Vacation rentals with a pool in Trent Hills

Find and book unique homes with a pool on Airbnb

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Popular amenities for Trent Hills rentals with a pool

House rentals with a pool

Guest favorite
Home in Carrying Place
4.88 out of 5 average rating, 17 reviews

The Carrying Place

JordanRating, 5 stars10 months ago
Beautiful home with all the amenities. Pool and ping pong table was a hit. Big backyard to play frisbee! Place was very clean and Kim was very friendly and communicative. Would come back and stay again!
Guest favorite
Home in Carrying Place
5 out of 5 average rating, 38 reviews

The Hunt House: A newly renovated 1870s farmhouse

TaraRating, 5 stars10 months ago
Hunt House was exactly what we needed! We were 4 couples staying for a mini reunion and the accommodations were perfect. The bedrooms are all sizable and the beds are cozy. The dining and living rooms were all big enough to accommodate 8 adults comfortably and we never felt like we were on top of eachother. The kitchen is well stocked with cooking utensils. The pool and lounge area were wonderful over a warm, sunny weekend. Olivia was prompt to respond and easy to communicate with. We are so grateful for the space. Thank you for everything! We hope to come back again.
Superhost
Home in Marmora
4.8 out of 5 average rating, 5 reviews

Countryside Getaway | On the Heritage Trail

AliceRating, 5 stars9 months ago
Host is responsive and accommodating, place is clean, spacious and quiet. Kitchen is fully equipped to use, utensil-wise (no salt/pepper/spices). Thank you for a great, last-minute stay.
Guest favorite
Home in Brighton
4.94 out of 5 average rating, 52 reviews

Multi-Family cottage w/ Pool near Presqu'ile & PEC

PamelaRating, 5 stars2 weeks ago
⭐️⭐️⭐️⭐️⭐️ Absolutely amazing stay! Although the pool heater wasn’t working, the hosts went above and beyond to make it right—surprising us with a beautiful charcuterie board and allowing us a late check-out. They were so kind and accommodating, truly the best Airbnb hosts I’ve ever had. My family of 6 had a wonderful time relaxing and enjoying the beautiful home, which was perfectly located near so many attractions. Highly recommend!
Superhost
Home in Prince Edward
4.89 out of 5 average rating, 213 reviews

Spacious family and group getaway w/ 5BR and pool

HollyRating, 5 stars2 weeks ago
Good location. Walkable and wineries close by. Exactly as described and great space for spreading out as a group.
Superhost
Home in Prince Edward
4.74 out of 5 average rating, 31 reviews

Bungalow Citron - Waterfront with Pool!

AshleyRating, 5 stars10 months ago
This was an extremely beautiful property with incredible views. The home itself was perfect. Unfortunately we were in the county during a week of terrible weather and since the pool wasn't heated, we couldn't use the pool for the entire duration of our stay with the very cold air which was a huge disappointment for us-but of course not the host's fault.
Guest favorite
Home in Keene
4.97 out of 5 average rating, 30 reviews

Birchwood Rentals

JeannieRating, 5 stars1 week ago
Absolutely amazing stay! The place was peaceful and perfect for a relaxing getaway. Rich was an exceptional host — welcoming, attentive, and always ready to help with anything we needed. His hospitality truly made our experience special. We felt right at home and enjoyed every moment. Thank you so much, Rich! Highly recommended!
Superhost
Home in Port Hope
4.89 out of 5 average rating, 19 reviews

Poolside Paradise, 4 Bedroom Home, bbq & Hot tub

SusanRating, 5 stars3 weeks ago
We had a fantastic stay at Amanda’s place! She was quick and easy to communicate with, making the whole experience smooth from start to finish. The home itself was super convenient and had all the amenities our family could have ever asked for - comfortable, quiet, and relaxing. While in town, we especially loved visiting the Toe Beans cat café, and checking out the IT walking tour of where the movies where filmed. Thanks again, Amanda, for a wonderful stay.

Quick stats about vacation rentals with a pool in Trent Hills

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$12,553 GYD before taxes and fees

  • Total number of reviews

    440 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore