lakefront Chalet, Kayaks & Fireplace for 8

Sundance of Blantyre Ski Lodge w/ Hot Tub & Sauna

Serene Waterfront Retreat

The Cozy Camp Cottage and Jean Lodge

Private Scenic Muskoka Lakefront Cottage (Hot Tub)

Country Oasis - 5 private acres with hot tub
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £321 | £341 | £265 | £236 | £258 | £278 | £284 | £303 | £256 | £257 | £242 | £308 |
| 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 chalet rentals in Grey Highlands

Total holiday rentals
Explore 160 holiday rentals in Grey Highlands

Nightly prices starting at
Grey Highlands holiday rentals start at £46 per night before taxes and fees

Verified guest reviews
Over 12,340 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 100 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
160 of Grey Highlands holiday rentals include wifi 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!
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- Blue Mountain Village
- Cobble Beach Golf Resort Community
- Snow Valley Ski Resort
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Craigleith Ski Club
- Mount St. Louis Moonstone
- The Georgian Peaks Club
- TPC Toronto at Osprey Valley
- Caledon Country Club
- The Club At Bond Head
- The Georgian Bay Club
- Barrie Country Club
- Toronto Ski Club
- Alpine Ski Club
- Mansfield Ski Club
- Heritage Hills Golf Club
- Inglis Falls
- Legacy Ridge Golf Club
- Springwater Golf Course
- National Pines Golf Club
- Horseshoe Adventure Park
- Shanty Bay Golf Club