
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.

*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, Enhanced Cleaning ★Equipped kitchen, towels & linens ★ SMART TV, WIFI & CABLE ★ Games, high chair, PackNPlay ★ Resort hot tub with indoor changeroom and washrooms Pool closing for the season on September 22. Hot Tub open all year round!

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

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

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games
Imagine a super large, cozy vacation home nestled in the heart of Blue Mountain Ski Resort, offering a perfect blend of luxury and comfort. Four bedrooms with 2 King beds. This expansive retreat boasts multiple levels to provide the utmost relaxation and tranquility. The home features 4.5 spacious bathrooms. Our Sauna and Entertainment basement is ready for guests' enjoyment. Walk to the Village or take a Free Shuttle Bus. Walk to Outdoor Heated Pool (Seasonal June-September) in 1 minute.

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 Fall or Winter 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.

Out of the Blue - Shuttle to Blue, Walk & Trails!
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.

3BR Sierra Scandi Chic - Closest to Village
Treat yourself to a getaway at our uncluttered, spacious, and fully-equipped 3 bedroom end-unit stacked townhouse at 110 Fairway Court. Just a 5 minute walk from the village and facing the Monterra golf course 1st hole, you’ll enjoy beautiful views of the mountain and easy access to village activities. With over 1,600 square feet of living space and all the comforts of home, our place has everything you need for a relaxing stay. Taxes include 13% HST and 4% municipal accommodation tax

Home w/ Sauna, Games Room, Mountain View
This premium Resort Home just minutes from the ski slopes and Village at Blue Mountain, is the perfect place for your special getaway. The Historic Snowbridge Resort Community nestled by the Monterra Golf Course offers access to a well maintained pool and lounge area, as well as shuttle service for guests. Clean, comfortable and thoughtfully designed, this 3 level unit is complete with arcade games and a pool table, 3 car parking, an EV charger, outdoor dining and BBQ.

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 * New Pull Out Sofa * Stone Fireplace * Modern, Stylish Decor *please note there is not a traditional oven- there is a microwave/convectional oven combo along with a stove top *Shuttle Service *2 Year Round Hot Tubs *Pool *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Sweet Retreat - Shuttle, Pool, Hot Tub, Patio
Discover Sweet Retreat, a charming condo nestled in the heart of The Blue Mountains, offering access to both the ski slopes and scenic hiking trails. This cozy retreat, located in North Creek Resort, provides the perfect blend of adventure and relaxation. Enjoy convenient amenities like a free shuttle to Blue Mountain Village, a refreshing outdoor pool (seasonal), a year-round hot tub, and tennis courts. With its prime location and inviting atmosphere.

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 Grey Highlands rentals with a pool
House rentals with a pool

The Cozy Corner Townhome - Shuttle to the Village

New look The Greenview Retreat

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

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

Serene mountainside home with View/Shuttle Bus

Charming One Bedroom at Snowbridge

Stonehaven - large country retreat, with pool*

Heart of Kimberley - with views and a hot tub
Condo rentals with a pool

Mountainside Escape at Blue - Outdoor Pool

Blue Mountain condo in Historic Snowbridge

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft

Hidden Haven - Shuttle to Blue / Private Patio

3 Peaks at Blue Mountains, your luxury staycation!

Cozy & Charming Retreat at Blue Mountain

2 Bedroom, 2 Level Condo on Blue Mountain!

Rustic Chic Renovated 2Bd Condo by Village
Other vacation rentals with a pool

Farmhouse Guest Suite; Year round hot tub

The Snowbridge Lookout on Monterra Golf Course

Blue Mountain Escape! Lux 3 bdrm. Hot Tub!

The White Cedar Chalet! Free shuttle to Village

Gorgeous Two Bedroom Condo Overlooking Ski Hill

Waverly House - Modern Chalet / Cottage with Pool

Highlands Lodge & Loft - Shuttle to the Village

Nordic Nook: Family Retreat with Salt Pool
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,156 GYD | G$31,831 GYD | G$28,271 GYD | G$23,245 GYD | G$24,502 GYD | G$26,387 GYD | G$31,413 GYD | G$37,067 GYD | G$26,805 GYD | G$26,596 GYD | G$22,617 GYD | G$33,088 GYD |
| 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 490 vacation rentals in Grey Highlands

Nightly prices starting at
Grey Highlands vacation rentals start at G$8,377 GYD per night before taxes and fees

Verified guest reviews
Over 45,070 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 150 rentals that welcome pets

Rentals with dedicated workspaces
300 properties have a dedicated workspace

Wi-Fi availability
490 of Grey Highlands vacation rentals include wi-fi 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
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