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Family-friendly vacation rentals in Durham Region

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Durham Region

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A modern kitchenette is shown, featuring a silver refrigerator and a stainless-steel microwave above the stove. Light cabinetry contrasts with a wood countertop. A gray sofa sits in the foreground, accompanied by a wall clock and a lamp, enhancing the sleek and organized space.

Condo in Pickering

4.93 out of 5 average rating, 322 reviews

“Elysium” Where happiness is real!

Stay connected with our fast Bell Fibe Wi-Fi, free parking and unwind with over 1000 streaming channels on our TV, including Netflix and Prime. Whether you're here to catch the game or watch an exciting fight you’ll have everything you need for a great time Our location is the perfect base for discovering all that Pickering has to offer. You’ll be just a short drive away from fantastic restaurants, lively bars, shopping spots, and even casinos—everything you need for a fun and convenient stay!

A modern kitchen is presented, featuring sleek white cabinetry and a textured backsplash. Stainless steel appliances, including a refrigerator and oven, are prominently displayed. A countertop offers space for meal preparation, while a coffee maker and microwave add to the kitchen's functionality.

Guesthouse in Whitby

4.96 out of 5 average rating, 210 reviews

One bedroom apartment/guesthouse.

Welcome to your peaceful private getaway located north of the 401 in Whitby. Guest will have the entire apartment with separate entrance to themselves. This newly constructed apartment is equipped with a fully functional kitchen, bathroom, living room and bedroom. Apartment comes with Wifi, 43” television with Amazon Prime TV services. Guest will have a designated parking space on the driveway. Please refrain from smoking inside the unit, smoke alarm are interconnected, and are highly sensitive.

Top guest favorite

The spacious living area features a leather sectional sofa and a cozy ottoman, situated atop a soft area rug. A modern kitchen with an island and dark cabinetry is visible in the background, complemented by ambient blue lighting.

Guest suite in Ajax

4.99 out of 5 average rating, 142 reviews

Brand New Private Luxury Suite Open Consept living

Sun filled Private Suite, cozy & modern. Entire space with separate entrance. Peaceful Ravine, walking path & Sunrise. Minutes to the 401 & Ajax Go Station. 18 min to Toronto Pan Am Sports Centre. 30 min to downtown Toronto. Walking distance to a wide variety of restaurants, major shopping plazas, Walmart, Costco, RCSS, Iqbal foods, Ajax Downs & Casino. Life Time Athletic, Ajax convention Centre. Minutes to Lake Ontario & Pickering Casino. 12 min to Dagmar Ski Resort & Whitby Thermëa spa village

A cozy bedroom features a spacious bed with a decorative patterned comforter, flanked by a bedside table with a small vase of flowers. A dresser and mirror reflect the soft, neutral tones of the room, with light accenting the headboard.

Home in Bowmanville

4.88 out of 5 average rating, 121 reviews

Cozy 1-Bedroom Basement Apt.

Welcome to your home away from home! This walkout basement has a private entrance and is newly constructed with a full bathroom and kitchen amenities, a spacious living room, indoor and outdoor dining areas, and a comfortable bedroom. Enjoy modern conveniences such as Wi-Fi and a 50" television with a fully paid Netflix subscription. Your convenience is our priority, with a designated parking space in the driveway for guests. Located nearby are popular dining options like Swiss Chalet, DQ, etc.

Top guest favorite

The modern kitchen and living area feature sleek white cabinetry and stainless steel appliances. A light-toned island with seating is positioned near a comfortable sofa, which is complemented by decorative pillows. Soft lighting enhances the inviting atmosphere of this open-concept space.

Apartment in Oshawa

4.96 out of 5 average rating, 152 reviews

Family Friendly | HOT TUB | Near Toronto & UOIT

Experience comfort and convenience in this newly built 1-bedroom basement apartment with a work study, kitchen and onsite laundry. Relax in the hot tub after a busy day exploring the local farms, hiking trails, and parks nearby. Close to Ontario Tech University, banks, grocery stores, restaurants, and bars. Access to Durham Transit, GO bus & train, and located just 5 mins off highway 407. Ideal for couples or small families with a child. Book now for a hassle-free stay in Oshawa, Ontario.

A spacious sitting area contains two comfortable sofas and a wooden coffee table. A television is positioned on a white cabinet, while natural light enters through large windows. A small table with a lamp is set in the corner, complemented by a potted plant.

Loft in Bowmanville

4.92 out of 5 average rating, 277 reviews

Spacious Upstairs Studio apartment (800 sq. ft)

Newly constructed, large, bright, quiet (800 sq. ft) loft in our house. Only 2.5 km from highway 401, 15 km from 407 and 21 km to Canadian Tire Motorsport Park. This self contained bachelor style apartment with kitchenette and laundry facilities, is accessed through a private entrance. The full second story of our house, looks onto the treetops from all directions. Close to stores/restaurants but away from traffic. You will have a key to lock the side door entrance and the Airbnb space.

A well-maintained exterior of a single-story brick residence is highlighted, featuring a manicured lawn and vibrant flowerpots along the entrance. A vehicle is parked in the driveway, and decorative accents add a welcoming touch to the home.

Apartment in Oshawa

4.93 out of 5 average rating, 834 reviews

Just like home

This is an fully furnished basement apartment Quiet neighborhood close to bus stop, shopping and restaurants. Ten minute drive to Oshawa Center and downtown Oshawa. Reserve parking in driveway on left side. Breakfast ingredients are included; Eggs, Bacon, Cereal ,Toast, Coffee , Tea and etc. Our guests can rest assured that the bedding is washed and changed with each and every new guest, and for those who stay for a week or more , bedding is changed every five days or upon request.

A cozy living space features a modern television stand with a flat-screen TV, accentuated by a bold artwork. A gray couch with yellow cushions invites relaxation, complemented by a light rug atop wooden flooring. Large windows allow natural light to brighten the room.

4.85 out of 5 average rating, 206 reviews

Moons & Noons -Separate Unit for your Comfort

Welcome to our charming retreat in Ajax! You'll be greeted by living space adorned with carefully curated decor. The sofa beckons you to unwind, while the large windows' scenic views allow natural light to fill the room. Just take a stair down to the Basement, to be greeted by an elegant kitchenette. Enjoy a drink on the sofa while watching shows on 55' QLED. Step into a world of relaxation in our stunning bathroom designed to calm your stress. Your unforgettable stay awaits U!

A modern living area features a sleek black television mounted on a white stand. A round glass coffee table sits in front, topped with a small decorative plant. Light-colored walls and warm wood flooring create a bright and open atmosphere.

Home in Bowmanville

4.76 out of 5 average rating, 115 reviews

Home in bowmanville

Premium accommodation for travellers and bussiness people, Entire private one bedroom unit with full kitchen and bathroom, seperate side entrance with Clean and spacious rooms. 6 minutes to highway 401 . Many restaurants are near by. Free private parking . Ready to have your coffee and toast and enjoy your trip to Bowmanville. One hour to Toronto downtown.This place is a premium accommodation, not animal friendly so please don’t book with your pet. Strictly No doping allowed.

A modern living area features a gray sectional sofa and two light-colored chairs positioned around a glass coffee table. A wall-mounted television is situated above a contemporary electric fireplace, with a decorative plant adding a touch of greenery to the space.

Guest suite in Whitby

4.81 out of 5 average rating, 127 reviews

Luxury 2 Bedroom Apartment - 5 mins to Thermea Spa

★ "Very nice apartment! Clean, spacious, and modern'' ★ ☞ Fully Private unit!!! ☞ Fully equipped kitchen!!!! With all required machines and pots ☞ Extended Kitchen Island ☞ All rooms w/ queen + Sheets and Duvet !!!!!! ☞ 55” smart Samsung TV w/ Netflix + Samsung sound bar with Sub ☞ Central AC + Heating ☞ Onsite washer + dryer ☞ Parking → 1 on the driveway!!!! ☞ 700mbps wifi ☞ Open Concept 5 mins → Thermëa spa village 12 mins → Whitby and Ajax GO Station

Top guest favorite

A decorative wooden sign features the word 'LOVE' in large letters, set against a soft background with a subtle text pattern. The sign is positioned within a cozy setting, enhancing the ambiance of the space.

Apartment in Whitby

4.96 out of 5 average rating, 390 reviews

LOVE and Relax at Dream Catcher Retreat

Are you looking for the perfect getaway? 😊 Retreat yourself to a Luxurious, Charming and Modern Suite with a splash of glam.✨ Perfect for couples, families or business trips. Enjoy the Fireplace with a glass of Cabernet Sauvignon🍷Perhaps you would also like to partake in a game of pool on our custom pool table 🎱, or take a hot rainfall shower in a delightful Stone Spa Shower💦. But, most importantly, our place is yours to relax and unwind😊

Top guest favorite

A spacious living area showcases modern furnishings, including a light-colored sofa and two deep blue accent chairs. A round marble coffee table is centered on a patterned rug. Bright lighting illuminates the contemporary design, enhancing the inviting atmosphere.

5 out of 5 average rating, 119 reviews

Ultra-Modern Luxury Retreat! Close to Thermea SPA.

COZY and INVITING, this modern suite is in a quiet, family-friendly Ajax neighborhood. Just 10 minutes to Thermea Spa and Ajax GO Station, and a short walk to parks, shops, and groceries. Newly built with deluxe finishes, the 1,000 sq. ft. space includes in-floor heating, an electric fireplace, a spacious sofa, and smart TV with Netflix/Prime. Downtown Toronto is 35–45 mins by car, and Pearson Airport or Mississauga in about 55 mins.

Vacation rentals for every style

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Luxurious estates for the ultimate escape

Popular amenities for Durham Region family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A hot tub is positioned next to a serene lake, its blue water illuminated by LED lights. The surrounding area features a view of the calm water and the night sky, enhancing the relaxing atmosphere. Comfortable outdoor seating is placed in the background.

Cottage in Bowmanville

4.9 out of 5 average rating, 172 reviews

“Lakeside Dreams”: All season HotTub w/lake views

A functional workspace is featured, with a light-colored desk and an ergonomic chair positioned next to a large window. A decorative hexagonal wall piece adds visual interest above the desk. Natural light fills the space, creating a productive environment.

Apartment in Oshawa

4.81 out of 5 average rating, 113 reviews

Vacation Retreat•4BR 4BA•Hot Tub•BBQ•Near Toronto

A tranquil view of a lake reflects the colorful hues of the sunset, with a modern building nestled among trees on the opposite shore. The surrounding landscape features gentle slopes leading to the water, creating a peaceful natural setting.

Guest suite in Newcastle

4.91 out of 5 average rating, 234 reviews

Romantic Nature Retreat - Hydrotherapy Suite

A geodesic dome is surrounded by a lush forest, featuring a wooden deck with two chairs and a fire pit. The exterior is composed of geometric panels, with a retractable roof. A small hot tub is nearby, adding to the private and serene setting.

Dome in Port Perry

4.92 out of 5 average rating, 651 reviews

South Geodome - Birchwood Luxury Camping

A view from above captures the living area with a light wooden floor and a large area rug. A cozy couch is positioned near a coffee table, with a playful dog standing beside it. A ladder leads to a lofted sleeping area, enhancing the open atmosphere.

Cabin in Georgina

4.99 out of 5 average rating, 105 reviews

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub

A serene lakefront view captures the red cottage surrounded by trees and a well-kept lawn. A private dock extends into the water, with a small boat visible nearby. The area reflects a peaceful neighborhood setting, ideal for outdoor activities.

Cottage in Little Britain

4.92 out of 5 average rating, 106 reviews

The Oakdene Cottage

Top guest favorite

Cottage in Trent Lakes

4.98 out of 5 average rating, 107 reviews

Lux - 5 Bdrm - Waterfront, Hot Tub, Game Room+Plus

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

4.95 out of 5 average rating, 250 reviews

Serenity Suite w/Sauna-Your Entire Apt Awaits You

Family- and pet-friendly home rentals

Home in Little Britain

4.96 out of 5 average rating, 101 reviews

Cozy Lakeside Cottage on Lake Scugog

Apartment in Markham

4.86 out of 5 average rating, 449 reviews

Spacious 2BD 3-6 ppl homestyle BSMT mansion with window basement 130sqm

Top guest favorite

A waterfront view of the cozy cottage is presented, featuring a wooden dock in the foreground. The cottage, surrounded by lush greenery, has a spacious deck with seating. A fire pit area is visible on the lawn, enhancing the outdoor space.

Cottage in Kawartha Lakes

4.98 out of 5 average rating, 103 reviews

Kawartha Lakeside Haven

Top guest favorite

The spacious studio features a queen-sized bed with a checkered comforter and decorative pillows. A large Samsung 55-inch Smart TV is positioned on the entertainment unit, offering various streaming options. A workstation is visible in the background, providing a comfortable space for productivity.

Guest suite in Bowmanville

4.99 out of 5 average rating, 78 reviews

The Cozy Cove Studio

A cozy living area showcases a large, brown leather sofa paired with a vibrant green storage unit. The walls are painted in a deep teal, and a wooden staircase leads to the upper level. The space benefits from natural light filtering through the openings above.

Home in Pickering

4.84 out of 5 average rating, 107 reviews

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.

A spacious sleeping area features a large bed dressed in neutral linens. A cozy armchair is positioned by the window, which is covered with light-filtering shades. Two lamps stand beside the bed, and a decorative wall frame showcases earthy art. A soft area rug adds warmth to the floor.

Apartment in Clarington

4.84 out of 5 average rating, 37 reviews

Private Guesthouse in Bowmanville

Top guest favorite

A comfortable sofa in a neutral brown tone is positioned in the living room, complemented by a decorative blanket. In the background, a modern kitchen with bar stools and a light-colored counter is visible, along with a window allowing natural light into the space.

Apartment in Pickering

4.96 out of 5 average rating, 142 reviews

2 Plush Queen Beds + 1 Sofa-bed - Sleeps 6 - Apt

A relaxing outdoor space features a circular fire pit surrounded by four red Adirondack chairs. A stack of firewood sits nearby. Behind the seating area, a glimmering glass geodesic dome is surrounded by lush greenery and open sky.

4.95 out of 5 average rating, 124 reviews

Glass Dome - Sleep Under The Stars- Free Sundays

Family-friendly home rentals with a pool

Top guest favorite

An outdoor pool is surrounded by a stone patio, featuring landscaping elements including flower beds and a small bush. Seating options are provided by chairs placed around the pool area, and a decorative birdbath is visible nearby.

Home in Port Perry

4.93 out of 5 average rating, 229 reviews

Home away from home with a hot tub and pool

A serene pond is visible, with a person kayaking on calm waters. A wooden dock is in the foreground, featuring two white lounge chairs and a blue float. Lush greenery surrounds the pond, complementing the tranquil atmosphere.

Treehouse in Port Perry

4.98 out of 5 average rating, 556 reviews

Treehouse on private, isolated forest (300 acres)

The modern condo building features a multi-story design with balconies and large windows. Soft greenery lines the ground level, enhancing the urban landscape. A clear blue sky provides a bright backdrop, while the street is lined with manicured trees, creating an inviting atmosphere for residents and visitors.

Condo in Markham

4.91 out of 5 average rating, 122 reviews

Downtown Markham Unionville

Top guest favorite

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

Home in Toronto

4.99 out of 5 average rating, 154 reviews

Heated Pool-tub Open 365 Days

Top guest favorite

A shared pool area is depicted featuring a clear blue pool with sunlight glistening on the water's surface. Colorful hula hoops rest on the stone-paved deck nearby, while a float can be seen on the water, enhancing the inviting outdoor space.

Farm stay in Port Hope

4.97 out of 5 average rating, 87 reviews

Fully renovated 2 bedroom apartment

The backyard features a spacious pool surrounded by lush greenery. A stone patio is visible, with several lounge chairs and a dining area nearby. The home, with a dark exterior, has large windows and a deck that connects to the serene forest backdrop.

Guest suite in Uxbridge

4.95 out of 5 average rating, 222 reviews

Mackenzie Cottage

Apartment in Pickering

4.67 out of 5 average rating, 3 reviews

Private Oasis, HUGE KING Bed, book now !

The outdoor area features a large in-ground swimming pool surrounded by a stone patio, with bright yellow chairs positioned nearby for relaxation. Lush greenery and wooden fencing provide privacy, creating a tranquil space ideal for outdoor enjoyment.

Home in Toronto

4.95 out of 5 average rating, 119 reviews

Modern Designer Home w/ Pool Open Game Rm/Fire Pit

Destinations to explore