Holiday houses 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.
Condo in Port Hope
5 out of 5 average rating, 223 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).

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.
Apartment in Peterborough
4.86 out of 5 average rating, 558 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
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, 254 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 in 2021, 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.

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, 361 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 rustic cabin is nestled in a vast field, surrounded by vibrant autumn foliage. The warm-toned structure contrasts with the lush greenery and colorful trees, while the expansive sky adds depth to the serene landscape.
Guesthouse in Newcastle
4.88 out of 5 average rating, 225 reviews

Bee Keeper's Cabin - a very private retreat

91 acres, trails, total privacy, spring fed lake, solar power/propane heated, gas stove top, out-house, firepit, wi-fi ; canoe/paddleboat (seasonally) Self check in and self cleaning For those who leave a "light foot print" Basic kitchen utensils, pots, pans, and dishes are provided, BUT guests must bring their own drinking water, pillows and bedding and ice for cooler. We ask our guests to leave the cabin better than you found it and to take all garbage and recycling home with you.

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, 567 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 private hot tub sits surrounded by lush greenery and potted plants. Stone pathways lead to cozy seating areas with patio furniture. Soft lighting illuminates the brick walls, enhancing the tranquil outdoor space for relaxation.
Cottage in Cobourg
4.98 out of 5 average rating, 326 reviews

Hideaway: Upscale Victorian Coach House Fees Incl

We cover all fees, no hidden costs 🏆 Featured by Explore Ontario as a Top 10 Stay in 2022 | Described by Narcity Canada as “Like Living in the Holiday” 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
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, 292 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 scenic view of a waterfront property, featuring a dock with a kayak resting on it. Lush greenery surrounds the home, with a deck partially shaded by trees and decorative elements. This tranquil setting highlights the proximity to the calm river, providing a peaceful outdoor area.
Apartment in Peterborough
4.97 out of 5 average rating, 449 reviews

Riverfront Lodging No cleaning fee !

A place to relax in winter in front of the gas stove with a beautiful view of the Otonabee River. In summer enjoy a swim or a paddle on on the river with one of our two kayaks. The kayaks are available between May 1st & October 1st as long as the river conditions are acceptable. Enjoy supper prepared using the fully equipped kitchen overlooking the river. A park like setting but only 5 minutes to shopping, restaurants, and entertainment in downtown Peterborough.

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, 269 reviews

Pretty Stoney Lake Cabin Suite New rates Nov/ Dec

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.

Top Guest favourite
The exterior of a timber-frame cabin is framed by tall evergreen trees. A large window reflects the surrounding foliage, and warm lights are strung along the wooden facade. The design showcases a blend of natural materials and architectural lines.
Cabin in Lakefield
4.95 out of 5 average rating, 518 reviews

The Nook, Peaceful Retreat: Lake+Hot Tub+ Sauna!

Heritage barn turned zen-den! Our open-concept, loft style, timber-frame cabin has exposed beams, barn board walls, and plenty of windows to enjoy the lake view. Decorated with a beachy boho meets mid-century vibe, it's cozy and airy at the same time! The private deck offers the perfect place to listen to the birds and read a good book. The Nook is on our 1 acre, lakefront property, alongside our home. We hope you love it here as much as we do!

Top Guest favourite
The upper loft area presents a cozy lounging space with two patterned chairs, a wooden side table, and large windows allowing natural light. Below, a comfortable sleeping area features a wooden bed frame with white linens. A staircase connects the two levels, enhancing the open layout.
Home in Gores Landing
4.98 out of 5 average rating, 143 reviews

Rice Lake Escape

This unique place has a style all its own. A 3 level custom designed house for two, set back from the roadway secluded by cedar trees. Upper cedar loft has a library and lounging area. Bedroom walks out to upper deck overlooking Rice Lake to take in those relaxing morning coffees or enjoying the sunset with a glass of wine. Bottom entry level walks out to patio with outdoor dining space and bbq

Popular amenities for Bailieboro holiday rentals

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