Vacation rentals in Bailieboro

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Top-rated vacation rentals in Bailieboro

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Top guest favorite

The tranquil scene features two red chairs positioned near the water's edge, facing a serene sunrise over the lake. The surrounding ground is covered with colorful autumn leaves, and a small boat is partially visible, adding to the peaceful atmosphere.

Cottage in Bailieboro

4.9 out of 5 average rating, 108 reviews

Majestic Lake Haven ~ Heated Pool~Hot Tub~Dock

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!

Superhost

A cozy living area features two light grey armchairs with decorative orange cushions. A small, round coffee table sits between the chairs, and a tall, white vase holds decorative grasses. Natural light filters in from a nearby window, and a standing lamp provides additional illumination.

Cottage in Bewdley

4.83 out of 5 average rating, 150 reviews

Lakeview cottage Hot tub, Billiards & Kayak

Contact Sararajcottages dot ca for private website Relax with the whole family at this peaceful place to stay and create beautiful memories. Partial Lake view from the living room sitting by the indoor fire place, Lake access , bon fire, star gazing , Fenced backyard view to the farm land , hot tub, pool table to entertain in the sun room, Cook in the full kitchen or in the BBQ, sleep comfortably in the 2 King beds and 2 twin beds. 2 others airbnb.com/h/sararajcottage airbnb.com/h/moonpradise

Guest favorite

A comfortable living area is furnished with two beige couches, a glass-topped coffee table, and a wooden side table. A television is mounted on the wall, and window treatments consist of yellow curtains. Artwork and indoor plants add subtle details to the space.

Guesthouse in Cavan

4.87 out of 5 average rating, 228 reviews

Cozy Seldom Scene Cottage

Note-when submitting your booking request, please acknowledge you have read and agree to all of our house rules. Romantic get away or family fun. Wooded, setting minutes from Peterborough and Millbrook. We are approx 3 min off the 115 highway, 15 min off the 407 hwy, <2 hours from Toronto. Our Bunkie is perfect for anyone looking for a furnished getaway in the Kawarthas nestled in a natural setting that includes wifi-STARLINK Our log home is approx 150 ft directly located from the Bunkie.

Top guest favorite

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, 215 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.

Guest favorite

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, 292 reviews

1890s COACH-HOUSE - Lake-Shop-DIne - LUXE Retreat

1890's luxe COACH-HOUSE - a 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. Our Guidebook shares all - WALK to secret beaches, fab food/drink, funky vintage, river trails, theatre, hiking, biking, golf or butter tarts...work or romantic break Find big skies, clean air & soft breezes - EXACTLY what you are looking for STAY A while...

Top guest favorite

A calm lake scene is visible, featuring a wooden dock extending into the water. Two chairs are positioned on the dock, inviting relaxation. Lush greenery surrounds the area, with trees framing the view, and gentle ripples on the lake reflect the clear sky.

Home in Nestleton Station

4.99 out of 5 average rating, 131 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 favorite

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

4.97 out of 5 average rating, 204 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 favorite

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

4.99 out of 5 average rating, 303 reviews

Hideaway: Upscale Victorian Coach House

🏆 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 ✨ Your Charming Countryside Retreat Awaits 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 favorite

A serene lakeside view captures the golden hues of sunset over calm waters. Lush trees and foliage frame the scene, while a well-maintained cabin is positioned to the right, providing an inviting presence against the scenic backdrop.

Cabin in Hastings

5 out of 5 average rating, 105 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.

Guest favorite

A wooden dock extends into a calm lake, reflecting fluffy white clouds and blue skies. Lush greenery is visible along the shoreline, creating a serene natural backdrop.

Cottage in Kawartha Lakes

4.94 out of 5 average rating, 128 reviews

Ke's Rustic Retreat in Kawartha Lakes

WELCOME TO KE’S PLACE! This rustic, private, 4 season, lakefront cottage on Pigeon Lake features 3 bedrooms, 3 full/double sized beds, large bright living room with sleeper sectional, newly renovated kitchen, updated bathroom, private dock, indoor fireplace, enclosed patio room, outdoor fire pit, and large yard for games and more. Located approximately 1.5 hours from Toronto, this cottage is the perfect place for families and friends to escape the hustle and bustle, relax and unwind.

Top guest favorite

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, 265 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 favorite

A charming wooden cabin features a large, welcoming deck that extends outwards, surrounded by a natural stone landscape. The front is highlighted by a prominent stone chimney. Adjacent trees display autumn colors, enhancing the tranquil forest setting.

Cabin in Cobourg

4.99 out of 5 average rating, 117 reviews

Spacious Family Cabin, Hot Tub & Pet Friendly!

Getaway with the whole family, including your pup! Tucked away in a forest with a large deck overlooking the pond, everyone can enjoy. Ammenities include an oversized sofa, extra large flat screen, gas fireplace, and beautiful kitchen. Please note, the owner Russell does reside in the lower unit from May-early January. The home will be completely private from mid January to the end of April. Please message us if you have any questions about your dates!