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

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

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, (73 reviews)
"Property was excellent and as described. We were going to a wedding at stonegate manor and it was so convenient. It is only .7 of a mile away."
United States
Tracie
The price is HK$841
HK$1,464 total
includes taxes & fees
19 Oct - 20 Oct
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 HK$917
HK$1,792 total
includes taxes & fees
19 Oct - 20 Oct
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.
The price is HK$1,766
HK$3,096 total
includes taxes & fees
19 Oct - 20 Oct
Perfect getaway! Modern, rustic cottage on the St. Joseph River.
A gravel path leading to a small house with a white porch and a fenced yard.

4. 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 HK$1,177
HK$1,789 total
includes taxes & fees
1 Nov - 2 Nov
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
A two-story house with a front porch, a yellow door, and a small garden area.

5. 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 HK$963
HK$2,080 total
includes taxes & fees
1 Nov - 2 Nov
Vintage Romance Finds Cozy Charm at Depot Cottage
A rustic cabin with a wooden staircase, surrounded by lush greenery and flowering bushes.

6. 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)
"had a wonderful time at Dawn's cottage. It was clean, actually spotless and really beautiful. It’s very private and we thoroughly enjoyed ourselves."
United States
Joseph B.
The price is HK$1,312
HK$2,089 total
includes taxes & fees
20 Oct - 21 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.

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

Pet-friendly Cassoplis Cabin, Close to Parks!
3.0 star property
Cassopolis
The price is HK$1,491
HK$2,242 total
includes taxes & fees
19 Oct - 20 Oct
Pet-friendly Cassoplis Cabin, Close to Parks!
A wooden deck with a round table and chairs, surrounded by a wooden railing, set in a forested area.

8. 5 min to Warren Dunes! Private Wooded Retreat w/ Sunroom, Firepit & Fireplace

5 min to Warren Dunes! Private Wooded Retreat w/ Sunroom, Firepit & Fireplace
Shorewood-Tower Hills-Harbert
10.0 out of 10, Exceptional, (7 reviews)
"Allison was an outstanding host from start to finish. Before we arrived during a heat wave, she proactively reached out to get our arrival time and adjusted the A/C to ensure we were comfortable. We were welcomed with a bottle of local wine, and the house was exactly as described—clean, well-organized, and stocked with helpful instructions throughout.When a severe storm caused a temporary power outage, Allison kept us informed and checked in on us. Checkout was easy, and she even helped us...
United States
Colleen T.
The price is HK$1,962
HK$3,759 total
includes taxes & fees
22 Oct - 23 Oct
5 min to Warren Dunes! Private Wooded Retreat w/ Sunroom, Firepit & Fireplace
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, (54 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 HK$981
HK$1,891 total
includes taxes & fees
28 Oct - 29 Oct
Lake Front home with with pontoon boat available for rent
Quintessential lake cottage

10. 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 HK$1,562
HK$3,657 total
includes taxes & fees
22 Oct - 23 Oct
3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
A covered outdoor area with a green artificial turf floor, white railing, and a glass door leading to an interior space.

11. 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 HK$1,413
HK$2,127 total
includes taxes & fees
20 Oct - 21 Oct
Cozy little lake cottage on Buck Lake!
A wooden deck with a bench and two chairs, overlooking a body of water and trees.

12. 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 HK$4,316
HK$8,602 total
includes taxes & fees
19 Oct - 20 Oct
Private Beach Steps to the Lake.
A wooden deck with a black sofa, a table with a plant, and a pergola with lights.

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)
"We had a wonderful stay. Our hostess Tori was great as well.House was super cute. Beds were very coy."
United States
Orders W.
The price is HK$4,709
HK$5,337 total
includes taxes & fees
19 Oct - 20 Oct
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
A wooden deck with outdoor furniture, a railing, and a view of trees and a building.

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

Cassopolis Cabin, Little Fish Lake On-site!
3.0 star property
Cassopolis
The price is HK$1,491
HK$2,089 total
includes taxes & fees
19 Oct - 20 Oct
Cassopolis Cabin, Little Fish Lake On-site!
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 HK$1,491
HK$2,242 total
includes taxes & fees
19 Oct - 20 Oct
Cozy Cassopolis Cabin, Near Parks & Golfing!
A two-story building with a balcony, a front door, and a sign that reads 'Sweet Inn.'

16. 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, (59 reviews)
"Great space, fun neighborhood, and perfect location."
United States
Eric B.
The price is HK$2,119
HK$4,219 total
includes taxes & fees
19 Oct - 20 Oct
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
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, (10 reviews)
"Easy 10/10 recommendation Perfect place for peace"
United States
Bonala
The price is HK$770
HK$931 total
includes taxes & fees
1 Nov - 2 Nov
The Wellington Cottage
A covered outdoor seating area with a sofa, two chairs, and a coffee table.

18. 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 stay. The location was perfect for the five of us."
United States
Rolando P.
The price is HK$1,091
HK$2,558 total
includes taxes & fees
1 Nov - 2 Nov
Treehouse Bungalow- Quaint and Cozy Getaway!
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, (73 reviews)
"Excellent place to stay, planning on staying again when we come to visit family. "
United States
Cara B.
The price is HK$1,216
HK$1,486 total
includes taxes & fees
22 Oct - 23 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.

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, (182 reviews)
"Great location! Quiet and comfortable. Host was very responsive."
United States
Anonymous traveller
The price is HK$1,177
HK$1,891 total
includes taxes & fees
20 Oct - 21 Oct
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

Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

10/10 Excellent
"Clean,and cozy"
Jeffrey 1-night trip
Posted 12 hours ago
Quality Inn Near Interstate I94

Find out more about Southwest Michigan

Southwest Michigan Cottages information

Number of reviews
759
Accommodation
221 Cottages
Lowest Price
HK$931
Highest Price
HK$8,602

Frequently asked questions

How much do cottages in Southwest Michigan cost?
You'll pay between HK$931 and HK$8,602 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.
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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