Cozy Cottage Walking Distance To Lake Simcoe & Friday Harbour
2 1
cottage , Barrie
This charming cottage is located in Innisfil, just 1.6 kilometres from Lake Simcoe and within a 10-minute drive of Wilkin's Walk Trailhead and Fox Island. The area is peaceful and offers a tranquil escape from the bustling city of Barrie. The property has received excellent guest reviews and is a popular choice for those seeking a comfortable and convenient stay. The cottage has two bedrooms and one bathroom, comfortably accommodating up to five guests. The property is equipped with modern amenities, including a fully equipped kitchen, air conditioning, and internet access. Guests can enjoy the nearby lakefront for swimming, boating, and fishing, or explore the local art gallery and hiking trails.
Georgina
29/07 – 02/08
NZ$1068/nighttotal: NZ$4272 (4 )
Cozy Lakefront House Retreat For Familiesfriends
3 4
house , Sutton
This detached house in Sutton is located 2.6 kilometres from Willow Beach Park, with Billy Bishop Toronto City Airport 83.7 kilometres away. This property offers 186 square metres of living space with 3 air-conditioned bedrooms, 2 bathrooms, a fully equipped kitchen, and a swimming pool, suitable for up to 19 guests.
9.6 71 reviews
Georgina
01/07 – 05/07
NZ$328/nighttotal: NZ$1312 (4 )
Lake Simcoe Beach Oasis With Backyard And Firepit
1 2
apartment , Sutton
This charming cottage is just a short walk from a public beach and park on Lake Simcoe, offering easy access to the lake and its scenic views. The cottage has received excellent ratings for its location, cleanliness and overall experience, making it a popular choice for travellers. The cottage has two bedrooms, one bathroom and can accommodate up to five guests. It features a fully equipped kitchen, a comfortable living area, a private garden with a fire pit, and modern amenities including high-speed Wi-Fi, a Smart TV and a washer and dryer.
Georgina
21/07 – 24/07
NZ$921/nighttotal: NZ$2763 (3 )
3br Lakefront Retreat With Dock Canoe & Huge Deck
1 4
house , Sutton
This lakefront property in Georgina is located 37 kilometres from Newmarket Theatre and 43 kilometres from Stouffville GO Station. This detached house offers direct lakefront access with a private dock and canoe, a private garden, and parking for up to 9 guests, featuring a well-equipped kitchen, air conditioning, and 3 bathrooms across 232 square meters of floor area.
Georgina
02/07 – 05/07
NZ$2730/nighttotal: NZ$8190 (3 )
8 Mayfair Entire 10br Cottage | Beach, Kayaks
10 1
apartment , Sutton
This Lake Simcoe cottage, located in Jackson's Point, offers peaceful golf views and private beach access just 500 metres away, with convenient proximity to Sutton and Highway 404. This pet-friendly property boasts 10 bedrooms and 10 bathrooms, accommodating up to 20 guests with complimentary kayaks, indoor gathering spaces, and an outdoor patio with a shaded dining area.
Georgina
29/07 – 02/08
NZ$692/nighttotal: NZ$2768 (4 )
148 Divot | Simcoe Cottage | Private Beach, Kayak
2 4
apartment , Sutton
This waterfront holiday home in Jackson's Point, Lake Simcoe, is located 32 kilometres from Highway 404 and close to Sibbald Point Provincial Park and Willow Beach Conservation Area. This pet-friendly apartment offers two bedrooms, two bathrooms, and accommodation for four guests, featuring direct private beach access on Lake Simcoe with complimentary kayaks, a BBQ patio, and unobstructed lake views.
8.3 20 reviews
Georgina
29/07 – 02/08
NZ$583/nighttotal: NZ$2332 (4 )
Julie's 4 Bedroom Cozy Cottage By Lake Simcoe
4 4
apartment , Brock
This four-bedroom Brock holiday home is situated in a rural area near Lake Simcoe, offering easy access to various winter sports such as ice fishing and skiing within a short driving distance. Sleeping eight guests, this self-catering property boasts a fully equipped kitchen, two bathrooms, and a spacious layout, complemented by a 20-acre private garden providing complete seclusion.
Georgina
01/07 – 05/07
NZ$293/nighttotal: NZ$1172 (4 )
Cheerful Cottage By The Lake Lake Simcoe
1 2
apartment , Sutton
This four-bedroom Sutton cottage, situated near a lake ideal for watersports and offering scenic views, is minutes from local amenities. Sleeping five, the property includes a fully equipped kitchen with dishwasher, a fitness centre, parking, and internet access; pets are welcome.
9.5 42 reviews
Georgina
21/07 – 24/07
NZ$728/nighttotal: NZ$2184 (3 )
Cozy Lakefront Cottage
1 4
apartment , Sutton
This charming lakeside retreat is situated on the shores of Lake Simcoe, just 80 kilometres north of Toronto in the picturesque town of Sutton. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The three-bedroom cottage comfortably accommodates up to eight guests, offering a spacious and modern living area with stunning lake views. Guests can enjoy a range of amenities, including a fully equipped kitchen, a wraparound deck with BBQ, and access to kayaks and canoes for exploring the beautiful surroundings.
Georgina
01/07 – 05/07
NZ$362/nighttotal: NZ$1448 (4 )
Cozy Studio Retreat In Scenic Georgina, Canada
1 2
studio , Sutton
This studio apartment is located in Georgina, Canada, 43 kilometres from Stouffville GO Station and 87 kilometres from Billy Bishop Toronto City Airport, offering a peaceful retreat with convenient transit connections. This property provides a private entrance, outdoor seating, and a fully equipped kitchen with a microwave and toaster, accommodating up to two guests with free WiFi and air conditioning.
Georgina
01/07 – 05/07
NZ$494/nighttotal: NZ$1976 (4 )
Cozy Studio Retreat In Scenic Georgina, Canada
1 2
studio , Sutton
This studio apartment is located in Georgina, Canada, offering proximity to lakeside views, cafes, and hiking trails, with the Georgina Pioneer Village Museum and Archives and The Point Gallery as nearby cultural points of interest. This 38 square meter self-contained unit provides a private entrance, a fully equipped open-plan kitchen with a fridge and microwave, sleeping for up to three guests across a queen-sized bed and a sofa-bed, and on-site parking.
Georgina
20/08 – 23/08
NZ$1596/nighttotal: NZ$4788 (3 )
Bright Lakeside Cottage | 4br & 16 Guest Max | Private Dock & Nature Retreat
4 8
cottage , King
This Keswick holiday home, situated on Bruce Avenue in Georgina, offers direct Lake Simcoe access and is less than 65 km from Toronto, placing it conveniently close to attractions such as In Play Inc. and the Georgian Downs Racetrack. The four-bedroom, three-bathroom property sleeps up to sixteen guests, boasting a private dock, BBQ, and modern bathrooms, ideal for families or groups seeking waterside activities and proximity to local amenities.
Best family friendly Georgina holiday rentals
Among the 130 accommodations in Georgina, here are the 4 best family friendly rentals
Georgina
02/07 – 05/07
NZ$438/nighttotal: NZ$1314 (3 )
Cozy Studio Retreat In Scenic Georgina, Canada
1 1
studio , Sutton
This studio apartment is located in Georgina, Canada, offering a tranquil escape near lakeside views, cafes, and hiking trails. This 37 square meter dwelling accommodates up to three guests with one bedroom and one bathroom, featuring a fully equipped kitchen, air conditioning, and Wi-Fi, with outdoor furniture available for enjoying the surroundings.
Georgina
29/07 – 02/08
NZ$1423/nighttotal: NZ$5692 (4 )
186 M² House ∙ 3 Bedrooms ∙ 10 Guests
3 4
house , Sutton
This Georgina retreat offers exclusive Lake Simcoe access on a quiet dead-end street, located near historic Lake Drive with its sandy beaches, cafes, and local restaurants, just a short distance from Sutton. This 185 square meter house accommodates up to 10 guests with 3 bedrooms and 2 bathrooms, featuring air conditioning, a swimming pool, garden, parking for 6-8 vehicles, and access to water equipment for on-site lake activities, with special curated packages available for the 2026 FIFA World Cup.
9.8 79 reviews
Georgina
29/07 – 02/08
NZ$653/nighttotal: NZ$2612 (4 )
Familicious - Cottage With Hot-tub
1 4
bungalow , King
This peaceful three-bedroom house is situated in a quiet neighbourhood in King, just 5km from the King City Museum and a 15-minute walk from the King River Trail. The one-storey property offers ample space for families or groups of up to six guests, ensuring everyone has their own space to relax. This comfortable home features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a Jacuzzi, a garden, and parking. Guests can enjoy the private backyard, perfect for relaxing or hosting gatherings.
9.2 5 reviews
Georgina
29/07 – 02/08
NZ$2292/nighttotal: NZ$9168 (4 )
Lakefront Property On Lake Simcoe Swim Spa +Sauna
3 4
apartment , Brock
This detached house in Brock offers a prime lakefront position on Lake Simcoe, boasting direct water access via a 100-metre dock with a waterslide. This property accommodates up to six guests and features three bedrooms, two bathrooms, a kitchen, air conditioning, a swimming pool, jacuzzi, fitness centre, parking, and a swim-up bar with a large television, alongside family-friendly outdoor activities.
Best Georgina holiday rentals with parking
10 1 review
Georgina
20/08 – 23/08
NZ$870/nighttotal: NZ$2610 (3 )
Cozy Lakefront House Retreat For Families&friends
3 8
house , Sutton
This lakefront property is located in Georgina, 2.6 kilometres from Willow Beach Park and 50 kilometres from Stouffville GO Station, offering direct lake access. This detached house, spanning 186 square metres, accommodates up to 15 guests with one bedroom and two bathrooms, featuring a fully equipped kitchen, air conditioning, a fireplace, free WiFi, and private parking, with opportunities for winter sports nearby.
8.8 5 reviews
Georgina
01/07 – 05/07
NZ$562/nighttotal: NZ$2248 (4 )
Friday Harbour, 2br Pet Friendly
1 2
apartment , Barrie
This Friday Harbour condo, located in Innisfil, a short drive from Barrie, offers direct access to the Friday Harbour boardwalk, marina, shops, and restaurants, all within 0.8km. The one-bedroom, one-bathroom apartment sleeps three guests and features a fully equipped kitchen, patio, BBQ, underground parking, and access to a seasonal pool, hot tub, and beach club facilities; nearby activities include hiking trails, kayaking, and golf at the Nest golf course.
Georgina
02/07 – 05/07
NZ$536/nighttotal: NZ$1608 (3 )
The Briars Resort & Spa
1 1
resort , Sutton
The Briars Resort & Spa is located in Georgina, Ontario, approximately 7 kilometres from the town centre. The resort offers a range of facilities and activities to suit all tastes. The resort has a spa, sauna, and fitness centre for those seeking relaxation and rejuvenation, as well as a children's play area for families. Guests can also enjoy the on-site restaurant, concierge service, and free parking.
9.2 35 reviews
Georgina
21/07 – 24/07
NZ$704/nighttotal: NZ$2112 (3 )
Beach-front Private Paradise Directly On Lake Simcoe
4 4
cottage , Beaverton
This beachfront property is located in Brock, just a short drive from Beaverton and within easy reach of Lake Simcoe and Duclos Point Provincial Nature Reserve. It has consistently received excellent ratings from previous guests, making it a popular choice for travellers seeking a comfortable and convenient stay. This four-bedroom holiday home spans 186 square metres and comfortably accommodates up to eight guests. It features a fully equipped kitchen, a cosy fireplace, a private garden, a patio, and a fitness centre, ensuring a relaxing and enjoyable stay for families and groups.
Frequently asked questions about holiday rentals in Georgina
Which neighborhood in Georgina should you consider for a vacation rental?
Jackson's Point is a great choice for a vacation rental in Georgina. It's a lively area with plenty of restaurants, shops, and things to do, and it's right on the waterfront, making it perfect for enjoying the lake.
What are the best Airbnb and holiday rentals in Georgina?
What are the top family-friendly attractions in Georgina?
Georgina has a lot to offer families! The Georgina Island Ferry is a fun day trip for all ages, and the Georgina Pioneer Village is a great place to learn about the area's history. The ROC (Recreational Outdoor Centre) offers a variety of activities for kids, including a splash pad, playground, and sports fields.
When is the best time to book a vacation rental in Georgina?
The best time to book a vacation rental in Georgina is during the summer months, from June to August, when the weather is warm and sunny and there are lots of outdoor activities to enjoy. However, if you prefer a quieter experience, you could consider visiting in the shoulder seasons, spring or autumn, when the crowds are smaller and the prices are often lower.
What are the best holiday rentals with a pool in Georgina?
What events or festivals should visitors check out in and around Georgina?
The Georgina Ribfest, held in August, is a popular event with live music, delicious ribs, and family-friendly activities. The annual Georgina Fall Fair in September is another great event with agricultural displays, live entertainment, and a midway. You can also check out the events calendar on the Town of Georgina website for more information.
What are the best rentals for families and kids in Georgina?
What are the best budget-friendly activities in Georgina?
For a budget-friendly day out, head to the waterfront in Jackson's Point and enjoy a picnic lunch. Take a walk or bike ride along the scenic trails in the area, or visit the free Georgina Pioneer Village. You can also enjoy the beautiful beaches along Lake Simcoe.
What are the best rentals or Airbnbs with a jacuzzi in Georgina?
What are the best restaurants with local dishes in Georgina?
For a taste of local cuisine, try the Georgina Island Grill, which offers a variety of fresh seafood dishes and a stunning view of the lake. The Blue Heron Restaurant is another popular spot, with a menu featuring classic Canadian dishes.
What are the best walking or cycling routes in Georgina?
The Waterfront Trail runs along the shores of Lake Simcoe and offers beautiful views of the lake and the surrounding countryside. The Oak Ridges Moraine Trail is another great option for a scenic walk or bike ride, with its rolling hills and forested areas.
Are there pet-friendly attractions in Georgina?
Yes, many businesses in Georgina are pet-friendly. The waterfront in Jackson's Point is a great place to take your dog for a walk or a swim, and many restaurants have outdoor patios that welcome pets. You can check the Town of Georgina website for a list of pet-friendly businesses.
Destinations nearby
Best Georgina holiday rentals with a balcony
8.6 15 reviews
Georgina
21/07 – 24/07
NZ$1073/nighttotal: NZ$3219 (3 )
Luxury Cottage "Twilight" By The Lake Simcoe
4 4
apartment , Sutton
This four-bedroom Georgina holiday home is situated a 15-minute walk from Lake Simcoe and Duclos Point Provincial Nature Reserve, and within 9.6km of Pines of Georgina Golf Course and Georgina Paintball. The property offers two bathrooms, sleeps six guests, includes a fully equipped kitchen with appliances, laundry facilities, barbecue, and Smart TV, making it ideal for families seeking outdoor activities and convenient self-catering.
Georgina
29/07 – 02/08
NZ$1399/nighttotal: NZ$5596 (4 )
Cozy Lakefront House Retreat For Families&friends
3 4
apartment , Sutton
This waterfront property in Georgina, part of Sutton, provides exclusive Lake Simcoe access and is located near historic Lake Drive's beaches, cafes, and restaurants, with the Georgina Arts Centre & Gallery and Rail Yard Wake Park as nearby attractions. This 186 square meter apartment accommodates up to 10 guests with 3 bedrooms and 2 bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, terrace, garden, parking for 6-8 vehicles, and access to water equipment and fishing gear, with specially curated packages available for the 2026 FIFA World Cup.
Georgina
01/07 – 05/07
NZ$322/nighttotal: NZ$1288 (4 )
Waterfront 1br Modern Condo | Friday Harbour
1 2
apartment , Barrie
This modern one-bedroom flat offers a waterfront stay in the resort-style Friday Harbour area, located 60 kilometres north of Barrie, and is within easy walking distance of the marina, boardwalks, restaurants, and cafes. The apartment, which accommodates up to three guests, features a fully equipped kitchen, complimentary high-speed Wi-Fi, air conditioning, a private balcony, and on-site parking, providing a convenient base for exploring the local amenities.
Georgina
20/08 – 23/08
NZ$1588/nighttotal: NZ$4764 (3 )
84 M² Apartment ∙ 4 Bedrooms ∙ 8 Guests
4 8
apartment , Sutton
This charming house is situated in a peaceful residential neighbourhood in Georgina, just a short drive from the shores of Lake Simcoe, offering easy access to water activities. The property spans 272 square metres and comfortably accommodates up to eight guests with its four bedrooms and three bathrooms. Enjoy a fully equipped kitchen, a spacious living area, a private garden, and a terrace, perfect for relaxing after a day exploring the area.
Best pet friendly Georgina holiday rentals
Among the 130 accommodations in Georgina, here are the 4 best pet friendly rentals
9.9 34 reviews
Georgina
01/07 – 05/07
NZ$1185/nighttotal: NZ$4740 (4 )
Charming Mid-century Villa On 10 Acres Forest Land
4 2
house , Sutton
This charming four-bedroom house is located in Sutton, just 10km from grocery shopping, 10km from Willow Beach, 5km from Ravenshoe Trailhead, and 7km from Lyndhurst golf course, offering easy access to outdoor activities and attractions. It has received excellent ratings for location, cleanliness, and overall user experience. The house is spacious and can accommodate up to 8 guests, with 2 bathrooms and a fully equipped kitchen. It features a private garden, a fitness centre, a patio with a gazebo, and a variety of outdoor spaces with fire pits, seating areas, a hammock, and a tree swing.
Georgina
29/07 – 02/08
NZ$807/nighttotal: NZ$3228 (4 )
Sunseeker At Friday Harbour Resort
2 4
apartment , Barrie
This two-bedroom flat in Innisfil offers a convenient location, just a 13-minute walk to Lake Simcoe and a 3-minute drive to The Point Gallery. This pet-friendly condo sleeps up to seven guests and features air conditioning, complimentary Wi-Fi, an on-site fitness centre, barbecue area, and covered parking.
Georgina
29/07 – 02/08
NZ$595/nighttotal: NZ$2380 (4 )
Peaceful Keswick Cottage Stay
2 4
apartment , Sutton
This 2-bedroom flat is located in Sutton, a short 500m walk from the historic Sutton High Street and its array of shops and restaurants. This apartment sleeps up to 4 guests and features a fully equipped kitchen, air conditioning, and parking, with wheelchair lift access also available.
Georgina
21/07 – 24/07
NZ$1062/nighttotal: NZ$3186 (3 )
Cozy Lakefront House Retreat For Families&friends
3 4
house , Sutton
This detached house is located in Georgina on a quiet dead-end street with exclusive water access, a short 300-meter walk from the historic Lake Drive, known for its sandy beaches, cafes, and restaurants. This property offers 185 square meters of living space with 3 bedrooms and 2 bathrooms to accommodate up to 8 guests, featuring a kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, a swimming pool, garden, parking for 6-8 vehicles, and access to water equipment and fishing gear, with special curated packages available during the 2026 FIFA World Cup.