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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Cottages in Lakeside and around

The Hideaway House - Private, Peaceful, Cozy
Exterior

The Hideaway House - Private, Peaceful, Cozy

10.0 out of 10, Exceptional, (9)
"Communication with management made our minds at ease when booking our stay. House was very clean, peaceful settings. The Beach was absolutely beautiful. Our family with definitely stay again. "
The Hideaway House - Private, Peaceful, Cozy
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Fridge, microwave, oven, stovetop

Brand New Cottage Walkable to All Downtown Michigan City & Beach!

9.4 out of 10, Exceptional, (6)
"We really enjoyed our stay. The home was very comfortable and close to downtown. We were minutes away from the mall, casino and breweries. The owner was very responsive to all our needs. We would definitely stay here again. "
The price is €318
includes taxes & fees
18 Aug - 19 Aug
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Blue Haven Cottage - New Buffalo Beach, near Wineries & Breweries
Exterior

Blue Haven Cottage - New Buffalo Beach, near Wineries & Breweries

10.0 out of 10, Exceptional, (28)
"Wonderful cottage, perfect for our friends weekend. Great hospitality. "
Blue Haven Cottage - New Buffalo Beach, near Wineries & Breweries
Grand Beach Getaway – Hot Tub, Fire Pit & walk to the Lake | Weekend Restoration
Outdoor dining

Grand Beach Getaway – Hot Tub, Fire Pit & walk to the Lake | Weekend Restoration

9.6 out of 10, Exceptional, (93)
"The house is bright and sunny, warm and inviting. Even after it snowed and was cold outside. We enjoyed all the sunlight. The thoughtful details and amenities for everything we needed. We’re looking forward to coming again in the summer. "
Grand Beach Getaway – Hot Tub, Fire Pit & walk to the Lake | Weekend Restoration
Treehouse Bungalow- Quaint and Cozy Getaway!
Property grounds

Treehouse Bungalow- Quaint and Cozy Getaway!

8.8 out of 10, Excellent, (51)
"Unsafe parking, uncomfortable couch and beds. We didn’t stay the night due to the poor conditions."
The price is €386
includes taxes & fees
17 Aug - 18 Aug
Treehouse Bungalow- Quaint and Cozy Getaway!
Surf Cottage - Hot Tub - 3 bedroom 2.5 bath in Harbert - near Warren Dunes Beach
Fridge, microwave, oven, stovetop

Surf Cottage - Hot Tub - 3 bedroom 2.5 bath in Harbert - near Warren Dunes Beach

9.8 out of 10, Exceptional, (7)
"Had a great stay at the property the house was very clean and appears as listed. The owners were vey nice and responsive to any outreach we made."
Surf Cottage - Hot Tub - 3 bedroom 2.5 bath in Harbert - near Warren Dunes Beach
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Exterior

Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk

9.6 out of 10, Exceptional, (43)
"House was immaculately clean, well appointed & extremely comfortable. By far, our best rental at Beachwalk Resort!"
The price is €494
includes taxes & fees
14 Sept - 15 Sept
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
Property grounds

Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5

9.8 out of 10, Exceptional, (190)
"This was a great little get away for our 21st Anniversary. Very clean and neat. Everything we needed!"
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
Crestview Cottage - Hot Tub - 3 Bedroom 2 Bath - 3 Minutes to Beach
Interior

Crestview Cottage - Hot Tub - 3 Bedroom 2 Bath - 3 Minutes to Beach

10.0 out of 10, Exceptional, (5)
"Fabulous! Beautiful home and great location!We will stay again "
Crestview Cottage - Hot Tub - 3 Bedroom 2 Bath - 3 Minutes to Beach
UNION PIER HOME WITH PRIVATE HEATED POOL!
A heated pool

UNION PIER HOME WITH PRIVATE HEATED POOL!

9.0 out of 10, Wonderful, (16)
"Clean, convienent to New Buffalo and Indian Oaks. Great location and nice property"
UNION PIER HOME WITH PRIVATE HEATED POOL!
Private Beach Steps to the Beach.
Terrace/patio

Private Beach Steps to the Beach.

10.0 out of 10, Exceptional, (91)
"Such a cute house and John was a great host!"
The price is €966
includes taxes & fees
31 Aug - 1 Sept
Private Beach Steps to the Beach.
Cozy Michigan City Cottage #1
Exterior

Cozy Michigan City Cottage #1

9.2 out of 10, Wonderful, (29)
"We really enjoyed our stay. The cottage is very nice, very clean, recently upgraded. Susan and Tom were very responsive and provided helpful information We are planning to come back"
Cozy Michigan City Cottage #1
Charming cottage with fast WiFi, fire pit, above-ground pool, & huge sunroom
Exterior

Charming cottage with fast WiFi, fire pit, above-ground pool, & huge sunroom

8.6 out of 10, Excellent, (18)
"The house is clean, comfortable and relaxing. The pool was clean and so very lovely in the last days of summer."
Charming cottage with fast WiFi, fire pit, above-ground pool, & huge sunroom
Beautiful Private Cottage, Sleeps 6, Walk to Beach
Exterior

Beautiful Private Cottage, Sleeps 6, Walk to Beach

10.0 out of 10, Exceptional, (22)
"The house had everything we needed and is in a great location for the beach, shops, and other activities! The yard is beautiful and our teenagers spent a lot of time out there in the evenings. We would definitely stay again. "
Beautiful Private Cottage, Sleeps 6, Walk to Beach
2-3 nt min Steps to McKinley Beach walk to all in Union Pier Fire Pit
Exterior

2-3 nt min Steps to McKinley Beach walk to all in Union Pier Fire Pit

10.0 out of 10, Exceptional, (4)
"Loved the house and location, perfect place for our family. "
2-3 nt min Steps to McKinley Beach walk to all in Union Pier Fire Pit
Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach
Exterior

Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach

10.0 out of 10, Exceptional, (41)
"Adorable cottage and perfect for a girls weekend. Comfortable furnishings and really well kept! Would love to book again!"
Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach
Quiet remodeled cottage near downtown Sawyer - private deck, gas grill, firepit
Exterior

Quiet remodeled cottage near downtown Sawyer - private deck, gas grill, firepit

9.8 out of 10, Exceptional, (8)
"We enjoyed our time with family at the tower hill cottage: quick walk to the beach, room for game playing. We loved the back yard!"
Quiet remodeled cottage near downtown Sawyer - private deck, gas grill, firepit
Cottage w/Firepit & Fireplace. Walk to Beach | Hidden Gem in Union Pier
Outdoor dining

Cottage w/Firepit & Fireplace. Walk to Beach | Hidden Gem in Union Pier

9.8 out of 10, Exceptional, (36)
"Perfect location for a guys weekend. Golf, Micro Breweries, bourbon, bonfires and NCAA football. Will stay here again. "
Cottage w/Firepit & Fireplace. Walk to Beach | Hidden Gem in Union Pier
Stunning designer cottage just 2 blks to private beach.! Sleeps 8.
Terrace/patio

Stunning designer cottage just 2 blks to private beach.! Sleeps 8.

10.0 out of 10, Exceptional, (181)
"We have been coming here for years. It’s a beautiful place for R And R with the ladies. "
Stunning designer cottage just 2 blks to private beach.! Sleeps 8.
Perfect getaway! Modern, rustic cottage on the St. Joseph River.
Exterior

Perfect getaway! Modern, rustic cottage on the St. Joseph River.

9.8 out of 10, Exceptional, (7)
"We loved our stay! The cottage is very nice and cozy and had everything we needed. The riverfront property really is a gem, and the kayaks and bicycles were very nice perks. It was so quiet and relaxing that we're already talking about returning for another visit! We've also been recommending it to our friends."
Perfect getaway! Modern, rustic cottage on the St. Joseph River.
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

Tru by Hilton Saint Joseph

Tru by Hilton Saint Joseph

10/10 Excellent
"Mom and I had a great time in the area and rested well at this hotel. "
Raquel 1-night trip
Posted 2 days ago
Tru by Hilton Saint Joseph

Frequently asked questions

How much do cottages in Lakeside cost?
Expect to pay between €318 and €966 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 9.6. Fire Fly Resort is a good option if you like natural surroundings and an easygoing pace. Travellers 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 178 cottages on offer in Lakeside. To help you reserve your ideal stay, use our filter tool to search for perks or amenities you need.