Guesthouse vacation rentals in Indiana

Romantic Spa Getaway -Private 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.

Charming Meridian Kessler Carriage House

Second floor carriage house in historic Indianapolis neighborhood. Renovated and with original architectural details like the hardwood floors. This cozy space is perfect for one or two people looking for a convenient midtown Indy location. Safe walkable neighborhood close to many restaurants. We've made the space a beautiful home away from home - lovely linens, fiber wifi and an excellent coffee machine. Like our space, but aren't coming to Indy? Message and we'll send you the shopping link.

Dreamy Carriage House in Historic Herron Morton

Cozy and colorful carriage house in Historic Herron Morton. Walking distance to restaurants, breakfast joints, coffee shops, downtown. Sip your coffee at the Juliette balcony, and take in the city views. Play cards till the wee hours, take an evening stroll through the neighborhood. Located on a peaceful side street in a historic Victorian neighborhood. Just north of Mass Ave and downtown. Close to I65/70, Lucas Oil Stadium, and Broadripple. Free street parking and well lit alley entrance.

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.

Hidden Orchard Guest Cottage

Enjoy your stay at our comfortable cottage, tucked away in a quiet neighborhood off the White River (10 min. from downtown & Broadripple; less than 5 min. drive from Newfields, 100 Acre Woods, and Butler University; AND walking distance to the Fitness Farm). Feel at home in this fully furnished cottage, with its up-to-date kitchen, cozy bedroom and tech-friendly living room, equipped with hi-speed Wi-Fi, Netflix and YouTube TV. There’s also a private patio with a fire pit for you to enjoy!

Welcome To Pine Cone

Enchanting 1 BR/1 BTH carriage house in Fort Wayne, close to amenities, but nestled amidst trees and wildlife for privacy and serenity. This second story space located minutes from downtown, Parkview and PFW still sits on a quiet 2 acre lot. The built in shelves, drawers, chef's kitchen, designated work area and ample closet space make it ideal for a longer term rental. The bedroom has a queen bed. The pull out sofa provides another queen sleep space. This is a pet free/smoke free environment.

Once Upon a Time little Cabin in the Woods

Welcome to Always Ranch where this unique tiny cabin offers you a tranquil spot to relax. You will be surrounded by nature and off the beaten path. The cabin may look like a lean to but the inside is rustic and warming. We are located 20 minutes form Salem, 20 minutes from Paoli and Paoli Peak, and 35 minutes from Frenchlick Casino The kitchenette includes mini fridge, microwave, double hot plate and, grill on the outdoor firepit or grill. Boats are NOT available for guests at this time

The Fountain Square Flat - *No Cleaning Fee*

Step into your private guesthouse retreat in the heart of Fountain Square. This newly built, mid-century modern carriage house offers comfort, style, and total privacy. Enjoy fast Wi-Fi, self check-in, and free private parking— just over 1 mile from Lucas Oil Stadium and Gainbridge Fieldhouse and a short walk to restaurants, bars, and live music. Perfect for couples, solo travelers, or remote workers looking for a sleek, walkable stay in one of Indy’s most vibrant neighborhoods.

Cozy Guest House in the Big Woods

Guest house located in the rear grounds of main home. Sidewalk access. 20 minute drive to downtown Indy.Full kitchen & 3/4 bath. This means toilet, sink & 42" shower (no tub).Entire house can sleep 1-3. Price is for 2 guests. Add’l fees for add’l guests & pets (no pit bulls) The upstairs has a king bed & down stairs a twin futon. This area is heavily wooded so the occasional critter can be seen & there will be spiders from time to time (part of wooded living).

The Palomino - Centrally Located Loft Apartment

At the Palomino you are close to everything Fort Wayne has to offer! This studio loft apartment is filled with light, warmth and feels almost like a tree house. This space is full of charm, plants and coziness. You are minutes from downtown, Purdue Campus, Memorial Coliseum, Indiana Tech, Target, Glenbrook Mall, grocery stores, coffee shops, ice cream shops and amazing restaurants!

Private Studio, 5 Min IU, Parking, Full Kitchen

Intentionally designed to feel comfortable, calm, and easy to settle in. At ~400 sq ft with a slanted ceiling, it's ideal for solo travelers or couples. Guests describe the studio as cozy, spotless, and surprisingly well-equipped — with everything needed for a comfortable stay. Minutes from IU, downtown, dining, parks, and Kroger, you’re close to everything without the hassle.

Guesthouse Near Shipshewana & Notre Dame Stadium

Relax and unwind at The Guesthouse on 29, conveniently located just 1.5 miles off US Highway 20. This cozy retreat is ideal for travelers exploring Northern Indiana and Amish Country. Enjoy easy access to nearby attractions — 10 minutes to Goshen and Middlebury, 15 minutes to Elkhart, 20 minutes to Shipshewana, and only 40 minutes to the University of Notre Dame.