Lakeside Rentals By Owner

There are a lot of options in Lakeside. If you plan on staying in the Lakeside area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Lakeside:

• Peaceful Family Getaway!
• Near New Buffalo Lakeside Retreat w/Private Heated Pool Walk to Beach
• Stunning home with Pool/Hot Tub/Fire Pit/Screen Porch/Large Yard in Union Pier
• 4 bdrm, 3.5 bath retreat w/pool, spa, large yard & fire pit. 5 min walk to beach
• *SPRING DISCOUNT!* (See description) Updated Lake House with Private Beach!
• (2026 OPEN!) LAKESIDE HOME CLOSE TO PRIVATE ASSOCIATION BEACH!
• Beach Access with Pool, Hot Tub, Game Room, EV Charger level 2
• Stylish & Well-Equipped Home with Private Outdoor Pool, WiFi, Deck, Gas Grill
• (2026 Now OPEN!) LAKEFRONT HOME WITH PRIVATE HEATED POOL!
• Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!

There are many large, family-friendly vacation homes available in Lakeside; however, here are the most popular family rentals listed on our site:

• Brand New House, Sleeps 8, Private Beach Rights, Hot Tub!
• Sagewood
• Beautiful Lakeside MI vacation home with association beach access Summer & Fall
• Four Bedrooms & a Beach

Yes, there are 93 self-catering vacation homes in Lakeside that have hot tubs, swimming pools, & other amenities.

There are more than 93 luxury villas and vacation homes in or near Lakeside. Filter by price to compare find the most expensive places to stay on Byownertravel.

Yes, there are 93 pet friendly vacation homes and places to stays that are available in or near Lakeside that you may consider.