Vacation rentals with a pool in Trent Hills

4.96 out of 5 average rating, 115 reviews

Guest suite in Keene

Welcome to Paradise on Rice Lake!

Welcome to Paradise on Rice Lake Unique, semi-detached cottage has a heated pool, southern exposure, private deck with glass railing overlooking the lake. Included: 3 beds total, King, Queen Murphy bed with Tempur-Pedic + pull out Queen sofa bed All S/S appliances, W&D, dishwasher, gas stove, firewood available $15, propane BBQ, outdoor dining area overlooking the lake. boat dock in front, great fishing, 5min to Keene for LCBO, Pharmacy, Gen Store, ATM, 1:20 from Toronto, :20 to Peterborough

4.8 out of 5 average rating, 217 reviews

Cottage in Tweed

Beautiful Riverfront Cottage

See picturesque views of the Moira River from our privately located cottage surrounded by trees and teeming with wildlife. Cast off from the dock or use the canoe or kayak to try your luck at catching fish. Our 4 bedrooms and 2 pullout futons provide enough space for 12 to sleep comfortably. The huge dining table is perfect for hosting dinners or board games. Play a game of pool or ping ping, or take in a movie in the cozy basement entertainment room. Also has central A/C and 2 gas fireplaces.

4.98 out of 5 average rating, 41 reviews

Home in Campbellford

Moon River

“Moon River, wider than a mile. I’m crossing you in style”. Located at a 5-star location, this historic home was freshly designed by a professional interior designer. The stunning emerald tiles in each bathroom reflect the color of the river running outside. While enjoying a warm bath in a freestanding bathtub in the bedroom, you’ll be amazed by the bright moon above the peaceful river outside the window. “Moon River” is ideal for a large family(up to 16) vacation or a romantic getaway for 2.

Apartment in Havelock-Belmont-Methuen

4.94 out of 5 average rating, 194 reviews

Belmont Lake Getaway

8 + acres w/ Fully Private separate entry facing pond & lake ,one bedroom with queen bed, living room with queen pull out couch , TV etc, dining room, full kitchen, and bathroom is wheelchair accessible, host main house above, Summer: kayaks and canoes , fishing, ducks & pond , full gardens. Pizza night is every Saturday . Winter: snow shoes skating, ice fishing ,curling ,lots of winter activities. Local Chocolate & Cheese factories, Wineries, We added an Eco Pool with beach for swimming.

4.9 out of 5 average rating, 106 reviews

Cottage in Bailieboro

Majestic Lake Haven ~ Heated Pool~Hot Tub~Dock

As if emerging straight out of a fairy-tale fantasy, this 6-bed lakefront retreat exudes luxury and unmatched privacy like no other. Envision a place of solitude nestled on an enormous grassy lawn, with a heated swimming pool + bubbling hot tub, a private dock for spontaneous swims & fishing, plus a BBQ & fireplace for evenings under a starlit sky. The interior is just as awe inspiring, boasting a 1500 sq. ft. interior, complete with a 52" smart HDTV, mini golf & board games for all around fun!

4.97 out of 5 average rating, 149 reviews

Prince Edward Landing

Victorian Home in PEC gets a full renovation to become a one of a kind vacation home. Featured in the Globe & Mail the house is a 2018 restoration of old-world charms with as many contemporary comforts as one wishes. From the gorgeous landscape and a screened-in, white-trim front porch to the fully modern spectacular interior The back of the house is a stunning starkly contemporary black box, designed by architect Jay Pooley, a lecturer at the University of Toronto’s school of architecture.

5 out of 5 average rating, 258 reviews

Home in Keene

Spacious Lower Level Walkout in the Country

Beautiful lower level walkout in COUNTRY 15K from downtown Peterborough. Reflective waterfall/pond & gardens or if you like to be active pool(summer) & woodland hiking trails. Nearby boat launch on Otonabee River, excellent fishing. Large pool accommodates an active family(summer). Spacious family room with 60" HDTV (Bell Express & Netflix), kitchen & eating area. 4 bedrooms should be ample space for family/ friends. NO PETS & NON SMOKERS ONLY. WE LIVE ON MAIN LEVEL & DO NOT LIVE IN THE CITY.

4.9 out of 5 average rating, 103 reviews

Cabin in Gores Landing

Oriole Ridge Cabin

We have sold this beautiful retreat! In order to book please visit the listing from the new owner: airbnb.ca/h/orioleridgeretreat Relax at this serene and distinctive retreat. Oriole Ridge Cabin is enveloped by forest vistas and sounds, nestled against a wooded ravine. Unwind in the 2-person hot tub while taking in the sweeping expanse of Rice Lake. With a north-facing perspective, you can witness both the sunrise and sunset. Oriole Ridge offers a secluded haven just for you during your stay.

Guest suite in Kawartha Lakes

4.93 out of 5 average rating, 141 reviews

Hidden Acres - a Stay and Play Retreat!

Are you looking for some nature therapy? You'll be nestled in several acres of forest, where you can hear the birds and enjoy the private backyard. The hot tub and campfire* beckon in all seasons, and the heated inground pool is open from mid-June to Labour Day each year. We are dog friendly, but cannot accept other pets due to allergies. Please be sure to read our house rules before booking. **We are excited to share that we now offer a Level 2 EV outlet!** * except during bans, April

Cottage in Hastings ,Trent Hills

4.93 out of 5 average rating, 14 reviews

Cheerful 2 bedroom cottage with indoor fireplace.

Relax with the whole family at this peaceful rustic cottage that is situated on 21 acres with trails in the beautiful County of Trent Hills. Cottage is fully furnished with fully equipped kitchen with appliances, pots and pans, microwave, BBQ with patio table and chairs and gazebo. 3 piece bathroom. Wood stove inside for those chilly nights. Cottage has wifi. Large outdoor fire pit to be enjoyed in the evenings. Small above ground pool to cool off. Hot tub for you to relax and unwind.

4.95 out of 5 average rating, 191 reviews

The Old Stone Farmhouse with Hot Tub & Heated Pool

Renovated historic stone farmhouse located about 6km from both Picton and Bloomfield. Relax in the hot tub, swim in the pool, lay in the hammock or enjoy a campfire under the stars. Over 2 acres of beautiful country views to explore. However, we are still close enough to the action that you can get to Bloomfield, Picton or some of the biggest wineries by bike. Ideal for couples and small group getaways. Hot tub is operational year round. Pool is open beginning of June - end of September.

4.94 out of 5 average rating, 194 reviews

Dragonfield House: a beautiful stay in central PEC

Dragonfield House: STA License No. ST-2024-0206 Featured in Canadian House and Home, March 2015, Dragonfield House was designed with a contemporary approach to country living. It is a four bedroom split-level country house, plus a guest yoga retreat with all the amenities of a city home. It features a heated salt-water pool (Mid May until Mid October) and a brand new year round hot tub for six people! There are three work/desk areas within the house ideal for remote working.

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Popular amenities for Trent Hills rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.88 out of 5 average rating, 17 reviews

Home in Carrying Place

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!

5 out of 5 average rating, 38 reviews

Home in Carrying Place

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.

4.8 out of 5 average rating, 5 reviews

Home in Marmora

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.

4.94 out of 5 average rating, 52 reviews

Home in Brighton

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!

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.

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.

4.97 out of 5 average rating, 30 reviews

Home in Keene

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!