Search Cottages in Lakeside

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 10 - Oct 12
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21
In four months
Jan 16 - Jan 18

Featured Cottages in Lakeside

Charming Union Pier Home w/ Deck: Half-mi to Beach
Interior

Charming Union Pier Home w/ Deck: Half-mi to Beach

3.0 star property
Charming Union Pier Home w/ Deck: Half-mi to Beach
Three Oaks Home w/ Guest House - 8 Mi to Beach!
Interior

Three Oaks Home w/ Guest House - 8 Mi to Beach!

3.0 star property
Three Oaks Home w/ Guest House - 8 Mi to Beach!
Harbert Cottage w/ Fire Pit: Half Mile to Beach!
Interior

Harbert Cottage w/ Fire Pit: Half Mile to Beach!

3.0 star property
Harbert Cottage w/ Fire Pit: Half Mile to Beach!
Sawyer Retreat w/ Fire Pit < 2 Mi to Beaches!
Interior

Sawyer Retreat w/ Fire Pit < 2 Mi to Beaches!

3.0 star property
Sawyer Retreat w/ Fire Pit < 2 Mi to Beaches!
Spacious House on Half Acre < 3 Mi to Beach!
Interior

Spacious House on Half Acre < 3 Mi to Beach!

3.0 star property
Spacious House on Half Acre < 3 Mi to Beach!
Cozy Indiana Getaway Near Washington Park Zoo!
Interior

Cozy Indiana Getaway Near Washington Park Zoo!

3.0 star property
2.0 out of 10, (1)
"The driveway still had the frame up with boards and nails. I got a screw in my rental tire and have yet to hear from the property manager. The inside was cute and cozy. The neighborhood was questionable. Neighbor to the right was cooking in his front yard in a barrell. Did not stay and left shortly after arriving."
Cozy Indiana Getaway Near Washington Park Zoo!
Huge Family Home w/ Pool - 13 Mi to Lake Michigan!
Interior

Huge Family Home w/ Pool - 13 Mi to Lake Michigan!

3.0 star property
Huge Family Home w/ Pool - 13 Mi to Lake Michigan!
Home on Legacy Hills Golf Course w/ Patio!
Interior

Home on Legacy Hills Golf Course w/ Patio!

3.0 star property
Home on Legacy Hills Golf Course w/ Patio!
Benton Harbor 'gracie Cottage' w/ Hot Tub + Yard!
Interior

Benton Harbor 'gracie Cottage' w/ Hot Tub + Yard!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect spot for a girls’ trip. Near St. Joseph, Silver Beach, and wineries. Owners’ suggestions were excellent and helped us make the most of our weekend getaway. Check in was quick and easy. We used the park pass to get into Silver Beach for free. We definitely made use of the hot tub, which was clean and well take care of. Kitchen was well-stocked with ample helpful appliances, which were in good condition. Owners added convenient, helpful accessories that made the house feel homey and which...
Benton Harbor 'gracie Cottage' w/ Hot Tub + Yard!
3 Mi to Lake Michigan Access: Sawyer Home w/ Patio
Interior

3 Mi to Lake Michigan Access: Sawyer Home w/ Patio

3.0 star property
8.0 out of 10, Very Good, (1)
"Loved how close to the Warren Dunes it was, the large bedrooms and living space. The entire home was larger in person than shown in the pictures. It was great for our family, and would definitely book another stay next summer. "
3 Mi to Lake Michigan Access: Sawyer Home w/ Patio
Cozy Union Pier House w/ Hot Tub, Deck & Backyard!
Interior

Cozy Union Pier House w/ Hot Tub, Deck & Backyard!

3.0 star property
Cozy Union Pier House w/ Hot Tub, Deck & Backyard!
Lakeside Escape Steps to Lake Michigan Beach!
Front of property

Lakeside Escape Steps to Lake Michigan Beach!

3.0 star property
Lakeside Escape Steps to Lake Michigan Beach!
Bright Home Near Pine Lake w/ Deck & Yard
Interior

Bright Home Near Pine Lake w/ Deck & Yard

3.0 star property
Bright Home Near Pine Lake w/ Deck & Yard
Renovated, Spacious Retreat in Union Pier!
Interior

Renovated, Spacious Retreat in Union Pier!

3.0 star property
Renovated, Spacious Retreat in Union Pier!
Spacious Getaway w/ Heated Private Pool!
Interior

Spacious Getaway w/ Heated Private Pool!

3.0 star property
Spacious Getaway w/ Heated Private Pool!
Lake Michigan Beach Cottages
View from property

Lake Michigan Beach Cottages

4.0 star property
Lake Michigan Beach Cottages
Upscale Family Retreat w/ Fire Pit, Walk to Beach!
Front of property

Upscale Family Retreat w/ Fire Pit, Walk to Beach!

3.0 star property
Upscale Family Retreat w/ Fire Pit, Walk to Beach!
5 Mi to Warren Dunes - Secluded Sawyer Home!
Interior

5 Mi to Warren Dunes - Secluded Sawyer Home!

3.0 star property
5 Mi to Warren Dunes - Secluded Sawyer Home!
8-acre Bridgman Oasis: Pool, Hot Tub & Game Room
Interior

8-acre Bridgman Oasis: Pool, Hot Tub & Game Room

3.0 star property
8-acre Bridgman Oasis: Pool, Hot Tub & Game Room
Luxury Family Home w/ Deck, Swim Spa & Grill!
Interior

Luxury Family Home w/ Deck, Swim Spa & Grill!

3.0 star property
Luxury Family Home w/ Deck, Swim Spa & Grill!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Lakeside Hotel Reviews

Holiday Inn Express & Suites Michigan City by IHG

Holiday Inn Express & Suites Michigan City by IHG

10/10 Excellent
"Great option for convenience and modern amenities."
John 2-night trip
Posted 2 days ago
Holiday Inn Express & Suites Michigan City by IHG

Find out more about Lakeside

Find out more about Lakeside

Lakeside Cottages information

Number of reviews
3
Accommodation
34 Cottages
Lowest Price
Highest Price

Frequently asked questions

How much do cottages in Lakeside cost?
Expect to pay between and per night for cottages in Lakeside. Whatever your budget, a wonderful stay is just a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Lakeside?
Lakeside has multiple cottages with a total average guest review rating of 6.7. Fire Fly Resort is a good option if you like natural surroundings and an easygoing pace. Travelers staying at this 3.5-star stay will have access to a garden and a barbecue grill. Union Pier - Grace 3 Bedroom Cottage is another popular choice. This 3-star cottage has a fireplace and a garden.
How many cottages are there in Lakeside?
Get in touch with nature in one of the 34 cottages on offer in Lakeside. To help you reserve your ideal stay, use our filter tool to search for perks or amenities you need.

Explore a world of travel with Expedia

Explore a world of travel with Expedia