A calm river with a bridge, surrounded by autumn-colored trees and a dock with boats.

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Lakeside cottages

House (4 Bedrooms) | Interior

1. Stroll to Shore! Michigan City Family Getaway

Stroll to Shore! Michigan City Family Getaway
3.0 star property
Michigan City
The price is AED 2,351
AED 3,891 total
includes taxes & fees
12 Aug - 13 Aug
Stroll to Shore! Michigan City Family Getaway
Property grounds

2. Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!

Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
Three Oaks
9.4 out of 10, Exceptional, (73 reviews)
"Very cute place close to the acorn. We will book again! Thanks for hosting us!"
United States
Cassie R.
The price is AED 716
AED 1,028 total
includes taxes & fees
10 Aug - 11 Aug
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
Outdoor dining

3. 5 min to Warren Dunes! Private Wooded Retreat w/ Sunroom, Firepit & Fireplace

5 min to Warren Dunes! Private Wooded Retreat w/ Sunroom, Firepit & Fireplace
Shorewood-Tower Hills-Harbert
10.0 out of 10, Exceptional, (2 reviews)
"Allison was an outstanding host from start to finish. Before we arrived during a heat wave, she proactively reached out to get our arrival time and adjusted the A/C to ensure we were comfortable. We were welcomed with a bottle of local wine, and the house was exactly as described—clean, well-organized, and stocked with helpful instructions throughout.When a severe storm caused a temporary power outage, Allison kept us informed and checked in on us. Checkout was easy, and she even helped us...
United States
Colleen T.
The price is AED 1,018
AED 1,880 total
includes taxes & fees
16 Aug - 17 Aug
5 min to Warren Dunes! Private Wooded Retreat w/ Sunroom, Firepit & Fireplace
Exterior

4. 3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach

3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
Downtown New Buffalo
10.0 out of 10, Exceptional, (14 reviews)
"We had a wonderful stay at the Little Fox Lake Cottage. The location is incredibly convenient—close to everything you need while still feeling like a relaxing getaway. The hosts were fantastic: friendly, responsive, and very easy to communicate with from start to finish.The cottage itself was exactly what we were hoping for—clean, comfortable, and well cared for. It made for the perfect spot to unwind and enjoy some time away. We would definitely stay here again!"
United States
Kara O.
The price is AED 1,212
AED 2,236 total
includes taxes & fees
2 Sep - 3 Sep
3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
Exterior

5. Charming Cottage w/ HOT TUB - 5 Min from LAKE MICHIGAN!

Charming Cottage w/ HOT TUB - 5 Min from LAKE MICHIGAN!
Bridgman
9.8 out of 10, Exceptional, (8 reviews)
"Charming, clean and well appointed spot, great for our getaway! "
United States
Jenelle O.
The price is AED 1,102
AED 1,466 total
includes taxes & fees
23 Aug - 24 Aug
Charming Cottage w/ HOT TUB - 5 Min from LAKE MICHIGAN!
Property grounds

6. Treehouse Bungalow- Quaint and Cozy Getaway!

Treehouse Bungalow- Quaint and Cozy Getaway!
Michigan City
8.8 out of 10, Excellent, (57 reviews)
"Very cute and comfortable. "
United States
Jacqueline C.
The price is AED 584
AED 1,666 total
includes taxes & fees
1 Sep - 2 Sep
Treehouse Bungalow- Quaint and Cozy Getaway!
Terrace/patio

7. Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!

Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
New Buffalo
10.0 out of 10, Exceptional, (26 reviews)
"Perfect stay! The house was spotless, stylish, and located perfectly. Tori was incredibly responsive. Highly recommended"
United States
kimberly b.
The price is AED 2,321
AED 2,652 total
includes taxes & fees
1 Sep - 2 Sep
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
Terrace/patio

8. Private Beach Steps to the Lake.

Private Beach Steps to the Lake.
Union Pier
10.0 out of 10, Exceptional, (96 reviews)
"Great stay for a week by the beach with family! Perfect location to walk right down to the beach each day. Excited to come back one day!"
United States
Jalen W.
The price is AED 3,122
AED 5,161 total
includes taxes & fees
29 Aug - 30 Aug
Private Beach Steps to the Lake.
Exterior

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

Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Michigan City
9.6 out of 10, Exceptional, (53 reviews)
"Great space, fun neighborhood, and perfect location."
United States
Eric B.
The price is AED 1,102
AED 2,114 total
includes taxes & fees
2 Sep - 3 Sep
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Smart TV

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

Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Michigan City
9.8 out of 10, Exceptional, (21 reviews)
"Great house, great location! "
United States
Alexis L.
The price is AED 1,098
AED 1,995 total
includes taxes & fees
28 Aug - 29 Aug
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
House (3 Bedrooms) | Front of property

11. 2 Mi to Beach! Michigan City Hot Tub Haven

2 Mi to Beach! Michigan City Hot Tub Haven
3.0 star property
Michigan City
The price is AED 841
AED 1,949 total
includes taxes & fees
23 Aug - 24 Aug
2 Mi to Beach! Michigan City Hot Tub Haven
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

Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

8/10 Good
"We enjoyed staying here. It is extremely dated and not so nice BUT the rooms are big so that’s nice. The front desk person was LESS than helpful, borderline rude and there is no one there at checkout either. The location to New Buffalo Beach is definitely the biggest plus here."
Brittany 1-night trip
Posted 5 hours ago
Baymont by Wyndham New Buffalo

Frequently asked questions

How much do cottages in Lakeside cost?
Expect to pay between AED 1,028 and AED 5,161 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 9.7. 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 169 cottages on offer in Lakeside. To help you reserve your ideal stay, use our filter tool to search for perks or amenities you need.
Why book your cottage in Lakeside with Expedia?
Expedia has some wonderful cottages in Lakeside, so start planning for a memorable vacation on nature's doorstep. If you have a fixed budget, click on how much you're willing to spend and the star rating of your property. Or, make the most of our filters to search for cottages with a hot tub or a kitchen. We'll help you find the perfect place whatever your bank balance or plans.
How can I find cheap cottages in Lakeside?
A great way to spot cheap cottages in Lakeside is with Expedia's convenient filter tool. Narrow your search by star rating, budget and amenities to take advantage of unbeatable deals with only a few clicks.