House holiday rentals in East Gwillimbury

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.

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean

Fully renovated, modern, Bright, luxurious, and spacious ( over 1800 sq/ft) 2-bedroom, 2-bathroom high ceiling above ground apartment, separate entrance, and Patio for your next cozy home away from home! 5-star rated and top 5% of homes in AirBnB! As central as it gets in the GTA. You'll be close to Pearson Airport, Highway 401/404/407, shopping malls, grocery stores, and an array of trendy restaurants, movie theaters, parks, and bicycle/ hiking trails all around Book With Confidence!

Retreat 82

Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

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.

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!

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.

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

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!

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.

Freshly Renovated 1 bedroom | Cozy & Convenient

A newly renovated space designed for comfort, independence, and a cozy atmosphere. Perfect for couples seeking a romantic getaway, small families looking for a peaceful stay, or professionals needing a fully furnished base, this suite offers everything you need for a memorable experience. Guests love the peaceful surroundings—no city noise, just fresh air and calm views. Enjoy morning coffee, evening walks, or simply unwind after a day exploring the city.

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.

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.