Holiday rentals in Killbear Park

☀ Private Waterfront LogStyle Cottage w/ Lakeview!

Complete Privacy and Serenity Within 2-Hour Drive From The Greater Toronto Area (GTA). This One-of-a-Kind Dog Friendly Cottage Amasses Private Shoreline Direct Access to The Lake With A Sandy Beach & Open Lake View From The House! Great outdoor space perfect to explore & play! Smart TV (FireTV), wireless internet (Wi-Fi), children friendly, books & table games, coffee & tea, fully equipped kitchen with appliances, dishwares & utenstils. Outdoor - Canoe, BBQ grill, Outdoor tables & chairs, etc.

Family · Location · Kitchen

The Beach House, Georgian Bay, Beach View w/ Sauna

New!! A rare and stunningly designed cabin overlooking a semi-private beach on Georgian Bay. This tranquil 4-bedroom, 2-bathroom retreat is surrounded by trees with breathtaking views of the pristine bay. Every detail has been thoughtfully curated for your ultimate enjoyment. We include all linens, towels, sheets, firewood for in/outdoor fires, olive oil, salt, pepper, a fully equipped kitchen with utensils, PrimeTV, Netflix, Sonos, and more. Additionally, we are taking bookings for 28+ nights.

Family · Condition · Hospitality

Discover beautiful Parry Sound

ALL AIRBNB FEES are now included in the base price. Beautifully renovated, cozy, spacious 3 bedroom apartment in downtown Parry Sound with views of historic Trestle Bridge. Steps to shops, waterfront trail, restaurants, the new Trestle Brewery and Pub, and Legend Distillery. It's walking distance to the hospital. Snowmobile trails on doorstep. Private parking for two, vehicles. The apartment is located on the second floor of our duplex. Parry Sound is located in a UNESCO Biosphere reserve.

Location · Value · River

Crabtree House

This private, cozy one bedroom apartment is suited to two adults. Dogs are welcome but I am sorry, cats are not. Decorated with antiques and charm, it is in a renovated, century home on a quiet, dead end street with a short walk to down town, the dock, the beach and the hospital. Parking for ONE vehicle. We have everything you need to cook meals and there are lots of restaurants to enjoy close by. Walking trails, provincial parks, golf courses and Georgian Bay are all within close reach.

Location · Value · Walkability

Lakefront Cottage | 22 Private Acres | Hot Tub

Escape to total privacy on 22 acres of Muskoka lakefront—zero visible neighbors. This spacious, open-concept cottage suits families, friends, and couples alike. Soak in the cedar hot tub, paddle out by kayak or canoe, or unwind on the private dock with 450ft of water frontage. Explore wooded trails, gather around 2 fire pits, or play ping pong and foosball. Inside: 2 living areas, 3 TVs, board games, a well-stocked kitchen, a gym area, child-friendly amenities, and fast Starlink internet.

Family · Value · Access

Muskoka Waterfront w/ Hot tub (Silver Linings)

*No extra fees* Come enjoy our designer furnished, newly-built, 4-season, Silver Lining Muskoka Lakehouse. This cottage offers you and your loved ones the perfect getaway with tons to do and memories to make with Insta sunsets over a lake wrapping around the entire property, a sandy beach to dip your toes, hot tub to warm up with friends, fire pit for roasting marshmallows. Other amenities: fully stocked kitchen, treehouse, games, BBQ, 1 acre of privacy, pet bed, well maintained hot tub.

Value · Family · Decor

Drive-to Lakefront Cottage on Georgian Bay

Welcome to our charming cottage, nestled in the heart of Pointe Au Baril! This prime location offers the perfect blend of relaxation and convenience. You'll find a delightful local park a quick stroll away, perfect for kids. The nearby marinas are great to rent boats, eat some ice cream, and take in the beautiful waterfront views. For your daily essentials, the grocery store is conveniently located just around the corner and the The Station is a new restaurant around the corner.

Location · Value · Comfort

The Water’s Edge * * Unique Muskoka Treehouse * *

CottageCreators presents a once-in-a-lifetime (or as often as you’d like!) Muskoka escape. Perched among the treetops on one of the region’s most stunning lakes, this rustic-luxury retreat offers a floating hammock net, two-sided indoor/outdoor fireplace, and private dock for swimming, canoeing, kayaking and SUP. Fall asleep to the gentle sounds of the lake, wake up to sunrise through the trees, and unwind in total seclusion—just you, the forest, and the water.

Family · Location · Bathroom

The Whispering Pines Carling Bay Waterfront Estate

Put all your worries aside while enjoying this calming and luxurious space with inspiring and prolific Canadiana views.The moment you walk through the solid door of this epic lakefront cabin you can feel the craftsmanship that went into it's creation. Make epic meals with friends and family in a well stocked, professional kitchen while taking in the sweeping 220 degree views of dreamy carling bay with its windswept pines and rock.

Family · Location · View

Beach, Hot Tub, Firepit, Canoe, Dock, Games Room

🍂 Escape to a serene lakeside retreat this fall. From your private dock, soak in the beauty of golden foliage, crisp autumn air, and peaceful waterfront views. As evening falls, unwind in the hot tub surrounded by fall colours, gather around the fire pit for s’mores and stargazing, or cozy up by the fireplace with a warm drink. ☕🍁 Book your unforgettable fall waterfront getaway and make memories that last! 🏡✨

Family · Value · Heating

Black Fox Cabin with Private Nordic Spa

Welcome to your serene escape in our brand new cabin! Nestled in a very private pine forest on a 6-acre lot, our modern cabin offers a full spa-like experience designed for ultimate relaxation and connection with nature. This tranquil retreat features a cozy firepit, a modern sauna with panoramic views, cold plunge and a rejuvenating hot tub. Perfect after a day of exploring the beautiful surroundings.

Location · Value · Wifi

Avenue Road

Forget your worries in this spacious and serene space, with views of Georgian Bay. Newly renovated 3 bedroom 2 bathroom house with large deck. Perfect place to get away while being walking distance to downtown, restaurants, beach and fitness trail. Also note- Parry Sounds has trains and you will hear them!

Value · Location · Check-in