Lakeside holiday homes

We found 855 holiday rentals — enter your dates for availability
Select from 43 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:30 Oct - 6 Nov

Image gallery for Newly remodeled cottage with hot tub and three seasons room

Living room with gas fireplace
10 out of 10, Exceptional, (37 reviews)
Exceptional
(37 reviews)

Newly remodeled cottage with hot tub and three seasons room

Sawyer

8% off
Price is NZ$7,428
for 7 nights, 1 cottage
NZ$1,061 per night
includes taxes & fees
Newly remodeled cottage with hot tub and three seasons room

Find spaces that suit your style

  • 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, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Lakeside

  • Natural splendour: Enjoy breathtaking lakeside views and pristine beaches along Lake Michigan, ideal for romantic strolls and family picnics.
  • Outdoor adventures: Engage in scenic hikes and waterfront walks that showcase the city’s natural charm.
  • Relaxed atmosphere: Embrace a laid-back vibe perfect for a tranquil holiday or an active outdoor experience.
  • Local history: Discover historical sites that add a cultural dimension to your visit.
  • Family-friendly fun: Experience a mix of adventure and relaxation catering to all ages.

Top attractions near Lakeside

Lakeside, Michigan invites visitors to explore its stunning natural scenery with beachfront views and scenic lakeside walks. Enjoy leisurely waterfront hikes and engaging outdoor activities that capture the essence of this picturesque city. With its pristine beach and nature reserve, Lakeside provides a perfect setting for a romantic and relaxing holiday, offering a blend of adventure and tranquillity for those seeking an authentic outdoor experience.

  • New Buffalo Public Beach: A picturesque beach known for its sandy shores and vibrant atmosphere, perfect for sunbathing and swimming. Enjoy the beautiful sunsets and the sound of gentle waves lapping against the shore.
  • Warren Dunes State Park: An outdoor haven featuring towering sand dunes and scenic trails. Experience hiking, picnicking, and breathtaking views of Lake Michigan, ideal for adventure seekers and nature lovers.
  • Cherry Beach: A tranquil beach offering a relaxed vibe, great for families. Enjoy swimming and beach activities while surrounded by lovely natural scenery.

Things to do recommended for couples

Discover a romantic escape in Lakeside, Michigan. Enjoy a scenic walk by the lake, a cosy local dining experience, and a charming boat ride at dusk, all perfect for a memorable couple’s retreat.

Things to do recommended for families

Families visiting Lakeside can explore the beautiful Warren Dunes State Park, perfect for sandcastle building and hiking. Enjoy a day at the local beach or visit nearby farms for berry picking, making it a delightful experience for both kids and adults.

Things to do recommended for groups

Groups visiting Lakeside can enjoy thrilling experiences at Red Bud Track-N-Trail and South Bend Motor Speedway, both offering exhilarating motor racing adventures. These venues, located 16 and 32km away respectively, promise an adrenaline-filled day for all adventure enthusiasts.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're planning a trip with a group, family, pets, or looking for extended stays, be sure to apply the appropriate filters to meet your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Lakeside with a group: Think about how many bedrooms you'll require, along with amenities like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for all these features and more on Vrbo.
  • Traveling to Lakeside with young kids: Travelling with young children can be quite demanding. It’s important to prioritise their comfort and safety, along with ensuring access to suitable facilities like private swimming pools. 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 the Vrbo listings that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Lakeside: If you're in search of holiday rentals with great deals 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 look for added features like a parking space, a well-equipped kitchen, or a private pool to enhance your experience.

Where to stay near Lakeside

Discover Lakeside, Michigan—a charming waterfront city on the coast of Lake Michigan. Enjoy serene lakeside beaches and the refreshing vibe of a vibrant waterfront community. With family-friendly attractions, romantic spots, and plenty of outdoor experiences, this destination offers a mix of relaxation and recreation that appeals to every traveller. Whether strolling the lakeshore or exploring local historical sites, Lakeside promises a memorable getaway for a diverse range of holidaymakers.

  • New Buffalo: New Buffalo lies a mere 8km from Lakeside, offering an invigorating blend of outdoor pursuits and captivating scenery that is perfect for a romantic getaway. Visitors can enjoy a variety of recreational activities set against a backdrop of natural wonders, including lake and beach views, as well as the grandeur of a national state park. Ideal for families and couples alike, the area also caters to those looking for leisurely body treatments and play areas in a relaxed, coastal setting.
  • Union Pier: Just 3km from Lakeside, Union Pier is a delightful city that invites exploration with its serene outdoor spaces and picturesque landscapes. Its proximity to a lake and beach, along with the majestic national state park, makes it an excellent destination for travellers seeking a scenic, romantic escape. The local recreational areas, playground, and campground offer varied experiences, ensuring that both families and couples can discover a slice of natural beauty.
  • Sawyer: Located 8km from Lakeside, Sawyer promises a fusion of breathtaking scenery and adventurous outdoor activities. This city is an appealing choice for those eager to immerse themselves in nature, with access to a national state park, lake, and dune that showcase the region’s diverse landscape. Whether exploring playgrounds or engaging in more spirited pursuits at the campground, visitors will find ample opportunities to enjoy the great outdoors.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January26.8°F (-2.9°C)Light RainMostly CloudyAverage
February27.9°F (-2.3°C)Light RainMostly CloudyAverage
March37.4°F (3.0°C)Light RainMostly CloudyAverage
April46.4°F (8.0°C)Light RainMostly SunnyAverage
May57.7°F (14.3°C)Light RainMostly SunnyAverage
June67.3°F (19.6°C)Light RainMostly SunnyModerately High
July72.3°F (22.4°C)Light RainMostly SunnyModerately High
August71.4°F (21.9°C)Light RainMostly SunnyModerately High
September65.8°F (18.8°C)Light RainMostly SunnyAverage
October54.5°F (12.5°C)Light RainMostly SunnyModerately Low
November42.3°F (5.7°C)Light RainMostly SunnyModerately Low
December33.8°F (1.0°C)Light RainMostly CloudyModerately Low

Booking with Vrbo is simple

Looking to cut costs on your next getaway? Being flexible with your travel dates can work wonders, as prices often fluctuate. You could even unlock major savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, manage your existing arrangements, or review your reservations. The properties you've either saved or booked are neatly categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.bookabach.co.nz/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:

  • 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)
  • Round Barn Winery (11.9 mi / 19.1 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)
  • Chikaming Township Park and Preserve (1.4 mi / 2.2 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)

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 home accommodation in Lakeside?
Houses are the most popular style of holiday home in Lakeside, according to our data. Even if you've got something else in mind, Bookabach has properties in all shapes and sizes. Filter our options to find your ideal match.
How much does it cost to rent a holiday home in Lakeside?
A range of things can determine the price of a holiday home 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 Bookabach and the number of guests to view your holiday home 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 homes 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 homes and find your pawfect holiday home on Bookabach.
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 Bookabach, then spend your days playing and splashing in a swimming pool that's only for you.
What are popular home amenities in Lakeside?
A firepit, a beach view and an electric car charging station top the list of most popular home amenities in Lakeside. Whether you plan to travel solo, with a partner or as a family group, Bookabach will help you find a holiday home that suits your style with all the options you need.
Are there large group holiday homes 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 homes in Lakeside that welcome kids?
With 62 family-friendly holiday homes 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 homes 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 homes with WiFi in Lakeside?
You can choose from 17 holiday homes 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 Bookabach.
How can I find holiday homes with air conditioning in Lakeside?
You'll have a choice of 60 Bookabach 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 home in Lakeside?
The minimum age can differ between properties on Bookabach, 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 home 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 Bookabach 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.