Holiday houses in Fair Oaks

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Top-rated holiday rentals in Fair Oaks

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

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Top Guest favourite

Home in Lake Village

100 ACRES w/ Private Lake Retro Riverside A-Frame

Nature abounds on this nearly 100 acre riverside estate, a Mecca for outdoorsmen teaming with wildlife across the wooded acreage and 25 acre PRIVATE LAKE. Highlighted by the custom hand hewn timber A Framed retro home with so many architectural nuances. Miles of riding trails for hiking, moto, and equestrian enthusiasts await. Over 2,250 ft of river frontage on the Grand Kankakee River ensures max privacy. Less than 4 miles from IL/IN border and 1 hour from downtown Chicago. Relax unplug unwind

FamilyLocationCleanliness

5.0 out of 5 average rating, 21 reviews

Top Guest favourite

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.

FamilyValueView

4.96 out of 5 average rating, 269 reviews

Top Guest favourite

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.

LocationFamilyCleanliness

4.98 out of 5 average rating, 388 reviews

Top Guest favourite

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.

FamilyLocationAccuracy

4.93 out of 5 average rating, 147 reviews

Guest favourite

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.

LocationFamilyHospitality

4.93 out of 5 average rating, 58 reviews

Top Guest favourite

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.

ValueLocationIndoor spaces

4.97 out of 5 average rating, 61 reviews

Top Guest favourite

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.

FamilyValueCondition

4.99 out of 5 average rating, 386 reviews

Top Guest favourite

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.

FamilyValueHiking

4.96 out of 5 average rating, 310 reviews

Guest favourite

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.

FamilyLocationWalkability

4.94 out of 5 average rating, 196 reviews

Top Guest favourite

A rustic exterior of a single-story home is framed by lush greenery and mature trees. The warm, wooden facade contrasts with the vibrant lawn, while a welcoming porch extends from the entrance. Nearby flower beds add a touch of color to the serene surroundings.

Home in Rensselaer

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.

FamilyLocationAccuracy

5.0 out of 5 average rating, 38 reviews

Top Guest favourite

A cozy living area features comfortable leather sofas adorned with plush pillows. Natural wood elements enhance the warm ambiance, while a staircase ascends to an upper level. Small decorative items and plants add touches of greenery to the space.

Cabin in Knox

Rustic Lodge -Oak Tree Lodge

The Oak Tree Lodge is located in a country setting and offers a private lodge with an outdoor area for relaxing and entertaining. The former barn structure has been beautifully transformed in a rustic and comfortable lodge to rest, relax, and renew. We have renewed it into a fresh new life - as a lodge to invite friends and guests to enjoy and relax. The listed rate is for four people, and additional quests will be $25.00 per person.

LocationFamilyKitchen

4.95 out of 5 average rating, 139 reviews

Guest favourite

A rustic cottage is nestled among lush greenery, featuring a stone path that leads to the entrance. The home, with blue shutters and a welcoming porch, is framed by a flowering tree and various plants, creating a peaceful setting.

Cottage in Valparaiso

Flint Lake Cottage.

This is a rustic cottage with old world charm. There are 2 fireplaces,. The home sits on a hill overlooking the channel that leads to Flint Lake. - Pet free -May not be appropriate for people with mobility issues. - Earth friendly cleaning products - Private beach & park access - Easy access to city center & university - One hour from downtown Chicago - National Lakeshore and Dunes State Park nearby - Wood fireplaces (winter only!)

LocationFamilyCheckout

4.89 out of 5 average rating, 636 reviews