Guesthouse vacation rentals in Northwest Indiana

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Northwest Indiana

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Superhost

Guesthouse in Berrien Springs

4.83 out of 5 average rating, 350 reviews

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.

Superhost

A set of stone steps leads down to a grassy area adjacent to Lake Chapin. Lush greenery surrounds the steps, with large trees and shrubs visible. The lake is seen in the background, complemented by a calm atmosphere and gentle waves.

Guesthouse in Berrien Springs

4.92 out of 5 average rating, 246 reviews

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. Pets welcome for small fee

Top guest favorite

A private in-ground swimming pool is surrounded by lush greenery. Several white lounge chairs are positioned around the pool's edge, with a shaded dining area featuring a table and umbrella nearby. The clear water reflects sunlight under a bright blue sky.

Guesthouse in Michigan City

4.99 out of 5 average rating, 115 reviews

“Treetops” Charming Country Coach House

Second-floor comfortably furnished coach house. Stylish and airy space with full kitchen. Great views. Private in-ground 20' x 40' swimming pool reserved exclusively for you and your guests. Basketball half-court. Softball diamond. Bocce court. Great for bicyclists. 20 acres of woods. Hiking trails on property and pond with wildlife. Centrally located between New Buffalo, MI, and Michigan City, IN. Close to the Indiana Dunes, and Lake Michigan. 70 minutes to Chicago, 45 minutes to South Bend.

Guest favorite

A serene outdoor seating area features two hanging chairs and several white lounge chairs arranged on gravel. The space is bordered by lush green grass and framed by tall trees in the background, with a stack of firewood visible nearby.

Guesthouse in Kokomo

4.93 out of 5 average rating, 139 reviews

Sunlit Sanctuary w/Country View. Tranquil & Clean.

Retreat to the country with this newly renovated guest house. Located just 8 minutes away, this modern space offers a tranquil, country setting with quick, easy access to Kokomo. A lovely space to unwind and relax after a busy day at work or play, this quiet setting ensures you rest peacefully. In the morning, after drawing back the blackout curtains, take in the serene views of the countryside and perhaps catch a glance of the local wildlife as rabbits, squirrels and birds are abundant.

Top guest favorite

A charming guest house with light-colored siding and a red door is nestled among vibrant flowers in the garden. Large windows invite natural light, surrounded by leafy greenery, creating a peaceful atmosphere that complements the surrounding pollinator garden.

Guesthouse in Evanston

4.99 out of 5 average rating, 267 reviews

Cottage in a Garden

Enjoy the serenity of our secret garden from your private guest house. Enjoy privacy on the covered sun porch. Watch butterflies float by in the pollinator garden. Listen to evening quiet on the patio overlooking the garden. Spin some records from the eclectic collection. Stroll the leafy neighborhood. Stop for a beer at award-winning Temperance Brewery. 5 minute walk to Divvy bike station gives you access to all of Chicago and CTA/Metra train. Short ride to lakefront, Northwestern, downtown.

Top guest favorite

A well-maintained guesthouse exterior is showcased, featuring light brown siding and a welcoming porch adorned with potted plants. Two balconies are visible on the upper level, and seating is arranged on the ground floor patio. Lush greenery surrounds the property.

Guesthouse in Winona Lake

5 out of 5 average rating, 226 reviews

Guesthouse Suites (C)

For business or pleasure, you will experience lovely Winona Lake staying in our newly constructed GuestHouse Suites. Next to the heart of The Village at Winona, a short walk up to Grace College or a short walk over to visit the shops and restaurants; Spring Fountain Park graces your view. Winona Lake Limitless Park, public beach, splash pad, tennis, pickleball and basketball courts, paved walking/bike trails, mountain bike trails, and an ice skating pavillion, are all within walking distance

Guest favorite

A well-maintained garden surrounds the exterior of the guest house, featuring various shrubs and plants. The brick façade creates a warm contrast with the lush greenery. Soft lighting from outdoor fixtures enhances the inviting appearance of the entrance area.

Guesthouse in South Bend

4.9 out of 5 average rating, 135 reviews

Serene open concept family friendly space

Beautiful 1500 sf open concept guest house at the basement level, off highway 2 and highway 20. Separate entrance. Keyless entry. Has 1 king size bed, 1 queen size beds, 2 twin beds and 2 sleeper bed. 2.5 miles from South Bend airport and 6.5 miles from the university of Notre Dame. Within a walking distance- Martins supermarket, Kroger, CVS, Walgreens, planet fitness, multiple restaurants and a laudry mat. Sample st allows you to navigate through downtown S. Bend,Notre Dame and Mishawaka

Top guest favorite

A wide sandy beach extends to the water's edge, with gentle waves lapping at the shore. Clouds create a soft gray backdrop while distant figures walk along the beach. Vegetation is visible in the foreground, indicating the natural landscape surrounding the area.

Guesthouse in Chesterton

4.92 out of 5 average rating, 360 reviews

"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.

Top guest favorite

A panoramic view of sandy dunes leading to the calm waters of Lake Michigan is displayed under a clear sky. Gentle slopes and patches of greenery are visible, creating a natural landscape where land meets water.

Guesthouse in New Buffalo

4.98 out of 5 average rating, 812 reviews

"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.

Top guest favorite

A serene exterior view captures a pathway framed by lush greenery, leading towards the cottage. Ornamental plants, including hostas and tall foliage, add vibrancy to the setting. The surrounding historic homes are visible, complemented by tree canopies providing shade.

Guesthouse in South Bend

4.96 out of 5 average rating, 263 reviews

South Bend Fully Restored Cottage Built in 1912

South Bend historic cottage in the National Historic District of Chapin Park. Minutes from Notre Dame and downtown. This cottage built in 1912 has been lovingly restored. 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 protected historic architecture make this location exquisitely charming. No smoking.

Top guest favorite

A wooden deck is equipped with a shaded area featuring seating and a grill. A ladder leads down to the clear water, where several umbrellas are positioned along the dock. Lush greenery surrounds the tranquil lake, reflecting the peaceful scene.

Guesthouse in Valparaiso

4.96 out of 5 average rating, 405 reviews

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.

Top guest favorite

Guesthouse in Stevensville

4.98 out of 5 average rating, 309 reviews

Red Barn Lodge

The Red Barn Lodge is a few minutes from orchards, beaches and vineyards. The converted barn combines the convenience of modern kitchen and bathroom within a spacious loft. Air-conditioned and private huge fenced backyard with shady and sunny areas and fire pit. There is a woodburning fireplace inside for cozy fall and winter evenings and a charcoal grill in the yard.