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

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Check prices for these dates

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

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, (71 reviews)
"Great place to stay. Clean, quiet and relaxing."
United States
Bob B.
The price is CA $153
CA $265 total
includes taxes & fees
Oct 15 - Oct 16
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 $167
CA $326 total
includes taxes & fees
Oct 13 - Oct 14
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 CA $321
CA $562 total
includes taxes & fees
Oct 13 - Oct 14
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 $175
CA $381 total
includes taxes & fees
Oct 13 - Oct 14
Vintage Romance Finds Cozy Charm at Depot Cottage
A gravel path leading to a small house with a white porch and a fenced yard.

5. 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 $214
CA $321 total
includes taxes & fees
Nov 1 - Nov 2
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
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 CA $251
CA $399 total
includes taxes & fees
Oct 20 - Oct 21
Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife
A wooden deck with a picnic table and an umbrella labeled "PAW PAW LAKE GOLF CLUB".

7. 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 $162
CA $450 total
includes taxes & fees
Oct 13 - Oct 14
Pokagon Cozy Lakeview Cottage
A wooden deck with outdoor furniture, a railing, and a view of trees and a building.

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

Pet-friendly Cassoplis Cabin, Close to Parks!
3.0 star property
Cassopolis
The price is CA $271
CA $407 total
includes taxes & fees
Oct 13 - Oct 14
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.

9. 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 CA $356
CA $686 total
includes taxes & fees
Oct 22 - Oct 23
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.

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, (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 CA $178
CA $342 total
includes taxes & fees
Oct 28 - Oct 29
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.

11. 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 CA $257
CA $389 total
includes taxes & fees
Oct 13 - Oct 14
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 CA $784
CA $1,564 total
includes taxes & fees
Oct 13 - Oct 14
Private Beach Steps to the 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 $284
CA $664 total
includes taxes & fees
Oct 28 - Oct 29
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 $855
CA $978 total
includes taxes & fees
Oct 13 - Oct 14
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.

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

Cassopolis Cabin, Little Fish Lake On-site!
3.0 star property
Cassopolis
The price is CA $271
CA $380 total
includes taxes & fees
Oct 13 - Oct 14
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 $271
CA $407 total
includes taxes & fees
Oct 13 - Oct 14
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 stay. The location was perfect for the five of us."
United States
Rolando P.
The price is CA $198
CA $473 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, (10 reviews)
"Easy 10/10 recommendation Perfect place for peace"
United States
Bonala
The price is CA $140
CA $169 total
includes taxes & fees
Nov 1 - Nov 2
The Wellington Cottage
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, (182 reviews)
"Cute little little house right on beach"
United States
Tracy P.
The price is CA $178
CA $297 total
includes taxes & fees
Oct 15 - Oct 16
Little House Of 82 Esplanade on South Haven's North Beach.
A single-story house with a garage, a dirt driveway, and a grassy hill in the background.

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, (72 reviews)
"Excellent place to stay, planning on staying again when we come to visit family. "
United States
Cara B.
The price is CA $221
CA $270 total
includes taxes & fees
Oct 18 - Oct 19
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.
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Top Southwest Michigan Hotel Reviews

Silver Beach Hotel

Silver Beach Hotel

10/10 Excellent
"We had an absolutely amazing stay! From the moment we arrived, the staff was incredibly friendly, welcoming, and helpful. They were happy to recommend places to visit and things to do in the area, which made our trip even more enjoyable. Our room was clean and comfortable, and the bar and restaurant were exceptional. The waitstaff and bartender were so friendly, attentive, and made us feel right at home. We had such a wonderful time enjoying the bar and restaurant and meeting everyone there. The atmosphere was fun, welcoming, and made our stay even more memorable. Overall, this was a fantastic experience, and we would absolutely stay here again. The wonderful staff truly made all the difference!"
Nicole 2-night trip
Posted 15 hours ago
Silver Beach Hotel

Find out more about Southwest Michigan

Southwest Michigan Cottages information

Number of reviews
754
Accommodation
221 Cottages
Lowest Price
CA $169
Highest Price
CA $1,564

Frequently asked questions

How much do cottages in Southwest Michigan cost?
You'll pay between CA $169 and CA $1,564 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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