Holiday rentals in Bailieboro

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Top-rated holiday rentals in Bailieboro

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Chalet in Peterborough
4.96 out of 5 average rating, 105 reviews

Stunning Waterfront Chalet

Stunning Waterfront Chalet. Excellent for releasing the stresses of everyday life. Put your feet up on the deck or dock and relax your body in the hot tub. For the extra hot days the water is refreshing and weed free. The cottage has two A/C units to keep you cool on the hottest days. The floating island is great for the kids to swim to and have hours of fun splashing in the water or great for tanning. Lots of water toys to play with and be entertained and explore. Sea Doos on site for rent also

Guest favourite
A hot tub is situated in a private area, surrounded by a wooden fence. Soft blue light emanates from the tub, creating a calming ambiance. Bistro lights are strung overhead, illuminating the space for evening relaxation.
Flat in Campbellcroft
4.84 out of 5 average rating, 126 reviews

Ganaraska Getaway

Welcome to the Ganaraska Getaway! Enjoy a bright, newly renovated space with a beautiful backyard. Relax in the hot tub, enjoy a drink on the patio or lie in the hammock beside the stream! Inside you'll find a fully equipped kitchen, living area, large screen smart tv & wifi, 3 piece bathroom with a walk in shower and a cozy bedroom with a queen size bed. A short drive takes you to historic downtown Port Hope, restaurants on the lake in Bewdley, walking/biking trails and local farm attractions!

Top guest favourite
Cottage in Kawartha Lakes
4.93 out of 5 average rating, 177 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.

Top guest favourite
A round table surrounded by five Adirondack chairs rests on a wooden deck. The scene is complemented by a colorful sky at sunset above an expanse of trees, providing a peaceful outdoor setting.
Farm stay in Campbellcroft
4.99 out of 5 average rating, 241 reviews

Ganaraska Forest Getaway

Reconnect with nature at this unforgettable escape. Come and explore the Ganaraska Forest, Farm Life and Relaxation. Go mountain biking, hiking or head to Rice Lake and go fishing and boating. Enjoy living on a horse farm in the rolling hills of Northumberland County. Tour Prince Edward County for a Wine Tour. Enjoy Historic Port Hope. Go to the Cobourg Beach. Minutes from Canadian Tire Motorsport. Room to park your trailers. In the Winter ski Brimacombe or Snow Shoe on our private trails.

Top guest favourite
Cottage in Cobourg
4.98 out of 5 average rating, 354 reviews

Forest Retreat: Couples Escape w Hot Tub Fireplace

Slow mornings. Forest surround. Soak under the stars. Described by Narcity Canada as “Like Living in the Holiday” Praised as a couple's getaway, near Ste. Anne's Spa. Follow us @coachhouse_cobourg Step into a 150-year-old coach house nestled on a stunning 5-acre Victorian estate. This beautifully restored guest house combines historic charm with modern comforts, offering a private hot tub, a cozy fireplace, and a serene escape minutes from Cobourg’s vibrant downtown and pristine beaches.

Top guest favourite
Farm stay in Uxbridge
4.98 out of 5 average rating, 320 reviews

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes your own sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Top guest favourite
Cabin in Reaboro
4.88 out of 5 average rating, 410 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 favourite
Cabin in Hastings
5 out of 5 average rating, 115 reviews

Perfect City Escape! Off-Grid Waterfront Cabin

Get off grid and disconnect to reconnect at our luxurious and exclusive spring fed lake waterfront cabin. Forest bathe in the sounds of nature while relaxing on the porch or on your private dock. Please note cabin is COMPLETELY OFF GRID. NO RUNNING WATER, NO SHOWER. Endless potable water is provided for cooking and drinking. Solar generator and battery powered lanterns throughout the cabin for light at night. Pretty and modern outside bathroom (outhouse) located steps from cabin.

Top guest favourite
A cozy tiny house nestled in the forest is illuminated by string lights, creating a warm ambiance. A fire pit with flames flickering is surrounded by seating, while the inviting wooden deck features outdoor furniture, encouraging relaxation among the trees.
Tiny home in Millbrook
4.99 out of 5 average rating, 101 reviews

Pinecrest Forest Cabin

Relax in the solitude of the forest and the luxury of a fully-equipped tiny house that sits in a forest connected to trails on conservation lands. Reconnect with each other or yourself during quiet days among the tress and peaceful nights under the stars. Recharge with nature at this unforgettable forest escape from the city. Cyclists, hikers, skiers appreciate the beauty of Millbrook Valley trails accessed directly from the property. Water lovers visit nearby beaches rivers, lakes.

Guest favourite
Dome in Uxbridge
4.85 out of 5 average rating, 109 reviews

The Bubble Glamping Dome

Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Top guest favourite
A charming farmhouse exterior is shown, featuring light grey siding and a sloped roof. A spacious deck is highlighted with potted plants and patio furniture, offering views of the surrounding landscape. Large windows allow natural light to brighten the interior spaces.
Farm stay in Cavan
4.96 out of 5 average rating, 147 reviews

Cielo Farm, a home with a view

Cielo Farm is situated high on the picturesque hills of Cavan, Ontario. It is a small working farm with a market garden, laying hens, Muscovy ducks, Nigerian Dwarf dairy goats and two beloved horses. If you are looking for rest relaxation and connecting with nature, this is a perfect location. We are close to Peterborough and several charming small towns and interesting excursions. You can be as quiet or as active as you wish.

Top guest favourite
A luxurious hot tub sits on a wooden deck, overlooking a serene lake framed by autumn trees with vibrant orange foliage. The calm water reflects the surrounding nature, offering a relaxing outdoor escape.
Cottage in Bailieboro
4.91 out of 5 average rating, 122 reviews

Majestic Lake Haven ~ Heated Pool~Hot Tub~ Fishing

Like something out of a storybook, this 6-bedroom lakefront retreat offers luxury and total privacy. Set on a sprawling lawn, it features a heated pool, hot tub, private dock for swimming or fishing, plus a BBQ and fireplace for cozy nights under the stars. Inside, you’ll find 1,800 sq. ft. of stylish space with a 52” smart TV, Yard Games, and board games—perfect for relaxing and making memories together.

Popular amenities for Bailieboro holiday rentals

  1. Airbnb
  2. Canada
  3. Ontario
  4. Peterborough County
  5. Bailieboro