Holiday houses in Dryberry Lake

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Top-rated holiday rentals in Dryberry Lake

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Guest favourite

Home in Kenora

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!!

4.92 out of 5 average rating, 12 reviews

Top Guest favourite

A serene loft space features a wooden ladder leading to a comfortable Queen bed. Ruby-red cushions line the seating area by expansive windows, allowing for ample natural light and views of surrounding greenery. A patterned rug adds a cozy touch to the wooden floor.

Cabin in Kenora

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

5.0 out of 5 average rating, 27 reviews

Top Guest favourite

A serene landscape features a waterfront cabin nestled among lush trees along the lake's edge. A wooden dock extends into the calm water, framed by greenery, with the cabin's modern design visible in the background under a softly lit sky.

Home in Kenora

Hilly Hideaway~ Quiet Lakeside Cabin | Sauna

Enjoy a peaceful waterfront getaway in Kenora, just minutes from downtown. Take in beautiful views and enjoy outdoor spaces designed for relaxing. Sip your morning coffee on the deck, unwind in the screened-in porch, or enjoy the private barrel sauna overlooking the lake. Inside, you'll find a well-equipped kitchen, high-speed Wi-Fi, and a comfortable living space. Surrounded by nature with the lake at your doorstep, it's the perfect place to slow down, reconnect, and enjoy time away.

5.0 out of 5 average rating, 52 reviews

Guest favourite

A view from the window captures the serene landscape of Rabbit Lake, with calm waters reflecting the surrounding trees. A kayak is seen gliding across the lake, while a vehicle is parked on the road adjacent to the property. Flowering planters hang on the balcony railing.

Home in Kenora

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

4.92 out of 5 average rating, 110 reviews

Top Guest favourite

An open living area features large windows overlooking the lake, allowing ample natural light. Comfortable leather sofas are arranged around a coffee table, complemented by wooden dining chairs at a nearby table. A rustic shelving unit displays plants and decor, enhancing the cabin's inviting feel.

Cottage in Kenora

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!

4.97 out of 5 average rating, 103 reviews

Top Guest favourite

A wooden deck is featured in front of a modern single-story building, with a set of chairs and a grill positioned for outdoor cooking. Lush green grass surrounds the area, and a path of stones leads towards the entrance.

Home in Kenora

Quiet Lakefront House

Relax with the whole family at this peaceful place to stay. Located on beautiful Lake of the Woods, this yard has everything to offer for any group! A spacious patio to BBQ and relax with friends or family. A sizeable yard with a beautiful view, picnic tables and yard games for all ages. Located centrally near local restaurants, a supermarket, various parks, a lakeside marina and LCBO, this place is an easy stay for vacationers or on business. Docking available upon request

4.89 out of 5 average rating, 65 reviews

Top Guest favourite

Bungalow in Nestor Falls

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.

4.95 out of 5 average rating, 43 reviews

Guest favourite

Cottage in Kenora, Unorganized

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, 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.

5.0 out of 5 average rating, 10 reviews

Top Guest favourite

The exterior of the cabin features a modern design with a dark color scheme. A spacious wooden porch is visible at the entrance, complemented by a sloped metal roof. Surrounding greenery enhances the natural setting, providing a sense of seclusion.

Cabin in Kenora

Year round Waterfront oasis w seasonal guest cabin

Located on the beautiful black sturgeon! Bring the family to the lake and make lifelong memories!! This newly renovated 5 bedroom cabin with a guest house offers everything from a peaceful place to take in the beautiful sunrises and sunsets, to sitting around the campfires, A private dock, In a small bay safe for kids to play in the water and the perfect spot for kayaks and paddle boards! We are located roughly 10 minutes from downtown Kenora

4.85 out of 5 average rating, 52 reviews

Top Guest favourite

A tranquil island retreat is surrounded by calm waters, featuring a cottage nestled among lush trees. A wraparound deck extends from the home, offering views of the serene landscape. The rocky shoreline enhances the natural beauty.

Island in Whitefish Bay

Red Pine Island LOTW

Take it easy at this unique and tranquil island getaway on beautiful Whitefish Bay - Lake of the Woods. This is your perfect summer getaway to enjoy scenic kayak rides, realize the outstanding fishery of Lake of the Woods, cool off with a refreshing jump into clear blue waters, sit in the sun room with a fresh breeze as you read your new favorite novel, or enjoy a perfect glass of wine as the sun dips below the horizon to the call of loons.

5.0 out of 5 average rating, 20 reviews

Top Guest favourite

Apartment in Kenora

The Bunny Street Getaway!

🍂 Welcome to your cozy Kenora fall getaway! Our private 2-bedroom basement suite is perfect for couples, small families, travelling professionals and work stays. Enjoy a king bed, queen bed, full kitchen, private entrance, laundry, Wi-Fi and parking. Relax after a day exploring Kenora’s beautiful fall colours, nearby trails and Lake of the Woods. Weekly and extended stays are welcome. Your comfortable home away from home this fall!

5.0 out of 5 average rating, 24 reviews

Top Guest favourite

The spacious great room features high vaulted ceilings with exposed wooden beams. Floor-to-ceiling windows provide views of the lake and access to outdoor decks. A central chandelier adds illumination, while a seating area is positioned adjacent to a dining space, enhancing openness.

Cabin in Kenora

Amazing Lake of the Woods Lakefront Paradise Home

In-town private and spacious year-round home with million-dollar views of fabulous Lake of the Woods. Drive right up to our house, which has all the services & amenities. Lakefront with a large dock, large yard, fire pit, great fishing & multiple decks. A short distance from hiking trails, historic sites, restaurants, the Kenora Harbourfront, and shopping. Extremely rare opportunity to experience Lake of the Woods life to its fullest!

4.97 out of 5 average rating, 112 reviews