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

Search Holiday Rentals in Southwest Michigan

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Southwest Michigan holiday rentals

Terrace/patio

1. Sister Lake Cottages - Unit 7

Sister Lake Cottages - Unit 7
Dowagiac
9.0 out of 10, Wonderful, (48 reviews)
"Nice and quiet."
United States
Steven
The price is £129
includes taxes & fees
10 Nov - 11 Nov
Sister Lake Cottages - Unit 7
A grassy outdoor area with a large tree, a fire pit, and several blue Adirondack chairs.

2. Secluded Country Cabin

Secluded Country Cabin
Berrien Springs
10.0 out of 10, Exceptional, (82 reviews)
"We had a wonderful stay at this cabin! It was peaceful, clean, and just what we needed for a long weekend get-away! We loved the outdoor amenities. It was close enough to several areas nearby to explore! We loved our stay and hope to enjoy it again in the future!"
United States
Kristina C.
The price is £131
includes taxes & fees
8 Nov - 9 Nov
Secluded Country Cabin
A row of blue cottages with red chairs and a sign advertising rentals at Stater Lakes Cottages.

3. Sister Lake Cottages - Unit 6

Sister Lake Cottages - Unit 6
Dowagiac
9.4 out of 10, Exceptional, (28 reviews)
"Beautiful stay at Sister Lakes cottages! We loved the cottage, the lakes, and nightly bon fires! We will be back!"
United States
Jorie C.
Sister Lake Cottages - Unit 6
A row of blue cottages with red chairs and a sign advertising rentals at Stater Lakes Cottages.

4. Sister Lake Cottages - Unit 1

Sister Lake Cottages - Unit 1
Dowagiac
9.4 out of 10, Exceptional, (48 reviews)
"This little cabin was just perfect for my husband and I. We really enjoyed the area. "
United States
Sonya M.
The price is £134
includes taxes & fees
8 Nov - 9 Nov
Sister Lake Cottages - Unit 1
A row of blue cottages with red chairs and a sign advertising rentals at Stater Lakes Cottages.

5. Sister Lake Cottages - Unit 3

Sister Lake Cottages - Unit 3
Dowagiac
7.8 out of 10, Good, (9 reviews)
"There were cobwebs in the shower and food on the floor when we arrived. The location was beautiful. The state of the cabin was not..."
United States
Courtney
The price is £118
includes taxes & fees
10 Nov - 11 Nov
Sister Lake Cottages - Unit 3
A beach with a yellow triangular structure, two benches, and people in the background.

6. Breezy Pad, Close to the Lake, with Hot Tub

Breezy Pad, Close to the Lake, with Hot Tub
St Joseph
9.2 out of 10, Wonderful, (156 reviews)
"We loved the bed and shower, fenced in dog area, and hammocks! Very clean and adorable, great location, we had no issues!"
United States
Sarah
The price is £141
includes taxes & fees
8 Nov - 9 Nov
Breezy Pad, Close to the Lake, with Hot Tub
A modern living room with a large sliding glass door leading to a balcony, a dark leather sofa, a coffee table, and a painting on the wall.

7. Luxury Waterfront Condo

Luxury Waterfront Condo
St. Joseph
9.8 out of 10, Exceptional, (32 reviews)
"It was clean, we enjoyed our stay"
United States
Diane C.
The price is £181
includes taxes & fees
10 Nov - 11 Nov
Luxury Waterfront Condo
A beach with a lighthouse and a boat in the distance.

8. 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, (75 reviews)
"We had an enjoyable stay!We are a repeat customer"
United States
David D.
The price is £147
includes taxes & fees
9 Nov - 10 Nov
Beach Bliss, Pet Friendly Retreat, With Hot Tub Near Lake MI
A beach with clear water, a sandy shore, and a distant hill.

9. Rivers Edge Lofts - Unit 5

Rivers Edge Lofts - Unit 5
Niles
9.4 out of 10, Exceptional, (37 reviews)
"This place was amazing! Super nice, safe and secure, great communication. Fair price. I would definitely stay here again."
United States
Derek
The price is £116
includes taxes & fees
9 Nov - 10 Nov
Rivers Edge Lofts - Unit 5
Room

10. Rivers Edge Lofts - Unit 8

Rivers Edge Lofts - Unit 8
Niles
8.4 out of 10, Very good, (16 reviews)
"Great apartment in a good location a very short walk from downtown Niles. Close to South Bend if you're visiting there too. Excellent!"
United States
Adam D.
Rivers Edge Lofts - Unit 8
A building with a 2M sign, outdoor seating, and a lamp post.

11. Boutique Downtown Loft on the NODE, Walk Everywhere, 20 Min Drive to Notre Dame

Boutique Downtown Loft on the NODE, Walk Everywhere, 20 Min Drive to Notre Dame
Niles
10.0 out of 10, Exceptional, (12 reviews)
"great place great hosts as always, will be back for sure"
United States
Anonymous traveller
The price is £121
includes taxes & fees
30 Nov - 1 Dec
Boutique Downtown Loft on the NODE, Walk Everywhere, 20 Min Drive to Notre Dame
A living room with a sofa, a coffee table, and a dining area with a table and chairs.

12. Cozy 2-bedroom apartment in Berrien Springs

Cozy 2-bedroom apartment in Berrien Springs
Berrien Springs
10.0 out of 10, Exceptional, (2 reviews)
"This stay was really great, we walked into a really clean nice home and thankfully it was on the ground floor. The house was well stocked with everything we needed and the host was very kind."
United States
Samantha K.
The price is £135
includes taxes & fees
8 Nov - 9 Nov
Cozy 2-bedroom apartment in Berrien Springs
A wooden deck with a bed, pillows, and a chair.

13. The Sanctuary at Eby Farms

The Sanctuary at Eby Farms
Cassopolis
10.0 out of 10, Exceptional, (29 reviews)
"We loved the secluded sanctuary. It's exactly what we needed for a getaway"
United States
bill h.
The price is £153
includes taxes & fees
8 Nov - 9 Nov
The Sanctuary at Eby Farms
A beach with clear water, a sandy shore, and a distant hill.

14. Rivers Edge Lofts - Unit 2

Rivers Edge Lofts - Unit 2
Niles
8.8 out of 10, Excellent, (32 reviews)
"Nice location. "
United States
Todd
The price is £111
includes taxes & fees
8 Nov - 9 Nov
Rivers Edge Lofts - Unit 2
A wooden staircase with a balustrade leading to a landing. A window with a wooden frame and a wall-mounted light fixture is visible.

15. Ride or Die Haunt @ Renegade Hideaways

Ride or Die Haunt @ Renegade Hideaways
Niles
8.0 out of 10, Very good, (1 review)
"Ride or Die was a very nice stay for a wedding that was nearby. We were not in the unit most of the weekend so simply as a place to sleep, it worked well. For the price we paid, however, it did feel like it was missing some features we were expecting, like a full-length mirror (the only mirror in the bathroom was small, old/weathered), night stand by the bed, as well as coffee. Check-in was also a bit bumpy as the address provided was incorrect, about half a mile from the actual unit. The handle...
United States
nik b.
The price is £120
includes taxes & fees
9 Nov - 10 Nov
Ride or Die Haunt @ Renegade Hideaways
4a2fe492-4c1f-43d5-9a05-12b00f46239a

16. Country Barn Studio Getaway

Country Barn Studio Getaway
Berrien Springs
9.2 out of 10, Wonderful, (21 reviews)
"It was a great stay at the barn!"
United States
Austin F.
Country Barn Studio Getaway
Interior

17. Rivers Edge Lofts - Unit 4

Rivers Edge Lofts - Unit 4
Niles
9.2 out of 10, Wonderful, (19 reviews)
"It was a great stay with a fantastic stay with a great location."
United States
Patty B.
Rivers Edge Lofts - Unit 4
A hallway with wooden flooring, a desk with a lamp, and a door leading to another room.

18. Scenic Southwest Michigan Awaits!

Scenic Southwest Michigan Awaits!
Baroda
10.0 out of 10, Exceptional, (149 reviews)
"Great place for the price."
United States
Melanie P.
The price is £159
includes taxes & fees
1 Dec - 2 Dec
Scenic Southwest Michigan Awaits!
A beach with clear turquoise water, a sandy shore, and a distant hill.

19. 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 £166
includes taxes & fees
8 Nov - 9 Nov
Be home away from home @ Charming Chestnut Cottage
A house with a front porch, a white door, and a mailbox.

20. Cozy Pet-Friendly 2BR Home in Berrien Springs

Cozy Pet-Friendly 2BR Home in Berrien Springs
Berrien Springs
9.6 out of 10, Exceptional, (4 reviews)
"GREAT PLACE TO STAY"
United States
Pamela P.
The price is £203
includes taxes & fees
1 Dec - 2 Dec
Cozy Pet-Friendly 2BR Home in Berrien Springs
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

Twin City Inn & Suites Benton Harbor - St. Joseph

Twin City Inn & Suites Benton Harbor - St. Joseph

8/10 Good
"This time at my stay was a little bit different than the last. Pool was open so that was good and the room was pretty clean. The only thing I really had an issue with this time was the fact that the TV only had like six channel's and it wasn't a smart TV either I guess because I was in a budget friendly room."
Robert 2-night trip
Posted 1 hour ago
Twin City Inn & Suites Benton Harbor - St. Joseph

Find out more about Southwest Michigan

Everything you need to know about Southwest Michigan holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southwest Michigan holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southwest Michigan holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Southwest Michigan holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southwest Michigan. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southwest Michigan holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southwest Michigan holiday rentals we have selected for you start as low as £141 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southwest Michigan rentals

At Expedia, we put the best Southwest Michigan holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southwest Michigan rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southwest Michigan holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southwest Michigan. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia