Family-friendly holiday rentals in Wollaston

4.99 out of 5 average rating, 142 reviews

A spacious outdoor seating area features comfortable wicker chairs and a grill, surrounded by soft lighting under a canopy. The two-story home provides large windows that reflect the evening sky, and lush trees frame the property, creating a serene atmosphere.

Cottage in Trent Lakes

Lux-5 Bdrm-Waterfront+Hot Tub+Sauna+Game Rm+SUP's+

Direct waterfront cottage is perfect for multi family getaway. Situated directly on 160 ft of waterfront on Buckhorn Lake with endless fun. Boasting a hot tub, sauna, 30 ft upper deck with glass rail lighting up BLUE at night, beach volleyball, beach area for little ones, master bdrm walkout to deck & breathtaking water views from EVERY bedroom! For the kids and adults alike there is a ping pong table, foosball, pool table, poker table, pac-man arcade, 4 kayaks, 2 SUP, and paddleboat to enjoy!

FamilyIndoor spacesCheckout

4.89 out of 5 average rating, 157 reviews

An aerial view of the cottage reveals its location along the lake's shore, surrounded by lush greenery. A private dock extends into the water, equipped with seating and boats. The two-story cottage features a large deck for outdoor gatherings, offering a peaceful, natural setting.

Cottage in Cardiff

Paradise on Paudash-Southern Exposure

Welcome To Our All Season Family Cottage On Paudash Lake! Our Home Boasts Southern Exposure For All-Day Sun, Private Dock & Beach, New Sauna, Fire Pit & Modern Renovations Throughout Interior! Entertain On The Deck With Sitting Area & Gas BBQ. You'll See Beautiful Sunsets, Fish, Swim, Canoe, Paddle Board & More! Private & Isolated But Only A 5 Min Drive To General Store & LCBO! Ample Parking & Boat Launch Next Door. Short Drive To Bancroft, Eagle’s Nest Lookout, Egan Chute Falls & Silent Lake.

KitchenIndoor spacesTV

A modern kitchen area features sleek cabinetry and a large stone island with multiple high-backed stools. Natural light fills the open space, highlighted by large windows that showcase the view of the waterfront. The design emphasizes clean lines and functionality.

4.99 out of 5 average rating, 101 reviews

4 Bed, 3 Bath, Stunning Bit of Paradise, Hot Tub

"SENSATIONAL 4-season waterfront cottage on Lake Chandos 2 hours NE of Toronto Beachy/Modern oasis with high end luxury finishes. Baths feature heated toilets & flooring. Back-lit Onyx feature wall, games area and 2 Indoor fireplaces. 1 of a kind custom kitchen. W/O from the lower level to the gentle sloped yard & Hot tub for all year round use!. Enjoy a kayak, canoe, SUP or paddle-boat ride in the crystal clear waters. Covered deck overlooking the lake makes a Perfect getaway for any season.

KitchenIndoor spacesAmenities

4.95 out of 5 average rating, 122 reviews

A charming lakefront cottage is surrounded by lush greenery, featuring a large deck with multiple seating areas. Stone steps lead to the patio and garden adorned with flowering plants. Large windows invite natural light into the space, presenting a welcoming outdoor atmosphere.

Cottage in Apsley

Chandos Lake Cottage

Luxury lakefront cottage. Shallow wade-in water near the shore and deep off the large 20x20ft dock. Custom stone steps will take you down to both the dock and the lake. Large outdoor dining options and many areas to sit and relax. Spacious chef's kitchen. Large indoor wood-burning fireplace, outdoor fire pit, and lots of water toys, including 2 kayaks, 1 canoe and a SUP board. There is also a trampoline for the kids! Fully maintained road makes this a perfect winter getaway location in winter!

KitchenIndoor spacesBarbecue

Cottage in Highlands East

A modern kitchen features a pink Smeg refrigerator next to a wooden cabinetry and a white farmhouse sink. Light wood beams accentuate the ceiling, while open shelves display kitchen essentials against a white tiled backsplash. A window allows natural light to fill the space.

4.92 out of 5 average rating, 198 reviews

Kabin Paudash Lake

Our Kabin is a newly renovated, all-season, boutique 4 bedroom cottage (approx. 1,500 sq ft) with many details and features that we are excited to share with you. Located at the water's edge, the Kabin has beautiful south-eastern exposure, overlooking Lake Paudash. Water can be accessed by the gently sloping sandy beachfront or from our brand new dock. Just over 2 hours away from Toronto, but the scenic Hwy 28 makes the time fly by. We just LOVE our place and are certain that you will too!

Indoor spacesFamilyLocation

4.85 out of 5 average rating, 110 reviews

A comfortable seating area is highlighted by a tan leather couch adorned with textured pillows in red and black hues. A rustic wooden coffee table rests on a patterned rug, with framed photographs adorning the dark walls. Large windows provide a view of the outdoors.

Cabin in Harcourt

The Thunderbird Cabin

Kick back and relax in this calm, stylish space. Professionally designed and decorated by HGTV award winning designer. There are three buildings on this property. The garage bunkie which has a king bed and 3 piece bathroom. The main cabin with 3 beds and 2 baths and the boathouse bunkie which features a king size bed and is cantilevered over the lake. The views are breathtaking and deep water off the dock with No weeds and excellent fishing right from the dock. Pickerel, bass, perch, muskies

KitchenIndoor spacesCheck-in

4.95 out of 5 average rating, 104 reviews

A spacious living area features a stone fireplace as the focal point, surrounded by modern furnishings. A large white sectional sofa is complemented by a wooden coffee table, while a flat-screen TV rests on a light wooden stand. Natural light floods in through expansive windows, enhancing the inviting atmosphere.

Cottage in Bancroft

Beautiful Large 5bed 4bath Lakehouse in Bancroft

Welcome to Bancroft Shores Lakehouse, a beautiful waterfront retreat in picturesque Bancroft, just 2.5 hours from Toronto and Ottawa. This spacious 5-bedroom, 3.5-bath home features stunning lake views, a fully equipped kitchen, and ample outdoor space. The open-concept layout is ideal for large groups. The waterfront is great for kayaking and boating; however, the shoreline is weedy with a soft bottom and is not walk-in and not ideal for swimming from the shore. Note: Prices include GST.

FamilyKitchenHospitality

The cottage is surrounded by lush greenery, showcasing a large grassy area. A fire pit is positioned on the lawn with stone seating. The cottage features a deck with sliding doors, providing access to the outdoor space, and a gravel driveway leading to the entrance.

4.98 out of 5 average rating, 165 reviews

Private Cottage Getaway on Chandos Lake

The cottage is centrally located on Chandos Lake, just 2.5 hours from Toronto and 15 minutes away from the quaint town of Apsley. In the summer, dive off the brand new dock into deep water or ease into shallow sandy waters on the custom stone staircase. Perfect for swimmers of all ages and abilities. In the winter, spend a cosy day indoors or enjoy time outdoors. Two cross country ski/snowshoe locales—Kawartha Nordic Ski Club and Silent Lake Provincial Park—are within a half-hour drive.

FamilyKitchenCheck-in

4.99 out of 5 average rating, 126 reviews

The exterior of Carson's Cottage is showcased against a backdrop of vibrant autumn foliage. The contemporary structure features large glass windows and a deck supported by sturdy columns, inviting guests to enjoy the natural surroundings. A propane tank is visible to the side.

Cottage in Gilmour

Luxury Escape on 5 Acres – Hot Tub, Games & Trails

Please review "Additional Rules" under House Rules for Summer Check-In and Check-Out criteria. Welcome to Carson's Cottage, your perfect lakeside retreat! Located on the shores of Lake of Islands, our four-season getaway promises an unforgettable experience. With only 17 other lots on the lake, you'll discover a tranquil haven with breathtaking waterfront views, melodies of nature enchant your senses, and a luxury cottage equipped with everything you need for a truly memorable stay.

KitchenFamilyLocation

4.95 out of 5 average rating, 121 reviews

Cottage in Apsley

The Kawartha Cabin

Our beautiful cottage is situated right at the waters edge. The water is both child friendly being able to walk at the shore line or great for dive in off of the end of the dock. Enjoy sun all day & then enjoy the breathtaking sunsets from the western facing dock. All the water toys! Kayaks, tubes, stand up, paddle board, & Floats to enjoy the crystal clean water. Amenities in the area: LCBO, Home Hardware, Convince store - with some groceries available, Golf, Conservation area.

Indoor spacesKitchenOutdoor spaces

4.98 out of 5 average rating, 105 reviews

A cozy seating area features a comfortable sectional couch adorned with yellow cushions. Large windows dominate the walls, providing a panoramic view of the lush forest and nearby river, allowing natural light to fill the space.

Cottage in L'Amable

Secluded Luxury River Retreat with Sauna

Welcome to Balsam Falls! Our luxury riverside home, nestled on 80 acres of forest, is your haven for connection and creativity. Immerse yourself in nature—canoe, hike, or ski, then cool off in a secluded natural pool at the waterfall's base. Enjoy our custom build wood-fired sauna. With friends and family, share home cooked meals followed by a cozy movie night, or a stargaze at the firepit. Experience this slice of paradise in our Canadian summers or explore a winter wonderland.

FamilyKitchenTV

4.93 out of 5 average rating, 200 reviews

The lake house is set against a backdrop of lush greenery, featuring large glass windows that allow natural light to flood the interior. A wraparound deck offers outdoor seating and a hammock, blending harmoniously with the serene landscape and lake front.

Cottage in Gilmour

Gorgeous Cottage Vacation all year/Lake of Islands

Welcome to our beautiful spacious 1,800 square feet lake house on 3.28 acres of mostly trees. Very private with majestic views and 400 feet of waterfront on Lake of Islands. Perfect for families! Great fishing, kayaking, canoeing, paddle boating, paddle boarding, hiking. Three bedrooms, loft, bunkie, 2 bathrooms, wood-burning stove. Games room with billiards, table tennis, and darts. Open concept 2 storey Living room. Access to 125-acre woodlot for hiking and walking.

FamilyIndoor spacesLayout

Popular amenities for Wollaston family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 167 reviews

A spacious cottage is set against a backdrop of lush greenery, featuring large windows that invite natural light. A well-maintained lawn extends in front, complemented by a variety of seating options on a deck that offers a serene outdoor space for relaxation.

Cottage in CARL

Relaxing Cottage Getaway, on Beautiful Fraser Lake

Indoor spacesFamilyHot tub

Superhost

A geodesic dome structure is illuminated at dusk, featuring large windows that provide views of the wooded surroundings. A wooden deck extends from the entryway, leading into a peaceful natural setting.

Dome in North Frontenac

4.75 out of 5 average rating, 104 reviews

The Nest at Bellevue

KitchenIndoor spacesDecor

4.97 out of 5 average rating, 144 reviews

A modern cabin is nestled among tall trees, showcasing large floor-to-ceiling windows that invite natural light. A spacious covered porch, framed by lush greenery, features outdoor seating. The grassy area surrounding the cabin adds to the serene atmosphere of the wooded retreat.

Home in Eagle Lake

HyggeHaus—sleek snuggly secluded apres-ski cabin

KitchenFamilyHot tub

4.98 out of 5 average rating, 101 reviews

The exterior of the cottage is presented, featuring a large deck with ample outdoor seating. Below, a fire pit area surrounded by red chairs is visible, along with stone pathways leading through the lush greenery. Large windows reflect the natural surroundings.

Home in Barry's Bay

LUX Lakefront: 6 Bedrooms, 12 Guests, w/Hot Tub

KitchenIndoor spacesView

4.93 out of 5 average rating, 171 reviews

A serene dock extends over a calm lake, featuring two lounge chairs positioned for relaxation. The surface of the water reflects soft morning light, while lush greenery frames the background, creating a tranquil environment perfect for unwinding.

Cottage in Bancroft

Cozy Coe Lake Cottage | Hot Tub · Wood Fireplace

Indoor spacesFamilyBeach

4.99 out of 5 average rating, 137 reviews

A wooden dock extends into the lake, featuring three comfortable adirondack chairs facing the water. The cottage, surrounded by trees, glows warmly in the evening light, with a spacious deck and lush greenery enhancing the peaceful lakeside setting.

Cabin in Haliburton

LakeKabin: Lakefront, Sauna, HotTub, Arcade, Kayak

KitchenFamilyParking

4.98 out of 5 average rating, 158 reviews

An aerial view captures the charming cottage nestled among lush greenery. The property is surrounded by trees, with a glimpse of the clear water lake visible in the background, creating a tranquil natural setting.

Cottage in Tory Hill

Highland Bliss Gorgeous Lakefront Cottage& Hot Tub

FamilyKitchenAccess

4.97 out of 5 average rating, 308 reviews

Dome in MONT

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

KitchenIndoor spacesDecor

Family- and pet-friendly home rentals

Home in Prince Edward County

The charming exterior of a converted church is presented, showcasing a striking red brick facade and a steeply pitched roof. Tall trees and lush greenery surround the building, adding to the serene setting. A welcoming entrance with a dark door and steps leads to the front.

4.97 out of 5 average rating, 310 reviews

The Prince Edward County Church, A Unique Escape

Indoor spacesKitchenDecor

Home in Monteagle, Ontario.

A spacious bedroom features a large bed with soft bedding and decorative pillows. A colorful floral artwork adorns the wall above the bed, while large windows provide a serene view of the snowy landscape outside.

4.97 out of 5 average rating, 190 reviews

Rose Door Cottage

Indoor spacesKitchenView

Cottage in Highland Grove

A spacious deck overlooks Baptiste Lake, featuring four chairs in turquoise and crimson. Trees with autumn foliage frame the view, and sunlight casts soft shadows on the wooden surface. The tranquil lake reflects the surrounding landscape under a clear blue sky.

4.95 out of 5 average rating, 235 reviews

Peaceful Retreat on Baptiste Lake

FamilyKitchenPool

A wooden dock extends into Gold Lake, featuring four red Adirondack chairs arranged for lakefront relaxation. The shoreline is lined with trees, and a cozy cottage is visible in the background, adding to the serene lakeside setting.

4.94 out of 5 average rating, 175 reviews

Secluded Cabin Getaway w/ Lakeside Sauna

Indoor spacesKitchenBathroom

A covered deck is furnished with a round table and six cushioned chairs. A large umbrella provides shade, and a barbecue grill is positioned nearby. The view includes trees and the lake in the background, with a Canadian flag visible among the greenery.

4.9 out of 5 average rating, 228 reviews

Winterized Lakefront Cottage on Chandos Lake

KitchenFamilyCondition

Superhost

A spacious deck surrounds the exterior of a white country house, offering a sheltered area for outdoor activities. The property is bordered by a gentle creek, with lush greenery framing the scene. A wooden dock extends into the water, providing access for recreational use.

Villa in North Kawartha

4.85 out of 5 average rating, 102 reviews

Serenity Creek - Luxury Country House

Indoor spacesFamilyCheck-in

4.94 out of 5 average rating, 54 reviews

A wooden dock extends over calm water, surrounded by lush greenery. Colorful lawn chairs are positioned on the dock, alongside a parasol and floating devices. Soft clouds reflect in the tranquil lake, creating a serene atmosphere for relaxing or enjoying outdoor activities.

Cabin in Coe Hill

Relaxing 2 bedroom cottage w/ sauna and fireplace!

FamilyIndoor spacesDecor

4.98 out of 5 average rating, 95 reviews

A serene lake scene showcases mist rising gently from the water, with soft reflections of trees and sunlight visible on the surface. In the distance, a figure can be seen kayaking through the fog, adding a sense of calm to the tranquil setting.

Cottage in Coe Hill

Spectacular 4 season cottage on Finnegan Lake!

Indoor spacesFamilyHospitality

Family-friendly home rentals with a pool

Apartment 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, 231 reviews

Belmont Lake Getaway

FamilyKitchenAmenities

Superhost

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

4.89 out of 5 average rating, 168 reviews

Waterfront Cottage with Pool & Hot Tub.

Indoor spacesFamilyOutdoor spaces

Bungalow in Prince Edward

A large outdoor pool is visible, featuring a vibrant pink float shaped like a flamingo. Comfortable loungers with striped cushions are placed nearby, and a circular canopy lounge with bright pillows can be seen in the background, surrounded by lush greenery and trees.

4.97 out of 5 average rating, 134 reviews

Beautiful Relaxing Getaway With Sauna&Private Pool

FamilyKitchenAir conditioning

4.85 out of 5 average rating, 104 reviews

The dome structure features a geometric design with large transparent panels, nestled among lush trees. The outdoor deck has red Muskoka chairs and a BBQ grill, with a vibrant umbrella providing shade. A cozy atmosphere is created by the surrounding nature and wooden decking.

Dome in Ompah

Ravine Dome overlooking the Mississippi River

Indoor spacesKitchenGetting around

4.95 out of 5 average rating, 107 reviews

A bright and inviting living area features a yellow accent chair paired with a patterned throw pillow. A round area rug anchors the space, while a wooden side table and a glass-front cabinet add warmth. A large artwork adorns the wall opposite a dining area.

Home in Prince Edward

Design-Forward Luxury Retreat w/ Pool + Hot Tub

Indoor spacesFamilyView

4.94 out of 5 average rating, 153 reviews

An indoor heated pool is featured, surrounded by wooden paneling and large windows that provide natural light. A comfortable seating area is positioned nearby, along with exercise equipment visible in the background. The clean water reflects the light, enhancing the serene ambiance.

Cottage in Baysville

Muskoka Forest Chalet with a Private Indoor Pool

KitchenFamilyNearby

4.91 out of 5 average rating, 124 reviews

Cottage in Bailieboro

Majestic Lake Haven ~ Heated Pool~Hot Tub~ Fishing

Indoor spacesFamilyCheck-in