House holiday rentals in East Gwillimbury

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Top-rated house rentals in East Gwillimbury

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Top Guest favourite
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, 28 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!

Guest favourite
A spacious backyard features a fire pit surrounded by four adirondack chairs. The cottage showcases large windows and a deck with outdoor dining furniture and an umbrella. Two kayaks are stored nearby, adding to the lakefront atmosphere.
Home in Little Britain
4.96 out of 5 average rating, 105 reviews

Cozy Lakeside Cottage on Lake Scugog

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

Top Guest favourite
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 East Gwillimbury
4.96 out of 5 average rating, 23 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 favourite
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, 356 reviews

Adorable — One Bedroom Guest Unit in Vaughan, ON

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.

Superhost
Home in Caledon
4.86 out of 5 average rating, 148 reviews

Studio Apartment

Discover the perfect blend of comfort and convenience in this cozy studio apartment, ideally situated in the vibrant heart of Caledon. Key Features: Prime Location: Steps away from shops, cafes, and parks. Modern Amenities: Spacious living area, and stylish bathroom. Natural Light: Large windows that fill the space with warmth and brightness. Community Vibe: Enjoy the friendly neighborhood atmosphere and local events. This peaceful retreat, offers everything you need. Don't miss out!

Guest favourite
A spacious bedroom is equipped with a double bed featuring a patterned quilt and decorative pillows in yellow and floral designs. Soft lighting is provided by two pendant lamps above the bed. Nightstands are positioned on either side, with a small plant and clock on one side.
Home in Bradford
4.9 out of 5 average rating, 58 reviews

BRAND NEW Guest 1 bedroom Retreat

Enjoy a modern, private space in a 1 bedroom, 1 bathroom guest retreat. Situated in one of the most desirable family friendly & central neighborhoods in Bradford. Enjoy a bright, open-concept living area with a fully equipped kitchen. A big bathroom with a walk in shower & large bedroom with a double bed. Ideal for couples, business travelers, solo adventures on vacation. A 5 min walk to grocery stores, restaurants, etc. This location has everything you need for a comfortable stay.

Superhost
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 East Gwillimbury
4.81 out of 5 average rating, 32 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!

Superhost
A well-maintained home exterior is shown, featuring a neutral brick facade and a dark garage door. Green grass and small ornamental plants are visible in the front yard, contributing to the overall neat appearance of the property.
Home in Newmarket
4.77 out of 5 average rating, 157 reviews

Cozy apartment in Newmarket

This cozy home, located at Leslie and Mulock, is within walking distance of parks, grocery stores, and restaurants. It’s a short drive to Southlake Hospital, Historic Downtown Newmarket, the GO station, and Upper Canada Mall, Walking distance to Pickering College. Guests have full access to the first floor, featuring a living room, kitchen, dining room, and a private basement apartment, with a private bathroom. Perfect for a comfortable and convenient stay.

Top Guest favourite
Home in Keswick
4.91 out of 5 average rating, 285 reviews

Lake Simcoe Family Retreat • Beach & Hot Tub

Create unforgettable memories at this Lake Simcoe family retreat. Kids will love the sandy beach, kayaks, SUP, lily pad & play area, while adults unwind in the hot tub under the stars or gather by the firepit at sunset. Inside, a lakeview kitchen opens to dining and cozy family rooms with a game room for fun. Comfortable bedrooms ensure restful nights. Perfect year-round for families, reunions & friends — from summer swims to winter ice fishing.

Top Guest favourite
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.
Home in Ajax
5 out of 5 average rating, 121 reviews

Ultra-Modern Luxury Retreat! Close to Thermea SPA.

COZY and INVITING, this modern suite is in a quiet, family-friendly Ajax neighborhood. Just 10 minutes to Thermea Spa and Ajax GO Station, and a short walk to parks, shops, and groceries. Newly built with deluxe finishes, the 1,000 sq. ft. space includes in-floor heating, an electric fireplace, a spacious sofa, and smart TV with Netflix/Prime. Downtown Toronto is 35–45 mins by car, and Pearson Airport or Mississauga in about 55 mins.

Guest favourite
A neatly arranged bedroom features a decorative, patterned bedspread on a spacious bed. Two bedside tables with lamps are placed on either side. The wall displays a dreamcatcher design and an uplifting message, contributing to a calming atmosphere. Natural light enhances the inviting space.
Home in Richmond Hill
4.93 out of 5 average rating, 191 reviews

20%OFF| 0 Cleaning Fee| Mins to Lake| Free Parking

❥ Transportation: 🚗 5 mins to Highway 404. 🎢 20 mins to Wonderland; ✈️ 40 mins to airport. ⛳ 7 mins to Golf. ❥ Privacy: 🅿️ Driveway parking. 🌙 No sidewalks for added quiet. ❥ Amenities: 🛒 Close to Food Basics, No Frills, and 🥢 15 mins to T&T. ❥ Recreation: 🛶 Near Lake Wilcox (boating), 🏊 5 mins to Oak Ridges Center, 🌊 10 mins to Lake Wilcox & Bond Lake, 🥾 hiking trails nearby.

Guest favourite
A modern living space is displayed, featuring a wall-mounted television above a sleek dark cabinet. To the right, a laundry area is visible with stacked washer and dryer units. Light hardwood flooring runs throughout the space, contributing to a clean and contemporary look.
Home in Pickering
4.93 out of 5 average rating, 121 reviews

Luxurious, modern basement unit

Kick back and relax in this calm, stylish space. Prime location near bus stop, shops, restaurants there is something for everyone. Whether you are here for work or pleasure this is your best place. Your home away home. Nice and modern new basement apartment with fast and reliable fibe internet , smart TV with Netflix, Amazon prime and Disney plus , dedicated work space and free parking

Popular amenities for East Gwillimbury house rentals

When is the best time to visit East Gwillimbury?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$140 NZD$170 NZD$140 NZD$174 NZD$176 NZD$177 NZD$163 NZD$200 NZD$160 NZD$154 NZD$144 NZD$154 NZD
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Quick stats about house rentals in East Gwillimbury

  • Total holiday rentals

    Explore 100 holiday rentals in East Gwillimbury

  • Nightly prices starting at

    East Gwillimbury holiday rentals start at $18 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,150 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday 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 holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across East Gwillimbury rentals

  • 4.7 Average rating

    East Gwillimbury stays receive an average rating of 4.7 out of 5 from guests

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