House holiday rentals in East Gwillimbury

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

Family · Location · Kitchen

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.

Location · Family · Outdoor spaces

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!

Location · Family · Quiet

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.

Family · Location · Hospitality

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.

Family · Location · Access

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

Value · Location · Getting around

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.

Value · Family · Quiet

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!

Location · Family · Cleanliness

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.

Family · Location · Accuracy

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 !

Family · Value · Beach

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.

Family · Accuracy · Heating

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)

Location · Family · Backyard