
Condo holiday rentals in Grey Highlands
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Top-rated condo rentals in Grey Highlands
Guests agree: These condos are highly rated for location, cleanliness and more.

Modern Condo Collingwood *Ski Hills*Spa*Lake*Beach
Tastefully Renovated, Furnished and Fully Equipped Condominium Suite with European Touch of Living Style. *Centrally Located and Next to Living Stone Hotel in Cranberry Village - Perfect Spot to Enjoy All Year Attractions *Short 10 mins drive to Blue Mountain Village, Ski-Hills, Scandinave Spa, Golf Courses, Scenic Caves *Close to the Lake and Beaches *On-side Café, Bakery & Restaurant Surrounded by great trails-perfect for hiking, biking, snowshoeing, cross country skiing and much more.

Out of the Blue | Shuttle to Village & Ski lifts
Out of the Blue is located in the peaceful Historic Snowbridge community. Snowbridge is just a 2-minute drive, a 20-minute walk, or a quick shuttle ride from the heart of Blue Mountain Village, where you will find the ski hills, restaurants, shops, and more. The community offers a complimentary shuttle service to Blue Mountain Village, an outdoor swimming pool available during the summer months, and scenic walking trails with views of Blue Mountain for guests to enjoy during their stay.

Lovely 3 Bedroom Condo with Stunning View and Pool
Beautifully Newly Renovated Condo Located in Rivergrass on Fairway Crt, which is in the heart of Blue Mountain and Steps to the Village! Condo features 3 bedrooms(One king, two Queen and Two Twin beds with trundle pullouts), 2 full baths, kitchen, washer/dryer, living room, and dining room. Outdoor Pool (Open from June 1 to Sept 20) and Hot Tub(All Year). Short walk or take the shuttle bus to the village. Our cleaners are extensively disinfecting and sanitizing between each booking.

Hidden Haven - Shuttle to the Village & Ski lifts
Hidden Haven is located in the peaceful Historic Snowbridge community. Snowbridge is just a 2-minute drive, a 20-minute walk, or a quick shuttle ride from the heart of Blue Mountain Village, where you will find the ski hills, restaurants, shops, and more. The community offers a complimentary shuttle service to Blue Mountain Village, an outdoor swimming pool available during the summer months, and scenic walking trails with views of Blue Mountain for guests to enjoy during their stay.

Rustic Chic Renovated 2Bd Condo by Village
**Welcome to your ideal all-season retreat!** This beautifully renovated 2-bedroom ground-level unit is thoughtfully designed to offer all the comforts of home, complete with modern upgrades. Perfect for up to 6 guests, this charming chalet provides the perfect balance of comfort and convenience—just a 3-minute drive or an 12-minute walk from Blue Mountain. Whether you're here for adventure or relaxation, this is the perfect place to stay year-round. STA License # LCSTR20230000022

Ski in/out @ North Creek W King bed! New Hot Tub
Welcome to our beautiful studio at the foot of Blue Mountain ski hills. Fully renovated from top to bottom in 2021 and ready for visitors! 'Cascade Cabin' is a modern studio which sleeps 3 and features a King bed with a queen sofa bed in the living area. Unit features a fully equipped kitchen with seating for 3, full bathroom with shower & new soaker tub. The condo is located within minutes from Blue Mountain Village and within walking distance to the north ski lift.

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue
SHUTTLE, HOT TUB & SEASONAL POOL 360 degree views! We are a 3-5 minute walk to the Village with stunning views of the golf course and mountain! Perfect place to relax on the balcony or couch after a busy day of soaking up all Blue has to offer! ★Self-Check In ★Equipped kitchen, towels & linens ★ SMART TV, WIFI & CABLE ★ Games, high chair, PackNPlay ★ Resort hot tub with indoor changeroom and washrooms Pool closed for the season.

Stunning Mountain View- Pool, Hot Tub, WalkToBlue
SHUTTLE, HOT TUB, SEASONAL POOL 5-7 minute walk to the Blue Mountain Village. This cozy 2 bedroom condo gives you immediate access to the action or a quiet place to relax by the fireplace while looking out at the mountain views. ★ ★ SMART TVs in living room (WIFI and Cable) and bedrooms (WIFI) ★ Family Ready! Games, booster seat, packnplay etc ★ Resort hot tub with indoor changeroom and washrooms Pool closed for the season

K's Cozy Condo -Mins. to Ski, Trails, Shops, Beach
Make yourself at home at this quiet end unit condo! Your home away from home in Cranberry Village- walking distance to a bar, restaurants & café; bakery, specialty grocery abd other shops. Just minutes from skiing, beaches, Scandinave Spa & Downtown Collingwood's shops & restaurants. Great for romantic getaways, family vacations or business travellers! Free Parking, in unit washer & dryer, WiFi & TV

Modern & Chic Sanctuary Suite in Collingwood
Unit located by Living Stone Golf Resort, minutes away from downtown Collingwood, and 10 mins from Blue Mountain/Scandinave Spa. Our renovated condo offers modern-chic elegance. Enjoy 625 sq ft of privacy with two bedrooms and one bathroom with tub and shower. There is also a sofa, electric fireplace, Netflix and basic cable, WIFI, en-suite washer-dryer. Outdoor terrace with garden views.

South Wind - Modern Condo in Collingwood - Sleep 5
Celebrate the holidays in comfort at our cozy Collingwood condo. Decorated for the holidays with a tree, and warm seasonal touches, it’s a relaxing place to enjoy the holiday season. After a day on the slopes or exploring the Town, come back to unwind and watch a holiday movie with a warm drink. Holiday decorations will be up from December 1st, 2025 - January 4th, 2026.

Lovely Open Concept Friday Harbor Resort Condo
This is a perfect getaway! Just bring a suitcase and enjoy! Only an hour from Toronto and minutes to Barrie with a resort feel. This condo has a great location with a short walk to grocery store, restaurants, marina etc. → Approx. 700ft² / 65m² of space → Highspeed WIFI! → Beach access → Parking for 1 vehicle → In-unit washer + dryer → Fully equipped kitchen
Popular amenities for Grey Highlands condo rentals
Weekly condo rentals

2BR Getaway at Friday Harbour All Season Resort

Friday Harbour Ground Floor w/ Large Terrance

Explore a Winter Wonderland at Blue Mountain

Base of Blue Mountain, Modern Studio

Walkout to Courtyard w/ Pool, Hot Tub and Fire Pit

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

2 Bedroom, 2 Level Condo on Blue Mountain!

Mountain Side One Bedroom
Pet-friendly condo rentals

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ

Cozy 1-Bedroom Romantic Retreat with full Kitchen

Designer Condo with beautiful harbour view.

Mountainside Studio w/Kitchen - Beside Blue

Resort Condo in Friday Harbour

Private 2BR Condo | 4 Beds+Pool+Resort

Pet friendly, ground floor condo, steps to Village

Pet-friendly, 1 BR condo in Horseshoe Valley
Condo rentals with a pool

Blueview Suite (Studio Condo) Blue Mountain

Blue Mountain (1 Bdrm) Escape @ North Creek Resort

Blue Mountain Escape, WIFI, Base of North lift

Still Winds Ski Chalet | Free Shuttle To Blue

The Fairway Chalet

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Charming 2 Bed/2 Bath at Friday Harbour Resort

Serenity 1Bed+Sauna+HotTub+Indoor/OutdoorPool
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $241 NZD | $253 NZD | $215 NZD | $182 NZD | $190 NZD | $201 NZD | $248 NZD | $265 NZD | $178 NZD | $204 NZD | $178 NZD | $268 NZD |
| 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 condo rentals in Grey Highlands

Total holiday rentals
Explore 330 holiday rentals in Grey Highlands

Nightly prices starting at
Grey Highlands holiday rentals start at $87 NZD per night before taxes and fees

Verified guest reviews
Over 32,900 verified reviews to help you choose

Family-friendly holiday rentals
250 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 80 rentals that welcome pets

Holiday rentals with a pool
210 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wi-Fi availability
330 of Grey Highlands holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Grey Highlands rentals

4.7 Average rating
Grey Highlands stays receive an average rating of 4.7 out of 5 from guests
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- Blue Mountain Village
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