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Holiday rentals in Bobcaygeon

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Top-rated holiday rentals in Bobcaygeon

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Top guest favourite
Cottage in Trent Lakes
4.99 out of 5 average rating, 151 reviews

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.

Top guest favourite
Home in Nestleton Station
4.99 out of 5 average rating, 166 reviews

Retreat 82

Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

Top guest favourite
A view of the serene waterfront features a docked boat beside a lawn adorned with colorful flowers. Two Adirondack chairs in red and black are positioned invitingly on the well-maintained green grass, offering a relaxing spot to enjoy the surrounding natural beauty.
Loft in Kawartha Lakes
4.99 out of 5 average rating, 227 reviews

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.

Top guest favourite
A handcrafted timber frame cabin is set among trees, featuring natural wood siding and large windows that invite the outdoors in. A welcoming porch is accessed by a wooden staircase, while a covered area to the side provides shelter. The surrounding forest complements the rustic design.
Cabin in Bracebridge
5 out of 5 average rating, 247 reviews

Secluded Lakeside Retreat - Atkins Hideaway

Tucked in the heart of Muskoka, this handcrafted timber frame cabin rests alongside a scenic spring-fed lake, surrounded by 8 acres of private forest. Only 10 minutes from Bracebridge, enjoy serene lake life and natural beauty while remaining close to town amenities, local shops, and eateries. Enjoy private dock relaxation, cozy cabin comforts, and outdoor fires. A Provincial Park Day Pass is included (*security deposit required) for added adventure. Come relax, recharge and reconnect.

Top guest favourite
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.
Guest suite in Kawartha Lakes
4.98 out of 5 average rating, 403 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!

Top guest favourite
A screened sunroom features comfortable seating arrangements with black chairs and a small coffee table on a decorative rug. Soft lighting is strung along the walls, creating a relaxed atmosphere. The surrounding scenery includes trees, visible through the screens.
Guest house in Havelock
4.97 out of 5 average rating, 132 reviews

Cozy Riverside Getaway * No cleaning or pet fees*

Stay beside the North River in our charming guesthouse cabin. Private riverfront to launch canoes or kayaks Public Boat launch across the road. Short drive to several lakes, the Trent Severn, multiple parks, extensive off roading & snowmobiling trails. Single loft with two twin beds that can easily be put together to make a king and a comfy queen size sofa bed on the main floor. Wood stove is the primary heat. Well cared for pets and their responsible owners are welcomed!

Superhost
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.
Cottage in Kawartha Lakes
4.87 out of 5 average rating, 157 reviews

Year-Round Relaxation, a Modern Riverfront Cottage

Welcome to Somerville Lodge, a thoughtfully designed cottage with all the modern amenities you need to make the most of your relaxing getaway In Kawartha Lakes, under 2.5 hours from Toronto, our cottage sits on an acre of land along 350ft of the Burnt River, perfect for swimming, kayaking and paddle boarding. A large deck has space for lounging, or relax in the hot tub. The large living room, dining room and kitchen give plenty of space for any family or group.

Top guest favourite
A view from the casita window showcases a serene lake, framed by trees. Two Adirondack chairs are visible on the grassy area, leading to docks on the water. Sunlight illuminates the scene, creating a peaceful outdoor setting.
Guest house in Kawartha Lakes
4.91 out of 5 average rating, 203 reviews

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.

Guest favourite
An aerial view captures the tiny home surrounded by a vibrant forest, showcasing an array of colorful autumn foliage. The blend of warm orange, yellow, and green hues create a serene landscape, emphasizing the home's secluded placement within the lush trees.
Tiny home in Bobcaygeon
4.87 out of 5 average rating, 224 reviews

52 Acre Tiny Home - Trails, Hot Tub & Snowmobiling

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!

Top guest favourite
The image depicts a rustic cedar log cottage with a spacious deck. A campfire is situated in the foreground, surrounded by log stools. Lush greenery and trees create a private ambiance, complementing the outdoor space for relaxation and social gatherings.
Cottage in Kinmount
4.94 out of 5 average rating, 312 reviews

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!!

Top guest favourite
A charming cabin is surrounded by tall trees, illuminated by soft outdoor lighting. The warm wood exterior features large windows and a wide, welcoming staircase leading to the entrance. Seasonal foliage adds a touch of color to the landscape.
Cabin in Lakefield
4.95 out of 5 average rating, 530 reviews

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

Heritage barn turned zen-den! Our open-concept, loft style, timber-frame cabin has exposed beams, barn board walls, and plenty of windows to enjoy the lake view. Decorated with a beachy boho meets mid-century vibe, it's cozy and airy at the same time! The private deck offers the perfect place to listen to the birds and read a good book. The Nook is on our 1 acre, lakefront property, alongside our home. We hope you love it here as much as we do!

Guest favourite
The tiny home features a modern, triangular roof design with wooden siding. Large windows provide ample natural light, while the porch showcases a small outdoor dining area with a table and chairs. Surrounding greenery enhances the cabin's serene setting.
Tiny home in Reaboro
4.84 out of 5 average rating, 273 reviews

Cederträ Cabin

Cederträ Cabin is a luxurious off grid tiny home, inspired by Scandinavian architecture and carefully designed for a couples getaway. The cabin is tucked away in the woods of the tiny town, Reaboro Ontario and features a wood fired sauna, fire pit, outdoor dinning on the porch and much more! During any season of the year, this cabins surroundings will stun you. It is remote enough for peace but close enough to town for essentials.

Popular amenities for Bobcaygeon holiday rentals

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Quick stats about holiday rentals in Bobcaygeon

  • Total holiday rentals

    Explore 60 holiday rentals in Bobcaygeon

  • Nightly prices starting at

    Bobcaygeon holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 1,250 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Bobcaygeon holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bobcaygeon rentals

  • 4.5 Average rating

    Bobcaygeon stays receive an average rating of 4.5 out of 5 from guests

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