Lakeside holiday lettings

We found 858 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:6 Mar - 13 Mar

Image gallery for Gorgeous new house - minutes from the beach!

Open concept living/dining/kitchen for the family to gather.
10 out of 10, Exceptional, (15 reviews)
Exceptional
(15 reviews)

Gorgeous new house - minutes from the beach!

Harbert, MI

8% off
Price is £5,910
for 7 nights, 1 home
£844 per night
includes taxes & fees
Gorgeous new house - minutes from the beach!

Find spaces that suit your style

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.

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.

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

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.

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:

  • 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)
  • Warren Dunes State Park Beach (5.1 mi / 8.2 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 best area to stay in Lakeside when booking a holiday rental?
When considering a holiday rental in Lakeside, Michigan, the Lakeside neighbourhood itself is an excellent choice. This charming area is known for its serene atmosphere and proximity to stunning Lake Michigan. Staying here allows easy access to the picturesque beaches, where you can enjoy sunbathing, swimming, and breathtaking sunsets. The nearby Warren Dunes State Park is a must-visit, offering hiking trails, dunes, and ample space for picnics, making it great for nature lovers and families alike.

Another appealing option is the area around the Lakeside Shopping District, where you'll find a delightful mix of boutique shops, local eateries, and art galleries. This neighbourhood not only provides convenience but also a vibrant community feel, with plenty of opportunities to experience local culture.
How much does it cost to rent a holiday home in Lakeside?
Prices for holiday rentals in Lakeside vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Lakeside to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Lakeside holiday house rentals?
You can find great discounts on house rentals in Lakeside on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Lakeside?
For renting a beach house in Lakeside, Michigan, the areas along Lake Michigan's shoreline present some of the most appealing options. The stretch near Warren Dunes State Park is particularly popular, offering a range of properties that provide easy access to sandy beaches and scenic dune landscapes. Many of the beach houses in this area come equipped with amenities such as expansive decks for outdoor dining, fire pits for evening gatherings, and large windows that showcase stunning lake views.

Further north, the neighbourhoods around Lakeside itself are filled with charming cottages and modern homes, often featuring private beach access. These properties typically include amenities like fully equipped kitchens, BBQ facilities, and outdoor showers, making them ideal for families or groups looking to enjoy the beach lifestyle. The proximity to local shops and restaurants adds to the convenience of staying in this area.
What is the most popular type of holiday rental accomodation in Lakeside?
In Lakeside, holiday houses are the most popular type of rental, with about 42 available in the area. These spacious properties often feature multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or patios, superb for enjoying the scenic surroundings. Many of these holiday houses are situated near the beautiful Lake Michigan, providing easy access to beaches and recreational activities. Additionally, there are around 23 charming cottages scattered throughout the neighbourhood, offering a cozier atmosphere with amenities like fireplaces and quaint gardens.
Are there any family house rentals in Lakeside?
In Lakeside, Michigan, there is an impressive selection of family-friendly house rentals, with around 55 options available. This charming area, located along the shores of Lake Michigan, offers a variety of homes suitable for families looking to spend quality time together. Many of these properties boast spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces superb for children to play.

Visitors can enjoy amenities such as private decks or patios, where families can relax and take in the beautiful surroundings, as well as access to beaches and nature trails nearby. The local area is known for its picturesque landscapes and attractions like Warren Dunes State Park, which is ideal for hiking and enjoying the great outdoors.
Can I rent a holiday home with a pool or hot tub in Lakeside?
In Lakeside, Michigan, there are several holiday homes available for rent that come with pools or hot tubs, with approximately 13 options to choose from. This picturesque area, located along the shores of Lake Michigan, offers a serene escape for travellers seeking relaxation. Many of these properties feature private pools, hot tubs, and spacious outdoor areas great for enjoying the beautiful surroundings.
Can I find long-stay holiday rentals in Lakeside?
A long-stay holiday rental in Lakeside is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Lakeside?
In Lakeside, Michigan, there are a variety of pet-friendly house rentals available, with around 31 options to choose from. This charming area is known for its proximity to Lake Michigan, offering stunning views and plenty of outdoor activities. Many of the holiday rentals feature amenities such as spacious backyards, outdoor seating areas, and fully equipped kitchens, making them ideal for families and groups looking to enjoy a relaxing getaway.
Are there any remote work holiday rentals in Lakeside?
In Lakeside, Michigan, there are ample options for remote work holiday rentals, with around 57 available in the area. This picturesque location, located along the shores of Lake Michigan, is ideal for those looking to combine work and leisure. Many properties offer dedicated office spaces or desks, along with Wi-Fi to ensure a productive work environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Lakeside holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Lakeside with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Lakeside?
In Lakeside, Michigan, popular holiday rental amenities include well-equipped kitchens, allowing guests to prepare their own meals during their stay. Many rentals also feature patios, providing a lovely outdoor space for relaxation or al fresco dining. Additionally, travellers can expect refrigerators for storing food and drinks, stovetops for cooking, and various cookware, dishware, and utensils to make meal preparation convenient.
When is the best time to visit Lakeside for a holiday rental?
July is the most popular time to visit Lakeside, Michigan, drawing travellers eager to soak up the sun and enjoy the beautiful beaches along Lake Michigan. During the peak season, which spans from June to August, the area buzzes with activity, offering a variety of outdoor adventures such as swimming, hiking, and exploring local festivals. The pleasant summer temperatures, typically in the mid-20s Celsius, create ideal conditions for sightseeing and enjoying nature's bounty.

For those looking to avoid the summer crowds while still enjoying a lovely getaway, consider visiting in November. This month offers a tranquil atmosphere, great for leisurely strolls along the shoreline or cosy evenings in your holiday rental. The crisp air and changing foliage provide a picturesque setting that can be quite enchanting.
How early should I book a Lakeside holiday rental?
Book your Lakeside holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Lakeside?
In Lakeside, Michigan, visitors can enjoy a variety of attractions that highlight the area's natural beauty and charm. The scenic shores of Lake Michigan are a major draw, with beautiful beaches like Lakeside Beach offering opportunities for swimming, sunbathing, and picnicking. Nearby, the quaint town centre features local shops and eateries, superb for leisurely strolls and sampling regional cuisine.

For those interested in outdoor activities, Warren Dunes State Park is just a short drive away, providing hiking trails, towering sand dunes, and stunning views of the lake. The park is an excellent spot for family outings, with facilities for camping and picnicking. Additionally, the nearby vineyards and wineries in the region can be explored for tastings and tours, showcasing the area's burgeoning wine scene.
Can I change or cancel my Lakeside home rental booking on Vrbo?
To find Lakeside holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Lakeside holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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