Located in the Harbor Country region of Michigan's Great Lakes, Lakeside features a diverse range of attractions, including maritime museums by the water and snow-packed slopes in winter. Cabin rentals here provide comfortable, convenient bases for a family-friendly vacation. With its freshwater shoreline, spectacular sunsets, impressive dunes, and cozy vacation rentals, Lakeside is an ideal place for your next family trip.

Choose the perfect vacation rental
Best Vacation Home Deals in Lakeside
Save up to 41%
Discover a rental that fits your expectations among the 494 fantastic accommodations from several vacation rental websites in Lakeside. HomeToGo directly features the best offers by comparing all of the listed vacation homes in Lakeside from its various partners.
Top-Rated Rentals and Accommodations in Lakeside
Book Vacation Rental Offers with the Highest User Rating
Recommended Vacation Rentals in Lakeside
Find your perfect vacation rental in Lakeside: from $80 per night
Budget-friendly Vacation Rentals in Lakeside
Find Fantastic yet Inexpensive Offers
Vacation rentals and apartments with air conditioning
Keep cool during your trip to Lakeside and book a vacation rental with air conditioning.
Vacation Rentals With Fireplaces
Get warm and cozy on cold winter nights in Lakeside by booking a vacation home with a fireplace.
Vacation homes and rentals with a yard
Looking for vacation homes with a little extra outdoor space? Check out these accommodations in Lakeside with private yards.
Popular Rental Amenities in Lakeside
If you have a pet, you can easily compare and find a pet-friendly vacation rental in Lakeside. Additionally, pet-friendly vacation rentals in Lakeside cost, on average, $710 per night. There's no need to look only outside the city for a rental, as more than half of the pet-friendly rentals have a central location (less than 2 miles from the city center).
Waterfront Vacation Rentals in Lakeside
Looking for a fantastic beach vacation rental in Lakeside?

7-Day Weather Forecast in Lakeside
Information about vacation rentals in Lakeside
🏡 Vacation rentals available | 494 homes |
---|---|
💳 Possible discounts | up to 49% |
🌙 Nightly prices starting at | $80 |
⭐ Popular amenities | Pets allowed, Pool and Fishing |
🐾 Pet friendly homes | 116 homes |
🏊 Vacation rentals with pools | 132 homes |
Frequently Asked Questions
What is the typical nightly price for a vacation home in Lakeside?
The price of a night's stay in Lakeside starts at $80. If you’re interested in a house rental, the average price is $824 per night. A cabin Lakeside will cost on average $533 per night.
How many vacation homes are available to book in Lakeside?
Currently there are 494 vacation rentals in Lakeside to browse and book for your trip.
What amenities are most popular for vacation homes in Lakeside?
Most travelers look for Pool, Pets allowed, and Fishing when booking a vacation rental in Lakeside.
How many vacation rentals with a pool are in Lakeside?
Check out 132 vacation rentals available in Lakeside.
Are dogs allowed in vacation homes in Lakeside?
If traveling with a dog in Lakeside, 23% of vacation homes allow pets.
We list offers from thousands of providers, including











Vacation Destinations Near Lakeside
-
Union Pier Vacation Rentals
-
Three Oaks Vacation Rentals
-
New Buffalo Vacation Rentals
-
Bridgman Vacation Rentals
-
Vacation Rentals in Michigan City
-
Saint Joseph Vacation Rentals
-
Benton Harbor Vacation Rentals
-
Niles Vacation Rentals
-
South Bend Vacation Rentals
-
Dowagiac Vacation Rentals
-
Condos in South Haven
-
Lodging & Cabins in Cedar Lake
-
Evanston Vacation Rentals
-
Vacation Rentals in Chicago
-
Shipshewana Vacation Rentals
-
House Rentals in Oak Park
-
Fennville Vacation Rentals
-
Douglas Vacation Rentals
-
Vacation Rentals in Saugatuck, MI
-
House Rentals in Kalamazoo
-
Macatawa Vacation Rentals
-
Vacation Rentals in Holland
-
Naperville Vacation Rentals
-
Joliet Vacation Rentals
-
Battle Creek Vacation Rentals
-
Kenosha Vacation Rentals
-
House Rentals in Aurora
-
Racine Vacation Rentals
-
Lodging & Cabins in Coldwater
-
Grand Haven Vacation Rentals
-
Fox Lake Vacation Rentals
-
Huntington Vacation Rentals
-
Grand Rapids Vacation Rentals
-
House Rentals in Fort Wayne
-
House Rentals in West Lafayette
-
Muskegon Vacation Rentals
-
Kokomo Vacation Rentals
-
Lafayette Vacation Rentals
-
Lake Geneva, WI Vacation Rentals
-
House Rentals in Milwaukee
-
Twin Lake Vacation Rentals
-
Whitehall Vacation Rentals
-
Montague Vacation Rentals
-
Pontiac Vacation Rentals
-
Lansing Vacation Rentals
-
Brooklyn Vacation Rentals
-
Cabins in Silver Lake, MI
-
House Rentals in Rockford
-
Mears Vacation Rentals
-
Anderson, South Carolina Vacation Rentals
Top Vacation Ideas
Explore More Vacation Ideas
-
Pet Friendly Rentals in Indiana
-
Airbnbs in Heber City
-
Airbnbs in Fort Walton Beach
-
Pet Friendly Rentals in Alabama
-
Bed and Breakfast Accommodation in Natchez
-
Airbnbs in West Hollywood
-
Airbnbs in Hoover
-
Airbnbs in Cooperstown
-
Romantic Getaways in Colorado
-
Romantic Getaways in Ohio
-
Hotels in Houston
-
Airbnbs near Beaver Lake
-
Airbnbs in Naples
-
Airbnbs near Crystal Lake
-
Lake House Rentals in Massachusetts
-
Hotels in Portland, Oregon
-
Bed and Breakfast Accommodation in Wimberley
-
Vermont Monthly Rentals
-
Romantic Getaway in Austin
-
Florida honeymoon
-
Road Trips in the USA