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Guesthouse vacation rentals in St. Joseph County

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for St. Joseph County guesthouse rentals

Family-friendly guest house rentals

Guesthouse in New Buffalo
4.2 out of 5 average rating, 5 reviews

Serenity by the Sea! With Hot Tub

CarolineRating, 5 stars35 months ago
Bobs place is in a great location. It is ideal for a group, offering lots of gathering space, and plenty of beds. The driveway was an added bonus.
Top guest favorite
Private room in Winona Lake
4.97 out of 5 average rating, 313 reviews

Guesthouse Suites (B)

JannaRating, 5 stars2 weeks ago
We were in Winona Lake for a wedding. We loved our little place! The location was beautiful, you can see the cute lakefront shops from the guesthouse and the whole area is so well kept, people walking about yet still very peaceful. Check in and out were both so simple and polite and responsive hosts. We would absolutely stay again!
Top guest favorite
Guesthouse in Stevensville
5 out of 5 average rating, 215 reviews

The Shire

BethRating, 5 stars1 day ago
We can’t say enough great things about our stay at Michael and Lisa’s Airbnb! We travel frequently from Chicago to visit family in the area, and we were so excited to finally snag this place—it absolutely exceeded every expectation. This is by far the best Airbnb in the area. From the moment we arrived, it was clear how much care Michael and Lisa put into every detail. They truly went above and beyond to make the space feel welcoming—from a sheet of local favorites to printed menus from nearby restaurants, everything was thoughtfully prepared. There’s so much to do—we played ping pong, fed the fish, and shot hoops. The kitchen was fully stocked and had everything we needed to prep meals comfortably, with plenty of space for gathering. We’ve stayed at many places in the area, and this one stands out above the rest. Michael and Lisa were exceptional hosts, and we’re already looking forward to booking our next visit. Highly recommend!
Top guest favorite
Guesthouse in Plymouth
4.99 out of 5 average rating, 606 reviews

Sue's Place

KseniaRating, 5 stars1 day ago
Sue's place is a true gem! Located in a quiet neighborhood, people who live there are very friendly. Everyone who saw my dog sticking out his head out of the car window smiled and waved at me though they probably knew that I am not from around here. Everything was very comfortabel in the house - the bed, the couch (it was the first time that there was a reclining couch in the bnb), lots of sweet treats and breakfast food in the fridge. I wish I would stay longer but I definetly will be back!
Guest favorite
Guesthouse in Michigan City
4.99 out of 5 average rating, 115 reviews

“Treetops” Charming Country Coach House

CaitlynRating, 5 stars10 months ago
Tom and Charyl were amazing hosts ! We had open communication throughout our stay and even got a tour upon our arrival. The airbnb was everything as described and more ! The pool was incredible and the airbnb was only a 5 minute drive to the nearest beach. They even had a binder of recommendations available to us of local attractions/things to do. Our expectations were exceeded for this trip, and we can’t wait to come back !

Guest house rentals with a patio

Guesthouse in South Bend
4.53 out of 5 average rating, 19 reviews

Annie’s Beautiful Home

ElizabethRating, 5 stars1 month ago
Lovely, comfortable plane near Notre Dame. Responsive, friendly host.
Superhost
Guesthouse in New Buffalo
4.86 out of 5 average rating, 21 reviews

Blue Laguna Cottage I Private Beach I Riverfront

TressaRating, 5 stars3 weeks ago
Very nice home and surrounding area, and very active community. The loft is fun for kids. The host reached out daily. Easy walk to the beach with our dog. The boat rental w/ captain was fun, and got a little tour of the shoreline. Awesome quality of food at the local restaurants!
Guesthouse in South Bend
4.75 out of 5 average rating, 4 reviews

Jefferson House

TravisRating, 5 stars7 months ago
Robyn was a wonderful and helpful host. Highly recommend.
Guest favorite
Guesthouse in Berrien Springs
4.97 out of 5 average rating, 115 reviews

Secluded Country Cabin

NikkiRating, 5 stars1 day ago
Had a very peaceful overnight stay. Bed and sofa bed were comfortable. Very clean and cozy. Enjoyed sitting outside listening to the birds
Top guest favorite
Guesthouse in Bridgman
4.94 out of 5 average rating, 161 reviews

The Hideaway Loft, a lovely 1 bedroom apartment.

KyleRating, 5 stars3 days ago
Owen’s place is amazing. Very clean, great air conditioning, and the most comfortable couch. The hot tub is amazing! Plenty of jets and very warm. The backyard is beautiful. It felt like you are in the middle of the woods. So many trees and birds and a good view of the stars. Owen even had a complimentary bottle of wine waiting for us! One of my favorite Airbnb’s I have stayed at, especially for the price. Highly recommended!!!
Top guest favorite
Guesthouse in Cassopolis
4.98 out of 5 average rating, 158 reviews

2 person cottage with pool and hot tub!

MariaRating, 5 stars4 days ago
Wow!! What an amazing stay! Super private even tho the host house is right next door! I love every detail they put into this cottage lots of love! Kitties are super friendly! I love the pool and hot tub! Super clean! We will be coming back for sure Thank you! Best bday present ever!!
Superhost
Guesthouse in Niles
4.86 out of 5 average rating, 21 reviews

Izzy Inn - Just Like Home

GraceRating, 5 stars1 month ago
We had a lovely stay- Izzy home is a prefect place that hosted me and my girls.
Guesthouse in Niles
5 out of 5 average rating, 7 reviews

The Tiny House on the River

JohnRating, 5 stars1 day ago
Amazing location by the river. The house, the landscape and environment were enchanting. Michelle and Mark are the best hosts I have ever encountered. Michelle brought us a dozen cage free eggs for breakfast our first morning and offered us fresh salad from the garden. The location is ideal. Just 30-40 minutes from multiple beach towns allows you to enjoy the peace of the woods and the river while still being able to take a short drive to the beach. We will have to come back in the fall to see the place when the leaves change.

Guest house rentals with a washer and dryer

Top guest favorite
Guesthouse in New Buffalo
4.99 out of 5 average rating, 355 reviews

Rainbows End 🌈 Bourgeois

AnnRating, 5 stars5 days ago
⭐️⭐️⭐️⭐️⭐️ A Hidden Gem — We Didn’t Want to Leave! My friend and I stayed just one night at Rainbow’s End, and within hours we were already regretting not booking a longer stay! This peaceful little cottage is tucked away on a beautiful property surrounded by wildlife—it truly feels like a serene escape from everyday life. The cottage itself is cozy, clean, and has everything you need for a comfortable stay. We loved how it felt secluded and quiet, yet still just a quick drive to all the charm of New Buffalo. One of our favorite parts was exploring the creek—it was so fun to splash around and take in the cool, quirky sculptures along the bank. Every corner of this place has personality and calm. We’re already talking about when we can come back. Highly recommend if you’re looking for a quiet getaway with character and charm! Dennis is the best!!!!
Top guest favorite
Guesthouse in Sawyer
5 out of 5 average rating, 23 reviews

Flynn Coach House

AnnRating, 5 stars8 months ago
Denise &Ninel are wonderful! One of the best experiences we've had. The property is stunning and so peaceful. We enjoyed the spacious deck and walks in the woods. Pristine accommodations that were very comfortable for our party of 5. We loved being able to spend time together cooking in the well equipped kitchen, while doing puzzles and crafts at the large table. The gas fireplace and comfortable seating were perfect for latenight movies as well. The property is a great base for exploring Harbor Country, only minutes away from the beach, great restaurants, wineries, and all SW Michigan has to offer. Will definitely stay again!
Superhost
Guesthouse in Berrien Springs
4.92 out of 5 average rating, 248 reviews

Make Lasting Memories at Beautiful Lake Chapin

JenniferRating, 5 stars1 week ago
We had a great stay! Loved how peaceful it was
Superhost
Private room in New Buffalo
5 out of 5 average rating, 4 reviews

Captain Whittaker - 2 bedroom, 2 bath

RebeccaRating, 5 stars26 months ago
Loved the New Buffalo Inn! Walking distance to shops, a grocery store and even the beach. Excellently maintained. Loved having coffee available and amenities like makeup wipes! Didn’t get to use the in-room sauna or hot tub , but will next time!!
Superhost
Guesthouse in Berrien Springs
4.82 out of 5 average rating, 355 reviews

Relax on the shores of Lake Chapin

PearlRating, 5 stars3 weeks ago
We stayed at Jenny’s place for the weekend and it was an amazing experience. The house located by the lake and it’s really quiet and tranquillizing. Which makes it a great place to a weekend getaway for the big city. Her place is also clean and modern. There is also a grill in the yard if you are interested in grilling in the summer afternoon. There were plenty of clean towels, dinnerware, toiletries, and extra blankets to keep you warm.
Guest favorite
Guesthouse in Leesburg
4.93 out of 5 average rating, 14 reviews

Tippy Lake | Kayaks | Sunsets | Bonfires | VIEWS!

EstebanRating, 5 stars10 months ago
Pictures on the listing did not to the property justice. Beautiful getaway and an abundance of good memories made during our stay!
Guest favorite
Guesthouse in Goshen
5 out of 5 average rating, 8 reviews

Cozy Guesthouse; Quiet getaway

PhilRating, 5 stars1 day ago
Loren did a great job hosting us at his property. It is a duplex, but very well maintained. New furniture, and freshly remodeled. Very clean as well. It was well located as we were visiting family and friends in the Goshen, Middleberry, Bristol and Elkhart area. It was central to all of those locations. Would stay there again.
Guesthouse in Niles
New place to stay

Old School Charm | Sleeps 6

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