Vacation rentals in Bailieboro

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Top-rated vacation rentals in Bailieboro

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

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Top guest favourite
The chalet’s exterior features large, triangular windows that allow natural light to fill the interior. A spacious deck extends from the building, surrounded by lush green grass. A hot tub is positioned nearby, offering an inviting spot for relaxation.
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

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, 242 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
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 homes 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.

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, 148 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.

Top guest favourite
Tiny homes in Peterborough
4.99 out of 5 average rating, 114 reviews

Tiny House Haven

This memorable place is anything but ordinary. A fully equipped Tiny Home nestled in a quiet area of Peterborough. Beautiful high ceilings and windows. We are the first Tiny Home in Peterborough and in the Spring and Summer the Magnolia trees and crabapple trees fill the view. With an outdoor fire area as well as an outdoor BBQ and eating area, this private and quiet spot is indeed one of a kind.

Top guest favourite
An open kitchen area features a large marble-topped island with six wooden bar stools. Green cabinetry complements the white marble backsplash and range hood. A vintage mirror and framed artwork add character to the space, while a chandelier with round lights hangs above, providing illumination.
Apartment in Port Hope
4.99 out of 5 average rating, 110 reviews

The Colette Rose – Parisian 1850s Pied-A-Terre

Visit Port Hope's vibrant downtown and stay in the heart of it all. Inspired by a classic Parisian Pied-a-terre, inside The Colette Rose you will find 12ft ceilings, plaster moulding details, a complete calacatta viola marble shower, chevron wood floors, and vintage carpets. No detail has been overlooked to bring the most authentic Parisian experience to your stay.

Top guest favourite
The cabin features a striking A-frame structure with large triangular windows, allowing natural light to fill the space. Surrounding trees display autumn foliage, and a cozy patio area includes seating and a hot tub, creating a serene outdoor environment.
Guest suite in Grafton
5 out of 5 average rating, 337 reviews

The Eh Frame - Nordic Spa Retreat - Sunset Suite

Welcome to The Eh Frame, a modern luxury A-frame with unforgettable sunsets, and a full spa set up! -Private Nordic spa patio with hot tub, cold plunge & sauna -3 cozy bedrooms with luxe linens -Full kitchen & BBQ for feast nights -Fast Wi-Fi, board games & fire pit for chill time -Close to forest trails & lake Ontario -Book now to soak, relax, & unwind

Guest favourite
A spacious living area is framed by large floor-to-ceiling windows, offering views of the snowy landscape outside. Natural light filters through, highlighting the minimalist furniture, including a cozy sofa and wood dining table. A circular coffee table sits at the center, enhancing the inviting atmosphere.
Home in Kawartha Lakes
4.96 out of 5 average rating, 253 reviews

nortehaus - Nordic and Japanese inspired escape

Nestled above the ground, surrounded by river and trees, nortehaus was designed as a getaway and grounding space, away, but not too far from the city. Drawing from Nordic and Japanese influences, nortehaus honours simplicity, good company, sustainability, and all things hygge.

Guest favourite
A cabin is set against a backdrop of lush greenery, reflected in a calm pond. The structure features large windows that allow natural light to flood the interior, while the surrounding trees contribute to a serene, natural setting.
Cabin in Clarington
4.93 out of 5 average rating, 120 reviews

The Dreamers Cabin at Dare2Dream Farm

The Dreamers Cabin sits on a 100 acre farm in Kendal Ontario. Stunning location close to Toronto but far enough away. The farm has km's of private trails starting at the cabin which you may use! Enjoy your stay!

Popular amenities for Bailieboro vacation rentals

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