We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

House vacation rentals in East Gwillimbury

Find and book unique houses on Airbnb

Top-rated house rentals in East Gwillimbury

Guests agree: these houses are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

The living area features a spacious couch and two cozy blue accent chairs, positioned around a round coffee table. A large flat-screen TV is mounted on the wall, while a modern mirror reflects the open concept layout, enhancing the light from the recessed lighting.

5 out of 5 average rating, 116 reviews

Ultra-Modern Luxury Retreat! Close to Thermea SPA.

Cozy and welcoming, located in a quiet and family-friendly neighborhood; it is a terrific offering that will impress guests. It is centrally located in Ajax and 10 min from Thermea Spa, newly built with deluxe finishes situated within walking distance to superb services, including groceries, parks, and shops. The space is approximately 1,000 sq. ft in total, with in-floor heating. The modern electric fireplace sits in front of the expansive couch, with a TV with Netflix and Prime Video access.

Top guest favorite

A bright family room features a white leather sectional sofa and a glass coffee table, complemented by a decorative area rug. Natural light filters through two windows, adorned with red curtains. A television is mounted on the wall, and a small Christmas tree adds a festive touch.

Home in East Gwillimbury

5 out of 5 average rating, 24 reviews

Serenity Canyon: Up Class Business-Family Retreat!

Up class stylish all inclusive two bedroom basement apartment with separate entrance! Extremely clean, bright, quite, safe, spacious, comfortable, in a very nice and friendly neighborhood. 3 GB/s unlimited WIFI internet, 55 inch high end smart Samsung TV, plus Netflix, Amazon Prime Video and Disney Plus subscriptions, makes it an island in the heaven for work or family retreat! Enjoy a well equipped modern kitchen for who loves cooking, and walking distance to shopping malls and restaurants!

A serene landscape is captured, showcasing a calm river surrounded by lush greenery. Various structures, including gazebos and outdoor seating, are visible along the riverbank, while a swimming pool and well-maintained lawn provide inviting spaces for relaxation.

Home in Holland Landing

4.97 out of 5 average rating, 29 reviews

Private river access with pool, canoes, kayak

Cozy, homely and peaceful cottage-style getaway near Toronto, modern conveniences close by - ideal for young families or small groups. Guests enjoy exclusive use of the spacious 2nd floor with separate entry, fully stocked like a private apartment (see below for details) . Please note: - Owners live on the 1st floor with friendly dogs (separate entrance for guest). - no A/C in living/dining area, but ceiling and industrial fans provided; each bedroom has a portable A/C and ceiling fan.

Top guest favorite

A modern kitchen area is presented with white cabinets and stainless steel appliances. A glass dining table, set with blue dishware and decorative candles, sits centrally, surrounded by sleek grey chairs. Soft lighting creates an inviting space for meals and gatherings.

Home in Oak Ridges

4.96 out of 5 average rating, 121 reviews

Place You Want To Stay at With Tons of Options ! !

Brand New, Modern & Open Concept Basement Unit With 9 ft Ceilings & Brand New LG Appliances, Located at Bathurst & King Street In Richmond Hill. Beautifully Decorated & Fully Furnished For Your convenience, Making it a Comfortable Stay - Min walk to Community Park With Playground For The Kids - Min Drive From Lake Wilcox & Bond Lake + Many Other Trails - Tons of Different Variety Of Restaurants - Grocery Stores - Multiple Gyms Close By - Coffee Shops - Public Transportation and Much More

A bright living area features two comfortable sofas, one in muted brown and the other with striped fabric. A round coffee table sits centrally on a light-colored rug. Natural light filters through multiple windows adorned with modern shades, while a wall-mounted television is positioned above a sleek fireplace.

Home in Holland Landing

4.93 out of 5 average rating, 14 reviews

Sunny Haven: Brand New Retreat

Have fun with the whole family at this stylish place – your gateway to relaxation and exploration in Holland Landing within the GTA. This listing is conveniently located near parks, scenic trails, and is easily accessible from the 404 highway. With traffic, downtown Toronto is approximately 1 hour away, and Pearson Airport is just a 45-minute drive. Indulge in the comfort of our rooms, equipped with cozy beds and private bathrooms, each featuring a shower, bathtub, towels, and a hairdryer.

The exterior of a modern home is highlighted at sunset, showcasing large windows that reflect warm interior lighting. A spacious backyard features green grass, a dining area under a gazebo, and a hot tub on the deck, creating an inviting outdoor space.

4.97 out of 5 average rating, 108 reviews

Waterfront home, city/sunset view & steps to beach

Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minuts to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

Top guest favorite

The living room features a large sectional sofa and a coffee table with a decorative plant. A modern gas fireplace is situated beneath a wall-mounted television displaying a streaming service. Sunlight fills the space through multiple windows, creating a bright and cozy atmosphere.

Home in Pickering

4.98 out of 5 average rating, 121 reviews

Chefs Kitchen I TorontoZoo I 8km to EV Chrg I Park

Why you will love your stay here: - ***ENTIRE HOME*** No one will be on the property but those on the booking. This is a DETACHED house. No connecting houses. - Open concept on the main floor so you can connect and create memories - Dedicated work from home spaces . Cat 6 ports -The 2nd floor has 4 different rooms where you can unwind and take a much deserved break - 10ft ceilings on a corner lot with lots of sunlight - Central Hub to Toronto (45 min drive)

A welcoming entrance is framed by lush greenery, featuring a cluster of flowering shrubs in soft white. The door, set within a structured porch, is flanked by dark-shuttered windows, creating a charming front view of the property.

Home in East Gwillimbury

5 out of 5 average rating, 10 reviews

Countryside walk-out with pool.

Looking for a peaceful retreat just outside the city? This bright and spacious lower-level walkout apartment is the perfect rural getaway, 45 minutes from downtown Toronto. Located on 10 acres with a private entryway and access to the pool, gazebo and gardens, this apartment is the perfect stay for a couple looking to escape the city. Conveniently located close to downtown Newmarket, shops, hospital, and events venues Two king beds to choose from - firm or soft.

The living area features a grey couch adorned with assorted cushions and a vibrant throw blanket. A coffee table is centrally positioned, holding decorative items and a floral centerpiece. Natural light filters through large windows, highlighting the artwork on the walls and the soft rug beneath.

Home in Holland Landing

4.88 out of 5 average rating, 26 reviews

Bright & Clean One Bdrm Aprt

Enjoy a stylish experience at this beautiful one bedroom apartment with all the amenities you need ! Located in beautiful Holland landing Neighbourhood, minutes from upper Canada Mall,Costco, Cineplex movie Theatre, 4004 and 400, Go Train and Southlake Hospital. Feel cozy on the couch or in the bed with Smart TV or access to a Fully equipped kitchen with all the tools necessary for you needs. Backyard access with a patio furniture the summer to enjoy outside!

Top guest favorite

A spacious brick home stands surrounded by well-maintained greenery and vibrant flowers. Large windows enhance the inviting facade, while a covered entrance leads to the front door. The manicured landscaping adds to the overall charm of the property.

Home in Newmarket

4.95 out of 5 average rating, 41 reviews

Feel like home 1 bedroom unit w/ King bed

Welcome to our comfortable unit located at the intersection of Yonge and Savage Rd in beautiful Newmarket. We offer the perfect blend of elegance, comfort, and convenience to ensure a memorable stay. Enjoy a private entrance, a luxurious king-size bed with premium mattress and bedding, and a prime location just a 5-minute walk to Yonge Street, the bus station, and nearby amenities, including shopping, dining options, and a beautiful nearby walking trail!

A comfortable bedroom features a spacious bed dressed in crisp white linens, complemented by dark decorative accents. Two lamps provide soft lighting on either side of the bed. A large window allows natural light to fill the room, framed with dark curtains.

4.94 out of 5 average rating, 254 reviews

Home in Barrie - Minutes to RVH & Georgian College

Minutes from RVH Hospital, Georgian College, Hwy 400, and the Barrie Waterfront. Clean, newly renovated, main floor of home in a quiet neighborhood. Your family will be close to everything when you stay at this centrally located place. Brand new tv in every room. Air mattress available by request. PLEASE inform us if you would like to use the couch as a bed so we can provide you extra linen. Thank you ☺️

A circular patio area features a fire pit at the center, surrounded by eight colorful Muskoka chairs in red and blue. The setting overlooks a serene lake and wooden dock, with a guitar resting nearby on the lawn, framed by a clear blue sky and scattered clouds.

Home in Georgina

4.91 out of 5 average rating, 278 reviews

Lakefront Luxury · Private Beach ·Hot Tub · Sunset

Welcome to Lake Simcoe Beach House! Escape to a peaceful lakefront retreat designed for families and groups seeking comfort and adventure in every season. Located on the pristine shores of Lake Simcoe, this spacious home offers breathtaking sunsets, sandy-bottom waters safe for swimming, and an array of indoor and outdoor activities for an unforgettable getaway.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations with great services and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for East Gwillimbury house rentals

Free parking on premises

Air conditioning

House rentals with a pool

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, 227 reviews

Home away from home with a hot tub and pool

A balcony features a round table with two wicker chairs, surrounded by vibrant flowering plants in hanging baskets and pots. In the background, a sparkling blue pool is visible, nestled within a fenced backyard shaded by greenery.

Home in Newmarket

4.86 out of 5 average rating, 28 reviews

Cozy Heated Pool House in Newmarket

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 The Beaches

4.99 out of 5 average rating, 151 reviews

Heated Pool-tub Open 365 Days

A private backyard features a heated saltwater pool with a waterfall, surrounded by lush greenery. A covered gazebo offers seating options, while a dining area with patio furniture is visible. The space is accessed through a glass sliding door from the interior.

Home in North York

5 out of 5 average rating, 19 reviews

Luxe, Family-Friendly Oasis Home With Outdoor Pool

An inviting swimming pool sits surrounded by natural stone decking, reflecting a bright blue hue under the sunlight. The two-story retreat is visible in the background, featuring a mix of brick and siding, with outdoor seating areas situated on the deck.

Home in Cedar Valley

4.81 out of 5 average rating, 16 reviews

Forest House | Golf/Hiking/Horse Riding Nearby

An open-concept living area features hardwood floors and exposed brick walls. A spacious bed is complemented by elegant chandeliers, while a white futon is situated nearby. Decorative artwork adorns the walls, and a light-filled kitchen area is visible in the background.

Home in Niagara

4.91 out of 5 average rating, 311 reviews

King West Studio Gem – Walk to TIFF & FIFA Fun!

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 Scarborough

4.96 out of 5 average rating, 113 reviews

Modern Custom Home w/ Pool, Games & Parking

Top guest favorite

A bright and airy living area features large windows that allow natural light to fill the space. Comfortable seating is arranged around a central rug, while a wall-mounted television provides entertainment. The entrance is visible with a stylish door and greenery outside.

Home in North York

4.88 out of 5 average rating, 86 reviews

Casa Meya - Toronto Poolhouse Villa

Weekly house rentals

Top guest favorite

The living room is designed in an open layout, featuring a cozy gas fireplace and a large wall-mounted smart TV. Comfortable blue armchairs and a neutral sofa surround a wooden coffee table, creating a welcoming space for relaxation and gatherings.

Home in Gilford

5 out of 5 average rating, 35 reviews

Blu Lake House | Waterfront June Special

A modern living space featuring a gray sofa and a stylish black rug with red accents. A dining area with a decorative centerpiece is visible, and a sleek kitchen with contemporary appliances is seen in the background. Soft lighting highlights the spacious layout.

Home in Richmond Hill

4.89 out of 5 average rating, 27 reviews

Modern brand new2BR Ground Suite

Top guest favorite

An open-concept living area features a cozy grey sofa with a textured throw blanket. A stylish rug sits beneath, complementing hardwood flooring. The modern kitchen is visible in the background, equipped with stainless steel appliances and a dining table with chairs near large sliding doors leading to the patio.

Home in Innisfil

5 out of 5 average rating, 33 reviews

Simcoe Retreat

Top guest favorite

A spacious lakefront property is surrounded by lush greenery and trees. The area features a sandy beach leading to the water, with a wooden dock extending over the lake. Several outdoor chairs are positioned on the lawn, offering a relaxing view of the serene environment.

Home in Gilford

5 out of 5 average rating, 53 reviews

Luxurious Lake House for Family Stays

A serene lakeside scene captures a setting sun casting golden reflections across the water's surface. The horizon is lined with trees, and a gentle ripple can be seen, creating a peaceful ambiance. The sky transitions into soft hues of orange and purple.

Home in Port Perry

5 out of 5 average rating, 3 reviews

Lakefront Retreat + Sauna | Near Blue Heron Casino

A common area is displayed with a comfortable gray sofa adorned with colorful cushions. Large glass doors open to a private outdoor space, allowing natural light to fill the room. A dining table and kitchenette are visible in the background, featuring modern appliances.

4.87 out of 5 average rating, 31 reviews

Entire Walkout Basement with Ravine View

A spacious living room features large floor-to-ceiling glass windows that frame a view of the lake and outdoor space. A soft white sofa and decorative pouf are positioned on a patterned rug, accompanied by a marble coffee table with books and a couple of mugs.

Home in Gilford

4.89 out of 5 average rating, 28 reviews

Luxury Lakefront Home on Lake Simcoe

Top guest favorite

A spacious dining area is highlighted by a wooden table surrounded by six upholstered chairs. A decorative chandelier hangs from the ceiling, and large windows allow natural light to fill the room, complemented by a cozy living area visible in the background.

Home in Richmond Hill

5 out of 5 average rating, 40 reviews

Riviera Charm

Private house rentals

A modern kitchen and dining area are showcased, featuring dark cabinetry and stainless steel appliances. A wooden dining table is set with a decorative centerpiece. Large windows provide natural light and offer views of the outdoor space, enhancing the open layout.

4.97 out of 5 average rating, 33 reviews

Cozy Home in Barrie

Top guest favorite

The image captures a private lakeside setting during sunrise. Adirondack chairs surround a fire bowl on a circular stone area. A private dock extends into the calm lake, reflecting the soft hues of morning light. Lush greenery frames the scene, enhancing the tranquility.

Home in Kawartha Lakes

4.94 out of 5 average rating, 18 reviews

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes

A bright living area features a comfortable sectional sofa adorned with decorative pillows, two round coffee tables, and a view of the outside through large windows. A kitchen island with three stools adds a cozy dining option, and a plant is positioned on the countertop.

4.96 out of 5 average rating, 57 reviews

Cozy Barrie Getaway ①: Private Clean New Build 3BR

The cottage presents a charming exterior, showcasing a white facade with decorative trim. A neatly paved driveway leads up to the entrance, framed by vibrant yellow flowers and lush greenery. A clear view of Lake Simcoe is visible in the background under a bright blue sky.

Home in Gilford

4.82 out of 5 average rating, 71 reviews

Beautiful lakefront Cottage on Lake Simcoe.

An open concept living space features a stylish kitchen island with bar seating, surrounded by tall windows allowing natural light. A dining area with a wooden table and colorful chairs is positioned adjacent to a cozy seating area, enhanced by decorative plants and artwork.

4.86 out of 5 average rating, 43 reviews

Stylish & Renovated 3bdr home in Barrie

Top guest favorite

The modern farmhouse features a striking exterior with a combination of stone and siding. Large windows framed in black allow ample natural light. A welcoming porch is complemented by two sets of seating, while the garage doors provide an appealing contrast to the clean lines of the architecture.

Home in Innisfil

5 out of 5 average rating, 36 reviews

Highland House

Top guest favorite

A minimalist dining setting is presented with elegant glassware featuring a handwritten detail. Soft green plates and bowls are arranged on a wooden table, accompanied by neatly folded napkins, creating a cohesive and stylish dining atmosphere.

4.98 out of 5 average rating, 51 reviews

City Escape

A spacious two-story house features a warm-toned brick façade and a covered front porch. The entryway is accessible via a set of wide steps, and two garage doors are visible, enhancing the home's curb appeal.

Home in Bradford West Gwillimbury

4.75 out of 5 average rating, 20 reviews

Bradford Adventure Awaits: Explore Lake Simcoe

Quick stats about house rentals in East Gwillimbury

Total rentals
110 properties
Nightly prices starting at
ﺩ.ﺇ37 before taxes and fees
Total number of reviews
940 reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool

Destinations to explore