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Vacation rentals in East Gwillimbury

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Top-rated vacation rentals in East Gwillimbury

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Innisfil

4.96 out of 5 average rating, 90 reviews

Relax & Entertain: Hot Tub, Sauna, Game room

Welcome to our serene Lakeside Retreat in Innisfil, a haven of relaxation and fun. This getaway features a rejuvenating sauna and hot tub, perfect for unwinding after a day of adventure. Entertain with family and friends in our game room, which includes a pool table, air hockey table, and dartboard. The large outdoor deck is ideal for BBQs, complemented by a cozy fire pit for evening relaxation. The house offers five beautifully appointed bedrooms, ensuring comfort for everyone. Water softener.

Superhost

Condo in Innisfil

4.87 out of 5 average rating, 23 reviews

The Boathouse: *pools*courtyard lounge*firepit*

Immerse in maritime charm at our nautical Airbnb. Sea-inspired decor, pool view, and cozy comfort await. Enjoy some welcome snacks and grill up some food while taking in the balcony view. Head down to the pools to catch some sun on the comfy patio furniture. After a long day, sink into the Endy mattress for a sleep experience you will not forget. Simply pull out the couch to reveal a second full bed to provide a good night's rest. Bring the kids or gather some friends and sail into relaxation.

Guest favorite

Cottage in Brechin

4.94 out of 5 average rating, 155 reviews

Spacious waterfront cottage w/ spectacular sunsets

Hi welcome to Sunset Shores Vacations on beautiful Lake Dalrymple. Enjoy the perfect vacation with the most spectacular sunsets viewable from the living room/kitchen, large upper deck, lower patio or right down at the waters edge. The fishing is great you can even catch fish off the dock. Swimming is great especially for young children cause the water is shallow off the dock. Explore the lake with the use of canoes, kayaks and paddle boat. Enjoy ice fishing, snowmobiling or a winter retreat.

Superhost

Condo in Innisfil

5 out of 5 average rating, 3 reviews

Luxurious 2-Bed, 2-Bath Furnished - 5 Star Resort

Spectacular view of marine and lake view! Abundant natural light. Opening to a spacious atmosphere. 1,010.00 sf, luxurious living space. 2 bedrooms equipped, 2 upgraded bathrooms. Fully furnished, all brand new furniture. Hot top available all season. Kitchen includes Island, microwave oven, toaster, kettle (all new). Dining table seats four. 65 inch Sony smart TV. Washer & dryer. Over 15 days+ require to pay utilities. Underground parking. Wifi included. long term rental available.

Guest favorite

Condo in Innisfil

4.88 out of 5 average rating, 194 reviews

Lake Simco penthouse at Friday Harbour resort

Modern Penthouse with beautiful furniture located in the Friday Harbor Resort with beautiful patio…outside pool in the summer and hot tub year round ..gas barbecues ..seating and dining area with fire place large balcony where smoking is allowed. Beautiful sunset on the right Forest 200acres with beautiful trails Beach area with rental equipment .paddle board .basketball court ..bike rentals… eagle nest golf with the restaurant overlooking golf course Beach club restaurant on the water

Guest favorite

Cottage in Innisfil

4.94 out of 5 average rating, 201 reviews

Utopia Villa and Spa

Welcome to Utopia where you will make amazing long lasting memories with your family and friends. Just minutes from the beach, grocery stores, gas stations, and anything else you can need. There is so much to do here that you will never want to leave! Imagine a day full of good food by the fireplace, a dip in the hot tub, relaxing in the sauna and playing in the game room. Treat yourself with a stay! House rule: No smoking/eating in hot tub. Breaking this rule will result in $500 fine.

Guest favorite

Home in Barrie

4.97 out of 5 average rating, 104 reviews

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

Guest favorite

Apartment in Orillia

4.95 out of 5 average rating, 131 reviews

DaVel DeLuxe Garden view.

Read our revues and judge for yourself. Large one bedroom apartment in newly built addition to a beautiful historic house. Only few minutes walk to downtown, shops, restaurants, cafes, and the lakefront. Vetta Spa and Horseshoe skiing is 10-15 minutes away. We know that your health and safety is of paramount importance, and we take extreme measures to clean and disinfect the place as best as possible before every guest. Many guests enjoyed our place and visit again and again.

Guest favorite

Cabin in Innisfil

4.93 out of 5 average rating, 112 reviews

Lakefront Cozy Cottage w Hot Tub!

On Lake Simcoe this cozy retreat is just an hour north of Toronto Enjoy the stunning sunrises / views and access to a variety of water activities, while the surrounding area provides ample opportunities for hiking, skiing, other outdoor pursuits with many amenities closely. Down the street from Friday Harbour, LCBO, Starbucks & grocery store Honey, our golden doodle will greet you!

Superhost

Condo in Oro

4.74 out of 5 average rating, 82 reviews

Cozy 1-Bedroom Romantic Retreat with full Kitchen

Escape to Carriage Club Resort, nestled on rolling hills near Horseshoe Valley. Our 1-bedroom vacation rental sleeps 4 with a king-size bed and pull-out sofa. Enjoy the pool, firepit, volleyball, gym, and nearby skiing, golf, and Vetta SPA. Explore hiking trails, high ropes, and a 15-minute drive to Bass Lake's beach. Experience adventure and relaxation at Carriage Club!

Guest favorite

Home in Uxbridge

5 out of 5 average rating, 39 reviews

Lakeside Lodge

Skiers dream. Close to Dagmar and Lakeridge ski resorts. Modern, fully renovated beautiful home/cottage. Make some memories at this unique and family-friendly place. Enjoy kayaking canoeing paddle boarding, fishing, outdoor fires, sunsets. Winter offers icefishing, close to ski hills with a warm fireplace to cozy up to after a day on the slopes.

Guest favorite

Cottage in Georgina

4.89 out of 5 average rating, 124 reviews

Modern 4-bedroom Lakefront Cottage with Sauna

Bright and airy lakefront cottage in a popular upscale location by lake Simcoe. Open concept layout on the main floor and lot shape give you breathtaking lake views from almost anywhere in the house. Comfortable custom furniture, amazing decor and functional kitchen with everything you need make this place incredible for short or long time stay.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for East Gwillimbury vacation rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Stay near East Gwillimbury's top sights

Southlake Regional Health Centre14 locals recommend
Upper Canada Mall37 locals recommend
St. Louis Bar & Grill20 locals recommend
Real Canadian Superstore18 locals recommend
SilverCity Newmarket Cinemas15 locals recommend
Yonge St. @ Davis Dr. W. (Upper Canada Mall) station15 locals recommend

Other great vacation rentals in East Gwillimbury

Guest favorite

Chalet in Kawartha Lakes

5 out of 5 average rating, 13 reviews

Beautiful view by the lake.

Guest favorite

Guest suite in Elmvale

4.93 out of 5 average rating, 56 reviews

The Grandiose

Superhost

Home in East York

4.96 out of 5 average rating, 26 reviews

Spacious Family Home surrounded by nature

Guest favorite

Vacation home in Barrie

5 out of 5 average rating, 17 reviews

Entire House, Luxury Cozy Family Retreat w/ 5 Beds

Superhost

Apartment in Shanty Bay

4.86 out of 5 average rating, 7 reviews

Large Dual Suites: King Beds, Jet-tub, Pool, Gym

Guest favorite

Home in Elmvale

4.89 out of 5 average rating, 19 reviews

Cozy Lakefront Cottage with Hot tub and Pool.

Superhost

Home in Midtown

4.69 out of 5 average rating, 91 reviews

Stunning Bright 2+ Bdrm Luxury w/Free Parking

Superhost

Home in Brooklin

4.91 out of 5 average rating, 23 reviews

HotTub/Games/10min Dagmar/Thermea Spa/King/Sleep 8

Show all

Quick stats about vacation rentals in East Gwillimbury

  • Total rentals

    190 properties

  • Total number of reviews

    3.7K reviews

  • Family-friendly rentals

    90 properties are a good fit for families

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

Frequently Asked Questions

  • Do house rentals in East Gwillimbury have wifi?

    Absolutely! We offer over 130 house rentals with wifi in East Gwillimbury. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in East Gwillimbury?

    Make yourself at home in East Gwillimbury by choosing from our most frequently booked neighborhoods. We have over 130 vacation rentals in Holland Landing, over 70 vacation rentals in East Gwillimbury, and over 90 vacation rentals in Queensville.

  • What are the most popular amenities for House Rentals in East Gwillimbury?

    Enhance your stay in our House Rentals with the most popular amenities: over 130 homes with air conditioning, over 130 homes with wifi, over 120 homes with a kitchen, over 130 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do cottage rentals in East Gwillimbury have a kitchen?

    Absolutely! We offer over 10 cottage rentals with a kitchen in East Gwillimbury. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in East Gwillimbury?

    Experience the best of East Gwillimbury with our house rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in East Gwillimbury?

    Four-legged friends are welcome in East Gwillimbury. Choose from more than 80 vacation rentals for guests traveling with pets.

  • Are there family-friendly vacation rentals in East Gwillimbury?

    East Gwillimbury has more than 100 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there vacation rentals with a dedicated workspace in East Gwillimbury?

    Yes! Work meets play with ease at over 130 vacation rentals in East Gwillimbury featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in East Gwillimbury have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in East Gwillimbury. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in East Gwillimbury have free parking?

    Absolutely! We offer over 10 cottage rentals with free parking in East Gwillimbury. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

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  4. East Gwillimbury