Condo holiday rentals in Grey Highlands

Find and book unique condos on Airbnb

Top-rated condo rentals in Grey Highlands

Guests agree: These condos are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top Guest favourite
Condo in Collingwood
4.93 out of 5 average rating, 229 reviews

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.

Guest favourite
The open-concept living area features two comfortable sofas with decorative cushions. A dining table is set for six nearby, while kitchen access is visible in the background. Natural light enters from large windows, with wooden accents enhancing the space.
Condo in Blue Mountain Resort Area
4.87 out of 5 average rating, 146 reviews

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.

Top Guest favourite
A spacious open-concept living area is highlighted, featuring a large dining table set for meals. The kitchen is equipped with modern appliances and black cabinetry. Natural light enters through multiple windows, enhancing the inviting atmosphere of the space.
Condo in Blue Mountain Resort Area
4.98 out of 5 average rating, 187 reviews

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.

Guest favourite
The open concept living area features a modern sofa and armchair arranged around a glass coffee table. A gas fireplace is centered on the wall beneath a mounted TV. Light streams through large windows, illuminating the space.
Condo in Blue Mountain Resort Area
4.88 out of 5 average rating, 277 reviews

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.

Guest favourite
A bright kitchen and dining area feature a modern white countertop with seating, complemented by a wooden table surrounded by dining chairs. Natural light enters through several windows, and a clock adorns the wall, enhancing the space's functionality and warmth.
Condo in Blue Mountain Resort Area
4.96 out of 5 average rating, 164 reviews

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

Superhost
The studio features a spacious living area with a comfortable sofa and a modern armchair. A king bed adorned with blue and yellow linens is positioned in the background. Natural light filters through the window treatments, enhancing the serene ambiance.
Condo in Blue Mountain Resort Area
4.83 out of 5 average rating, 431 reviews

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.

Guest favourite
A cozy living area features a plush sectional couch and a wooden coffee table. Large windows provide views of the golf course, allowing natural light to brighten the space. A modern fireplace adds a welcoming touch, complemented by soft curtains and decorative wall accents.
Condo in Blue Mountain Resort Area
4.93 out of 5 average rating, 571 reviews

*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.

Top Guest favourite
The living area is designed with a cozy sectional and an armchair, accompanied by a coffee table. A television is mounted above a stone fireplace. Large windows provide ample natural light and views of the surrounding hills and golf course.
Condo in Blue Mountain Resort Area
4.95 out of 5 average rating, 931 reviews

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

Top Guest favourite
A cozy bedroom features a spacious bed adorned with a decorative floral coverlet and an assortment of pillows in soft hues. An arched floor lamp provides warm lighting, while a piece of wall art adds a personal touch. Natural light filters through a window with light grey curtains.
Condo in Collingwood
4.99 out of 5 average rating, 157 reviews

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

Top Guest favourite
An outdoor terrace is presented with two circular tables and matching chairs, offering views of surrounding greenery. The wooden deck features a light color and is flanked by white railings, allowing for an inviting space to enjoy fresh air.
Condo in Collingwood
4.94 out of 5 average rating, 744 reviews

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.

Guest favourite
Condo in Collingwood
4.88 out of 5 average rating, 345 reviews

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.

Guest favourite
The modern living area features a comfortable sofa with patterned cushions opposite a low-profile media console. A large flat-screen TV is mounted on the wall. Light filters in through expansive glass windows, which lead to a balcony that offers a view of outdoor seating and greenery.
Condo in Innisfil
4.95 out of 5 average rating, 466 reviews

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

When is the best time to visit Grey Highlands?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
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°C6°C12°C17°C20°C19°C15°C9°C3°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

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Grey County
  5. Grey Highlands
  6. Condo rentals