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Family-friendly holiday rentals in Keswick, Georgina

Find and book unique family-friendly homes on Airbnb

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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Cabin in Washago

4.78 out of 5 average rating, 197 reviews

Golfers' Paradise *Hot Tub and Kayaks

Authentic (and cute!) 3rd generation, 540 sq.ft. cottage 90 mins north of Toronto. Wood stove, small quiet lake (access 2 min walk) large private lot. NEW HOT TUB, firepit & kayaks. GOLFERS PARADISE! Walk to 9, 27 & mini courses & a great family restaurant. Mins from Washago, Orillia & Casino. Pet friendly! Easy access to hwy; you will hear some hwy.noise. Free Muskoka Mosquitoes. 2-3pm check-in. Bring sheets, towels, firewood & drinking water. Check out our cabin in McKellar (The Love Shack).

Guest favourite

Home in Toronto

4.9 out of 5 average rating, 132 reviews

Charming Century Home Close to Vibrant Shops

A great for-families home. Stay close to city centre yet unwind in our quiet hood. The inviting space is steps from landmark city parks and the vibrant Junction- one of the most eclectic districts in North America. We just call it home. Hang-out in the airy living room, this spacious gem has comfy seating for all, convenient amenities and period details. Cook meals in the renovated chef kitchen and enjoy dining - both indoors and out. We provide yummies for self-serve breakfast, mostly organic.

Guest favourite

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 favourite

Guest suite in The Beaches

4.93 out of 5 average rating, 107 reviews

Basement Apartment in Beaches near Lake Ontario

Free driveway parking. Self contained basement apartment with own keypad entry. Queen bed, small work table, full kitchen, bathroom. TV with full 178 channels including sports, WiFi. Own private entrance. Local area has shops, pubs, restaurants, Sunday market (in summer), easy walking to sandy Blue Flag beach. 501 Queen streetcar to from downtown. Closest Airbnb to Live Nation's HISTORY music venue. Electric vehicle Level 1 charging. Gift card for Simple Coffee (friendly local coffee shop).

Guest favourite

Bungalow in Wasaga Beach

4.92 out of 5 average rating, 114 reviews

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.

Guest favourite

Cottage in Kawartha Lakes

4.95 out of 5 average rating, 164 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.

Guest house 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 favourite

Guest house in Schomberg

4.93 out of 5 average rating, 406 reviews

Country Cabin for Long and Short Stays King bed

Escape to a relaxing retreat at our Country Cabin—perfect for both short and long stays. The cabin is located on our family farm, offering a private and peaceful experience, but not secluded. Enjoy a full kitchen, wood fire pit, and propane BBQ Stay connected with WiFi, a 40" Smart TV, and a cozy 3-piece bathroom. Laundry facilities and walking trails are available. The cabin is in view of our farmhouse, Suite and Event Barn but remains private with blinds. We look forward to hosting you!

Guest favourite

Home in Maple

4.87 out of 5 average rating, 100 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 favourite

Apartment in Innisfil

4.93 out of 5 average rating, 205 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 favourite

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.

Guest favourite

Home in York

4.89 out of 5 average rating, 190 reviews

Family Home Near St Clair W and Public Transport

Steps away from vibrant St Clair West with great dining, access to public transport and shopping. A real family home with space and amenities for everyone. Free parking for 2 cars. Open-concept living & dining, well-equipped kitchen. Sunny back deck. 3 comfortable bedrooms. Spa bathroom with heated floor. Perfect for families who are in town for reunions, weddings, birthday parties and visiting. Quiet hours after 10pm - not suitable for groups in town ‘to party’.

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Popular amenities for Keswick, Georgina family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Apartment in Unionville

4.91 out of 5 average rating, 111 reviews

Downtown Markham Unionville

Cottage in Tiny

4.78 out of 5 average rating, 178 reviews

Lakefront Private Beach, Waterfront Family GBay

Cottage in Orillia

4.86 out of 5 average rating, 22 reviews

Family cottage just steps away from Lake Simcoe

Cottage in Norland Ontario

4.83 out of 5 average rating, 93 reviews

Ace's Getaway !!

Guest favourite

Cottage in Orillia

4.83 out of 5 average rating, 30 reviews

Orkney Beach 1 on the shores of Lake Simcoe

Guest favourite

Home in Sebright

5 out of 5 average rating, 35 reviews

All Season Waterfront Retreat with Pool & Hot Tub

Cabin in Brechin

4.86 out of 5 average rating, 7 reviews

Stunning Waterfront Cottage

Guest favourite

Tiny home in Mono

4.94 out of 5 average rating, 157 reviews

Tiny home Soaring Heart Wellness

Family- and pet-friendly home rentals

Guest favourite

Cottage in Tiny

4.96 out of 5 average rating, 72 reviews

The Beach House Licence#: STRTT-2024-028

Guest favourite

Cottage in Kawartha Lakes

4.9 out of 5 average rating, 117 reviews

1950's Romantic & Whimsical cottage on Gull River

Home in Barrie

4.81 out of 5 average rating, 245 reviews

Entire House w/ Games Room-by Downtown & Ski Hills

Cottage in Washago

4.8 out of 5 average rating, 243 reviews

The Islandview

Guest favourite

Home in Richmond Hill

4.88 out of 5 average rating, 147 reviews

Luxury 5 beds, 6 Baths custom home

Guest favourite

Tiny home in Schomberg

4.99 out of 5 average rating, 203 reviews

SNAKE CABIN(rustic, 'off-the-grid')

Guest favourite

Guest suite in Toronto

4.88 out of 5 average rating, 226 reviews

Midtown Luxury Yonge/Lawrence Close to Downtown

Guest favourite

Home in Penetanguishene

4.98 out of 5 average rating, 154 reviews

Lafontaine Beach Paradise

Family-friendly home rentals with a pool

Apartment in North York

5 out of 5 average rating, 10 reviews

Charming One Bedroom Condo

Apartment in Rexdale

4.7 out of 5 average rating, 53 reviews

Mansions of Humberwood

Guest favourite

Cabin in Mono

4.95 out of 5 average rating, 297 reviews

The Trails Retreat (Private Cabin)

Apartment in Markham

4.77 out of 5 average rating, 181 reviews

LUXURY CLEAN PENTHOUSE AT YONGE AND STEELES

Guest favourite

Home in Uxbridge

4.86 out of 5 average rating, 88 reviews

The Ridge Roost - Uxbridge Township

Tiny home in Bradford West Gwillimbury

4.72 out of 5 average rating, 39 reviews

Guest home 1

Guest favourite

Bungalow in Lafontaine Beach

4.9 out of 5 average rating, 50 reviews

Sweet Memories of Georgian Bay

Quick stats about holiday rentals that are family-friendly in Keswick, Georgina

Total rentals
40 properties
Nightly prices starting at
₹866 before taxes and fees
Total number of reviews
800 reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi

Destinations to explore