Holiday rentals in Oak Forest

5 out of 5 average rating, 7 reviews

Charming & Cozy Getaway - A Heroic Stay Awaits!

Welcome to our snug and inviting home nestled in the heart of the Chicago suburbs! Perfect for a relaxing getaway, this cozy space offers everything you need for a comfortable stay. Enjoy a fully stocked kitchen, along with an in-unit washer and dryer for your convenience. We've made sure to provide plenty of linens, ensuring you have a cozy retreat to come home to after a day of exploring. Whether you're here for business or leisure, this home offers the perfect balance of comfort and warmth!

4.91 out of 5 average rating, 82 reviews

Flat in Homewood

Charming Garden Apartment

Make yourself at home in a charming apartment with all the amenities! Lose yourself birding or reading a book surrounded by lush gardens. Take a short walk to lovely downtown Homewood to enjoy shopping & dining or catch the train to Chicago. After a day of exploring, a king-sized sleep number bed and lush bathroom features will pamper you! A fold-down sofa creates an additional bed. Dogs are welcome! This suite has a kitchenette with a convection toaster oven, induction cooktop, and fridge!

4.99 out of 5 average rating, 659 reviews

Guest suite in Geneva

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.

4.86 out of 5 average rating, 140 reviews

Home in Chicago

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.

4.97 out of 5 average rating, 33 reviews

Home in Oak Forest

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.

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.

4.82 out of 5 average rating, 200 reviews

Home in Blue Island

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.

4.97 out of 5 average rating, 109 reviews

Yurt in Homewood

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!

5 out of 5 average rating, 5 reviews

Home in Tinley Park

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

4.94 out of 5 average rating, 299 reviews

Flat in Blue Island

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.

4.91 out of 5 average rating, 142 reviews

Home in Chicago Ridge

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.

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 holiday rentals

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Other great holiday rentals in Oak Forest

4.72 out of 5 average rating, 71 reviews

A Dream Home in Chicagoland

DemetraRating, 5 stars1 month ago

I have been staying at this property for 5 months. My continued stays is a great indicator of pleasure with the location and the host. Farrah is very responsive. The home is always clean. This place is in a great location - close to restaurants, grocery stores, and the interstate. Other than the yard needing to have some maintenance, it was a great stay as always.

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.

Home in Markham

4.88 out of 5 average rating, 32 reviews

“La Cabaña” Entire 2 bd near Chicago

DemetraRating, 5 stars1 week 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.

4.85 out of 5 average rating, 41 reviews

The executive suite

GustavoRating, 5 stars1 week ago

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

Private room in Richton Park

4.85 out of 5 average rating, 241 reviews

Urbal retreat

RobertRating, 5 stars2 weeks ago

The host was great, we loved the cozy room and amenities. The shower was very clean and nice. Great spot for if you’re just passing through.

Home in Matteson

4.79 out of 5 average rating, 43 reviews

Private Oasis with Spacious Backyard

AdoraRating, 5 stars1 week ago

Perfect home for our family's staycation. We were a group of about 11 people (including four kids under the age of 8yo) and we had plenty of space. We had a dinner one evening with a few more people and the house was perfect. Plenty of space indoors and outside for our group. Location is close to grocery, shops, and the expressway. And Aaron was a responsive host. I'd book again in a heartbeat.

Private room in Blue Island

4.9 out of 5 average rating, 231 reviews

Chicago commuter room

MargaretRating, 5 stars1 week ago

I throughly enjoyed my stay at Karen’s house. She knew Chicago very well and was helpful in guiding us to where we needed to go. Her home was very comfortable and we really felt at home.