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House vacation rentals in East Gwillimbury

Find and book unique houses on Airbnb

Quick stats about house rentals in East Gwillimbury

  • Total vacation rentals

    Explore 100 vacation rentals in East Gwillimbury

  • Nightly prices starting at

    East Gwillimbury vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

  • Verified guest reviews

    Over 1,320 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    100 of East Gwillimbury vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across East Gwillimbury rentals

  • 4.8 Average rating

    East Gwillimbury stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated house rentals in East Gwillimbury

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

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Top guest favorite
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.
Home in East Gwillimbury
4.98 out of 5 average rating, 47 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

Guest favorite
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
4.83 out of 5 average rating, 75 reviews

Beautiful lakefront Cottage on Lake Simcoe.

This private 3 bedroom cottage is a perfect getaway with family & friends. It offers a relaxing setting of lakefront view of Lake Simcoe year-round, a perfect place to unwind and relax on a hot summer day or bundled up to get out for some ice fishing fun. This cottage has a private waterfront and dock. A spacious living area features a gas fireplace, open kitchen and separate dining area. Equipped with an outdoor BBQ and a fire pit for roasting marshmallows under a starry night. Wi-fi ready.

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, 27 reviews

Atlantis 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!

Guest favorite
Home in East Gwillimbury
5 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.

Top guest favorite
Home in East Gwillimbury
4.97 out of 5 average rating, 29 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.

Top guest favorite
A dining table is elegantly set with two decorative plates, glasses of varying sizes, and utensils arranged symmetrically. A soft glow is provided by a small candle flickering in a metallic holder, creating a subtle ambiance for mealtime.
Home in Vaughan
4.99 out of 5 average rating, 432 reviews

Quiet Vaughan Retreat near Wonderland & Hwy 400

Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

Top guest favorite
A spacious living area is viewed, featuring a comfortable dark sectional sofa with plush cushions. A wooden coffee table sits nearby, with a green plant adding a touch of nature. The sleeping area includes a cozy bed and a window allowing natural light to illuminate the room.
Home in Coldwater
4.98 out of 5 average rating, 170 reviews

Luxury Guest House with Private Hot Tub and Trails

Equipped with a 4 person Hot Tub and 60 acres of Private Trails, you're sure to find tranquility in our unique Guest House. And if you're feeling more adventerous, there's lots to do in the area. From Tree Top Treking to Golfing, and Skiing in the winter of course, Oro-Medonte is truly a four season destination that is sure to capture your heart. We are pet friendly! We allow up to three pets total. It’s $50 per pet, we charge for 3 pets upfront. Rebates are issued accordingly.

Superhost
A spacious studio apartment features a comfortable sleeping area with a plaid blanket draped over the bed. A contemporary dining table and chairs are positioned nearby, with a fully equipped kitchen visible in the background. A Smart TV displays colorful imagery against a neutral wall.
Home in East Gwillimbury
4.79 out of 5 average rating, 58 reviews

Bright Studio Apartment

Have a short or long stay at this stylish studio apartment with all the amenities you need! Located in the beautiful Holland Landing Neighbourhood, minutes from Upper Canada Mall, Costco, Cineplex Movie Theatre, 404 and 400, GO Train, and Southlake Hospital. Feel cozy on the couch or in bed with Smart TV or access to a fully equipped kitchen with all the tools necessary for your next meal! Shared laundry for your needs. Backyard access with a patio during the summer to enjoy outside!

Guest favorite
Home in Little Britain
4.93 out of 5 average rating, 121 reviews

Cozy Lakeside Cottage on Lake Scugog

WELCOME TO OUR COZY ALL SEASONS COTTAGE! Private lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double), 2 bathrooms, large bright sunroom with sleeper sectional. Large newly renovated deck. Beautiful lake view, large private dock, water facing deck with bbq, huge yard for games, bon fires and more. Located approx. 1.5 hours from Toronto, this cottage is the perfect place for couples, families or friends to escape the hustle and bustle, relax and unwind.

Top guest favorite
An open-concept living room is highlighted by natural light pouring in through large arched windows. A comfortable white couch is paired with accents of black and brown. A decorative fireplace adds warmth, while modern furnishings create a welcoming atmosphere.
Home in Georgina
5 out of 5 average rating, 24 reviews

Lake Days & Cozy Nights – Your Year-Round Retreat

Cozy, family-friendly cottage just a short walk from the lake! Enjoy peaceful mornings on the porch, fun afternoons exploring nearby trails or public lake access, and evenings by the firepit. Perfect for families or friends, with a fully equipped kitchen, comfy spaces, and games for all ages. Relax, reconnect, and enjoy a quiet getaway surrounded by nature—where making memories is easy and the pace is slow.

Superhost
Home in East Gwillimbury
5 out of 5 average rating, 5 reviews

Upgrated Walkout Basement/ 2 free Parking

walkout basement located in the beautiful town of Sharon. The unit is located in a peaceful neighbourhood, 5mins off the highway 404. Close to many shops and restaurants. The Unit is fully equipped to accommodate comfortable short stays or longterm stays. 2 free parking spots are included on the property. The unit can accommodate 3 guests comfortably.

Guest favorite
Home in Newmarket
4.92 out of 5 average rating, 12 reviews

Spacious Cozy House in Newmarket

Welcome to our cozy 3 bedroom home in Newmarket with a fully equipped kitchen, spacious living area, access to a private backyard and BBQ grill. Ideal for families or small groups. Conveniently located near parks, shops, and Hwy 404. Please note: the basement is a separate unit with its own entrance and is not accessible to guests.

Popular amenities for East Gwillimbury house rentals

When is the best time to visit East Gwillimbury?

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Avg. priceﺩ.ﺇ 242ﺩ.ﺇ 246ﺩ.ﺇ 264ﺩ.ﺇ 360ﺩ.ﺇ 364ﺩ.ﺇ 367ﺩ.ﺇ 338ﺩ.ﺇ 415ﺩ.ﺇ 331ﺩ.ﺇ 283ﺩ.ﺇ 261ﺩ.ﺇ 286
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