Holiday rentals in Killbear Park

Loft By The Bay

Welcome to our charming second storey apartment in downtown Midland, Ontario. This cozy space features a bedroom, office with futon, full kitchen, bathroom, laundry, and a bright open concept living area. Enjoy easy access to local shops, restaurants, and attractions. Explore the picturesque waterfront and nearby hiking trails. Retreat to this comfortable and inviting apartment after a day of work or play. Book your stay today for a convenient, comfortable, and memorable experience in Midland.

Cozy Muskoka River Cottage - Canoe, BBQ, Fire Pit

Retreat in the heart of Muskoka, come enjoy the sparkling calm of Muskoka River. Inside offers an open concept kitchen, living and dining area and two bedrooms facing a forested backyard with a walk-out deck. Fire up the BBQ on the front patio or toast marshmallows by the river at your new waterside oasis. ☃️❄️ From ice skating trails, winter fests and tubing to dog sledding, snowshoeing and sleigh rides — winter at the cottage is exciting, tranquil and beautiful. Ask us for recommendations!

Cozy Cabin with hot tub, Sauna, hot yoga studio.

Welcome to D’oro Point overlooking Mary lake. We invite you to come relax, restore, and reconnect with nature on our 7.5 acres of wooded bliss. With only an approx 3 minute walk to our quaint neighbourhood beach, we are close enough to enjoy the lively lake life, yet maintain a private retreat feel. Stay on property and reap the health benefits of our private spa like amenities, which include the sauna, infrared hot yoga studio, and hot tub. Or, go out and explore all Muskoka has to offer.

Parry Sound Bunkie |Dock, BBQ, Firepit & Pets

🍁 Escape to Hemlock Cabin, your private fall lakeside retreat. Wake to sunrise views over vibrant foliage, spend crisp autumn days kayaking, hiking, or enjoying the calm lake, then savor BBQ dinners on the covered patio. End evenings by the fire pit under starlit skies 🔥. With cozy interiors, A/C, and space for couples or small families, this rustic-meets-modern gem is perfect for leaf-peeping, relaxation, and making Muskoka memories. Book your fall getaway today! 🍂

Private Barn style loft king bed

Enjoy your own private loft retreat above a charming barn-style garage, thoughtfully equipped for a comfortable and relaxing stay. This cozy little getaway is just a short 3-minute walk or drive to two beautiful lakes with public beaches and boat launches, and only a quick 7-minute drive to Parry Sound for restaurants, shops, and local charm. A 24-hour convenience store and gas station are also nearby, making it the perfect peaceful spot to unwind and explore the area.

Discover beautiful Parry Sound

Beautifully renovated, coxy, 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 the 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.

Crabtree House

This private, cozy one bedroom apartment is suited to two adults 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 or there are lots of restaurants to enjoy close by. Walking trails, provincial parks, golf courses and Georgian Bay are all within close reach.

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.

Large, private, bright 1 bedroom apartment

Relax & rejuvenate in our large & bright, spacious one-bedroom house that doubles as a boudoir photography studio. Ground floor access with front porch, large back yard & ample parking. 1.5kms to downtown & waterfront walking trails. 1.7kms to the beach. Many great local attractions and activities within driving distance such as Killbear Provincial Park, Island Queen Cruise, BearClaw tours and more!

Cozy Beach Cottage with Pool | Georgian Bay

Georgian Bay Beach club. Cute cottage perfect for families, couples, or anyone wanting to relax! 2 bedrooms, 1 bathroom, furnished, pool and private beach on the shores of beautiful Georgian Bay in Tiny township. Cottage is part of a 12 cottage community that shares the pool and beach area. Always super clean, professionally cleaned after every guest! Note: pool is closed October to mid May.

Carol's Cottage - 3 BR Bungalow in Parry Sound

Welcome Carol's Cottage - a fully renovated 3 bedroom bungalow in Parry Sound. Within walking distance to everything the town has to offer: 0.5KM to the Bobby Orr Community Centre, a 10 minute walk to the Trestle Brewery and 1 km from the harbour. Carol's Cottage has been carefully updated to pay homage to Georgian Bay, its history and how its geography has helped shape this beautiful town.

Lakefront | Fireplace | Canoe | kayaks& SUP | dock

→ Private/large deck w/ propane BBQ + seating (covered in the summer) → Fully equipped + stocked kitchen → Extremely safe neighborhood → Included: canoe, kayak, paddle boat, snowshoes, life jackets → Guidebook with list of activities provided upon reservation → Fireplace/Woodstove → East-facing living room (morning light) → Private dock to the lake → Pets welcomed!