Family-friendly holiday rentals in Innisfil

4.99 out of 5 average rating, 131 reviews

The kitchen area features modern appliances including a stainless steel refrigerator and oven. A marble island is complemented by two metal bar stools. A woven wall hanging adds texture, and various kitchen items are neatly arranged, providing a functional and inviting space.

Apartment in Innisfil

Spacious Apartment 5 Minute Walk to Innisfil Beach

Book our bright, comfortable, SECOND FLOOR guest apartment with a LARGE OUTDOOR DECK just a short walk to Lake Simcoe & Innisfil Beach Park! Enjoy all the comforts of home in a beautiful space with high ceilings and lots of natural light. It's perfect for all seasons! We are an hour from Toronto, 20 minutes from Barrie, 15 minutes from Friday Harbour Resort, 25 minutes from Snow Valley, 30 minutes from Vetta Nordic Spa, and 15 minutes from Three Feathers Terrace Event Venue. NO CLEANING FEES!

FamilyIndoor spacesAccess

A comfortable outdoor balcony area features two lounge chairs and a glass-top table. Planters with various plants are positioned around the space, enhancing the natural ambiance. A textured rug adds warmth, completing the inviting outdoor setting.

4.95 out of 5 average rating, 201 reviews

Stylish getaway condo, resort living

Modern, bright, luxurious, fully furnished 2 bedroom condo with balcony overlooking beautiful courtyard, harbour and lake views of Friday Harbour All Seasons Resort. Features activities, golf course, nature preserve & trails, waterfront beach, boating, canoeing, biking & more. King bed, Queen bed, sleeps 4. Smart TV, High Speed WiFi. 1 reserved parking spot and paid per night lot parking, BBQ, In-Suite Laundry NOTE: short stay of 2-3 nights must book full weekends and not break up weekend dates

KitchenFamilyBarbecue

4.91 out of 5 average rating, 283 reviews

Utopia villa and spa

Welcome to Utopia B&B, a peaceful retreat where lasting memories are created with family and friends. Just minutes from the beach, grocery stores, gas stations, and all everyday essentials. With so much to enjoy, you may never want to leave! Spend your day savoring good food by the fireplace, relaxing in the hot tub, unwinding in the sauna, and having fun in the game room. Indulge yourself with an unforgettable stay. : No smoking or eating in the hot tub. Any violation will result $500 fine.

FamilyKitchenBeach

4.85 out of 5 average rating, 262 reviews

3BR on Lake Simcoe | Gorgeous Views 1hr From City

Escape the city and unwind at our peaceful three-bedroom lakefront cottage on Lake Simcoe, just one hour north of Toronto. With 129 feet of private waterfront, expansive lake views, and shallow swimmable shoreline, it’s the perfect year-round getaway for families, couples, or friends looking to relax and reconnect. 🌅 Stunning sunrise lake views 🏖️ 129 ft of private waterfront 🏊 Shallow, swimmable shoreline 🔥 Cozy all-season retreat 🌲 Quiet and peaceful setting 🚗 Just 1 hour from Toronto

FamilyKitchenCheck-in

4.94 out of 5 average rating, 108 reviews

An A-frame structure with a modern black exterior is surrounded by lush greenery. A spacious wooden deck extends from the house, featuring seating areas and a clear path leading to the yard. The scene is tranquil, inviting relaxation in a nature-filled environment.

Cabin in Innisfil

Brand New - A-frame w Hot Tub!

Brand new build finished June 2024, surrounded by trees in the quiet Big Bay Point neighbourhood. Our large private yard is wonderful for relaxing, soccer, bbq, campfire.... Beach access via a few areas within walking distance. Friday Harbour Resort, Yoga studio, restaurant, beach access all within walking distance NO parties, extra guests, loud music, pets or fireworks!!!! 5 ⭐️ rating preferred auto accepted ALL guests added to booking NO generator should the power go out

FamilyIndoor spacesCondition

4.92 out of 5 average rating, 228 reviews

The Friday Flat | Sunny Escape by the Marina

Enjoy access to all of Friday Harbour's world-class amenities, including a golf course and sandy beach. Take a dip in the outdoor pool and explore the kilometres of scenic walking trails that wind through the Nature Preserve Located just a short drive from Toronto, Friday Harbour offers the perfect escape from city life. Spend your days exploring the shops and restaurants of the promenade, or venture out onto the lake Come experience the ultimate waterfront getaway at Friday Harbour

KitchenFamilyLong stay

4.98 out of 5 average rating, 120 reviews

Stunning 1BR w Pool ~ Free Parking & Self Check-In

Embark on a journey of unparalleled luxury as you discover our exquisite suite, crafted to offer an escape that transcends the ordinary and leaves you refreshed. Experience opulent design, a full bedroom, a spacious living area with TV, high-speed WiFi, fully stocked kitchen, and a stunning balcony . Enjoy the breeze by the sun, and BBQ on our new electric grill. Access our outdoor pool and hot tub, no fees or reservations required. Additional fees may apply for 30 nights and more.

Indoor spacesFamilyLocation

4.94 out of 5 average rating, 177 reviews

Guest suite in Innisfil

Beautiful 2BR Apt | Playground + Fire Pit + BBQ

Stay in a modern, newly renovated 2-bedroom, 1-bath lower-level basement apartment with a private entrance in the heart of Alcona. Just 5 minutes from Innisfil Beach Park and close to Friday Harbour, Gateway Casino, and Tanger Outlets, this cozy retreat is perfect for families, friends, or business travelers. Outside, enjoy a custom-built playground designed for both little ones and big kids, plus a fire pit for evenings under the stars. Please note the backyard is a shared space.

FamilyKitchenBeach

An open-concept kitchen features sleek white cabinetry and a black granite island with three modern bar stools. Natural light fills the space through large glass doors, which lead to a balcony. A minimalistic design with potted plants enhances the welcoming atmosphere.

4.88 out of 5 average rating, 191 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Experience the allure of Friday Harbour! Stay in this gorgeously furnished 1-bedroom condo, complete with a pullout sofa bed. Enjoy the stunning outdoor relaxation area that overlooks the courtyard pool. The condo features a spacious bedroom with a closet and a large bathroom. Its layout is perfect for both relaxation and entertainment, with an open concept living area and a kitchen featuring an island. Embrace the ultimate indoor and outdoor living experience at Friday Harbour!

Indoor spacesFamilyWalkability

4.96 out of 5 average rating, 177 reviews

Upscale Spa w/ Hot Tub-Private Sauna-Penthouse

Welcome to our most Dramatic & Romantic Penthouse Spa Getaway Suite! Reconnect with your loved one or celebrate that special milestone in our professionally designed to play with all your senses spa suite, this escape will leave you feeling refreshed and rejuvenated! Cozy up to any of 3 fire elements and then cleanse and detox in your own private in-suite Infrared Sauna! Cook up a gourmet meal in our fully equipped chef's dream kitchen and year round Weber BBQ for grilling!

KitchenIndoor spacesParking

Superhost

The exterior of the cottage displays a modern architectural design with large floor-to-ceiling windows, allowing for ample natural light. A spacious wooden deck surrounds the front, featuring lush greenery and vibrant flowers, creating an inviting atmosphere for relaxation.

4.87 out of 5 average rating, 366 reviews

Crystal Beach Cottage & Spa

**New Boat Launch 2026 In front Of Property** Serene lakefront cottage with breathtaking views! This cottage fronts on the East side & faces West for a mesmerizing sunrise & sunset. A few steps to the lake for a dip in the lake, sun bathing, paddle boarding (4 paddle boards) or a stroll up Innisfil Beach Park for a walk. An outdoor fire pit, sauna and hot tub awaits you at to relax and loosen up those muscles & release tension. A wonderful experience awaits you!

KitchenFamilyBiking

4.82 out of 5 average rating, 315 reviews

Bungalow in Innisfil

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.

FamilyKitchenHospitality

Popular amenities for Innisfil family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A modern living area features a light-colored sofa adorned with decorative pillows, positioned next to a wooden coffee table. A striped area rug lies beneath, while a kitchen island with bar stools and stainless steel appliances is visible in the background.

4.98 out of 5 average rating, 126 reviews

Golf, Spa & Spring Vibes Getaway at Friday Harbour

FamilyKitchenBarbecue

4.83 out of 5 average rating, 140 reviews

A lakeside cottage is displayed from the dock, featuring a modern design with large windows and a spacious deck. The outdoor area includes a Jacuzzi surrounded by a stone border. Lush greenery frames the scene, enhancing the serene lakeside setting.

Cottage in Gilford

Lakeview Oasis 4-bedroom Cottage with Jacuzzi

FamilyIndoor spacesWalkability

4.96 out of 5 average rating, 197 reviews

Dome in Utopia

Glamping Dome Riverview Utopia

FamilyIndoor spacesRiver

4.98 out of 5 average rating, 272 reviews

The exterior of the villa showcases a well-maintained brick facade complemented by a red-tiled roof. Lush greenery surrounds the property, with vibrant orange flowers blooming along the front. A manicured lawn enhances the inviting atmosphere, offering a serene setting amidst the trees.

Home in Innisfil

Luxe Villa with Sauna and Hot Tub @ Lake Simcoe

Indoor spacesKitchenBarbecue

A spacious lake house exterior is set against a cloudy sky, featuring large windows that allow natural light to enter. The surrounding yard is adorned with fallen leaves, while a deck with outdoor furniture and a hot tub enhances the outdoor space.

4.88 out of 5 average rating, 163 reviews

Spacious family cottage 45 mins from GTA!

Indoor spacesFamilySleep quality

Large glass patio doors frame a scenic view of the waterfront, revealing a private deck with seating and a hot tub surrounded by trees. Sunlight casts a warm glow over the area, enhancing the sense of tranquility.

4.88 out of 5 average rating, 217 reviews

Stunning Lakefront Cottage Hot Tub & Sauna

Indoor spacesFamilyLocation

Condo in Horseshoe Valley

A cozy living area features a spacious sectional sofa adorned with soft pillows, complemented by a minimalist coffee table. Natural elements are highlighted by an accent wall showcasing a scenic forest mural. The nearby sleeping area includes a neatly made bed with fresh linens.

4.98 out of 5 average rating, 127 reviews

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

FamilyIndoor spacesWalkability

4.91 out of 5 average rating, 300 reviews

Cottage in Georgina

Lakefront | Hot Tub, Private Dock & Sandy Bottom

Indoor spacesKitchenLong stay

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 311 reviews

A wooden deck surrounds a cozy cabin, featuring a shaded barbecue area and two hot tubs. Colorful flower pots add vibrancy, while a large red umbrella provides shade. Lush greenery surrounds the space, enhancing the outdoor setting.

Cottage in Tiny

Private 40 Acre Cottage with Hot Tub

Indoor spacesKitchenAmenities

4.98 out of 5 average rating, 353 reviews

A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.

Farm stay in Uxbridge

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

FamilyIndoor spacesAccess

4.9 out of 5 average rating, 266 reviews

A glamping dome is set amidst a lush green landscape, reflected in a serene pond featuring lily pads and blooming flowers. Towering trees provide a natural backdrop, while a wooden deck extends from the dome, enhancing the outdoor experience.

Dome in East Gwillimbury

Deerleap Glamping Dome

FamilyKitchenValue

Superhost

A serene view of the waterfront is displayed, featuring calm waters under a soft sky, with pastel colors reflecting at the horizon. A wooden deck and dock are visible in the foreground, along with a Canadian flag gently waving in the breeze.

Guest suite in Innisfil

4.8 out of 5 average rating, 183 reviews

Open tiny king suite with semi-private waterfront

KitchenIndoor spacesCheck-in

4.97 out of 5 average rating, 111 reviews

A spacious dining area features a large wooden table surrounded by black chairs. A clock with a white face is mounted on the wall, and natural light fills the room through large windows. A view into the living area is visible in the background.

Home in Bond Head

3BR Spacious Home - KING BED

Indoor spacesKitchenTV

4.9 out of 5 average rating, 206 reviews

Cottage in Georgina

Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking

KitchenFamilyParking

A wide wooden boardwalk is shown alongside a marina, with modern buildings lining the waterfront. Soft sunlight reflects off the water and the boats docked. Comfortable blue chairs are placed on the green lawn, inviting relaxation while enjoying the serene harbor view.

4.94 out of 5 average rating, 254 reviews

Designer Condo with beautiful harbour view.

FamilyKitchenBarbecue

A modern kitchen is showcased with sleek white cabinetry and stainless steel appliances. A large island with bar seating is positioned centrally, complemented by stylish pendant lighting. The space is illuminated by recessed lighting and features a potted plant, contributing to a contemporary atmosphere.

4.9 out of 5 average rating, 164 reviews

Hot tub, Sauna, fire pit, EV charger plug, generac

KitchenFamilyLocation

Family-friendly home rentals with a pool

A bright and airy living area showcases a plush white sectional sofa, paired with a modern light fixture above. Large windows invite natural light, while a sleek kitchen with bar seating is visible in the background. The backyard patio is furnished for outdoor gatherings.

4.99 out of 5 average rating, 83 reviews

Ground Floor w/ Large Terrance @ Friday Harbour

KitchenFamilyAmenities

4.95 out of 5 average rating, 350 reviews

A charming two-story cabin is nestled among lush greenery, with a pathway leading to the entrance. Tall trees and well-maintained hedges surround the home, creating a sense of privacy. Soft sunlight illuminates the cabin, enhancing its rustic appeal.

Cabin in Mono

The Trails Retreat (Private Cabin)

Indoor spacesKitchenNearby

4.95 out of 5 average rating, 21 reviews

Apartment in Innisfil

Great Escape @ Friday Harbour

FamilyPoolLong stay

Dome in Bradford West Gwillimbury

Vibrant autumn foliage displays shades of yellow and orange surrounding a geodesic dome. A pathway of stone steps leads through a lawn covered in colorful leaves, creating a serene outdoor setting amidst lush greenery.

4.97 out of 5 average rating, 496 reviews

Four season glamping dome under the stars

KitchenIndoor spacesTV

Guesthouse in Orangeville

An outdoor pool area features a surrounding deck with wooden steps leading up to it. Bright blue water reflects the sky, and vibrant green grass borders the patio. Two red Adirondack chairs are placed nearby, complemented by lush trees and a distant green landscape.

4.96 out of 5 average rating, 401 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

KitchenFamilySkiing

4.98 out of 5 average rating, 99 reviews

An aerial view of the rustic chalet reveals a warm wooden exterior complemented by brick accents. A fenced-in yard features a heated, welcoming saltwater pool. Two cars are parked in the driveway, and greenery from surrounding trees enhances the serene atmosphere.

Guesthouse in Barrie

Chalet w/ yard & pool, walk to beach & playground

Indoor spacesKitchenQuiet

A bright living area is showcased with a red sofa and a glass coffee table positioned on a patterned rug. Large glass doors open to a balcony. A colorful wall art piece features a scenic landscape, adding a vibrant touch to the space.

4.94 out of 5 average rating, 155 reviews

Friday Harbour Luxury Condo Escape, Sleeps 4

KitchenIndoor spacesBathroom

Superhost

A modern living area features a spacious sectional sofa complemented by decorative pillows and a large coffee table. Natural light floods in through expansive glass windows, revealing a view of the private patio. Minimalist decor includes a geometric wall design and a stylish light fixture.