Holiday rentals in Bailieboro

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Top-rated holiday rentals in Bailieboro

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Top guest favourite
A stylish living area features deep green walls adorned with framed artwork. A plush velvet sofa and leather armchair provide cozy seating around a wooden dining table. A vintage chandelier hangs from the ceiling, while a decorative fireplace adds character to the space.
Apartment in Port Hope
5 out of 5 average rating, 225 reviews

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).

Top guest favourite
Cottage in Bailieboro
4.91 out of 5 average rating, 120 reviews

Majestic Lake Haven ~ Heated Pool~Hot Tub~ Fishing

As if emerging straight out of a fairy-tale fantasy, this 6-bed lakefront retreat exudes luxury and unmatched privacy like no other. Envision a place of solitude nestled on an enormous grassy lawn, with a heated swimming pool + bubbling hot tub, a private dock for spontaneous swims & fishing, plus a BBQ & fireplace for evenings under a starlit sky. The interior is just as awe inspiring, boasting a 1500 sq. ft. interior, complete with a 52" smart HDTV, mini golf & board games for all around fun!

Guest favourite
A vibrant sunset paints the sky with shades of orange, pink, and purple, creating a striking contrast against the silhouette of trees. The landscape features rolling hills in the distance, adding to the serene atmosphere of the natural surroundings.
Tiny home in Warkworth
4.82 out of 5 average rating, 108 reviews

Cheerful 1 Bedroom Bunkie on 5 acres

Welcome to our charming bunkie nestled in the peaceful woods. This cozy retreat is perfect for solo travelers or friends/couples seeking a serene escape from the hustle and bustle of the city. Warkworth has great shops to explore. At night relax by your outdoor propane fire admiring the stars. Come and experience the beauty and tranquility of our bunkie. We look forward to hosting. We do not provide accommodation to children. Adults only. Pool is closed for the season as is the outdoor shower.

Guest favourite
A cozy bedroom features a spacious bed adorned with decorative pillows and a soft throw. A bedside lamp provides gentle light, while artwork hangs on the walls. A floral arrangement adds a touch of nature to the room's warm color palette.
Flat in Peterborough
4.86 out of 5 average rating, 563 reviews

Loft on Lock

Lovely private apartment. The self serve key-less entrance to the apartment is up the home's original staircase from the front door. The one bedroom has a king size bed and a single cot. The bathroom is updated with a large tub with shower. The kitchen features stainless steel appliances, and is fully stocked with a Keurig coffee maker, kettle, pots and pans. The smart tv contains Netflix , Crave that you can login in the bedroom and the TV in the living room has Shaw Direct and Apple TV .

Top guest favourite
Home in Nestleton Station
4.99 out of 5 average rating, 158 reviews

Retreat 82

Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

Top guest favourite
A compact two-story cabin is illuminated against a starry night sky. Two wooden chairs are positioned near a cozy campfire, surrounded by grass and open space. The cabin features large windows and a rustic design, blending harmoniously with the natural surroundings.
Guest house in Newcastle
4.89 out of 5 average rating, 221 reviews

Beaverlodge Cabin

Small spring fed lake, 91 acres, privacy, wood/electric heat, electric cook-top & wi-fi. Pets welcome! To keep your costs low; No Cleaning Fee! However, you must clean up ALL mess and take your garbage/recycling home with you. No indoor washroom or running water. Clean private outhouse. Basic utensils, cutlery/bowls/plates, pots, and pans provided. This is and independent stay. Bring your own bedding, blanket, pillow, drinking water. Please leave the cabin better than you found it

Guest favourite
The exterior of the log cabin is showcased during twilight, highlighting a modern hot tub on a gravel patio. Warm lighting illuminates the structure, revealing the rustic wood texture and natural surroundings, creating a serene outdoor space perfect for relaxation.
Cabin in Reaboro
4.87 out of 5 average rating, 367 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
A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.
Farm stay in Uxbridge
4.98 out of 5 average rating, 266 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 a 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
The updated kitchen area features modern appliances, including a red refrigerator and microwave, along with a dining table and chairs. A cozy seating area with a gray sofa and a patterned green chair is visible, contributing to the inviting atmosphere of the apartment.
Guest suite in Peterborough
4.95 out of 5 average rating, 576 reviews

Cozy Apartment Steps From Little Lake/Downtown

Newly renovated 2nd level apartment in 100 year old part of home with European feel. Private entrance with lock box. Close to the lake but not on the lake and short walk to downtown, restaurants and shopping. Close to the Rotary Trail and Trans Canada for biking and walking/hiking. One block from the Peterborough Marina, Little Lake, Musicfest and Peterborough Memorial Centre(major sporting events and concerts). NO PETS & NON SMOKERS ONLY. WE LIVE ON THE MAIN LEVEL OF THE HOME.

Top guest favourite
A screened sunroom features comfortable seating arrangements with black chairs and a small coffee table on a decorative rug. Soft lighting is strung along the walls, creating a relaxed atmosphere. The surrounding scenery includes trees, visible through the screens.
Guest house in Havelock
4.97 out of 5 average rating, 123 reviews

Cozy Riverside Getaway * No cleaning or pet fees*

Stay beside the North River in our charming guesthouse cabin. Private riverfront to launch canoes or kayaks Public Boat launch across the road. Short drive to several lakes, the Trent Severn, multiple parks, extensive off roading & snowmobiling trails. Single loft with two twin beds that can easily be put together to make a king and a comfy queen size sofa bed on the main floor. Wood stove is the primary heat. Well cared for pets and their responsible owners are welcomed!

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, 300 reviews

The Eh Frame - Nordic Spa Retreat - Sunset Suite

The Eh Frame is 3-story Scandinavian inspired luxury cabin with 2 completely separate units. Your group will have the complete front side of the house (everything shown in the pictures), patio, private spa, fire pit etc. The back side of the house is a separate rental unit. The units are separated by a firewall down the middle of the house to ensure maximum comfort and privacy. Located just 2 minutes from Whispering Springs Glamping Resort and 10 minutes from Ste. Anne’s Spa.

Top guest favourite
A rustic log cabin is framed by colorful autumn foliage, showcasing a steeply pitched roof and distinct gabled windows. A stone walkway leads to the entrance, while scattered leaves cover the ground, enhancing the natural surroundings.
Guest suite in Lakefield
4.97 out of 5 average rating, 272 reviews

Pretty Stoney Lake Cabin Suite

Guests have their own cozy studio apartment, which is private and located on the ground floor with their own entrance. It does Not include the entire cabin. Has a kitchenette with BBQ outside. The Log Cabin is directly across from the Petroglyphs Provincial Park (May-Oct); however, you can hike all year long, even with the gates closed, and also down the road to Stoney Lake with full access to a public beach (May-Oct). Perfect getaway any time of the year.

Popular amenities for Bailieboro holiday rentals

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  4. Peterborough County
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