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Aug 29 - Aug 31
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Cottages in Lakeside

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!
Cozy Indiana Getaway Near Washington Park Zoo!
House (2 Bedrooms) | 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!
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
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!
3 Mi to Lake Michigan Access: Sawyer Home w/ Patio
House (3 Bedrooms) | 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!
Spacious House on Half Acre < 3 Mi to Beach!
House (4 Bedrooms) | Interior

Spacious House on Half Acre < 3 Mi to Beach!

3.0 star property
Spacious House on Half Acre < 3 Mi to Beach!
Benton Harbor 'gracie Cottage' w/ Hot Tub + Yard!
House (2 Bedrooms) | Interior

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

3.0 star property
Benton Harbor 'gracie Cottage' w/ Hot Tub + Yard!
Home on Legacy Hills Golf Course w/ Patio!
House (3 Bedrooms) | Interior

Home on Legacy Hills Golf Course w/ Patio!

3.0 star property
Home on Legacy Hills Golf Course w/ Patio!
Three Oaks Home w/ Guest House - 8 Mi to Beach!
House (3 Bedrooms) | 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!
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
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!
Lake Michigan Hideaway: Pool, Steps to Beach!
Interior

Lake Michigan Hideaway: Pool, Steps to Beach!

3.0 star property
Lake Michigan Hideaway: Pool, Steps to Beach!
Upscale Family Retreat w/ Fire Pit, Walk to Beach!
Cottage (4 Bedrooms) | 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!
Lakeside Escape Steps to Lake Michigan Beach!
House (4 Bedrooms) | Front of property

Lakeside Escape Steps to Lake Michigan Beach!

3.0 star property
Lakeside Escape Steps to Lake Michigan Beach!
8-acre Bridgman Oasis: Pool, Hot Tub & Game Room
Exterior

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

3.0 star property
8-acre Bridgman Oasis: Pool, Hot Tub & Game Room
Huge Family Home w/ Pool - 13 Mi to Lake Michigan!
House (Multiple Bedrooms) | 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!
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!
Bright & Airy Home: Chef's Kitchen & Pro Decor!
Cottage (5 Bedrooms) | Interior

Bright & Airy Home: Chef's Kitchen & Pro Decor!

3.0 star property
Bright & Airy Home: Chef's Kitchen & Pro Decor!
6-acre Family-friendly Getaway in Niles!
House (3 Bedrooms) | Interior

6-acre Family-friendly Getaway in Niles!

2.0 star property
6-acre Family-friendly Getaway in Niles!
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.
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Top Lakeside Hotel Reviews

Comfort Suites Stevensville - St. Joseph

Comfort Suites Stevensville - St. Joseph

10/10 Excellent
"Very clean with a wonderful breakfast buffet! "
Airika 1-night trip
Posted 1 day ago
Comfort Suites Stevensville - St. Joseph

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 5.0. 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.