Lakeside Vacation Rentals

Compare 11 vacation rentals.
USA > Michigan > Lakeside

Make Lakeside your next getaway

Explore our Lakeside, MI vacation rentals & cabins

Explore Lakeside house rentals, and more

housing_type_house.jpg

House rentals

View 11 House rentals

Popular amenities for Lakeside vacation rentals

Popular
Dog-friendly Hot tub Internet
Friendly Farms
3 Bedroom | 3.5 Bath | Sleeps 6

Friendly Farms - Lakeside, MI

$574 avg / night 4.75 (20)
Turner Cottage
3 Bedroom | 2 Bath | Sleeps 8

Turner Cottage - Lakeside, MI

$418 avg / night 4.75 (20)
The Gatehouse on Orchard Beach
3 Bedroom | 2 Bath | Sleeps 8

The Gatehouse on Orchard Beach - Lakeside, MI

$642 avg / night 4.53 (15)
Sunset Breeze
4 Bedroom | 3 Bath | Sleeps 10

Sunset Breeze - Lakeside, MI

$633 avg / night 4.57 (21)
Four Seasons Retreat
3 Bedroom | 2 Bath | Sleeps 6

Four Seasons Retreat - Lakeside, MI

$477 avg / night 4.64 (11)

View 6 more homes

Recent Lakeside guest reviews

We had a great time on our family vacation in the Butterfly House. The yard is absolutely stunning and the pool and landscaping is exceptional. Our kids had a blast in the pool and making smores in the fire pit. There are plenty of pool floats and toys to use, which was great. The house is a short drive from beach, New Buffalo and Union Pier. The yard and pool are the showstoppers. The pictures don't do it justice. The kitchen is well stocked and the family room is great for movie nights and lounging or playing games. It was great space for two families which is what we had. Thanks for a great vacation.
Mary Fran M. | Aug 2024
Well equipped, immaculately prepared, spacious house with a fantastic great room, adjoining 3 season room, deck with a hot tub, 8 person fire pit, and easily accessed location to Lakeside, New Buffalo, and the rest of the Third Coast.
Jeffery K. | Aug 2024
Beautiful home on beautiful property!
pat a. | Aug 2024
Lakeside vacation rental FAQ

Yes, 26 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. 87 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.

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!