Holiday rentals in Orland Hills

Sunny Lockport Farmhouse: Studio + Full Kitchen

Experience tranquility in this charming Lockport studio, blending vintage charm with modern comforts. The studio offers a cozy queen-size bed, premium amenities, and a smart TV. The sunlit kitchen, equipped with sleek appliances and a delightful coffee nook, invites culinary adventures. Step into the vast backyard, a serene haven for relaxation or play, complete with laundry facilities for convenient living. Located on Archer Ave, enjoy easy access to I-55 and I-355. Your perfect retreat awaits!

Luxurious townhome 30 days lease open for1-2 weeks

Welcome to our charming home in Orlando park- Ideal for both leisure and work. This comfortable house offers a perfect blend of relaxation and convenience. Located in a very safe and family-friendly community with numerous shopping plazas, restaurants, and activities. Only 30 minutes from Chicago's Midway airport and 3 minutes to the closest train station. Please red carefully. Village of orland park has rules of 30 days minimum required lease with crime free housing addendum to be signed.

Renovated Charming Cozy Stay

Description: House: Recently renovated basement with two spacious bedrooms, fully equipped kitchen, bathroom, and its own entrance through the driveway. All TVs are Smart. Neighborhood: Located in Alsip/Chicago, on a quiet cul‑de‑sac, 5 minutes from I‑294 and 10 minutes from I‑57, 30 minutes from Downtown. Peaceful, family‑friendly area. Parking: Available in the driveway or on the street. Note: We live in the unit upstairs. Rules: One small dog allowed. No parties. No smoking inside.

Burr Oak

Nestled in the Palos Forest Preserve with access to many miles of hiking and biking trails . Spacious one bedroom basement apartment with private entrance. 6 minutes to The Forge, 7 minutes to Target, 8 minutes to downtown Lemont restaurants. 4 minutes to Little Red Schoolhouse, 7 minutes to Burr Ridge shopping and dining. 22 minutes to Midway 32 minutes to O'Hare. Half hour to the Loop. 20 minutes from Ikea and Bass Pro. Very quiet cabin like setting. Ask about our extended stay discounts.

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 downtown Homewood to enjoy shopping & dining or catch the train to Chicago. 🏳️‍🌈 BLM Safe space! After a day of exploring, a king-sized sleep number bed & lush bathroom features will pamper you! A fold-down sofa creates an additional bed. Dogs welcome! This suite has a kitchenette with a convection toaster oven & induction cooktop.

Convenient Location near ammenities. KING size bed

Walking distance to restaurants, stores etc. 1st floor suite will be your relaxing retreat. King size bed with a 12 inch foam mattress, down pillow/comforter set, blackout curtains will allow you a restful sleep. BR is equipped with 2 side tables, 2 dimmable touch control table lamps with 2 USB Ports. Bath offers a tub, vanity & open shelving. LR features faux leather sofa, coffee table w/the lift-top & 70” streaming TV. LR opens up to an eat in kitchen equipped with standard dine-ware.

The Blue Daisy - Charming Private Studio

Keep it simple and affordable in this peaceful and centrally-located studio apartment. Sleeps 4! Perfect for sports and business travelers. Fully functional with a queen-sized bed, plenty of closet & storage space, desk, full bathroom (shower), kitchenette, and a living space with a pull-out couch. Shared laundry. The private entrance to the space is off the home's well-lit back backyard patio. Safe & secure as the studio is locked from the main residence and security cameras are present.

Jacuzzi Cul De Sac home | Near Chicago

Enjoy a quiet property located just outside of Chicago at the end of a cul de sac! ✨ P R O P E R T Y ✨ • 1,800 sq ft • 3 bedroom, 4 beds • Full kitchen with cookware and silverware • Coffee and tea bar • Jacuzzi in the bathroom • Washer and dryer • Gas grill • Fire pit • 2 fireplaces & more! ✨ Y O U R S T A Y ✨ • Frequent discounts for longer stays • Up to 45 days allowed • Pets allowed • Basic needs supplied for short stays • Near multiple stores / malls • Near attractions

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.

Cozy Cove on Chestnut

You will enjoy a private space with a private entrance on the lower level of our home located in a family oriented neighborhood. We are conveniently located near two Metra stations for easy travel into the city. We are less than 10 minutes away from the Hollywood Casino Amphitheatre, among other entertainment venues. We are lucky to have many neighborhood fests nearby such Gaelic Fest, Carribean Block party, RidgeFest, and many more.

Peaceful- 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

New! Modern Retreat with Private Pool & Yard

Discover the perfect blend of comfort and convenience at this stylish Orland Hills getaway! This spacious vacation home features a private backyard oasis complete with a sparkling pool, perfect for relaxing summer days or entertaining the family. The fully fenced yard offers both privacy and peace of mind, whether you're enjoying a quiet morning coffee or an evening cookout.