Lakeside holiday rentals

We found 851 holiday rentals — enter your dates for availability
Select from 44 homes, 22 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 AU$6,040
for 7 nights, 1 cottage
AU$863 per night
includes taxes & fees
Newly remodeled cottage with hot tub and three seasons room

Find spaces that suit your style

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  • More quality time

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  • 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

  • Scenic Beaches: Lakeside boasts beautiful sandy beaches along Lake Michigan, perfect for relaxation and sunbathing.
  • Outdoor Activities: Enjoy various outdoor adventures like hiking, cycling, and fishing in the surrounding nature reserves.
  • Stunning Sunsets: Experience breathtaking sunsets over the lake, creating a romantic and tranquil atmosphere.
  • Charming Parks: Explore local parks that offer serene spots for picnics, leisurely walks, and appreciating nature.
  • Rich History: Immerse yourself in the local history through historical landmarks and community events.

Popular types of accommodation in Lakeside

Discover Lakeside, Michigan, a charming city offering lakeside holiday rentals, cosy cottages, private holiday homes, and modern apartments. Enjoy local attractions and scenic lakeside experiences, perfect for a memorable getaway. Whether you’re seeking tranquillity or adventure, Lakeside's diverse holiday homes and mi holiday rentals provide the ideal base to explore this picturesque destination.

  • Private Holiday Homes: The top choice for visitors, offering spacious and comfortable living with a home-like atmosphere.
  • Cottages: A delightful option for those seeking charm and warmth, perfect for a cosy getaway.
  • Apartments: Ideal for travellers wanting convenience and modern amenities in a compact space.
  • Condos: These provide a blend of comfort and resort-style living, often with shared facilities.
  • Cabins: A popular choice for nature enthusiasts, offering a rustic escape amidst scenic surroundings.**

Top attractions near Lakeside

Lakeside, Michigan offers a delightful escape with its serene beaches, pristine lakes, and captivating nature reserves. Ideal for those seeking outdoor adventures and romantic retreats, the city invites visitors to enjoy leisurely lakeside walks amidst breathtaking scenery. This charming destination caters to travellers who appreciate the tranquillity of nature and the allure of scenic landscapes.

  • New Buffalo Public Beach: Experience the inviting beach vibes at this sandy retreat, perfect for leisurely strolls and picnics, located 8km from Lakeside.
  • Warren Dunes State Park: Enjoy the great outdoors at this national state park, offering scenic views and adventurous trails, situated 10km from Lakeside.
  • Warren Dunes State Park Beach: Revel in the coastal charm and natural beauty at this beach within the state park, located 8km from Lakeside.

Things to do recommended for couples

Enjoy a charming escape in Lakeside, Michigan, where you can savour peaceful lakeside walks, intimate dining experiences, and cosy local events ideal for couples seeking a memorable getaway.

Things to do recommended for families

Families can explore the beautiful Warren Dunes State Park, where children can enjoy hiking and sand dune climbing. Alternatively, spend a day at the nearby Lake Michigan beaches, perfect for swimming and picnicking, or visit the charming local shops and eateries in Lakeside.

Things to do recommended for groups

Groups visiting Lakeside can experience the thrill of motor racing at Red Bud Track-N-Trail, located 26km away, and South Bend Motor Speedway, 32km away. Both venues offer an adrenaline-fueled atmosphere perfect for adventure seekers.

*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

Whether you're journeying with a group, as a family, with your pets, or seeking longer stays, be sure to use the appropriate filters. Here are some Stayz booking tips for you.

  • Traveling to Lakeside with a group: Consider the number of bedrooms required, as well as amenities like a fully equipped kitchen or an outdoor area for group gatherings. Fortunately, you can refine your search for these features and many others on Stayz.
  • Traveling to Lakeside with young kids: Traveling with young children can be demanding. It is essential to prioritise their comfort and safety, as well as access to age-appropriate facilities, including a private swimming pool. Additionally, it is advisable to consider how near you are to attractions that are suitable for families.
  • Taking your pets with you to Lakeside: For many, a family holiday wouldn’t be complete without their four-legged companion. If this resonates with you, explore Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting Lakeside: If you’re in search of holiday rentals offering discounts 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 consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay near Lakeside

Lakeside, Michigan, offers a delightful retreat for those seeking outdoor adventures and scenic beauty. Nestled along the shores of Lake Michigan, visitors can enjoy stunning sunsets and beach activities. The charming atmosphere is perfect for families and couples alike, with opportunities for recreation and exploration. Wander through local parks, savour the tranquillity of the lakeside, and immerse yourself in the rich history of the area, making Lakeside an ideal destination for a memorable holiday experience.

  • New Buffalo: Located 8km away from Lakeside, New Buffalo presents a delightful escape where nature meets romance. Visitors can immerse themselves in a rich outdoor experience amidst striking scenery. The city offers access to a variety of recreational areas and playgrounds, as well as opportunities for rejuvenating body treatments. With attractions such as a picturesque lake, inviting beach, and a nearby national state park, New Buffalo is perfect for those seeking both tranquility and a touch of adventure.
  • Union Pier: Just 3km from Lakeside, Union Pier is a charming city that invites you to explore its natural allure and serene landscapes. The area is renowned for its outdoor activities, scenic vistas and romantic ambience. Travellers can engage in leisurely pursuits at local recreational areas, enjoy the fun of playgrounds, or set up at a nearby campground. The proximity to a beautiful lake, sandy beach, and a national state park ensures a memorable visit.
  • Three Oaks: Also 8km from Lakeside, Three Oaks offers an adventurous retreat nestled in a setting of captivating natural beauty. This city is ideal for those seeking outdoor excitement, breathtaking scenery and a sense of adventure. With access to recreational areas, playgrounds and educational venues, Three Oaks is a multifaceted destination. Visitors can explore a pristine lake, unwind on the beach, or venture into the nearby national state park, providing a diverse range of attractions for any traveller.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 Stayz is a breeze

Are you aiming to make savings on your upcoming journey? Being flexible with your travel dates can be advantageous, as prices often fluctuate. Additionally, you can enjoy considerable discounts by opting for a longer stay. To discover a Stayz property that aligns with your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz's pioneering Trip Board offers you a dedicated space to plan new journeys, pick up where you last stopped, or view and organise your travel arrangements. You can easily locate properties you’ve saved or booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.stayz.com.au/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)
  • 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, Stayz 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 Stayz 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 Stayz.
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 Stayz, 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, Stayz 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 Stayz.
How can I find holiday homes with air conditioning in Lakeside?
You'll have a choice of 60 Stayz 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 Stayz, 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 Stayz 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.