Family-friendly holiday rentals in Bobcaygeon

4.99 out of 5 average rating, 143 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!

FamilyKitchenNearby

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, 203 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.

KitchenFamilyCheckout

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.

KitchenIndoor spacesAccess

4.86 out of 5 average rating, 113 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

Indoor spacesKitchenAccuracy

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, 149 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.

Indoor spacesKitchenQuiet

4.99 out of 5 average rating, 234 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.

FamilyIndoor spacesBiking

4.8 out of 5 average rating, 180 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 📸.

FamilyIndoor spacesDecor

4.97 out of 5 average rating, 174 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.

KitchenFamilyTV

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, 272 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

FamilyIndoor spacesCheckout

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.

FamilyKitchenWi-Fi

4.96 out of 5 average rating, 336 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 spacesWi-Fi

4.9 out of 5 average rating, 279 reviews

Cottage in Eagle Lake

Luxary Lake Escape | Hot Tub, Sauna & Lake Front

✨ Luxury Eagle Lake Spa Retreat ✨ Experience the "wow" factor 10 mins from Haliburton! 🌲 This designer cottage features a private natural waterfront with shallow, clean water— perfect for swimming. The Highlights: Wellness: Private Hot Tub & Sauna Water: Kayaks, Canoes, Pedal Boat & Life Jackets Outdoors: Large Fire Pit, BBQ & Trekking Trails Included: All Linens, Towels & Coffee Station Essentials: Wi-Fi, Washer/Dryer, TV & Sleds

FamilyIndoor spacesHeating

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

4.88 out of 5 average rating, 269 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

FamilyIndoor spacesAir conditioning

4.92 out of 5 average rating, 108 reviews

Cottage in Cameron

Lakefront Cottage | 2 BR, Hot Tub, Fire Pit

Indoor spacesFamilyCheck-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

KitchenFamilyHot tub

4.97 out of 5 average rating, 155 reviews

Home in Trent Lakes

Luxury 5000sqft+ Waterfront Cottage: Sauna Hot Tub

Indoor spacesKitchenHiking

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 spacesAccess

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!

KitchenIndoor spacesGetting around

4.92 out of 5 average rating, 311 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

FamilyKitchenAir conditioning

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

KitchenFamilyPool

4.97 out of 5 average rating, 229 reviews

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 278 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

Indoor spacesFamilySleep quality

4.94 out of 5 average rating, 326 reviews

Cottage in Kinmount

Secluded Cottage on a Private Lake

KitchenIndoor spacesDecor

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!

FamilyKitchenAccuracy

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

FamilyIndoor spacesCheckout

4.89 out of 5 average rating, 250 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 spacesOutdoor spaces

4.83 out of 5 average rating, 103 reviews

A cottage is nestled along the waterfront, featuring a green covered boat dock extending into the lake. Lush trees frame the property, and a cozy outdoor seating area on the shore invites relaxation. The inviting cottage has large windows, enhancing views of the tranquil water.

Cottage in Lakefield

Waterfront, cottage private dock/kayak/family fun

KitchenFamilySleep quality

4.95 out of 5 average rating, 123 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

KitchenIndoor spacesLong stay

4.9 out of 5 average rating, 156 reviews

Cottage in Keene

Lakefront ⛱ Family Resort | Boat | Deck | Pet

KitchenFamilyPets

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 161 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

Indoor spacesFamilyValue

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 spacesOutdoor spaces

4.97 out of 5 average rating, 503 reviews

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

FamilyKitchenPool

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

KitchenFamilyBreakfast

4.98 out of 5 average rating, 418 reviews

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!

Indoor spacesFamilyQuiet

4.94 out of 5 average rating, 178 reviews

4.94 out of 5 average rating, 156 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

FamilyIndoor spacesHospitality

4.97 out of 5 average rating, 313 reviews

Dome in MONT

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

KitchenFamilyBarbecue