
Holiday rentals with a pool in Wasaga Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Wasaga Beach
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Wasaga Beach rentals with a pool
House rentals with a pool

Nature Retreat in The Pretty River Valley for 6
Our group of three couples stayed with Nonie and Armand for a little staycation, and we couldn't be happier with our experience. As fellow Airbnb hosts, it was a delight to be on the receiving end of such exceptional hospitality. Nonie and Armond truly go above and beyond to ensure their guests feel welcome and cared for. Although it rained for much of our stay, having the covered outdoor gazebo allowed us to continue enjoying the peaceful surroundings. You can tell how much thought and love goes into their home, making it a special place. The photos simply don’t capture how amazing it truly is. Our group frequently rents Airbnbs, and while we were initially hesitant about this type of stay, we are so glad we chose it. Nonie and Armand are wonderful people who made us feel right at home. We wholeheartedly recommend their place for anyone looking for a relaxing and enjoyable stay.

Large 4 Br - 4.5 Bath; Sauna/Heated Pool/2 King
Visited with 4 couples for a few nights away. Beautiful location. Would recommend

2 Bd Boardwalk Condo Patio Oasis
Had a great time with wife and 2 daughters Would definitely get this place again from. Tristan

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts
This house was perfect for our large group: for couples and a baby. Having the pool was a bonus that we really appreciated in the warm weather. The kitchen was extremely well equipped, and there were enough linens as well as pool towels for us all. There was plenty of space for everybody as the rooms were all quite large, particularly the master bedroom. The house were incredibly accommodating when we realized after checkout that we had left a couple of items behind. They were able to make arrangements for us to retrieve them several days later back in Toronto! I definitely can recommend this house.

Our vacation home. Fully equipped. Pool. Fire Pit.
We were so satisfied for being the first time we booked a AIRBNB. We like the clean airy atmosphere when we walked in. Kitchen was fully equipped for our needs. ( I do a lot of cooking ). We were there for 6 weeks. Our hosts were always in contact to make sure our needs were met. We so enjoyed Midland and everyone was so friendly. We highly recommend this AIRBNB👍💗

Pool Open / Serene mountainside home View/Shuttle
We had a wonderful stay with a family of four including 18 year old teen boys and two dogs. The boys enjoyed the pool table and great tv's while my wife and I enjoyed the great walking and quiet surroundings. It was also easy to have our well trained dogs with us in this location which was wonderful. Thank you Brendan for the terrific stay and allowing us to change our reservation when our plans changed with ease.

Cozy Lakefront Cottage with Hot tub and Pool.
We went to this cottage for a beautiful romantic weekend getaway and we were happy we got that. The owner of the cottage Necker was very kind and helpful, absolutely loved the place and there was plenty of water activities to do. It was easy to check in, communicate and plenty of peaceful vibes. Recommended 100%, please go visit this cottage it is very well worth it. P.S: we loved the character of the cottage with little artpieces and wall art from all over the globe 🌎.

Ski, Swim, Soak, Boat & Golf
The cottage is just off the main road making it extremely convenient. There was more than enough space for our party of ten. We really loved the two living spaces, upstairs and downstairs. And the outside area was beautiful. We had a wonderful time. We would definitely recommend Herbs place to friends!
Condo rentals with a pool

Mountainside Escape at Blue - Outdoor Pool
We enjoyed our stay very much, such a cozy place. The host responded very quickly to any questions we had. Would definitely recommend staying here when visiting the blue mountain village!!

Close to Village, 2 Bedrooms , Rivergrass
Bruce was super helpful and has a great place. Would highly recommend!

Large 3BR Modern Luxury Escape | Walk to Blue
It was great staying at Karim’s place. The location is ideal for visiting Blue Mountain with restaurants and grocery stores near by. Also, Karim was very responsive and made sure we had everything we needed.

Cozy 1-Bedroom Romantic Retreat with full Kitchen
Loved our stay here!! Can't say enough positive things about our vacation here. Kitchen was fully stocked, clean bathroom and rooms, easy check in and check out and excellent cooling system as it was a hot few days. Amenities were great and welcoming for families, environment was peaceful and we also loved how the balcony backed onto trees and nature. Would 100% stay here again in the future. Thank you!

Cozy Studio Mountainside stay in Blue Mountains
Absolutely Wonderful Stay! I had an amazing stay at John and Kristi’s condo! From the moment I arrived, everything was spotless, cozy, and thoughtfully equipped with everything one could possibly need for a comfortable stay. The attention to detail made it feel like a home away from home. The pool and hot tub area were a real bonus—clean, relaxing, and perfect after a day of exploring. I definitely made the most of it! The location was also ideal, just a pleasant 10-minute walk to the village, which made it easy to enjoy the local shops, restaurants, and atmosphere without needing to drive. John and Kristi were fantastic hosts—friendly, responsive, and clearly committed to creating a great guest experience. I would absolutely stay here again and highly recommend it to anyone visiting the area!

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft
We had a great stay! The place was exactly as described- clean, comfortable, and well-equipped. It’s in a perfect location, within walking distance to both Blue Mountain Village and the beach, which made it super convenient for our trip. The host was friendly and responsive, and everything went smoothly from check-in to check-out. Highly recommend!

Mountain Side One Bedroom
My husband and i make a date once a month to go away locally for a night (kid free) and this place was so cozy and perfect! We had dinner outside on the picnic table on the deck, bed was super comfortable.

Marina view at Friday Harbour 2bd/2bth Pool option
Immaculately clean, spacious, and Beautiful condo. It had everything we need and a few steps to the marina. Easy instructions to get inside and parked. I highly recommend!
Quick stats about holiday rentals with a pool in Wasaga Beach
Total rentals
30 properties
Nightly prices starting at
$67 NZD before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
Destinations to explore
- Grand River Holiday rentals
- Brampton Holiday rentals
- Niagara-on-the-Lake Holiday rentals
- Muskoka Lakes Holiday rentals
- Vaughan Holiday rentals
- Georgian Bay Holiday rentals
- Markham Holiday rentals
- Tobermory Holiday rentals
- Kitchener Holiday rentals
- Mississauga Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Rentals with a kayak Wasaga Beach
- Rentals with outdoor seating Wasaga Beach
- Condo rentals Wasaga Beach
- Pet-friendly rentals Wasaga Beach
- Cabin rentals Wasaga Beach
- Waterfront rentals Wasaga Beach
- Rentals with a fireplace Wasaga Beach
- Rentals with beach access Wasaga Beach
- Rentals with a patio Wasaga Beach
- Cottage rentals Wasaga Beach
- Rentals with a hot tub Wasaga Beach
- Rentals with a washing machine and dryer Wasaga Beach
- Fitness-friendly rentals Wasaga Beach
- Rentals with lake access Wasaga Beach
- Chalet rentals Wasaga Beach
- Bungalow rentals Wasaga Beach
- Rentals with a fire pit Wasaga Beach
- Family-friendly rentals Wasaga Beach
- Villa rentals Wasaga Beach
- Townhouse rentals Wasaga Beach
- Kid-friendly rentals Wasaga Beach
- Beachfront rentals Wasaga Beach
- Apartment rentals Wasaga Beach
- House rentals Wasaga Beach
- Tiny house rentals Wasaga Beach
- Rentals with an EV charger Wasaga Beach
- Rentals with pools Simcoe County
- Rentals with pools Ontario
- Rentals with pools Canada
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Blue Mountain Village
- TPC Toronto at Osprey Valley
- Port Carling Golf & Country Club
- Osler Bluff Ski Club
- Horseshoe Resort
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Beaver Valley Ski Club
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- Lake Joseph Golf Club
- Hockley Valley Resort - Golf, Spa and Ski
- Cobble Beach Golf Resort Community
- Muskoka Lakes Golf and Country Club
- The Club At Bond Head
- The Georgian Peaks Club
- Muskoka Bay Resort
- Alpine Ski Club
- National Pines Golf Club
- Barrie Country Club
- Inglis Falls
- Windermere Golf & Country Club
- King Valley Golf Club
- Craigleith Ski Club