
Guest house holiday rentals in Northwest Indiana
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Top-rated guest house rentals in Northwest Indiana
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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!

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.

Heron's Rest Hideaway, nature lovers' dream
Privacy on 11 acres of conservancy-protected land including two lakes, river access, woods. Rowboat available. Fishing on site. Nature lovers dream! 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.

Secluded Country Cabin
Spring is just around the corner, schedule your getaway and start planning for the summer now and enjoy your stay in this 400 sf newly renovated cabin that has knotty pine interior walls throughout along with new carpet and vinyl flooring. Enjoy the peace & quiet as you sit around the fire pit or relax on the outdoor patio that's fully furnished with furniture and a charcoal grill. Come enjoy your stay as you take advantage of the local wine tours, nearby Lake MI. beaches and the county parks.

Farm Cottage
Sweet cottage on our farm: Fully equipped kitchen and furnished living/sleeping area 14’x15' approx., washer/dryer. Sleeps 4: queen bed and queen sofa bed. Lots of privacy and next to organic garden, fields, stable and fruit orchards. All utilities, TV and WI-FI included. Well water with new water softener and water heater. Pet friendly; no pet fee. Lots of farm paths to walk your pet. Encourage off leash if trained. Horses have moved to another farm while pasture and stable rehabbed.

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.

"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.

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!

The Shire
Nestled on five secluded, tree-lined acres, with a pond, waterfall, fire pit, tree swing, basketball court and walking trails, The Shire feels a million miles away from it all - but isn't! We are only minutes away from wineries, breweries, amazing beaches, restaurants and shopping. (Notre Dame is an easy 30 minute drive). Southwest Michigan is a beautiful place to live! We'd LOVE to share it with you.
Popular amenities for guest house rentals in Northwest Indiana
Family-friendly guest house rentals

Private Coach house near Lincoln Square!

Cozy Green Cottage with Private Beach

Red Barn Lodge

Lola's Pine Tree Cottage

Designer's Dream in the North Shore!

The Garden Hideaway-Quiet, 6 Miles to Silver Beach

Guesthouse | Near public transit and Lake front

"myhathouse" detached studio downtown Chesterton
Guest house rentals with a patio

Cozy Guest House with Pool near National Park

South Bend, Granger and New Carlisle, IN Area

Cozy Luxe Downtown Valparaiso Stay

Charming Hidden Cottage

Studio apartment for two with pool & hot tub!

Izzy Inn - Just Like Home

South St Private Suite (Can Include Four Game Tix)

Cozy Guest Suite
Guest house rentals with a washing machine and dryer

Coachhouse in central OP 4 blk to L

The Rectory

Polk Street Coach House Apartment, Little Italy/Medical Dist

Bro’s Place 6 mile drive to Indiana Dune’s

Modern Webster Lake cottage

Come relax near beautiful Lake Webster

Stylish Coachhouse in lovely Oak Park!

The Roscoe Village Guesthouse
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- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- 875 North Michigan Avenue
- The Field Museum
- Shedd Aquarium
- Chicago River Walk
- Humboldt Park
- University of Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Donald E Stephens Convention Center
- Union Park
- Frank Lloyd Wright Home and Studio
- Washington Park Zoo
- Garfield Park Conservatory
- Beachwalk Vacation Rentals
- Oak Street Beach





