Holiday houses in Fair Oaks

New and beautiful! Enjoy your small town Oasis!

Lovely new townhome designed to make you feel at home the minute you arrive! 
Relax at this peaceful place in a small town. Conveniently located near I-65, whether you are coming to watch a Purdue game, want a getaway from the busyness of city life, or are coming to see family who just need a few more bedrooms, we are the spot for you! •30 minutes to Purdue
 •20 minutes to Fair Oaks Farms 
•10 minutes to Carpenter Creek Cellars Winery
 •10-minute walk to the park, splash pad, and walking trails

Location · Family · Decor

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.

Location · Value · Hospitality

Technicolor River Retreat just outside of Chicago!

Escape the city hustle for a chic retreat on the serene Kankakee River. Our vibrant vacation home, just a stone's throw from Chicago & the Dunes, is a haven for groups & families. Revel in the quirky selfie walls, unwind by the fire pit, or fish off the private dock. Every corner is a conversation starter, from the colorful murals to the luxurious balcony. With high-end amenities and space for six, it's the perfect spot for a lovely reset. Book this incredible home for an unforgettable getaway!

Location · Family · River

Saint Rayburn's Place

Our space is in a small but fantastic town, perfect for couples, solo adventurers, business travelers. Rensselaer's unique art scene is renowned; check out over three dozen murals that grace our revitalized downtown. Play disc golf at Brookside Park-we have discs for guests' use! Our listing fee is what it is-no separate "cleaning fee." We'll always leave you with homebaked goodies, & make sure there are farm fresh eggs in the fridge. When you're ready to relax, head to Saint Rayburn's Place.

Value · Family · Access

Quiet Farmhouse Retreat

Looking for a tranquil farmhouse destination? Get away at Wadsworth Acres- a Scottish Highland hobby farm! This modern farmhouse is the perfect space to relax. Complete with a very spacious primary suite, large eat-in kitchen, exercise room, and space to play outside- you’ll never have to leave! Enjoy your morning coffee with breathtaking farm sunrises on the patio and evenings in the hammocks.Peaceful escape just 5 minutes from the highway, 10 from historical downtown, 35 from the Dunes!

Location · Family · Heating

Tiny Home on Organic Veggie Farm

Place yourself right in the beauty of the land and nature in this cozy tiny home at Perkins' Good Earth Farm. The tiny home has a loft bedroom, bathroom with shower and composting toilet, kitchen, sitting area, and deck. You'll be surrounded by organic vegetable fields, 11 acres of woods, walking trails--and within perfect view of both the sunrise and sunset. You'll also have easy access to our farm store where you'll find fresh fruits & veggies, homemade soups & salads and so much more.

Location · Family · Bathroom

Brightstone Lake Cabin 3

Discover this charming 2 bedroom cabin nestled by our 18-acre private lake. This fully furnished retreat offers a quite escape, complete with a well-equipped kitchen, laundry, and full bathroom. Explore a 1.5-mile lakefront walking trail, perfect for strolls and birdwatching. Enjoy a sandy swimming beach and excellent fishing opportunities right at your doorstep. Our cabin is ideal for both peaceful getaways and outdoor adventures, providing the perfect setting to unwind and explore.

Family · Value · Check-in

Cozy Riverfront Cottage With Hot Tub

Unwind at this 3-acre wooded riverfront retreat designed for peace, comfort, and warmth. Watch deer roam, birds sing, and geese glide along the water. Enjoy stunning river views, a private hot tub, fishing gear, fire pit, 2 decks with dining table, wicker chairs & gas grill, nature paths, and nearby state parks. Inside, relax with cozy beds, fresh white linens, plush blankets, robes, slippers, games and an electric fireplace. WiFi is available, but nature is the true connection here!

Family · Location · View

The Loft at Virgie

You don't have to be born in a barn to vacation in one. Trade in the city for millions of stars in the night sky! As you enter thru the French doors you will be greeted by an open concept room decorated with a barn/industrial motif. Knotty pine car-siding and galvanized steel, wood floors along with a reclining leather couch and love seat fill the room A full kitchen with granite counter tops await you. There is plenty of natural lighting for the evenings.

Family · Location · Access

Country Cottage

Looking for week-end get away? Traveling through Northwest Indiana on I-65 and looking for a quiet place to stay for the night? Situated on 6 acres and with convenient (2 mile) access to I-65, our cozy Country Cottage is a great choice! Enjoy the cottage feel of this recently renovated (new cabinets, flooring, appliances) and charmingly decorated home, located in close proximity to local attractions! Our 650 square foot cottage is ideal for 1 - 4 guests.

Family · Value · Wi-Fi

Home of 1888

Conveniently located 6 1/2 miles from I-65 between the Lowell and Roselawn exits and 6 miles from Sandy Pines Golf course & The Pavilion. This fully updated place has everything to feel right at home. The kitchen is provided with everything you need to prepare a meal. Plenty of places to eat out are just down the street. A 43" Samsung smart TV with Sling TV and Paramount Plus. When it's time to rest you'll do so on a brand new Nectar memory foam beds.

Value · Location · Bathroom

The Bunkhouse on Bunkum

Relax with the whole family at this peaceful place to stay. A rustic setting where Nature abounds. You can enjoy scenic views of the Iroquois River which borders the backyard. The property is Conveniently located central to nearby attractions. Approximately 1 mile distance to Downtown Rensselaer or to Jasper County Fairgrounds & the Jasper County Airport. 2.5 miles to Interstate 65. Fair Oaks Farms is 8 miles. Forty miles to Purdue University.

Location · Family · Amenities