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Vacation rentals in Lakeside

Vacation rentals in Lakeside

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Lakeside

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Summer's here! 1 block to sandy pvt beach. Pets ok
    SUPERHOSTEntire cottage · 4 guests · 3 beds · 1 bathroom
    Summer's here! 1 block to sandy pvt beach. Pets ok

    Summer's here and egg + nest is ready for your Harbor Country escape! egg + nest is a bright sunny cottage less than a block to the wide sandy shore of Lake Michigan. Private Assn beach for swimming, sunning or just relaxing. Enjoy the huge screened porch. 90 min from Chicago. Wineries, restaurants and breweries--Greenbush, Roadhouse, Stray Dog + more. Full weeks only in the summer season (Friday to Friday). Pet friendly! $50 pet fee will be added after reservation is confirmed.

    What guests are saying:

    “Egg + Nest was the perfect location for our fall getaway. The cottage was adorable (the pictures don’t do it justice) and the perfect size for our family of 3 + our pupper. The kitchen and bathroom are recently updated and are equipped with everything you need for your stay. The screened porch was great for for relaxing with a book and dining. If you are looking for a relaxing spot the location could not be beat. The cottage is in a wooded “neighborhood’ with gravel roads and lots of wildlife and trees. Like two vacations in one, beach cottage and woodsy cabin. It feels like you are far away from it all but a main road is merely a 2 minute walk either direction. Lake access/ beach are right across the street. Warren Dunes and New Buffalo are less than 10 minutes away. I would highly recommend Egg + Nest and hope to visit again soon.”

  • Floyd's  Cottage in Lakeside, Michi
    SUPERHOSTEntire cottage · 6 guests · 3 beds · 1 bathroom
    Floyd's Cottage in Lakeside, Michi

    It's fine to bring your dog but make sure to let us know beforehand...thanks!

  • Your SW Michigan Modern Farmhouse Cottage Awaits
    SUPERHOSTEntire house · 3 guests · 1 bed · 1 bathroom
    Your SW Michigan Modern Farmhouse Cottage Awaits

    Located in Sawyer, you can bike or drive to countless beaches, breweries, wineries, distilleries, and outdoor adventures. Afterward come home to this stylish modern farmhouse cottage that looks out onto 14 acres of scenic barn, pasture. and woods. Your home away from home has a well appointed kitchen for foodies who like to cook or great local dining options for those who don't.

    What guests are saying:

    “Jeff’s place was perfect for us! He is an amazing host - replies so quickly every time I texted and the check-in system is awesome. It’s a super adorable property - fully stocked and it’s so fun to get to see the farm animals. It’s is a wonderful location for a quick weekend getaway! I would recommend this place to anyone. It’s Perfectly decorated and well appointed. We loved it! And make sure to go to the Peasant’s Pantry nearby when you are there!”

Holiday rentals for every style

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  • Unique stays

Popular amenities for Lakeside holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Lakeside

Ozzie’s Hideaway-Smack between Three Oaks & Sawyer
SUPERHOSTEntire flat
Ozzie’s Hideaway-Smack between Three Oaks & Sawyer
Price:₹7,140 / night
Kelly Kottage
SUPERHOSTEntire cottage
Kelly Kottage
Price:₹18,594 / night
Lakeside Cottage with beach access
SUPERHOSTEntire cottage
Lakeside Cottage with beach access
Price:₹22,238 / night
Riley's Retreat - Steps to the beach in Union Pier
SUPERHOSTEntire cottage
Riley's Retreat - Steps to the beach in Union Pier
Price:₹17,054 / night
Quaint Chalet Getaway with Sunny Lofts near Warren Dunes
SUPERHOSTEntire flat
Quaint Chalet Getaway with Sunny Lofts near Warren Dunes
Price:₹6,471 / night
The Birdhouse – quiet luxury, walk everywhere
SUPERHOSTEntire cottage
The Birdhouse – quiet luxury, walk everywhere
Price:₹16,203 / night
McComb's Cabin, Union Pier, MI
SUPERHOSTEntire cabin
McComb's Cabin, Union Pier, MI
Price:₹11,719 / night
Lakeside, New Buffalo MI
SUPERHOSTEntire house
Lakeside, New Buffalo MI
Price:₹23,587 / night
LaPorte/New Buffalo House on Horse Farm/Swim/Fish
SUPERHOSTEntire house
LaPorte/New Buffalo House on Horse Farm/Swim/Fish
Price:₹10,083 / night
Charming Country Coach House
SUPERHOSTEntire guest house
Charming Country Coach House
Price:₹14,875 / night
"Tiny House" Guest House Under the Oak Trees
SUPERHOSTEntire guest house
"Tiny House" Guest House Under the Oak Trees
Price:₹9,382 / night
Beach Escape - walk to downtown and beach!
SUPERHOSTEntire house
Beach Escape - walk to downtown and beach!
Price:₹17,563 / night
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