Vacation rentals in Fair Oaks

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Fair Oaks

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1

Guest favorite

A stylish living room layout showcases a vibrant yellow sofa paired with two blue accent chairs. A gold accent table stands beside a floor lamp, with plants positioned nearby. The open space features light wood flooring and a glimpse of the kitchen area in the background.

Home in Shelby

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!

4.97 out of 5 average rating, 34 reviews

Top guest favorite

A cozy bedroom space features a queen-sized bed adorned with a colorful patterned blanket. Two bedside lamps provide soft lighting. A large window offers views of the outdoors, while wooden walls enhance the rustic charm of the loft.

Farm stay in De Motte

Cozy barn loft on organic vegetable farm

Find peace and restoration in this beautiful barn loft at Perkins' Good Earth Farm. The loft has a bedroom, separate shower and toilet spaces, work area, sitting room, kitchen space, and heating/cooling fresh air system. Located above our farm store, the loft provides privacy for you while giving you access to fresh fruits & veggies, locally sourced meats, homemade soups & salads from our farm kitchen, and so much more. You can also walk our farm trails, visit the veggies, or enjoy a campfire.

4.96 out of 5 average rating, 260 reviews

Top guest favorite

The kitchen is equipped with dark cabinetry and sleek black appliances, including a refrigerator and stove. A double sink is situated beneath a wall-mounted cabinet, with a textured backsplash adding interest. The space is brightened by recessed lighting, and a laundry area is visible in the corner.

Apartment in Rensselaer

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.

4.98 out of 5 average rating, 385 reviews

Superhost

A bedroom features a wooden four-poster bed adorned with light bedding and a decorative throw. A ceiling fan gently circulates air, while a window allows natural light to enter. Complementary artwork is displayed on the green walls, adding character to the space.

Apartment in Rensselaer

Nora

Newer 2 bedroomsfully applianced. Ceramic tile bath with heated floor. All beds including King are memory foam. Attached garage. Very comfortable furniture. A private patio with lawn chairs and grill. Many restaurants nearby. Very close to many attractions including Fair Oaks Farms 6 miles, Indiana Beach 30 miles and Indiana Dunes National Park 50 miles), Purdue University 40 Miles Our "Yellow Door" properties make longer stays feel like you have a home away from home. Check our reviews!!

4.89 out of 5 average rating, 234 reviews

Top guest favorite

A riverside patio area features comfortable seating arranged on a concrete pad, surrounded by lush grass and trees. A fire pit is positioned nearby, providing a perfect spot for relaxing by the Kankakee River, with scenic views of the water and landscape.

Home in Momence

Riverfront Oasis: Parks+ Kayaks+Fishing Await!

Escape to this beautifully renovated 3-bedroom home with stunning Kankakee River views! Relax on the spacious deck or fish from the river front patio. Nestled between Conrad Park and Island Park. You can stroll to local restaurants, bars and shops. Just 50 miles from Chicago and only 10 miles from 315 Sports Park & Diamond Point, it’s perfect for a family getaway. Need more room? Book the "cozy cabin" next door that hosts 4 more people! Your riverside retreat awaits—reserve your stay today!

4.96 out of 5 average rating, 197 reviews

Top guest favorite

Home in Whiting

The Ashlin House.

Stay at our family-friendly home on a quiet, cobblestone street on vacation or business. We've recently repainted the exterior and painted the master BR. Walking distance to quaint Downtown Whiting , Lake Michigan, Whihala Beach & Lakefront trails. The Horseshoe Casino, Wolf Lake & Pavilion, Hammond Sportsplex, Calumet College, PNW, IUN, U of Chicago, BP, & golf courses are a short drive. See Chicago's Skyline at Lakefront Park. Chicago's attractions & Hard Rock Casino are < 30 mins away.

4.92 out of 5 average rating, 143 reviews

Top guest favorite

A modern farmhouse is showcased, featuring a covered front porch with comfortable seating. Lush greenery surrounds the entrance and a small outdoor seating area with a table and chairs is visible. The structure is complemented by large windows that invite natural light.

Home in Crown Point

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!

4.96 out of 5 average rating, 140 reviews

Guest favorite

The cabin exterior showcases a metal roof and a combination of wooden and stone elements. Two wooden chairs are placed on the porch, providing a welcoming spot. Large windows flank the entrance door, allowing natural light to enhance the outdoor view.

Cabin in Rensselaer

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.

4.93 out of 5 average rating, 55 reviews

Top guest favorite

A spacious two-story house with a light-colored exterior features multiple gabled roofs and evenly spaced windows. A covered porch invites relaxation, surrounded by well-kept landscaping with greenery and flowering shrubs. The property is set against a backdrop of open fields and trees.

Home in Rensselaer

Peaceful 4 Bedroom Home in the Country

Looking for a place to get away from it all? Then this is the place for you! This 4 bed/3 bath home is perfect for multiple families & large groups. Additionally, with several wedding venues nearby, this is the perfect place for your wedding party. Located between Chicago & Indianapolis, this home is 1.5 miles from Fair Oaks Farms, an agritourism destination. On the property you will have access to a fire pit and a fully stocked catch & release fishing pond.

4.97 out of 5 average rating, 60 reviews

Top guest favorite

The barn-style property is shown with a two-story deck leading to the entrance. The red exterior contrasts with white railings and a gray metal roof, surrounded by lush greenery. A paved area in front provides ample space, while cornfields are visible in the background.

Barn in Rensselaer

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.

4.99 out of 5 average rating, 382 reviews

Top guest favorite

A cozy living area is illuminated by natural light streaming through the windows. A sofa is paired with an armchair beside a small table, creating a welcoming space. Soft textures are present in the area rug and decorative pillows, enhancing the comfort of the room.

Home in De Motte

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.

4.96 out of 5 average rating, 309 reviews

Guest favorite

A cozy living space features a dark blue sectional sofa, illuminated by a nearby table lamp. A colorful artwork hangs on the wall, complementing the light-colored walls. An open entryway leads to a dining area, where a wooden table and chairs are visible.

Home in De Motte

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.

4.94 out of 5 average rating, 196 reviews