Holiday bungalows in Chicago

Escape to this fabulous house in picturesque Chicago. With 3 bedrooms including 2 queen beds and 1 full bed, this cozy retreat is perfect for families or groups of friends. Enjoy the convenience of amenities like WiFi, a washing machine, and more. Relax in the 3 bathrooms equipped with a hair dryer. We hope you enjoy what our place and Chicago has to offer.About pets:Pets allowed: limit 1 total.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.

Chicago’s Gold Coast Luxury Family Mansion. This is an open layout 7,000 SF home. Hotel style accommodations. IG: ChicagoLuxuryairbn. Please inquire for any special needs. Chauffeur, private chef, private jet access and concierge for all your needs.This is not a typical luxury rental. This is a private Gold Coast estate reserved for guests seeking absolute privacy, scale, and discretion. Set within a historic mansion and professionally hosted at a concierge level, the home offers a rare opportunity to stay in one of Chicago’s most exclusive residential properties. Designed for high-profile travelers, private gatherings, and extended luxury stays, this residence is intentionally limited to a select clientele.First floor has a spacious and open living, family, dining rooms, fully equipped kitchen and powder room. Surround sound SONOS music system throughout the entire first floor. Second floor has two master bedrooms and two full bathrooms.Third floor has two bedrooms and two bathrooms. Living room and access to 1200 SF rooftop terrace. One car garage as well as street parking with parking permits that will be provided upon request. Washer & Dryer. Housekeeping is available upon request, daily, weekly ( 24 hr notice).Guests use entire home to themselves. No restrictions. Must request garage opener if plan to park in the house garage. Valet and public transportation is available next door.One block away from the Beach, bars & restaurants. Walking distance to all the best shopping on Oak Street & Michigan Avenue. Dine out for breakfast or dinner without having to take Uber or any transportation. THE BEST location in the entire city everything at your fingertips.The home is stocked with towels, toiletry and slippers for a luxury hotel-like experience. Catering chef is available upon request to prepare meals for you and your guests at the privacy of the home. Inquire about beautiful brunches/lunches or dinners or any special requests or add ons. Home layout:Floor 1: living room, TV, family room, dining room, kitchen, powder room.Floor 2: master bedroom, king bed, pull out sofa, TV, full bathroom, walk-in closet 2nd bedroom, king bed, twin lounge bed, TV, full bathroom. Floor 3: 3rd bedroom, king bed, full bathroom4th bedroom, king bed, full bathroom. Sitting room, roof top deck. Lower level: queen bed, 2 twin beds, full bathroom, garden walk out entrance. Laundry room. 2 car garage or street parking with provided permits.About pets:Pets allowed: dogs and cats (limit 2 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.Provide age of children.About customRules:Please provide the nature of your trip as well as names and ages of guests.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.Smoking allowed outside on front yard or rooftop.About minBookingAge:Minimum age to rent: 21.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 40,Requires approval.

Hamaline Luxury Guest House| Family-Friendly | Near Downtown & Lakefront ✨Welcome to your serene escape in the heart of Chicago’s Douglas Park neighborhood, a beautifully appointed, luxury 3-bedroom, 1-bath retreat ideal for families, business travelers, and weekend explorers.Why Guests Love It:✅ Free Street Parking✅ Fast Self Check-In✅ Close to Downtown Chicago, McCormick Place, Lake Michigan, UIC, Illinois Tech, White Sox Stadium, & more!✅ Professionally Cleaned & Fully Stocked🛏️ Sleep in Comfort | Designed for RelaxationThis spacious multi-level 1,300 sq. ft. townhome is the perfect blend of comfort and sophistication. Relax in the living room with smart blackout curtains, a Smart TV, elegant décor, and a high-tech smart coffee table. The kitchen is fully equipped with modern appliances: stove, microwave, refrigerator, air fryer, Keurig, electric kettle, snacks, condiments, bottled water, and all cooking essentials, perfect for guests who enjoy dining in.🛌 3 Stylish Bedrooms Across 2 Levels: • Master Suite: King bed, Smart TV, large dresser, mirror, closet, and office desk • Private Bedroom 2: Queen bed, Smart TV, dresser, mirror, and wardrobe • Bedroom 3: Queen bed, Smart TV, dresser, mirror, luxury carpet.🌆 Explore Chicago Like a LocalThis central location puts you minutes from top attractions: • Downtown Chicago & The Loop • McCormick Place Convention Center • Lakefront Trails & Beaches • Guaranteed Rate Field (White Sox) • University of Illinois at Chicago (UIC) • Illinois Institute of Technology & College of Optometry🚗 Parking & AccessFree, convenient street parking is available directly on the block and in the surrounding area.Self check-in with secure keyless entry. Access code provided 24 hours before arrival.🧼 Clean, Quiet, and Comfortable • No smoking allowed on the premises • No parties or loud gatherings permitted • Quiet hours strictly observed • Professional cleaning before and after every stay.Book your stay today and experience a peaceful blend of city access, luxury comfort, and thoughtful amenities in a secure and stylish Chicago neighborhood.💬 Have questions before booking? We’re happy to help, just reach out anytime!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Additional guest added to reservation will be charged $35 per night..Please don’t leave windows and doors open when the Heat/Air condition is on. No smoking in the property. Don’t leave used dishes in the sink.,Turn off the Air Condition/Heat, running taps and all electrical and electronics devices when going out, you may turn them back on when you return..About checkIn:Check in after 2:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Unwind in Chicago at this lovely newly renovated home! Nestled in the heart of West Town, this amazing property offers a perfect retreat for guests. The cozy bedroom features a comfortable queen bed, ensuring a restful night's sleep. The enchanting bathroom is equipped with a refreshing shower and a hair dryer for your convenience. In the additional space, you'll find a welcoming living room with a cozy sofa bed and smart TV with access to all your streaming services. We also have an outdoor space right outside the front door to enjoy a beautiful afternoon or evening. In-unit washer/dryer is also available onsite. Experience everything Chicago has to offer with a stay at our West Town abode. Whether you're exploring the vibrant city or simply relaxing indoors, this is the perfect place to call home during your visit.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 3-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Enjoy a private and peaceful stay in our fully equipped basement apartment—perfect for travelers seeking comfort, privacy, and convenience.This cozy space features a King-size bed, a foldable Twin bed, and a Smart TV for your entertainment. Stay cool with AC, connected with fast WiFi, and cook your favorite meals in a full kitchen equipped with essentials.You’ll have easy self check-in, plus free street parking passes, making your arrival smooth and stress-free.Located in a quiet Chicago neighborhood with quick access to restaurants, parks, shops, and local attractions, this apartment is ideal for both business travelers and families.Kick back, relax, and enjoy your home away from home.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:• No parties or events allowed • No unregistered guests • Quiet hours after 11 PM • No smoking • Please take care of the space and furniture.🔹 Security • Exterior security cameras in place • ID may be required • Violation of house rules may result in cancellation without refund,Additional cleaning fees may apply if rules are broken. Parties are prohibited. A $300 fee will be charged if a party is detected..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Rest and Relax in a home away from home. Equipped with many perks, such as towels, air fryer, toiletries, and much more! Enjoy free Wi-Fi, FREE PARKING! Anything we can do to accommodate you! This property is located on the south side of Chicago. It is in the process of gentrification and rebuilding of the greater grand crossing neighborhood. Come see the renewal and rebuilding of the greater grand crossing neighborhood. The block is a quiet one. There is a lot of food selections around. One of my favorites is the barbecue spot a few blocks away. Also Hyde park is about 5 mins away by car. It’s filled with many restaurants stores and nice scenery.About pets:Pets allowed: dogs and cats less than 20 lbs per pet (limit one pet total).Service pets only.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:no smoking or shoes inside property. If you lock yourself out of the unit, it will be a $75 fee for it to be unlocked..No Parties allowed. If you have a party or police is called to property, you will be asked to leave with no refund..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Welcome and Experience Chicago in style at our modern, luxury 2-bedroom, 2-bathroom suite located on iconic Michigan Avenue in the heart of the South Loop! Just steps from McCormick Place, our spacious 1,200+ sq ft suite is perfect for groups, business travelers, and families.This stylish apartment offers breathtaking skyline views, modern furnishings, and high ceilings that add a bright and spacious feel to every room. With sleeping arrangements for up to 8 guests.Message us for special rates on extended stays, weekday bookings, or group reservations!This listing is professionally hosted and maintained to provide you with a five-star experience in one of Chicago’s best neighborhoods. We look forward to hosting you!Sleeping Arrangements:- 2 Queen Beds (4 Guests)- Sofa Bed + Queen Air Mattress w/ linens (4 Guests)Fully Stocked Kitchen Includes:- Stainless steel appliances- Microwave, oven, stove- Coffee maker, tea kettle- Utensils, cookware & glasswareExtras Provided:- Fresh towels & linens- Hairdryer, iron, shampoo, and body wash- Starter pack: toilet paper, toothbrushes, toothpasteAmenities You'll Love:- On-site Fitness Center (2nd floor)- Washer & Dryer (same floor)Security on duty 24/7- Optional parking space ($30/day)- EV charging stationLocation HighlightsLocated in Chicago’s vibrant South Loop, this suite places you within easy reach of everything:Walkable Attractions:- McCormick Place – 7 min walk- Soldier Field – 5 min drive- Museum Campus (Field, Shedd, Adler) – 7 min drive- Lakefront Trail & Grant Park – 8 min drive- Wintrust Arena – 10 min walk- Local coffee shops, breweries & brunch spots – 3-7 min walkTransit:- 5-6 min walk to the nearest CTA Red Line- Easy access to expresswaysFAQsIs the neighborhood safe?- Yes! It’s a secured building with security staff on-site 24/7.Is there parking?- Yes – optional parking is available for $30/day.Is early check-in available?- Standard check-in: 4:00 PM | Check-out: 11:00 AM. Early check-in/late check-out is subject to availability & fee.What amenities are included?- Fresh towels, linens, toiletries, hair dryer, and basic essentials.Are the beds comfortable?- Yes! Guests rave about the beds and even ask where we buy our mattresses!What about hot water?- Hot water is supplied via an 80-gallon tank. Please allow 1-2 hours for reheating if fully used.Dedicated parking spot available ($30/day).Please use water responsibly—let’s take care of our planet.Top-rated stay with 1000+ reviews across our listings!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Luxurious Modern Retreat with 1000 sqft RooftopWelcome to the Monticello - our stunning modern new construction, designed for the ultimate luxury and comfort. This spacious retreat boasts five bedrooms each with its own bathroom, three living spaces, and a rooftop terrace offering breathtaking views of the city skyline.Spacious thoughtful amenities throughout, including modern and equipped kitchen, king and queen size beds, spa bathrooms, comfortable furnishings, crib, pack and play and four flat screen TVsLocated in the vibrant neighborhood of Humboldt Park, just 5 miles from downtown Chicago, our home provides easy access to the city's top attractions, dining, and entertainment options. Please note that while our neighborhood is vibrant and full of character, it is still in an establishing and up and coming area, and guests should be mindful of safety concerns (as is the case anywhere in Chicago).All these, topped off with a two car private garage to store your vehicles.About pets:Pets allowed: dogs less than 20 lbs per pet (limit 2 pets total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:Events allowed: family gatherings and birthday parties.Maximum event attendees: 18.

Chicago’s ONLY Urban Beach House combines the best of beach life and urban life! Perfect for couples, students, faculty, families, and vacationers who want to experience the beach house lifestyle while enjoying all of the amenities, conveniences and excitement of an urban location.Virtual tour link: https://www.smartfloorplan.com/p/t/shell5.php?id=v4507431131 W. Morse Ave. is uniquely located just steps from Lake Michigan, Loyola Park and the sandy shores of Loyola, Leone and Albion Beaches. Enjoy convenient access to the CTA Sheridan Bus, the CTA Morse Ave. “El” train station and the Metra train station at Morse Ave. Bicycle enthusiasts can rent a Divvy bicycle within a short distance of the property and explore Chicago’s premiere Lakefront path and bicycle routes. Loyola, DePaul and Northwestern Universities will find this property conveniently located to their campuses. Loyola is in walking distance and DePaul and Northwestern are a short CTA stop away. The house is surrounded by dozens of restaurants and bars, retail and a movie theater all within steps of the house. The City of Evanston, the home of Northwestern University, is a short commute and is considered the Northshore’s capital for restaurants, shopping, and nightlife.Loyola Park offers wide open sandy beaches perfect for exploring. The park is a haven for the sports enthusiast with four tennis courts, basketball courts, three baseball diamonds, sports fields, volleyball courts on the sand and land, a field house, a playground, a fitness circuit course, a nearly 2/3-mile walking trail along the beaches of Lake Michigan, and more. PROPERTY OVERVIEW: 1131 W Morse is loaded with features, including: • a large bedroom with 1 King sized bed that converts to 2 Twins (sleeps 2)• a 2nd bedroom with 1 King sized bed that converts to 2 Twins (sleeps 2)• a 3rd bedroom with 1 Queen sized bed (sleeps 1-2)• a 4th bedroom with 1 Twin sized bed (sleeps 1)• a lower level Family Room with a couch convertible to a Full bed (sleeps 1-2)• The house sleeps 8-9 people• Bedrooms can also be offices• 3 full bathrooms with newly rehabbed oversized showers • a newer chefs kitchen with granite countertops and stainless steel appliances, plenty of cookware and appliances• a large living room with decorative fireplace• a family room with bar and French doors leading to a deck• an office/game room• a fitness room with workout equipment, weights, ball and yoga mats• WIFI• two tv’s and cable (Netflix, Amazon Video, etc.)• washer/dryer with laundry supplies, ironing board and iron• front porch and 2 rear decks• complete patio furniture set• an outdoor fire pit and new 6-burner gas grill for cooking• large rear yard with yard games• direct access to the park and beach• 2 indoor garage parking spaces for an additional fee (Free street parking or two garage spaces for $15/night per space)• air conditioning• 100% smoke free• 100% pet freeBedroom DescriptionsCommodore Room: King bed can be converted to two Twin XL bedsLake Room: Twin XL beds can be converted to a King bed.Boat Room: Boat themed room with Queen bed. (sleeps 1-2)Rogers Room: Rogers Park, Chicago themed room with Twin bed and balconyCabin Room: couch convertible to a Full bed (sleeps 1-2)About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:No using the indoor fireplace..No feminine products, baby wipes or other non-septic items in the toilets.,No loud noises between 10:00pm-9:00am..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 26.About events:Events allowed.Maximum event attendees: 20,Additional fees and rules apply. Please inquire..

Our spacious property is perfect for large families, group getaways, or business stays. With 10beds, 4 bedrooms and 2 bathrooms.🛏️ Comfortable & Flexible Sleeping ArrangementsOur home offers a total of 10 beds, 1 sofa bed, 1 toddler bed, and 1 twin luxury air mattress, thoughtfully arranged to accommodate a variety of group sizes and needs: • 1 King-size bed • 2 Queen-size beds • 2 Full-size beds • 1 Full-size bunk bed (perfect for kids or teens) • 1 Twin-size bamboo bed • 2 Twin-size collapsible beds (convert into comfortable luxury chairs) • 1 Twin-size luxury air mattress • 1 Toddler bed • 1 Sofa bedAdditionally, we feature a luxury reclining massage chair that’s so comfortable, guests often enjoy resting or even sleeping in it.📺 Entertainment & ComfortAs previous guest suggested, we have put television in every bedroom and bought more couch. Enjoy movie nights or your favorite shows on our 75-inch luxury TVs located in every bedroom and the living room. Perfect for relaxing after a long day.🍽️ Fully Equipped Gourmet KitchenCook and entertain with ease in our fully equipped kitchen, featuring high-end appliances, a coffee maker, and a luxury toaster. We have everything you need to prepare meals for your group.🚗 Parking & Convenience • Enclosed garage for guest use • Multiple free parking spaces in front of the garage and throughout the property⚠️ Important Guest PolicyTo ensure a comfortable experience for everyone, please provide an accurate guest count at the time of booking.Misrepresentation of the number of guests may result in restricted access to certain spaces or termination of your stay without refund. We appreciate your honesty and cooperation in helping us maintain a quality experience for all guests.Whether you’re gathering with family or traveling with friends, this spacious and well maintained home offers comfort, luxury, and flexibility for an unforgettable stay.Save yourself the $80 per night parking fee downtown by taking advantage of our free complimentary parking offer. Big family? Group getaway? We’ve got more sleeping space than you’ll know what to do with. Try finding this much space and this kind of deal anywhere else. We’ll wait.If there's anything specific you're hoping for, don't hesitate to share it with me. I'm here to work together and find a way to make it happen if it's within reach! 😄*** It's important to understand that we will terminate your stay with no refunds if you misrepresent the number of guests ** This home is an ideal choice for families, traveling professionals, large groups seeking cost-effective accommodations, as well as couples looking for a cozy retreat. Instead of booking separate hotel rooms, which can be more expensive and separate everyone, this option keeps everyone together, fostering a more enjoyable and memorable trip.ID verification may be required in certain situations.Secure your date now to prevent others from booking it. NOTE : we constantly look for ways to upgrade our space and add any new thing we feel might make guest stay more enjoyable, sometimes you might notice some changes/upgrade that we have yet to picture and upload.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Failure to accurately state the right number of guest, will have your stay terminated with no refund. Absolutely no parties/gathering..No smoking inside. Up to $1500 penalty charge if smoke is detected .,** No Unauthorized Visitors** . Only individuals listed at the time of booking are allowed in the property..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.