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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Cottages in Lakeside

Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!

10.0 out of 10, Exceptional, (50)
"The location is great and right near New Buffalo. The beds were comfortable and the place was nice and had what we needed."
Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!

Your Home away from Home

10.0 out of 10, Exceptional, (162)
"Such a cute property with so many amenities for our group. We took a quick girls trip with my daughters and some friends, and it was a perfect place for this!"
Your Home away from Home

Treehouse Bungalow- Quaint and Cozy Getaway!

8.6 out of 10, Excellent, (54)
"Very nice, comfortable stay"
The price is SAR 469
SAR 1,538 total
includes taxes & fees
6 Oct - 7 Oct
Treehouse Bungalow- Quaint and Cozy Getaway!

Beachglass Cottage - Family Friendly Kids and Pets

10.0 out of 10, Exceptional, (6)
"We loved our stay at the Beachglass Cottage! The host was very accommodating and made sure we had everything we needed. The golf cart is a wonderful addition to the rental and was perfect for exploring the Grand Beach neighborhood/beaches. Would highly recommend the Beachglass Cottage to Chicago residents looking for a quick beach getaway!"
Beachglass Cottage - Family Friendly Kids and Pets

75 Paces to Beach Stairs! Walk to Whistle Stop Deli/Bakery and Roadhouse Diner

10.0 out of 10, Exceptional, (182)
"We had an amazing time at this quaint and cozy cottage! It was so close to the beach and allowed our family to soak up as much time by the water as possible! We loved the close proximity to Whistle Stop and the New Buffalo classics. We hope to come back soon! "
75 Paces to Beach Stairs! Walk to Whistle Stop Deli/Bakery and Roadhouse Diner

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

10.0 out of 10, Exceptional, (44)
"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

(2026 Open!) UNION PIER HOME WITH PRIVATE HEATED POOL!

9.2 out of 10, Wonderful, (17)
"My friends and I stayed here for a hot weekend. We loved the location, the cleanliness and the pool. The kitchen was well stocked with cooking utensils and serving platters. We emailed about the back screen door losing its screening and they got right back to us and offered to come out and fix it but we told them to do it after we left so I think they are on the maintenance. "
(2026 Open!) UNION PIER HOME WITH PRIVATE HEATED POOL!

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

9.6 out of 10, Exceptional, (8)
"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."
The price is SAR 435
SAR 970 total
includes taxes & fees
6 Oct - 7 Oct
Perfect getaway! Modern, rustic cottage on the St. Joseph River.

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

10.0 out of 10, Exceptional, (17)
"This was the perfect quick getaway! Loved it all -- the covered patio, wildlife, hot tub, comfortable sleeping, decor and design. Will be back!"
The price is SAR 1,650
SAR 1,886 total
includes taxes & fees
26 Oct - 27 Oct
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!

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

9.8 out of 10, Exceptional, (8)
"So clean and cozy!! Loved every minute of our stay!! Thank you!! "
The price is SAR 731
SAR 1,274 total
includes taxes & fees
5 Oct - 6 Oct
Surf Cottage - Hot Tub - 3 bedroom 2.5 bath in Harbert - near Warren Dunes Beach

Enchanting dog-friendly home w/ grill, firepit, full kitchen, & washer/dryer

8.2 out of 10, Very Good, (20)
"Perfect little place for our quick trip. Loved the beach access close by. Neighborhood is nice and quiet."
Enchanting dog-friendly home w/ grill, firepit, full kitchen, & washer/dryer

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

9.6 out of 10, Exceptional, (47)
"The house was great and had everything you would need. The community was amazing, so much for the kids to do. "
The price is SAR 672
SAR 1,580 total
includes taxes & fees
9 Oct - 10 Oct
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk

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 "
The price is SAR 784
SAR 1,266 total
includes taxes & fees
19 Oct - 20 Oct
Crestview Cottage - Hot Tub - 3 Bedroom 2 Bath - 3 Minutes to Beach

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

10.0 out of 10, Exceptional, (34)
"Beautiful, comfortable home with nice touches and amenities. Great location. "
Blue Haven Cottage - New Buffalo Beach, near Wineries & Breweries

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

9.8 out of 10, Exceptional, (192)
"Very nice place. Highly recommend! "
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5

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

9.6 out of 10, Exceptional, (4)
"Great stay near the beach and hiking, lots of good restaurants nearby, and the hot tub was just what we needed after some long outings"
The price is SAR 675
SAR 986 total
includes taxes & fees
13 Oct - 14 Oct
Charming Cottage w/ HOT TUB - 5 Min from LAKE MICHIGAN!

Private Beach Access! Harbor Country Perfection!

10.0 out of 10, Exceptional, (14)
"We had a wonderful time!"
Private Beach Access! Harbor Country Perfection!

cottage surrounded by field and woods, walking distance to beach

2.0 star property
8.0 out of 10, Very Good, (1)
"It was very pretty, clean and relaxing! I would suggest having coffee available but other than that it was perfect! The host was very friendly "
cottage surrounded by field and woods, walking distance to beach

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

8.8 out of 10, Excellent, (19)
"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

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

9.6 out of 10, Exceptional, (12)
"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 SAR 394
SAR 1,100 total
includes taxes & fees
26 Oct - 27 Oct
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Lakeside Hotel Reviews

Frequently asked questions

How much do cottages in Lakeside cost?
Expect to pay between SAR 970 and SAR 1,886 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 9.5. 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.