Vacation rentals with a pool in Trent Hills

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Top-rated rentals with a pool in Trent Hills

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

Cottage in Bailieboro

4.89 out of 5 average rating, 103 reviews

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!

Top guest favorite

Home in Keene

5 out of 5 average rating, 256 reviews

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.

Guest favorite

Bungalow in Lindsay

4.92 out of 5 average rating, 60 reviews

The Perfect Retreat-Heated salt water pool

HST in-Pool open May long weekend to Oct 1. Very quiet area. Beautiful modern space, full main floor. Enjoy the spa atmosphere and backyard oasis. Granite countertops, hardwood floors, CAC, stainless steel appliances, convection oven, 3 TV 's. Perfect for families. Kawartha Lakes offers beautiful lakes, parks, trails, and small town shops. Kids will love Logie Park playground and water park..it's free. (owners sometimes stay in basement separate entrance) Municipal License STR2024-177

Top guest favorite

Guest suite in Kawartha Lakes

4.93 out of 5 average rating, 130 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

Guest favorite

Home in Oakwood

4.98 out of 5 average rating, 44 reviews

All Season Indoor Pool Escape

This stunning property has completed a full renovation to offer you the ultimate in luxury living. Our estate property features 4 newly renovated large bedrooms, each with an ensuite bathroom. The indoor pool with floor-to-ceiling windows will be the perfect spot for family fun and relaxation, and the basketball pad and outdoor space backing onto a wheat field will provide plenty of opportunities for outdoor activities. Even when it's cold and raining, the indoor pool is a perfect escape!

Top guest favorite

Guest suite in Keene

4.96 out of 5 average rating, 112 reviews

Welcome to Paradise!

Welcome to Paradise! This unique, semi-detached cottage has a heated pool, southern view of the lake, along with a glass railing private deck. 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 min to Peterborough

Guest favorite

Home in Prince Edward

4.94 out of 5 average rating, 191 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.

Guest favorite

Home in Kawartha Lakes

4.95 out of 5 average rating, 20 reviews

Charming 3-Bedroom Lake Front Cottage with Pool

Escape to a cozy, family-friendly retreat at our charming 3-bedroom cottage on beautiful Sturgeon Lake! Enjoy the peaceful surroundings, refreshing pool (seasonal), and comfortable accommodations, all within easy reach of local attractions. Whether you're looking to relax by the pool, explore the local attractions, or enjoy the natural beauty of the area, this cottage is the perfect getaway for families or small groups. Book your stay today and make unforgettable memories!

Guest favorite

Cottage in Consecon

4.93 out of 5 average rating, 235 reviews

Muskoka-Style Lakefront Cottage with Pool & Sauna

Welcome to your Prince Edward County getaway! Our Muskoka-style lakefront cottage with pool, sauna and hot tub was built in 2004. Perfect for families and very private, it comfortably sleeps 8 adults with additional room for children (10 years and under). Located on Consecon Lake, we are 15 mins from Wellington and close to over a dozen wineries. We've been Superhosts since 2017, and our family of five would love to host you and welcome you to our little slice of paradise

Superhost

Farm stay in Marmora

4.85 out of 5 average rating, 144 reviews

Sleeps 25, Hot Tub, Pool - Waterfront Stay

Welcome to stunning Marmora Retreat! A unique and relaxing farmhouse for short-term stays, retreats and small events. Escape to a countryside farmhouse with lake access, 2 hours from Toronto and Ottawa, with lots of activities and attractions both on and off-site. Perfect for families looking to make the most of the season or other large groups. Our property can host up to 29 guests inside the Farmhouse, lakeside bunkie, and Geo Dome (booked separately).

Guest favorite

Apartment in Quinte West

4.92 out of 5 average rating, 137 reviews

A private setting overlooking Bay of Quinte

Join us for a relaxing visit on the Bay of Quinte with gorgeous morning and evening views. Heated Pool, ping pong table, badminton court, canoe available and large property to enjoy. The fully equipped apartment has a balcony which overlooks the bay...(there are 20 steps to walk up). A private and serene setting on Old Hwy 2, only 15 mins from Hwy 401, 45 mins from Prince Edward County, Sandbanks Park, art galleries, golf courses and many wineries, etc.

Guest favorite

Home in Prince Edward

4.89 out of 5 average rating, 208 reviews

Spacious family and group getaway w/ 5BR and pool

The Grand Buda-PEC is a beautiful and spacious home within walking distance to the Drake Devonshire, Wellington Beach and a short drive to Sandbanks Provincial Park. This five bedroom home is the perfect place to spend quality time with friends and family. In the heart of Prince Edward County, you have access to wineries, beaches, culinary experiences, and more! We can’t wait to host you!