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
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Lakeside cottages

Property grounds

1. 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, (79 reviews)
"Great to walk to town. Nice area to road bike etc."
United States
jeffrey
The price is €242
includes taxes & fees
23 Sept - 24 Sept
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
Outdoor dining

2. 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, (5 reviews)
The price is €384
includes taxes & fees
3 Sept - 4 Sept
5 min to Warren Dunes! Private Wooded Retreat w/ Sunroom, Firepit & Fireplace
Exterior

3. 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, (15 reviews)
"Loved staying in this cottage. Super close to everything, clean and overall in a great location. Hosts were very helpful and easy to communicate with. Highly recommend! Will look to stay here again for sure. "
United States
Miranda S.
The price is €418
includes taxes & fees
15 Sept - 16 Sept
3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
Property grounds

4. Treehouse Bungalow- Quaint and Cozy Getaway!

Treehouse Bungalow- Quaint and Cozy Getaway!
Michigan City
8.6 out of 10, Excellent, (59 reviews)
"Very cute and comfortable. "
United States
Jacqueline C.
The price is €367
includes taxes & fees
7 Sept - 8 Sept
Treehouse Bungalow- Quaint and Cozy Getaway!
Terrace/patio

5. Private Beach Steps to the Lake.

Private Beach Steps to the Lake.
Union Pier
10.0 out of 10, Exceptional, (97 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 €1,053
includes taxes & fees
14 Sept - 15 Sept
Private Beach Steps to the Lake.
Terrace/patio

6. 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 €579
includes taxes & fees
3 Sept - 4 Sept
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
Exterior

7. 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, (55 reviews)
"Great space, fun neighborhood, and perfect location."
United States
Eric B.
The price is €464
includes taxes & fees
16 Sept - 17 Sept
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Exterior

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

Perfect getaway! Modern, rustic cottage on the St. Joseph River.
St. Joseph
9.8 out of 10, Exceptional, (13 reviews)
"Julie was very responsive via messages as my parents were staying here and I was the main contact. They enjoyed their stay very much! "
United States
Raymie G.
The price is €267
includes taxes & fees
3 Sept - 4 Sept
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

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

10/10 Excellent
"very clean room and great staff"
Stephanie 2-night trip
Posted 1 hour ago
Four Winds Casino Resort – New Buffalo

Find out more about Lakeside

Lakeside Cottages information

Number of reviews
349
Accommodation
163 Cottages
Lowest Price
€242
Highest Price
€1,053

Frequently asked questions

How much do cottages in Lakeside cost?
Expect to pay between €242 and €1,053 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. 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 163 cottages on offer in Lakeside. To help you reserve your ideal stay, use our filter tool to search for perks or amenities you need.
Are there any family-friendly cottages in Lakeside?
Holidaying with your group in Lakeside is a cinch at Fire Fly Resort. With amenities like WiFi and a picnic area, you'll have all the comforts of home at this 3.5-star cottage. Union Pier - Grace 3 Bedroom Cottage is another family-friendly option where you and the rest of your squad can escape the hectic pace of the big city. This cottage has a 3-star rating and conveniences including clothes washing facilities and an oven. Lakeside has plenty of family-friendly attractions to visit that'll entertain the kids. New Buffalo Public Beach and Townline Beach promise a fun day out for travellers both young and old.
Why book your cottage in Lakeside with Expedia?
Expedia has some wonderful cottages in Lakeside, so start planning for a memorable holiday 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.
What is there to do in Lakeside near my cottage?
The most practical travel accessory is a well-planned itinerary. Burnison Galleries is a good place to start your adventures in Lakeside.