
Guest house holiday rentals in Northwest Indiana
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Top-rated guest house rentals in Northwest Indiana
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

Lakeside Dome Retreat w Hot Tub Near Indiana Dunes
Welcome to Valparaiso Lakeside Retreat a private getaway on Long Lake featuring a one-of-a-kind outdoor geodesic dome (11 feet), hot tub, fire pit, & kayaks. 20 minutes from Indiana Dunes National Park. Perfect for couples, remote workers & nature lovers seeking a tranquil escape. Enjoy stunning Long Lake views from your private backyard & dome. Long Lake public beach access is just around the corner. Perfect for kayaking, swimming, or a morning walk to the water. Book this unique stay today!

Relax on the shores of Lake Chapin
Beautiful private self-contained Guesthouse on the shore of Lake Chapin all sports lake. Enjoy our kayaks, paddle boat & canoe. Play in the water or relax on a float just steps from the back door. New furniture & Kitchen Remodeling completed. Enjoy the fire pit or relax and watch the beautiful scenery. Enjoy the walk out deck with a wonderful view of the lake. Morning coffee with the wildlife or evening tea watching the sunset. 2022 Brand New Central A/C Installed. Pets welcome for a small fee.

Couples Getaway, Jacuzzi, Sauna, Pool is Open
Couples Getaway | Private Suite w/ Jacuzzi, Sauna, Pool & Gym Indulge in a luxurious, private retreat designed for couples! This beautifully styled guesthouse suite is attached to the main house but completely private—you’ll have your own private entrance for total seclusion. Enjoy spa-like relaxation with a jacuzzi, sauna, pool access, and a fully equipped gym. Perfect for honeymoons, anniversaries, or weekend escapes, our space blends comfort, privacy, and elegance for an unforgettable stay.

South Bend, 1 Bedroom Cottage Built in 1912
South Bend historic cottage in the National Historic District of Chapin Park. Close to Notre Dame. One dog is welcome. No cats. There is a queen sized bed and a sofa, NOT sofa bed in the sitting room. This cottage built in 1912. Private and cozy, the cottage has a big screen TV, wifi and a gourmet kitchen. The owner lives almost directly behind and is available and happy to assist. Chapin Park's tree-lined, brick streets and diverse historic architecture are charming. No smoking.

Guesthouse Suite (C)
Experience the rich history of lovely Winona Lake when you book your stay in our GuestHouse Suites. Next to the heart of the Village At Winona, just steps up to Grace College or a short walk to visit the shops and restaurants. Enjoy a relaxing afternoon on the patio with the views of Spring Fountain park. WL Limitless Park and public beach, splash pad, tennis, pickleball and basketball courts, paved walking/bike trails, challenging mountain bike trails, are all within walking distance !

"myhathouse" detached studio downtown Chesterton
Vaulted skylights allow natural light. Ksize bed. Couch opens into a full size bed. (DEEP cleaned to AirBnb COVID-19 disinfectant standards) Fully stocked kitchen, sm. bathroom w/ shower. Parking ft. of house, 1.5 M from Lake Michigan Shoreline, 2 blocks to 15th St. entry to Prairie-Dune Trail. European Market (May -Oct) each Saturday downtown. Fall season drives along U.S. HW 12 & 20 for foliage Winter day hikes, x-county skis trail, shopping trips to the Michigan City Outlet mall.

"Tiny House" Guest House - No Cleaning Fee
"Tiny House" guest house located under large oak trees near the beach, and not far from I-94 and the Michigan state line. Vaulted ceiling, open feeling. Light and bright décor. Full bathroom, comfy couch, and other amenities. Polished concrete floor, whitewashed shiplap ceiling, hand-crafted oak furniture, suspended shelving. High ceilings, windows with southern exposure, front porch with siting chairs and a grill. Convenient charger for electric cars. Never a cleaning fee.

Private Cottage in Gated Nudist Community
We offer a private cottage on the grounds of Lake O the Woods Club. Cottage has Queen size bed, air conditioning, heater, refrigerator, microwave, TV, coffee maker, work/dining area, private deck and porta-potty. Payment of club daily grounds fee ($30-$60) is optional . Pricing on club website. There is no running water in the cottage. Bathrooms, showers, hot tub, sauna and swimming pool are available at the clubhouse and pool area after payment of grounds fees.

Make Lasting Memories at Beautiful Lake Chapin
Beautiful self contained private guest house right on shore of Lake Chapin. Big Bedroom overlooking the lake. Extra sleeping space for 6 people. Large bathroom. Updated 2021 new carpet & kitchen with granite, stainless stove, & Sink. Lake Chapin is all sport lake with good fishing, bring the boat and water toys or forget bringing anything and enjoy the lakeside fire pit, paddle boat and kayaks that we provide. Stocked with linens, towels, kitchenware, charcoal grill.

Papaw’s Barn
Take it easy at this unique and tranquil get away, in the middle of Indiana heartland! This is a peaceful country setting in a farming community. It is 15 minutes from interstate I-65, approximately 20 minutes to downtown Lafayette and approximately 30 minutes to Purdue University. Papaw’s barn is a detached building away from the main house with parking. If you enjoy relaxing views of the country, in the middle of Indiana heartland, this is the place for you!

Private Guest House, in Gated Nudist Resort.
Book your get away today. Make it a few days or a week. If you've ever thought of trying social nudity. This is the place to do it. Very private 200+ acre property. You can also USE GUESTHOUSE AS BASE FOR SHORT DAY TRIPS, to Indiana Dunes State Park, Michigan Wine Country, or Chicago. You won't find a more beautiful, cost effective setting for a get away. This listing is for Guest house only (see guest access below)...where NUDITY IS NOT REQUIRED.

Rainbows End 🌈 Puryear
Discover the tranquility of a charming cottage nestled on a 20-acre farm, surrounded by nature with walking trails that end up at the South Branch of the Galien River. Unwind on the patio with a cozy fire pit and enjoy all the amenities you'll need for a perfect getaway. Just 10 minutes away from the beautiful shores of Lake Michigan and only 3 miles from Four Winds Casino. Experience the peaceful countryside retreat—book now!
Popular amenities for guest house rentals in Northwest Indiana
Family-friendly guest house rentals

Tiny Caboose Guest House

Private, Charming, Coach House Loft in Andersonville

Cozy Guesthouse near NU - next to Lee Street Beach

Private Studio Apt -fishing pond

Sunny Coach House in Historic Oak Park

The Green Door - safe and calm with walkability

Farm Themed Guesthouse!

Guesthouse | Near public transit and Lake front
Guest house rentals with a patio

Cozy Guest House with Pool near National Park

South Bend, Mishawaka and New Carlisle, IN Area

Secluded Country Cabin

Bird’s Nest Air BnB

Cottage for two with pool & hot tub!

Cozy Guest Suite

The Tiny House on the River

Charming Wawasee Cottage
Guest house rentals with a washing machine and dryer

Coachhouse in central OP 4 blk to L

Private Guest Cottage|Walk to Downtown|Near Purdue

Polk Street Coach House Apartment, Little Italy/Medical Dist

Come relax near beautiful Lake Webster

Farm Cottage

Hidden Cottage in Logan Square

The Shire

Stylish Coachhouse in lovely Oak Park!
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- The Field Museum
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Union Park
- University of Chicago
- Lincoln Park Zoo
- Chicago River Walk
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Loyola University Chicago
- Indiana Dunes State Park
- Oak Street Beach
- Museum of Science and Industry
- Willis Tower





