Lakeside Vacation Rentals

Compare 12 vacation rentals.
USA > Michigan > Lakeside

Make Lakeside your next getaway

Explore our Lakeside, MI vacation rentals & cabins

Explore Lakeside house rentals, and more


House rentals

View 12 House rentals

Lakeside vacation rentals for every getaway

Dog-friendly Hot tub Internet
Lake Michigan Adventures
2 Bedroom | 1.5 Bath | Sleeps 4

Lake Michigan Adventures - Lakeside, MI

$223 avg / night
Lakeside Living
2 Bedroom | 1 Bath | Sleeps 4

Lakeside Living - Lakeside, MI

$218 avg / night
Modern Living on Lake Michigan
4 Bedroom | 3.5 Bath | Sleeps 12 (8 Adults Max)

Modern Living on Lake Michigan - Lakeside, MI

$628 avg / night
Four Seasons Retreat
3 Bedroom | 2 Bath | Sleeps 6

Four Seasons Retreat - Lakeside, MI

$448 avg / night
Turner Cottage
3 Bedroom | 2 Bath | Sleeps 8

Turner Cottage - Lakeside, MI

$386 avg / night

View 7 more homes

Recent Lakeside vacation rental reviews

Comfortable and quiet for a getaway. 5 of us had space to spread out, enjoyed the pool and nearby dunes, had great food in nearby towns. Well-stocked kitchen tools made group cooking easy. The directions were easy and it was a wonderful place to stay!
Emily M. | Sep 2023
Housekeeping cleanliness, ease of checkin/out, quiet surroundings.
GEORGE S. | Sep 2023
We enjoyed our long weekend at Sunset Breeze. The home was just a short walk to the beach access. Situated in a private setting to enjoy the outdoor spaces and plenty of room inside to entertain. We would definitely stay at this property again but hopefully stay a bit longer.
STEVE K. | Sep 2023
Lakeside vacation rental FAQ

Yes, 34 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. 115 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
Easy check-in
Professional 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!