Guest house holiday rentals in Lake Michigan

Find and book unique guest house rentals on Airbnb

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Popular amenities for guest house rentals in Lake Michigan

Family-friendly guest house rentals

Guest favourite
Guest house in Oak Park
4.89 out of 5 average rating, 506 reviews

Coachhouse in central OP 4 blk to L

DarioRating, 5 stars1 week ago
this is a gem. the place to book if you want to sleep near Chicago, outside of the city center rush, but at only 30 mins from downtown with the green line. The apartment is very well furnished (especially the kitchen !). Niles is an experienced host that provided us with recommandations and guidance for our stay. parking is free. Everything was super clean. check in and check out were smooth and independent. the quality/price ratio is good.
Guest favourite
Guest house in Benzonia
4.9 out of 5 average rating, 146 reviews

Hockey Themed Room with Wooded Trails

BrittanyRating, 5 stars1 day ago
Great peaceful place to recharge for the night. Beautiful property and friendly host! Thanks again!!
Top guest favourite
Guest house in Lake Ann
4.99 out of 5 average rating, 200 reviews

The Den @ Little Red Homestead

StacyRating, 5 stars8 months ago
Over the top amazing place to stay. Beautiful, comfortable and adorable! Seth and Kelsey were outstanding hosts and my husband and I were so impressed, these two should give lessons on how to be the perfect hosts!!! The food was amazing and they also slipped in a little birthday surprise for me. The property was so well maintained and the hot tub and fire pit were a welcome surprise and we enjoyed meeting other guests fixing s’mores!! I forgot to sign the guest book so will be back soon!!
Top guest favourite
Guest house in Stevensville
4.98 out of 5 average rating, 312 reviews

Red Barn Lodge

CheyenneRating, 5 stars3 weeks ago
Absolutely recommend this place! It is warm and cozy, with a massive backyard which was great for our dogs to play in and for us to relax in! It feels very private and has such a unique vibe! Ann was amazing, she was kind, friendly, and gave incredible recommendations! Mason Jar Cafe is a MUST! Highly recommend and hope to return soon!
Superhost
Guest house in Stanwood
4.96 out of 5 average rating, 113 reviews

Beautiful Wilderness Retreat

CelenaRating, 5 stars1 week ago
Robert was an amazing host! Very friendly, warm and made us feel right at home. The property far exceeded our expectations. It was so beautiful and felt magical. We bought our granddaughter with us, and she had the best time. We all enjoyed exploring the gorgeous gardens and walking the trails, but she particularly loved the pond teaming with wildlife and hanging out with the chickens. It was the perfect place for a reset. We can’t wait to go back.
Guest favourite
Guest house in Michigan City
4.99 out of 5 average rating, 115 reviews

“Treetops” Charming Country Coach House

CaitlynRating, 5 stars9 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 !
Top guest favourite
Guest house in Cedar
4.96 out of 5 average rating, 187 reviews

The Guest House at Blossom Gardens

YvonneRating, 5 stars3 weeks ago
I can’t say enough good things about Mary and Blossom Gardens! The room itself was comfy, tidy, and super clean. The setting is very peaceful, the Cedar area is charming, and the cabin is still close enough to TC to enjoy all that the area offers. Mary was a great communicator and made us feel very welcome! We would love to return the next time we’re in the area.
Superhost
Guest house in Grand Rapids
4.76 out of 5 average rating, 496 reviews

Windmere Guest Cottage

DonnaRating, 5 stars1 day ago
We absolutely loved our stay at Ty’s. The cottage is spotless, cozy, comfortable and ever so quiet. Morning coffee out back listening to the birds sing was an added bonus! The cottage was described perfectly, it’s a sweet retreat. Hopefully Ty would have us back every time we visit our parents who just moved to the area. Thank you for a wonderful stay!

Guest house rentals with a patio

Superhost
Guest house in West Bend
5 out of 5 average rating, 83 reviews

Wilderness Retreat*Private Deck*Gazebo*Fireplace

JonathanRating, 5 stars2 weeks ago
Our stay at Don and Betsy’s place was nothing short of exceptional.From the moment we arrived, we felt warmly welcomed and completely at home. The property was immaculate-and properly maintained, thoroughly decorated, and stocked with every comfort we could possibly need. Don and Betsy were the perfect hosts: friendly, responsive, and full of recommendations if needed. It’s clear they genuinely care about providing an amazing guest experience. The peaceful surroundings, cozy touches, and attention to detail made this one of the best Airbnb stays we ever had. If you’re looking for a quiet, comfortable, and memorable getaway in Wisconsin, look no further. We’re already planning our next trip!! Thank you again! Jonathan and Lisa
Superhost
Guest house in Chesterton
4.98 out of 5 average rating, 48 reviews

Cozy Guest House with Pool in Chesterton

DestinyRating, 5 stars4 days ago
Me and my friend stayed here since we were going to be visiting the Indiana Dunes, and it was lovely! As soon as we walked in we both said wow because of how open and clean it felt. It’s a beautiful place with everything you would need. They had so many cool extras that really added to our experience. Perfect quiet place to hang out at. And their Koi pond was beautiful and peaceful. I’ve suggested their place to others!
Superhost
Guest house in New Buffalo
4.86 out of 5 average rating, 21 reviews

Blue Laguna Cottage I Private Beach I Riverfront

TressaRating, 5 stars2 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!
Superhost
Guest house in Harbor Springs
5 out of 5 average rating, 51 reviews

Castle Guest House Lake Michigan Million $ Sunsets

KatieRating, 5 stars8 months ago
We loved our time at Lauren’s home. It was picturesque, both with the location along Lake Michigan and the fall colors. It was peaceful and secluded, and very relaxing to walk our dog along the lake multiple times per day. Despite its seclusion it was conveniently close to downtown Harbor Springs and one of our favorite places, Pond Hill Farm. Lauren was friendly and responsive, an excellent host. The home itself was beautiful and well equipped for a living space. We could not have asked for a better location, and we hope to be back again soon!
Superhost
Guest house in Berrien Springs
4.96 out of 5 average rating, 114 reviews

Secluded Country Cabin

JasmineRating, 5 stars3 weeks ago
Super clean and adorable Airbnb! Linda was very responsive and flexible. The tiny home was stocked with lots of goodies. The land is clean and peaceful. They have space for a bonfire, outdoor seating and grill. So sad we only needed somewhere to sleep for the night - would have loved to hangout there for a few extra days! Definitely plan on staying here again when we come back to the area!
Superhost
Guest house in Valparaiso
4.98 out of 5 average rating, 168 reviews

Cozy Luxe Downtown Valparaiso Stay

KevinRating, 5 stars1 day ago
Smooth experience. It was in a great location. The carriage was lovely and private.
Superhost
Guest house in Central Lake
4.96 out of 5 average rating, 114 reviews

Newly remodeled Guest Suite

TracieRating, 5 stars1 week ago
Nancy & John were very welcoming & accommodating. They were super sweet and we felt right at home with them. The guest house is warm and inviting. We absolutely loved our stay. We are definitely planning a return visit in the near future.
Superhost
Guest house in Valparaiso
4.98 out of 5 average rating, 83 reviews

Lake retreat w/ unique dome near Indiana Dunes

BobbyRating, 5 stars2 weeks ago
Beautiful stay with a very responsive and helpful host.

Guest house rentals with a washing machine and dryer

Top guest favourite
Guest house in South Bend
4.96 out of 5 average rating, 276 reviews

South Bend Fully Restored Cottage Built in 1912

LucyRating, 5 stars5 days ago
This little cottage was the perfect retreat while I was attending a conference at Notre Dame. It was clean, quiet, private, and comfortable, and Joan has done an exceptional job with the interior. There were also special touches--like snacks in the kitchen and toiletries in the bathroom (I forgot a few things, but it wasn't a problem). The cottage is located in a historic neighborhood, and I enjoyed my walks to campus. Joan was responsive to my questions and all-in-all an excellent host. I definitely recommend this place!
Top guest favourite
Guest house in Chicago
4.99 out of 5 average rating, 858 reviews

Polk Street Coach House Apartment, Little Italy/Medical Dist

VickyRating, 5 stars2 weeks ago
the airbnb was so lovely and spacious for our party of 4! we had 0 trouble finding the home and had the best weekend in chicago reuniting with our friends from college. would def recommend - it is a quieter part of chicago. the walk to little italy is quite lovely and is a quick uber from the west loop
Guest favourite
Guest house in Sparta
4.87 out of 5 average rating, 104 reviews

Cozy Country Getaway - Nearby Lake, FirePit, Grill

CharlesRating, 5 stars1 month ago
Have stayed here several times in the past. Excellent location and private comfortable surroundings.
Top guest favourite
Guest house in Oak Park
4.99 out of 5 average rating, 114 reviews

Stylish Coachhouse in lovely Oak Park!

GloriaRating, 5 stars2 weeks ago
My stay at Blake and Lindy’s lovely home was awesome. The home was immaculate and beautifully decorated. The home had every amenity that you would need to feel right at home. It was a most pleasurable experience, I would recommend this Airbnb to future guests 100%. ❤️❤️❤️❤️❤️❤️❤️
Top guest favourite
Guest house in Lake Forest
4.94 out of 5 average rating, 127 reviews

The Green Door - safe and calm with walkability

JenniferRating, 5 stars3 days ago
Very comfortable and convenient. We have stayed many times and look forward to another visit soon! Five star rating.
Top guest favourite
Guest house in Evanston
4.99 out of 5 average rating, 278 reviews

Cottage in a Garden

MariaRating, 5 stars3 weeks ago
Beautiful cottage and garden! All was lovely. Eclectic decor, responsive hosts. Well stocked kitchen and bathroom. Had everything we needed. Highly recommend!!
Guest favourite
Guest house in Villa Park
4.92 out of 5 average rating, 121 reviews

Eclectic Coach House Apartment

EricRating, 5 stars3 weeks ago
A great place to stay for a couple of nights! cozy!
Top guest favourite
Guest house in Lake Forest
4.98 out of 5 average rating, 131 reviews

Large Luxury Guest Apartment in the North Shore

LauraRating, 5 stars1 month ago
Everything about this spot is wonderful. The apartment is spacious, clean, and well-appointed. Each room is large yet still cozy. The bedroom has a large, comfortable king-size bed that makes you want to spend the day reading. The closet is a sizable walk-in space that can hold luggage with room to spare. The lovely bathroom looks brand new and fresh. The kitchen has everything one could look for, with cheery light and enough counter space to prepare a decent meal. All appliances and kitchen gadgets are available, including serving bowls and Tupperware. One of the best parts of the stay was the kind hospitality shown by Kathy and Paul. Winnie, their sweet dog, made our time even better. My husband and I were very pleased with our stay.

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