Holiday rentals in Caddy Lake

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Top-rated holiday rentals in Caddy Lake

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Cabin in Grand Marais
4.99 out of 5 average rating, 119 reviews

Dog-Friendly Modern Cabin Near Beach

Black Aspen Green: Have fun with the whole family at our modern cottage near the beach. Walking distance to the beach, our dog friendly space boasts comforts for everyone. This modern cottage was designed for a large family or for two families to share. 3 bedroom, 2 bath including a bunk room for the kids and a mudroom with built in kennels and a dog bath. The backyard has a large ground level deck with two BBQs, seating and dining spaces as well as a fire pit area with plenty of seating.

Superhost
Cabin in Grand Marais
5 out of 5 average rating, 3 reviews

Private Forest Spa Retreat: Sauna, Hot Tub & Pool

Private forest spa retreat built for relaxing, celebrating, and disconnecting. The home opens onto a poolside deck with loungers, dining area, and BBQ, while a separate spa building faces the forest with a panoramic cedar sauna, 8-person hot tub, and cold plunge. Cozy layout with multiple sleeping areas for up to 7 guests. Private setting with no close neighbours, forest views, and frequent wildlife, just 10 minutes from Grand Beach, offering a unique blend of comfort, privacy, and nature.

Top guest favourite
Treehouse in La Broquerie
4.99 out of 5 average rating, 154 reviews

Pine view Treehouse

Reconnect with nature at this unforgettable escape. Enjoy the 43 acres of privacy and 1.5 miles of walking trails. There are more amazing hiking and cross country ski trails in the nearby sandilands provincial forest. With hundreds of miles of ATV and snowmobile trails to explore, it will leave you with many great memories. This treehouse is great for couples and families to enjoy! The ground level deck is screened in to keep the bugs out while you relax in the 7 person hot tub.

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
5 out of 5 average rating, 19 reviews

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

Superhost
A hot tub is situated outdoors, surrounded by trees, with a serene lake view. Soft blue lights illuminate the tub, enhancing the tranquil atmosphere during twilight as the sun sets in the background, casting a gentle glow over the scene.
Tiny home in Victoria Beach
4.86 out of 5 average rating, 130 reviews

Tiny Piece of Paradise

Experience a tiny home with so many unexpected little luxuries . This newly built 4 season tiny is located just steps from the beach. A nicely treed in yard for privacy. It has an outdoor dining area and firepit. On your way to the beach, you will find a screened in hammock along the path nestled in the trees. Bikes are available free of charge if you'd like to tour the area and see all it has to offer. WINTER We are on the snowman trail, and the lake access point for ice fishing

Guest favourite
The interior of the glamping dome features a queen-sized bed with a textured white comforter. A cozy seating area includes a wicker coffee table and two armchairs. Natural light filters through large windows, enhancing the space's connection with the surrounding forest.
Dome in Stead
4.93 out of 5 average rating, 134 reviews

Dome In The Woods

This off-grid 4 season glamping dome cabin is located on a beautiful 20 acre property at a 10 min drive from the shores of Lake Winnipeg and 5 mins away from Gull Lake. Enjoy walking on our forest trails, have a soak in our wood-fired hot tub, take our inflatable boat out for a paddle, or go explore the countless hiking trails nearby. Located just off a groomed snowmobile trail, this is a perfect home base for snowmobilers, ice fishermen and cross-country skiers in the winter time.

Top guest favourite
A serene view showcasing a lush green lawn framed by tall trees, leading to the tranquil waters of the Winnipeg River. A nearby red cabin is visible, with a wooden railing in the foreground, enhancing the peaceful atmosphere of the natural surroundings.
Cabin in Kenora
4.91 out of 5 average rating, 358 reviews

Quaint cozy cabin with a view of the lake.

One Cozy one bedroom cabin located on beautiful Winnipeg River and reasonable distance to downtown Kenora and to the TransCanada Highway. Fully equipped/furnished cabin, including wifi/satellite TV, all you have to bring is your personal effects. Simple and basic style. It is peaceful and surrounded by wildlife. The owners house and one other cabin is on the property. The cabin is in a rural area, but not secluded. Overall laid back atmosphere in a little piece of paradise.

Top guest favourite
Cottage in Reynolds
5 out of 5 average rating, 18 reviews

Modern Forest Retreat with Sauna and Hot Tub

Escape to our brand-new (2025) modern A-frame cottage in a serene cedar forest. This private retreat comfortably sleeps 8+ guests and features a private hot tub and indoor Finnish sauna for year-round luxury. Located just a 10+ minute drive from Falcon Lake, it's the perfect base for families or groups seeking relaxation and adventure. Enjoy modern comforts, a cozy fireplace, and total privacy. It is just 90 min away - leave Winnipeg after work on Wednesday, arrive by dinner.

Guest favourite
The rustic A-frame cabin is surrounded by trees, featuring a wooden deck with a protective screen. The angled roof and natural materials blend harmoniously with the serene forest setting, emphasizing a peaceful retreat in nature.
Guest house in Hadashville
4.9 out of 5 average rating, 431 reviews

Rustic Cabin in the woods, internet & soaking tub

Our 200 sqft rustic A-frame cabin on a 10 acre property with soaker tub, and 2 excited off leash dogs. The cabin is in a private spot 150 feet from the main house, and a 300 foot walk from parking. Cabin features a double bed in the loft, and a convertible couch. Kitchen is fully functioning with fridge, stove, cookware, dishes, soap and linens. Water is a jug/bucket system. Toilet is a sawdust bucket composting toilet. Heated by wood stove. 25 minutes from Falcon Lake.

Top guest favourite
An open concept kitchen and dining area features a wooden island with four stools. Dark stone accents highlight the modern kitchen, equipped with stainless steel appliances. Natural wood paneling and a large window allow ample light, while wooden shelves display various glassware.
Place to stay in Kenora, Unorganized
5 out of 5 average rating, 52 reviews

Macara Lakehouse Adventure

BYOB- Bring Your Own Boat/Kayak/Canoe A quick paddle/ride from the main docks, explore all the outdoors has to offer, with all the comforts of home (wifi/ac/indoor plumbing) from a cozy cottage nestled on a 4 acre peninsula on Macara Lake. Located in Ingolf, Ont, a 10 minute drive from the West Hawk Lake townsite. Enjoy hiking, fishing, mountain biking, or relaxing on the beach. Forgot snacks? beer? wine? The Ingolf Inn is located in the parking lot.

Guest favourite
Flat in Kenora
4.84 out of 5 average rating, 474 reviews

Kenora Central 1

We have a stylish & spacious one bedroom ground level apartment suitable for up to 2 people. Fully equipped kitchen and a living room. Centrally located near DownTown (light sleepers beware), just blocks away from main street, banks, harbour front, cinema, retail, restaurants and coffee shops. One block away from the LOTW Brewing Company, the Post Office and No Frills. ** 3rd party booking is subject to cancellation and requires prior approval **

Top guest favourite
Cabin in Zhoda
4.92 out of 5 average rating, 125 reviews

Knotty Pines Getaway!

My husband and I of 20 years very much believe in investing in alone time to strengthen our relationship. We tapped in to the idea that we all need to take a step back and rest sometimes. This property was made for you. Tucked away 30 mins south of Steinbach, this lovers getaway is the perfect time out for any couple. Just far enough away to take a breather and reconnect. Just close enough to basic Amenities. Our cabin will not disappoint!

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