Family-friendly vacation rentals in Georgetown

4.97 out of 5 average rating, 173 reviews

A single-story bungalow is shown at dusk, highlighting a welcoming exterior. Snow blankets the ground, while warm light spills from the windows, hinting at a cozy interior. The driveway leads to a garage on the right, surrounded by bare trees against a twilight sky.

Apartment in Georgetown

★Hidden Gem❤️City, off Mn Strip! PVT/LUXRY Suite ★

Rexway House is a luxurious main FLR, newly renovated & furnished 3 bedroom Apartment/suite bungalow, accommodate's 4. (Located in the Heart of the City), BIG Front & Back yard's, with sunrise/sunset views.* FREE* 4 Car driveway parking Dairy Queen /Mc Donald's, Just Step's away at the Top of the Street, and minute's walk to All Major Supermarket's, WINE/BEER store's, Shopping Mall, pub's/entertainment, eatery's, European bakeries, Convenience Store's, and Fast Food place's, PLUS much more.

KitchenFamilyCleanliness

4.85 out of 5 average rating, 158 reviews

An aerial view captures the waterfront trailer set against lush greenery, with a private deck featuring seating arrangements. Nearby, two kayaks await by the water, and a fire pit is surrounded by logs. The tranquil lake reflects the surrounding foliage.

Tiny home in Action

Lakefront 1 bedroom tiny home

Reconnect with nature at this unforgettable escape. Enjoy a wonderful stay in our lovely waterfront trailer located on Breezes Trailer park. It is a private quiet trailer park with 15 acres of nature and private access to Fairy Lake (Acton). Trailer is suitable for couple or small family. It is suited to people looking to relax and enjoy the scenery, explore the lake on kayak, exercise and explore on water bikes, fishing in the lake, enjoy some outdoor movies or campfire or under the stars.

Indoor spacesFamilyHeating

4.8 out of 5 average rating, 142 reviews

A modern living space is presented with sleek furniture including a dark sectional sofa and a round dining table. A large flat-screen TV is mounted on a wall, while an electric fireplace is integrated into the media console. A stainless steel fridge is visible in the kitchen area.

Guest suite in Milton

Amna & Raza's Cozy Nest

Enjoy a cozy and bright 2-bedroom basement apartment with a separate entrance. Featuring a full kitchen, electric fireplace, TV, free WiFi, and a dedicated parking. One bedroom with a double bed, the other with a pull-out bed. Family-friendly, peaceful, and newly renovated. Just 5 mins walk to grocery, pharmacy, park, and food spots. 10 mins walk to a 24/7 gas station and convenience store. 10 minutes drive to Go station. EV charger available on request. Perfect for short or extended stays!

FamilyIndoor spacesQuiet

4.91 out of 5 average rating, 629 reviews

Guesthouse in Guelph

Sweet Studio Cottage ~Spacious Yard ~Nature Haven

Experience a private, urban studio cottage located in a gorgeous tree-filled backyard in the Junction neighbourhood, close to downtown Guelph, with full amenities. Comfortable queen bed, natural gas fireplace, fully stocked kitchen, separate shower, 2-piece washroom, additional sleeping loft, private back flagstone patio, and one complimentary sauna. Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

Indoor spacesFamilySolo travel

4.93 out of 5 average rating, 120 reviews

An open living area features a cozy seating arrangement with a sofa and a day bed, which can extend to a king bed. A modern kitchen with sleek cabinetry is visible alongside a small dining table. A fireplace adds an element of warmth to the space.

Bungalow in Georgetown

Modern Stay • Prime Location • Double Parking

Newly renovated, 1-bedroom walkout basement apartment! ✅ 750 sq. ft. of open space with large windows, making it bright and airy Cozy living area with: ✅ Sofa ✅ Day bed that extends to a king bed ✅ Fireplace ✅ Smart TV Modern kitchen equipped with: ✅ Dishwasher ✅ Microwave ✅ Washer and dryer ✅ Coffee machine ✅ Oven, toaster, etc. ✅ Outdoor area with a patio and BBQ ✅ 2 Parking Spots on driveway Perfect for family vacations or business trips! 😊

KitchenFamilyComfort

Shipping container in Puslinch

The exterior of a modern, dark-toned tiny home is framed by trees. A private dock with Adirondack chairs sits by the water, reflecting the structure's warm lights. The tranquil setting is enhanced by the surrounding natural landscape and evening ambiance.

Wildwood Tiny Home Escape with Wood Fired Sauna

Welcome to an absolutely unique converted shipping container – Wildwood Tiny Home! This converted shipping container has a big personality! If you and your guests are looking for luxury, nature, peace, serenity, and a chance to escape the city – this getaway is perfect for you! At Wildwood Tiny Home, you can fill your time with hanging out on your own private beach & waterfront dock, enjoying your firepit, beach volleyball, horseshoes, cornhole, badminton, board games, and many more!

FamilyIndoor spacesOutdoor spaces

4.99 out of 5 average rating, 128 reviews

4.98 out of 5 average rating, 360 reviews

The exterior of the cabin features a rustic wooden facade with two windows and a central door. A dog stands on the steps, flanked by two cozy chairs. Decorative elements include a pumpkin and potted flowers adding charm to the welcoming outdoor space.

Tiny home in Action

Farmview Sunset Cabin

Welcome to our tiny Farmview Cabin that is nestled in the middle of our private oasis located in Acton ON. Our 50 acre farm has spectacular views from every direction. Our horses, sheep, swans, ducks, chickens and goats are here to greet you as well. This unique space will allow you to enjoy the beautiful outdoors during the day and a cozy warm space in the evenings! We offer a complementary breakfast to our guest, our in-house chef can also accommodate vegan and plant based

FamilyIndoor spacesCondition

4.9 out of 5 average rating, 221 reviews

Apartment in Georgetown

The Jack Daniels Suite.

Mr. Daniels is out on a whiskey run. This western themed unit, with the top quality accommodations. This warm cosy second floor (NOT basement) bachelor suit is equipped with everything necessary. Based on a western theme this will take you back to the wild Wild West. Located in the heart of the village of Georgetown, this unit steps away from the Main Street where you will find many restaurants, pubs, cafes and more. Come enjoy the peace and tranquillity of the old village.

FamilyKitchenAccess

4.92 out of 5 average rating, 144 reviews

An open-concept living area features a light-colored sofa and a chic coffee table, complemented by a neutral rug. A staircase leads to the upper floor, while a dining area is visible in the background near large windows allowing natural light.

Home in Islington

Luxury Home - 5 min from airport, 15 to downtown

The stunning house in Etobicoke is only a few minutes from the Airport and City Centre. This spacious open concept, rare luxury modern home, is beautifully designed and decorated. It is a fully stocked home and will have everything you could ever wish for a short-term stay. Perfect for large families and groups! min age 25 yrs to book. Room 1 king bed Room 2 queen Room 3 twin and another twin roll out Room 4 queen no party policy or excessive noise. this is a quiet listing

KitchenIndoor spacesHospitality

4.8 out of 5 average rating, 171 reviews

A brick exterior home is set against a bright blue sky, featuring a manicured front lawn with green grass and white flowers. Large windows allow natural light to illuminate the entrance, where a welcoming white door is positioned. A tree provides shade, enhancing the outdoor space.

Home in Georgetown

Halton Hills Hideaway_Private Suite

🌿 Halton Hills Hideaway – Cozy Basement Suite Near Downtown Georgetown ✨ What You’ll Love: 🚪 Private Basement Suite – Separate entrance & no shared areas 🛏️ Queen Bed – Comfy and perfect for solo travelers or couples 🌳 Garden Views – Enjoy calming green views from your lookout window 🧼 Clean & Cozy – Thoughtfully prepared for a peaceful stay 🏘️ Charming Neighborhood – Quiet, friendly, and safe 🔍 Check the amenities section for full details—we’d love to host you!

KitchenIndoor spacesAmenities

Guesthouse in Halton Hills

The Clayhill Bunkie

Semi off-grid bunkie on The Bruce Trail and minutes from Silvercreek & Terra Cotta Cons. areas, the Credit River, Glen Williams, Terra Cotta, & Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing, then order in or grab take-out and come relax by a fire. 1 basket of wood is included, adding great value. You WILL hear wildlife and farm animals here. Rural property, limited electricity, beautiful views. This is NOT a hotel room.

FamilyIndoor spacesLayout

4.92 out of 5 average rating, 197 reviews

4.94 out of 5 average rating, 108 reviews

A bright living area features high ceilings and large windows, allowing natural light to illuminate the space. Two comfortable sofas are positioned around a central coffee table, which holds a decorative glass tray and fresh flowers. A soft area rug covers the wooden floor.

Apartment in Georgetown

Stylish In-Law Suite in Georgetown

🏡 In-Law Suite with private entrance, high ceilings, and large windows filled with natural light. Relax on a comfortable King bed, enjoy Netflix, and free WiFi. 🌳 Located on 1 acre in Georgetown, just minutes from restaurants & pubs. Plenty of on-site parking. Faces Main Street, so some traffic noise may be heard. 👨‍👩‍👧 Accommodates 2 adults or 2 adults + 1 child (no 3 adults). ✨ Cleanliness is our top priority — we aim to make every guest happy!

KitchenIndoor spacesCheck-in

Popular amenities for Georgetown family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guesthouse in Mississauga

A serene backyard is highlighted by a clear swimming pool surrounded by natural stone coping. Comfortable seating arrangements with dark wicker chairs and a sleek table are positioned nearby, offering a relaxing spot. Lush greenery frames the area, providing a peaceful atmosphere.

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

Indoor spacesKitchenCondition

4.89 out of 5 average rating, 116 reviews

4.88 out of 5 average rating, 113 reviews

A spacious living room is highlighted by tall wooden ceilings and large windows that invite ample natural light. Two comfortable sofas face each other over a coffee table, with a patterned area rug underfoot. A small fireplace and colorful stained glass add character to the warm design.

Barn in Milton

Five Star Hayloft Suite

KitchenIndoor spacesShared spaces

4.92 out of 5 average rating, 116 reviews

Home in Toronto

Backyard Oasis | Hot Tub & Playground | Near DT

Indoor spacesFamilyView

4.96 out of 5 average rating, 134 reviews

The exterior of the house features a combination of stone and wooden siding, with a pronounced roofline. A welcoming pathway leads to a spacious front deck, surrounded by manicured greenery and landscaping. Large windows and a colorful door enhance the inviting appearance.

Home in Alton

Cozy Fall Escape | HotTub + Fire Pit + River

Indoor spacesKitchenCleanliness

4.99 out of 5 average rating, 140 reviews

A private hot tub is situated on a rooftop terrace, surrounded by privacy screens. Soft lighting is positioned around the area, creating an inviting ambiance. Steam rises gently from the hot tub's surface, hinting at a warm and relaxing experience.

Home in Oakville

Modern Executive Townhome w/ Rooftop Hot Tub Oasis

FamilyIndoor spacesCheckout

4.9 out of 5 average rating, 169 reviews

A modern condominium building is showcased from a street view, highlighting two tall, sleek towers with an expansive glass façade. The ground level features a multi-story section with large windows and contemporary architectural elements, set against a clear blue sky.

Condo in Mississauga

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1

FamilyKitchenDecor

Guest suite in Orangeville

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.

Headwaters Retreat - Private Hot Tub & Fireplace

Indoor spacesFamilyGrill

4.92 out of 5 average rating, 896 reviews

4.86 out of 5 average rating, 275 reviews

A spacious living area features a modern light fixture and a comfortable sofa with decorative pillows. A coffee table rests on a patterned rug. Behind the seating area, an open kitchen is visible, showcasing dark cabinetry and contemporary bar stools.

Condo in Mississauga

🔥Charming 1 BR Condo🔥 Steps To Square One!👌

FamilyKitchenCondition

Family- and pet-friendly home rentals

4.76 out of 5 average rating, 119 reviews

A comfortable sleeping area is furnished with a queen bed, dressed in a patterned blue and white blanket. A cozy sofa is positioned nearby. Warm lighting is provided by a wall-mounted fixture, and a piece of artwork featuring a tree is displayed above the bed.

Home in Milton

Spacious, Pet Friendly Basement Apartment

Indoor spacesKitchenParks

4.84 out of 5 average rating, 233 reviews

The open-concept living area showcases a comfortable gray sofa and armchairs, complemented by a wooden coffee table atop a patterned rug. Bright overhead lighting enhances the spaciousness, while a dining table is visible in the background. Wall art adds a touch of personality to the modern surroundings.

Guest suite in Brampton

Studio 8848 | 3BR+2BATH | Sleeps 8

KitchenFamilyAmenities

4.99 out of 5 average rating, 113 reviews

Cabin in Guelph/Eramosa

Fern Hill Cabin

KitchenIndoor spacesView

4.9 out of 5 average rating, 107 reviews

Home in Brampton

The Urban Nest

FamilyIndoor spacesLocation

4.91 out of 5 average rating, 110 reviews

An open-concept living area features a sleek electric fireplace beneath a mounted Smart TV. Two round tables with colorful chairs provide seating, while natural light enters through windows adorned with elegant coverings. A modern coffee table sits in front, completing the cozy ambiance.

Home in Milton

Spacious 2 BR apartment | Glen Eden Ski

Indoor spacesFamilyLong stay

4.95 out of 5 average rating, 180 reviews

The rustic beach house is surrounded by greenery, featuring wooden siding and a welcoming porch. A separate structure is visible nearby, both enhancing the tranquil setting. The clear blue sky adds to the serene atmosphere of the property.

Cabin in Erin

Rustic Cabin on Private Pond

Indoor spacesFamilyCheckout

4.9 out of 5 average rating, 156 reviews

A cozy cabin interior features wooden walls and a lofted sleeping area with a patterned mattress. A black futon is positioned on the ground floor, complemented by a textured area rug. A compact kitchenette area is present, along with a sleek electric heater.

Tiny home in Erin

Bright and Cozy Tiny Pine House

FamilyIndoor spacesAccess

4.73 out of 5 average rating, 178 reviews

An open-concept living space features a leather couch and an armchair, with a coffee table positioned nearby. A light wood kitchen island provides seating with two yellow stools. Natural light enters through two windows, illuminating the modern decor and warm wood flooring.

Apartment in Milton

Studio Apt in Milton Dorset Park

Indoor spacesKitchenComfort

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 203 reviews

The exterior of a cabin is depicted, featuring wooden siding and a stone base. A small wreath decorates the entrance, which is flanked by a snow-covered landscape. Tall trees stand in the background, hinting at the surrounding nature.

Cabin in Hamilton

The Fox's Retreat - A Cozy Cabin for Two

Indoor spacesFamilyParking

4.96 out of 5 average rating, 123 reviews

Home in Erin Mills

Luxurious 2 bdr suite near SQ1, UTM, parking/pool

Indoor spacesFamilyParking

5.0 out of 5 average rating, 126 reviews

A backyard seating area is viewed, featuring a dark outdoor sectional couch with a black coffee table placed on a striped rug. Surrounding the heated saltwater pool are lounge chairs and lush greenery, creating a serene outdoor space.

Guesthouse in Brampton

Bright and Airy Guest Suite with Pool

Indoor spacesFamilyGrill

Guest suite in Mississauga

Full apt on Upper floor near HWY - S Mississauga

Indoor spacesKitchenParking

4.92 out of 5 average rating, 174 reviews

4.94 out of 5 average rating, 107 reviews

A welcoming entryway features a stone staircase leading to a pair of wooden double doors. Flanking the entrance, potted plants add greenery, while large windows provide views of the surrounding yard. The roof is tiled, and a well-maintained lawn adds to the home's appeal.

Place to stay in Toronto

The Snug Oasis - Burrow (Near Airport)

FamilyKitchenCondition

4.82 out of 5 average rating, 122 reviews

A spacious living area is featured, with large windows offering natural light and views of the city. A comfortable gray sofa is situated alongside a vibrant red armchair. A wooden coffee table rests on a patterned rug, complemented by a flat-screen TV and decorative artwork.

Condo in Etobicoke

Humber Bay Family Friendly condo w Terrace&Parking

KitchenIndoor spacesLocation

4.76 out of 5 average rating, 34 reviews

Home in Erin

Indoor Pool • Hot Tub • Heated Dome • 40 min GTA

FamilyKitchenCondition