Family-friendly holiday rentals in Markham

A cozy living area features a plush sectional sofa facing a flat-screen TV. Natural light filters through two large windows adorned with sheer curtains. A small armchair and a coffee table sit nearby, enhancing the comfortable space for relaxation or entertainment.

4.86 out of 5 average rating, 141 reviews

New 3BR House, Free Parking, Family & Business

Welcome to your cozy home in Markham/Toronto East -bright, fully furnished 3 bedroom house designed for family comfort, and longer stays. Whether you’re visiting for family, work, or a peaceful break, you’ll find everything you need to settle in easily. - 2 comfortable workstations - Toddler-friendly: crib, high chairs, games - 2 parking spots (garage, driveway) - Close to stores, restaurants, parks, HWY 7/407/401, 15 min drive to Unionville and Toronto Zoo, downtown Toronto 30-40 min drive

FamilyIndoor spacesHeating

Guest suite in Unionville

An open kitchen area showcases modern cabinets, a microwave, and a refrigerator, all complemented by a marble-topped circular dining table with four chairs. A sofa bed with a black and white animal print provides additional seating, while a large window allows natural light to enter the space.

4.94 out of 5 average rating, 121 reviews

Markham, Ontario. Top 1% on AirBnB Ranking.

Downtown Markham. Near grocery stores, Malls, Pan Am Centre, Markham's York University, Main St. Unionville, and restaurants. Transit access to Toronto via the GO train station or by car via the DVP. This modern sub basement has a big window, private full kitchen and bathroom, W/D, A/C, heating, one car parking, comfortable Queen size bed, sofa bed, and a 55" TV. We're very proud to be listed as a "Super Host", "Guest Favourite" & ranked in the top 1% of house listings based on reviews.

FamilyIndoor spacesValue

4.93 out of 5 average rating, 215 reviews

The indoor swimming pool area features a tiled pool surrounded by natural light from large skylights. Two colorful floats are positioned on the water surface, and glass doors provide a view of the outdoors, enhancing the open and airy feel of the space.

Villa in Toronto

Toronto Vacation | ➊ The One Toronto Villa

The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

Indoor spacesFamilyPool

4.9 out of 5 average rating, 48 reviews

A modern living area features a sleek kitchen equipped with stainless steel appliances, including a microwave and oven. A comfortable sofa is positioned beside a large window, offering natural light. A breakfast bar with stools enhances the inviting space, which includes a neutral-toned area rug.

Condo in Unionville

Modern Downtown Unionville Stay

Cozy 1+Den Condo in Downtown Unionville Stay in our modern condo with 11-foot ceilings, two beds, a fully equipped kitchen, and a 4K TV. Enjoy access to the building’s pool and gym for your convenience. Located just 5 minutes from Unionville GO, 30 minutes to downtown Toronto or Pearson Airport, and close to the Markham Pan Am Centre. With restaurants, gyms, and VIP theaters nearby, it’s the perfect base for work or leisure. Book your stay today to experience the best of Unionville!

FamilyIndoor spacesHospitality

4.91 out of 5 average rating, 112 reviews

The open living area features a modern kitchen with dark wood cabinetry and stainless steel appliances. Natural light is facilitated by windows, while a comfortable sofa bed and a dining table with chairs are positioned nearby. Wood flooring adds warmth to the space.

Guest suite in Markham

Luxury Walkout Basement Apartment

A nice, chic and fully renovated basement apartment with separate entrance and parking. One bedroom with a full bed and a single bed; a modern Kitchen including dish washer; a private laundry with high quality LG front-load washer&dryer, and a family room with a sofa bed and TV w/Netflix and YouTube. Wifi included. Close to Markham Stouffville Hospital, Toronto Zoo and Unionville. 30 mins drive to Toronto Downtown. Great for couples, solo adventurers, family & business travellers.

KitchenFamilyShared spaces

Apartment in Richmond Hill

A modern living area is depicted, featuring a dark sofa adorned with decorative pillows and a light wooden coffee table. A circular dining table with white chairs is in the foreground, while a wall-mounted TV is positioned opposite. Warm lighting enhances the spacious feel.

4.96 out of 5 average rating, 443 reviews

Modern Cozy Home near the Mill Pond Park.

Our bright and cozy basement apartment features large lookout windows and everything you need for a comfortable stay. Just steps from beautiful Mill Pond Park, enjoy scenic trails and a peaceful residential setting. Located in Richmond Hill, about an hour from downtown Toronto. A vehicle is recommended. Free parking included. Perfect for guests seeking a quiet retreat with easy access to the city and ideal for nature lovers. Shops and restaurants are just a short drive away.

KitchenIndoor spacesNearby

4.96 out of 5 average rating, 97 reviews

The living area features a comfortable gray sofa adorned with decorative pillows, complemented by a sleek coffee table. A large black screen provides an entertainment option, while a floor lamp offers additional lighting. Expansive windows frame outdoor views, illuminating the space with natural light.

Condo in Unionville

Cozy Suite in DT Markham Core

One of a kind, luxurious entire condo suite with unobstructed views located in the heart of Downtown Markham. First and only condo with underground access to Marriott Hotel amenities. Unwind with some soft bed sheets, fresh towels, toiletries, shared pool and jacuzzi. This suite includes one private parking space and an office den with high speed internet. Close to bus routes, GO Station, HWY 407 and 404. Steps to VIP Cineplex Theatre, restaurants, bars, parks and more!

Indoor spacesFamilyPool

4.86 out of 5 average rating, 140 reviews

The geodesic dome features a modern white exterior, set against a backdrop of trees. A wooden deck extends from the dome, leading to a covered gazebo, with a pathway of wood chips guiding the approach. Soft sunlight filters through the branches, creating a serene atmosphere.

Dome in Uxbridge

The Bubble Glamping Dome

Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Indoor spacesFamilyAmenities

A comfortable lounge area features a dark sectional sofa adorned with decorative pillows. A soft ottoman complements the seating arrangement. A lamp provides subtle lighting, while a vase with decorative branches adds a touch of elegance to the space.

4.87 out of 5 average rating, 170 reviews

Cozy basement in Markham

Cozy 1 bedroom basement apartment for 2 with separate entrance at the heart of Markham. This accommodation boasts a very central location in Markham. Walking distance to Pacific Mall, 7 minutes drive to Markville Mall, 4 minutes drive to Denison Centre, quick access to Highway 407 and many more. It is also a few steps away from Denison park. Spacious bedroom with queen bed, fully equipped kitchen, lounge with TV, a spacious modern bathroom and dining area.

FamilyKitchenCondition

Guesthouse in Richmond Hill

The exterior of a newly constructed coach house is showcased, featuring a modern design with stone and brick elements. Two garage doors are visible, along with a front porch and balcony above. A well-maintained lawn and a young tree add greenery to the inviting entrance.

4.93 out of 5 average rating, 107 reviews

Entire 1 Bedroom Detached Coach House

This completely private and newly built (Dec 2023) independent one bedroom coach house is located in the prestigious Observatory Hill neighborhood in south Richmond Hill. Convenient location near transit, shops and restaurants (mins drive to Hwy 404 and Hwy 407). This unit also offers secure internet, Keurig coffee machine, TV, independent AC, furnace, laundry, private entrance with easy Smart Lock access and two free parking on the driveway and many more!

Indoor spacesKitchenHospitality

4.9 out of 5 average rating, 117 reviews

Home in Richmond Hill

Luxury & Cozy 3 Bedrooms Entire Basement

Beautiful and spacious 3-bedroom separate entrance basement unit in Bayview Hill (16th and Leslie). Ideal for families or groups, it boasts a stylish living space, laundry area, and well-equipped kitchenette. In a quiet & safe neighborhood, near parks and restaurants. A few steps away from the local park and the walking trails. Just a 10-minute walk to McDonald's/Tim Hortons/Richlane mall. Private parking and flexible, easy self-check-in.

FamilyIndoor spacesHospitality

4.92 out of 5 average rating, 178 reviews

A modern kitchen is presented with sleek cabinetry in light and dark tones. Stainless steel appliances, including an oven and refrigerator, are visible. A large island with bar seating for two is positioned near expansive windows, allowing ample natural light to enhance the space.

Home in Richmond Hill

Studio House with Entrance, Kitchen, Free Parking

Newly painted luxury Studio house, Located in the Heart of Richmond Hill, walking distance from David Dunlap Observatory Park, Plazas, Malls, Schools, Restaurants and Supermarkets. Close To Highway And Go Station, Viva, Yrt. Separate entrance and all inclusive with one queen bed, sofa bed, smart TV, Bell 1.5G speed internet, private kitchen - Fridge, Washer, Dryer, Stove, Oven, Range Hood, Micro oven, and full bathroom with free Parking.

Indoor spacesKitchenBathroom

Popular amenities for Markham family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 245 reviews

A private hot tub is positioned on a wooden deck beneath a lattice covering, allowing for relaxed soaking. Lounge chairs are arranged nearby, and vibrant greenery and decorative flowers provide a natural backdrop. A swimming pool can be seen in the distance, enhancing the outdoor ambiance.

Home in Port Perry

Home away from home with a hot tub and pool

Indoor spacesKitchenQuiet

4.99 out of 5 average rating, 185 reviews

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 The Beaches

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub

KitchenIndoor spacesComfort

4.92 out of 5 average rating, 118 reviews

A bright sunroom is showcased with a glass ceiling and walls, providing expansive views of the surrounding nature. A glass dining table is surrounded by black chairs, resting on a soft area rug. The space offers a connection to the outdoors while remaining sheltered.

Home in Scarborough

Ravine Paradise ! heated pool and hot tub!

FamilyKitchenTV

4.86 out of 5 average rating, 108 reviews

A private outdoor space features a hot tub positioned beside a blue swimming pool. Surrounding amenities include a charcoal grill, dining table, and lounge chairs set on a wooden deck, with trees providing natural shade and decorative lighting enhancing the evening atmosphere.

Home in Toronto

Toronto Pool Retreat

KitchenIndoor spacesHospitality

4.9 out of 5 average rating, 114 reviews

The modern townhome exterior features a clean brick facade and large windows providing ample natural light. A set of steps leads to the main entrance, framed by black railings on either side. A small potted plant sits at the base of the steps.

Townhouse in Pickering

The Cyberspace (No cleaning fees, Private Hot Tub)

KitchenFamilyValue

5 out of 5 average rating, 142 reviews

The exterior of a two-story home is displayed, featuring a brick facade and large windows. A well-maintained lawn surrounds a decorative fountain at the front. Two garage doors are visible on the left, with flower pots adorning the window ledges and entrance area.

Guest suite in Newmarket

Bed of Roses Airbnb. Hot tub! 45 mins N of Toronto

FamilyIndoor spacesQuiet

Cabin in Whitchurch-Stouffville

A charming cabin is nestled among tall evergreen trees, surrounded by well-maintained landscaping. Stone steps lead to the entrance, illuminated softly by exterior lights. The lush green lawn flows gently, creating a serene outdoor setting.

4.99 out of 5 average rating, 140 reviews

Lakefront getaway for two on Musselman's Lake

FamilyKitchenWi-Fi

4.93 out of 5 average rating, 127 reviews

Large windows offer a panoramic view of the city, filling the bright living space with natural light. The area includes a cozy sofa set, a dining table with chairs, and a glass coffee table, all complemented by indoor plants and modern decor.

Condo in Richmond Hill

Corner of LOVE

FamilyIndoor spacesSleep quality

Family- and pet-friendly home rentals

Guest suite in Richmond Hill

A well-lit bedroom features a spacious bed dressed in a striped white duvet. Geometric patterned pillows add visual interest. A mirror and framed artwork are displayed above a wooden dresser, which holds decorative items and a stylish lamp, enhancing the room's modern decor.

4.95 out of 5 average rating, 111 reviews

Tranquil Ambience with a Private Washroom

FamilyKitchenCheckout

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

Indoor spacesKitchenLocation

4.86 out of 5 average rating, 529 reviews

A cozy living and dining area features a wooden dining table set with plates and glassware. Two plush sofas surround a glass coffee table in front of a television, while bright yellow flowers add a pop of color to the space. Light-colored walls enhance the inviting atmosphere.

Apartment in Markham

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

Indoor spacesFamilyBathroom

4.86 out of 5 average rating, 136 reviews

A warm living area features a large leather sofa paired with a circular chair. A rustic wooden coffee table is positioned in front. Natural light filters through sheer curtains, illuminating the space with a cozy ambiance. A wood-burning fireplace is framed by vertical wood paneling.

Home in Pickering

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

KitchenFamilyValue

The spacious living area features a light-colored sectional sofa arranged around a circular coffee table. A large Smart TV is mounted on the wall, while abstract artwork adorns the walls. Natural light enters through double doors leading to the patio, complemented by a decorative plant.

4.93 out of 5 average rating, 191 reviews

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean

KitchenIndoor spacesLong stay

Guest suite in Richmond Hill

The living area is furnished with light-colored sofas arranged around a glass coffee table, creating an inviting space for relaxation. Soft lighting from recessed fixtures complements natural light filtering through windows. A modern fireplace provides warmth, while decorative plants enhance the overall ambiance.

4.96 out of 5 average rating, 112 reviews

Snow-Free Garage Parking / Modern bright 2BR Suite

Indoor spacesFamilyWi-Fi

4.93 out of 5 average rating, 15 reviews

Cozy Private Detached entire Coach House

KitchenFamilyCleanliness

5 out of 5 average rating, 15 reviews

Apartment in Unionville

"27" Brand New 3 Bed condo

Indoor spacesConditionPool

Family-friendly home rentals with a pool

5 out of 5 average rating, 36 reviews

Apartment in King City

The King's Rest

FamilyIndoor spacesNearby

5 out of 5 average rating, 203 reviews

The exterior of a modern two-story home is displayed, featuring a brick and stone facade. A well-maintained driveway leads to a double garage with decorative doors. Bright flower pots are positioned near the entrance, while lush green landscaping surrounds the property.

Apartment in Newmarket

The Hilton BnB Adult Luxury Suite

KitchenIndoor spacesComfort

Apartment in Downtown Toronto

4.92 out of 5 average rating, 156 reviews

Stunning Skyline View Condo, Steps to CN Tower

KitchenFamilyTV

4.67 out of 5 average rating, 9 reviews

Condo in Richmond Hill

Warm, spacious condominium with a view!

KitchenBathroomWalkability

5 out of 5 average rating, 158 reviews

A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.

Condo in Yorkdale

The Penty: Luxurious Penthouse with Pool, Hot Tub

FamilyIndoor spacesComfort

4.94 out of 5 average rating, 79 reviews

An open living area features a sleek black couch facing a wall-mounted television. Sunlight streams through sheer curtains, illuminating the space. A wooden table, with several chairs, is positioned nearby, creating a cozy dining area. A large wall clock adds a decorative touch.

Condo in Unionville

Queen's Landing Markham Unionville

FamilyIndoor spacesSleep quality

4.95 out of 5 average rating, 107 reviews

A stone fireplace is set into a rustic wall made of various sized natural stones, providing a textured and earthy backdrop. A flat-screen TV is mounted above, and a wooden cabinet is positioned to the left, adding warmth to the living space.

Apartment in Caledon

Separate apartment with pool, on golf course.

Indoor spacesFamilyOutdoor spaces