Holiday rentals in Pleasant Point

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Top-rated holiday rentals in Pleasant Point

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Top guest favourite
The exterior of a Scandinavian-inspired cabin is illuminated at night, highlighting the large triangular windows and wooden façade. A circular patio with a fire pit and string lights is visible in the snowy landscape, creating a cozy atmosphere amidst the winter surroundings.
Guest suite in Grafton
5 out of 5 average rating, 120 reviews

The Eh Frame - Nordic Spa Retreat - Daybreak Suite

The Eh Frame is a 3-story, Scandinavian-inspired luxury cabin with two fully separate units: the Sunrise and Sunset Suites. Your group will have exclusive access to the Sunrise Suite (everything shown in the photos), including two bedrooms, a patio, a private spa, and a fire pit. The front unit, Sunset Suite, is a separate rental. A full firewall runs through the center of the home, ensuring privacy and comfort for all guests. Located just minutes away from Whispering Springs and Ste. Annes Spa.

Top guest favourite
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
4.93 out of 5 average rating, 167 reviews

Ke's Rustic Retreat in Kawartha Lakes

WELCOME TO KE’S PLACE! This ALL SEASONS 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, two large decks, 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.

Guest favourite
A panoramic view of Sturgeon Lake showcases calm waters reflecting a clear blue sky. A wooden dock extends into the lake, with a paddleboard resting alongside. Lush green grass frames the scene, enhanced by vibrant foliage in the foreground.
Home in Kawartha Lakes
4.75 out of 5 average rating, 24 reviews

The Birch Cottage

Welcome to our charming waterfront cottage at Gilmar Cottage Resort on Sturgeon Lake! Enjoy your own private one bedroom, one bathroom cottage with exclusive access to the sprawling resort grounds and over 200 ft of clean and direct waterfront access on the south shore of Sturgeon Lake. Only 15 minutes from the iconic town of Bobcaygeon and only 1.5 hours from Toronto. The Birch Cottage at Gilmar is the perfect retreat for couples, young families or solo travellers looking to escape the city!

Top guest favourite
Cottage in Kirkfield
4.98 out of 5 average rating, 121 reviews

Brookside on Balsam. Rest.Relax.Restore.

Clean, modern, open concept, vaulted ceilings, chef's kitchen views. 2 bedrooms with additional sleeping space on lower level. 2 separate bathrooms include soaker style tub and walk in tiled shower. Nature abounds! A charming brook, lakeside views, swimming, BBQ, outdoor dining, firepit** fire ban for April** year-round hot tub. Bicycles, kayaks and snow shoes are yours depending on the season. Short walk to Balsam Lake Provincial Park. Minutes to village shopping. Consistent Super Host!

Guest favourite
An aerial view captures a two-story cabin surrounded by vibrant autumn foliage. The landscape is adorned with various shades of orange, yellow, and green, showcasing the natural beauty of the wooded area. The winding path leading to the cabin is lined with scattered rocks and red outdoor chairs.
Home in Bobcaygeon
4.88 out of 5 average rating, 225 reviews

52 Acre Luxury Cabin - Hot Tub, Firepit & Trails

Our 2-bedroom cabin is the ultimate getaway for relaxation or embarking on new adventures. Situated within a serene 52-acre wooded property, our cabin offers exclusive access to 2 kilometers of private trails that connect to the Twin Lakes snowmobile trails. On our outdoor patio, you'll find a year-round hot tub, BBQ, and fire pit, all overlooking a tranquil seasonal creek. Despite its secluded location, we are a mere 10-minute drive from the charming boutiques and restaurants of Bobcaygeon

Top guest favourite
Home in Nestleton Station
4.99 out of 5 average rating, 168 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 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, 300 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
A serene view of Katchewanooka Lake is captured at dawn, reflecting the calm water and surrounding trees. A wooden dock extends into the lake, framed by gentle tree branches, offering a peaceful atmosphere for early morning contemplation.
Cottage in Youngs Point
4.98 out of 5 average rating, 137 reviews

Pineview Cottage - Yr Round Hot Tub & Pet Friendly

Beautiful, bright year-round cottage on Katchewanooka Lake! Located 1.5 hrs N of the GTA, 15 mins N of Peterborough, and a short 8 mins N of Lakefield. Nestled in a line of similar cottages on a private road, our cottage has a waterfront fenced yard for your pet(s). Launch your own watercraft at a local marina and enjoy exploring the Trent Canal System. Love to hike? Take a short 15 min drive North or East and explore the Petroglyphs or Warsaw Caves Provincial Parks.

Guest favourite
A cozy log cottage is showcased with a welcoming red door and matching seating on the porch. A canoe rests on the grass, surrounded by greenery. Colorful trees in autumn hues frame the cabin, contributing to the tranquil outdoor setting.
Cottage in Kawartha Lakes
4.9 out of 5 average rating, 248 reviews

Cabin on the Creek (4 season)

Escape the hustle and bustle to this cozy log cottage on a quiet creek, short trip from the city only 1.5hrs away from Toronto. The property gets disinfected after each stay! Four spacious bedrooms! Backyard which includes a large deck also has a private dock to relax on or to take the canoe out on the creek. The creek opens up to Sturgeon Lake! Also, a boat launch just 7 houses down at the entry of the street! 15 minutes from Lindsay and 12 minutes from Bobcaygeon

Guest favourite
Dome in Zephyr
4.96 out of 5 average rating, 157 reviews

Glass Dome - Sleep Under The Stars- Free Sundays

Discover this new, stunning 22ft Glass Geodesic Dome nestled in the heart of Uxbridge. Imagine waking up surrounded by 360-degree panoramic views of the natural landscape Please note... its FULL WEEKEND STAYS ONLY - BOOK FRIDAY AND SATURDAY-SUNDAY IS FREE. This allows guests to fully enjoy their Sunday without feeling rushed to check out at 11am. Enjoy all day Sunday with option of staying the evening. 8X12 BUNKIE NOW AVAIL. SLEEPS 4 ( 2 bunk beds)

Top guest favourite
The exterior of a three-level cottage is presented, featuring a wooden deck with two chairs and an outdoor dining area. A barbecue grill is positioned next to a stoned pathway. Lush greenery and rock landscaping are visible, enhancing the serene ambiance.
Home in Gores Landing
4.96 out of 5 average rating, 156 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 Waterfront area for guest use directly accross the street

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
4.96 out of 5 average rating, 535 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!

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