Lakeside Vacation Rentals Additional Filters Bathrooms 1+ 2+ 3+ 4+ 5+ 6+ 7+ Flexible Dates +/- 1 days +/- 2 days +/- 3 days +/- 4 days +/- 5 days +/- 6 days - Choose -A Break From It AllA Cardiac RestA Good LatitudeA SummerhavenA Wheel Tree CottageAll Decked OutAlmost HeavenAlmost PerfectAnchors AweighAqua VistaArtist ColonyArtist Skylight RetreatBawtry HouseBeach Glass HouseBeachy KeenBelle CottageBerrien Harbor HouseBlue Canary CottageBlue HeavenCalifornia DreaminCarl's CottageCarriage HouseCasabluCladdagh CottageCloud 9Condo At South Cove#154Cottage RavineCottonwood CottageCountry Comfort CottageCreekside CottageDarby CottageDaze Off # 35Driftwood InnDunegrass CottageEagle's Nest Beach HouseFour CedarsFremont ShoresGable #5Gezellige HuisGowdy GetawayGreenwood #1Greenwood #5Harbert EscapeIndiana Dunes RetreatIsland PointeJourneyman Distillery BunkhouseJourneyman Distillery FarmhouseJourneyman Distillery FlatKottageLa Casa BiancaLake BreezeLake It To The LimitLake LifeLakeshore CabanaLakeshore CottageLakeshore LuxuryLakeshore SplashLakeside LandingLido CottageLighthouse LandingLongacresMatch PointMcKinley HouseMichigan MemoriesMichigan Shores Beach HouseMorning GloryOff The Beaten PathOn Cloud WineParadise ViewPeaceful HavenPiccola RosePine Grove EstatesPool DazePure Union PierSand CastleSandlotSawyer Lake HouseSchoolhouse CottageSerendipitySilver LiningSol HausSpyglassSummer FunSummer WindSunnyside CottageSunset Shores CottageSunset VillaSweet Retreat #2The Big HouseThe Bond HouseThe Getaway #4The Great EscapeThe OasisTime Out #14Tucked AwayUnion Pier CottageUnion Pier Guest HouseUnion Pier RetreatUnion PierfectVery CherryWater's EdgeWoodlawn Cottage Apply Filters Price Range: $0 - $10000 Amenities Communal Pool Heated Pool Private Pool Type Apartment Condo Cottage Farm House Guesthouse House Loft Guests Any 2 Guests 3 Guests 4 Guests 5 Guests 6 Guests 7 Guests 8 Guests 9 Guests 10 Guests 11 Guests 12 Guests 13 Guests 14 Guests 15 Guests 16 Guests 17 Guests 18 Guests 19 Guests 20 Guests 21 Guests 22 Guests 23 Guests 24 Guests Bedrooms 1+ 2+ 3+ 4+ 5+ 6+ 7+ 8+ 9+ 10+ 11+ Location Buchanan Grand Beach Harbert Lakeside Michiana Shores Michigan City New Buffalo Porter Saint Joseph Sawyer Stevensville Three Oaks Union Pier 1-13 of 13 results Show122436 Sort byBedrooms - Low to HighBedrooms - High to Low Favorites Your Name: Your Email: Recipients Email: Enter one or more recipient email addresses separated by comma Message: Share BOOK NOW MAP Blue Canary Cottage 4 2 8 Lakeside Carriage House 3 2 10 Lakeside Cloud 9 2 1 4 Lakeside Four Cedars 4 2 8 Lakeside Lake Breeze 2 2 5 Lakeside Lake Life 5 2.5 12 Lakeside Lakeside Landing 5 3 15 Lakeside Lighthouse Landing 4 2 8 Lakeside Longacres 7 4.5 16 Lakeside Match Point 4 3 10 Lakeside Serendipity 4 2.5 10 Lakeside Sunnyside Cottage 4 3 10 Lakeside The Big House 6 5.5 12 Lakeside Prev1LastNext