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

Book a Southwest Michigan Cottage

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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 NZ$404
includes taxes & fees
4 Oct - 5 Oct
Be home away from home @ Charming Chestnut Cottage
A single-story house with a gabled roof and a small porch.

2. 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, (70 reviews)
"Great place to stay. Clean, quiet and relaxing."
United States
Bob B.
The price is NZ$331
includes taxes & fees
4 Oct - 5 Oct
Beach Bliss, Pet Friendly Retreat, With Hot Tub Near Lake MI
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, (19 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 NZ$471
includes taxes & fees
4 Oct - 5 Oct
Vintage Romance Finds Cozy Charm at Depot Cottage
A small, dark wooden cabin with a porch and steps, surrounded by grass and trees.

4. 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, (14 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 NZ$699
includes taxes & fees
11 Oct - 12 Oct
Perfect getaway! Modern, rustic cottage on the St. Joseph River.
A rustic cabin with a wooden staircase, surrounded by lush greenery and flowering bushes.

5. 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, (89 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 NZ$458
includes taxes & fees
6 Oct - 7 Oct
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.

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

Cassopolis Cabin, Little Fish Lake On-site!
3.0 star property
Cassopolis
The price is NZ$473
includes taxes & fees
4 Oct - 5 Oct
Cassopolis Cabin, Little Fish Lake On-site!
A gravel path leading to a small house with a white porch and a fenced yard.

7. 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, (82 reviews)
"Great to walk to town. Nice area to road bike etc."
United States
jeffrey
The price is NZ$396
includes taxes & fees
1 Nov - 2 Nov
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
A wooden deck with a picnic table and an umbrella labeled "PAW PAW LAKE GOLF CLUB".

8. Pokagon Cozy Lakeview Cottage

Pokagon Cozy Lakeview Cottage
Watervliet
8.0 out of 10, Very good, (4 reviews)
"The landscaping was so overgrown you could barely see the sidewalk. There was no handrail to get up the front steps and they were tall. The bed linens were terrible. Therese no mattress pads on any of the beds and the sheets kept slipping off. The pillows were awful. I didn’t expect perfection but the mattresses were horrible."
United States
Wanda C.
The price is NZ$613
includes taxes & fees
13 Oct - 14 Oct
Pokagon Cozy Lakeview Cottage
A deck with wicker furniture, a red umbrella, and a view of a lake.

9. 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, (53 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 NZ$470
includes taxes & fees
2 Nov - 3 Nov
Lake Front home with with pontoon boat available for rent
A covered outdoor area with a green artificial turf floor, white railing, and a glass door leading to an interior space.

10. Cozy little lake cottage on Buck Lake!

Cozy little lake cottage on Buck Lake!
Vandalia
9.8 out of 10, Exceptional, (27 reviews)
"Charming cabin, quiet lake when we were there."
United States
Rebecca K.
The price is NZ$454
includes taxes & fees
6 Oct - 7 Oct
Cozy little lake cottage on Buck Lake!
Quintessential lake cottage

11. 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, (18 reviews)
"Great property with excellent location to all downtown activities as well as the beach."
United States
christian s.
The price is NZ$833
includes taxes & fees
6 Oct - 7 Oct
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.

12. 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 NZ$1,177
includes taxes & fees
12 Oct - 13 Oct
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.

13. 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 NZ$1,891
includes taxes & fees
6 Oct - 7 Oct
Private Beach Steps to the Lake.
A wooden deck with outdoor furniture, a railing, and a view of trees and a building.

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

Pet-friendly Cassoplis Cabin, Close to Parks!
3.0 star property
Cassopolis
The price is NZ$507
includes taxes & fees
4 Oct - 5 Oct
Pet-friendly Cassoplis Cabin, Close to Parks!
A wooden deck with outdoor furniture, a railing, and a view of trees and a cloudy sky.

15. Cozy Cassopolis Cabin, Near Parks & Golfing!

Cozy Cassopolis Cabin, Near Parks & Golfing!
3.0 star property
Cassopolis
The price is NZ$507
includes taxes & fees
6 Oct - 7 Oct
Cozy Cassopolis Cabin, Near Parks & Golfing!
A two-story house with a front porch and a chimney.

16. 1 Mi to Notre Dame, 4br, Private Yard and Pets

1 Mi to Notre Dame, 4br, Private Yard and Pets
3.0 star property
Northeast South Bend
The price is NZ$1,017
includes taxes & fees
4 Oct - 5 Oct
1 Mi to Notre Dame, 4br, Private Yard and Pets
A waterfront view with an American flag, a boat, and a sunset.

17. The Wellington Cottage

The Wellington Cottage
3.0 star property
Middlebury
10.0 out of 10, Exceptional, (9 reviews)
"Easy 10/10 recommendation Perfect place for peace"
United States
Bonala
The price is NZ$212
includes taxes & fees
1 Nov - 2 Nov
The Wellington Cottage
A single-story house with a garage, a dirt driveway, and a grassy hill in the background.

18. 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, (71 reviews)
"Excellent place to stay, planning on staying again when we come to visit family. "
United States
Cara B.
The price is NZ$333
includes taxes & fees
4 Oct - 5 Oct
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.

19. 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, (179 reviews)
"Cute little little house right on beach"
United States
Tracy P.
The price is NZ$348
includes taxes & fees
19 Oct - 20 Oct
Little House Of 82 Esplanade on South Haven's North Beach.
A snow-covered building with a bell tower, surrounded by trees.

20. Lux Historic Schoolhouse with Hot Tub.

Lux Historic Schoolhouse with Hot Tub.
Grand Junction
10.0 out of 10, Exceptional, (14 reviews)
"The house was nice and clean and the host was friendly and communicative. Lots of extra blankets for everyone was nice too and extra towels for the hot tub as well"
United States
Wayne L.
The price is NZ$718
includes taxes & fees
1 Nov - 2 Nov
Lux Historic Schoolhouse with Hot Tub.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southwest Michigan Hotel Reviews

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

10/10 Excellent
"Room was immaculate staff was vety nice lots to do in the area"
Michael 2-night trip
Posted 4 hours ago
Four Winds Casino Resort – New Buffalo

Find out more about Southwest Michigan

Southwest Michigan Cottages information

Number of reviews
706
Accommodation
221 Cottages
Lowest Price
NZ$212
Highest Price
NZ$1,891

Frequently asked questions

How much do cottages in Southwest Michigan cost?
You'll pay between NZ$212 and NZ$1,891 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 221 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.
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