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

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Southwest Michigan cottages

A single-story house with a gabled roof and a small porch.

1. 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, (74 reviews)
"We had an enjoyable stay!We are a repeat customer"
United States
David D.
The price is CA $198
CA $310 total
includes taxes & fees
Nov 1 - Nov 2
Beach Bliss, Pet Friendly Retreat, With Hot Tub Near Lake MI
A red building with a sign reading "Round Barn Brewery" and a smaller sign for "Public House."

2. 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 $164
CA $319 total
includes taxes & fees
Oct 29 - Oct 30
Be home away from home @ Charming Chestnut Cottage
A small, dark wooden cabin with a porch and steps, surrounded by grass and trees.

3. 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, (15 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.
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.

4. Vintage Romance Finds Cozy Charm at Depot Cottage

Vintage Romance Finds Cozy Charm at Depot Cottage
Dowagiac
9.2 out of 10, Wonderful, (20 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 $376 total
includes taxes & fees
Oct 29 - Oct 30
Vintage Romance Finds Cozy Charm at Depot Cottage
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 $156
CA $393 total
includes taxes & fees
Nov 8 - Nov 9
Heron`s Nest I Paw Paw Lake Cottages I Ontario #4
A wooden deck with outdoor furniture, a view of a lake, and a well-maintained lawn.

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

Heron`s Nest I Paw Paw Lake Cottages I Superior #5
Coloma
9.6 out of 10, Exceptional, (5 reviews)
"Everything was great , close to lake, minutes from beach, only thing beds were uncomfortable."
United States
Jerline
The price is CA $200
CA $501 total
includes taxes & fees
Nov 3 - Nov 4
Heron`s Nest I Paw Paw Lake Cottages I Superior #5
A rustic cabin with a wooden staircase, surrounded by lush greenery and flowering bushes.

7. 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, (90 reviews)
"Perfect stay!"
United States
Bill R.
The price is CA $216
CA $357 total
includes taxes & fees
Oct 29 - Oct 30
Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife
A gravel path leading to a small house with a white porch and a fenced yard.

8. 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, (83 reviews)
"Great to walk to town. Nice area to road bike etc."
United States
jeffrey
The price is CA $210
CA $317 total
includes taxes & fees
Nov 1 - Nov 2
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
A wooden deck with outdoor furniture, a railing, and a view of trees and a building.

9. 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
Nov 3 - Nov 4
Pet-friendly Cassoplis Cabin, Close to Parks!
A deck with wicker furniture, a red umbrella, and a view of a lake.

10. 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, (55 reviews)
"What a great place to stay and enjoy the water. Love that you let our furbabies enjoy it too!! It’s hard for us to find a place that takes our big babies! Thank you for sharing this great location!"
United States
Toni Y.
The price is CA $101
CA $248 total
includes taxes & fees
Nov 3 - Nov 4
Lake Front home with with pontoon boat available for rent
A wooden deck with a bench and two chairs, overlooking a body of water and trees.

11. 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 $771
CA $1,509 total
includes taxes & fees
Nov 3 - Nov 4
Private Beach Steps to the Lake.
A covered outdoor area with a green artificial turf floor, white railing, and a glass door leading to an interior space.

12. Cozy little lake cottage on Buck Lake!

Cozy little lake cottage on Buck Lake!
Vandalia
9.8 out of 10, Exceptional, (28 reviews)
"Charming cabin, quiet lake when we were there."
United States
Rebecca K.
The price is CA $227
CA $364 total
includes taxes & fees
Nov 1 - Nov 2
Cozy little lake cottage on Buck Lake!
Quintessential lake cottage

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, (18 reviews)
"Great property with excellent location to all downtown activities as well as the beach."
United States
christian s.
The price is CA $279
CA $656 total
includes taxes & fees
Nov 16 - Nov 17
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)
"Super nice place.!!!"
United States
Citlaly D.
The price is CA $841
CA $961 total
includes taxes & fees
Oct 29 - Oct 30
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
A wooden deck with a table and chairs, surrounded by a wooden railing, overlooking a grassy area with trees.

15. 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 $373 total
includes taxes & fees
Nov 3 - Nov 4
Cassopolis Cabin, Little Fish Lake On-site!
A wooden deck with outdoor furniture, a railing, and a view of trees and a cloudy sky.

16. 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
Nov 3 - Nov 4
Cozy Cassopolis Cabin, Near Parks & Golfing!
A covered outdoor seating area with a sofa, two chairs, and a coffee table.

17. Treehouse Bungalow- Quaint and Cozy Getaway!

Treehouse Bungalow- Quaint and Cozy Getaway!
Michigan City
8.6 out of 10, Excellent, (61 reviews)
"We loved our accommodations and the host is wonderful!"
United States
Unspecified U.
The price is CA $175
CA $440 total
includes taxes & fees
Nov 1 - Nov 2
Treehouse Bungalow- Quaint and Cozy Getaway!
A waterfront view with an American flag, a boat, and a sunset.

18. The Wellington Cottage

The Wellington Cottage
3.0 star property
Middlebury
10.0 out of 10, Exceptional, (12 reviews)
"Enjoyed our 2- night stay here."
United States
Phil
The price is CA $137
CA $166 total
includes taxes & fees
Nov 1 - Nov 2
The Wellington Cottage
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, (76 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 $262 total
includes taxes & fees
Oct 29 - Oct 30
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
A single-story house with a front porch, a visible garage door, and a large tree in the foreground.

20. Cozy Beach House: 1 Block to Lake.

Cozy Beach House: 1 Block to Lake.
South Side
9.6 out of 10, Exceptional, (20 reviews)
"Wonderful and helpful host. So close to the park for the kids and to the beach"
United States
Kurt and Debbie P.
The price is CA $231
CA $751 total
includes taxes & fees
Oct 29 - Oct 30
Cozy Beach House: 1 Block to Lake.
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
"Great time at the pool and casino"
Jennifer 1-night trip
Posted 7 hours ago
Four Winds Casino Resort – New Buffalo

Find out more about Southwest Michigan

Southwest Michigan Cottages information

Number of reviews
605
Accommodation
221 Cottages
Lowest Price
CA $166
Highest Price
CA $1,509

Frequently asked questions

How much do cottages in Southwest Michigan cost?
You'll pay between CA $166 and CA $1,509 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 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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