Lakeside Vacation Rentals

Compare 8 vacation rentals.

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Make Lakeside your next getaway

Explore our Lakeside, MI vacation rentals & cabins

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House rentals

View 8 House rentals

Explore more vacation rental amenities in Lakeside

Pool | Electric vehicle charger | Lake view | Lakefront | Water view | Waterfront | A/C | Fireplace | Washer/dryer | Balcony

Lakeside vacation rentals for every getaway

Popular

Dog-friendly Hot tub Internet

Butterfly Pool House

5 Bed | 4 Bath | Sleeps 8

Butterfly Pool House - Lakeside, MI

$772 avg / night
(excludes fees and taxes)

Lakeshore Haven

3 Bed | 2 Bath | Sleeps 8

Lakeshore Haven - Lakeside, MI

$339 avg / night
(excludes fees and taxes)

The Gatehouse on Orchard Beach

3 Bed | 2 Bath | Sleeps 8

The Gatehouse on Orchard Beach - Lakeside, MI

$697 avg / night
(excludes fees and taxes)

Painted Porch Cottage

2 Bed | 1 Bath | Sleeps 4

Painted Porch Cottage - Lakeside, MI

$289 avg / night
(excludes fees and taxes)

Lakeside Living

2 Bed | 1 Bath | Sleeps 4

Lakeside Living - Lakeside, MI

$171 avg / night
(excludes fees and taxes)

View 3 more homes

Recent Lakeside vacation rental reviews

This was a beautiful old property that was beautifully renovated. The inside decor was beautiful and the home very clean. I could tell that the owners put a lot of care into the adorable house! We loved the gas fireplace operated by remote control, so toasty to cuddle up next to on a cold day! Both of the bathrooms were good sized with beautiful new appliances and showers. The house provided hand soap in both bathrooms, travel sized shampoos and soaps, as well as dish detergent. A pie from the local yummy bakery was waiting for us on our arrival, which I thought was very lovely and thoughtful! We made a small Thanksgiving dinner during the visit and the kitchen was easy to cook in with a good amount of space. I do wish there was a k-cup container in the home, as I had brought my own loose coffee however the machine took k-cups or the empty k-cup pod that you can fill with your own coffee. Also, there are a few board games but they are not out to be seen, they are tucked away in one of the bedroom closets! We had a great time and would most definitely return to this property!

Casey L. | Dec 2025

Perfect sized home. Great parking. Awesome screen porch. Great to have a washer and dryer. Tons of kitchen item options. Beds are firm.

Troy N. | Oct 2025

Appears this house has been recently remodeled. Great location on Lake shore right across from the entrance to the beach. Everything you need is in the house. Bring k-cups for the coffee machine. Would definitely return.

William G. | Oct 2025

Lakeside Frequently Asked Questions

Yes. 65 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 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 worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Lakeside, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.

24/7 support

Easy check-in

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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