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Vacation rentals with a pool in Grey County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Grey County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Loft in The Blue Mountains

4.79 out of 5 average rating, 198 reviews

Stay A While Chalet - Outdoor Pool / 2 Patios

Stay A While Chalet is 2 bedroom loft located in North Creek Resort at the North Base of Blue Mountain. Ideal location for those seeking easy access to the ski hills and hiking trails but still within minutes to Blue Mountain Village. North Creek resort offers a free shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, two hot tubs year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

Jun 4 – 11

€ 114 per night

Condo in The Blue Mountains

4.93 out of 5 average rating, 144 reviews

Mountainside Studio Bliss: Just Renovated, Tennis

Unwind at this renovated studio and surround yourself in Blue Mountain tranquility at the foot of the mountain. You'll be steps to the lifts and 1Km to Blue Mountain Village, Scandinave Spa, and Monterra Golf Course. You'll be on the ground floor with an equipment locker and patio amongst the trees. We provide high end modern furnishings, 44-inch flat screen TV, fast Wi-Fi, premium cable, Netflix, loads of linens, high-pressure shower, fireplace, travel games, and a well-appointed kitchen. Nor

May 28 – Jun 4

€ 151 per night

Home in Meaford

4.96 out of 5 average rating, 146 reviews

Redhill Luxury Home...by the Blue Mountains

This eco friendly house of 4,500 sq ft is bright, modern, luxurious on 50 acres of rolling hills with a beautiful pond and hiking trails. All bedroom ensuite plus two extra full bathrooms. Comfortably sleeps up to 24 guests. Amazing view, sunset and star gazing. Salt water pool in the summer. Outdoor BBQ, fire pit, Hot Tub year round. Minutes to Christie beach, ski hills, golf courses, Bruce Trail. Enjoy snowshoeing, cross country. Serenity on top of the hill! See more info under the space.

Nov 6 – 13

€ 735 per night

Condo in The Blue Mountains

4.92 out of 5 average rating, 406 reviews

★Blue Mountain Village★ Cozy, Stylish, 360 Views

SHUTTLE, HOT TUB & SEASONAL POOL! 360 degree view! We are a 3-5 minute walk to the Village with stunning views of the golf course and mountain! Perfect place to relax by the fire 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 Pool currently closed. Pool opening Saturday May 18. Hot Tub open all year round! Short Term Accommodation License #LCSTR20220000173

Nov 13 – 20

€ 165 per night

Condo in The Blue Mountains

4.89 out of 5 average rating, 353 reviews

Base of Blue Mountain, Modern Updated Studio

This gorgeous studio chalet is absolutely perfect for two, or a couple with small children! Our place is newly renovated with a custom kitchen and fireplace. Located right at the base of the ski hill, our clean, cozy chalet is a lovely fully furnished 1 bedroom, 1 bath. Blue Mountain Village only 1Km away, as well as the Scandinavia Spa , Northwinds Beach and restaurants. Our chalet is ski in ski out and located right at the North Chair. Come and enjoy all that Blue Mountain has to offer!

Sep 29 – Oct 6

€ 142 per night

Home in Owen Sound

4.98 out of 5 average rating, 214 reviews

The Butchart Estate: your perfect family retreat!

Looking for a special place to spend some time? Make Butchart Estate your own, self-contained and private family retreat. Share precious time together and make some memories in this beautiful and well-equipped heritage home. Inside, enjoy the gourmet kitchen, relax in your own private indoor pool & hot tub, curl up by the fireplace, play board games galore. Free wifi. Outdoors, explore our beautiful nature walks, and local excursions. Enjoy a slower pace, and treasure some time together.

Nov 15 – 22

€ 389 per night

Condo in The Blue Mountains

4.92 out of 5 average rating, 246 reviews

Cozy Studio Mountainside stay in Blue Mountains

Summer and Spring are the perfect time to visit Blue. This cozy STUDIO ground floor condo is perfect for a couple or 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. Two shared hot tubs (open daily) and tennis courts. Easy access to for hiking trails. Pool opens in May. The Blue Village is only a 5 minute drive away with great restaurants and shops.

Sep 13 – 20

€ 138 per night

Condo in The Blue Mountains

4.89 out of 5 average rating, 201 reviews

1 Bed, 1 Bath Lovely Open Concept Resort Condo

Come and relax by the mountain and enjoy our renovated open concept living space. Our clean & comfortable studio condo has everything you need for a memorable getaway. We want you to have a fantastic time and have stocked our condo with all the things we expect when we travel. You'll find all the extras that make a place special: 40 inch flat screen T.V., fresh linens, well stocked kitchen, newer furnishings & decor, napoleon fireplace, deep jetted tub & free WiFi, NETFLIX and cable.

Jun 5 – 12

€ 95 per night

Tiny home in Meaford

4.85 out of 5 average rating, 257 reviews

Tiny Home Nestled between Thornbury & Meaford

Tiny home situation 10 min to Thornbury and 10 min to Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area. 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 pool available for the summer months with possibilities of covid restrictions. INTERNET just upgraded!

Oct 1 – 8

€ 95 per night

Condo in The Blue Mountains

4.87 out of 5 average rating, 300 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.

Jul 15 – 22

€ 168 per night

Farm stay in Markdale

4.99 out of 5 average rating, 124 reviews

Experience Country Living at Firefly Ridge

Your private living space is comfortable and bright, with lots of picturesque windows and high ceilings. There is a walkout to a private area where you can relax, and unwind, enjoying the sounds of nature and some farm animals, such as horses, minis, donkeys, goats, chickens, cats, 2 Australian cattle dogs and even some piggies. We love our animals and we welcome yours as we are a pet friendly farm. Please note DOGS MUST be on a leash when on the property.

Sep 3 – 10

€ 140 per night

Condo in The Blue Mountains

4.88 out of 5 average rating, 190 reviews

Hidden Haven - Shuttle to Blue / Outdoor Pool

Hidden Haven is located in the peaceful Historic Snowbridge community. Snowbridge is a 2 minute drive, 20 minute walk or a quick shuttle ride to the heart of Blue Mountain Village where you will find the ski hills, restaurants, shops and more. Snowbridge offers a free shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, and beautiful walking trails with views of Blue Mountain for guests to use during their stay.

Jun 22 – 29

€ 168 per night

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Popular amenities for Grey County rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Chatsworth

4.88 out of 5 average rating, 130 reviews

Stonehaven - large country retreat, with pool*

Jan 13 – 20

€ 506 per night

Home in The Blue Mountains

4.91 out of 5 average rating, 168 reviews

Views Mountains Sauna/Shuttle/Pool/Entertainment

May 17 – 24

€ 339 per night

Home in The Blue Mountains

4.95 out of 5 average rating, 149 reviews

Serene mountainside home View/Shuttle Bus/Pool

Sep 16 – 23

€ 308 per night

Home in Meaford

5.0 out of 5 average rating, 34 reviews

Plume- Guest house

Mar 21 – 28

€ 128 per night

Home in The Blue Mountains

5.0 out of 5 average rating, 12 reviews

Spacious Condo next to The Blue Mountains w/ Patio

Apr 24 – May 1

€ 140 per night

Home in Collingwood

5.0 out of 5 average rating, 23 reviews

An oasis getaway near trails, lake, restaurants

May 11 – 16

€ 431 per night

Home in Markdale

5.0 out of 5 average rating, 5 reviews

Farmhouse Retreat - Pool, Sports And Fun, Sleeps 8

Sep 19 – 26

€ 187 per night

Home in Meaford

5.0 out of 5 average rating, 15 reviews

Country Charm, Relax & Enjoy

Jul 9 – 16

€ 248 per night

Condo rentals with a pool

Condo in The Blue Mountains

4.97 out of 5 average rating, 299 reviews

Gorgeous Two Bedroom Condo Overlooking Ski Hill

Jul 7 – 14

€ 256 per night

Condo in The Blue Mountains

4.95 out of 5 average rating, 207 reviews

Cozy & Charming Retreat at Blue Mountain

May 24 – 31

€ 152 per night

Condo in The Blue Mountains

4.92 out of 5 average rating, 519 reviews

Blue Mountain Luxury Studio

Nov 12 – 19

€ 136 per night

Condo in The Blue Mountains

4.97 out of 5 average rating, 126 reviews

Snowbridge Escape at Blue

Jan 12 – 19

€ 214 per night

Condo in The Blue Mountains

4.97 out of 5 average rating, 116 reviews

Rustic Chic Renovated 2Bd Condo by Village

Sep 29 – Oct 6

€ 227 per night

Condo in The Blue Mountains

4.9 out of 5 average rating, 373 reviews

Spring Getaway | Blue Mountain

May 29 – Jun 5

€ 182 per night

Condo in The Blue Mountains

4.88 out of 5 average rating, 133 reviews

Close to Village, 2 Bedrooms , Rivergrass

May 28 – Jun 4

€ 164 per night

Condo in The Blue Mountains

4.94 out of 5 average rating, 175 reviews

The Blue Mountain's Dream Escape (Rivergrass)

Jun 1 – 8

€ 222 per night

Destinations to explore