
Holiday rentals in Bailieboro
Find and book unique accommodation on Airbnb
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!

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. Guidebook shares all - WALK to secret beaches, fab food/drink, funky vintage, river trails, theatre, hiking, biking, golf, butter tarts...work or romantic break Find big skies, clean air & soft breezes - EXACTLY what you are looking for STAY A while...

Canadian Cabin!
Keep it simple at this peaceful and centrally located place. Just outside of beautiful Cobourg. Only 10 mins to Cobourg beach, 5 mins to Northumberland forest/trails and property backs onto Balls Mill Conservation. weather you're into fishing, hiking, ATVs or just need a simple place to unwind our place is the spot for you. Ideal for couples or single travellers looking for a nice cozy place to stay. BBQ, CLEAN private outhouse, * NO SHOWER*, FirePit, Microwave, Coffee Maker, Fridge and toaster

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.

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.

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.

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 Pond House - A Cozy Getaway
Sitting on a beautiful spring fed pond, The Pond House is the perfect peaceful getaway in nature during all seasons! Experience the private wood fired sauna, beautiful sunsets, sit beneath the glistening stars, have a bonfire as the water trickles by, cuddle up and watch awesome movies, swing in the outdoor hammock, make a memorable meal, enjoy the private screened in log cabin pavilion, and much more! Book now and make some memories with a loved one or friend!
Popular amenities for Bailieboro holiday rentals
Other great holiday rentals in Bailieboro

Bearded Goat Ranch~Guest House

Escape to the private shores of Lake Ontario!

Oriole Ridge Retreat, Hot Tub, King Suite

Fully renovated 2 bedroom apartment

Relaxing Lakefront Cabin

Luxury Farmhouse Retreat / Hot Tub / Games Room

Small Cabin-1 bedroom retreat with Rice Lake view

Match Point-Private Lake Retreat
Destinations to explore
- Montreal Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
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- Pocono Mountains Holiday rentals
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- Capital District, New York Holiday rentals
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- Toronto Zoo
- Presqu'ile Provincial Park
- Lakeridge Ski Resort
- Cobourg Beach
- Pigeon Lake
- Dagmar Ski Resort
- Rouge National Urban Park
- Batawa Ski Hill
- Toronto PAN AM Sports Centre
- North Beach Provincial Park
- Grange of Prince Edward Vineyards and Estate Winery
- Rosehall Run Vineyards Inc
- Ste Anne's Spa
- Canadian Tire Motorsport Park
- Closson Chase Vineyards
- Black Bear Ridge Golf Course
- Kawartha Highlands Provincial Park
- Ranney Gorge Suspension Bridge
- Balsam Lake Provincial Park
- National Air Force Museum of Canada
- Durham College
- Sky Zone Trampoline Park
- Riverview Park and Zoo
- Petroglyphs Provincial Park





