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Lakeshore vacation rentals
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Best Vacation rentals and Airbnb offers in Lakeshore

Choose the Right Family-Friendly Vacation Rentals in Lakeshore

Booking a family-oriented vacation rental in Lakeshore keeps you close to top city attractions for a stress-free getaway.

48 Acre Estate | Luxury Retreat In Wine Country - Lakeshore
10 2 reviews
Lakeshore
07/05 – 07/07
$679/nighttotal: $1358 (2 )

48 Acre Estate | Luxury Retreat In Wine Country

1 3
apartment , Essex
This four-bedroom Essex County home, located within a 30-minute drive of various tourist attractions, offers 48 acres of private land including farmland, orchards, and Carolinian forest with walking trails.
The 4-bedroom, 4-bathroom house sleeps 10 guests and features a dishwasher, air conditioning, parking, a new covered patio, and is designed in a Mediterranean style.
Private 48-acre Estate | Luxury Retreat Near Wine Country - Lakeshore
Lakeshore
07/19 – 07/27
$667/nighttotal: $5336 (8 )

Private 48-acre Estate | Luxury Retreat Near Wine Country

4 4
apartment , Essex
This Villa Fiore estate in Lakeshore, Essex County, is 15 miles from Windsor Airport and 35 miles from Point Pelee National Park.
This 4-bedroom, 4-bathroom rental accommodates up to 10 guests with air conditioning, a full kitchen, two living rooms, two dining areas, and a dedicated office, set on 48 acres with a private wooded trail and patio.
Cottage Getaway In Lighthouse Cove - Lakeshore
9.8 45 reviews
Lakeshore
07/19 – 07/27
$171/nighttotal: $1368 (8 )

Cottage Getaway In Lighthouse Cove

1 4
apartment , Windsor
This Windsor apartment is located on the canals with access to Lake St. Clair, just a short drive from Tilbury and a block away from a free boat ramp. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The apartment has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It comes equipped with a full kitchen, air conditioning, a garden, and parking, along with a range of amenities including water sports equipment, bicycles, and a peaceful dock for enjoying the lake views.
Key West Cottage - Lakeshore
10 27 reviews
Lakeshore
07/05 – 07/07
$215/nighttotal: $430 (2 )

Key West Cottage

1 3
apartment , Windsor
This Windsor apartment is just a short walk from Windsor Castle and the town center, situated in a quiet and stylish area. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has 2 bedrooms and 2 bathrooms, comfortably accommodating up to 6 guests. It features modern amenities like high-speed internet, a fully equipped kitchen with a fridge and dishwasher, air conditioning, a garden, and parking.

Best Lakeshore vacation rentals with parking

Belle River Lakeside Retreat W/hot Tub & Firepit - Lakeshore
9.5 201 reviews
Lakeshore
07/05 – 07/07
$228/nighttotal: $456 (2 )

Belle River Lakeside Retreat W/hot Tub & Firepit

5 3
apartment , Windsor
This charming Lakeshore cottage is just a short drive from the Belle River Marina and offers easy access to restaurants, shopping, and nightlife. Guests consistently rate this property excellent for its location, cleanliness, and overall experience.
This spacious cottage features five bedrooms and two bathrooms, comfortably accommodating up to 11 guests. Amenities include a fully equipped kitchen, high-speed Wi-Fi, a covered patio, a garage, central vacuum, a washer/dryer, and even an electric vehicle charging outlet.
Bachelor Apt. On The Belle River - Lakeshore
Lakeshore
07/05 – 07/07
$112/nighttotal: $224 (2 )

Bachelor Apt. On The Belle River

1 3
apartment , Windsor
This Windsor Lakeshore apartment rental boasts a prime location, a five-minute walk from Downtown Windsor, the marina, and the beach, offering stunning Belle Riverfront sunrise views.
This 400-square-foot, top-floor unit features one bedroom, one bathroom, and sleeps three, including a fully equipped kitchen, laundry facilities, air conditioning, parking, and a swimming pool; nearby water activities include swimming, fishing, kayaking, paddle boarding, and jet skiing.
3 Bdr Cottage W/pool & Hot Tub-close To Marina & Golf Course - Lakeshore
9.4 33 reviews
Lakeshore
07/05 – 07/07
$487/nighttotal: $974 (2 )

3 Bdr Cottage W/pool & Hot Tub-close To Marina & Golf Course

4 3
apartment , Windsor
This Windsor riverside vacation home, located approximately 4 miles from Lake St. Clair and 5 miles from Stoney Point Park, offers a tranquil setting with scenic views.
The 1,100-square-foot property features four bedrooms, two bathrooms, sleeps six, and includes a private pool, hot tub, fitness center, and barbecue grills.
The Essex House - Lakeshore
10 24 reviews
Lakeshore
07/05 – 07/07
$392/nighttotal: $784 (2 )

The Essex House

4 3
apartment , Essex
This charming 1920s home is located in downtown Essex, a short walk from restaurants, shops, and other amenities, and just a 20-minute drive to wineries, Windsor, and Point Pelee National Park. Guests consistently rate this property as excellent for its comfortable and convenient location.
This spacious house features four bedrooms and four bathrooms, comfortably accommodating up to 12 guests. The home includes a full kitchen, air conditioning, a terrace, a garden, parking, and internet access, making it a perfect choice for families and groups looking for a relaxing and enjoyable stay in Essex.

Frequently Asked Questions about vacation rentals in Lakeshore

  • What are the top family-friendly attractions in Lakeshore?

    The Lakeshore Waterfront Park is a great place for families, with a playground, splash pad, and walking trails. The Lakeshore Museum and Cultural Centre also has interactive exhibits that kids will enjoy.
  • What are the best Airbnb and vacation rentals in Lakeshore?

  • When is the best time to book a vacation rental in Lakeshore?

    The summer months are the busiest time for tourism in Lakeshore, so it's best to book your vacation rental well in advance. You can find good deals if you book during the shoulder seasons, in the spring or fall.
  • What are the most popular Airbnbs in Lakeshore?

  • What events or festivals should visitors check out in and around Lakeshore?

    The Lakeshore Canada Day Celebration is a popular event in July, with live music, fireworks, and family-friendly activities. The Lakeshore Farmers Market is held every Saturday from May to October and features local produce and crafts.
  • What are the best vacation rentals with a pool in Lakeshore?

  • What are the best budget-friendly activities in Lakeshore?

    The Lakeshore Waterfront Park is free to enter and offers beautiful views of Lake Erie. You can also enjoy a picnic at the park or take a walk along the waterfront.
  • What are the best rentals for families and kids in Lakeshore?

  • What are the best restaurants with local dishes in Lakeshore?

    The Lakeshore Grill is a popular spot for local cuisine, serving up fresh seafood and other regional dishes. The Lakeshore Pub is another good option, with a casual atmosphere and a menu featuring classic pub fare.
  • What are the best rentals or Airbnbs with a jacuzzi in Lakeshore?

    The best vacation rentals or Airbnb with a jacuzzi in Lakeshore are Stylish Dtown Luxe | 2 Min To Stadium, Private Wine Route Getaway With Hot Tub and Modern Comfort In Dtown| 100 Walkscore.

  • What are the best walking or cycling routes in Lakeshore?

    The Lakeshore Waterfront Trail is a popular walking and cycling route that runs along the shore of Lake Erie. It's a great way to enjoy the scenery and get some exercise.
  • Are there pet-friendly attractions in Lakeshore?

    The Lakeshore Waterfront Park is pet-friendly, and there are several dog parks in the area. You can also find pet-friendly restaurants and cafes in Lakeshore.
  • What are the benefits of choosing a vacation rental in Lakeshore?

    Vacation rentals offer more space and privacy than hotels, and they often come with amenities like kitchens and laundry facilities. They can also be a more affordable option, especially for families or groups.
  • What are the top sports attractions and facilities in Lakeshore?

    Lakeshore is home to several sports facilities, including the Lakeshore Arena, which offers ice hockey and figure skating. The Lakeshore Athletic Park features baseball diamonds, soccer fields, and tennis courts.

Destinations nearby

Guest-Favorite Vacation Rentals with a Terrace in Lakeshore

Wake up to breathtaking views at these Lakeshore vacation rentals with balconies, perfect for your morning coffee.

The Grand River Retreat Pool Hot Tub Avail Sep - Lakeshore
Lakeshore
07/05 – 07/07
$947/nighttotal: $1894 (2 )

The Grand River Retreat Pool Hot Tub Avail Sep

5 3
house , Windsor
This 5-bedroom Belle River home, 11 miles from Windsor International Airport and 21 miles from downtown Windsor attractions like the TCF Center, offers a convenient location for exploring the area.
This 2,000-square-foot vacation rental boasts a heated pool, free Wi-Fi, private parking, and accommodates up to 19 guests, making it ideal for large families or groups visiting Windsor.

Top-Rated Pet-Friendly Vacation Rentals in Lakeshore

Traveling with pets? These dog-friendly vacation rentals and Airbnbs in Lakeshore are steps away from dog parks and city walks.

Private Estate Family Suite | 48 Acres Wine Region - Lakeshore
10 1 review
Lakeshore
07/05 – 07/07
$244/nighttotal: $488 (2 )

Private Estate Family Suite | 48 Acres Wine Region

2 3
apartment , Essex
This 2-bedroom, 1-bathroom country house in Essex County offers a secluded escape on 48 acres of farmland, orchard, and woodland, with convenient access to local wineries, waterfront parks, and birding destinations.
This pet-friendly apartment accommodates up to 4 guests and features Mediterranean-inspired architecture, a family suite with adjoining bedrooms, a shared Jack-and-Jill bathroom, a covered patio for wildlife viewing, and private access to wooded trails.
Sunny Shores Getaway 3br/2ba/pool - Lakeshore
10 3 reviews
Lakeshore
07/05 – 07/07
$385/nighttotal: $770 (2 )

Sunny Shores Getaway 3br/2ba/pool

3 3
apartment , Windsor
This 3-bedroom, 2-bathroom apartment offers a peaceful riverside location in Windsor, just a short drive from Rochester Golf Course and under 10 minutes from the Belle River marina and beach.
This pet-friendly accommodation for up to 6 guests features a full kitchen, air conditioning, internet, parking, a swimming pool (June 15-September 1), and a hot tub (September-March), perfect for family relaxation and outdoor activities like kayaking and cornhole.
The Getaway (Full Home, 5 Min Drive To Windsor) - Lakeshore
10 5 reviews
Lakeshore
07/05 – 07/07
$385/nighttotal: $770 (2 )

The Getaway (Full Home, 5 Min Drive To Windsor)

4 3
apartment , Windsor
This 4-bedroom, 3-bathroom rental is located a short drive from Windsor's city center, offering convenient access to attractions and waterfront activities.
This spacious residence accommodates up to 10 guests with amenities including a hot tub, tiki bar, fire pit, 2-car garage, and 3 smart TVs, making it ideal for families and groups seeking a comfortable stay with entertainment options.
Beautiful Waterfront Home W/ Lake St. Clair Views! - Lakeshore
9.7 129 reviews
Lakeshore
07/05 – 07/07
$275/nighttotal: $550 (2 )

Beautiful Waterfront Home W/ Lake St. Clair Views!

3 3
apartment , Windsor
This Windsor, Ontario lakeside rental boasts stunning Lake St. Clair views and is conveniently located near boat and jet ski rentals, just three minutes away.
The three-bedroom, two-bathroom house sleeps six guests and features a fully equipped kitchen with dishwasher, a private hot tub overlooking the lake, and direct waterfront access perfect for swimming.
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