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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

Top guest favorite
Private room in Winona Lake
4.97 out of 5 average rating, 300 reviews

Guesthouse Suites (B)

Brittani Rating, 5 stars2 weeks ago
This was our second stay here and we loved it again! This time we brought our 10 month old with us and it was perfect. I love how clean it was and it was nice having a pack and play so I didn’t have to bring one with us. We enjoyed our weekend and the short walk to the shops and restaurants at Winona Lake.
Top guest favorite
Guesthouse in Stevensville
5 out of 5 average rating, 209 reviews

The Shire

EdwardRating, 5 stars2 weeks ago
It felt great staying at this place. I think the water boiler was not quite functional during our stay, but they immediately offered a solution. We personally felt that we were okay with semi warm shower and did not want the owner to come in to fix the issue, but that's just us. Can't blame the owner for a broken water boiler. Overall, a great place for a great price.
Top guest favorite
Guesthouse in Plymouth
4.99 out of 5 average rating, 575 reviews

Sue's Place

NikkiRating, 5 stars4 days ago
Absolutely loved our stay! We will be back. Sue’s Place was perfect for our family time! ❤️😘
Top guest favorite
Guesthouse in Michigan City
4.99 out of 5 average rating, 115 reviews

“Treetops” Charming Country Coach House

CaitlynRating, 5 stars6 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
4.5 out of 5 average rating, 18 reviews

Annie’s Beautiful Home

GiovannaRating, 5 stars3 months ago
Exactly how it was described. perfect for the weekend, walkable to many restaurants and ND. super clean and comfortable.
Superhost
Guesthouse in New Buffalo
4.83 out of 5 average rating, 18 reviews

Blue Laguna Cottage I Private Beach I Riverfront

AlyssaRating, 5 stars3 months ago
Overall, we really enjoyed our stay and Kamile’s home. The home was easy to access, very clean, and in a great location if you’re looking for a bit more seclusion. I did think the listing was a bit misleading in terms of proximity to beach. There is private beach access but this is not located on the beach, and the picture that shows the aerial view of the beach is not of the actual property. I also felt like the furniture was a little cluttered / not right for the space. For example, the bedroom had a huge desk that didn’t fit and took up space we would have liked to use. Those two things aside, our stay was great, Kamile was very responsive and accommodating, and it was a nice little escape.
Guest favorite
Guesthouse in Berrien Springs
4.97 out of 5 average rating, 109 reviews

Secluded Country Cabin

LauraRating, 5 stars3 weeks ago
Linda and Doug were exceptional hosts. Very warm and welcoming, gave great suggestions for to-do’s/food in the area. The cabin was the perfect size for two people and the bed was comfy! We hiked through the woods and had a fire - perfect overnight getaway. The place felt isolated which is exactly what we wanted. We would definitely revisit! Thank you both so much for such a warm welcome.
Guest favorite
Guesthouse in Bridgman
4.93 out of 5 average rating, 148 reviews

The Hideaway Loft, a lovely 1 bedroom apartment.

TiffanyRating, 5 stars4 days ago
My husband and I just wanted a little overnight getaway and Owen’s place was perfect! Everything was as described and more! Would highly recommend.
Top guest favorite
Guesthouse in Cassopolis
4.98 out of 5 average rating, 138 reviews

2 person hot tub cozy cottage getaway

LizbethRating, 5 stars4 days ago
It was a very cute space, perfect getaway for some peace and quiet! Mary Jo was very responsive and quick to answer any questions you may have.
Superhost
Guesthouse in Niles
4.84 out of 5 average rating, 19 reviews

Izzy Inn - Just Like Home

MichaelRating, 5 stars4 months ago
Ideally situated "home base" for a Notre Dame football weekend. Niles stores and coffee shops 7-8 minutes away and campus only a short drive. Good communication from owner. Will rent again
Guesthouse in Leesburg
4.71 out of 5 average rating, 7 reviews

Cozy Tippecanoe Lakefront cottage basement villa

JackRating, 5 stars7 months ago
Dena was very responsive before my visit. Plenty of parking. Place was very clean and comfortable and location was great on the lake. 5 stars across the board.

Guest house rentals with a washer and dryer

Top guest favorite
Guesthouse in New Buffalo
4.99 out of 5 average rating, 336 reviews

Rainbows End 🌈 Bourgeois

DylanRating, 5 stars4 days ago
We stayed in cottage B at Rainbow’s End as a late-winter weekend getaway, and we couldn’t be happier! The cottage is as cute as the photos, cuter even! It had everything we needed for a cozy weekend in, and our little dog loved walking down to the river. Dennis was very accommodating & responsive to our messages leading up to the trip, and even reached out to the local chamber of commerce in order to recommend a taxi service (we took the amtrak in to New Buffalo, and we don’t drive). Very pleasant stay, we would definitely come back to see what the town is like in the summer!
Top guest favorite
Guesthouse in Sawyer
5 out of 5 average rating, 22 reviews

Flynn Coach House

AnnRating, 5 stars5 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!
Guest favorite
Guesthouse in Berrien Springs
4.92 out of 5 average rating, 245 reviews

Make Lasting Memories at Beautiful Lake Chapin

GabrielRating, 5 stars3 months ago
Very nice host, instructions were clear, a cozy place that matched a description, views from the bedroom window are wonderful, very cozy, clean and private place to spend a weekend peacefully. Would definitely stay again!
Private room in New Buffalo
5 out of 5 average rating, 4 reviews

Captain Whittaker - 2 bedroom, 2 bath

RebeccaRating, 5 stars23 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!!
Guest favorite
Guesthouse in Sawyer
4.91 out of 5 average rating, 35 reviews

Butterfly Bungalow

PeteRating, 5 stars5 months ago
I stayed here with my wife and 7-month-old son. We were in the area for a Notre Dame football weekend. It’s an easy 40 minutes to campus. The road to the guest house was a bit tricky to find but otherwise we had no issues checking in. The hosta were flexible allowing us to check in a little early. The listing describes the place well. We loved having a kitchen. There is no dishwasher but this wasn’t a concern of ours. The bed was comfortable as were the sofa and chairs. The hosts are very responsive. They even set up a pack-and-play for our son and provided us with a heads up about a bike race on our day of departure! We LOVED this place and are planning to come back.
Superhost
Guesthouse in Berrien Springs
4.83 out of 5 average rating, 348 reviews

Relax on the shores of Lake Chapin

MeechaiRating, 5 stars2 months ago
Secluded location. Private. Very comfy.
Guest favorite
Guesthouse in Leesburg
4.93 out of 5 average rating, 14 reviews

Lake Tippecanoe: A Wave Away (from it all)

EstebanRating, 5 stars6 months ago
Pictures on the listing did not to the property justice. Beautiful getaway and an abundance of good memories made during our stay!

Destinations to explore