
House holiday rentals in East Gwillimbury
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Top-rated house rentals in East Gwillimbury
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

Cozy main floor apartment with backyard in Barrie
Welcome to Your Cozy Retreat in Barrie! Tucked away in a quiet neighborhood, our modern main-floor apartment offers the perfect mix of comfort, style, and convenience. Relax in your private backyard with a gazebo and BBQ, cook in a fully equipped kitchen, and stay connected with high-speed Wi-Fi. Just 5 minutes from Lake Simcoe and 3.5 km from the GO Station, you’ll enjoy easy access to both nature and the city. Perfect for short getaways or longer stays — everything you need to feel at home.

Cozy Lakeside Cottage on Lake Scugog
WELCOME TO OUR COZY ALL SEASONS COTTAGE! This private lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double), 2 bathroom, 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 approx. 1.5 hours from Toronto, this cottage is the perfect place for couples or friends to escape the hustle and bustle, relax and unwind.

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.

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.

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!

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

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.
Contemporary 3 bed, 2 bath home w/ a European-feel. Centrally located on a low traffic court. Spacious, clean & bright! Featuring a large walk-out family room, high ceilings and wood-burning fireplace. Renovated w/ wood floors throughout. Large sunny west-facing backyard + 6 car-park on the driveway. Enjoy many unique amenities like our chromo-therapy steam room & outdoor Brazilian hammock. Walking distance to strip plaza, restaurants & parks. A comfortable home away from home!

Home away from home with a hot tub and pool
This spacious home is a short walk to downtown Port Perry. Enjoy your time around the pool or hot tub, relaxing by the outdoor fireplace, lounging at the bar or just spending your time under a large covered deck ( rain or sunshine, uv ray protection). Port Perry offers shopping, fun at the lake (fishing and boating), skiing, hiking, local brewery, many restaurant choices and easy access to the Blue Heron casino. Check local web site for the many events going on around town.

Stylish 1870s Home near Distillery District & Old Toronto
Named a Top 1% by Airbnb, former Plus listing & top 10 Toronto stay by BlogTO, this beautifully restored 1870s rowhouse blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown steps from St. Lawrence Market, the Distillery District, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

Bright Cozy Guest Suit in Maple
Kick back and relax in this calm, stylish space. Clean and Bright studio apartment on ground level of detached home ( walk out basement).Close to Hwy 400, Wonderland, Longos, Vaughn Mill, Cortelluci Vaughan Hospital, restaurants within 5 min drive. Located in Maple ( Vaughan) ON. -20 min to the Toronto Pearson Airport -40 min from Downtown Toronto -5 min from Maple Go Train -10 min To Public Library, Recreation Centre, Goodlife Fitness and more

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.
Popular amenities for house rentals in East Gwillimbury
House rentals with a pool

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

2 Bd Boardwalk Condo Patio Oasis

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

Luxury 4BR Oasis: Year Round Heated Pool & Hot Tub

Countryside walk-out with pool.

The Ridge Roost - Uxbridge Township

Ski, Swim, Soak, Boat & Golf

Chic King West Studio – FIFA at Your Door
Weekly house rentals

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes

BRAND NEW Guest 1 bedroom Retreat

Freshly Renovated 1 bedroom | Cozy & Convenient

Spacious Cozy House in Newmarket

Steps to Lake Wilcox 4 BR Luxury Home with Sauna

Serene Newmarket Escape • 2BR • Free Parking

Basement apartment with fully loaded gym!

Snow valley ski (12km)Scandinavian therapy retreat
Private house rentals

Stunning Luxury Home

Scenic Retreat in Essa's 7 Acres of Natural Beauty

Luxurious and Beautiful, Barrie

Relaxing Home Away From Home

Sunrise Villa on the Lake

Stylish, Bright & Spacious - 3 Brdm W/ 1 Parking

Fairytale - Spotlessly Clean Getaway - 2 Bedroom

Simcoe Retreat
When is the best time to visit East Gwillimbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £60 | £73 | £60 | £74 | £75 | £76 | £70 | £85 | £68 | £58 | £54 | £59 |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
Quick stats about house rentals in East Gwillimbury

Total holiday rentals
Explore 110 holiday rentals in East Gwillimbury

Nightly prices starting at
East Gwillimbury holiday rentals start at £8 per night before taxes and fees

Verified guest reviews
Over 1,280 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
100 of East Gwillimbury holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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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- Pet-friendly rentals East Gwillimbury
- Rentals with a patio East Gwillimbury
- Family-friendly rentals East Gwillimbury
- Rentals with beach access East Gwillimbury
- Fitness-friendly rentals East Gwillimbury
- Rentals with lake access East Gwillimbury
- Rentals with pools East Gwillimbury
- Waterfront rentals East Gwillimbury
- Rentals with a washing machine and dryer East Gwillimbury
- Rentals with a fireplace East Gwillimbury
- Rentals with outdoor seating East Gwillimbury
- Rentals with a hot tub East Gwillimbury
- Flat rentals East Gwillimbury
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- Rentals with a firepit East Gwillimbury
- House rentals Ontario
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Snow Valley Ski Resort
- Trinity Bellwoods Park
- Mount St. Louis Moonstone
- Financial District
- Massey Hall
- Casa Loma
- Downsview Park
- Dufferin Grove Park
- Lakeridge Ski Resort
- York University




