Holiday rentals with a pool in Milton

Find and book unique homes with a pool on Airbnb

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Popular amenities for Milton rentals with a pool

House rentals with a pool

Guest favourite
Home in Mississauga
4.96 out of 5 average rating, 23 reviews

Luxury House with a Bright Sunroom & a heated pool

GabriellaRating, 5 stars1 week ago
Musallam was a very considerate and responsive host. The place looked exactly as pictured. The pool was cleaned for our stay. Absolutely recommend this property.
Superhost
Home in Burlington
5 out of 5 average rating, 13 reviews

Modern Luxury House w/EV Charger & Heated Pool

DidiRating, 5 stars7 months ago
Our stay at this Airbnb in Burlington, Ontario, was truly a home away from home. From the moment we arrived, we felt completely at ease in this beautiful and peaceful space. The home itself is lovely, with warm, inviting decor and thoughtful touches that made us feel instantly comfortable. The location in Burlington was ideal for us as a family. We enjoyed exploring the nearby , taking peaceful walks along the waterfront, and visiting the local parks. Burlington’s small-town charm paired with its scenic beauty was a perfect match for our family’s needs. The hosts were exceptional—always responsive and so kind, which really enhanced our experience. They went above and beyond to ensure we had everything we needed, and their hospitality made us feel genuinely welcomed. We left with wonderful memories, and we wouldn’t hesitate to stay here again on future visits to Burlington. Highly recommended for families or anyone seeking a peaceful retreat in a beautiful area
Superhost
Home in Aldershot
4.82 out of 5 average rating, 45 reviews

Four seasons Pool Retreat

PatrickRating, 5 stars2 weeks ago
Great value for the money for a place to stay in Burlington. It looked exactly like the pictures. The kids loved having an indoor pool! Thanks for letting us stay!
Superhost
Home in Niagara Falls
4.9 out of 5 average rating, 105 reviews

Luxury Family Oasis W/ GameRoom/King Bed/Hot Tub

ChristinaRating, 5 stars5 days ago
My family of four absolutely loved staying here over the weekend of June 6-8th. We felt comfortable and safe - it was a relaxing haven so close to downtown Niagara Falls! We were a short walk away from amazing restaurants, attractions, shopping, and the Falls. Check-in was easy, and we liked not having to carry around a key. The house was spectacularly clean and ready for us when we arrived. We loved the pool and hot tub, and enjoyed lounging in the backyard. The large TV in the living room allowed us to easily play video games together and the fireplace was a nice touch. Well all slept well in the comfy and inviting beds. I love the modern farmhouse design of the home and the special touches that were chosen throughout. We hope to stay at Laura's again when we are in Niagara Falls next!
Top Guest favourite
Home in The Beaches
4.99 out of 5 average rating, 148 reviews

Heated Pool-tub Open 365 Days

CaitlynRating, 5 stars1 week ago
We had a great stay! The house was spotless and very well maintained. Having three full bathrooms was incredibly convenient for our group, and the hot tub was a perfect. Highly recommend this place for a comfortable and enjoyable stay!
Guest favourite
Home in Niagara-on-the-Lake
4.79 out of 5 average rating, 230 reviews

WhiteOrchid LuxuryHome WithSaltHeatedSwimmingPool

ChandraRating, 5 stars1 week ago
Beautiful place. The hosts were so kind and helpful. The area is safe and so close to the outlets which was a huge plus for us ladies! Hope to stay there again one day!
Superhost
Home in Hamilton
4.79 out of 5 average rating, 92 reviews

California Chic +Breathe +Unwind +Restore

DomarRating, 5 starstoday
Thank you for providing the opportunity to enjoy this 2 night which exceed our expectations, we had a wonderful stay in your place . What a beautiful place!!!! It was great to relax and enjoy. The view is like none other, fantastic location. We loved this place. The place is equipped with everything. We can’t wait until we come back.
Guest favourite
Home in Scarborough
4.95 out of 5 average rating, 104 reviews

New Cstm Bld 2 BDRM Cozy Suite-Heated Flrs-Game Rm

ZaimaRating, 5 stars6 days ago
I was more than lucky to have found Natalie’s place, it’s in a great neighbourhood, place was exactly like the photos & as described, and the most amazing host I’ve ever encountered in this app. Natalie was always more than accommodating with my requests & responded on time. She is also such a great person herself, she will not let you down. A million thank yous Natalie 🥰

Condo rentals with a pool

Guest favourite
Condo in Kitchener
4.92 out of 5 average rating, 49 reviews

1 BR with City Views, near Go Transit, Tech centre

LisaRating, 5 stars2 weeks ago
I could not have asked for a better stay in Kitchener! The apartment was comfortable and had everything you need for a pleasant stay and the view is amazin. Super well located, just minutes from uptown Waterloo or downtown Kitchener and at walking distance from the train station. Nicole was also very responsive and helpful! Overall, one of the best airbnb stays I've had!
Superhost
Condo in Burlington
4.88 out of 5 average rating, 52 reviews

Modern Luxury Condo - Go Station, Gym, Pool+

JohnRating, 5 stars5 months ago
Our Go To Place to stay in Burlington. Stephanie goes above and beyond in terms of responsiveness. Being so close to the GO TRAIN made commutes to Union Station a breeze. Will definitely be staying again.
Guest favourite
Condo in Toronto
4.93 out of 5 average rating, 152 reviews

Hidden gem in Humber bay shores Toronto w/ parking

RebeccaRating, 5 stars1 month ago
Super convenient area for getting around the city. Very clean and super friendly host.
Top Guest favourite
Condo in Fort York
4.98 out of 5 average rating, 191 reviews

Stylish Downtown Toronto Condo with Free Parking

DarrenRating, 5 stars2 weeks ago
Great location and amenities, fantastic host - would gladly stay again
Guest favourite
Condo in Mississauga
4.9 out of 5 average rating, 50 reviews

Mississauga Square One Condo

BenjaminRating, 5 stars3 days ago
Tulashi is a great host. She responded promptly to my inquiries almost before i finish asking. Very efficient communications, perfect descriptions on directions. Her place is a home away from home, i almost didn’t want to leave. We surely are coming back.
Superhost
Condo in Mississauga
4.82 out of 5 average rating, 73 reviews

Entire condo with lux view

DuaneRating, 5 stars1 week ago
Wonderful place, great communication. felt right at home
Top Guest favourite
Condo in Mississauga
5 out of 5 average rating, 44 reviews

NEW Gorgeous 2Bed 2Bath by SQ1

SaadRating, 5 stars4 weeks ago
Had an amazing stay with incredible views! The place was clean, comfortable, and the location in Mississauga was perfect. Waking up to those views every morning was definitely a highlight!
Guest favourite
Condo in Fort York
4.86 out of 5 average rating, 249 reviews

Luxury 2 Bdrm, CNTower/Lake View +Parking+Pool+Gym

NoomenRating, 5 stars6 days ago
The view on CN tour by night is the best feature and i really recommend this place.

Quick stats about holiday rentals with a pool in Milton

  • Total rentals

    40 properties

  • Total number of reviews

    840 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 properties include access to Wi-Fi

Destinations to explore