Lakeside Vacation Rentals

Compare 10 vacation rentals.
1 Guest
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 10 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

$511 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)
Turner Cottage
3 Bedroom | 2 Bath | Sleeps 8

Turner Cottage - Lakeside, MI

$273 avg / night
(excludes fees and taxes)
4.65 (23)
Four Seasons Retreat
3 Bedroom | 2 Bath | Sleeps 6

Four Seasons Retreat - Lakeside, MI

$418 avg / night
(excludes fees and taxes)
4.67 (12)
Four Bedrooms & a Beach
4 Bedroom | 2 Bath | Sleeps 12

Four Bedrooms & a Beach - Lakeside, MI

$434 avg / night
(excludes fees and taxes)

View 5 more homes

Recent Lakeside guest reviews

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
One word….magic. Can’t say enough great things about The Gatehouse. We keep coming back for the peace and tranquility. Clean, simple, comfortable. Beach and cabana are the best!
Carmen T. | Apr 2025
Lakeside vacation rental FAQ

Yes, 24 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. 72 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!

Su
Mo
Tu
We
Th
Fr
Sa
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31