
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.

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

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.

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!

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.

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.

Stylish 1870s Home near Distillery District & Old Toronto
Visiting for fifa? Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, 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

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!

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.

FIFA: 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 !

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.

London Fog. (Detached home)
Inspired by R.D Domadius this unit is aimed to provide you with an elegant London themed experience comparable to a 5 star hotel. If you choose to stay with us, please know that there are 3 things we consider paramount during your visit: your Privacy, Safety, and an unforgettable experience. (You snooze, you lose)
Popular amenities for East Gwillimbury house rentals
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

Home away from home with a hot tub and pool

Ravine Paradise ! heated pool and hot tub!

Ski, Swim, Soak, Boat & Golf

Victorian Charm – Prime FIFA Base in King West

Tranquil Estate Retreat | Pool, Pond on 3 Acres
Weekly house rentals

Water’s Edge

Lake Days & Cozy Nights – Your Year-Round Retreat

Freshly Renovated 1 bedroom | Cozy & Convenient

The Uxbridge Inn

Spacious Cozy House in Newmarket

Countryside walk-out with pool.

8 Acre Retreat | 5 min to Canadian Open Hot Tub!

Life is Better at the Cottage
Private house rentals

Blu Lake House | Waterfront May/June Special

Stonewell Farm Guest House

Luxury Lakeview Stay w/ Jacuzzi | Downtown Barrie

Feel like home 1 bedroom unit w/ King bed

Entire Luxury Townhouse | Barrie Hideaway

Charming Century Home

Private Basement Suite w/ Kitchen Parking Entrance

3 Bdrm Bright & Sunny Oasis w/ Indoor Fireplace
When is the best time to visit East Gwillimbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $115 NZD | $117 NZD | $126 NZD | $171 NZD | $173 NZD | $174 NZD | $160 NZD | $197 NZD | $157 NZD | $134 NZD | $124 NZD | $136 NZD |
| 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 100 holiday rentals in East Gwillimbury

Nightly prices starting at
East Gwillimbury holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 1,320 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, 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!
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- Apartment rentals East Gwillimbury
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- Family-friendly rentals East Gwillimbury
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- Rentals with a hot tub East Gwillimbury
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- Rentals with lake access East Gwillimbury
- Rentals with pools East Gwillimbury
- Rentals with a fireplace East Gwillimbury
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