Family-friendly holiday rentals in Bobcaygeon

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!

A wooden dock extends into a calm lake, reflecting fluffy white clouds and blue skies. Lush greenery is visible along the shoreline, creating a serene natural backdrop.

4.93 out of 5 average rating, 201 reviews

Ke's Rustic Retreat in Kawartha Lakes

WELCOME TO KE’S PLACE! This ALL SEASONS rustic, private, 4 season, lakefront cottage on Pigeon Lake features 3 bedrooms, 3 full/double sized beds, large bright living room with sleeper sectional, newly renovated kitchen, two large decks, private dock, indoor fireplace, enclosed patio room, outdoor fire pit, and large yard for games and more. Located approximately 1.5 hours from Toronto, this cottage is the perfect place for families and friends to escape the hustle and bustle, relax and unwind.

A wooden dock extends over the calm water, adorned with two red Adirondack chairs facing the lake. A grassy area is visible with seating and a tree providing shade. The cottage can be seen in the background under a clear blue sky, enhancing the outdoor setting.

4.86 out of 5 average rating, 148 reviews

Little Blue Lakefront Cottage on Sturgeon Lake!!

Beautiful waterfront cottage on Sturgeon Lake. Super spacious feel w/ 2 BR to sleep up to 5.Gourmet kitchen w/ high end appl, large dining table sits 6. Relax & BBQ on comfortable deck w/ beautiful lake views and table to seat 6. Enjoy the fire-pit on the Muskoka Chairs. Important Note: Dock is usually ready for first week of May every year. Could be earlier depending on the weather. Also the City of Kawartha Lakes has a NO BONFIRE ban during April each year. So please do not do a BONFIRE.

4.88 out of 5 average rating, 264 reviews

An aerial view captures a two-story cabin surrounded by vibrant autumn foliage. The landscape is adorned with various shades of orange, yellow, and green, showcasing the natural beauty of the wooded area. The winding path leading to the cabin is lined with scattered rocks and red outdoor chairs.

Home in Bobcaygeon

52 Acre Luxury Cabin - Hot Tub, Firepit & Trails

Our 2-bedroom cabin is the ultimate getaway for relaxation or embarking on new adventures. Situated within a serene 52-acre wooded property, our cabin offers exclusive access to 2 kilometers of private trails that connect to the Twin Lakes snowmobile trails. On our outdoor patio, you'll find a year-round hot tub, BBQ, and fire pit, all overlooking a tranquil seasonal creek. Despite its secluded location, we are a mere 10-minute drive from the charming boutiques and restaurants of Bobcaygeon.

4.99 out of 5 average rating, 231 reviews

Loft in Kawartha Lakes

The Lakeland Loft/A quiet getaway/near Bobcaygeon

The Lakeland Loft is situated on a peaceful one acre property with over 200 feet of shore line and surrounded by forest and walking trails. This property is minutes from the Bobcaygeon Lock by road or boat. The loft is located on the second story of a self contained building and has a private entrance. The Loft has been totally renovated for use by guests and has everything you will need for a comfortable stay. There is a dock for guest use. A public boat launch is about 5 minutes away.

4.8 out of 5 average rating, 178 reviews

The cottage is nestled among trees, with a spacious wooden deck featuring red Adirondack chairs and a dining area. A set of stairs leads down to the grassy yard, which includes canoes and kayaks stored nearby, enhancing the serene outdoor setting.

Cottage in Bobcaygeon

The W Cottage: Pet & Kid-Friendly with Sauna!

If cozy and private are what you're after, you've found your place! Escape to 125 ft of private shoreline on a quiet bay 🌊- perfect for morning coffee on the deck ☕, sunset drinks on the dock 🌅, and relaxing in the wood-fired sauna by the water 🔥. Inside, vintage hardwood floors and cozy cottage charm await 🛋️. Kids will love the rustic 3-season bunkie (sleeps six- glamping style!) 🏕️. Peace, nature, and comfort wrapped in one unforgettable stay 🌲✨. We're on IG, thewcottages 📸.

4.92 out of 5 average rating, 108 reviews

Cottage in Cameron

Lakefront Cottage | 2 BR, Hot Tub, Fire Pit

Welcome to your private Kawartha Lakehouse retreat! This spacious home is the perfect luxury escape for couples, small families, or friends who want extra room to spread out and relax. Enjoy the comfort of a full-size lakehouse with only 2 bedrooms, giving you both privacy and space on the tranquil lakeside. Whether you’re planning a romantic getaway, a family trip with kids, or a work-from-the-lake escape, our home offers a cozy setup with the space and privacy of a full lakehouse.

4.94 out of 5 average rating, 275 reviews

A spacious grassy lot features six outdoor chairs arranged in front of a large deck. Sunlight filters through the trees, illuminating the cottage in the background. The deck is elevated, overlooking the yard, providing a serene space for relaxation.

Home in Selwyn

Gorgeous Pigeon Lake 4 season cottage

Very clean bright, newly renovated 3 BR cottage on Pigeon Lake, situated in Gannons Narrows, 90 min from TO. Very private and large, level grassy lot, great for kids.Great beds, premium kitchen, gas fireplace, paddle boat, canoe, large dock with boat ramp next door at the marina, wading for kids. Swimming, fishing, biking, hiking, 8 golf courses, fire pit with amazing sunsets, available for Christmas, New Year's & summer holidays. July- Aug there is a 7 night min stay, Fri to Fri.

A cozy log cottage is showcased with a welcoming red door and matching seating on the porch. A canoe rests on the grass, surrounded by greenery. Colorful trees in autumn hues frame the cabin, contributing to the tranquil outdoor setting.

4.9 out of 5 average rating, 269 reviews

Cabin on the Creek (4 season)

Escape the hustle and bustle to this cozy log cottage on a quiet creek, short trip from the city only 1.5hrs away from Toronto. The property gets disinfected after each stay! Four spacious bedrooms! Backyard which includes a large deck also has a private dock to relax on or to take the canoe out on the creek. The creek opens up to Sturgeon Lake! Also, a boat launch just 7 houses down at the entry of the street! 15 minutes from Lindsay and 12 minutes from Bobcaygeon

4.9 out of 5 average rating, 233 reviews

A bright sleeping area features a light-colored bed and soft linens, with two large windows allowing natural light to illuminate the space. A ceiling fan provides airflow, and a small area rug adds comfort to the wood floor. An outdoor view is visible through the door.

Guesthouse in Bobcaygeon

Moon House Bobcaygeon

Enjoy the lake at this peaceful and centrally located casita (little house). Surrounded by trees and right on the water, this casita is perfect for a romantic weekend get away for two, or with a baby. Located only 20 minutes walking distance from downtown Bobcaygeon, it offers the perfect combination of nature, dining out and shopping. Our casita is new and has a kitchen to prepare small meals. Enjoy our beautiful outside area with a bbq and the day by the lake.

4.96 out of 5 average rating, 332 reviews

A rustic log cabin is framed by colorful autumn foliage, showcasing a steeply pitched roof and distinct gabled windows. A stone walkway leads to the entrance, while scattered leaves cover the ground, enhancing the natural surroundings.

Guest suite in Lakefield

Pretty Stoney Lake Cabin Suite

Guests have their own cozy studio apartment, which is private and located on the ground floor with their own entrance. It does Not include the entire cabin. Has a kitchenette with BBQ outside. The Log Cabin is directly across from the Petroglyphs Provincial Park (May-Oct); however, you can hike all year long, even with the gates closed, and also down the road to Stoney Lake with full access to a public beach (May-Oct). Perfect getaway any time of the year.

4.94 out of 5 average rating, 326 reviews

Cottage in Kinmount

Secluded Cottage on a Private Lake

2 bedroom cedar log cottage on over 300 beautiful acres. Very private. Many walking trails to explore and enjoy. Lovely deck on the cottage and a great dock at the lake. Canoe, pedal boat, and swimming raft. All just a 2 hour drive from Toronto. We have another property at the opposite end of the private lake - all of the same wonderful outdoor activities but this time based out of a stunning log house. Check it out under other Kinmount listings!!

Popular amenities for Bobcaygeon family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious living room features a high wooden ceiling with a ceiling fan and large windows allowing natural light to fill the space. Comfortable seating is arranged around a central coffee table, complemented by a wood stove. Books and games are displayed on a nearby shelf.

4.87 out of 5 average rating, 178 reviews

Year-Round Relaxation, a Modern Riverfront Cottage

4.99 out of 5 average rating, 172 reviews

Cottage in Trent Lakes

Panoramic Lake Views Inside & Out, Cozy & Relaxing

4.96 out of 5 average rating, 560 reviews

The exterior of a timber-frame cabin is framed by tall evergreen trees. A large window reflects the surrounding foliage, and warm lights are strung along the wooden facade. The design showcases a blend of natural materials and architectural lines.

Cabin in Lakefield

The Nook, Peaceful Retreat: Lake+Hot Tub+ Sauna!

4.97 out of 5 average rating, 153 reviews

Home in Trent Lakes

Luxury 5000sqft+ Waterfront Cottage: Sauna Hot Tub

4.99 out of 5 average rating, 134 reviews

The cottage is perched high among trees, illuminated by warm lights at twilight. A waterfront deck is visible below, extending over Moore Lake, with soft reflections on the water. The moon casts a gentle glow over the serene landscape.

Cottage in Minden

Kabin Tapoke | Wild Kabin | Hot tub-Sauna-Sunsets

4.92 out of 5 average rating, 306 reviews

The property features a spacious lawn bordered by trees, with a rustic cottage visible in the background. A 500 sq ft dock extends into the lake, equipped with seating. A fire pit area is set up on the grassy shoreline, inviting relaxation and outdoor gatherings.

Cottage in Minden

Lakefront Cottage Getaway | Hot Tub · Dog Friendly

4.8 out of 5 average rating, 146 reviews

A spacious hot tub is positioned on a wooden deck, overlooking a serene waterway surrounded by trees. Two guests are seen enjoying the warm water, with soft ambient lights creating a calming atmosphere. In the foreground, a gas grill awaits use.

Cottage in Bobcaygeon

Cozy and Tranquil Kawartha's Hidden Gem - 4 Season

4.95 out of 5 average rating, 156 reviews

A modern living room features a large sectional sofa with assorted cushions, a sleek coffee table, and a decorative vase with flowers. Floor-to-ceiling windows provide ample natural light and a view of the forest outside. A stone fireplace and a mounted TV complete the inviting space.

Cottage in Dysart et al

Deers Haven Cottage in Haliburton 4bedrm 3bathrm

Family- and pet-friendly home rentals

4.86 out of 5 average rating, 111 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

4.98 out of 5 average rating, 173 reviews

Cottage in Lakefield

Waterfront Cottage | Beach, Canoe, Kayaks & SUPs

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

4.9 out of 5 average rating, 119 reviews

A warm and inviting living area features wooden walls with large windows offering ample natural light. A spacious couch and two armchairs surround a glass coffee table on a soft area rug. A dining table is visible in the background, illuminated by natural light.

Home in Buckhorn

Lakefront Log Home-Reach Out for Special Deals!

Luxe

A welcoming living space features a warm wooden ceiling and large glass windows, inviting natural light. A modern fireplace offers warmth, while sleek furniture, including a leather sofa and wooden chairs, creates a cozy atmosphere. A circular coffee table is placed at the center.

Home in Kawartha Lakes

nortehaus - Nordic and Japanese inspired escape

4.95 out of 5 average rating, 271 reviews

4.83 out of 5 average rating, 222 reviews

The exterior of the villa is captured, showcasing a spacious driveway lined with several parked vehicles. A well-maintained garden features vibrant flower beds and neatly trimmed shrubs. The building's elegant stone façade is complemented by large front windows, with trees visible in the background.

Home in Kawartha Lakes

Luxurious Waterfront Vacation Villa Kolenchery.

4.84 out of 5 average rating, 103 reviews

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

Serenity Creek - Luxury Country House

4.89 out of 5 average rating, 247 reviews

A circular seating area is formed by four yellow Adirondack chairs positioned around a stone fire pit. In the background, a sandy beach leads to a wooden dock extending into the calm waters of Balsam Lake, with additional seating visible at the end of the dock.

Cottage in Kirkfield

Balsam Lake fully renovated 4BR 2BA modern cottage

Family-friendly home rentals with a pool

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.

Four season glamping dome under the stars

4.97 out of 5 average rating, 499 reviews

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

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.

Hidden Acres - a Stay and Play Retreat!

4.94 out of 5 average rating, 175 reviews

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.

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

4.98 out of 5 average rating, 415 reviews

4.91 out of 5 average rating, 124 reviews

Cottage in Bailieboro

Majestic Lake Haven ~ Heated Pool~Hot Tub~ Fishing

4.98 out of 5 average rating, 565 reviews

A tree house is nestled among tall trees, featuring a wooden structure with a balcony and staircase. Soft sunlight filters through the branches, highlighting the natural wood finish and the serene forest surroundings.

Treehouse in Port Perry

Treehouse on private, isolated forest (300 acres)

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.

Belmont Lake Getaway

4.94 out of 5 average rating, 231 reviews