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

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Southwest Michigan cottages

Exterior

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, (53 reviews)
"Great stay"
United States
Roberta
The price is CA $381
CA $540 total
includes taxes & fees
Aug 5 - Aug 6
Beach Bliss, Pet Friendly Retreat, With Hot Tub Near Lake MI
Exterior

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, (83 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 $309
CA $469 total
includes taxes & fees
Jul 14 - Jul 15
Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife
Exterior

Vintage Romance Finds Cozy Charm at Depot Cottage

Vintage Romance Finds Cozy Charm at Depot Cottage
Dowagiac
9.2 out of 10, Wonderful, (17 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 $192
CA $400 total
includes taxes & fees
Jul 14 - Jul 15
Vintage Romance Finds Cozy Charm at Depot Cottage
Property grounds

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
9.6 out of 10, Exceptional, (70 reviews)
"A charming little place, perfect for two people for a get away. "
United States
Kaleigh A.
The price is CA $276
CA $396 total
includes taxes & fees
Jul 20 - Jul 21
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
Property grounds

Cozy little lake cottage on Buck Lake!

Cozy little lake cottage on Buck Lake!
Vandalia
10.0 out of 10, Exceptional, (19 reviews)
"This was a wonderful place for a retreat--quiet and peaceful. I loved walking in Lawless County Park as well (just a short walk from the cottage)"
United States
Gail M.
The price is CA $246
CA $379 total
includes taxes & fees
Jul 14 - Jul 15
Cozy little lake cottage on Buck Lake!
House (6 Bedrooms) | Interior

8-acre Bridgman Oasis: Pool, Hot Tub & Game Room

8-acre Bridgman Oasis: Pool, Hot Tub & Game Room
3.0 star property
Bridgman
The price is CA $634
CA $1,590 total
includes taxes & fees
Jul 19 - Jul 20
8-acre Bridgman Oasis: Pool, Hot Tub & Game Room
Exterior

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 $209
CA $376 total
includes taxes & fees
Aug 10 - Aug 11
Be home away from home @ Charming Chestnut Cottage
Terrace/patio

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, (24 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 $1,165
CA $1,330 total
includes taxes & fees
Jul 15 - Jul 16
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
Terrace/patio

Private Beach Steps to the Lake.

Private Beach Steps to the Lake.
Union Pier
10.0 out of 10, Exceptional, (93 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 $1,203
CA $2,037 total
includes taxes & fees
Aug 10 - Aug 11
Private Beach Steps to the Lake.
House (4 Bedrooms) | Interior

Stroll to Shore! Michigan City Family Getaway

Stroll to Shore! Michigan City Family Getaway
3.0 star property
Michigan City
The price is CA $906
CA $1,499 total
includes taxes & fees
Jul 29 - Jul 30
Stroll to Shore! Michigan City Family Getaway
Terrace/patio

The Wellington Cottage

The Wellington Cottage
3.0 star property
Middlebury
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful views "
United States
Darwin
The price is CA $241
CA $286 total
includes taxes & fees
Aug 13 - Aug 14
The Wellington Cottage
Exterior

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, (58 reviews)
"Nice location."
United States
Sherry P.
The price is CA $219
CA $265 total
includes taxes & fees
Jul 19 - Jul 20
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Property grounds

Treehouse Bungalow- Quaint and Cozy Getaway!

Treehouse Bungalow- Quaint and Cozy Getaway!
Michigan City
8.6 out of 10, Excellent, (55 reviews)
"Very cute and comfortable. "
United States
Jacqueline C.
The price is CA $292
CA $723 total
includes taxes & fees
Jul 19 - Jul 20
Treehouse Bungalow- Quaint and Cozy Getaway!
Exterior

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, (51 reviews)
"Great space, fun neighborhood, and perfect location."
United States
Eric B.
The price is CA $658
CA $1,114 total
includes taxes & fees
Aug 4 - Aug 5
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Exterior

Tranquil and Spacious Cottage close to South Haven Beaches and Downtown

Tranquil and Spacious Cottage close to South Haven Beaches and Downtown
South Haven
10.0 out of 10, Exceptional, (169 reviews)
"Wonderfull cabin, great amenities, nice little touches and wonderful outdoor area! "
United States
Richard M.
The price is CA $495
CA $717 total
includes taxes & fees
Aug 12 - Aug 13
Tranquil and Spacious Cottage close to South Haven Beaches and Downtown
Exterior

Lux Historic Schoolhouse with Hot Tub.

Lux Historic Schoolhouse with Hot Tub.
Grand Junction
10.0 out of 10, Exceptional, (11 reviews)
"What a great place to stay and make memories. Everything we needed was there for us. "
United States
Nancy G.
The price is CA $330
CA $645 total
includes taxes & fees
Aug 2 - Aug 3
Lux Historic Schoolhouse with Hot Tub.
Exterior

Whispering Hills- pet friendly cabin with lake access

Whispering Hills- pet friendly cabin with lake access
Covert
9.6 out of 10, Exceptional, (7 reviews)
"This was pretty much the exact vacation I was looking for. The cabin was the perfect size for the 3 of us. The view of the lake was incredible from the top of the stairs. The beach was beautiful. Would definitely recommend. The pups loved it."
United States
Corey M.
The price is CA $430
CA $1,033 total
includes taxes & fees
Jul 31 - Aug 1
Whispering Hills- pet friendly cabin with lake access
Exterior

Morning Glory - Floating Cottage (TFC#3) - Resort

Morning Glory - Floating Cottage (TFC#3) - Resort
North Side
The price is CA $659
CA $1,236 total
includes taxes & fees
Jul 15 - Jul 16
Morning Glory - Floating Cottage (TFC#3) - Resort
Smart TV

Brand New Cottage Walkable to All Downtown Michigan City & Beach!

Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Michigan City
9.6 out of 10, Exceptional, (20 reviews)
"Super cute cottage, well decorated, clean, and pretty much everything was walkable. "
United States
Amy H.
The price is CA $381
CA $707 total
includes taxes & fees
Jul 14 - Jul 15
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
House (4 Bedrooms) | Interior

Group-friendly Michigan City Home Near Beach!

Group-friendly Michigan City Home Near Beach!
3.0 star property
Michigan City
10.0 out of 10, Exceptional, (2 reviews)
"This was exactly what we needed for our little family getaway. The only thing was there was very little parking and make sure to not park in the alley right next to the house as the neighbor will ask you to move. "
United States
Hannah
The price is CA $310
CA $774 total
includes taxes & fees
Aug 5 - Aug 6
Group-friendly Michigan City Home Near 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

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

10/10 Excellent
"Very clean facility and amenities."
Austin 3-night trip
Posted 1 hour ago
Four Winds Casino Resort – New Buffalo

Find out more about Southwest Michigan

Southwest Michigan Cottages information

Number of reviews
642
Accommodation
221 Cottages
Lowest Price
CA $265
Highest Price
CA $2,037

Frequently asked questions

How much do cottages in Southwest Michigan cost?
You'll pay between CA $265 and CA $2,037 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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