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.

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Top Guest favourite
A spacious deck is shown with a wooden table and several chairs, offering a scenic view of the surrounding landscape. A barbecue grill is positioned near double glass doors that open to the interior. The setting is complemented by the gentle curve of the horizon.
Farm stay in Campbellcroft
4.99 out of 5 average rating, 256 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, 364 reviews

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.

Top Guest favourite
The tiny house cabin features a rustic wooden exterior, nestled among trees. A raised deck with a small table and chairs is visible at the entrance, inviting guests to enjoy the surrounding forest. Large windows allow natural light to fill the space.
Tiny home in Millbrook
4.99 out of 5 average rating, 105 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 trees and peaceful nights under the stars. Recharge with nature at this unforgettable forest escape from the city. Cyclists, hikers and skiers appreciate the beauty of Millbrook Valley trails accessed directly from the property. Water lovers visit nearby beaches rivers, lakes.

Superhost
Home in Otonabee-South Monaghan
4.85 out of 5 average rating, 13 reviews

Little blue lake house

Beautiful waterfront lake house on Rice Lake accessible year round by a paved road, 1 hr from Toronto. Private deck, large yard, lots of shoreline. Fire pit, excellent fishing, quiet. Fall asleep to the sound of the waves, fish right off the dock (May 15th-Oct 1st). Shower in fresh spring water from our on-site artesian spring. Two Kayaks are available BBQ grill available for guest use (Propane isn't included, but we try to keep the tanks reasonably full) StackTV(HBO Max) and 55" HD TV

Superhost
An open-plan dining area is highlighted by a wooden ceiling and large windows that let in natural light. A spacious table with place settings is visible, with a glimpse of the kitchen featuring modern appliances and a breakfast bar in the background.
Home in Bailieboro
4.84 out of 5 average rating, 38 reviews

Chalet Style, Lakeview Cottage

Welcome to our charming Airbnb home with a beautiful view of Rice Lake from every corner. The stunning architecture and interior design boast cathedral ceilings that flood the space with abundant natural light. This spacious home features 2+1 bedrooms with 3 full bathrooms. Step outside to a private, forested backyard—a true oasis where you can relax and unwind in nature's embrace. Guests will have the lake access through the nearby community boat launching area. No private dock.

Guest favourite
A vibrant red flower arrangement fills the frame, showcasing numerous blooms. An old-fashioned watering can is positioned slightly to the side, made of metal with a timeworn finish, suggesting a cozy garden setting.
Home in Port Hope
4.94 out of 5 average rating, 306 reviews

1890's 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...

Guest favourite
The geodesic dome features a modern white exterior, set against a backdrop of trees. A wooden deck extends from the dome, leading to a covered gazebo, with a pathway of wood chips guiding the approach. Soft sunlight filters through the branches, creating a serene atmosphere.
Dome in Uxbridge
4.86 out of 5 average rating, 138 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 comfortable hammock is positioned beneath a large, shaded canopy on a wooden deck, offering a serene view of the lush landscape. The horizon is visible with a rolling green expanse, complementing the clear blue sky.
Tiny home in Cavan
4.98 out of 5 average rating, 107 reviews

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.

Top Guest favourite
A bright living room features large windows that allow natural light to fill the space. Modern furniture includes a dark coffee table and comfortable seating with red armchairs. A decorative plant and a small lamp add to the welcoming atmosphere. Wooden flooring complements the neutral walls.
Farm stay in Cavan
4.96 out of 5 average rating, 155 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
Cottage in Bailieboro
4.91 out of 5 average rating, 123 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.

Top Guest favourite
Cottage in Bailieboro
4.97 out of 5 average rating, 35 reviews

Casa Suerte - Luxury Water Front Getaway -

Fall special pricing is activated Relax with the whole family at this peaceful place to stay.Escape to 'Casa Suerte' your serene lakeside retreat. Cozy up in our charming cottage, where stunning views meet homely comforts. Perfect for relaxation, adventure, and creating memories. Book your stay now and weave your own lakefront story. #LakesideLiving #CottageCharm #BookYourStay #CasaSuerte

Top Guest favourite
A wooden deck features two red adirondack chairs and a sun umbrella, providing a scenic view of Lake Scugog. Lush greenery surrounds the area, with a grill visible to the left. The sky is clear with a few clouds, enhancing the tranquil atmosphere.
Guesthouse in Janetville
4.94 out of 5 average rating, 120 reviews

Cozy Cottage in Kawartha Lakes

This cozy cottage will have you enjoying a tranquil experience with plenty of gorgeous views. Sitting on the edge of Lake Scugog. A plethora of opportunities await the adventurous, with trails minutes away. Historical Port Perry and Lindsay for all your dining and shopping experiences. Additionally, there is an amazing casino and an 18 hole golf course conveniently located.

Popular amenities for Bailieboro holiday rentals