Lakeside holiday lettings

We found 888 holiday rentals — enter your dates for availability

Select from 45 homes, 23 cottages and other holiday rentals in Lakeside to find one that's perfect for your trip. Holiday rentals provide the amenities that you need and want for you and your friends, family or even pets, such as a hot tub and a washer and dryer. You're sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Lakeside

Showing deals for:3 Oct - 10 Oct
  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Why visit Lakeside

  • Beautiful Beaches: Enjoy the stunning Lake Michigan shoreline, perfect for sunbathing and swimming.
  • Outdoor Adventures: Explore nearby national parks and partake in various outdoor activities, from hiking to cycling.
  • Charming Accommodation: Stay in delightful lakeside cabins or stylish apartments, ideal for a relaxing retreat.
  • Family-Friendly Atmosphere: Lakeside offers a welcoming environment for families, ensuring fun for all ages.
  • Romantic Getaway: The serene surroundings make it a perfect destination for couples seeking a romantic escape.

Popular types of accommodation in Lakeside

Planning a getaway to Lakeside? You're in for a treat! Whether you prefer cosy cottages, spacious houses, or stylish apartments, the area offers a variety of delightful lakeside vacation rentals. Perfect for a serene escape, these rentals provide the ideal setting for your lake holiday. Explore the charming lakeside cabins and find your perfect retreat for a memorable lakeside getaway in Michigan.

  • Houses: The top choice for holidaymakers in Lakeside, offering spacious and comfortable stays perfect for families or groups.
  • Cottages: A charming option for those seeking a quaint and cosy retreat, ideal for a romantic getaway or peaceful escape.
  • Apartments: A convenient choice for travellers wanting a self-catering experience with easy access to local amenities.
  • Condos: A popular selection that combines the comforts of home with communal facilities, great for socialising.
  • Cabins: A rustic lodging option, providing a unique experience surrounded by nature, perfect for outdoor enthusiasts.**

Top attractions near Lakeside

Lakeside, Michigan, is an idyllic destination for outdoor enthusiasts and couples seeking a romantic getaway. The area boasts stunning beaches, the beautiful Lake Michigan shoreline, and nearby national parks, perfect for soaking in the scenery. Visitors can partake in various activities around Lakeside, ensuring a memorable experience filled with nature and relaxation. Whether you're exploring the local coastline or enjoying the tranquil atmosphere, Lakeside is sure to please.

  • Warren Dunes State Park: A stunning natural retreat, this park features towering sand dunes, lush woodlands, and scenic trails. Ideal for hiking, picnicking, and beach activities, it offers a perfect blend of adventure and relaxation, all set against the backdrop of Lake Michigan.
  • New Buffalo Public Beach: A charming sandy beach with tranquil waters, perfect for sunbathing, swimming, and beach games. The vibrant atmosphere is enhanced by nearby cafes and shops, making it an inviting spot for families and friends alike.
  • Local: A hidden gem featuring unique attractions, local shops, and dining options. Immerse yourself in the community's culture and enjoy a taste of local life, making it an essential stop on your Lakeside journey.

Things to do recommended for couples

For a romantic getaway in Lakeside, indulge in wine tastings at St. Julian Winery, only 1.6km away, or venture 6.8km to Hickory Creek Winery and 7.5km to Chill Hill Winery. Each offers delightful atmospheres perfect for couples seeking a memorable experience.

Things to do recommended for families

During your family trip to Lakeside, Michigan, enjoy the tranquil Galien River County Park, just 2.5km away, or relax at Weko Park, 5.0km from Lakeside. Don't miss the serene Turtle Creek Preserve, located 3.7km away, perfect for unwinding and family bonding.

Things to do recommended for groups

Experience the vibrant atmosphere at Round Barn Union Pier Tasting Room, indulge in culture at The Acorn theatre, or enjoy a round of golf with friends at Whittaker Woods Golf Course, all within a short distance from Lakeside.

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming holiday? It may be beneficial to remain flexible with your travel dates, as prices can vary. Additionally, opting for a longer stay often allows for significant savings. To help you find the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Where to stay near Lakeside

Lakeside, Michigan, offers a delightful escape for those seeking outdoor adventures and romantic getaways. Visitors can explore stunning scenery along Lake Michigan, indulge in charming vacation rentals, and enjoy a family-friendly atmosphere. Nearby towns enhance the experience with luxury options and budget-friendly stays, ensuring something for everyone. Whether you're seeking relaxation or recreation, Lakeside and its surrounding regions promise a memorable holiday filled with beautiful landscapes and rich history.

  • New Buffalo: New Buffalo is a charming city located 3.1km from Lakeside, offering a delightful blend of outdoor activities and picturesque scenery. This area is perfect for a romantic getaway, with its beautiful recreational areas and tranquil beaches. Visitors can enjoy a range of activities, from indulging in body treatments to exploring the nearby national state park. With its stunning lake views and inviting playgrounds, New Buffalo serves as an ideal destination for relaxation and adventure.
  • Union Pier: Union Pier is a quaint city situated 1.2km away from Lakeside, renowned for its captivating outdoor experiences and scenic landscapes. This area is perfect for those seeking adventure, with numerous recreational areas, campgrounds, and playgrounds to explore. The proximity to the national state park and the inviting beach makes it a great spot for nature enthusiasts. Union Pier offers a relaxed atmosphere, ideal for unwinding while soaking up the beautiful surroundings.
  • Sawyer: Sawyer is a picturesque city located 3.1km from Lakeside, celebrated for its stunning scenery and outdoor adventures. With easy access to recreational areas, campgrounds, and playgrounds, Sawyer is perfect for families and outdoor lovers alike. Its proximity to the national state park, scenic lake, and magnificent dunes provides ample opportunities for exploration and adventure. This charming city invites visitors to immerse themselves in nature and enjoy its breathtaking landscapes.

Best time to go to Lakeside

If you're planning a trip to Lakeside, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.8°F (-2.9°C)Light RainMostly CloudyAverageSlightly Low
February27.9°F (-2.3°C)Light RainMostly CloudyAverageSlightly Low
March37.4°F (3.0°C)Light RainMostly CloudyAverageSlightly Low
April46.4°F (8.0°C)Light RainMostly SunnyAverageAverage
May57.7°F (14.3°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnyModerately HighSlightly High
July72.3°F (22.4°C)Light RainMostly SunnyModerately HighSlightly High
August71.4°F (21.9°C)Light RainMostly SunnyModerately HighSlightly High
September65.8°F (18.8°C)Light RainMostly SunnyAverageAverage
October54.5°F (12.5°C)Light RainMostly SunnyModerately LowAverage
November42.3°F (5.7°C)Light RainMostly SunnyModerately LowAverage
December33.8°F (1.0°C)Light RainMostly CloudyModerately LowAverage

What do I need to keep in mind when booking a vacation in 'Lakeside

If you’re travelling with a group, family, pets, or planning for an extended stay, be sure to apply the appropriate filters based on your priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Lakeside with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options, and more, on Vrbo.
  • Traveling to Lakeside with young kids: Travelling with young children can present its own set of challenges. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Lakeside: For many, a family holiday isn't truly complete without their furry companion by their side. If this resonates with you, explore Vrbo accommodations that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring that all family members feel comfortably at home.
  • Planning for a long term stay visiting Lakeside: If you're in search of holiday rentals offering savings for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly platform for planning your holidays. You can easily start new trips, resume your previous arrangements, or manage your itinerary in one place. Your saved or booked properties will be neatly organised into categories: Potential, Upcoming, or Current Trips. To begin utilising Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Head to the historical city of Lakeside

The area's architecture and history are just some of the reasons to come on holiday to Lakeside. This city's lake, beaches and forests draw many visitors. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Lakeside

Do you want to discover things to do during your stay? Venture out of your cosy holiday rental and experience everything that Lakeside has to offer. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • St. Julian Winery - Union Pier Tasting Room (1.5 mi / 2.3 km)
  • Round Barn Union Pier Tasting Room (1.5 mi / 2.4 km)
  • Local (5.2 mi / 8.3 km)
  • Whittaker Woods Golf Course (7.2 mi / 11.6 km)
  • Waikiki Jacks (7.8 mi / 12.5 km)
  • Round Barn Baroda Tasting Room & Estate (11.8 mi / 19 km)

Exploring the natural features in Lakeside

Whether you're looking for adventure or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Lakeside. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Indiana Dunes National Park (24.6 mi / 39.6 km)
  • Gordon Beach (1.7 mi / 2.7 km)
  • Union Pier Beach (1.9 mi / 3.1 km)
  • Cherry Beach (2.8 mi / 4.6 km)
  • Townline Beach (2.9 mi / 4.7 km)
  • Galien River County Park (4 mi / 6.5 km)

Travelling to and around Lakeside

Fly into South Bend, IN (SBN-South Bend Intl.), the closest airport, located 21 mi (33.8 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Chicago Midway Airport (MDW), which is 55.4 mi (89.2 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Lakeside?
Houses are the most popular style of holiday rental in Lakeside, according to our data. Even if you've got something else in mind, Vrbo has properties in all shapes and sizes. Filter our options to find your ideal match.
How much does it cost to rent a holiday rental in Lakeside?
A range of things can determine the price of a holiday rental in Lakeside, including the season, type of property and length of stay. Still, all our holiday homes have something in common --- excellent value. Simply add your travel dates to find your perfect match.
How much does it cost to rent a beach house in Lakeside?
Prices for beach houses in Lakeside may differ depending on the style and size of the property and time of year you're travelling. Simply enter your travel dates into Vrbo and the number of guests to view your holiday rental options and prices. From there you can use the filters to tailor your search by ratings, nearby activities, amenities and more.
Are there pet-friendly holiday rentals in Lakeside?
With 62 properties that host four-legged guests, your furry buddy can join in on your Lakeside getaway. Use the filter tool to search our pet-friendly holiday rentals and find your pawfect holiday home on Vrbo.
Can I rent a house with a pool in Lakeside?
Add an extra layer of fun to your getaway by booking your group into one of the 12 houses with a private pool in Lakeside. Use our search filter to find properties with pools on Vrbo, then spend your days playing and splashing in a swimming pool that's only for you.
What are popular rental amenities in Lakeside?
A firepit, a beach view and an electric car charging station top the list of most popular rental amenities in Lakeside. Whether you plan to travel solo, with a partner or as a family group, Vrbo will help you find a holiday rental that suits your style with all the options you need.
Are there large group holiday rentals in Lakeside?
Lakeside has 27 holiday homes that can accommodate 10 or more guests. These properties come with all the space you need to share good times with family and friends.
Are there holiday rentals in Lakeside that welcome kids?
With 62 family-friendly holiday rentals available in Lakeside, now is an awesome time to introduce the little ones to the thrills of travel. Just click on our "Properties good for families" filter box to find stays that feature conveniences perfect for holidaying families, like extra bedrooms, backyards, bunk beds and entertainment areas.
What are the top attractions for families in Lakeside?
Keep your kids entertained at these fantastic family-friendly attractions in Lakeside:

  • New Buffalo Public Beach
  • Michiana Beach
  • Cherry Beach

Can I find two-bedroom holiday rentals in Lakeside?
Take your pick of 12 two-bedroom holiday properties in Lakeside. Settle the kids into the second room or maybe fill it with a couple of your best friends. There's enough space for whoever's fortunate enough to be joining your adventure.
Are there holiday rentals with WiFi in Lakeside?
You can choose from 17 holiday rentals with WiFi in Lakeside. If you want to disconnect from daily life on your holiday, but still want to be connected to the internet, these getaways are just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Lakeside?
You'll have a choice of 60 Vrbo holiday homes with air conditioning in Lakeside giving you that cooling breeze and extra bit of comfort. Simply enter your desired travel dates and then take advantage of our filter tool to help you book properties with air conditioning.
How old do you have to be to rent a holiday rental in Lakeside?
The minimum age can differ between properties on Vrbo, so check the rules of the holiday home in Lakeside you're considering. But in general, it's 16, 18 or 21.
How long can I rent a holiday rental in Lakeside for?
It's down to the Lakeside property. To view all available options offering extended stays, just type your travel dates and number of guests into the Vrbo search page. Look forward to having the property to yourself, along with home comforts like a full kitchen, air conditioning and a yard to run around in. Keep your eyes open for any long-term stays that offer discounted weekly or monthly prices.

More Holiday Rentals ideas

People also search for