
House holiday rentals in East Gwillimbury
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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 $13 SGD per night before taxes and fees

Verified guest reviews
Over 1,270 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

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

Water’s Edge
Welcome to Water’s Edge – Lake Simcoe, a cozy charming cottage retreat with private lake access just steps away via your own dock and boathouse. Enjoy peaceful days swimming, sunbathing, fishing, or relaxing on the rooftop seating area with stunning lake views. Inside, you’ll find a fully equipped kitchen, comfortable beds, high-speed Wi-Fi, and outdoor spaces with a BBQ, firepit, and plenty of room to unwind and enjoy nature. Perfect for couples, families, or friends seeking lakeside relaxation

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

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.

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.

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

Huge House with Free Parking for Cars and Boats
A spacious new 3-bedroom house with more than 4,000 square feet of living space in a newly developed area. Restaurants, supermarkets, shopping centers, walking trails, Roger Reservoir Conservation Area, Shawnweeki Golf Club, Greenlane Golf Driving Range, East Gwillimbury Sports Complex, and Lake Simcoe beaches are within short driving distance. Free parking for uptown 9 vehicles (3 inside the garage). High speed Wi-Fi and Cable TV are available for the whole period of your stay.

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.

Warm Home 4Bed/ High Ceilings
" Whole House" 4 Bedrooms, sleeps up to 8 guests. Room 1 King 80” x 80” - Ensuite Room 2 Bunk Bed 54” x 77” - Ensuite Room 3 Queen 57” x 79” Room4 Queen 54” x 77” Walking Distance to Shopping & Grocery Centers (Food basic, No-frills, Shopper Drug Mart) and Restaurants This exceptional designer cottage offers a great balance between luxury and comfort. The Open Concept Design, High Ceilings, and an Abundance of Natural Light Create a Sense of Spaciousness Throughout.

Cityscape in the Heart of Bradford at Villa Tina
This beautiful, newly renovated luxury home is situated in a family friendly neighborhood in Bradford. It is a 1 story, uniquely and thoughtfully decorated home with 3 bedrooms, a fully equipped large kitchen, a beautiful cozy family room with a smart 70 inches TV, and a large, beautiful backyard where you can enjoy meals with your family, friends, or co-workers. It is perfect if you’re going on a family vacation, on a business trip, or relocating to a new city.

Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub
THE COVE suite is located at The Taiga Animal Sanctuary with 10 acres of scenic forest trails. Clean & spacious 2200 sq ft 2 bedroom basement unit with 3 queen beds and a pull out couch. Outdoor sauna, hot tub, gated outdoor vegetable garden, fire pits and BBQs our guests can enjoy, along with various trails, seating, dinning tables, lawn games and hammocks to relax in. Enjoy a walk in nature, relax in the hot tub or just hang out with our rescue animals.
Popular amenities for house rentals in East Gwillimbury
House rentals with a pool

Ravine Paradise ! heated pool and hot tub!

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub

Toronto Pool Retreat

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

Ski, Swim, Soak, Boat & Golf

King West Studio – TIFF, Dining & Nightlife

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

Bradford 4BR Family Retreat | Pool & Playground
Weekly house rentals

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

Private Spa Retreat for 2 | Sauna | Swim Spa |

comfy basement apartment

New Cottage Home Close to Simcoe

Stonegate Retreat | Sauna, Fire Pit, Lake Access

Serene Newmarket Escape • 2BR • Free Parking

Guest Suite In Bradford West Gwillimbury

Blu Lake House | Waterfront May/June Special
Private house rentals

Lake Days & Cozy Nights – Your Year-Round Retreat

Beautiful Waterfront Cottage with Pool&HomeTheater

Lake Simcoe Cottage Peaceful Cozy Nature Retreat

Atlantis Retreat!

3 Bdrm Bright & Sunny Oasis w/ Indoor Fireplace

Spacious Cozy House in Newmarket

Sunset Harmony on Cook’s Bay

Downtown Historic Second Floor Apartment
When is the best time to visit East Gwillimbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $84 SGD | $85 SGD | $91 SGD | $85 SGD | $117 SGD | $121 SGD | $117 SGD | $143 SGD | $114 SGD | $98 SGD | $90 SGD | $99 SGD |
| 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 |
Destinations to explore
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- Family-friendly rentals East Gwillimbury
- Rentals with lake access East Gwillimbury
- Rentals with pools East Gwillimbury
- Rentals with a hot tub East Gwillimbury
- Rentals with beach access East Gwillimbury
- Private suite rentals East Gwillimbury
- Flat rentals East Gwillimbury
- Waterfront rentals East Gwillimbury
- Pet-friendly rentals East Gwillimbury
- House rentals Ontario
- House rentals Canada
- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Nike Square One Shopping Centre
- Toronto Zoo
- Wasaga Beach Area
- Exhibition Place
- Yorkdale Shopping Centre
- Casa Loma
- Trinity Bellwoods Park
- Sheppard–Yonge Station
- York University
- Mount St. Louis Moonstone
- Massey Hall
- The International Centre
- Coca Cola Coliseum





