Holiday rentals with a pool in Lake of Bays

Find and book unique homes with a pool on Airbnb

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Popular amenities for Lake of Bays rentals with a pool

House rentals with a pool

Guest favourite
Home in Orillia
4.96 out of 5 average rating, 27 reviews

Cute and Cozy House

BobbiRating, 5 stars1 month ago
After being displaced from our home after damage from severe weather we were so fortunate to find this location. The house accommodated our family of 4 with pets for nearly a month without any issues. The kitchen is well equipped, bathrooms are well finished, bedrooms were comfortable and the location was very clean. The backyard is a beautiful and relatively private space hidden within a 15 minute walk to the downtown restaurants or the beach area. Anzhelika is an excellent host who was very responsive when needed, provided clear instructions and ample privacy. We would happily recommend this location to friends and family attending the area for events.
Top guest favourite
Home in Kearney
5 out of 5 average rating, 25 reviews

Rondial Cottage: Lrg. Kitchen, Hot Tub, Pool &More

QuintenRating, 5 stars1 week ago
Property and home are extremely beautiful, we had great weather and spent most the weekend outside. Definitely considering booking this cottage again in the future. Thanks for the stay
Guest favourite
Home in Midland
4.8 out of 5 average rating, 45 reviews

Our vacation home. Fully equipped. Pool. Fire Pit.

AnneRating, 5 stars4 months ago
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👍💗
Top guest favourite
Home in Gravenhurst
5 out of 5 average rating, 17 reviews

Luxury Resort Villa on Muskoka Bay Golf Course

DebRating, 5 stars4 months ago
Excellent stay and great amenities
Guest favourite
Home in Elmvale
4.89 out of 5 average rating, 19 reviews

Cozy Lakefront Cottage with Hot tub and Pool.

KreenaRating, 5 stars9 months ago
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 🌎.
Guest favourite
Home in Gravenhurst
4.95 out of 5 average rating, 41 reviews

Comfort, Luxury and Relaxation

LauraRating, 5 stars3 days ago
Aaron was such a wonderful host! Extremely responsive, communicative, and pleasant to deal with. I’ve stayed in his unit before and will absolutely stay again. It’s always very clean and tidy, warm, comfortable, and welcoming. Thank you again for being such a pleasure and allowing me to stay in your space!
Superhost
Home in Elmvale
4.88 out of 5 average rating, 75 reviews

Ski, Swim, Soak, Boat & Golf

AlyssaRating, 5 stars1 month ago
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!
Guest favourite
Home in Huntsville
4.95 out of 5 average rating, 19 reviews

Muskoka Farmhouse w/ Family Amenities | +5 Acres

MeenuRating, 5 stars1 week ago
Benjamin was very helpful and we requested a late check out and he was very accommodating and let us leave a little later. Great stay and we felt at home!!

Apartment rentals with a pool

Top guest favourite
Apartment in Innisfil
4.96 out of 5 average rating, 54 reviews

Walkout to Courtyard w/ Pool, Hot Tub and Fire Pit

StephanieRating, 5 stars6 days ago
My family and I had the best time at Friday Harbour accommodated my Adriana. Her place was beautiful and clean. Literally everything we needed was already thought of and stocked. The condo was walking distance to the main boardwalk area where we found lots to do. My family and I will definitely revisit this condo soon!
Guest favourite
Apartment in Innisfil
4.89 out of 5 average rating, 143 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Tanuja KajalRating, 5 stars2 weeks ago
We had an amazing time at Kevin’s place! It was the perfect peaceful getaway from the city. The home was clean, comfortable, and exactly what we needed to relax and unwind. Kevin was a great host—very responsive to messages and incredibly accommodating, even allowing us a late check-out which we really appreciated. He provided clear and detailed instructions for accessing the place, which made everything smooth and easy. Thank you, Kevin, for being so thoughtful and welcoming. We’d definitely love to come back again!
Top guest favourite
Apartment in Shanty Bay
5 out of 5 average rating, 28 reviews

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

NinaRating, 5 stars1 week ago
Perfect place to have a peaceful break from the city!!
Superhost
Apartment in Innisfil
4.91 out of 5 average rating, 142 reviews

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

AnisaRating, 5 stars1 month ago
My kids & I had a fantastic experience at this Airbnb. The space was exactly as described—clean, comfortable, and well-equipped with everything I needed. The host was incredibly responsive and helpful, providing clear check-in instructions and great local recommendations. The location was perfect—close to everything, but quiet enough to relax. I would definitely stay here again and highly recommend it to anyone visiting the area!
Guest favourite
Apartment in Innisfil
4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo Escape, Sleeps 4

SoniaRating, 5 stars9 months ago
My boyfriend and I stayed the weekend, it was a great location, Joe was very responsive and friendly! We had only 1 concern with the bbq that was not clean, but it has been handled with effectively. Overall space was very clean, it was easy to find kitchen supplies, and other items in the house! A great location with stores, restaurants at a walking distance, and other attractions within a 30 minute drive
Guest favourite
Apartment in Innisfil
4.93 out of 5 average rating, 115 reviews

Exceptional 2+1 ground floor condo @Friday Harbour

VictoriaRating, 5 stars1 week ago
Loved this place so much! Shai was amazing. Definitely will be coming back!
Top guest favourite
Apartment in Innisfil
5 out of 5 average rating, 35 reviews

Charming 2BD/2BTH with Hot Tub at Friday Harbour

AndreaRating, 5 stars1 month ago
For anyone who is looking for a quick or longer getaway, Friday Habour is the place to be. Thank you to Carissa for having such a clean and beautiful Airbnb. Anyone who stays here, definitely won’t be disappointed!
Guest favourite
Apartment in Innisfil
4.84 out of 5 average rating, 180 reviews

Marina view at Friday Harbour 2bd/2bth Pool option

Joanna LRating, 5 stars12 months ago
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 Lake of Bays

  • Total rentals

    50 properties

  • Nightly prices starting at

    ₹3,463 before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi

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