Solitude Is Possible at Lakeside Cottages

The solitude of a beach vacation can be yours without the crowds when your family stays in Lakeside cottages. Lakeside is located near New Buffalo, Michigan. Besides visiting the charming village of Lakeside with its antique stores and winery tours, you can stop by New Buffalo for a day trip away from your Lakeside cabins. However, if you do not want to leave your Lakeside home for rent, you can find plenty to keep you and the family entertained right at your rental.

You Can Find Family or Business Accommodations with Lakeside Cottages


Lakeside homes for rent are perfect retreats for family vacations or business trips. Many of the Lakeside house rentals can accommodate up to 16 people with more than enough room for everyone. You can indulge in a nightly fire on your own private stretch of beach or watch the sun set from the deck as you sip a glass of wine. Preparing your meals is a snap in the fully equipped kitchens of Lakeside cabins. Vacation value is one of the best reasons to book your Lakeside home.

Have Fun and Enjoy the Action at the 4 Winns Casino near Lakeside Cabins


If you want a little more action on your vacation, stay in Lakeside cottages that are just a short distance from 4 Winns Casino. You may not ever want to go to Las Vegas after a trip to the casino which has slot machines that could just pay for your trip to Lakeside cabins. The casino offers blackjack, craps, baccarat, and other table games. Even though you can cook at your Lakeside homes for rent, you may wish to dine at the 4 Winns. There is a great steakhouse as well as live entertainment. For those in your party that must shop, there are elegant choices at the Promenade.

Lakeside Homes for Rent Are Where You Can Find Adventure with Canoeing and Swimming Pursuits


Guests of Lakeside homes for rent can find adventure in nature close to home. Galien River or Lake Michigan Shady Lane has plenty to offer. Canoeing or swimming are two activities to enjoy while getting a suntan. Golf enthusiasts will find Whittaker Woods Golf Course is a great place to spend some time on the green.

Increase your search options for Michigan vacation rentals by checking out additional vacation properties: Harbor Springs Michigan rentals, South Haven Michigan rentals, or Grand Haven MI rentals.

You have sent
a request for
information to
this owner.
FILTERS
List View
Map View
Cancel Apply Filters
  1.  >
  2.  >
  3.  >
  4.  >
  5.  >

Lakeside: Cottages, Houses & More(37)

sort by HomeAway Sort
Weekend Retreat. 5 Bedrooms & 4 Bathrooms. 5 mins from Lake Michigan!
    5 Bedrooms,
  • 3 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 18
$2,000 - $3,500
per week

Weekend Retreat. 5 Bedrooms & 4 Bathrooms. 5 mins from Lake Michigan!

2 - 7 night Minimum Stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 18
  1. Southwest Michigan >
  2. Lakeside House
#985204
    (4)
    Lakeside House with Pool - Private Pool, Hot Tub and very private
      5 Bedrooms,
    • 2 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 14
    $500 - $600
    per night

    Lakeside House with Pool - Private Pool, Hot Tub and very private

    2 - 7 night Minimum Stay
    • 5 BR,
    • 2 BA,
    • 1 HF BA,
    • Sleeps 14
    1. Southwest Michigan >
    2. Lakeside House
    #390383
      *JUNE AVAILABLE* SLEEPS 12 PRIVATE BEACH ACCESS
        5 Bedrooms,
      • 3 Bathrooms, 
      • 1 Half Bath
        • , Sleeps 12
      $3,500 - $4,000
      per week

      *JUNE AVAILABLE* SLEEPS 12 PRIVATE BEACH ACCESS

      7 night Minimum Stay
      • 5 BR,
      • 3 BA,
      • 1 HF BA,
      • Sleeps 12
      1. Southwest Michigan >
      2. Lakeside House
      #985344
        1 Review
        Fun Cottage Sleeps 2-10-20 People. Pool/Spa/Steps-Beach+More
          8 Bedrooms,
        • 4 Bathrooms
          • , Sleeps 20
        $2,190 - $2,875
        per week

        Fun Cottage Sleeps 2-10-20 People. Pool/Spa/Steps-Beach+More

        2 - 7 night Minimum Stay
        • 8 BR,
        • 4 BA,
        • Sleeps 20
        1. Southwest Michigan >
        2. Lakeside Cottage
        #395871
          (3)
          Lakeside Cabins Resort - Southwest Michigan/harbor Country's Only Resort Experience
            1 Bedrooms,
          • 1 Bathroom
            • , Sleeps 6

          Lakeside Cabins Resort - Southwest Michigan/harbor Country's Only Resort Experience

          • 1 BR,
          • 1 BA,
          • Sleeps 6
          1. Southwest Michigan >
          2. Lakeside Cabin
          #390380
            Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location
              3 Bedrooms,
            • 1 Bathroom
              • , Sleeps 6
            $1,600
            per week

            Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location

            7 night Minimum Stay
            • 3 BR,
            • 1 BA,
            • Sleeps 6
            1. Southwest Michigan >
            2. Lakeside Cottage
            #321359
              (8)
              Classic 1930's Lake Michigan Cottage Steps to the Beach
                5 Bedrooms,
              • 2 Bathrooms
                • , Sleeps 11
              $375 - $400
              per night

              Classic 1930's Lake Michigan Cottage Steps to the Beach

              2 - 7 night Minimum Stay
              • 5 BR,
              • 2 BA,
              • Sleeps 11
              1. Southwest Michigan >
              2. Lakeside Cottage
              #974616
                (16)
                Lakeside home just steps to private Lake Michigan beach!
                  5 Bedrooms,
                • 2 Bathrooms, 
                • 1 Half Bath
                  • , Sleeps 13
                $1,000 - $2,800
                per week

                Lakeside home just steps to private Lake Michigan beach!

                2 - 7 night Minimum Stay
                • 5 BR,
                • 2 BA,
                • 1 HF BA,
                • Sleeps 13
                1. Southwest Michigan >
                2. Lakeside Cottage
                #246628
                  2 Reviews
                  Country Cottage on the Sunset Side of Lake Michigan. Pets Welcome!
                    2 Bedrooms,
                  • 1 Bathroom
                    • , Sleeps 6
                  $175
                  per night

                  Country Cottage on the Sunset Side of Lake Michigan. Pets Welcome!

                  2 - 7 night Minimum Stay
                  • 2 BR,
                  • 1 BA,
                  • Sleeps 6
                  1. Southwest Michigan >
                  2. Lakeside Cottage
                  #183223
                    (11)
                    Lakefront Mansion overlooking large Private Beach!
                      6 Bedrooms,
                    • 4 Bathrooms, 
                    • 1 Half Bath
                      • , Sleeps 16
                    $5,600
                    per week

                    Lakefront Mansion overlooking large Private Beach!

                    7 night Minimum Stay
                    • 6 BR,
                    • 4 BA,
                    • 1 HF BA,
                    • Sleeps 16
                    1. Southwest Michigan >
                    2. Lakeside House
                    #228130
                      (4)
                      Quaint & Charming Cottage with Private Association Beach Walking Distance
                        2 Bedrooms,
                      • 1 Bathroom
                        • , Sleeps 4

                      Quaint & Charming Cottage with Private Association Beach Walking Distance

                      • 2 BR,
                      • 1 BA,
                      • Sleeps 4
                      1. Southwest Michigan >
                      2. Lakeside Cottage
                      #321768
                        (4)
                        Gorgeous Pool/Beach Home in Lakeside
                          6 Bedrooms,
                        • 3 Bathrooms, 
                        • 1 Half Bath
                          • , Sleeps 12
                        $3,500 - $6,000
                        per week

                        Gorgeous Pool/Beach Home in Lakeside

                        7 night Minimum Stay
                        • 6 BR,
                        • 3 BA,
                        • 1 HF BA,
                        • Sleeps 12
                        1. Southwest Michigan >
                        2. Lakeside House
                        #299997
                          (3)
                          Lakeside home just steps to private beach!
                            5 Bedrooms,
                          • 3 Bathrooms
                            • , Sleeps 10
                          $2,800
                          per week

                          Lakeside home just steps to private beach!

                          2 night Minimum Stay
                          • 5 BR,
                          • 3 BA,
                          • Sleeps 10
                          1. Southwest Michigan >
                          2. Lakeside House
                          #234080
                            (3)
                            Exclusive Private Home on Lakefront Estate ( DISCOUNTED RATES!!!!!).
                              3 Bedrooms,
                            • 1 Bathroom, 
                            • 1 Half Bath
                              • , Sleeps 10
                            $1,800
                            per week

                            Exclusive Private Home on Lakefront Estate ( DISCOUNTED RATES!!!!!).

                            2 night Minimum Stay
                            • 3 BR,
                            • 1 BA,
                            • 1 HF BA,
                            • Sleeps 10
                            1. Southwest Michigan >
                            2. Lakeside Cottage
                            #232744
                              Gorgeous Cottage on private ravine just steps from Lake Michigan
                                5 Bedrooms,
                              • 2 Bathrooms, 
                              • 1 Half Bath
                                • , Sleeps 10

                              Gorgeous Cottage on private ravine just steps from Lake Michigan

                              • 5 BR,
                              • 2 BA,
                              • 1 HF BA,
                              • Sleeps 10
                              1. Southwest Michigan >
                              2. Lakeside Cottage
                              #241844
                                2 Reviews
                                Southwest MI, Union Pier, Lakeside, Harbor Country Vacation Rental Cottage
                                  3 Bedrooms,
                                • 2 Bathrooms
                                  • , Sleeps 8

                                Southwest MI, Union Pier, Lakeside, Harbor Country Vacation Rental Cottage

                                • 3 BR,
                                • 2 BA,
                                • Sleeps 8
                                1. Southwest Michigan >
                                2. Lakeside House
                                #139779
                                  21 More choices from HomeAway International Websites
                                  Summer is Coming, Book to Relax and Recharge
                                    3 Bedrooms,
                                  • 1 Bathroom
                                    • , Sleeps 7

                                  Summer is Coming, Book to Relax and Recharge

                                  • 3 BR,
                                  • 1 BA,
                                  • Sleeps 7
                                  1. Southwest Michigan >
                                  2. Lakeside Cottage
                                  #61388vb
                                    1 Review
                                    Lake Front Cottages in Michigan's Harbor Country
                                      5 Bedrooms,
                                    • 3 Bathrooms
                                      • , Sleeps 8

                                    Lake Front Cottages in Michigan's Harbor Country

                                    • 5 BR,
                                    • 3 BA,
                                    • Sleeps 8
                                    1. Southwest Michigan >
                                    2. Lakeside Cottage
                                    #456008vb
                                      HOUSE UNDER CONTRACT: Fabulous Recently Renovated Family Cottage
                                        4 Bedrooms, Sleeps 12
                                      $950
                                      per night

                                      HOUSE UNDER CONTRACT: Fabulous Recently Renovated Family Cottage

                                      2 night Minimum Stay
                                      • 4 BR,
                                      • Sleeps 12
                                      1. Southwest Michigan >
                                      2. Lakeside House
                                      #409691vb
                                        1 Review
                                        Surprise CANCELLATION for July 13-20, 2013. Reserve before it is GONE!
                                          4 Bedrooms,
                                        • 2 Bathrooms, 
                                        • 1 Half Bath
                                          • , Sleeps 12

                                        Surprise CANCELLATION for July 13-20, 2013. Reserve before it is GONE!

                                        • 4 BR,
                                        • 2 BA,
                                        • 1 HF BA,
                                        • Sleeps 12
                                        1. Southwest Michigan >
                                        2. Lakeside House
                                        #392456vb
                                          (12)
                                          Last Minute Availability!! Cedar Home on 3 All Sport Lakes!
                                            3 Bedrooms,
                                          • 2 Bathrooms, 
                                          • 1 Half Bath
                                            • , Sleeps 8
                                          $250
                                          per night

                                          Last Minute Availability!! Cedar Home on 3 All Sport Lakes!

                                          2 night Minimum Stay
                                          • 3 BR,
                                          • 2 BA,
                                          • 1 HF BA,
                                          • Sleeps 8
                                          1. Southwest Michigan >
                                          2. Lakeside House
                                          #263631vb
                                            (16)
                                            Sunnyside: prime summer weeks still available-book now!
                                              3 Bedrooms,
                                            • 2 Bathrooms
                                              • , Sleeps 8

                                            Sunnyside: prime summer weeks still available-book now!

                                            • 3 BR,
                                            • 2 BA,
                                            • Sleeps 8
                                            1. Southwest Michigan >
                                            2. Lakeside Cottage
                                            #413135vb
                                              (6)
                                              Orchard Beach Farmhouse
                                                6 Bedrooms,
                                              • 4 Bathrooms
                                                • , Sleeps 13

                                              Orchard Beach Farmhouse

                                              • 6 BR,
                                              • 4 BA,
                                              • Sleeps 13
                                              1. Southwest Michigan >
                                              2. Lakeside Farmhouse
                                              #335250vb
                                                (10)
                                                Adorable Lakefront Cottage on Lake Michigan - Private Beach
                                                  2 Bedrooms,
                                                • 1 Bathroom
                                                  • , Sleeps 6

                                                Adorable Lakefront Cottage on Lake Michigan - Private Beach

                                                • 2 BR,
                                                • 1 BA,
                                                • Sleeps 6
                                                1. Southwest Michigan >
                                                2. Lakeside Cottage
                                                #400679vb
                                                  Spectacular Contemporary Lake Michigan Home - Private Pool, Beach
                                                    4 Bedrooms,
                                                  • 3 Bathrooms, 
                                                  • 1 Half Bath
                                                    • , Sleeps 9

                                                  Spectacular Contemporary Lake Michigan Home - Private Pool, Beach

                                                  • 4 BR,
                                                  • 3 BA,
                                                  • 1 HF BA,
                                                  • Sleeps 9
                                                  1. Southwest Michigan >
                                                  2. Lakeside House
                                                  #448537vb
                                                    **8/17-8/24 OPEN** Private Lakefront Cottage, Beach & Tennis Court
                                                      5 Bedrooms,
                                                    • 3 Bathrooms
                                                      • , Sleeps 9

                                                    **8/17-8/24 OPEN** Private Lakefront Cottage, Beach & Tennis Court

                                                    • 5 BR,
                                                    • 3 BA,
                                                    • Sleeps 9
                                                    1. Southwest Michigan >
                                                    2. Lakeside Cottage
                                                    #356884vb
                                                      (4)
                                                      JUNE 15-21 OPEN Lakefront Tudor Home, Private Lane, Private Beach, Tennis
                                                        5 Bedrooms,
                                                      • 4 Bathrooms
                                                        • , Sleeps 14

                                                      JUNE 15-21 OPEN Lakefront Tudor Home, Private Lane, Private Beach, Tennis

                                                      • 5 BR,
                                                      • 4 BA,
                                                      • Sleeps 14
                                                      1. Southwest Michigan >
                                                      2. Lakeside House
                                                      #407183vb
                                                        (4)
                                                        Meadow House Only 1 week left August 12-19!
                                                          4 Bedrooms,
                                                        • 3 Bathrooms, 
                                                        • 1 Half Bath
                                                          • , Sleeps 8

                                                        Meadow House Only 1 week left August 12-19!

                                                        • 4 BR,
                                                        • 3 BA,
                                                        • 1 HF BA,
                                                        • Sleeps 8
                                                        1. Southwest Michigan >
                                                        2. Lakeside Cottage
                                                        #396783vb
                                                          (3)
                                                          Painted Porch Cottage - Lakeside, Mi - 2 Block Walk to Beach
                                                            2 Bedrooms, Sleeps 6

                                                          Painted Porch Cottage - Lakeside, Mi - 2 Block Walk to Beach

                                                          • 2 BR,
                                                          • Sleeps 6
                                                          1. Southwest Michigan >
                                                          2. Lakeside Cottage
                                                          #193011vb
                                                            (3)
                                                            'Harbor Country' Cottage with Private Beach Near New Buffalo, Mi
                                                              3 Bedrooms,
                                                            • 1 Bathroom, 
                                                            • 1 Half Bath
                                                              • , Sleeps 8

                                                            'Harbor Country' Cottage with Private Beach Near New Buffalo, Mi

                                                            • 3 BR,
                                                            • 1 BA,
                                                            • 1 HF BA,
                                                            • Sleeps 8
                                                            1. Southwest Michigan >
                                                            2. Lakeside Cottage
                                                            #356671vb
                                                              • 1 - 30 of 37
                                                              Advertisement