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

Search Southwest Michigan Cottage Rentals from CA $263

  • 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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Southwest Michigan cottages

Exterior

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 $167
CA $321 total
includes taxes & fees
Oct 6 - Oct 7
Be home away from home @ Charming Chestnut Cottage
Exterior

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, (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 CA $315
CA $518 total
includes taxes & fees
Sep 22 - Sep 23
Perfect getaway! Modern, rustic cottage on the St. Joseph River.
Exterior

3. Heron's Nest I Paw Paw Lake Cottages I Huron #1

Heron's Nest I Paw Paw Lake Cottages I Huron #1
Coloma
10.0 out of 10, Exceptional, (5 reviews)
"We had a wonderful time. The accommodations were perfect and our host was very gracious."
United States
Stephen K.
The price is CA $169
CA $403 total
includes taxes & fees
Sep 27 - Sep 28
Heron's Nest I Paw Paw Lake Cottages I Huron #1
Exterior

4. Vintage Romance Finds Cozy Charm at Depot Cottage

Vintage Romance Finds Cozy Charm at Depot Cottage
Dowagiac
9.2 out of 10, Wonderful, (18 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 $172
CA $372 total
includes taxes & fees
Oct 5 - Oct 6
Vintage Romance Finds Cozy Charm at Depot Cottage
Exterior

5. 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, (67 reviews)
"Great place to stay. Clean, quiet and relaxing."
United States
Bob B.
The price is CA $225
CA $347 total
includes taxes & fees
Oct 4 - Oct 5
Beach Bliss, Pet Friendly Retreat, With Hot Tub Near Lake MI
Outdoor dining

6. 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 CA $175
CA $460 total
includes taxes & fees
Sep 27 - Sep 28
Pokagon Cozy Lakeview Cottage
House (2 Bedrooms) | Interior

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

Cassopolis Cabin, Little Fish Lake On-site!
3.0 star property
Cassopolis
The price is CA $266
CA $372 total
includes taxes & fees
Sep 22 - Sep 23
Cassopolis Cabin, Little Fish Lake On-site!
Outdoor dining

8. Heron`s Nest I Paw Paw Lake Cottages I Superior #5

Heron`s Nest I Paw Paw Lake Cottages I Superior #5
Coloma
9.4 out of 10, Exceptional, (3 reviews)
"Everything was great , close to lake, minutes from beach, only thing beds were uncomfortable."
United States
Jerline
The price is CA $279
CA $592 total
includes taxes & fees
Sep 26 - Sep 27
Heron`s Nest I Paw Paw Lake Cottages I Superior #5
Property grounds

9. 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, (81 reviews)
"Great to walk to town. Nice area to road bike etc."
United States
jeffrey
The price is CA $273
CA $392 total
includes taxes & fees
Sep 22 - Sep 23
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
Exterior

10. 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, (88 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 $222
CA $359 total
includes taxes & fees
Sep 27 - Sep 28
Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife
Terrace/patio

11. 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 $220
CA $345 total
includes taxes & fees
Sep 22 - Sep 23
Cozy little lake cottage on Buck Lake!
Exterior

12. 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 $280
CA $594 total
includes taxes & fees
Sep 30 - Oct 1
3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
Terrace/patio

13. 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 $839
CA $960 total
includes taxes & fees
Sep 23 - Sep 24
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
Exterior

14. 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 $186
CA $431 total
includes taxes & fees
Sep 26 - Sep 27
Heron's Nest I Paw Paw Lake Cottages I Ontario #4
Terrace/patio

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 $769
CA $1,534 total
includes taxes & fees
Oct 5 - Oct 6
Private Beach Steps to the Lake.
House (2 Bedrooms) | Interior

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

Pet-friendly Cassoplis Cabin, Close to Parks!
3.0 star property
Cassopolis
The price is CA $266
CA $400 total
includes taxes & fees
Sep 22 - Sep 23
Pet-friendly Cassoplis Cabin, Close to Parks!
House (2 Bedrooms) | Interior

17. Cozy Cassopolis Cabin, Near Parks & Golfing!

Cozy Cassopolis Cabin, Near Parks & Golfing!
3.0 star property
Cassopolis
The price is CA $266
CA $400 total
includes taxes & fees
Sep 22 - Sep 23
Cozy Cassopolis Cabin, Near Parks & Golfing!
House (4 Bedrooms) | Interior

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 $183
CA $801 total
includes taxes & fees
Oct 1 - Oct 2
1 Mi to University of Notre Dame! Pets Welcome
Property grounds

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, (178 reviews)
"Cute little little house right on beach"
United States
Tracy P.
The price is CA $175
CA $293 total
includes taxes & fees
Sep 28 - Sep 29
Little House Of 82 Esplanade on South Haven's North Beach.
Exterior

20. 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, (69 reviews)
"Excellent place to stay, planning on staying again when we come to visit family. "
United States
Cara B.
The price is CA $217
CA $263 total
includes taxes & fees
Sep 27 - Sep 28
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
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
"Very clean and large rooms. The hotel was very well maintained. We loved that there were multiple plant based options at the restaurant too!"
Stephana 1-night trip
Posted 6 hours ago
Four Winds Casino Resort – New Buffalo

Find out more about Southwest Michigan

Southwest Michigan Cottages information

Number of reviews
696
Accommodation
220 Cottages
Lowest Price
CA $263
Highest Price
CA $1,534

Frequently asked questions

How much do cottages in Southwest Michigan cost?
You'll pay between CA $263 and CA $1,534 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.

Explore a world of travel with Expedia