Lakeside Vacation Rentals

Compare 10 vacation rentals.
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USA > Michigan > Lakeside

Make Lakeside your next getaway

Explore our Lakeside, MI vacation rentals & cabins

Explore Lakeside house rentals, and more

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House rentals

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Popular amenities for Lakeside vacation rentals

Popular
Dog-friendly Hot tub Internet
Painted Porch Cottage
2 Bedroom | 1 Bath | Sleeps 4

Painted Porch Cottage - Lakeside, MI

$242 avg / night
(excludes fees and taxes)
4.0 (2)
Friendly Farms
3 Bedroom | 3.5 Bath | Sleeps 6

Friendly Farms - Lakeside, MI

$521 avg / night
(excludes fees and taxes)
4.76 (21)
The Gatehouse on Orchard Beach
3 Bedroom | 2 Bath | Sleeps 8

The Gatehouse on Orchard Beach - Lakeside, MI

$631 avg / night
(excludes fees and taxes)
4.57 (23)
Lake Michigan Adventures
2 Bedroom | 1.5 Bath | Sleeps 4

Lake Michigan Adventures - Lakeside, MI

$264 avg / night
(excludes fees and taxes)
4.26 (19)
Four Seasons Retreat
3 Bedroom | 2 Bath | Sleeps 6

Four Seasons Retreat - Lakeside, MI

$449 avg / night
(excludes fees and taxes)
4.69 (13)

View 5 more homes

Recent Lakeside guest reviews

We had an incredible stay at this beautiful property in Lakeside, MI! The landscaping is absolutely stunning, with a majestic pond, gorgeous gardens, and a huge private lot that offers a peaceful, serene setting. The hot tub was a perfect bonus for relaxing in the evenings. The interior of the house is equally impressive—modern, clean, and thoughtfully designed. We loved the 10-foot ceilings, the spacious bedrooms, the chef’s kitchen that had everything we needed, and the deep soaking tub that was such a treat. Every detail, from the comfortable furniture to the immaculate cleanliness, made us feel right at home. It’s an easy 15-minute walk to the beach, and the entire experience was just so relaxing. We would absolutely recommend this property to anyone looking for a serene and rejuvenating getaway. We’re already looking forward to staying here again!
Morgan M. | May 2025
Clean, had everything we needed.
Debbie H. | May 2025
Incredible space for a getaway. Beautifully appointed home on a secluded and nature-filled lot. Some noise pollution from nearby train. Overall I would book again.
Charlotte S. | Apr 2025
Lakeside vacation rental FAQ

Yes, 25 of our Lakeside homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 73 of our Lakeside vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Lakeside vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Lakeside team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Lakeside, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Situated on the shores of Lake Michigan, the aptly named Lakeside offers comfortable and family-friendly accommodations in a cozy waterfront community. Our Lakeside, MI vacation rentals are the perfect spot to bring your family, and with St. Joseph about a thirty-minute drive north, you’ll never be short on things to do. Pier Street Beach, a public access beach, sits right in the middle of Lakeside, making it an ideal spot for fun in the sun. Outdoors enthusiasts will love exploring Grand Mere State Park, a bit north of town, and Warren Dunes State Park. Whether you’re traveling from Chicago or somewhere else, you’ll find yourself refreshed by a stay in one of our Lakeside, MI cabin rentals or vacation homes. Book today!

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