Holiday rentals with a pool in Trent Lakes

Dome in Bradford West Gwillimbury

Vibrant autumn foliage displays shades of yellow and orange surrounding a geodesic dome. A pathway of stone steps leads through a lawn covered in colorful leaves, creating a serene outdoor setting amidst lush greenery.

4.96 out of 5 average rating, 442 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

A glass table is set on a balcony, featuring an ice bucket holding a bottle of sparkling wine, accompanied by two elegant glasses. Soft string lights provide gentle illumination, enhancing the cozy atmosphere. A potted plant adds a touch of greenery.

5 out of 5 average rating, 200 reviews

Fire & Ice Spa w/ Private Sauna!

Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

4.91 out of 5 average rating, 121 reviews

Cottage in Bailieboro

Majestic Lake Haven ~ Heated Pool~Hot Tub~ Fishing

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!

Flat in Havelock-Belmont-Methuen

A rack holds several kayaks under the shade of trees in a spacious yard. The peaceful lake is visible in the background, bordered by greenery. Sunlight filters through the leaves, creating a calm atmosphere that enhances the natural surroundings.

4.94 out of 5 average rating, 211 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, duck & frog pond , Fire Pit, Pizza night is every Saturday . Winter: snow shoes skating, ice fishing, lots of winter activities. Local Cheese factory Doohers Bakery, Belmont Lake Brewery , We've added an Eco Pool & Outdoor Sauna.

Superhost

An outdoor pool area is featured, surrounded by lounge chairs and picnic tables. A large building with expansive glass windows serves as a backdrop, while bright blue umbrellas provide shade. The surrounding greenery enhances the tranquil ambiance of the resort.

Apartment in Oro

4.79 out of 5 average rating, 139 reviews

Hillside Haven: Serene Studio Retreat for 4

Escape to the serene Carriage Club Resort Studio! Dive into our inviting swimming pool, gather 'round the firepit, or challenge friends to volleyball. Stay active in our modern gym, then explore nearby skiing and golf. Pamper yourself at Vetta SPA or hit mountain biking and hiking trails. Your cozy studio, with a king-size bed and pull-out sofa, sleeps 4 comfortably. Nestled in rolling hills, just a 15-minute drive from Bass Lake's sandy shores. Discover tranquility with a touch of adventure!

Guest suite in Kawartha Lakes

An inground pool is set within a serene forest backdrop, surrounded by a spacious patio area. Comfortable seating is arranged with bright red chairs and a matching umbrella. Soft lighting is provided by strings of lights overhead, enhancing the outdoor space.

4.94 out of 5 average rating, 158 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!** Licence number STR2025-344

4.94 out of 5 average rating, 258 reviews

The cottage is situated along the shoreline of Consecon Lake, surrounded by lush greenery. A spacious deck extends from the cottage, offering access to a seasonal dock. A pool is visible on the deck, enhancing the outdoor space along the water.

Cottage in Consecon

Lakefront Cottage with Pool, Hot Tub & Sauna

Welcome to your Prince Edward County getaway! Our Muskoka-style lakefront cottage with pool, sauna and hot tub was custom-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 the edge of Consecon Lake, we're 13 mins from Wellington & close to many wineries. We've been Superhosts since 2017, and our family would love to welcome you to our little slice of paradise. STA License #: ST-2019-0223

4.91 out of 5 average rating, 151 reviews

A wooden dock extends into a calm lake, reflecting surrounding trees and a clear blue sky. The still water highlights the serene atmosphere, while small ripples are visible near the dock's edge. Natural beauty surrounds this tranquil outdoor space.

Cottage in L'Amable

Waterfront Cottage with Pool & Hot Tub.

Four Season Cottage on Stimears Lake. 2 bedrooms, 1.5 bathrooms. View of the lake from kitchen, living area and primary bedroom. Small Hot tub (it is a 3 person hot tub / not a large hot tub), games room, dock, waterfront. Summer Only - kayak & row boat + above ground pool. Close to downtown Bancroft, snowmobile/ATV trails, hiking, great fishing, public boat launch, small quiet lake. Please review listing very carefully before booking. Our listing & photos are very accurate & real.

Guest suite in Kawartha Lakes

The exterior of a well-maintained home is captured, surrounded by lush greenery and flower beds. A stone pathway leads to the entrance, which features a covered porch with large windows. Colorful flowers add vibrancy to the garden area, complemented by a serene natural setting.

4.98 out of 5 average rating, 402 reviews

A "Peace" of Eden -- Private suite in country home

Quiet country setting surrounded by forest and farmland, bordering on the Altberg Wildlife Sanctuary Nature Reserve. Lower level suite with private entrance includes one separate bedroom, one bed with room divider in the living area, plus a full bath, and kitchen facilities. Once called the "United Nations of birds", we are just a short drive from public beaches, lakes, the Victoria Rail Trail, and Monck's Landing Golf Course (stay and play package available). Fabulous star-gazing!

An open-concept kitchen features sleek white cabinetry and a black granite island with three modern bar stools. Natural light fills the space through large glass doors, which lead to a balcony. A minimalistic design with potted plants enhances the welcoming atmosphere.

4.88 out of 5 average rating, 177 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Experience the allure of Friday Harbour! Stay in this gorgeously furnished 1-bedroom condo, complete with a pullout sofa bed. Enjoy the stunning outdoor relaxation area that overlooks the courtyard pool. The condo features a spacious bedroom with a closet and a large bathroom. Its layout is perfect for both relaxation and entertainment, with an open concept living area and a kitchen featuring an island. Embrace the ultimate indoor and outdoor living experience at Friday Harbour!

4.97 out of 5 average rating, 257 reviews

Dome in MONT

Natural Spa: Dome, pool, hot tub, sauna & trails

The Meadow Dome is a private oasis surrounded by 98 acres of gorgeous nature you will have all to yourself. •NEW natural pool •Cedar cabin sauna •Chemical-free hot tub •Walking trails •Indoor fireplace •Outdoor fire pit Close to Algonquin Park Surrounded by thousands of lakes. Meadow Dome is an ideal spot if you want to unwind and enjoy nature at its finest. Meadow Dome is solar powered with wood heating and drinking water provided. There is a close by outhouse.

4.85 out of 5 average rating, 109 reviews

A bright and spacious living area features a comfortable white sofa paired with dark blue accent chairs. A stylish dining table is set for meals, while a gas fireplace and mounted television create a cozy atmosphere. Natural light fills the room through large windows.

Home in Shanty Bay

King Bed, Pool, Gym, Ravine View, Your Getaway!

Enjoy a stylish experience in this spacious and serene space at Highland Estates Resort. You get a completely equipped designer suite that is perfect for couples sneaking away, or families looking for the perfect vacation. Enjoy a peaceful night in your private Jacuzzi then snuggle up in a King Bed. The next day, prepare your own meal in the fully equipped kitchen with Microwave and Electric Stove. Access Netflix, Prime, Disney+. Our Pool is Open! Book Us Today

Popular amenities for Trent Lakes rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.94 out of 5 average rating, 50 reviews

Home in Orillia

Cute and Cozy House

4.9 out of 5 average rating, 96 reviews

A modern living area is highlighted by a sleek, electric fireplace beneath a large flat-screen TV. A rustic accent wall features wooden panels and decorative art. A comfortable gray sofa and a table set for dining complete the welcoming space, complemented by blue and natural tones.

Home in Innisfil

2 Bd Boardwalk Condo Patio Oasis

4.94 out of 5 average rating, 234 reviews

A private hot tub is positioned on a wooden deck beneath a lattice covering, allowing for relaxed soaking. Lounge chairs are arranged nearby, and vibrant greenery and decorative flowers provide a natural backdrop. A swimming pool can be seen in the distance, enhancing the outdoor ambiance.

Home in Port Perry

Home away from home with a hot tub and pool

4.88 out of 5 average rating, 52 reviews

An outdoor hot tub is set against a vibrant sunset, offering a serene atmosphere. Nearby, lounge chairs provide space for relaxation, with a private pool visible in the background. Trees add a touch of nature to the scene, enhancing the inviting outdoor space.

Home in Port Hope

House, Hot tub, Pool, BBQ, Bonfire, Movie Room

4.85 out of 5 average rating, 96 reviews

The exterior view of the two-story house is framed by lush trees, showcasing large windows that allow natural light to filter inside. A balcony extends from the second floor, providing outdoor space. The structure features a blend of wood and siding materials.

Home in Uxbridge

The Ridge Roost - Uxbridge Township

4.97 out of 5 average rating, 64 reviews

A hot tub is positioned on a wooden deck, surrounded by a wooden privacy screen and twinkling string lights, enhancing the cozy ambiance. The brick exterior of the farmhouse is visible in the background, showcasing its classic architectural style.

Home in Cobourg

Luxury Farmhouse Retreat / Hot Tub / Games Room

4.93 out of 5 average rating, 27 reviews

A charming cottage is set amongst lush greenery, with a red wood exterior and light yellow trim. The front features a welcoming staircase leading to the entrance. A small storage area is visible on the side, complementing the natural landscape.

Home in Kawartha Lakes

Charming 3-Bedroom Lake Front Cottage with Pool

4.75 out of 5 average rating, 24 reviews

A panoramic view of Sturgeon Lake showcases calm waters reflecting a clear blue sky. A wooden dock extends into the lake, with a paddleboard resting alongside. Lush green grass frames the scene, enhanced by vibrant foliage in the foreground.

Home in Kawartha Lakes

The Birch Cottage

Apartment rentals with a pool

A modern living area features a light-colored sofa adorned with decorative pillows, positioned next to a wooden coffee table. A striped area rug lies beneath, while a kitchen island with bar stools and stainless steel appliances is visible in the background.

4.97 out of 5 average rating, 111 reviews

Cozy Stays – Your Fall Getaway at Friday Harbour

Apartment in Fenelon Falls

A balcony view showcases a serene waterfront landscape, framed by sleek black railings. Lush greenery and vibrant flower pots are visible along the balcony, with the blue water extending into the horizon under a clear sky.

4.97 out of 5 average rating, 34 reviews

Lakeview Condo / Fenelon Falls

4.91 out of 5 average rating, 126 reviews

The modern condo building features a multi-story design with balconies and large windows. Soft greenery lines the ground level, enhancing the urban landscape. A clear blue sky provides a bright backdrop, while the street is lined with manicured trees, creating an inviting atmosphere for residents and visitors.

Apartment in Unionville

Downtown Markham Unionville

4.96 out of 5 average rating, 25 reviews

A cozy bedroom is highlighted by a plush bed adorned with soft linens and decorative pillows. A bedside lamp casts a warm glow, while art prints with nature motifs hang above the bed. Nearby, a modern dresser and a comfortable sofa are visible, providing inviting spaces for relaxation.

Apartment in Shanty Bay

Serenity Studio Sauna+HotTub+Indoor/OutdoorPool

A bright living area is showcased with a red sofa and a glass coffee table positioned on a patterned rug. Large glass doors open to a balcony. A colorful wall art piece features a scenic landscape, adding a vibrant touch to the space.

4.94 out of 5 average rating, 136 reviews

Friday Harbour Luxury Condo Escape, Sleeps 4

A modern living area features a spacious sectional sofa complemented by decorative pillows and a large coffee table. Natural light floods in through expansive glass windows, revealing a view of the private patio. Minimalist decor includes a geometric wall design and a stylish light fixture.

4.94 out of 5 average rating, 131 reviews

Exceptional 2+1 ground floor condo @Friday Harbour

Superhost

The exterior showcases a striking building with a red-and-white color scheme, surrounded by lush greenery. An indoor pool area is visible through large glass windows. An inviting fireplace is framed by stone, while a spacious dining area features a wooden table accompanied by six chairs.

Apartment in Oro

4.87 out of 5 average rating, 208 reviews

Private 2BR Condo | 4 Beds+Pool+Resort

A modern kitchen is featured with light wood cabinetry and a spacious island. Bar stools are positioned at the island, and appliances include a stainless steel stove and refrigerator. A large window allows natural light to illuminate the space, revealing serene outdoor views.

4.92 out of 5 average rating, 64 reviews

3rd Night Free when you book 2 Nights with us.*

Other holiday rentals with a pool

Camper van/Motorhome in Lakehurst

A campsite area features a dark gray trailer under a gazebo, surrounded by seating options including a blue Adirondack chair and a fire pit. A hammock is positioned nearby, with trees providing a natural backdrop.

4.83 out of 5 average rating, 46 reviews

Pigeon Lake Trailer Rental

4.98 out of 5 average rating, 94 reviews

Stunning 1BR w Pool ~ Free Parking & Self Check-In

Superhost

A rustic cabin exterior is framed by tall trees, featuring a porch with multiple seating areas. Steps lead up to a central door, surrounded by decorative signs and wooden details. Natural textures and greenery enhance the inviting atmosphere of the retreat.

Cottage in Tory Hill

4.82 out of 5 average rating, 65 reviews

Fun countryside retreat on 25 acres with stream

A bright and airy living area showcases a plush white sectional sofa, paired with a modern light fixture above. Large windows invite natural light, while a sleek kitchen with bar seating is visible in the background. The backyard patio is furnished for outdoor gatherings.

5 out of 5 average rating, 62 reviews

Friday Harbour Ground Floor w/ Large Terrance

4.93 out of 5 average rating, 14 reviews

A modern kitchen features sleek appliances, ample counter space, and cabinetry, creating an inviting cooking area. An expansive outdoor pool area is surrounded by lounge chairs, providing a relaxed atmosphere. The marina glows with lights, showcasing boats and waterfront amenities, encapsulating serene evenings by the water.

Flat in Innisfil

1BR Friday Harbour Retreat | Balcony + Pool Access

4.93 out of 5 average rating, 55 reviews

A modern living area features a gray sofa adorned with decorative pillows, accompanied by a glass coffee table and a patterned area rug. Wall shelves display decorative items and potted plants, adding a fresh touch to the muted backdrop.

Flat in Innisfil

Trendy 1 Bdrm w/Pool & Hot Tub View

4.96 out of 5 average rating, 55 reviews

A clear blue pool is surrounded by a paved patio and lush greenery. Comfortable lounge chairs are positioned nearby, and small plants in stone planters adorn the poolside. The area is enclosed by a wooden fence, enhancing privacy.

Flat in Uxbridge

Country 1-bedroom unit

A stylish living area features a soft gray sofa adorned with various decorative pillows in shades of blue. A light wooden coffee table, with a woven basket beneath, is positioned in front. A serene abstract mural in cool tones enhances the calming ambiance.