
Vacation rentals with a pool in Grey Highlands
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Grey Highlands
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Evergreen Studio-KingBed/Pool/HotTub/Shuttle
Renovated studio unit at the North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * Pull Out Sofa * Stone Fireplace * Modern, Stylish Decor *please note there is not a traditional oven- there is a microwave/convection oven combo along with a stove top *Shuttle Service *Year Round Hot Tub *Pool (closed for the winter season- to reopen Spring '26) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Blue Mountain Studio Retreat
Our cozy studio is located at the base of Blue Mountain at the North chair lift, with ski in / ski out access. Perfect for 2 or a couple with small children, this newly renovated Studio has 1 bedroom, 1 bathroom and sofa bed; fully stocked kitchen, electric fireplace and flat screen T.V. Only 1 km from the Village with many restaurants, shopping and activities. Enjoy a short trip to the Scandinavia Spa or many close by beaches. Blue Mountain is a great place for the whole family to enjoy.

Après Blue- 2bed2bath w/Pool 6 min walk to village
Welcome to Apres Blue at Blue Mountain! Unbeatable location @ 110 Fairway Court, only a 5 minute walk to Blue Mountain Village, Ski lifts & Monterra Golf Course. Professionally decorated ground floor unit with full kitchen, gas fireplace, high speed internet, walk out private patio with outdoor dining area, private gas BBQ and shared seasonal pool. This spacious ground floor, 2 bedroom, 2 full bathroom end unit townhouse has everything you need to enjoy your stay! License #LCSTR20230000084

The Sweet Spot: Hot Tub, Walk + Shuttle to Village
Escape to The Sweet Spot, located in the beautiful Rivergrass community adjacent to Blue Mountain. This ideal location allows you to park your car and easily walk to all the amenities Blue Mountain has to offer, including ski hills, hiking trails, restaurants, shops, and various activities. Rivergrass guests can enjoy an outdoor swimming pool open during the summer months, a year-round hot tub, and convenient access to the free shuttle service to explore the area with ease during your stay.

Private Backyard/Shuttle/Pool/10min walk 2 village
Relax and enjoy the beauty of the Blue Mountains nestled in this gorgeous two bedroom condo located directly across from the Blue Mountain Village in the prestigious Snowbridge community. - 10 minute walk to the Village - located on Monterra Golf Course - private backyard - the pool is shared with the residents of the subdivision (summer only) - BBQ - sleeps 6 comfortably - 5 min to town, stores/ amenities -condo is on the main floor level -pool open for summer only (May to September)

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.

Cozy Studio Mountainside stay in Blue Mountains
Enjoy Winter now in the Blue Mountains. Book your getaway now. This cozy STUDIO ground floor condo is perfect for a couple/small family (Max 4). The unit includes: a comfy queen bed and a pop up sofa bed, bathroom with jacuzzi tub, electric fireplace and full kitchen with everything you need. Free parking. Hot tub is open daily. Access to the North side of Blue from our condo. Blue Mountain Village is only a 5 minute drive away (20 min walk) with great local restaurants and shops.

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.

Studio at Blue-KingBed/Pool/HotTub/Shuttle
Welcome to our studio unit in the mountainside North Creek Resort! *King bed *sofa bed-double sized memory foam mattress *SMART TV, High-Speed Rogers Ignite WIFI and TV *Cookware, Utensils and Keurig *freshly painted *remodeled washroom Property Features: *Shuttle Service *Year Round Hot Tub *Pool (closed for the winter season- to reopen Spring '26) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

BLUE MOUNTAIN STUDIO OASIS
-Private Newly Updated Studio -WIFI and Smart TV -Ski in/Ski out with outdoor locker -Fireplace -Full Kitchen, Full Bath -Sleeps up to 4 (Queen Bed and Pull Out Couch) -Free Shuttle to the Village -1 km from Northwinds Beach -Outdoor shared hot tub (Open) Seasonal Pool (Open May24-Labour Day 10am-8pm) UNSUPERVISED -Tennis Courts -Free Parking -Walk to Village (1.4km) & Trails -Shared BBQ’s, bring charcoal *No parties STA LICENCE #-LCSTR20220000083

Alpine Bliss: King Bed/Pool/HotTub/Shuttle
Newly renovated studio unit at the mountainside North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * Double Pull Out Sofa * Remodeled Washroom *Equipped Kitchen with Keurig * Modern, Stylish Decor *Shuttle Service *Year Round Hot Tub *Pool (closed for the winter season- to reopen Spring '26) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)!

Blue Mountain Studio with King Bed
Look no further than this picture perfect blend of farmhouse chic accented with high-end details and furnishing in our luxurious studio chalet which includes a King size bed with a pillow top mattress and cozy fireplace. Located at the base of Blue Mountain's North chairlift and close to many beaches. ***Newly renovated bathroom includes a beautiful glass door walk-in shower***
Popular amenities for Grey Highlands rentals with a pool
House rentals with a pool

Cozy Corner Townhome | Shuttle To The Village

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

King Bed, Pool, Gym, Ravine View, Your Getaway!

Blue Mountain Retreat In Historic Snowbridge

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Serene mountainside home with View/Shuttle Bus

Blue Mountain Village Townhome 4 Bedroom w Shuttle

Stonehaven - large country retreat, with pool*
Condo rentals with a pool

Blue Mountain condo in Historic Snowbridge

Blue Mountain Condo. The perfect staycation!

Cozy 1-Bedroom Romantic Retreat with full Kitchen

Explore a Winter Wonderland at Blue Mountain

Clearview Chalet • Modern 3BR • Mountain Stay

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Cozy & Charming Retreat at Blue Mountain

2 Bedroom, 2 Level Condo on Blue Mountain!
Other vacation rentals with a pool

The Snowbridge Lookout on Monterra Golf Course

Woodski Winter Haven | Cozy Ski Stay + Hot Tub

Hidden Gem Escape at Blue Mtn @Great Rates@

GATED RESORT COTTAGE

3BR Sierra Scandi Chic - Closest to Village

Cosy Chalet - 4 Season Family Oasis

Cozy getaway for two with hot tub!

Gorgeous Two Bedroom Condo Overlooking Ski Hill
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $200 CAD | $211 CAD | $187 CAD | $154 CAD | $162 CAD | $175 CAD | $210 CAD | $216 CAD | $150 CAD | $175 CAD | $150 CAD | $219 CAD |
| 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 vacation rentals with a pool in Grey Highlands

Total vacation rentals
Explore 480 vacation rentals in Grey Highlands

Nightly prices starting at
Grey Highlands vacation rentals start at $69 CAD per night before taxes and fees

Verified guest reviews
Over 45,560 verified reviews to help you choose

Family-friendly vacation rentals
350 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 150 rentals that welcome pets

Rentals with dedicated workspaces
290 properties have a dedicated workspace

Wifi availability
480 of Grey Highlands vacation 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
- Snow Valley Ski Resort
- Wasaga Beach Area
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Sauble Beach
- Inglis Falls
- Elora Gorge
- Scandinave Spa Blue Mountain
- Caledon Ski Club LTD
- Centennial Beach
- Awenda Provincial Park
- Mono Cliffs Provincial Park
- Island Lake Conservation Area
- Elora Quarry Conservation Area
- MacGregor Point Provincial Park
- Forks of the Credit Provincial Park
- Sauble Falls Provincial Park
- Harrison Park
- Rockwood Conservation Area
- Sunset Point Park
- Innisfil Beach Park




