Family-friendly holiday rentals in Bobcaygeon

4.99 out of 5 average rating, 144 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!

KitchenFamilyAccess

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, 207 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.

Indoor spacesKitchenRiver

4.99 out of 5 average rating, 174 reviews

Cottage in Trent Lakes

Panoramic Lake Views Inside & Out, Cozy & Relaxing

Enjoy panoramic views of Lower Buckhorn Lake with the family! Relax perched in the hot tub atop the rocks of the Canadian Shield, nestled among the tall pines. This newly updated waterfront cottage features 3 bedrooms & an open concept living space. Over 280 feet of waterfront for you to enjoy the sunrise & sunsets & fish off the dock! Get cozy on the couch, play games, or watch movies. Take a stroll around the island. Hi speed Wi-fi to work or play. 6 minutes to town, less than 2 hrs from GTA.

Indoor spacesFamilyAmenities

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.

4.87 out of 5 average rating, 150 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.

KitchenIndoor spacesWalkability

5.0 out of 5 average rating, 117 reviews

The exterior of a charming country home features a combination of log cabin and traditional siding. A well-maintained garden with various green plants and flowers surrounds the entrance. A spacious porch with seating is visible, complemented by trees providing shade.

Farm stay in Warsaw

Stone Post Meadows

Come relax in our quiet country home, part log cabin, built in 1860. You’ll have everything you need for a comfortable getaway! Enjoy your own space with a separate entrance, kitchenette, and bathroom. Relax by the fireplace. Play a board game, read a book, or cast a show from your own streaming device. During the day take a walk around the 3-acre property, interact with the alpacas, goats & pigs through the fence, relax on the porch, & sit by your private firepit under a sky full of stars.

KitchenFamilyHospitality

4.99 out of 5 average rating, 235 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.

Indoor spacesFamilyCheckout

Superhost

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 📸.

KitchenFamilyPool

4.8 out of 5 average rating, 180 reviews

4.97 out of 5 average rating, 175 reviews

Cottage in Lakefield

Waterfront Cottage | Beach, Canoe, Kayaks & SUPs

Escape to total privacy on Buckhorn Lake, under 2 hours from the GTA. The Lazy Bear is a secluded, family-first retreat featuring 90ft of private shoreline with rare, shallow-step entry—perfect for kids. Relax in our bug-free sunroom, explore the lake with provided paddleboards, kayaks, and a 4-person canoe, or cozy up by the wood-burning fireplace. With central AC, high-speed Wi-Fi, and a 7-minute drive to groceries, it’s the perfect blend of rugged beauty and modern convenience.

KitchenFamilyView

4.9 out of 5 average rating, 235 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.

FamilyIndoor spacesParks

4.96 out of 5 average rating, 337 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.

KitchenIndoor spacesLong stay

4.86 out of 5 average rating, 271 reviews

An aerial view showcases a tiny home nestled amidst vibrant autumn foliage. Brilliant orange and yellow leaves contrast against the home’s sleek black roof and white exterior. A gravel path leads to the entrance, surrounded by a spacious, wooded area in a serene setting.

Tiny home in Bobcaygeon

52 Acre Tiny Home - Trails, Hot Tub & Firepit

Welcome to our charming tiny home, your personal retreat nestled within a 52-acre forested property! This secluded sanctuary offers a unique blend of adventure, tranquility, and cozy comfort. Perfect for couples or solo travelers, our property is a gem waiting to be discovered. Enjoy wildlife spotting, private hiking, 4x4ing and snowmobiling trails. Step outside to your private patio or hot tub. Experience minimalist living without compromising comfort!

FamilyKitchenValue

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!!

Indoor spacesKitchenHeating

Popular amenities for Bobcaygeon family-friendly rentals

Kitchen

Wi-Fi

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, 179 reviews

Year-Round Relaxation, a Modern Riverfront Cottage

FamilyIndoor spacesCheck-in

4.99 out of 5 average rating, 135 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

Indoor spacesFamilyCheckout

4.96 out of 5 average rating, 562 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!

Indoor spacesFamilyComfort

Superhost

Cottage in Eagle Lake

Serenity on the Lake | Hot Tub, Sauna & Waterfront

KitchenIndoor spacesSleep quality

4.91 out of 5 average rating, 280 reviews

4.92 out of 5 average rating, 109 reviews

Cottage in Cameron

Lakefront Cottage | 2 BR, Hot Tub, Fire Pit

FamilyKitchenAir conditioning

4.97 out of 5 average rating, 149 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

Indoor spacesFamilyComfort

Cottage in Highlands East

An aerial view of the cottage nestled among tall green trees along the shoreline, with a private dock extending into the calm lake. A single kayak is visible on the water, highlighting the serene natural surroundings.

Lake Cabin: Private, 6BR, HotTub, Sauna, GameRoom

FamilyIndoor spacesBackyard

4.97 out of 5 average rating, 231 reviews

4.9 out of 5 average rating, 124 reviews

Cabin in Minden

Lakefront Cabin | Hot Tub + Dock | Private Escape

KitchenIndoor spacesWi-Fi

Family- and pet-friendly home rentals

A waterfront view of the cozy cottage is presented, featuring a wooden dock in the foreground. The cottage, surrounded by lush greenery, has a spacious deck with seating. A fire pit area is visible on the lawn, enhancing the outdoor space.

4.97 out of 5 average rating, 145 reviews

Kawartha Lakeside Haven

Indoor spacesFamilyNearby

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

Indoor spacesKitchenParking

4.95 out of 5 average rating, 277 reviews

4.94 out of 5 average rating, 119 reviews

Home in Kawartha Lakes

Dock on the Bay | Waterfront Cottage on Sturgeon

KitchenIndoor spacesView

4.89 out of 5 average rating, 251 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

FamilyIndoor spacesLocation

4.85 out of 5 average rating, 114 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

Indoor spacesKitchenComfort

Superhost

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.

Indoor spacesKitchenComfort

4.83 out of 5 average rating, 224 reviews

4.9 out of 5 average rating, 120 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!

Indoor spacesKitchenLaundry

4.95 out of 5 average rating, 124 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

FamilyIndoor spacesAccess

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

FamilyIndoor spacesHospitality

4.97 out of 5 average rating, 507 reviews

4.9 out of 5 average rating, 156 reviews

Cottage in Keene

Lakefront ⛱ Family Resort | Boat | Deck | Pet

Indoor spacesKitchenOutdoor spaces

4.94 out of 5 average rating, 277 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

KitchenFamilyBackyard

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

KitchenIndoor spacesPool

4.98 out of 5 average rating, 418 reviews

4.97 out of 5 average rating, 316 reviews

Dome in MONT

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

FamilyIndoor spacesAmenities

4.94 out of 5 average rating, 158 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

KitchenIndoor spacesHeating

4.98 out of 5 average rating, 567 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)

KitchenFamilyRiver