Search Cottages in Southwest Michigan

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • 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

Our top choices for Southwest Michigan cottages

Cassopolis Cabin, Little Fish Lake On-site!

Cassopolis Cabin, Little Fish Lake On-site!
3.0 star property
Cassopolis
The price is HK$1,142
HK$1,942 total
includes taxes & fees
29 Dec - 30 Dec
Cassopolis Cabin, Little Fish Lake On-site!

Hot Tub, Couples Hideaway, Private, Coziness, Country, Birds, Wildlife, Quiet

Hot Tub, Couples Hideaway, Private, Coziness, Country, Birds, Wildlife, Quiet
Vandalia
10.0 out of 10, Exceptional, (67)
"We loved it, in town for our sons wedding & coincidentally they stayed at “The Grain Binn”which was a dream as well, ours was so cozy and quaint clean and accommodating, it had all the creature comforts and so much more, we will definitely be back & tell our friends all about the beauty & charm of your cottages"
United States
Victoria Z.
The price is HK$1,050
HK$1,774 total
includes taxes & fees
8 Jan - 9 Jan 2026
Hot Tub, Couples Hideaway, Private, Coziness, Country, Birds, Wildlife, Quiet

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

Perfect getaway! Modern, rustic cottage on the St. Joseph River.
St. Joseph
9.6 out of 10, Exceptional, (9)
"Perfectly located, felt secluded but was close enough to everything we needed. Quiet. Bonfire was great addition.Fishing was good, hard to put the boat in, but we handled it! Would stay again."
United States
Susan C.
The price is HK$1,224
HK$2,380 total
includes taxes & fees
28 Dec - 29 Dec
Perfect getaway! Modern, rustic cottage on the St. Joseph River.

Beach Bliss, Pet Friendly Retreat, With Hot Tub Near Lake MI

Beach Bliss, Pet Friendly Retreat, With Hot Tub Near Lake MI
Benton Harbor
10.0 out of 10, Exceptional, (38)
"Cute Little Stay close to the beach "
United States
Danielle B.
The price is HK$853
HK$1,456 total
includes taxes & fees
4 Jan - 5 Jan 2026
Beach Bliss, Pet Friendly Retreat, With Hot Tub Near Lake MI

2 bedroom cottage in coloma

2 bedroom cottage in coloma
Coloma
10.0 out of 10, Exceptional, (1)
"We loved "The Gray". Very clean and comfortable. Good location. Great outdoor sitting areas. Thank you!"
United States
Diane G.
The price is HK$881
HK$2,372 total
includes taxes & fees
4 Jan - 5 Jan 2026
2 bedroom cottage in coloma

Cozy little lake cottage on Buck Lake!

Cozy little lake cottage on Buck Lake!
Vandalia
10.0 out of 10, Exceptional, (13)
"Very peaceful and quiet location. Enjoyed nearby park for hiking. Beautiful view of lake from porch. "
United States
sharon k.
The price is HK$1,399
HK$2,106 total
includes taxes & fees
8 Jan - 9 Jan 2026
Cozy little lake cottage on Buck Lake!

Be home away from home @ Charming Chestnut Cottage

Be home away from home @ Charming Chestnut Cottage
Dowagiac
7.8 out of 10, Good, (7)
"The host was very responsive and understanding. This place was beautiful and very convenient for us."
United States
Alpine T.
The price is HK$808
HK$1,630 total
includes taxes & fees
25 Jan - 26 Jan 2026
Be home away from home @ Charming Chestnut Cottage

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

Crestview Cottage - Hot Tub - 3 Bedroom 2 Bath - 3 Minutes to Beach
Sawyer
9.8 out of 10, Exceptional, (8)
"Stayed here for a night with my husband and parents. Super clean and cozy place. The hottub was an added bonus!"
United States
Julie J.
The price is HK$3,225
HK$4,546 total
includes taxes & fees
30 Dec - 31 Dec
Crestview Cottage - Hot Tub - 3 Bedroom 2 Bath - 3 Minutes to Beach

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, (22)
"Very clean and comfortable. A very nice place."
United States
Judi S.
The price is HK$3,761
HK$4,282 total
includes taxes & fees
6 Jan - 7 Jan 2026
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!

Pet-friendly Cassoplis Cabin, Close to Parks!

Pet-friendly Cassoplis Cabin, Close to Parks!
3.0 star property
Cassopolis
The price is HK$1,251
HK$2,208 total
includes taxes & fees
1 Jan - 2 Jan 2026
Pet-friendly Cassoplis Cabin, Close to Parks!

Cozy Cassopolis Cabin, Near Parks & Golfing!

Cozy Cassopolis Cabin, Near Parks & Golfing!
3.0 star property
Cassopolis
The price is HK$1,251
HK$2,208 total
includes taxes & fees
28 Dec - 29 Dec
Cozy Cassopolis Cabin, Near Parks & Golfing!

The Wellington Cottage

The Wellington Cottage
3.0 star property
Middlebury
10.0 out of 10, Exceptional, (6)
"It had everything we needed was off the beaten path, we swam in the water and used the paddle boat, nice and relaxing"
United States
Susan
The Wellington Cottage

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
2.0 star property
Middlebury
10.0 out of 10, Exceptional, (42)
"Very nice place a little into the countryside. Will definitely stay again next time I’m in the area."
United States
Brad
The price is HK$894
HK$1,123 total
includes taxes & fees
19 Jan - 20 Jan 2026
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

Lux Historic Schoolhouse with Hot Tub.

Lux Historic Schoolhouse with Hot Tub.
Grand Junction
10.0 out of 10, Exceptional, (8)
"What a great place to stay and make memories. Everything we needed was there for us. "
United States
Nancy G.
The price is HK$1,314
HK$2,917 total
includes taxes & fees
19 Jan - 20 Jan 2026
Lux Historic Schoolhouse with Hot Tub.

Treehouse Bungalow- Quaint and Cozy Getaway!

Treehouse Bungalow- Quaint and Cozy Getaway!
Michigan City
8.6 out of 10, Excellent, (55)
"Great property and everything was as described. Easy check in process! Would only add to get some newer pillows as they are all extremely flat for the beds. "
United States
Mehnaz S.
The price is HK$972
HK$3,187 total
includes taxes & fees
1 Jan - 2 Jan 2026
Treehouse Bungalow- Quaint and Cozy Getaway!

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, (49)
"Perfect size for a family or friends. Great location "
United States
Michaela R.
The price is HK$1,224
HK$3,059 total
includes taxes & fees
1 Jan - 2 Jan 2026
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk

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, (16)
"Beautiful and feels like home! Great location too! "
United States
Michelle T.
The price is HK$909
HK$2,394 total
includes taxes & fees
1 Jan - 2 Jan 2026
Brand New Cottage Walkable to All Downtown Michigan City & Beach!

Hot Tub! Fire Pit! Gas Fire Table! Game Garage!

Hot Tub! Fire Pit! Gas Fire Table! Game Garage!
South Bend
9.8 out of 10, Exceptional, (6)
"Very spacious house and well kept"
United States
Gabino B.
The price is HK$941
HK$3,942 total
includes taxes & fees
28 Dec - 29 Dec
Hot Tub! Fire Pit! Gas Fire Table! Game Garage!

Charming LaGrange 3-bedroom cottage less than 10 minutes from Shipshewana, IN!

Charming LaGrange 3-bedroom cottage less than 10 minutes from Shipshewana, IN!
LaGrange
10.0 out of 10, Exceptional, (2)
"Enjoyed staying here great location, very clean and was exactly as advertised. "
United States
Levi S.
The price is HK$1,944
HK$3,783 total
includes taxes & fees
31 Dec - 1 Jan 2026
Charming LaGrange 3-bedroom cottage less than 10 minutes from Shipshewana, IN!

Arrowhead Riverfront- 30 Min to ND Stadium

Arrowhead Riverfront- 30 Min to ND Stadium
Bristol
9.8 out of 10, Exceptional, (17)
"This is a great place to stay with a larger group, it was clean and comfortable. There was plenty of space for three generations of family. We shared meals around the huge dinning table, visited with friends and family and played a few games. We would definitely stay again in the future."
United States
betsy s.
The price is HK$2,126
HK$4,254 total
includes taxes & fees
28 Dec - 29 Dec
Arrowhead Riverfront- 30 Min to ND Stadium
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 Southwest Michigan Hotel Reviews

Find out more about Southwest Michigan

Southwest Michigan Cottages information

Number of reviews
361
Accommodation
228 Cottages
Lowest Price
HK$1,123
Highest Price
HK$4,546

Frequently asked questions

How much do cottages in Southwest Michigan cost?
You'll pay between HK$1,123 and HK$4,546 per night for cottages in Southwest Michigan. No matter your budget, a terrific stay is only a click 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.
How many cottages are there in Southwest Michigan?
Select from 228 cottages in Southwest Michigan. Whether you're travelling with the entire family, as a twosome or with a group of best friends, Expedia will help you find your perfect fit.
Why book your cottage in Southwest Michigan with Expedia?
Booking a cottage in Southwest Michigan is as simple as entering your travel dates and picking your ideal place for a getaway in nature. From luxurious retreats to budget-friendly properties and cottages that come with perks like a pool, Expedia has something for all tastes. As for the best offers around? We've got you covered!
How can I find cheap cottages in Southwest Michigan?
Expedia is here to help you locate cheap cottages in Southwest Michigan. To find the perfect stay in just a few clicks, try out the filter tool to tailor your search results by star rating, amenities and budget.
What is there to do in Southwest Michigan near my cottage?
Whatever your interests, there are many things to see and do in Southwest Michigan. If you're visiting Grand Rapids, check out Voigt House Victorian Museum, Meyer May House and Fish Ladder Park. Packing your bags for Kalamazoo? Kalamazoo State Theatre, Kalamazoo Valley Museum and Kalamazoo Institute of Arts are top attractions in this city.

Explore a world of travel with Expedia