Vacation rentals in Oak Forest

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Top-rated vacation rentals in Oak Forest

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Guest favorite
The open dining area features a wooden table set with a decorative centerpiece. A modern kitchen is visible in the background, showcasing stainless steel appliances and a sleek design. A staircase leads to the second level, and large windows allow natural light to fill the space.
Bungalow in Chicago
4.87 out of 5 average rating, 149 reviews

Relax. Relate, Release in our Bungalow

Relax in our spacious Bungalow. Relate in the essence of another Chicago gem. Release your inner thoughts during your stay. Hardwood floors set this space as you travel the first level. Traveling to the second level you are met with carpet for a short while. This home is great for family, couples, individuals, short and long stays. Close to major highways, bus transportation and walk/bike paths. Very quiet tree-lined neighborhood. About 20mins to downtown and close to south suburbs of Chicago.

Top guest favorite
A treehouse elevated above ground showcases a wooden exterior with a balcony. An inviting staircase leads to the entrance, surrounded by lush greenery and vibrant leaves creating a natural setting. The sturdy structure is supported by wooden beams, blending harmoniously with the surrounding trees.
Treehouse in Schaumburg
4.94 out of 5 average rating, 863 reviews

Enchanted Garden Treehouse (Amenity*)

Spring is here, the flowers out, the treehouse warm and cozy, and the hot tub ready! Relax on cool evenings in our luxurious, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall cuts thru snow into the koi pond, and the fire table and torches blaze. The running stream makes this a wildlife refuge, with tons of birds, squirrels, rabbits, foxes and hawks. We are 420 friendly. Come experience the magic and make a special memory!

Top guest favorite
A kitchen area features exposed brick walls, colorful accent walls, and wooden flooring. An island with a sun motif sits at the center, surrounded by three metal stools. A vase of flowers adds a touch of color, while a refrigerator stands against the adjacent wall.
Home in Pullman
4.94 out of 5 average rating, 108 reviews

Cozy, Artsy Gem in Historic Pullman

Our home is a great getaway from the hustle and bustle of downtown. The interior, tastefully rehabbed, showcases art from local artists. The neighborhood has the same charm of the late 1800s when the house was built, and is within walking distance of the Visitor Center, Exhibition Center, Pullman Club Coffee Shop, and the National A. Philip Randolph Pullman Porter Museum, which is currently under construction. My husband and I live directly across the street makes us accessible to guests.

Guest favorite
Home in Chicago
4.88 out of 5 average rating, 171 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

Whether your looking to stay near family or be close to Downtown. This place has it ALL! This coach house is located in Mt greenwood which is one of the safest neighborhoods in the City of Chicago. It is home to many police, firefighters and teachers. Downtown is a quick 30 minute drive and there are also many bars and restaurants in walking distance. The home has been totally renovated and stocked with all the essentials. All you need to do now is pack your bags and enjoy your vacation.

Guest favorite
Home in Markham
4.75 out of 5 average rating, 145 reviews

The Country Life! Spacious House.

Live the Country Life in this beautiful suburban home. The entire house is yours to enjoy. Sleeps up to 12* comfortably with 4 bedrooms, 2 bathrooms and kitchen. No smoking indoors but enjoy the outdoors, barbeque in the yard or relax on the deck when weather permits. * No unauthorized events, parties, repast, gatherings or visitors; Your reservation subject to be canceled and/ or $500 FINE. No Refunds! * Extra guest fee over 8 *Small private events may be considered for a fee*

Top guest favorite
A sitting room features a beige sofa and a cream-colored armchair, positioned near a wooden desk. Two lamps provide soft lighting, while several framed photographs and artwork adorn the walls. Large windows allow natural light to fill the space, complemented by neutral-colored carpeting.
Guest suite in Orland Park
4.97 out of 5 average rating, 118 reviews

Private Guest Suite 2 Cozy Rooms

Private guest suite with separate entrance. Sitting room, kitchenette, bedroom w/queen bed, private bath, plus twin sofa bed in sitting room. Great alternative to hotel for business trip or visiting the area. Conveniently located in southwest suburbs of Chicago, 40 minutes from downtown by car (non rush hour) or Metra lines a few miles from the house. Set near a golf course and forest preserve, nearby to multiple restaurant and shopping districts less than 10 minutes away.

Top guest favorite
A stack of travel books titled 'South America,' 'Europe,' 'Asia,' and 'Australia' rests on a side table. A small decorative bowl is placed atop the books. Soft shadows cast by nearby window blinds create a play of light on the table's surface.
Apartment in Beverly
4.95 out of 5 average rating, 125 reviews

Chicago Charming Historic Beverly Retreat

This comfortable quaint second-floor 2 bedroom apartment rental is situated in a unique historic diverse Chicago Southside neighborhood, namely Beverly/Morgan Park. This neighborhood’s beauty is visible in its hilly tree-lined streets with an array of architectural-style mansions that snake along the popular Longwood Drive. Directly adjacent to the building is a public commuter train that is a short ride to “Millenium Park” in downtown Chicago. Reference # - R2000115152

Guest favorite
A spacious living area features a comfortable sofa and a grand piano, complemented by a decorative area rug on polished wooden floors. A window allows natural light to illuminate the room, and a small bookshelf adds a touch of warmth. A small dog with a scarf rests nearby.
Home in Homewood
4.93 out of 5 average rating, 107 reviews

Boulderstrewn: Historic Homewood home

Charming and historic Sears Catalog House on 2/3 acre wooded lot. Less than 10 minute walk to shops and restaurants in downtown Homewood to Metra rail (and Amtrak) station with express service to Hyde Park and University of Chicago (less than a half hour) and Chicago's 3 magnificent downtown waterfront stations (~40 minutes). Fire pit in yard can be used to enjoy summer nights. No cable, but several digital antenna channels available as well as Netflix, XBox and DVDs.

Top guest favorite
A round dining table is set with blue dishware and a floral centerpiece. Four light-colored chairs surround the table, placed on a patterned area rug. Natural light is visible through two softly shaded windows, and a tall green plant adds a touch of greenery to the room.
Apartment in Beverly
4.95 out of 5 average rating, 110 reviews

Beverly Cottage Loft

Whether you're looking to stay near family or be close to downtown, our place has it all. This tranquil cottage is located in Beverly which is one of the safest neighborhoods in the city of Chicago. Downtown is a quick 20 minute drive and there are also many restaurants and bars in this area. This cottage has been renovated and have all the essentials you need. All you need to do is unpack your bags and enjoy your vacation. The space is modern, clean, and cozy.

Superhost
A cozy living area is displayed with a pair of beige sofas, accented by decorative pillows. Framed wall art complements the decor. A soft rug is positioned on the wooden floor, while a lampshade on a side table adds subtle illumination.
Home in Blue Island
4.82 out of 5 average rating, 222 reviews

Warm and comfortable inviting Suburban home !

160 year old land mark community, Framed cedar bevel siding 2 story home, front porch , 10 ft high ceilings, kitchen canned lighting home. 6 feet fence In closed yard, whole house water filtration system , Quite neighborhood with sidewalks . 19 miles to downtown Chicago , Metra train station and bus route, in walking distance . driving to the city of Chicago 5 minutes to major expressways . Host is willing to be available for any and all information 24/7.

Guest favorite
A spacious bedroom features a large bed with a dark blue duvet and an orange-accented blanket. Two nightstands with lamps are positioned on either side, and colorful artwork decorates the walls. Natural light enters through a window, framed by soft, light pink curtains.
Home in Worth
4.85 out of 5 average rating, 172 reviews

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

This beautiful, newly remodeled, spacious, 3 bed 2 bath ranch style home is set back on a large lot. Located close to a major hwy, restaurants and a shopping. Just 15 minute to Midway Airport, 25 mins to O'Hare, and 25 mins to Downtown Chicago. Its a great spot to get to everything! Perfect for families, vacationers, and business travelers. You must be 21 or older to book. You must provide a valid photo of your D.L. or State ID upon request.

Guest favorite
A corner jacuzzi whirlpool tub is positioned against a wall, featuring multiple jets for relaxation. A white toilet and a small wooden stool are visible nearby. Light gray walls are complemented by a window covered with a light-colored curtain, allowing natural light to filter in.
Home in Chicago Ridge
4.9 out of 5 average rating, 190 reviews

Quiet cul-de-sac with huge fenced in backyard

3 bedroom, 2 bath ranch home on a quiet cul-de-sac. Big fenced in backyard for the kids, dog, & adults to play during the day, then relax by the fire at night. Walking distance (50 ft.) to the bar/restaurant with private entrance. 15 miles (25 mins) from downtown Chicago. And for you couples, come back home from your busy day, sit back and relax in the 8 jet jacuzzi whirlpool tub that will comfortably fit both of you.

Popular amenities for Oak Forest vacation rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Oak Forest