Vacation Rentals in Midland

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Midland holiday rentals
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198 Holiday rentals and Airbnb in Midland

Discover Exceptional Family Holiday Rentals in Midland

Find family holiday rentals in Midland with space and comfort for the whole crew.

Cheerful 4-bedroom Cottage In Nature Setting - Midland
10 2 reviews

Cheerful 4-bedroom Cottage In Nature Setting

cottage, Waubaushene
This five-bedroom lakeside property in Waubaushene, Ontario, offers stunning waterfront views of Lake Huron and Georgian Bay, being less than 1.6km from Juanita Island and Bayview Park.
Sleeping eight guests, the self-catering holiday home boasts a fully equipped kitchen, a patio, garden, and parking, plus access to swimming, boating, and fishing opportunities.
Stunning Muskoka Oak Bay Golf Course - Port Severn Townhouse Sleeps 8 Free Wifi - Midland
10 1 review

Stunning Muskoka Oak Bay Golf Course - Port Severn Townhouse Sleeps 8 Free Wifi

apartment, Georgian Bay
This Georgian Bay townhouse, situated directly opposite the Oak Bay Golf Course clubhouse and pro shop, offers stunning peak-a-boo views of Georgian Bay and is within walking distance of the first tee and close to Martyrs' Shrine and Sainte-Marie among the Hurons.
The 195 square metre (2100 square foot) property boasts four bedrooms, three bathrooms, sleeping up to eight guests, and features a modern kitchen, swimming pool, jacuzzi, spa, and electric car charging point, plus access to local golfing, birdwatching and nature trails.
Beautiful Luxury Lake Front Cottage Georgian Bay - Midland
10 38 reviews

Beautiful Luxury Lake Front Cottage Georgian Bay

cottage, Georgian Bay
This waterfront property is located near Georgian Bay, just steps from Lake Huron, and within 20 kilometres of Georgian Bay Islands National Park and Six Mile Lake, offering a peaceful retreat for nature lovers. This cottage has consistently received excellent ratings for its location, cleanliness, and overall experience.
The accommodation is spacious, spanning 214 square metres, and features a private balcony, fireplace, and a fully equipped kitchen. Guests can enjoy a range of activities including swimming, kayaking, hiking, and exploring the nearby national park, all while staying connected with free Wi-Fi.
Your Happy Place - Midland
9.8 12 reviews

Your Happy Place

apartment, Midland
This four-bedroom, two-bathroom apartment in Port McNicoll, near Midland, Ontario, offers easy access to Georgian Bay's beaches and hiking trails.
Sleeping up to nine guests, this self-catering property features a fully equipped kitchen, air conditioning, parking, internet access, and a queen-size air mattress; nearby attractions require further investigation to determine precise distances.

Best Midland holiday rentals with parking

Cozy Georgian Bay Getaway In Midland - Midland
9.3 11 reviews

Cozy Georgian Bay Getaway In Midland

apartment, Midland
This one-bedroom flat is located in Midland, offering convenient access to Georgian Bay.
This comfortable accommodation for two guests features a fully equipped kitchen, air conditioning, and Wi-Fi, making it ideal for exploring the local area or for business trips.
Luxury 4br Lakefront Cottage W/ Sauna & Dock! - Midland
10 1 review

Luxury 4br Lakefront Cottage W/ Sauna & Dock!

cottage, Midland
This waterfront holiday home in Tay offers direct access to shallow waters via a private dock and is located approximately 1.6 to 2.4 kilometres from the Huronia Museum and Ste-Marie among the Hurons.
This spacious 230 square metre lodge comfortably accommodates up to 10 guests across four bedrooms, featuring a modern kitchen with a wine fridge, a gas fireplace, a wood-burning barrel sauna, kayaks, and parking for seven vehicles.
Stylish Sandy Beach 4-bed Waterfront - Midland
9.6 8 reviews

Stylish Sandy Beach 4-bed Waterfront

cottage, Tiny
This family-friendly Tiny lakeside retreat, a 10-minute walk from Lake Huron and Georgian Bay, is situated within 15km of the Midland Golf and Country Club and Copeland Creek Wetlands Trail.
This 279 square metre property boasts four bedrooms, three bathrooms, sleeping eight guests, and features a fully equipped kitchen, jacuzzi, sauna, tennis court, and free Wi-Fi.
Chateau Champlain Cottage - Midland
9.1 13 reviews

Chateau Champlain Cottage

apartment, Penetanguishene
This waterfront property is conveniently located in Midland, just 5km from Copeland Creek Wetlands Trail Trailhead, Awenda Provincial Park, and Penetanguishene Rotary Park, offering easy access to nature and outdoor activities. The property has received excellent user ratings for its location, cleanliness, and overall experience.
The house has 3 bedrooms and 2 bathrooms, comfortably accommodating up to 8 guests. Enjoy a game room, a garden with barbecue facilities, a patio, and a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher.

Frequently asked questions about holiday rentals in Midland

  • Which neighborhood in Midland should you consider for a vacation rental?

    The area around King Street is a good bet. It's central and has a good mix of restaurants, shops, and things to see, plus it's close to the waterfront.
  • What are the best Airbnb and holiday rentals in Midland?

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

    The Midland Bay Landing is a great spot for families, with its playground and splash pad. The Huronia Museum also has some interactive exhibits that kids enjoy, and the nearby waterfront trails are perfect for a family bike ride.
  • What are the most popular Airbnbs in Midland?

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

    Midland is a great place to visit year-round, but if you want the best weather, aim for the summer months, from June to August. If you're looking for a quieter experience, spring or autumn might be better.
  • What are the best holiday rentals with a pool in Midland?

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

    The Midland Waterfront Festival is a highlight in July, with live music, food stalls, and family activities. The annual Midland Fall Fair in September is also a lot of fun, with agricultural displays, competitions, and entertainment.
  • What are the best rentals for families and kids in Midland?

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

    Take a walk along the waterfront trail, it's free and offers stunning views of the bay. You can also visit the free exhibits at the Huronia Museum, or spend an afternoon at the Midland Public Library.
  • What are the best rentals or Airbnbs with a jacuzzi in Midland?

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

    The Ship & Anchor Pub on King Street is a local favourite, known for its fresh seafood and traditional pub fare. For a more upscale experience, try The Old Stone Inn, which serves up delicious Canadian cuisine with a modern twist.
  • What are the best walking or cycling routes in Midland?

    The waterfront trail that runs along the bay is a great option for both walking and cycling. It's about 10 km long and offers beautiful views of the water and the surrounding area. For a shorter walk, try the scenic trail around the Midland Bay Landing.
  • Are there pet-friendly attractions in Midland?

    The waterfront trail is dog-friendly, and many restaurants in town have outdoor seating where you can bring your furry friend. The Midland Bay Landing is also pet-friendly, so you can enjoy the playground and splash pad with your dog.
  • What are the benefits of choosing a vacation rental in Midland?

    Vacation rentals offer more space and privacy than a hotel, and often come with amenities like a kitchen and laundry facilities. They can also be a more budget-friendly option, especially for families or groups.
  • What are the top sports attractions and facilities in Midland?

    Midland is home to the Midland Midget AA hockey team, which plays at the North Simcoe Arena. The town also has a number of parks and recreational facilities, including the Midland Bay Landing, which has a playground, splash pad, and basketball court.

Popular destinations

Discover Holiday Rentals with a Balcony in Midland

Find holiday rentals with a balcony in Midland and take in the local scenery.

The Wright House - Modern 3bdrm Home In Midland! - Midland
10 8 reviews

The Wright House - Modern 3bdrm Home In Midland!

apartment, Midland
This Midland holiday home enjoys a central location, a 15-minute walk from Little Lake Park and Georgian Bay General Hospital, and within 3.2km of Midland Golf and Country Club and Bamboo Spa.
The 139 square metre property offers three bedrooms, three bathrooms, sleeps six guests, and includes a fully equipped kitchen, private balcony, free Wi-Fi, and access to a spa.
Modern Waterfront Home On Georgian Bay W/ Hot Tub! - Midland
9.6 14 reviews

Modern Waterfront Home On Georgian Bay W/ Hot Tub!

apartment, Midland
This modern waterfront holiday home is located in Victoria Harbour, a 10-minute drive from Midland, and is close to the Tay Shore Trail, Wye Marsh Wildlife Centre and Awenda Provincial Park. The property has excellent user ratings and is perfect for families and groups looking for a relaxing getaway.
The spacious holiday home has four bedrooms, two bathrooms, and can accommodate up to eight guests. It features a well-equipped kitchen, a comfortable living area, a private hot tub, a fire pit, a terrace and a large garden.
Cheerful 4-bedroom Cottage In Nature Setting - Midland
9.7 63 reviews

Cheerful 4-bedroom Cottage In Nature Setting

house, Tay
This charming cottage is situated just 8 kilometres from the town of Waubaushene and a short walk from the southeast shore of Georgian Bay, offering easy access to both the stunning beauty of the area and the Tay Shore Trails. It has received excellent user, location, and cleanliness ratings.
The 139 square metre cottage has four bedrooms and one bathroom, comfortably accommodating up to eight guests. The well-equipped kitchen, spacious living area with a fireplace, large backyard deck, and access to a fire pit, plus a 65-inch Smart TV, air conditioning, and fast internet, make this a perfect choice for families looking for a relaxing getaway.
Luxury Log Cabin With Work Spaces, Generator And Car Charger - Midland
9.6 22 reviews

Luxury Log Cabin With Work Spaces, Generator And Car Charger

apartment, Tiny
This family-friendly Tiny holiday home is situated near Georgian Bay and Lake Huron, just 0.5 km from Awenda Provincial Park.
The three-bedroom property sleeps eight, boasting a fully equipped kitchen, free Wi-Fi, a terrace, garden, parking, and on-site amenities including a water park and hot tub.

Compare Pet-Friendly Holiday Rentals in Midland

Give your four-legged companion a cozy place to curl up at pet-friendly holiday rentals in Midland.

Impressive Modern Waterfront Home On Georgian Bay - Midland
6.0 1 review

Impressive Modern Waterfront Home On Georgian Bay

house, Midland
This modern waterfront house is located in Port McNicoll, just 8.7 kilometres from Midland, offering easy access to the Tay River Basin and the Midland Cultural Centre. The property has received very good user ratings, and excellent ratings for location and cleanliness.
The house has 4 bedrooms and 2 bathrooms, spread over 150 square metres, accommodating up to 8 guests. Guests can enjoy a fully equipped kitchen, a balcony with outdoor dining, a garden, and free private parking.
7-11: Lake Beach Kayaks Fishing Swim: All Included - Midland
9.5 39 reviews

7-11: Lake Beach Kayaks Fishing Swim: All Included

apartment, Tiny
This Tiny shoreline cottage boasts direct beach access and a private boat ramp, ideal for water sports enthusiasts.
Sleeping eight comfortably in four bedrooms, this self-catering holiday home offers a fully equipped kitchen with dishwasher, central air conditioning, laundry facilities, a spacious deck with BBQ, and an on-site tennis court.
Georgian Bay Cottage 2 Bedrooms - Midland
No reviews

Georgian Bay Cottage 2 Bedrooms

gîte, Midland
This rural holiday cottage is located a stone's throw from a paved cycle path and Georgian Bay, offering a distinctive outdoor-focused experience near Midland.
This self-catering accommodation for up to 10 guests provides 6 bedrooms, 3 bathrooms, a functional kitchen, and indoor plumbing, with flexible rental options and a unique 'glamping' style without the need for a tent.
10 Acre Romantic Country Retreat - Midland
No reviews

10 Acre Romantic Country Retreat

apartment, Tiny
This charming country retreat is located just a short five-minute drive from the stunning Georgian Bay, offering easy access to its beautiful waters and recreational activities. The surrounding area is peaceful and tranquil, perfect for escaping the hustle and bustle of city life.
The cottage offers three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It is well-equipped with a kitchen, air conditioning, and a cosy fireplace, as well as outdoor amenities like parking and a fire pit, perfect for enjoying evenings under the stars.
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