A riverside walkway with a bridge, modern buildings, and string lights.

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Southwest Michigan cottages

A red building with a sign reading "Round Barn Brewery" and a smaller sign for "Public House."

1. Be home away from home @ Charming Chestnut Cottage

Be home away from home @ Charming Chestnut Cottage
Dowagiac
8.4 out of 10, Very good, (9 reviews)
"This was a very charming cottage with a lot of personality. "
United States
Angela S.
The price is CA $161
CA $314 total
includes taxes & fees
Oct 5 - Oct 6
Be home away from home @ Charming Chestnut Cottage
A small, dark wooden cabin with a porch and steps, surrounded by grass and trees.

2. 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 CA $221
CA $433 total
includes taxes & fees
Sep 14 - Sep 15
Perfect getaway! Modern, rustic cottage on the St. Joseph River.
A two-story house with a front porch, a yellow door, and a small garden area.

3. Vintage Romance Finds Cozy Charm at Depot Cottage

Vintage Romance Finds Cozy Charm at Depot Cottage
Dowagiac
9.2 out of 10, Wonderful, (17 reviews)
"We had a great stay! Host responded with any questions immediately. Enjoyed our weekend vacation and would definitely stay again! "
United States
Natasha H.
The price is CA $170
CA $365 total
includes taxes & fees
Oct 5 - Oct 6
Vintage Romance Finds Cozy Charm at Depot Cottage
A single-story house with a gabled roof and a small porch.

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

Beach Bliss, Pet Friendly Retreat, With Hot Tub Near Lake MI
Benton Harbor
9.8 out of 10, Exceptional, (65 reviews)
"Very nice getaway for couples!"
United States
Gjenti B.
The price is CA $185
CA $300 total
includes taxes & fees
Sep 13 - Sep 14
Beach Bliss, Pet Friendly Retreat, With Hot Tub Near Lake MI
A small, single-story building with a blue exterior and a yellow door, surrounded by trees and a fenced backyard.

5. Heron's Nest I Paw Paw Lake Cottages I Ontario #4

Heron's Nest I Paw Paw Lake Cottages I Ontario #4
Coloma
10.0 out of 10, Exceptional, (4 reviews)
"Clean rooms, beautiful scenery, adorable location! "
United States
Kristin E.
The price is CA $187
CA $429 total
includes taxes & fees
Sep 14 - Sep 15
Heron's Nest I Paw Paw Lake Cottages I Ontario #4
A single-story house with a front porch, a small attached garage, and a picnic table in the yard.

6. Cozy. Clean, Perfect for couples and small families.

Cozy. Clean, Perfect for couples and small families.
Coloma
9.8 out of 10, Exceptional, (83 reviews)
"Nice cottage, great host. Enjoyed the firepit and nice relaxing surroundings"
United States
Jack O.
The price is CA $205
CA $404 total
includes taxes & fees
Sep 13 - Sep 14
Cozy. Clean, Perfect for couples and small families.

7. Lakeside Quonset Hut, Cozy And Romantic

Lakeside Quonset Hut, Cozy And Romantic
Paw Paw
10.0 out of 10, Exceptional, (47 reviews)
"I’m a repeat visitor and am always impressed!"
United States
Shawn S.
The price is CA $228
CA $380 total
includes taxes & fees
Sep 9 - Sep 10
Lakeside Quonset Hut, Cozy And Romantic
A rustic cabin with a wooden staircase, surrounded by lush greenery and flowering bushes.

8. Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife

Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife
Vandalia
10.0 out of 10, Exceptional, (87 reviews)
"Such a great stay! We very much enjoyed the cabin and recommend for a relaxing, peaceful trip."
United States
Natalie C.
The price is CA $219
CA $359 total
includes taxes & fees
Sep 13 - Sep 14
Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife
A wooden deck with outdoor furniture, a railing, and a view of trees and a building.

9. Cassopolis Cabin, Little Fish Lake On-site!

Cassopolis Cabin, Little Fish Lake On-site!
3.0 star property
Cassopolis
The price is CA $262
CA $368 total
includes taxes & fees
Sep 9 - Sep 10
Cassopolis Cabin, Little Fish Lake On-site!
A gravel path leading to a small house with a white porch and a fenced yard.

10. 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, (80 reviews)
"Great to walk to town. Nice area to road bike etc."
United States
jeffrey
The price is CA $269
CA $383 total
includes taxes & fees
Sep 9 - Sep 10
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
A deck with wicker furniture, a red umbrella, and a view of a lake.

11. Lake Front home with with pontoon boat available for rent

Lake Front home with with pontoon boat available for rent
Marcellus
10.0 out of 10, Exceptional, (49 reviews)
"Perfect place to stay with dogs! Great set up! Being right on the lake made the views phenomenal during the day and night! Definitely recommend renting the pontoon to get the view of the whole lake! Definitely looking forward to our next visit at this awesome lake house!"
United States
Eric o.
The price is CA $264
CA $442 total
includes taxes & fees
Sep 9 - Sep 10
Lake Front home with with pontoon boat available for rent
A wooden staircase leading to a building with a green roof, surrounded by trees and greenery.

12. Cozy little lake cottage on Buck Lake!

Cozy little lake cottage on Buck Lake!
Vandalia
9.8 out of 10, Exceptional, (25 reviews)
"Charming cabin, quiet lake when we were there."
United States
Rebecca K.
The price is CA $249
CA $380 total
includes taxes & fees
Sep 9 - Sep 10
Cozy little lake cottage on Buck Lake!

13. 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, (16 reviews)
"We loved this property!"
United States
Robin L.
The price is CA $283
CA $633 total
includes taxes & fees
Sep 9 - Sep 10
3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
A wooden deck with a black sofa, a table with a plant, and a pergola with lights.

14. 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 CA $829
CA $948 total
includes taxes & fees
Sep 9 - Sep 10
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
A wooden deck with a bench and two chairs, overlooking a body of water and trees.

15. 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 CA $760
CA $1,514 total
includes taxes & fees
Oct 5 - Oct 6
Private Beach Steps to the Lake.
A wooden deck with outdoor furniture, a railing, and a view of trees and a building.

16. Pet-friendly Cassoplis Cabin, Close to Parks!

Pet-friendly Cassoplis Cabin, Close to Parks!
3.0 star property
Cassopolis
The price is CA $262
CA $395 total
includes taxes & fees
Sep 9 - Sep 10
Pet-friendly Cassoplis Cabin, Close to Parks!
A wooden deck with outdoor furniture, a railing, and a view of trees and a cloudy sky.

17. Cozy Cassopolis Cabin, Near Parks & Golfing!

Cozy Cassopolis Cabin, Near Parks & Golfing!
3.0 star property
Cassopolis
The price is CA $262
CA $395 total
includes taxes & fees
Sep 9 - Sep 10
Cozy Cassopolis Cabin, Near Parks & Golfing!
A two-story house with a porch, a chimney, and a mailbox.

18. 1 Mi to University of Notre Dame! Pets Welcome

1 Mi to University of Notre Dame! Pets Welcome
3.0 star property
Northeast South Bend
The price is CA $181
CA $791 total
includes taxes & fees
Sep 17 - Sep 18
1 Mi to University of Notre Dame! Pets Welcome
A single-story house with a garage, a dirt driveway, and a grassy hill in the background.

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

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Middlebury
10.0 out of 10, Exceptional, (68 reviews)
"Excellent place to stay, planning on staying again when we come to visit family. "
United States
Cara B.
The price is CA $200
CA $244 total
includes taxes & fees
Sep 9 - Sep 10
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
A narrow alleyway between buildings with a white exterior wall on the right and a building with a green exterior on the left. There are construction materials and debris on the ground.

20. Little House Of 82 Esplanade on South Haven's North Beach.

Little House Of 82 Esplanade on South Haven's North Beach.
North Side
9.2 out of 10, Wonderful, (176 reviews)
"Cute little little house right on beach"
United States
Tracy P.
The price is CA $173
CA $289 total
includes taxes & fees
Sep 28 - Sep 29
Little House Of 82 Esplanade on South Haven's North 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.
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Top Southwest Michigan Hotel Reviews

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

10/10 Excellent
"This is an Amazing Hotel very clean and the food was Amazing!! If you're looking for a great stay go during the week can't beat the costs for a Spectacular Hotel and Gambling Casino .. Highly recommend Thank u so much we will Definitely be Back ❤️❤️"
Gregory 1-night trip
Posted 1 hour ago
Four Winds Casino Resort – New Buffalo

Find out more about Southwest Michigan

Southwest Michigan Cottages information

Number of reviews
811
Accommodation
220 Cottages
Lowest Price
CA $244
Highest Price
CA $1,514

Frequently asked questions

How much do cottages in Southwest Michigan cost?
You'll pay between CA $244 and CA $1,514 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 220 cottages in Southwest Michigan. Whether you're traveling 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.

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