Holiday Rentals in Midland

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Midland holiday rentals
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Best Holiday rentals and Airbnb offers in Midland

Find Holiday Rentals in the City Centre of Midland

Reconnect deeply with your significant other at peaceful holiday rentals for couples in Midland, offering romantic, quiet settings.

Georgian Bay Retreat - Apartment In Midland - Midland
9.7 72 reviews

Georgian Bay Retreat - Apartment In Midland

apartment, Midland
This basement flat is located in Midland, a short distance from Georgian Bay and the best sandy beaches in Ontario. The property has excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The self-contained suite has a separate bedroom with a queen-size bed, and can accommodate up to two guests. It comes with modern amenities, including unlimited internet, a full kitchen, a fireplace, a private garden area, and a washer and dryer, as well as being close to local attractions like Georgian Bay, the Midland Waterfront, and Little Lake Park.
Cozy Midland Townhome Nr Georgianbay Close2muskoka - Midland
9.8 21 reviews

Cozy Midland Townhome Nr Georgianbay Close2muskoka

house, Midland
This modern two-bedroom townhouse in Midland, Ontario, is conveniently located a short walk from Sunnyside Harbour and offers easy access to Awenda Provincial Park (24km) and Georgian Bay Islands National Park (64km).
The property features a fully equipped kitchen, two bathrooms, a private patio, free parking for two cars, and sleeps four guests comfortably, providing self check-in and high-speed Wi-Fi.
Guest Unit - Midland
9.8 25 reviews

Guest Unit

house, Midland
This brand-new, three-bedroom self-catering apartment in Midland, Ontario, is located minutes from Georgian Bay, offering easy access to water activities and scenic trails.
The 3-bathroom property sleeps six guests and boasts modern amenities including air conditioning, parking, and Wi-Fi, alongside a comfortable and stylish layout perfect for families.
Cozy Downtown Private Retreat - Midland
10 83 reviews

Cozy Downtown Private Retreat

apartment, Midland
This one-bedroom flat is located just one kilometre from the centre of Midland, within easy walking distance of shops, restaurants and the waterfront. It has received excellent ratings for location, cleanliness and overall user experience.
The flat can accommodate up to four guests and features a modern kitchen, a gas fireplace and a private deck. Amenities include free Wi-Fi, private parking and keypad entry, as well as access to nearby biking trails, cross-country skiing opportunities and the beautiful Georgian Bay.

Best Midland holiday rentals with air conditioning

2 Queen Beds  Non-smoking - Midland
9.4 85 reviews

2 Queen Beds Non-smoking

apartment, Midland
This studio flat is located near Midland International Airport and Odessa-Schlemeyer Field, offering convenient access to local dining spots such as Twist and J-Penos.
This 19 square meter unit accommodates up to four guests and features air conditioning, complimentary WiFi, an on-site outdoor swimming pool, and BBQ facilities.
2 Queen Beds  Non-smoking Shower - Midland
9.4 87 reviews

2 Queen Beds Non-smoking Shower

apartment, Midland
This studio apartment in Midland is conveniently situated 3.7 kilometres from Midland International Airport and Odessa-Schlemeyer Field, within walking distance of local eateries such as Twist and J-Penos.
This 19 square metre studio offers comfortable accommodation for up to four guests with two Queen beds, featuring air conditioning, an outdoor swimming pool, BBQ facilities, free WiFi, and on-site laundry.
Victoria Harbour Cottages - Midland
9.3 29 reviews

Victoria Harbour Cottages

house, Midland
Victoria Harbour Cottages are located on the beachfront in Victoria Harbour, just 5.5 miles from Tay River Basin and 29 miles from Lake Simcoe Regional Airport. The cottages have received excellent ratings for location, cleanliness, and overall experience.
These one-bedroom cottages offer a comfortable and convenient stay for travellers. Enjoy the on-site amenities, including a fully equipped kitchen, private balconies, and access to free bikes for exploring the beautiful surroundings.
Gorgeous Winfield Chalet Cottage - Midland
9.9 93 reviews

Gorgeous Winfield Chalet Cottage

apartment, Midland
This charming cottage is situated in Victoria Harbour, just a 10-minute walk from the local sandy beach, restaurants, and a supermarket, and within a 15-minute drive of Midland Cultural Centre and Mount St. Louis. The property has received excellent ratings for user experience, location, and cleanliness.
The cottage has three bedrooms and one bathroom, comfortably accommodating up to nine guests. Enjoy a fully equipped kitchen, a spacious recreation room with games, a heated swimming pool, and a large garden with a fire pit, trampoline, and swing set for entertainment.

Frequently asked questions about holiday rentals in Midland

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

    The Midland Bay Marina is a popular spot for families, with its playground, splash pad, and boat tours. The Huronia Museum is another great option, with interactive exhibits and hands-on activities for kids. Don't forget to check out the Midland Public Library, which has a fantastic children's section.
  • What are the best Airbnb and holiday rentals in Midland?

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

    The peak season for tourism in Midland runs from June to August, so it's best to book your vacation rental early if you're planning to visit during those months. You'll find more availability and potentially lower prices if you travel in the shoulder seasons of spring or autumn.
  • What are the most popular Airbnbs in Midland?

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

    The Midland Waterfront Festival in July is a lively event with live music, food vendors, and family-friendly activities. If you're interested in arts and culture, the Midland Cultural Centre hosts a variety of performances and exhibitions throughout the year. For a unique experience, check out the annual Midland Bay Regatta in August, a celebration of sailing and maritime heritage.
  • What are the best holiday rentals with a pool in Midland?

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

    Take a walk or bike ride along the scenic waterfront trail. Enjoy a picnic at one of Midland's many parks, like Little Lake Park or King's Orchard Park. Visit the free exhibits at the Huronia Museum or the Midland Public Library.
  • What are the best rentals for families and kids in Midland?

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

    For fresh seafood, check out The Docks Restaurant, located right on the waterfront. If you're in the mood for something more casual, try the popular local spot, The Midland Tap House, known for its burgers and craft beers. For a taste of Italian cuisine, head to La Piazza Ristorante.
  • What are the best rentals or Airbnbs with a jacuzzi in Midland?

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

    The waterfront trail is a popular choice for both walking and cycling, offering scenic views of Georgian Bay. For a more challenging ride, try the 10 km loop around Little Lake. The Midland Trailway is a paved trail that runs through the town, perfect for a leisurely stroll or bike ride.
  • Are there pet-friendly attractions in Midland?

    Many of Midland's parks and beaches are dog-friendly, including Little Lake Park and the waterfront trail. The Huronia Museum also welcomes well-behaved dogs on a leash. Check with individual businesses and attractions to confirm their pet policies.
  • What are the benefits of choosing a vacation rental in Midland?

    Vacation rentals often offer more space and privacy compared to hotels. They can also be a more affordable option, especially for families or groups travelling together. Many rentals are located in desirable neighbourhoods, giving you a more authentic local experience.
  • What are the top sports attractions and facilities in Midland?

    Midland is home to the Midland Midgets, a junior hockey team that plays in the Ontario Hockey Association. The town also has a number of recreational facilities, including the Midland Community Centre, which offers a variety of programs and activities, including swimming, fitness classes, and ice skating.

Popular destinations

Choose the Right Holiday Rentals with a Balcony in Midland

Private balconies with city skyline views come as standard at these holiday rentals in Midland for a lovely start to your day.

Spacious Home Perfect For Families& Business Trips - Midland
No reviews

Spacious Home Perfect For Families& Business Trips

house, Midland
This spacious, air-conditioned holiday home is situated 14 kilometres from Midland International Airport, offering convenient access for travellers.
This property boasts 1000 square metres of floor area, accommodating up to 17 guests with its 1 bedroom, fully equipped kitchen, private terrace, swimming pool, and jacuzzi, alongside free Wi-Fi and parking.
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.
Right At Home-midland Hot Tub - Midland
8.2 32 reviews

Right At Home-midland Hot Tub

apartment, Midland
This comfortable house is situated in the Wydewood Estates neighbourhood, just a short distance from popular attractions like Scharbauer Sports Complex, Midland Park Mall, and First American Bank Ballpark. It has received very good ratings from previous guests.
The property offers three bedrooms, accommodating up to six guests. Guests can enjoy a range of amenities including a private garden, a spa tub, a fully equipped kitchen, and free Wi-Fi.
Luxury Georgian Bay Gem, Heated Pool! Hot Tub, Close To Trails & Lake - Midland
10 1 review

Luxury Georgian Bay Gem, Heated Pool! Hot Tub, Close To Trails & Lake

apartment, Midland
This seven-bedroom house is located in the mountains of Midland, just 2 km from Lake Huron, Georgian Bay, and Martyrs' Shrine, offering stunning views and easy access to local attractions. It has received excellent user ratings, making it a popular choice for travellers.
The property can accommodate up to 14 guests and features a fully equipped kitchen, a private pool, a jacuzzi, a terrace, a garden, and an arcade/game room, providing a comfortable and entertaining stay for families and groups.

Popular Family-Friendly Holiday Rentals in Midland

Choosing a holiday rental built for families in Midland means city attractions are close by for a much smoother trip.

New Listing Georgian Bay Spacious 5 Bed Waterfront - Midland
10 2 reviews

New Listing Georgian Bay Spacious 5 Bed Waterfront

apartment, Midland
This five-bedroom detached house, located in Victoria Harbour, offers direct waterfront access on Georgian Bay, approximately 241 kilometres from Toronto, and is a mere 500 metres from the Tay biking and walking trail.
Accommodating up to ten guests, this property boasts two living rooms with televisions, a fully equipped kitchen with an eight-person dining table, an outdoor firepit with provided firewood, lawn games, and shared dock access for swimming.
Welcoming Waterfront Cottage - Midland
9.9 37 reviews

Welcoming Waterfront Cottage

apartment, Midland
This waterfront apartment is just a short drive from Midland, offering easy access to the Georgian Bay and its surrounding attractions, and is located in a peaceful and quiet community. The apartment boasts excellent ratings for location, cleanliness, and user experience.
The apartment is spacious and comfortable, perfect for families or groups of up to six guests. Enjoy private beach access, a dock for swimming, kayaking, or fishing, a full kitchen, an outdoor grill, and an enclosed backyard for children to play.
Midland Manor - Two Homes W/separate Large Yard+game Room By Lch - Midland
No reviews

Midland Manor - Two Homes W/separate Large Yard+game Room By Lch

apartment, Midland
This four-bedroom, three-bathroom holiday home in Midland is located within 1 kilometre of the Southwest Museum and the Barbara & George H.W. Bush Convention Centre, offering on-site parking.
Guests can enjoy a private garden, billiards table, and a well-equipped kitchen, with easy access to Hogan Park Golf Course and the I-20 Wildlife Preserve.
Sandy Beach/boating/swimming/hot Tub/marina/trails - Midland
8.8 56 reviews

Sandy Beach/boating/swimming/hot Tub/marina/trails

cottage, Midland
This charming waterfront cottage in Midland is just a short walk from the beautiful shores of Lake Huron and Georgian Bay, and within easy reach of the historical Sainte-Marie among the Hurons and Martyrs' Shrine. The property has consistently received excellent ratings for its location, cleanliness, and overall guest experience.
The cottage offers three bedrooms, comfortably accommodating up to 12 guests. Enjoy a range of features including a fully equipped kitchen, a cosy fireplace, a terrace, a garden, a tennis court, and a Jacuzzi, perfect for relaxing and enjoying the stunning views.

Handpicked Self-Catering Rentals with Parking in Midland

On-site parking takes one thing off your list when visiting Midland. Our holiday rentals have it included.

Spacious 6-bdrm Luxury, Modern House With Lake View In Cottage Country, Ontario - Midland
9.8 10 reviews

Spacious 6-bdrm Luxury, Modern House With Lake View In Cottage Country, Ontario

apartment, Victoria Harbour
Georgian Bay Cottage/ Beach Access Yard Sleeps 8 - Midland
10 6 reviews

Georgian Bay Cottage/ Beach Access Yard Sleeps 8

apartment, Midland
Welcome To Waterfront Paradise On Georgian Bay - Midland
9.9 60 reviews

Welcome To Waterfront Paradise On Georgian Bay

apartment
Nearskiingmount Gorgeous Cottage - Midland
8.3 6 reviews

Nearskiingmount Gorgeous Cottage

apartment, Tay

Compare Luxury Holiday Rentals in Midland

Comfort, quality, and a prime location - each luxury holiday rental or Airbnb in Midland is selected with these standards in mind. Pick your favourite today.

Hummingbird Nest #1 - Midland
9.2 5 reviews

Hummingbird Nest #1

apartment, Midland

Explore Pet-Friendly Holiday Rentals in Midland

Bringing your dog to Midland? These holiday rentals are perfectly set up with dog parks nearby and city walks on the doorstep.

Studio Style Private Guesthouse-wall St/andrews Hwy - Midland
10 11 reviews

Studio Style Private Guesthouse-wall St/andrews Hwy

studio, Midland
Georgian Bay Oasis: Pool, Hot Tub, Beach & Trails - Midland
10 1 review

Georgian Bay Oasis: Pool, Hot Tub, Beach & Trails

apartment, Midland
Right At Home-midland Adobe Compound With Pool And Fire Pits And Billiards - Midland
9.0 45 reviews

Right At Home-midland Adobe Compound With Pool And Fire Pits And Billiards

apartment, Midland
2 Queen Beds | Non-smoking - Midland
10 13 reviews

2 Queen Beds | Non-smoking

apartment, Midland

Find the Best Holiday Rentals with a Pool in Midland

These holiday rentals and Airbnbs in Midland include a pool, so a proper swim in the heart of the city is always on the cards.

Outdoor Entertainment Area: Spacious Midland Home! - Midland
10 8 reviews

Outdoor Entertainment Area: Spacious Midland Home!

apartment, Midland
#3 Charming 4br 2ba Home In Midland  Comfort, Convenience & Great Location! - Midland
10 2 reviews

#3 Charming 4br 2ba Home In Midland Comfort, Convenience & Great Location!

apartment, Midland
2 Queen Beds  Non-smoking Kitchen Shower - Midland
9.5 78 reviews

2 Queen Beds Non-smoking Kitchen Shower

apartment, Midland
Comodidad,piscina Y Check-in Autónomo - Midland
10 1 review

Comodidad,piscina Y Check-in Autónomo

house, Midland

Check Out Holiday Rentals with a Hot Tub in Midland

Whether you prefer a jacuzzi or a hot tub, these holiday rentals in Midland include one for your private use. See what catches your eye now.

Mile High Retreat - Spacious 4-bedroom Home - Midland
9.9 48 reviews

Mile High Retreat - Spacious 4-bedroom Home

apartment, Midland
Beautiful Waterfront Cottage On Georgian Bay - Midland
9.9 17 reviews

Beautiful Waterfront Cottage On Georgian Bay

apartment, Midland
Right At Home-midland Clermont House W/ Pool And Billiards - Midland
8.4 30 reviews

Right At Home-midland Clermont House W/ Pool And Billiards

apartment, Midland
Rawley Resort, Spa & Marina, Trademark Collection By Wyndham - Midland
9.0 154 reviews

Rawley Resort, Spa & Marina, Trademark Collection By Wyndham

resort, Severn
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