
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

Pool Table 10MinsToLakeSimcoe King Beds ProfDesign
Luxury! Pool Table! 75" Smart TV! Thoughtfully curated design! Unleash your inner chef in the gourmet kitchen with a gas stove, all your cooking & baking needs. Bask in the lofty 10' ceilings, and explore the vibrant neighbourhood with top-notch restaurants, shopping, golf courses, driving range, Hwy 400, serene lake and beach access, all within 5-10 mins. 25 Mins from Snow Valley & Horseshoe Valley Resort. Your luxurious escape awaits! 2 King Beds, 4 Queen Beds, 3 Single Pullout Mattresses!

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.

Luxury Guest House with Private Hot Tub and Trails
Equipped with a 4 person Hot Tub and 60 acres of Private Trails, you're sure to find tranquility in our unique Guest House. And if you're feeling more adventerous, there's lots to do in the area. From Tree Top Treking to Golfing, and Skiing in the winter of course, Oro-Medonte is truly a four season destination that is sure to capture your heart. We are pet friendly! We allow up to three pets total. It’s $50 per pet, we charge for 3 pets upfront. Rebates are issued accordingly.

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.

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. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

Luxury 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 !

comfy basement apartment
Experience modern family friendly in this brand new cozy place in East gwillimbury with brand new appliances and elegant bedroom. Accommodates up to 3 guests with one parking space in the driveway.5,6 minutes to bus stations and go train. les than 5 minutes to highway,it's seven minutes to grocery store and gas stations and Cineplex, restaurants and so on.

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.
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

Home away from home with a hot tub and pool

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

Vacation Spa Retreat! Sauna, pool, gym

Ravine Paradise ! heated pool and hot tub!

Ski, Swim, Soak, Boat & Golf

Victorian Charm – Prime FIFA Base in King West
Weekly house rentals

Blu Lake House | Waterfront May/June Special

Luxury Brand-New, Spacious Apartment Richmond Hill

Water’s Edge

Newly Renovated Bright Suit with Free Parking

Basement apartment with fully loaded gym!

Charming Century Home

Lake Simcoe 5BR 4BA Sleeps 12 | Beach Access

Large 3Bbd 2.5Bath, GYM/2 Parking Spots/ East York
Private house rentals

Royal Beach Lake House & Spa w/ Hot Tub & Sauna

Bungalow in Port Perry

Sunset Harmony on Cook’s Bay

Sunrise Villa on the Lake

Countryside walk-out with pool.

[Casa Luna] Chic Lakehouse | BBQ | HotTub | LakeViews

Serene Newmarket Escape • 3BR • Free Parking

Snow valley ski (12km)Scandinavian therapy retreat
When is the best time to visit East Gwillimbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £49 | £50 | £54 | £73 | £74 | £75 | £69 | £85 | £67 | £58 | £53 | £58 |
| 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 £7 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 & 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

4.8 Average rating
East Gwillimbury stays are highly rated by guests – averaging 4.8 out of 5!
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- Waterfront rentals East Gwillimbury
- Rentals with a firepit East Gwillimbury
- Rentals with a hot tub East Gwillimbury
- Family-friendly rentals East Gwillimbury
- Rentals with a patio East Gwillimbury
- Rentals with lake access East Gwillimbury
- Rentals with pools East Gwillimbury
- Rentals with beach access East Gwillimbury
- Private suite rentals East Gwillimbury
- Rentals with a fireplace East Gwillimbury
- Pet-friendly rentals East Gwillimbury
- Fitness-friendly rentals East Gwillimbury
- Rentals with a washing machine and dryer East Gwillimbury
- Rentals with outdoor seating East Gwillimbury
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- House rentals Ontario
- House rentals Canada
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Downsview Park
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Casa Loma
- Massey Hall
- Mount St. Louis Moonstone
- Scarborough Town Center
- York University
- Dufferin Grove Park
- Sheppard–Yonge Station
- Yorkdale Shopping Centre





