Vacation rentals in Oak Forest

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Top-rated vacation rentals in Oak Forest

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Top guest favorite

The exterior of the home features light-colored siding and red shutters, complemented by neatly trimmed shrubs. A stone pathway leads to a white front door, flanked by large windows that allow for ample natural light. Lush green grass surrounds the entrance.

Guest suite in Geneva

4.99 out of 5 average rating, 659 reviews

A Suite within a Cozy cottage in Geneva Illinois.

Cozy private suite in the lower level. Guests have the suite to themselves. The bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, and a microwave oven. We are in Geneva, Illinois. We are LGBTQ+friendly. Our space is ideal for shorter stays and visitors on the go . Not suitable for staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the suite. In a bind we can accommodate a 3rd guest and a pet. Welcome.

Guest favorite

A renovated coach house is presented with a light yellow exterior, featuring a welcoming entrance flanked by two windows. Lush greenery frames the yard, while a vibrant flower bed and a basketball hoop enhance the outdoor space. A paved pathway leads to the entrance.

Home in Chicago

4.86 out of 5 average rating, 140 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

A charming train station exhibits a classic architectural design, featuring a red-tiled roof over an arched entrance. Stone walls and large windows create an inviting facade. Benches are positioned along the platform, while train tracks extend in the foreground under a softly lit sky.

Home in Oak Forest

4.97 out of 5 average rating, 34 reviews

The Oasis, 3BR/2BA Zen Hideaway

Welcome to The Oasis, a blend of modern elegance and boho charm in a serene neighborhood. This 3BR, 2BA retreat offers an open-concept living space with white walls, black railings, and light wood floors. Enjoy cozy living, a modern chic look throughout the house, kitchen with stainless steel appliances and equipment. Modern bathrooms provide a relaxing experience. Conveniently near attractions and dining, The Oasis is your perfect escape. Book now to enjoy comfort and style.

Top guest favorite

A sleek keypad entry system is mounted on the doorframe, featuring numerals and a circular keyhole. The brushed metal finish adds a modern touch, while the textured gray wall provides a subtle backdrop.

Guest suite in Orland Park

4.98 out of 5 average rating, 98 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.

Guest favorite

A street view in a quiet neighborhood depicts a wide avenue lined with storefronts, including cafes and shops. A sidewalk runs alongside the road, offering a clear path for pedestrians. Trees cast shadows on the pavement under a bright, blue sky with scattered clouds.

Home in Blue Island

4.82 out of 5 average rating, 200 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.

Top guest favorite

Yurt in Homewood

4.97 out of 5 average rating, 109 reviews

Glamping Yurt&RV-Game Room-Pool-Sauna-Hotub Court

Glamping Experience to the NEXT LEVEL! Opened April - Nov. Contact during off season. Mini Resort Includes: RV w/bathroom - 2 beds & sofa sleeper 20' Safari Yurt - 4 beds w/sofa sleeper Game Room w/bathroom 1 bed & sofa sleeper Gazebo w/2 twin beds Outdoor wooden Barrel-Sauna 27' above ground Pool 6-7 Person outdoor hot-tub Fresh Eggs seasonally Mini Golf lanes Basketball, Volleyball, Pickleball court Breakfast included is 1 dozen fresh eggs!

Guest favorite

An inviting entrance features a dark door flanked by large windows, framed by a small patio. Snow lightly dusts the surrounding plants and seating, which includes two chairs and a table. Potted flowers add a touch of color to the winter scene.

Tiny home in Burr Ridge

4.9 out of 5 average rating, 379 reviews

Less is more! Pet friendly Tiny Home near Chicago!

Less is more--see for yourself how big 250 square feet can really feel! For those who would love to try tiny living and a minimalist lifestyle, this is the perfect getaway. This tiny house has everything you will need to fall in love with tiny living! There is a fenced yard, grass area for furry friends, free parking and is close to hiking trails, restaurants, shops, breweries, bars, and Chicago! Check us out on Insta: @LessIsMore_TinyHome

Guest favorite

A wooden kitchen cabinet is shown, containing neatly arranged dinnerware. Several white plates with black stripes are stacked on the top shelf, while matching bowls are positioned on the lower shelf, providing convenient access for meal preparation.

Home in Tinley Park

5 out of 5 average rating, 6 reviews

3BR Tranquil Home in Tinley Park

Our exquisitely furnished three-bedroom, one-bathroom home in Tinley Park, IL, is ideal for up to six people and features contemporary décor, a fully functional kitchen, and roomy living rooms. Unwind in the expansive garden or visit the area's best dining options, retail establishments, and tourist sites. Take advantage of the ease of being close to airports and downtown Chicago, with Wi-Fi and on-site laundry available for your

Top guest favorite

A stylish hanging chair is mounted on a sleek, white metal stand. The chair features a woven rattan design with a soft, light-colored cushion. Natural light enters through the adjacent window, highlighting the chair's unique structure against a soft, pastel wall.

Apartment in Blue Island

4.94 out of 5 average rating, 299 reviews

Charming Unique 2 Bdrm Apartment in Victorian Home

My place is close to the excitement and culture of the beautiful city of Chicago. It is a short walk to Metra trains with a 25 minute ride downtown. You’ll love my place because of the diverse, comfortable, quiet, tree lined neighborhood where you can relax and feel secure. It is close to expressways, golf courses and a local park with walking path. The apartment is not available to guests without previous positive reviews.

Guest favorite

A private jacuzzi is situated under a shaded pergola, with warm ambient lights enhancing the serene atmosphere. A view of an outdoor dining area with a table and chairs is visible through a nearby opening, framed by lush greenery and a tranquil landscape.

Guesthouse in Merrillville

4.92 out of 5 average rating, 113 reviews

Romantic Getaway Guesthouse/ 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/in-law suite offers ultimate relaxation with a private entrance, spa-like 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.

Guest favorite

An outdoor patio is illuminated by soft lighting under a protective shelter. Comfortable seating arrangements include folding chairs and metal benches. In the center, a fire pit is surrounded by stones, with flames providing warmth and a calming ambiance during the evening.

Home in Chicago Ridge

4.91 out of 5 average rating, 143 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.

Top guest favorite

A private outdoor space is defined by a pergola with soft drapes, featuring two large seating areas adorned with vibrant blue cushions. A central table is placed between the seating, set upon a wooden deck surrounded by greenery.

Home in Homewood

5 out of 5 average rating, 6 reviews

Modern Charming Home w/Pergola & games

➜ Fully remodeled 3 beds, 2 bath home with modern finishes ➜ Spacious backyard with, pergola, seating areas, and outdoor games ➜ Smart TVs in every room ➜ Game room with pool table, ping pong and family games ➜ Large private backyard with pergola, seating areas and outdoor playgrounds.

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Popular amenities for Oak Forest vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Oak Forest

Guest favorite

A spacious hallway is depicted, featuring light wood flooring and neutral-colored walls. A large floral painting is mounted on the wall, creating a focal point. Two doorways lead to additional spaces, while a bathroom is visible in the background, showcasing modern fixtures and tile work.

Guest suite in Tinley Park

4.81 out of 5 average rating, 16 reviews

1st Floor Suburban 2BR Guest Suite.

KarenRating, 5 stars3 months ago

we would like to co.e again.

A countertop features a Keurig coffee maker in a sleek design, positioned next to a container holding various kitchen utensils. A small bowl made of stone sits nearby, showcasing a neutral color palette against the light marble surface.

Apartment in Frankfort

5 out of 5 average rating, 3 reviews

Studio 2B at The Kreger House

JorgeRating, 5 stars2 weeks ago

Really enjoyed my stay here. The place was clean, comfortable, and in a great location—super convenient for getting around. The host was great—very clear with instructions, super responsive, and genuinely helpful throughout the whole stay. Would definitely book again.

A modern kitchen features wooden cabinetry and a central island with a stovetop and stainless steel range hood. Dark dining chairs surround a table in the adjacent dining area, which is illuminated by a contemporary light fixture. Gray and white backsplash tiles add texture to the space.

Home in Markham

4.88 out of 5 average rating, 32 reviews

“La Cabaña” Entire 2 bd near Chicago

DemetraRating, 5 stars2 weeks ago

This property was a great location, you are close to expressways and interstates. There are many options for dining and a Walmart is close by. The bedding was super comfortable and it was very spacious and clean.

Guest favorite

A modern kitchen features a large central island with a marble countertop and bar seating. Stainless steel appliances, including a refrigerator and oven, are positioned alongside ample gray cabinetry. A pendant light fixture hangs above the island, and natural light enters through a skylight.

Home in Orland Hills

4.95 out of 5 average rating, 20 reviews

Orland hill’s rental

VictoriaRating, 5 stars4 weeks ago

We really enjoyed our stay here! There was plenty of space for 6 adults and a child with many places to hang out. The neighborhood was nice and the house was very clean. It was great to spend time in the backyard with the nice weather we had.

A modern kitchen is presented, featuring sleek white cabinetry and stainless steel appliances. A dark wooden table with seating is visible, complemented by blue curtains framing the windows. Decorative wall art adds a touch of style, while geometric patterns enhance the overall design.

Home in Homewood

4.85 out of 5 average rating, 41 reviews

The executive suite

GustavoRating, 5 stars2 weeks ago

The place was very nice if I come back to Chicago I will definitely be staying here again!

The lounge area features a dark leather sectional sofa paired with a cozy throw blanket. A flat-screen TV is mounted on the white wall, and a small black shelf contains decorative items. Natural light enters through a window, complemented by indoor plants and additional seating.

Guest suite in Morgan Park

4.8 out of 5 average rating, 41 reviews

Private Chicago getaway

BestyRating, 5 stars1 week ago

Me and my sister just got back from a weekend in Chicago and had one of the best Airbnb stays! The place was super clean, way more spacious than the photos showed, and fully stocked with everything we needed. We were seriously impressed. The only thing to note is that getting into the city took a bit of time, but the comfort and quality of the stay more than made up for it. Highly recommend!

A modern kitchen features sleek white cabinetry and a spacious island with four bar stools. Stainless steel appliances, including a large refrigerator and oven, are visible. In the background, a cozy living area is furnished with a gray sectional sofa and natural light streaming through sliding glass doors.

Home in Tinley Park

4.6 out of 5 average rating, 5 reviews

Luxury Townhome in Tinley Park Near Shops & Train

StevetteRating, 5 stars4 weeks ago

The home was a beautiful place. The Host was super helpful. My Family and I arrived Hours early ( 11:00a.m) and was aloud to check in once we had arrived. Danita was so helpful I truly appreciated the communication. The home was lovely, warm and cozy. The home was spacious and pleasing. I so recommend staying here. Because once I return back to Chicago I will be rebooting myself another stay. Thank you again Danita for being a fantastic Host

Guest favorite

A two-story home is presented with a snow-dusted front yard. Large windows illuminate the exterior, highlighting the garage and driveway. Nearby, traditional single-story houses complete the serene suburban landscape, while bare trees extend against a clear blue sky.

Home in Markham

4.82 out of 5 average rating, 33 reviews

Spacious Home | Backyard & Fireplace

BrianRating, 5 stars2 weeks ago

Maurice’s home was beyond my expectations. The home was beautiful and clean. Easy to access and had plenty to offer for our stay. The home kept us housed and safe. The home is also close to a lot of stores and it’s only a 30 minute drive to the heart of Chicago. Not to mention it is located in a quiet neighborhood. Maurice was fast at responding and was so kind. Definitely, one of my favorite host thus far since booking through AirBnB. Easy to communicate with and gave clear instructions. Can’t wait to return again someday and possibly book my stay here again!

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Vacation rentals in Oak Forest

Top-rated vacation rentals in Oak Forest

Vacation rentals for every style

Popular amenities for Oak Forest vacation rentals

Other great vacation rentals in Oak Forest

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