Holiday houses in Pleasant Point

4.97 out of 5 average rating, 107 reviews

Loft in Trent Lakes

Quaint Country Loft Apartment/Edge of Bobcaygeon

Here you will have the best of both worlds. You can enjoy this 700 Sq ft newly built, modern loft apartment on a quiet country lot and within a few minute drive, you will be surrounded by water in the quaint town of Bobcaygeon. Bobcaygeon has a lovely variety of shops and restaurants including one of the largest shoe stores in Canada. For winter lovers, we are adjacent to Trail 400 of the Twin Mountains Snowmobile Club. * If you require a speedy Internet, this may not be the place for you.

5 out of 5 average rating, 36 reviews

Condo in Fenelon Falls

Luxurious 2 Bedroom Penthouse - Fenelon Falls

This luxurious & finely appointed penthouse on Cameron Lake is perfect for romantic getaways or family retreats.😍 Nearly 1400 sq. feet or divine space & 10 foot ceilings! Primary suite w/ King Bed, private bath & your own balcony ! A second bedroom features a queen bed. Double balconies(overlooking Cameron Lake and the town) & beautifully furnished! Easy walk to Fenelon Falls for restaurants, shopping or walks around the lake/town. Smart TV & hi-speed Wi-Fi 1 underground parking spot

4.92 out of 5 average rating, 86 reviews

Apartment in Lindsay

Modern 2-bed apt • Mins to Downtown with Balcony

Unwind in this beautifully renovated downtown 2nd floor apartment with high-speed internet, smart technology, self check-in, security cameras, coffee pods, air-conditioning, and more. Relax with clean and quality linens, watch Netflix on the recliner couch, or get some fresh air on the balcony. Make use of a fully equipped kitchen or take a walk downtown and try out a new restaurant. This central location is perfectly situated between Uptown and Downtown Linday for the utmost convenience.

4.99 out of 5 average rating, 214 reviews

Loft in Kawartha Lakes

The Lakeland Loft/A quiet getaway/near Bobcaygeon

The Lakeland Loft is situated on a peaceful one acre property with over 200 feet of shore line and surrounded by forest and walking trails. This property is minutes from the Bobcaygeon Lock by road or boat. The loft is located on the second story of a self contained building and has a private entrance. The Loft has been totally renovated for use by guests and has everything you will need for a comfortable stay. There is a dock for guest use. A public boat launch is about 5 minutes away.

Superhost

Cottage in Cameron

4.75 out of 5 average rating, 12 reviews

Sturgeon lake cottage

Great get away from the city. Enjoy cottage life on Sturgeon lake with all that it has to offer. This cottage property is lakeside. Water depth gradually gets deeper as you go out. Great swimming, fishing and boating. A paddle boat and tin fishing boat will be made available. Relax with family and friends in a comfortable setting. Both kid and pet friendly. Beautiful views and loads of wildlife. Located between Fenelon falls and Lindsay, it's only about a 15 min drive into town.

Superhost

Cabin in Reaboro

4.86 out of 5 average rating, 304 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.

4.93 out of 5 average rating, 114 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.

4.88 out of 5 average rating, 33 reviews

4BR Waterfront Retreat w/Barrel Sauna & Firepit

Our updated waterfront cottage on Sturgeon Lake is the ideal retreat for family gatherings or group getaways. With 4 spacious bedrooms, it comfortably accommodates up to 8 guests. Indulge in the luxurious barrel sauna after a day of adventure, or take in stunning south-facing sunsets from the water’s edge. Spend your days kayaking, fishing, or simply lounging by the lake. Offering a perfect blend of comfort and natural beauty, this cottage provides the ultimate lakeside escape.

4.99 out of 5 average rating, 355 reviews

Yurt in Irondale

Tall Pines Nature Retreats ~ L’Orange

Reconnect with nature at Tall Pines Nature Retreats, where a luxurious hand-painted yurt with an indoor soaker tub offers comfort and calm in a forest sanctuary on a boutique horticultural farm. Stargaze by the fire, unwind beneath intricate ceiling art, or explore a magical riverside. Paddle, swim, or float with seasonal use of canoe, kayak, SUPs, or snowshoes. This is a registered agri-tourism farm offering a nature and wellness retreat—not a typical short-term rental.

4.89 out of 5 average rating, 206 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

4.96 out of 5 average rating, 89 reviews

Home in Kawartha Lakes

Dock on the Bay

Enjoy your stay at our modern, bright, spacious 4 season cottage on Sturgeon Lake. Come stay for a winter or summer getaway This is the first time this gem has been listed for rent. On an inlet that goes directly out on to sturgeon Lake, this 3 bedroom, 1 bathroom cottage, is situated just minutes from the Victoria Rail Trail, perfect for snowmobiling, ATVing, hiking and biking. For snowmobiling, you can jump on the 310 or E108 OFSC Trail.

4.94 out of 5 average rating, 274 reviews

Cabin in Kawartha Lakes

Alpaca Ranch Humble Ranch

Beautifully restored log cabin in the famous Bobcaygeon Forest. Enjoy hiking the kilometres of private trails and view the abundant wildlife. Bring your equine friend and enjoy the trail system designed for them. We have stalls, free choice hay program and exceptionally large paddocks. We are a pet friendly booking. Enjoy the tranquil surroundings of our alpacas, goats and farm animals. Follow us on fb - Humble Ranch Bobcaygeon.

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Other great holiday rentals in Pleasant Point

4.82 out of 5 average rating, 55 reviews

KAWARTHA LAKE-FOREVER LOVE COTTAGE

SunnyRating, 5 stars1 month ago

Very clean and very easy to communicate. Since we just stayed for one night, Yong allowed us to check in early and enjoy the cottage. Yong provided us the kayak and we had lots of fun! The backyard is the lake. Our dogs were able to swim. Strongly recommended

4.88 out of 5 average rating, 8 reviews

Spectacular Waterfront views-Cottage

MelissaRating, 5 stars10 months ago

what a beautiful home! so clean and uncluttered ....the view of the lake was amazing... great sunrises and sunsets! The basement was an amazing addition and perfect for my teenagers! They could have their own space and stay up late! Luca was very responsive to our messages and gave nice and clear instructions. We really enjoyed our stay!

4.86 out of 5 average rating, 106 reviews

Little Blue Lakefront Cottage on Sturgeon Lake!!

ChloeRating, 5 stars2 weeks ago

We stayed here for two nights. The cottage was spotless when we got there. It was great to be right on the water as we used the kayaks and canoe right away!

5 out of 5 average rating, 4 reviews

Kawartha Lakes Lakeside Cottage!

FranceRating, 5 stars1 week ago

We were 3 couples. The house is large and easily accommodated our group. The house is clean and comfortable. The wrap around deck is lovely and the large tv in the living room was great to watch the hockey game. Arman responds on questions very quickly and is very friendly. Would definitely recommend this spot.

5 out of 5 average rating, 9 reviews

Home in Kawartha Lakes

Serendipity - a little slice of Kawartha’s heaven!

NolaRating, 5 stars3 days ago

We had a wonderful stay at Sara and Dave's cottage, we enjoyed the personal touches like the card games and enjoyed using the amenities such as the bbq and hot tub. The proximity to bobcaygeon was great as well. And the backyard was such a pretty space, the neighbours were friendly. Dave and Sara were great hosts. Would definitely visit again!

Cabin in Kawartha Lakes

4.5 out of 5 average rating, 16 reviews

Newly Renovated 2 BR Cottage Beach, Park & Firepit

LeonidRating, 5 stars17 months ago

It was a pleasure staying here. The host was very responsive and helpful; everything matched the property description and was clean. We are having a really good time here celebrating the New Year. I recommend this cozy house to everyone looking for a quiet place with a good cost-to-quality ratio.

5 out of 5 average rating, 11 reviews

Home in Lindsay

Bungalow in a Great location.

JenniferRating, 5 stars1 week ago

We came to Lindsay for one night to visit our son who is a Fleming student. The home is very comfortable, clean and a perfect home away from home. Air conditioning works well. We spent most of our time on the private deck in the wonderful treed backyard with the bunnies and chipmunks. Had a great sleep on the comfy bed. The home and neighborhood is very quiet. You are close to everything you would need in Lindsay. The owner was very responsive. Would definitely stay here again.