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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Guest favorite

Guesthouse in Peru

4.96 out of 5 average rating, 116 reviews

Private Studio Apt. w/Fishing Pond and Trails!

Forget your worries in this spacious and serene space! Welcome to our home in small town Peru, conveniently located 1.5 hours north of downtown Indianapolis. At our 6.5 acre property, you will find a private studio apartment awaits you, with full bathroom, kitchenette, queen sized bed. Our home includes numerous walking trails through the woods as well as a gem of a fishing pond fully stocked for your next big catch! Downtown Peru is 3 miles away for a night out on the town! NO CLEANING FEES!

Guest favorite

Guesthouse in Bridgman

4.93 out of 5 average rating, 130 reviews

The Hideaway Loft, a lovely 1 bedroom apartment.

Get out of town and escape to this unique and tranquil retreat. Juniper's Hideaway Loft is a private 1 bedroom apartment that offers both seclusion and proximity. Just minutes from Weko Beach and Warren Dunes, this is the ideal location for any outdoor enthusiasts. Check out local wineries and breweries, and enjoy the treasures of southwest Michigan from this 9 acre wooded space. The Hideaway Loft in Bridgman offers the perfect weekend getaway, only 90 minutes from Chicago. EV charger onsite!

Guest favorite

Guesthouse in Porter

4.9 out of 5 average rating, 740 reviews

'Pool Barn' w/Games & Hot Tub near Indiana Dunes

Pool and hot tub are open! The Pool Barn offers a great location & unique experience. 1 hour from Chicago & less than 10 minutes from large sand beaches & hiking trails of Indiana Dunes National Park & Indiana Dunes State Park. Lots to do at the 'Pool Barn' too. Outside is pool, hot tub, grill, firepit, playground, & we are on hike/bike trail. Inside is billiards, ping pong, air hockey, darts, popashot, foosball, board games, large smart tv, 6 beds, couch, & full kitchen. No cleaning fee!

Guest favorite

Guesthouse in Valparaiso

4.95 out of 5 average rating, 197 reviews

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 mandatory. 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 . The cottage is sanitized after every rental.

Guest favorite

Guesthouse in Chesterton

4.96 out of 5 average rating, 154 reviews

Bro’s Place

Welcome if you like country life Bro’s place is the place to be...watching the sheep, chickens and wildlife on you back deck making dinner on the grill with a full kitchen. Pick your own veggies outside the back door when in season. You will find a welcome basket with snacks, wine and homemade soap in bathroom fresh eggs from our chickens when available if your planning to visit our Beautiful Indiana Dunes you’ll find everything you need..chairs, towels, cooler Queen size sofa sleeper

Guest favorite

Guesthouse in New Buffalo

4.98 out of 5 average rating, 779 reviews

"Tiny House" Guest House Under the Oak Trees

"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.

Guest favorite

Guesthouse in Chesterton

4.92 out of 5 average rating, 345 reviews

"myhathouse" detached studio downtown Chesterton

Vaulted skylights allow natural light. Ksize bed. Futon opens into a 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

Guest favorite

Guesthouse in Sawyer

4.92 out of 5 average rating, 173 reviews

Heron's Rest Hideaway, on-site fishing

Privacy on 11 acres of conservancy-protected land including two small lakes, river access , woods. Rowboat available. Minutes from Michigan’s most popular beach, breweries, wineries, antique malls, farm-to-table restaurants. Fully equipped kitchen, gas fireplace. Private fire pit, deck, and gas grill. Kayak, bike, hike nearby. Separated from our home by a breezeway. Private entrance, quiet road, dark nights. Daytime woodworking noise possible. Limit of 4 guests.

Guest favorite

Guesthouse in Cassopolis

4.98 out of 5 average rating, 126 reviews

Cozy 2 person cottage with hot tub

Come for a relaxing getaway in the country. Cook in our small kitchenette or use our Blackstone or fire pit. Located in a small hobby farm setting with cows, sheep, & chickens roaming the pasture. We also have a cat that claims the pool area as her own. The long driveway and gravel road are perfect for a leisurely stroll to enjoy the great outdoors. Take a swim in the pool or a soak in the hot tub and let the worries of life melt away during your stay.

Guest favorite

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.

Guest favorite

Guesthouse in New Buffalo

4.96 out of 5 average rating, 405 reviews

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!

Guest favorite

Guesthouse in Valparaiso

4.98 out of 5 average rating, 131 reviews

Cozy Luxe Downtown Valparaiso Stay

Welcome to “Chalet Valpo”! A historic carriage house located minutes from the heart of Valpo that we have had completely gutted and made new for you! This home is a carriage house, it is located on our personal property. You have complete privacy during your stay in a private fenced in area. Do not hesitate to reach out with any questions. Walkable to downtown Valparaiso! NO CLEANING FEE!