
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.

Cozy Green Cottage with Private Beach
Cozy cottage hidden away in a quiet neighborhood 1.5 blocks from Lake Michigan, featuring a screened back porch perfect for morning coffee. Near the Benton Harbor Arts District, downtown St Joe, this cottage is surrounded by local restaurants, breweries, wineries, golf courses and shops. The beach is a year round destination, each season has its own wonders. Note: no TV, and WiFi can be spotty due to hills. Expect 90+ tiered steps to the sandy beach below. AC upstairs, original claw footed tub.

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.

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.

Lola's Pine Tree Cottage
Lola's Pine Tree Cottage is a uniquely perfect old-school Michigan Beach cottage, with modern amenities! Enjoy the quiet of 1.5 acre of combined yard and forest (with friendly deer and wills turkeys!); walk to the beach; snuggle in front of the fire! A perfect hideaway, fall, winter, spring, or summer! Close to all the charms and amenities of Sawyer, Three Oaks, Union Pier, New Buffalo, and St. Joes. Excellent writing retreat, we’ve been told, and a sweet spot for a romantic getaway!

"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.

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.

Rainbows End 🌈 Plensa
Escape to a tranquil countryside cottage on a 20-acre farm. Enjoy breathtaking sunrises from the picture window, relax in lounge chairs, and gather around the fire pit and grill or take a trail walk down to the south branch of the Galien River. Just 10 minutes from Lake Michigan, and within 5 miles of a casino and a golf course, it's the perfect retreat for nature lovers and entertainment seekers. Book now and experience rural bliss with nearby attractions!

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.
Popular amenities for guest house rentals in Northwest Indiana
Family-friendly guest house rentals

A bit of the North Woods on Chicago's North Side!

Private Coach house near Lincoln Square!

Guesthouse Suite (C)

Red Barn Lodge

Modern Webster Lake cottage

Come relax near beautiful Lake Webster

Sunny Coach House in Historic Oak Park

Private coach house near transit shops & nightlife
Guest house rentals with a patio

Coach House with Garage Parking & EV Charging

Cozy Guest House with Pool near National Park

South Bend, Granger and New Carlisle, IN Area

Blue Laguna Cottage I Private Beach I Riverfront

Charming Hidden Cottage

Cozy Loft | 2 Kings | Near Notre Dame + Parking

Enchanting Pool House (2.2 miles from Notre Dame)

The Tiny House on the River
Guest house rentals with a washing machine and dryer

The Rectory

Polk Street Coach House Apartment, Little Italy/Medical Dist

Farm Cottage

The Shire

Stylish Coachhouse in lovely Oak Park!

The Roscoe Village Guesthouse

Cottage in a Garden

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





