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Vacation rentals in Bobcaygeon

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Top-rated vacation rentals in Bobcaygeon

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Top guest favorite
Cottage in Trent Lakes
4.99 out of 5 average rating, 144 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 favorite
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 favorite
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, 233 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.

Guest favorite
The exterior of the log cabin is showcased during twilight, highlighting a modern hot tub on a gravel patio. Warm lighting illuminates the structure, revealing the rustic wood texture and natural surroundings, creating a serene outdoor space perfect for relaxation.
Cabin in Reaboro
4.87 out of 5 average rating, 361 reviews

Cedar Springs Cabin - A Cozy Hideaway in the Woods

Tucked away between the hills of Reaboro Ontario, this 175+ year old pioneer log cabin has been brought back to life with the comfort of all new modern amenities, while still keeping the rich historic character of its past. The cabin homestead was crafted in 1847, before Canada was a country. With your significant other, family or friends, come cozy up to the fire, soak in the hot tub and enjoy swimming in the spring fed pond. Board games and movies are provided for your entertainment.

Top guest favorite
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.
Guesthouse in Havelock
4.97 out of 5 average rating, 118 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!

Top guest favorite
Yurt in Irondale
4.99 out of 5 average rating, 415 reviews

Tall Pines Nature Retreats ~ L’Orange

Reconnect with nature at Tall Pines Nature Retreats, where a luxurious hand-painted yurt with an indoor soaker tub offers comfort and calm in a forest sanctuary on a boutique horticultural farm. Stargaze by the fire, unwind beneath intricate ceiling art, or explore a magical riverside. Paddle, swim, or float with seasonal use of canoe, kayak, SUPs, or snowshoes. This is a registered agri-tourism farm offering a nature and wellness retreat—not a typical short-term rental.

Top guest favorite
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 Kawartha Lakes
4.91 out of 5 average rating, 201 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.

Top guest favorite
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
4.97 out of 5 average rating, 269 reviews

Pretty Stoney Lake Cabin Suite New rates Nov/ Dec

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.

Guest favorite
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
4.88 out of 5 average rating, 205 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 trails, 4x4ing and snowmobiling. Step outside to your private patio or hot tub. Experience minimalist living without compromising comfort!

Guest favorite
A secluded treehouse is nestled among tall trees, showcasing a modern design featuring large windows and a sloped roof. The structure is elevated, supported by solid timber, and surrounded by fallen leaves, highlighting the natural beauty of the forested setting.
Treehouse in Dorset
4.96 out of 5 average rating, 273 reviews

Raven's Roost- private luxury treehouse with sauna

Unplug your tech and let the sights and sounds of the forest be your muse. Treat your body to the healing powers of a eucalyptus sauna. Cool down in the outdoor shower, stargaze, crack a book, play some Scrabble, colour or write. Sing with the wolves, skate through the forest, canoe, climb, swim, ski or snowmobile from your door to the OFSC trail. The quaint town of Dorset is in the center of one if Canada's most impressive landscapes. Escape. Exhale.

Top guest favorite
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
4.95 out of 5 average rating, 519 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!

Top guest favorite
A modern kitchen area features a central island with bar seating, complemented by a built-in oven and sleek cabinetry. A cozy seating area is visible with a light-colored sofa, while French doors open to a view of the outdoors, enhancing natural light in the space.
Loft in Trent Lakes
4.98 out of 5 average rating, 126 reviews

Quaint Country Loft Apartment/Edge of Bobcaygeon

Here you will have the best of both worlds. You can enjoy this 700 Sq ft newly built, modern loft apartment on a quiet country lot and within a few minute drive, you will be surrounded by water in the quaint town of Bobcaygeon. Bobcaygeon has a lovely variety of shops and restaurants including one of the largest shoe stores in Canada. For winter lovers, we are adjacent to Trail 400 of the Twin Mountains Snowmobile Club.

Popular amenities for Bobcaygeon vacation rentals

When is the best time to visit Bobcaygeon?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$18,408 GYDG$18,199 GYDG$22,592 GYDG$18,408 GYDG$21,546 GYDG$22,801 GYDG$22,592 GYDG$26,775 GYDG$20,082 GYDG$18,617 GYDG$16,944 GYDG$18,826 GYD
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Quick stats about vacation rentals in Bobcaygeon

  • Total vacation rentals

    Explore 60 vacation rentals in Bobcaygeon

  • Nightly prices starting at

    Bobcaygeon vacation rentals start at G$12,551 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Bobcaygeon vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Bobcaygeon rentals

  • 4.6 Average rating

    Bobcaygeon stays receive an average rating of 4.6 out of 5 from guests

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