Holiday rentals in Dryberry Lake

Henesy House on LOTW (only 2 minutes to town)

Experience history and modern comfort in this 3-bedroom, 1.5-bath home on Lake of the Woods. Owned by the Hennesy’s in the 1800's, this renovated property honours its Prohibition-era roots. Enjoy views of Coney Island Beach, relax on your private dock, and soak in the peaceful seclusion of a quiet road with direct access. Just 2 minutes from town, you’re close to shops and restaurants while still immersed in lakeside serenity. Perfect for families, friends, or anyone seeking a unique getaway!!

Location · Family · Outdoor spaces

Hilly Hideaway Retreat~ Kenora Lakefront Cabin

Enjoy a peaceful waterfront getaway in Kenora, just minutes from downtown. Take in beautiful lake views, private lake access, and outdoor spaces designed for relaxing. Sip your morning coffee on the spacious deck or unwind in the screened-in porch. Inside, enjoy a well-equipped kitchen, high-speed Wi-Fi, and a comfortable living space. Surrounded by nature, it’s the perfect place to slow down and reconnect. A barrel sauna is currently being constructed and will be available later this fall.

Family · Location · Amenities

Eagle View -Panoramic Lakefront Home on Eagle Lake

Lakefront living is where it’s at! Forget your worries in this breathtakingly beautiful space. Rural Northwoods with amazing views and waterfront enjoyment. A large floating dock attached to a great deck on the East shoreline is a great area to enjoy the lake. An underwater sandy area with flat rocks makes a nice swimming area. Our home is in a great central location on famous Eagle Lake's incredible fishery. It has 2 bedrooms plus an office with a sofabed plus a sofabed in the living room.

Family · Location · Decor

Lake of the Woods Island Tree House

2 Bedrooms, 1 Bath. Downstairs bedroom has a single/double bunkbed. Upstairs bedroom is a loft with ladder to Queen bed. Lots of deck space, sauna, private dock, two screen rooms, fridge, propane oven, hydro electricity, wood stove for heat. Located in Quiet Bay, Shraggs Island on Lake of the Woods Ontario about 10 mins from town. Located in a beautiful calm quiet bay right on the water. 4 adults or family of 5 *Boat access only.* Boat taxis can be arranged through Green Adventures

Family · Location · Outdoor spaces

Lakefront Island Cabin, Lake of the Woods, Canada

Listing is for a lakefront private cabin on an island on Lake of the Woods. Base price is for two people including shuttle from Nestor Falls, pick up arranged based on expected arrival time. The island has 8 guest cabins and a lodge with TV & Wifi (wifi may not reach cabins). Small beach with kayaks, canoe, SUPs available for no charge. Boat rentals available, contact for price. Cabin has one bathroom, equipped kitchen, propane BBQ, 3 bedrooms, sitting area, deck. Price includes 13% HST

Family · Location · Nearby

Lakeside location- Great for families&work crews

Located in the heart of Lakeside, our newly updated 1450 sq ft 4 bedroom/2 full bathroom home is just minutes from downtown, a boat launch into Lake of the Woods, the Kenora Recreation Centre, Anicinabe Beach, Kenora Golf and Country Club and much more! You will find comfort with central air conditioning for hot summer days, Netflix and a Digital Cable Package for nights spent in and plenty of parking space for up to 3 vehicles or watercraft in the driveway. Free parking on street also!

Family · Value · Accuracy

Stunning Cottage on Lake of The Woods!

Escape to this stunning lakefront cottage on Lake of the Woods, blending modern design with rustic Canadian Shield charm. With 3 bedrooms, 3 bathrooms, a rooftop deck, built-in hot tub, and outdoor shower, it’s perfect for relaxation and entertaining. Floor-to-ceiling windows fill the space with natural light and showcase breathtaking lake and sunset views. Enjoy swimming, boating, or simply unwinding on the landscaped lot surrounded by cedar and native trees for complete privacy.

Location · View · Amenities

Casa de Campo | Sauna, Hot Tub & Sunsets

Welcome to Casa de Campo, a charming nearly 100-year-old log cabin nestled among the pines on beautiful Edward Lake. Experience peaceful lakefront living with breathtaking sunsets, excellent fishing, kayaking, and endless opportunities to relax in nature. From May through October, enjoy our outdoor sauna and hot tub overlooking the lake. Whether you’re seeking adventure or a quiet escape, Casa de Campo is the perfect place to slow down, reconnect, and create unforgettable memories.

Family · Location · Quiet

Rabbit Lake House

Bring the family and friends to the lake for fun & adventure! Walking trails and beaches, kayaking, fishing & swimming! Large Back deck facing the boreal forest, lots of wildlife visitors! Cook a BBQ feast and say hi to the friendly deer coming for a visit! Relax for the night and cozy up to a warm campfire with the sounds of the loons. Bookings that are 2 or more nights will include a Bin of firewood($20 value) 1 canoe, 3 Paddleboards & 8 Kayaks($300+ value)for use on Rabbit Lake

Location · Family · Back garden

Unique Open Concept Cabin with Private Guest Cabin

Enjoy our unique West Coast style cabin on beautiful Black Sturgeon Lake. Built in 2002, the cabin is nestled in the trees, and has gorgeous views of the lake. The open concept cabin is bright and airy with 20 foot ceilings and tons of lake front windows. A separate guest cabin can accommodate more guests and offer complete privacy from the main cabin. We have high speed, reliable internet for streaming and working remotely. This cabin is a great getaway any time of the year!

Location · Family · Decor

Lake house on Crow Lake

Only steps to the lake, have your coffee on the dock, breathe pine-scented air, refresh in clear cold water, hike the rocky slope behind the house, dine lakeside on the deck, and fall asleep to the sound of the loons. Swim, canoe, or boat, the lake is yours to explore, and keep an eye out for native wildlife! Visit Sioux Narrows just 15 minutes north for dinner or a round of mini putt. 2 hours north of Minnesota, and 3.5 hours east of Winnipeg. Hosted by Blackbird Stays.

Family · Value · View

Island studio on Lake of the Woods - with a/c!

Kick back and relax in this calm, stylish space. Perched up high on the Canadian Shield on Leisure Island, overlooking the beautiful Lake of the Woods; this little studio loft, affectionately known as ‘Skyloft’, is a great place to enjoy incredible views and a refreshing swim on it’s own private dock. Enjoy an evening of star gazing. This little paradise will hit all the outdoorsy vibes, without compromising on comfort. It’s even air conditioned!

Family · Location · Check-in