Family-friendly vacation rentals in Keswick, Georgina

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Top-rated family-friendly rentals in Keswick, Georgina

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Innisfil

4.84 out of 5 average rating, 180 reviews

Marina view at Friday Harbour 2bd/2bth Pool option

This Black Cherry model condo is the most sought after layout at Friday harbour, featuring a spacious-well-designed kitchen, living room and balcony area with two bedrooms and two bathrooms ideal for families, couples, or solo travellers. Enjoy comfortable sleeping with a king bed in the master bedroom also featuring an ensuite bath and walking closet, and a Queen bed in the second bedroom. Enjoy a view of the beautiful landscaped courtyard out to the marina, while lounging or eating outside.

Superhost

The kitchen is equipped with modern appliances, including a stove, microwave, and fridge. White cabinetry complements the sleek gray countertops, while a window provides natural light. A minimalist design is achieved with a stylish pendant light hanging above the sink area.

Home in Barrie

4.81 out of 5 average rating, 255 reviews

Entire House w/ Games Room- by Beaches & Downtown

Entire, completely private, cozy, older 3 bedroom house: • Full kitchen w/ coffee maker, microwave • 3 beds, 1 sofabed, 1 foldable cot • 1 full bathroom & 1.5 bathroom • Bed linen/towels • Fast wifi • TV w/ netflix (living room & 1 bedroom) • Games room w/ pool table, darts, table soccer • Long driveway • Fenced backyard w/ patio set & kids swing set • 2-5 min to restaurants/shops • 5 min to downtown Barrie • 5 min to Lake Simcoe • 15 min to Innisfil • 15-20 mins to Horsehoe & Burls Creek

Guest favorite

The living area features modern sofas with decorative cushions, a sleek glass coffee table, and a mounted television. Natural light fills the space through a nearby window, while a mirror enhances the open feel. A warm wooden floor complements the neutral decor.

Bungalow in Wasaga Beach

4.88 out of 5 average rating, 123 reviews

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.

Guest favorite

The tranquil lake surface reflects shimmering sunlight, creating a calming atmosphere. A tree branch reaches over the water, enhancing the serene landscape. The distant shoreline is gently visible, bordered by trees, contributing to the peaceful setting.

Home in Elmvale

4.98 out of 5 average rating, 114 reviews

Beautiful open concept waterfront Orr Lake.

My place is close to Located 15 minutes from Midland and Georgian Bay. 10 minutes from Mount St.Louis ski resort, 15 minutes to Horseshoe Valley, 20 minutes to Barrie and just over an hour from Toronto. There are lots of golf courses close by or you can just walk out to your deck and enjoy the pleasures of the lake. It is a small spring fed lake ideal for small children as there is a gentle drop off. The lake offers good bass fishing, a water skiing course and all the water sports you want.

Guest favorite

An outdoor space features comfortable seating arranged on a grassy area, with a view of the peaceful lake. Tall trees provide shade, while the dock extends into the water. Red lounge chairs are positioned along the shore, creating an inviting atmosphere for relaxation.

Cottage in Kawartha Lakes

4.95 out of 5 average rating, 165 reviews

Balsam Brilliance, Modern Lake Home.

Picturesque lakehouse nestled on 370ft of prime sandy waterfront on pristine Balsam lake at the top of the Trent canal. EVERY room has breathtaking views of the water. 4 bedrooms, 2 bathrooms and large, fully stocked open-concept kitchen with upscale appliances – perfect for any large group. Excellent internet Large docks to park your boat or rent from Balsam RPM Only 1.5 hours from Toronto 5 minutes to Coboconk Note that during July and August only Friday to Friday bookings are accepted.

Superhost

A cluster of charming cottages is arranged along a dirt pathway, framed by trees. Each cottage features light-colored siding and distinct roofs. Lush shrubs are positioned near the entrance of each cottage, contributing to the inviting appearance of the property.

Guesthouse in Wasaga Beach

4.86 out of 5 average rating, 107 reviews

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.

Guest favorite

A stylish living room features a fabric sofa and two accent chairs with a modern design. A coffee table occupies the center, complemented by a decorative bowl. A flat-screen TV is mounted above a fireplace, while natural light filters through sheer curtains.

Home in Maple

4.87 out of 5 average rating, 103 reviews

Lavish. Spotless. One's Own, 4 BR 4 BA Home!

Welcome to Maple Downtown! Live Large in a Luxury Brand New Concept Home surrounded by mature 30 ft high trees. My place has 2 stories (main & second level), 4 bedrooms, 3.5 bathrooms. Sleeps 8 in Beds (Max 8 people, confirm with the host ). Basement Apartment is not included in this listing and not occupied during your stay. MUST BE 25 or OLDER in order to BOOK. Do not book my home if you are planning on parting or gathering. Please ,note a 4% City Tax will be added to each booking.

Guest favorite

A round dining table is elegantly set with fine china and glasses of red wine. The view from the balcony includes other buildings and landscaped gardens, with the harbour visible in the background under a cloudy sky.

Condo in Innisfil

4.93 out of 5 average rating, 206 reviews

Designer Condo with beautiful harbour view.

Unique top floor. Rare views where every room overlooks the harbour. Professionally designed with new stylish furnishings. Ideal for those who like a little sophistication while spending time at the lake. Enjoy going out to eat every night or make a meal and curl up and relax in the beautiful living room, or a combination of both! Friday Harbour is a resort with beautiful walking trails, cafes, and restaurants, and a perfect get-away that celebrates the seasons with exiting activities.

Guest favorite

Bungalow in Innisfil

4.82 out of 5 average rating, 279 reviews

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.

Top guest favorite

Cottage in Kawartha Lakes

4.9 out of 5 average rating, 117 reviews

1950's Romantic & Whimsical cottage on Gull River

My whimsical & quaint cottage is 5klm from town which hosts a Foodland, LCBO, Pub, ice cream window and Home Hardware. Balsam Lake Provincial Park and Indian Point Provincial Park are close as well. I love my cottage because of the gardens, the chandeliers, the purple doors and the glorious clean river! The cottage itself is 900sq.ft. of cuteness & the property is 100 x200sqft. Canoeing, kayaking, bbqing, swimming, snorkeling and river floating are daily activities.

Superhost

A lush green lawn extends to the waterfront, featuring several black Adirondack chairs arranged in a relaxed seating area. Nearby, water toys including a kayak and inflatable floaties are visible, with a serene view of the lake and trees in the background.

Cottage in Kawartha Lakes

4.78 out of 5 average rating, 101 reviews

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

Top guest favorite

A quaint red cottage is highlighted alongside a rustic barn, surrounded by a wooden fence. Lush greenery and wildflowers accompany the structure, creating a natural setting. The areas are bathed in warm sunlight, enhancing the serene and secluded atmosphere of the property.

Cottage in Palgrave

4.99 out of 5 average rating, 209 reviews

Hockley valley, up country guest cottage

please read the entire post our beautiful cottage is located on 27 acres of land. Which is very secluded and quiet. Open concept cottage , with a loft bedroom with a double bed, a double sofa bed and a single folding bed. Wood burning fire place and a Small area with a hot plate , microwave, toaster oven, coffee maker , small fridge , BBQ on the porch. Swimming pond Vegetable garden and honey bees. Beautiful wooded trail No smoking Kids are welcome