Family-friendly vacation rentals in Keswick, Georgina

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Keswick, Georgina family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
This inviting bedroom features a spacious bed adorned with soft linens and a textured throw. A large armoire stands alongside, complemented by decorative plants and soft lighting. Natural light is welcomed through an adjacent glass door leading to a private entrance.
Guest suite in Orangeville
4.92 out of 5 average rating, 753 reviews

HotTub & Cozy Getaway - Headwaters Retreat

JosephRating, 5 stars1 week ago
Had a great stay! The place was clean, comfortable, and exactly as described. The host was friendly and responsive. Would definitely recommend!
Guest favorite
A modern living room is shown with large floor-to-ceiling windows allowing ample natural light. A comfortable gray sofa and a dark gray couch provide seating, while a stylish coffee table is centered on a patterned area rug. A flat-screen television is positioned on a white media console.
Condo in Downtown Toronto
4.97 out of 5 average rating, 316 reviews

Beautiful Condo + CN Tower View + Free Parking

MarkRating, 5 stars4 weeks ago
Was a great stay. Easy check-in. Katherine was super responsive!
Guest favorite
A modern open-concept living space features a sleek kitchen island with a cooktop, surrounded by contemporary bar stools. A cozy seating area includes a sectional sofa and armchairs, arranged around a stylish fireplace, with large windows allowing natural light to brighten the room.
Condo in Unionville
4.91 out of 5 average rating, 114 reviews

Downtown Markham Unionville

AndreaRating, 5 stars1 month ago
We had a great stay at Thomas' place. He met us at check in, showed us the building, parking and any details we needed to know. He was very responsive, provided early check in, and coordinated parking spots for both our vehicles. The place was very clean and quiet. We would definitely stay again!
Guest favorite
A modern bathroom features a sleek, white sink atop a glass counter. Dark wooden cabinetry provides storage, while light-colored tiles contribute to a clean, contemporary look. Essential amenities, such as hand soap and rolled towels, are visible, ensuring a functional space.
Condo in Downtown Toronto
4.89 out of 5 average rating, 836 reviews

1 Bedroom Suite - Downtown Core (near MTCC/Rogers)

BonnieRating, 5 stars1 week ago
The location of the condo is right across from CN Tower as well as Blue Jays stadium. The condo is very clean and up to date. We love the location. Cal was very responsive and a gracious host. He gave some excellent recommendations. Besides the feel at home condo, we loved that fun restaurants and bars were walkable. We will be back!
Superhost
An outdoor balcony space is shown, featuring a gas grill and a set of metal chairs and tables. Paver stones create a clean surface. A small green area adds natural elements, while a skyline view is visible in the distance.
Condo in Downtown Toronto
4.87 out of 5 average rating, 326 reviews

Luxury heart of downtown by CN Tower/ MTCC/Union

JuliaRating, 5 stars1 month ago
Lovely place , felt right at home . Crystal was very helpful and responsive, given it was a very last minute booking. The street was very quiet and so was the building itself . Very cozy getaway in the heart of downtown Toronto for an incredibly good price . Thank you so much for making our short stay nothing short of AMAZING !
Superhost
A comfortable living area features a light grey sofa adorned with several cushions, complemented by a dark ottoman. Sunlight enters through large windows, offering views of the outdoor space. A small dining table for four is positioned nearby.
Condo in Downtown Toronto
4.86 out of 5 average rating, 100 reviews

Casa Di Mama | Beautiful 2BR Downtown-Free Parking

EricRating, 5 stars5 months ago
The place was excellent and suited our needs quite well. We were there for a show at the Rogers Centre, which was close to us, around a 10-minute walk.
Guest favorite
Home in Sebright
5 out of 5 average rating, 35 reviews

All Season Waterfront Retreat with Pool & Hot Tub

AaronRating, 5 stars8 months ago
Gary & Mina were excellent hosts. They greeted us for check in and where very accommodating. Any questions we had were quickly answered via the AirBNB app. The house was full of character and had lots of things to do indoors and outdoors. The kitchen was well stocked with supplies, utensils and kitchen wares. There was a washer/dryer centrally located which was great for towels and the Weber BBQ was in top notch condition. Water toys well maintained (2 kayaks, 1 paddle board, 1 canoe and 1 paddle boat). Pool and hot tub worked great, which was a must for our cottage getaway.
Guest favorite
A two-story house with light yellow siding and a brown roof features a welcoming front porch, adorned with potted plants and furniture. Well-kept landscaping surrounds the house, offering a bright and inviting outdoor space under a clear blue sky.
Apartment in Whitby
4.96 out of 5 average rating, 228 reviews

Serenity Suite w/Sauna-Your Entire Apt Awaits You

Sam WebberRating, 5 stars1 week ago
I had a lovely 3 day break with my teenage son. It was home from home after a busy 4 night stay in the city. The apartment was very clean and well stocked. The sauna was lovely to use each night as very private. Cooking was a little limited with just a microwave however the local supermarket offer a great roast chicken offer. Danny kindly allowed us to leave a few hours later than checkout to relax ahead of our late night flight which was very kind and appreciated. It took the stress out of hanging around our last day. The area was quieter than I thought without a car to get around however the local walks were lovely. Thank you so much for the welcome bits and pieces and a very comfortable stay. I’d happily recommend it.

Family- and pet-friendly home rentals

Guest favorite
A well-appointed bedroom features a spacious bed adorned with neatly arranged white towels. A decorative throw enhances the bedding, while bedside lamps provide soft illumination. An exercise bike is positioned near the bed, and a tree-like light fixture adds a unique touch to the ambiance.
Home in Roncesvalles Village
4.92 out of 5 average rating, 152 reviews

Cozy one bedroom apartment in Roncesvales village

LouRating, 5 stars6 days ago
Looked just like the pictures, the location was amazing! So close to the GO, UP express and subway line, Roncy is right there, and it's about 50meters from Bandit Brewery! Seher was responsive and accommodated a different check in time due to our flight being a bit later, met us and gave us the tour of the place and explained entry! Would stay again
Guest favorite
A cozy living area features a light-filled space with a large, neutral-colored sofa adorned with patterned cushions. Two accent chairs with geometric patterns complement a white coffee table, while a dining table is visible in the background near a modern kitchen area.
Condo in Downtown Toronto
4.93 out of 5 average rating, 155 reviews

Beautiful suite in Downtown Toronto

JessRating, 5 stars5 months ago
My 7 year old daughter and I flew in to Toronto for Taylor Swift's ERAS concert. I can not say enough about the location. The Rogers Center is right across the street- we could watch the line up at our gate and then head over when there was no line. Amazing view of Rogers Center and CN tour. We walked everywhere the entire time- CN Tower, Ripley Aquarium, Convention Center for the Tayl-gate party and could easily rest at the condo in between activities. The condo was super clean. The bed was SO COMFY! Fully stocked kitchen. My mom came to visit us for a night from Windsor and Oron was extremely responsive to my request for parking. He got us set up right away. I would 100% stay here again for an event!
Top guest favorite
Cottage in Kawartha Lakes
4.9 out of 5 average rating, 117 reviews

1950's Romantic & Whimsical cottage on Gull River

JulieRating, 5 stars7 months ago
Beautiful place! Can’t wait to return. The fishing is fantastic here! Thank you so much Stephanie you are a fantastic host !!!
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

DavidRating, 5 stars3 weeks ago
Great place, will stay again
Top guest favorite
A round glass table is accompanied by two white chairs, positioned in a bright corner by the window. A tall lamp stands beside the table, and a vase with flowers adds a touch of color to the neutral gray walls.
Home in Guelph
4.96 out of 5 average rating, 148 reviews

Heritage Home (4+ Bedrooms) near Downtown Guelph

EdaRating, 5 stars2 weeks ago
Great location, close to restaurants and pubs.
Guest favorite
Home in Richmond Hill
4.89 out of 5 average rating, 152 reviews

Luxury 5 beds, 6 Baths custom home

FarhanRating, 5 stars2 weeks ago
Jay’s place was great for our family. Big space, lots of rooms, nice big kitchen. Bring more towels if you’re a big group. One of the showers was leaking to the floor below (Jay was really responsive to get this fixed, which he said he’d do after our visit). Kitchen is huge and definite plus if you’re with a big group, was a nice place to gather each morning and make breakfast together! Well stocked, though missing a basic frying pan. If you have elderly family, the stairs are a bit difficult to navigate. And lots of sharp edges around if you have little kids. Overall worked out well for our multi generation family trip!
Top guest favorite
A rural landscape features a gravel driveway leading to a spacious barn-style cabin, surrounded by tall evergreen trees. A road sign indicating a speed limit of 60 km/h is visible at the edge of the road, showcasing a tranquil countryside setting.
Tiny home in Schomberg
4.99 out of 5 average rating, 204 reviews

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

MattRating, 5 stars1 month ago
Exactly as advertised - Beautiful property, cozy and comfortable off-grid cabin and super friendly hosts. Would absolutely come back and recommend to a friend!
Guest favorite
A living room features a gray sofa accented with decorative cushions, paired with two mid-century modern chairs. A large window allows natural light to illuminate the space. A mounted flat-screen TV and an electric fireplace are visible, enhancing the cozy atmosphere.
Guest suite in Toronto
4.89 out of 5 average rating, 232 reviews

Midtown Luxury Yonge/Lawrence Close to Downtown

BruceRating, 5 stars6 days ago
My hosts Lucy and Don were completely accommodating, communicative, and responsive. Coming and going was a breeze. A completely outfitted kitchen with all that you'd need. The space offers total privacy. A quiet, but lively-enough neighborhood, steps away from Yonge St. It checked off all the boxes and I'm very satisfied with the experience and my stay.

Family-friendly home rentals with a pool

Guest favorite
A clear view of the heated swimming pool is presented, surrounded by a well-manicured lawn. Two lounge chairs are positioned beside the pool, offering a relaxing space. Lush greenery and trees create a natural backdrop, enhancing the serene atmosphere of the outdoor area.
Cabin in Mono
4.95 out of 5 average rating, 303 reviews

The Trails Retreat (Private Cabin)

DorotaRating, 5 stars1 week ago
Beautiful cottage, great hiking trails, super friendly host!
Guest favorite
A spacious living area is highlighted by a plush couch adorned with throw pillows and a soft blanket. A modern coffee table has a wooden tray atop it. Art is displayed on the walls, and a leafy plant is positioned beside a light source.
Condo in Downtown Toronto
4.97 out of 5 average rating, 237 reviews

Chic, High-Rise Apartment with CN Tower Views

SheaRating, 5 stars5 months ago
We had an excellent stay at Virginia’s place! Four of us came to Toronto for a concert at the Rodger’s Centre which was just across the street. The unit was quite a bit bigger than I expected! There was plenty of room for all four of us, we never felt crowded. We were able to walk to a huge variety of restaurants and activities. Virginia was beyond kind and welcoming. Super quick to respond and easy to communicate with! I would highly recommend staying with Virginia to anyone coming to Toronto!
Guest favorite
A spacious outdoor deck is furnished with a modern seating area and a dining table, surrounded by lush greenery. A sculptural horse figure stands nearby, while a scenic view of open fields and a distant structure completes the tranquil country setting.
Guesthouse in Orangeville
4.95 out of 5 average rating, 351 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

AlexRating, 5 stars3 weeks ago
What a gorgeous place to get away from the city for a few days. The comfortable studio has everything you'd need during your stay. The fields are great for walking (especially if you have a dog), and there are all kinds of magnificent hiking trails nearby. My arrival coincided with a massive ice storm and Vince and Miranda were in touch every step of the way, keeping me updated on conditions and options. They were a pleasure to deal with. I look forward to returning next time I need a taste of the country.
Superhost
Cottage in Tiny
4.85 out of 5 average rating, 87 reviews

Haven at Georgian Bay

JennaRating, 5 stars75 months ago
Janna’s cabin is perfect for a little getaway! The place was very homey and quiet! Beautiful view! I would love to come back in the summer! Would stay here again! :)
Guest favorite
A private pool area features a clear blue pool surrounded by lounge chairs. A covered seating area provides shade, and a decorative structure is located nearby. Lush greenery from surrounding trees enhances the tranquil environment.
Bungalow in Lafontaine Beach
4.9 out of 5 average rating, 50 reviews

Sweet Memories of Georgian Bay

FionaRating, 5 stars7 months ago
Idyllic gem on Georgian bay. Perfect for a small family getaway by the lake. The resort pool is a big plus for the kids. Beautiful surroundings and stunning sunsets. Jefferson is a great host. Very friendly and responsive. He kindly accommodated our request.
Superhost
Cabin in Severn
4.8 out of 5 average rating, 15 reviews

Cabin 2, a cozy two bedroom Muskoka cabin

KarensaRating, 5 stars22 months ago
Definitely will be booking again. Very relaxing!
Guest favorite
A spacious open area features hardwood floors and high ceilings, highlighted by large windows. A chandelier hangs overhead, providing soft illumination. A white futon and a desk chair are positioned for relaxation or work. Framed art pieces adorn the walls, complementing the exposed brick.
Home in Niagara
4.91 out of 5 average rating, 300 reviews

King West Victorian Studio Gem

MRating, 5 stars1 week ago
One of the best Airbnb stays! I love the character of the space, the location is fantastic, and the availability of amenities all around. The best part was the softness of the bed sheets! I value a good night sleep, and the bed was so comfortable. Wi-Fi was extremely fast and made working from home a breeze. The kitchen is well stocked with everything needed to make yourself at home. Thank you Kathleen. I'll definitely book again in the future.
Guest favorite
Condo in Innisfil
4.84 out of 5 average rating, 180 reviews

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

Joanna LRating, 5 stars10 months ago
Immaculately clean, spacious, and Beautiful condo. It had everything we need and a few steps to the marina. Easy instructions to get inside and parked. I highly recommend!

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

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ37 before taxes and fees

  • Total number of reviews

    840 reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Georgina
  5. Keswick
  6. Family-friendly rentals