House vacation rentals in East Gwillimbury

4.9 out of 5 average rating, 145 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

Our luxury home rental is located in one of the best neighborhoods in Barrie. Secluded neighborhood surrounded by forest. 5 min to HWY 400 8 min to Downtown Barrie 11 min to Snow Valley Ski resort 40 min to Blue Mountain & Wasaga Beach 25 min to Friday Harbor Resort Free WiFi-Cable & Parking Perfect home for families and large groups. Newly renovated home, with beautiful large outside area and swimming pool. Accommodates up to 9 guests. Pool open May 31 (Solar heated) Pool closes Sept.7

ValueFamilyParking

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, 65 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

LocationValueCheck-in

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.

4.84 out of 5 average rating, 63 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.

LocationValueKitchen

A fire pit area is surrounded by multiple Muskoka chairs, with a vibrant fire burning in the center. The expansive lawn is meticulously landscaped, framed by lush greenery and a view of the lake house's covered porch, illuminated by soft evening light.

4.98 out of 5 average rating, 46 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!

FamilyLocationGrill

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.

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4.97 out of 5 average rating, 33 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.

LocationFamilyDecor

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.

4.88 out of 5 average rating, 68 reviews

3 Bdrm Bright & Sunny Oasis w/ Indoor Fireplace

Welcome home!!! equipped with an open concept and many dining area options this semi-detached home is perfect for families/friends of 6-8 people. The decor and amenities for this trendy semi-detached home was carefully sourced to create such an atmosphere that if needed guests would be able to stay for months and be completely content. With 2 King beds , 1 Queen and 1 full couch this Bright & Spacious Home is ideal for family/friends looking for the perfect short or long term stay.

ValueFamilyDecor

4.88 out of 5 average rating, 203 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.

ValueFamilyWifi

4.98 out of 5 average rating, 162 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

FamilyLocationWalkability

4.79 out of 5 average rating, 122 reviews

Home in Richmond Hill

Warm Home 4Bed/ High Ceilings

" Whole House" 4 Bedrooms, sleeps up to 8 guests. Room 1 King 80” x 80” - Ensuite Room 2 Bunk Bed 54” x 77” - Ensuite Room 3 Queen 57” x 79” Room4 Queen 54” x 77” Walking Distance to Shopping & Grocery Centers (Food basic, No-frills, Shopper Drug Mart) and Restaurants This exceptional designer cottage offers a great balance between luxury and comfort. The Open Concept Design, High Ceilings, and an Abundance of Natural Light Create a Sense of Spaciousness Throughout.

ValueLocationOutdoor spaces

4.86 out of 5 average rating, 125 reviews

Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub

THE COVE suite is located at The Taiga Animal Sanctuary with 10 acres of scenic forest trails. Clean & spacious 2200 sq ft 2 bedroom basement unit with 3 queen beds and a pull out couch. Outdoor sauna, hot tub, gated outdoor vegetable garden, fire pits and BBQs our guests can enjoy, along with various trails, seating, dinning tables, lawn games and hammocks to relax in. Enjoy a walk in nature, relax in the hot tub or just hang out with our rescue animals.

LocationValueTV

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

A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !

ValueFamilyPool

Popular amenities for East Gwillimbury house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.92 out of 5 average rating, 125 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!

FamilyLocationHot tub

4.87 out of 5 average rating, 104 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

ValueLocationSkiing

4.94 out of 5 average rating, 248 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

FamilyLocationParking

4.91 out of 5 average rating, 107 reviews

A swimming pool is featured in a serene outdoor space, surrounded by lush greenery and tall trees. The circular pool is complemented by a stone wall background. A shaded seating area with a table and chairs is nearby, promoting relaxation and enjoyment.

Home in Don Mills

Casa Meya - Toronto Poolhouse Villa

ValueLocationCheck-in

4.86 out of 5 average rating, 111 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

ValueLocationNearby

4.91 out of 5 average rating, 347 reviews

Home in Niagara

King West Studio – TIFF, Dining & Nightlife

FamilyLocationLaundry

4.8 out of 5 average rating, 128 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!

FamilyValueLayout

An aerial view showcases the retreat's surroundings, featuring a landscape of lush greenery with a private lake in the background. The property, set in a residential area, includes several houses and a clear path leading to the water's edge, emphasizing the peaceful environment.

4.94 out of 5 average rating, 36 reviews

5 bdrm home with pool and private lakefront

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Weekly house rentals

4.89 out of 5 average rating, 55 reviews

Sunset Harmony on Cook’s Bay

FamilyValuePets

5.0 out of 5 average rating, 35 reviews

Water’s Edge

LocationFamilyGrill

Luxe

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

Luxurious Lake House for Family Stays

ValueLocationTV

4.99 out of 5 average rating, 75 reviews

4.88 out of 5 average rating, 75 reviews

A spacious living area features a large sectional sofa facing a mounted 65" 4k Smart TV. A sleek, modern fireplace is positioned beneath the television, providing a cozy focal point. Natural light enters through two small windows, enhancing the warm color palette.

Home in Bradford

Guest Suite In Bradford West Gwillimbury

ValueFamilyParking

5.0 out of 5 average rating, 28 reviews

A spacious kitchen area features modern cabinetry and stainless-steel appliances. A large island with seating for five is surrounded by bright lighting. Flowers are arranged in a vase, and a cozy family room can be seen in the background, showcasing relaxed seating.

Home in Bradford

Cityscape in the Heart of Bradford at Villa Tina

FamilyLocationLaundry

5.0 out of 5 average rating, 23 reviews

Home in Barrie

Snow valley ski (12km)Scandinavian therapy retreat

FamilyLocationView

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

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4.82 out of 5 average rating, 22 reviews

Spacious Cozy House in Newmarket

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Private house rentals

5.0 out of 5 average rating, 51 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 Fall Special

FamilyLocationComfort

4.94 out of 5 average rating, 93 reviews

Home in Richmond Hill

Spacious 4BR House · Free Parking · GO to Toronto

LocationFamilyCheck-in

4.88 out of 5 average rating, 34 reviews

World Cup Suite! Sep Entry, 1 Parking

ValueLocationNearby

4.8 out of 5 average rating, 41 reviews

Home in Gilford

Lake Simcoe Cottage Peaceful Cozy Nature Retreat

LocationFamilyAir conditioning

4.94 out of 5 average rating, 67 reviews

Home in Richmond Hill

Luxury Brand-New, Spacious Apartment Richmond Hill

LocationFamilyBathroom

4.97 out of 5 average rating, 34 reviews

comfy basement apartment

FamilyLocationNearby

4.89 out of 5 average rating, 89 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

ValueFamilyAccess

A well-equipped gym area is presented, featuring a variety of weightlifting equipment, including free weights and a multi-functional weight rack. A large flat-screen TV is mounted on the wall, and a cozy fireplace is visible, enhancing the space's warmth and functionality. Natural light streams through large windows.