House holiday rentals in East Gwillimbury

5.0 out of 5 average rating, 32 reviews

Water’s Edge

Welcome to Water’s Edge – Lake Simcoe, a cozy charming cottage retreat with private lake access just steps away via your own dock and boathouse. Enjoy peaceful days swimming, sunbathing, fishing, or relaxing on the rooftop seating area with stunning lake views. Inside, you’ll find a fully equipped kitchen, comfortable beds, high-speed Wi-Fi, and outdoor spaces with a BBQ, firepit, and plenty of room to unwind and enjoy nature. Perfect for couples, families, or friends seeking lakeside relaxation

ValueFamilyComfort

5.0 out of 5 average rating, 49 reviews

Two black Muskoka chairs are positioned on a wooden dock, facing a serene lake. The sky is filled with soft clouds, casting gentle reflections on the water's surface, creating a peaceful atmosphere for relaxation.

Home in Gilford

Blu Lake House | Waterfront May/June Special

Enjoy a peaceful two-story waterfront cottage with beach access. The perfect escape! Located an hour from Toronto. This cottage includes pedal boat, kayak, paddle board, inflatable rafts, volleyball net, basketball net, and swings facing lake view. Unwind with Netflix, or enjoy the game room, which includes a pool table, foosball, hockey, basketball, and Xbox 360. Local attractions such as the Gateway Casino, Cooks Bay Marina, Indy Go-Kart, Tanger Outlet, Local Eateries, Farmer Markets and more.

LocationFamilyCleanliness

4.88 out of 5 average rating, 34 reviews

World Cup Suite! Sep Entry, 1 Parking

Kick back & relax in this calm, cozy space with upgraded private bathroom on lower level. 5 minutes to bus station, Upper Canada Mall etc. 1 hr go transit to Toronto BMO Field for World Cup! - Separate entrance - Spacious bedroom with a plush queen-sized bed - Modern bathroom - Cozy sitting area with a flat-screen smart TV - Kitchen with essentials for light meals - Dedicated workspace - High-speed Wi-Fi - Free parking on the premises. - Flexible check-in time - No smoking/pets/party/loud music

ValueLocationParks

A serene backyard view showcases a well-maintained lawn bordered by diverse greenery and a calm river. Several seating areas, including white chairs and a shaded gazebo, provide relaxation spots. A swimming pool is visible, reflecting the clear blue sky above, creating a peaceful outdoor setting.

4.98 out of 5 average rating, 62 reviews

Private river access with pool, canoes, kayak

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

ValueLocationRiver

A well-furnished living area features a spacious gray sofa adorned with white pillows, complemented by a sleek glass coffee table. A black chair provides additional seating. Natural light fills the room through a large window, overlooking greenery outside, while a decorative wall piece adds elegance.

4.85 out of 5 average rating, 60 reviews

Relax & Unwind House

Welcome to your perfect getaway in Newmarket This bright and inviting *3 bedroom+den house* is designed for comfort, whether you're traveling with family, friends, or on a work trip. Why you’ll love staying here: ✔ Spacious & Comfortable: Plenty of room with cozy living areas and a fully equipped kitchen. ✔ Prime Location: Close to Upper Canada Mall, New Market Go Bus, Costco, Walmart, Highway(401-404). ✔ Modern Amenities: High-speed Wi-Fi, smart TV, laundry, and a relaxing backyard space.

FamilyValueAmenities

4.9 out of 5 average rating, 49 reviews

Sunset Harmony on Cook’s Bay

🌅 SUNSET HARMONY | Cook's Bay Waterfront Retreat One of the last chances to enjoy summer on beautiful Cook's Bay! Escape to our 4.88★ waterfront retreat for families and groups. 🏡 Main House + Private Studio (exclusive use) ✔ 4 bedrooms • 3 bathrooms • 2 kitchens ✔ NEW private dock with lake access & swimming steps ✔ Year-round hot tub & wood-fired sauna ✔ Kayaks, paddle boards & paddle boat ✔ Spacious pergola deck with west-facing sunsets Relax, reconnect, and create unforgettable memories.

LocationValueNearby

A lakeside luxury retreat features a spacious exterior with a large deck and expansive yard. Lush green grass is surrounded by trees, and several outdoor seating areas, including a dining set and Muskoka chairs, are visible. A wooden dock extends into the calm waters of Lake Simcoe.

4.98 out of 5 average rating, 44 reviews

Royal Beach Lake House & Spa w/ Hot Tub & Sauna

Royal Beach Lakehouse & Spa is your perfect experience of lakeside luxury! Sink your toes into the sand as you relax with your loved ones, our luxury retreat boasts panoramic views of Lake Simcoe! Wake up feeling refreshed after enjoying your private infrared sauna and fun water toys and activities. End your days with a spectacular sunset from your lakeside hot tub & firepit! Our chef's dream kitchen also awaits! This fully equipped lake house is sure to become your next vacation destination!

LocationFamilyBathroom

5.0 out of 5 average rating, 6 reviews

Cottage vibes in Sharon’s Heart. A Spot to Relax!

Enjoy a comfortable stay in this beautifully decorated 3-bed, 2-bath home featuring fast Wi-Fi, Fibe TV, four free parking spaces, a garage, and an upgraded full kitchen. This family-friendly retreat boasts a charming, tranquil backyard with mature trees, a spacious deck with a new conversation set, barbecue, and fire pit. Just a 5-minute walk to the bus stop and a plaza offering a children’s daycare, restaurants, Vince’s Market, healthcare services, and more. Everything you need is close by.

FamilyLocationCleanliness

4.97 out of 5 average rating, 32 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.

FamilyLocationNearby

4.88 out of 5 average rating, 199 reviews

A spacious living area features large windows allowing natural light to fill the space. A red sofa is positioned next to a coffee table, and a small dining table with white chairs is visible. The hardwood floor is complemented by a patterned rug.

Home in Aurora

2Floor 3BR Premium House City View 2Parking

Welcome to the beautifully 2 floors sweet Airbnb in central of Aurora! Large sunny living room, modern kitchen, 3 comfortable beds, LG laundry, 3 baths rooms, 2 parking spaces. Surrounding by a lot of shopping centers, restaurants, golf and parks. Easy access to highway or public transport. Perfect for all travelers so call a sweet home away from home. Book it now and start a wonderful trip right way! A quiet client lives in separate entrance basement does not sharing any space.

ValueLocationLong stay

4.97 out of 5 average rating, 158 reviews

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.

Home in Barrie

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. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

LocationValueAccuracy

4.73 out of 5 average rating, 15 reviews

Serene Newmarket Escape • 2BR • Free Parking

Peaceful and stylish, this 2-bedroom home with 2 beds in Newmarket offers a relaxing retreat for families, couples, or small groups. The home includes two private bedrooms and a total of two beds, comfortably accommodating your stay. Enjoy a bright open-concept living area, fully equipped kitchen, and a modern bathroom stocked with essentials. With central air, heating, in-unit laundry, and free driveway parking for 3 cars, it’s the perfect blend of comfort and convenience.

LocationFamilyLaundry

Popular amenities for East Gwillimbury house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.89 out of 5 average rating, 140 reviews

The entrance features double doors in a dark finish, adorned with elegant seasonal wreaths. Flanking the doors are decorative wall art pieces. A small bistro table with two chairs is positioned on a stone patio, complemented by potted snake plants and decorative pumpkins.

Home in Barrie

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

FamilyLocationParks

4.94 out of 5 average rating, 247 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

ValueLocationGetting around

4.99 out of 5 average rating, 187 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

ValueLocationCheck-in

4.92 out of 5 average rating, 122 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!

LocationFamilyParking

4.86 out of 5 average rating, 102 reviews

The exterior view of the two-story house is framed by lush trees, showcasing large windows that allow natural light to filter inside. A balcony extends from the second floor, providing outdoor space. The structure features a blend of wood and siding materials.

Home in Uxbridge

The Ridge Roost - Uxbridge Township

LocationValueCheck-in

4.85 out of 5 average rating, 109 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

LocationFamilyBathroom

4.91 out of 5 average rating, 344 reviews

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

King West Studio – TIFF, Dining & Nightlife

FamilyLocationHeating

4.8 out of 5 average rating, 126 reviews

A bright and spacious living area features a comfortable white sofa paired with dark blue accent chairs. A stylish dining table is set for meals, while a gas fireplace and mounted television create a cozy atmosphere. Natural light fills the room through large windows.

Home in Horseshoe Valley

King Bed, Pool, Gym, Ravine View, Your Getaway!

ValueLocationAmenities

Weekly house rentals

4.94 out of 5 average rating, 35 reviews

A serene lakeside view features a wooden dock extending into the water, with a pedal boat tied up. Adjoining the dock, a gathering of ducks floats near the shore, where red adirondack chairs are positioned in a grassy area, accented by potted flowers.

Home in Gilford

Bayview Beach Retreat 3 bedrooms 2 full bathrooms

LocationFamilyAccuracy

4.97 out of 5 average rating, 34 reviews

comfy basement apartment

FamilyLocationBreakfast

A large two-story house is depicted, featuring a combination of brick and stone materials. The front entry is highlighted by multiple windows and a central staircase. A lawn surrounds the home, with a driveway leading to the two-car garage. Neighboring houses are visible in the background.

5.0 out of 5 average rating, 4 reviews

Huge House with Free Parking for Cars and Boats

LocationFamilyCleanliness

A spacious living area features a large sectional sofa, positioned in front of a flat-screen television mounted above a sleek fireplace. Natural light filters through window coverings, creating a bright atmosphere. A geometric area rug adds a touch of color to the tiled flooring.

4.95 out of 5 average rating, 21 reviews

New Cottage Home Close to Simcoe

FamilyLocationPets

A contemporary living area features a black couch and two light grey armchairs arranged around a white coffee table. A fireplace is situated beneath a wall-mounted television, with light hardwood floors and a soft area rug completing the space. Framed artwork adorns the walls.

4.9 out of 5 average rating, 67 reviews

3 Bdrm Bright & Sunny Oasis w/ Indoor Fireplace

LocationValueHeating

4.66 out of 5 average rating, 65 reviews

Beautiful Waterfront Cottage with Pool&HomeTheater

FamilyLocationCondition

4.82 out of 5 average rating, 22 reviews

Spacious Cozy House in Newmarket

FamilyLocationAmenities

4.55 out of 5 average rating, 22 reviews

A modern living area features a flat-screen television on a sleek black stand, complemented by potted plants. A fully equipped kitchen is visible in the background, showcasing white cabinetry and stainless steel appliances. Natural light enhances the spaciousness of the open layout.

Home in Bradford

Two-bedroom Suite

ValueLocationKitchen

Private house rentals

4.88 out of 5 average rating, 86 reviews

A modern kitchen is displayed, featuring white cabinetry with gold hardware and a spacious countertop. High-end stainless steel appliances, including a built-in oven and a professional gas cooktop, are visible. The dark hardwood flooring contrasts with the light cabinetry, enhancing the contemporary design.

Home in Aurora

Entire Luxury 5 Bedroom House

LocationValueBathroom

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.

4.97 out of 5 average rating, 60 reviews

Feel like home 1 bedroom unit w/ King bed

LocationFamilyLong stay

4.93 out of 5 average rating, 30 reviews

Home in Beaverton

Luxury Waterfront French Chateau for Large Groups!

ValueFamilyDecor

4.96 out of 5 average rating, 51 reviews

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

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes

FamilyLocationIndoor spaces

4.94 out of 5 average rating, 62 reviews

Home in Richmond Hill

Luxury Brand-New, Spacious Apartment Richmond Hill

FamilyValueBathroom

4.93 out of 5 average rating, 82 reviews

A spacious bedroom is featured with a queen bed adorned in a floral-patterned comforter. A bedside table holds a decorative lamp, providing soft illumination. Light-colored walls and a piece of wall art add a calming touch, while a small window allows for natural light.

Home in Aurora

Stylish Lower Level Apt, Aurora

ValueLocationCheck-in

4.95 out of 5 average rating, 21 reviews

Home in Richmond Hill

Modern 4BR Retreat | Richmond Hill |Close Hwy 404

ValueLocationKitchen