Guest house holiday rentals in Northwest Indiana

Find and book unique guest house rentals on Airbnb

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Popular amenities for guest house rentals in Northwest Indiana

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 Benton Harbor
4.94 out of 5 average rating, 176 reviews

Cozy Green Cottage with Private Beach

KathleenRating, 5 stars1 week ago
We had such a peaceful, relaxing time at the Little Green Cottage. It was just as described and in such a beautiful setting. Anne was incredibly friendly and responsive! We hope to visit again.
Guest favourite
Guest house in Chicago
4.88 out of 5 average rating, 291 reviews

The Rectory

AllisonRating, 5 stars3 weeks ago
A lovely spot! Our family of 4 had plenty of space and great sleeping arrangements (crucial for traveling with preschoolers!) and lots of space for kids to play. David was responsive and helpful. This is a very quiet home in such a great location! We would love to come back again, it was the perfect set up for our family vacation. And bonus, a beautiful restoration of the rectory and obviously very well kept property.
Superhost
Guest house in North Webster
4.89 out of 5 average rating, 170 reviews

Come relax near beautiful Lake Webster

ShelbyRating, 5 stars1 month ago
We had such a nice stay here. Elise's place was spacious and comfortable. Her list of local recommendations was wonderful. We're planning another trip back just to try more restaurants on her list! Do yourself a favor and stay here!
Guest favourite
Guest house in Evanston
4.93 out of 5 average rating, 176 reviews

Coach House Art Studio, By Downtown & Northwestern

MarkRating, 5 stars2 weeks ago
Matthew saw us into the apartment and immediately inflated the extra bed that we needed. Wine and drinks were available. Place was quiet and clean. Walkable to Northwestern and downtown Evanston.
Top guest favourite
Guest house in Stevensville
5 out of 5 average rating, 214 reviews

The Shire

BradRating, 5 starstoday
We loved our stay at the Shire! The place was perfect for our family. Our kids adored the pond and waterfall and enjoyed feeding the fish. The location was the perfect relaxing base for exploring southwest Michigan! We can’t wait to come back!
Guest house 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.
Guest house in Mishawaka
4.83 out of 5 average rating, 42 reviews

Riverfront guesthouse; 15 min to ND

HeatherRating, 5 stars11 months ago
For this trip, it was my husband and I and our 2 kids (18 & 21). Kyle's airbnb is in a perfect location right on the St. Joseph's River. It is beautiful and peaceful. The in-ground pool is a lovely perk and he has a dock to hang out on or go fishing. My husband and son loved fishing and hanging out on the dock. Kyle and his wife are friendly and so are the neighbors. The second floor apartment is above a garage and is 1 bedroom with beds all in the same room. There is a second bathroom with a shower as well as a sitting room with a larger TV and kitchen space downstairs which is nice if you need more space. We had problems while there with the internet. Kyle did check into it and tried to fix it, however it didn't work well the entire stay. We would definitely stay here again if in the area.

Guest house rentals with a patio

Top guest favourite
Guest house in Chicago
4.98 out of 5 average rating, 43 reviews

Solar Victorian MCM Coach House

AsitRating, 5 stars1 week ago
We had a lovely stay at this quiet little oasis in Wicker Park. The Coach House is charming, comfy, spotless, and stocked with everything you need. There is great food and transit just steps away. Joe and Shannon are fantastic hosts—friendly, responsive, and full of great local tips. You can tell they really love their city, and it shows in the way they host. Can’t wait to come back!
Top guest favourite
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!
Guest favourite
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!
Top guest favourite
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.
Superhost
Guest house in Chesterton
5 out of 5 average rating, 4 reviews

Charming Hidden Cottage

PatRating, 5 stars6 days ago
Perfect place to stay for a couple visiting the Indiana Dunes! Very close to both the state and national park. Very walkable for restaurants, winery’s, and tap rooms. Definitely recommend!
Top guest favourite
Guest house in LaGrange
5 out of 5 average rating, 134 reviews

Bird’s Nest Air BnB

MichelleRating, 5 stars1 week ago
Our stay with Karen was exactly what we were looking for. She was hospitable, friendly, and responsive. The accommodations were lovely and clean. We look forward to returning. Thank you for your hospitality.
Superhost
Guest house in Niles
4.85 out of 5 average rating, 20 reviews

Izzy Inn - Just Like Home

MichaelRating, 5 stars7 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

Guest house rentals with a washing machine and dryer

Superhost
Guest house in Berrien Springs
4.92 out of 5 average rating, 248 reviews

Make Lasting Memories at Beautiful Lake Chapin

JenniferRating, 5 stars5 days ago
We had a great stay! Loved how peaceful it was
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
Top guest favourite
Guest house in North Webster
4.98 out of 5 average rating, 243 reviews

Modern Webster Lake cottage

ArielRating, 5 stars1 month ago
Jim's place was a great spot to stay in North Webster-- right off of the lake, very comfortable, and everything you needed for a quiet, cozy weekend away. The area is very beautiful. Jim was also very helpful, provided good directions to the cottage, and responsive to any needs we had during the course of our stay.
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 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!!
Top guest favourite
Guest house in Countryside
4.94 out of 5 average rating, 490 reviews

Cozy Cottage Minutes from Downtown Chicago

JessicaRating, 5 stars1 week ago
The location was quiet and as described. The place was clean and cozy. Amenities were available in the kitchen, bathroom, and bedroom (extra blankets, towels, toiletries, iron, pots, plates etc.) I was able to come and go easily. Park in front of the garage as suggested, I parked under the tree and ended up needing a car wash due to the birds. Overall, good communication, quiet space, and nice location to many things in the Chicagoland area.
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.

Destinations to explore