Family-friendly vacation rentals in Keswick, Georgina

Perch by the Bay - Downtown Midland / Private Loft

Luxury, Comfort & Georgian Bay Style. This first class rental, "Perch By The Bay", is located in Downtown Midland. Walk everywhere, park your car (free) & enjoy what Midland has to offer. Midland's boat harbour, is only minutes by foot. Live our lifestyle, enjoy our many festivals, professional theatre, artisans, culinary cuisine, etc! It's "sister" AirBnB is "Nest By The Bay" private loft at the rear of the building. 2 night min. preferred, 1 night by request. Not suitable for ages under 6

B & B Home Away from Home

The house is only 250 meters from Beach Area # 2 and it's perfect for a family or friends gathering. A short five minutes drive to the entertainment strip, restaurants and grocery stores (Walmart and Bank). The house has a modern decor, furniture, four comfy bedrooms and has 2 fireplaces one on the main floor and one in the basement. A television in the basement hooked up to the Wi-Fi so you can enjoy Netflix. *Noise By-law 11pm *NOT suitable for parties Come, relax and enjoy Wasaga Beach.

Nice Wasaga Cottage

We welcome well traveled guests over the age of 25 and families. Perfect for 4 people. Large 2 bedroom, 4 season cottage with big living room and eat-in kitchen; in a desirable area of Wasaga Beach Area 4. Renovated kitchen and bathroom. WiFi, gas furnace, and central air conditioning. 1 block to beach area, park, and bike path. 1 block to Nottawasaga river and boat launch. 25 min to Blue Mountain Village. Hiking, Golfing, and Skiing all nearby. 1 extra guest allowed for an additional fee.

2 -Sun Angel Court Couples Cabin 2

We are a group of ten unique and pretty cottages, located directly In front of Beach 2. We back onto the Nottawasaga River(excellent for fishing). We are extremely clean and have a separate washroom facility for our cottages. There is a common picnic area , overlooking the river with 2 full Bbq's available for guest use. We have a fire pit for late night hotdogs, smores and marshmallow roasting. We are a 5 min walk from the waterfront square- this is where all the special events take place.

Beachy Blue Bay Cottage - licence #STRTT-2024-195

A 2 min walk to the beach, this 4 bedroom Cottage with Circular Driveway is bright and newly renovated with an open concept main floor. Very private and surrounded by mature trees. Relax on a very large deck with gas BBQ, seating and patio table. Over looking the deck is the fire pit area with lots of room for the kids to play & roast s’mores. The basement is well equipped with pool table, dart board, air-hockey, kids toys, board games & a small TV with lots of movies to snuggle up to!

Lake Simcoe-3bdr,hot tub,sauna,swim,play,hike

NEW!!: seasonal or monthly rental available, contact me directly to get the exact pricing, thank you Our cottage is about a 800 m from the beach at family friendly Innisfil Beach Park! The kitchen is modern and bright with lots of room for lounging inside the cottage or entertaining outside in the large yard with a fire pit. Our cottage is ideal for couples and families. It is beautifully furnished. There is a BBQ, patio furniture & firepit, smart TV with Roku and Chromecast.

Serenity by the Lake: Lake Waterfront Cottage

Welcome to our delightful 3-bedroom 4 season waterfront cottage located on the beautiful Cameron Lake in Fenelon Falls, where endless aquatic adventures await! Nestled in a serene location, this picturesque retreat offers the perfect blend of comfort and natural beauty. With its prime position by the water's edge, it's an idyllic haven for swimming, boating, and fishing enthusiasts alike. Property is located only 1.5 hrs. from the GTA & directly off of HWY 35

Waterfront Cottage with Hot Tub

Waterfront Property with great swimming and boating 3 Lake Chain One great Restaurant and grocery shopping within 5 minute drives Hot Tub surrounded by deck Updated bathroom with heated floor Updated Kitchen Spacious Florida Room with extra television Granite and Moon Stone propane Fireplace 1 hour and 45 minutes from Toronto Brand new well with water softener Water dispenser on site During statutory holiday weekends we require a 3 night stay

Beautiful Getaway Location - Cuddles Cove

Enjoy a all year round getaway either personal or corporate retreat at this spacious, well equipped Bungalow located short minutes walk from beautiful sand beach access. This newly built cottage is approx 5,000 Sqft with an additional 1,000 Sqft covered balcony offering accommodations of 6 queen beds, 1 Luxury full kitchen, 1 BBQ and lots of entertainment! Enjoy a nice Quiet getaway in the lovely community of Tiny! STRTT-2025-152