
Holiday houses in Bailieboro
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Top-rated holiday rentals in Bailieboro
Guests agree: these stays are highly rated for location, cleanliness and more.

The Wilf Jones – Heritage Loft, Downtown & Hot Tub
The Wilf Jones, the most central airbnb in Port Hope! This main street stay is the optimal location for a morning walk to the coffee shop, unique eateries, and evening cocktails. To see more, visit: @thewilfjones PLEASE NOTE There are two stair cases from street level to the apartment. Expect some noise transfer from other travellers at times. While the hot tub itself is only available to you, the patio has a shared privacy wall with the neighbouring unit (there is a second fully private patio).

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

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!

Rustic Ridge
Rustic Ridge Tiny Cabin - Cozy Escape on Private Pond **Cabin will have to be winterized when temperature drops meaning no running water and outdoor shower, jugs of water will be supplied to rinse after sauna, bottled water in dispenser also provided.*** Welcome to Rustic Ridge Tiny Cabin, a unique shipping container retreat on the back of our property. Nestled by a private pond with a fountain, this serene cabin is the perfect escape for nature lovers and those looking to unwind in comfort.

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.

Couples Forest Retreat: Hot Tub, Sauna, Fireplace
Escape to a historic estate wellness retreat. 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, sauna, a cozy fireplace, and a serene escape minutes from Cobourg’s vibrant downtown and pristine beaches.

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.

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.

1890 COACH-HOUSE - Beach-Shop-DIne - LUX Retreat
GRAB summer! 1890 luxe COACH-HOUSE - lofty private retreat space on a treed lane, lush garden+terraces+hot tub. Airy, south-facing, vaulted, French doors, gourmet kitchen, sumptuous linens, roaring fire, edgy art, bespoke furniture, firepit, AC. Guidebook shares all - WALK to secret beaches, fab food/drink, funky vintage, river trails, theatre, hiking, biking, golf, butter tarts...work or romantic break EXACTLY what's needed - Big skies & soft breezes STAY A while...

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.

The Little Hilltop Bunkie
Stay off-grid in an Amish built bunkie on top of a hill with the best south facing view in the area! Disconnect from your busy life and enjoy the country side. There is no wifi but cellular reception is good depending on your provider. There is an outhouse with compost toilet near the bunkie. There is no shower or sink. Enjoy the country and let nature do that talking! Pets are very welcome! Enjoy the trails and walk your dog(s) off leash.

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.
Popular amenities for Bailieboro holiday rentals
Other great holiday rentals in Bailieboro

Chalet Style, Lakeview Cottage

Modern Luxury Cabin on the Lake

Beautiful 4 Bedroom Waterfront View Cottage

Bearded Goat Ranch~Guest House

Oriole Ridge Retreat, Hot Tub, King Suite

Luxury Farmhouse Retreat / Hot Tub / Games Room

Lakeside Retreat with Outdoor Sauna at Rice Lake

Beautiful Lakefront Cottage on Rice Lake
Destinations to explore
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- Toronto Zoo
- Presqu'ile Provincial Park
- Lakeridge Ski Resort
- Cobourg Beach
- Pigeon Lake
- Dagmar Ski Resort
- North Beach Provincial Park
- Batawa Ski Hill
- Toronto PAN AM Sports Centre
- Rouge National Urban Park
- Ste Anne's Spa
- Canadian Tire Motorsport Park
- Grange of Prince Edward Vineyards and Estate Winery
- Kawartha Highlands Provincial Park
- Rosehall Run Vineyards Inc
- Closson Chase Vineyards
- Durham College
- Balsam Lake Provincial Park
- Ranney Gorge Suspension Bridge
- Black Bear Ridge Golf Course
- National Air Force Museum of Canada
- Hinterland Wine Company
- Sky Zone Trampoline Park
- Sibbald Point Provincial Park





