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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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A private outdoor gazebo houses a spacious jacuzzi, accompanied by soft lighting and a view of the surrounding greenery. Nearby, a wooden deck features a dining area with a table and chairs, inviting relaxation in a peaceful setting.

Guesthouse in Merrillville

4.93 out of 5 average rating, 131 reviews

Romantic Getaway Guesthouse/ Jacuzzi/Sauna/Pool

Romantic 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.

Top guest favorite

A clear, geodesic dome is set on a paved patio surrounded by a grassy area and decorative plants. The backdrop features a tranquil lake and lush trees, illuminated by a colorful sunset sky.

Guesthouse in Valparaiso

4.98 out of 5 average rating, 104 reviews

Unique Dome Retreat by Indiana Dunes w/ Lake View

Escape to our Valparaiso Lakeside Retreat with king bed, lake views, unique dome experience, fire pit, grill & hot tub, all near Indiana Dunes National Park, Valparaiso University & 4 local parks! Experience a nature getaway at our newly renovated lake guest house on the ground level of our home with keyless entry & unique outdoor amenities, ideal for friend groups, small families, business travelers & couples. 10 min - downtown Valparaiso. Book now to experience this unique tranquil retreat.

Top guest favorite

The airy living room features a spiral staircase leading to the upper level. A wooden coffee table lies in front of a comfortable sofa. A vibrant vinyl record player sits atop a wooden crate, with bookshelves filled with various titles in the background. Natural light streams through multiple windows.

Guesthouse in Evanston

4.99 out of 5 average rating, 285 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 private cottage is surrounded by lush greenery and features a wooden deck adorned with several blue planters. Steps lead up to the entrance, which is framed by large windows allowing natural light to fill the interior.

Guesthouse in Valparaiso

4.95 out of 5 average rating, 217 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.

Top guest favorite

A serene sunset casts warm hues of orange and gold over a calm body of water, with a distant city skyline silhouetted against the horizon. The smooth water surface reflects the colors of the sky, creating a tranquil atmosphere.

Guesthouse in Chesterton

4.96 out of 5 average rating, 190 reviews

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

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

A quaint cottage is nestled among towering pine trees on a spacious, lush lawn. A stone pathway leads to the entrance, framed by a serene natural setting filled with greenery and shaded by the surrounding trees.

Guesthouse in Sawyer

4.88 out of 5 average rating, 139 reviews

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!

An outdoor space is presented with a patio featuring a round table and four chairs under a red umbrella. A fire pit is positioned nearby, with a pile of branches placed in the foreground. The area is enclosed by a wooden fence with decorative artwork visible.

Guesthouse in Chesterton

4.91 out of 5 average rating, 388 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 compact guest house features a light green exterior with white trim, set within a grassy area. A welcoming front porch includes two chairs and a small bench, surrounded by flowering plants. Large windows allow ample natural light to enter.

Guesthouse in New Buffalo

4.98 out of 5 average rating, 876 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

The front porch of the cottage features a welcoming entrance with a red door. Two seating areas are situated on the porch, complemented by colorful flower pots. The porch is framed by green columns, and a gravel pathway leads towards the entrance.

Guesthouse in South Bend

4.96 out of 5 average rating, 304 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 charming cabin is nestled among tall trees, with a deck visible on one side. Surrounding areas feature mowed grass and fallen leaves, creating a tranquil rural setting. Additional structures, including a shed, can be seen in the background, adding to the serene atmosphere of the property.

Guesthouse in Sawyer

4.93 out of 5 average rating, 187 reviews

Heron's Rest Hideaway, nature lovers' dream

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.

The guest house is nestled among lush greenery, featuring a spacious wooden deck adorned with an umbrella. A well-manicured lawn leads to the entrance, while the house showcases large glass doors that invite natural light into the interior.

Guesthouse in Valparaiso

4.95 out of 5 average rating, 426 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

The exterior of Chalet Valpo features a charming two-story white house with a pitched roof. The front porch is accessible with a gravel path, offering wooden steps and a small seating area with a table and chairs. A fenced yard provides additional privacy.

Guesthouse in Valparaiso

4.97 out of 5 average rating, 194 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!

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Northwest Indiana guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

A cozy living area features a light-colored sofa and a dark armchair, arranged around a wooden coffee table. A textured area rug lies beneath, and soft light is provided by a floor lamp. Large, partially draped windows allow natural light to enter.

Guesthouse in Evanston

4.93 out of 5 average rating, 120 reviews

Cozy Guesthouse near NU - next to Lee Street Beach

A dining area features a wooden table set with glassware, surrounded by four wooden chairs with decorative fabric. Large windows are draped with light curtains, allowing natural light to fill the space. A stylish staircase is visible in the background, leading to the upper level.

Guesthouse in Chicago

4.88 out of 5 average rating, 306 reviews

The Rectory

The guest house entrance features a covered porch with a dark door and multiple windows, complemented by a stone walkway. A seating area with a round table and chairs is situated nearby, with a landscaped yard visible in the background.

Guesthouse in Lafayette

4.98 out of 5 average rating, 218 reviews

"Charming studio walking distance to downtown!"

Guesthouse in Chicago

4.91 out of 5 average rating, 111 reviews

Simple Unit Kids friendly

The image showcases a spacious kitchen area with a granite countertop extending into the dining space. A well-lit dining table is surrounded by wooden chairs, while a living area featuring a sectional sofa is visible in the background. Natural light streams through the windows, enhancing the open feel.

Guesthouse in North Webster

4.89 out of 5 average rating, 174 reviews

Come relax near beautiful Lake Webster

The living area features a futon couch in a light tone, paired with a blue accent chair. A round coffee table sits on a patterned area rug, beneath ample natural light from large windows covered with light curtains. A small dining area is positioned nearby.

Guesthouse in Oak Park

4.89 out of 5 average rating, 101 reviews

Sunny Coach House in Historic Oak Park

Top guest favorite

The living area features a wall-mounted TV opposite a light-colored loveseat and a blue armchair. A small round coffee table is situated on a textured gray rug. Natural light enters through the two windows, with modern framed art and a floor lamp adding character.

Guesthouse in Chicago

4.98 out of 5 average rating, 330 reviews

Private coach house near transit shops & nightlife

The exterior of a modern gray building is presented, featuring multiple windows and a landscaped yard with shrubs and small trees. An American flag is displayed on a pole in the foreground. A paved driveway leads to the entrance, providing a neat approach.

Guesthouse in Center Township

4.89 out of 5 average rating, 62 reviews

The Sturdy Loft

Guest house rentals with a patio

An inviting entrance is illuminated by soft lighting, highlighting a stone pathway leading to the main door. A welcome sign stands nearby, and a guest parking sign is visible alongside the path, framed by trees creating a serene atmosphere.

Guesthouse in Kokomo

4.81 out of 5 average rating, 21 reviews

Private Cozy Getaway

Top guest favorite

A landscaped garden patio is illuminated by soft lighting, highlighting a central tree and neatly arranged plants. An outdoor dining table with several chairs stands on stone paving, creating a welcoming space for relaxation. The brick facade of the coach house is visible in the background.

Guesthouse in Chicago

4.98 out of 5 average rating, 58 reviews

Solar Victorian MCM Coach House

Top guest favorite

An outdoor space is shown, featuring a seating area with a round table and four chairs shaded by an umbrella. Two lounge chairs are positioned nearby, and colorful kayaks are stored at the edge of a wooden deck surrounded by lush greenery.

Guesthouse in Chesterton

4.99 out of 5 average rating, 70 reviews

Cozy Guest House with Pool near National Park

Guesthouse in New Buffalo

4.76 out of 5 average rating, 33 reviews

Blue Laguna Cottage I Private Beach I Riverfront

An outdoor patio area features a concrete surface with seating arrangements and a large umbrella for shade. A charcoal grill is positioned nearby, surrounded by decorative planters with sunflowers, creating a relaxing space for outdoor enjoyment.

Guesthouse in Berrien Springs

4.96 out of 5 average rating, 129 reviews

Secluded Country Cabin

A bright living space showcases a comfortable grey sofa positioned on a light area rug. A white entertainment unit holds decorative baskets while a flat-screen television is mounted on the wall. Large windows invite natural light and provide views of the outdoor greenery.

Guesthouse in Chesterton

5 out of 5 average rating, 27 reviews

Charming Hidden Cottage

Top guest favorite

A fenced-in pool area features a clear water pool surrounded by a concrete deck. Lounge chairs and a dining set are positioned nearby, while a red umbrella offers shade. A slide is visible in the pool, with cornfields extending in the background under a cloudy sky.

Guesthouse in Cassopolis

4.98 out of 5 average rating, 167 reviews

Quiet cottage with pool and hot tub!

Top guest favorite

A serene walkway is encircled by lush greenery and vibrant foliage, leading up to a charming house with large windows. A brick path gently winds through the garden, while a fence creates a sense of privacy. Outdoor seating is visible, inviting relaxation amidst the greenery.

Guesthouse in South Bend

5 out of 5 average rating, 24 reviews

Enchanting Pool House (2.2 miles from Notre Dame)

Guest house rentals with a washer and dryer

An inviting living area features a white couch paired with a dark coffee table, facing a flat-screen TV. The modern kitchen showcases sleek cabinetry, a stainless steel refrigerator, and a central island with bar seating, lit by overhead lighting.

Guesthouse in Oak Park

4.89 out of 5 average rating, 520 reviews

Coachhouse in central OP 4 blk to L

Top guest favorite

A spacious living area features a comfortable black leather sofa and a distinctive black chair. Natural light filters through large windows, illuminating the mid-century cabinetry and vibrant area rug. Light-colored curtains frame the windows, and a circular coffee table sits at the center.

Guesthouse in Chicago

4.99 out of 5 average rating, 884 reviews

Polk Street Coach House Apartment, Little Italy/Medical Dist

The kitchen features light wooden cabinets and a stainless steel refrigerator. A modern stove is accompanied by a microwave and various kitchen utensils. The spacious counter is topped with granite, and soft light illuminates the space from a stylish fixture above.

Guesthouse in Berrien Springs

4.92 out of 5 average rating, 249 reviews

Make Lasting Memories at Beautiful Lake Chapin

Top guest favorite

A grey house with solar panels is seen alongside a driveway, featuring a parked white SUV. Lush orange flowers bloom prominently in the foreground, while multiple trees provide greenery in the background under a blue sky.

Guesthouse in North Webster

4.98 out of 5 average rating, 250 reviews

Modern Webster Lake cottage

A spacious outdoor view is presented from a deck, overlooking expansive green fields and wooden fencing. In the distance, a large barn is visible, along with a few horses grazing nearby. A tree branch frames the scene, creating a peaceful country atmosphere.

Guesthouse in Sodus Township

4.79 out of 5 average rating, 270 reviews

Farm Cottage

Top guest favorite

An inviting kitchen features wooden cabinetry and granite countertops. A black 'welcome' sign is placed on the countertop next to a vase of fresh flowers. Kitchen appliances, including a coffee maker, are neatly arranged, creating a functional and welcoming space.

Guesthouse in Stevensville

5 out of 5 average rating, 224 reviews

The Shire

Top guest favorite

An open living area is highlighted by a spacious dark sofa adorned with decorative cushions, complemented by a wood coffee table. A large, comfortable bed occupies one side, while a dining area with a glass table and chairs is visible. Art pieces are displayed on the walls.

Guesthouse in Oak Park

4.99 out of 5 average rating, 128 reviews

Stylish Coachhouse in lovely Oak Park!

A private backyard space is visible, featuring a green lawn and paved path surrounded by various potted plants. Outdoor seating is arranged around a table shaded by a tree, while a grill stands ready for use against the wall of the guesthouse.

Guesthouse in Chicago

4.91 out of 5 average rating, 355 reviews

Private Studio in Bridgeport, Chicago

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