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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

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

Bungalow in Wasaga Beach

4.92 out of 5 average rating, 113 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.

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 favourite

Condo in Innisfil

4.84 out of 5 average rating, 180 reviews

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

Friday Harbour is a brand new all season resort just 1 hour and 15 minutes from Toronto. A perfect getaway without the long drive. Airbnb guests can now purchase a pass for the beach club pool! This Airbnb is an eight hundred square foot condo all newly furnished with king bed in master bedroom with ensuite bathroom, Queen bed in guest bedroom. Enjoy 65” Samsung Smart TV or sitting on the huge deck overlooking the marina and island homes. Board walk to beach, this place is amazing!

Home in Barrie

4.8 out of 5 average rating, 239 reviews

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

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 & main bedroom) • Games room w/ pool table, darts, table soccer • Long driveway • Fenced backyard w/ patio table & 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 Ski Resorts

Guest favourite

Condo in Innisfil

4.94 out of 5 average rating, 202 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

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.

Guest favourite

Cottage in Palgrave

4.99 out of 5 average rating, 207 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

Guest favourite

Bungalow in Orillia

4.87 out of 5 average rating, 232 reviews

Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka

Just 1 kilometer past Webers on Hwy 11! A cozy home on the lake with all the amenities. This 4 bdrm 2 bathroom yr round bungalow sleeps 8 comfortably and is perfect for all seasons. Amenities include 2 full bathrooms, 2 full TV rooms, (1 with a double sectional) and a games room w/ Foozball. Outdoor person? Lots of Swimming, Fishing, Paddle Boat, Canoe, Reading, or a glass of wine by the water. Also just 15 mins from Casino Rama!

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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

Home in Windfields

4.44 out of 5 average rating, 9 reviews

Amazing Modern house for all Families near OPG

Condo in Rexdale

4.69 out of 5 average rating, 52 reviews

Mansions of Humberwood

Guest favourite

Condo in Unionville

4.92 out of 5 average rating, 110 reviews

Downtown Markham Unionville

Apartment in North York

New place to stay

Premium 1 BDR /Parking/ Subway/Yonge & Sheppard

Cottage in Orillia

4.86 out of 5 average rating, 22 reviews

Family cottage just steps away from 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

Cottage in Orillia

4.93 out of 5 average rating, 91 reviews

Couples retreat w/hot tub: Romantic Getaway

Family- and pet-friendly home rentals

Guest favourite

Home in Erin

5 out of 5 average rating, 61 reviews

Stonewell Farm Guest House

Cottage in Kawartha Lakes

4.77 out of 5 average rating, 97 reviews

Serenity by the Lake: Lake Waterfront Cottage

Cabin in Tiny

4.96 out of 5 average rating, 70 reviews

The Beach House Licence#: STRTT-2024-028

Guest favourite

Home in Ajax

4.95 out of 5 average rating, 22 reviews

3 bedroom bungalow in South Ajax

Guest favourite

Home in Richmond Hill

4.88 out of 5 average rating, 146 reviews

Luxury 5 beds, 6 Baths custom home

Guest favourite

Tiny home in Schomberg

4.99 out of 5 average rating, 201 reviews

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

Guest favourite

Guest suite in Toronto

4.9 out of 5 average rating, 223 reviews

Midtown Luxury Yonge/Lawrence Close to Downtown

Chalet in Kirkfield

4.88 out of 5 average rating, 85 reviews

Country Retreat

Family-friendly home rentals with a pool

Condo in North York

5 out of 5 average rating, 9 reviews

Charming One Bedroom Condo

Cottage in Kawartha Lakes

5 out of 5 average rating, 4 reviews

Peace Out on Balsam Lake, Luxury in the Kawarthas

Farm stay in Cannington

4.9 out of 5 average rating, 83 reviews

Hidden Farm Escape in the Heart of the Kawarthas

Condo in Markham

4.77 out of 5 average rating, 180 reviews

LUXURY CLEAN PENTHOUSE AT YONGE AND STEELES

Guest favourite

Tiny home in Bradford West Gwillimbury

4.76 out of 5 average rating, 41 reviews

Guest house with electric appliances no oven.

Guest favourite

Home in Uxbridge

4.86 out of 5 average rating, 86 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

Guest suite in Scarborough

4.89 out of 5 average rating, 92 reviews

Comfortable Suite in the Prestigious Bluffs Area

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

Total rentals
40 properties
Nightly prices starting at
$32 AUD before taxes and fees
Total number of reviews
760 reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
40 properties include access to Wi-Fi

Destinations to explore