Home Vacation Home Rentals By Owner In Chicago, IL

Showing 280 Of 354 Vacation Rentals
Slider Thumb
Exceptional(12)

$750.0

/ Nightly
Private Vacation Home

Aloha 2.0 Tropical Oasis in the heart of Wicker Park that sleeps 23 + backyard patio

Chicago, Illinois, United States

Find us on Insta @bangtel for the best rates!brbrHost the best Bachelorette party at ALOHA 2.0. If you you want to be in all the action of Wicker Park, yet feel like you are on a tropical vacation, then you came to the right place!brbrFeel all the tropical feels in our sprawling 2,000 square foot space. Ocean sounds, flamingos, marlins, and sharks combined with tropical florals continue to set the mood of the tropics sans the sand!brbrFollow us on IG @bangtelbrAvoid the fees and BOOK DIRECT—link in IG BIO!brbrBreakdown of sleeping arrangements are below: brbrBEDROOM 1 - QUEEN BED (SLEEPS 2) brBEDROOM 2 - 2 DOUBLE BUNK BEDS (SLEEPS 8)brBEDROOM 3 - QUEEN BED (SLEEPS 2) brBEDROOM 4 - QUEEN BED + FUTON (SLEEPS 3) brBEDROOM 5 - QUEEN BED (SLEEPS 2) brCOMMON AREA - SOFABED + 2 QUEEN AIRBEDS (SLEEPS 6)brbrSLEEPS 23 TOTAL GUESTSbrbrThe backyard is shared between this unit and our Penthouse unit, ALOHA BANGTEL. brbrIf you need the space, just ask us to reserve it solely for you. We operate on a first come first serve basis. You can also reserve both floors for a full buyout and total reign of the property.brbr*If you are staying for a weekend, we need to limit your reservation to one night only so the other group has the opportunity to enjoy the space as well.brbrOur concierge will reach out upon your booking to see if you need help with any special requests such as stocking the fridge, helping load in your items, or help with booking a private chef for a special dinner at the property.brbrWicker Park has everything you could ever want including the best restaurants, parks, shopping, and neighborhood vibes! We are across from Jeni`s ice cream, Sweetgreen and behind us is the park. Shops steps from your front door are Free People, Urban Outfitters, Adidas, Stan`s Donuts, Una Mae`s, Foxtrot, Rapha, P.45, Buffalo Exchange, Ragstock, Kokorokoko, other vintage stores and finds, the list goes on... Favorite restaurants and bars within walking distance are Etta, Big Star, Violet Hour, Bloom (plant based), Small Cheval, Bongo Room, Palm Springs Shuffleboard Club, Club Lucky, Kinton Ramen, Antique Taco, Paradise Park, Parlor Pizza, Big & Little, Perch, Crumbl Cookie, Smoke Daddy, Machine:Engineered Food and Drink...we promise you will never go hungry here!brbrWe recommend Uber or Lyft for taxi service right from your doorstep. brbrThe Blue Line L stop (North/Damen/Milwaukee) is one swift block away and only 10 minutes to downtown or 30 minutes to the airport.brbrWe may have two parking spots available for you onsite for an additional $35/space per night. If you are interested in this option, please let us know to reserve for you as it is based on a first come first serve basis. brbrThis is a property located on the second floor walkup with one flight of stairs.brbrThe property is located in the heart of bustling Wicker Park and walking distance to public transportation. There will be city & train noise, and we provide sound machines and earplugs for your comfort. brbrO`Hare Airport is just a 20 minute commute. The brMilwaukee/Damen/North Blue Line train is a 1 block walk away from the unit making your commute an absolute breeze.brThank you for booking with us! Please read through our House Rules below:brbrFor security reasons, we ask that you share a photo ID upon booking.brbrThe number of people on the property should match the number on your reservation. If you’re planning to invite extra guests, let us know at least 24 hours before they show up.brbrPlease respect the check-in and checkout times listed in your reservation—unless you’ve already worked out a different plan with us ahead of time.brNeed an earlier check-in or a later check-out We got you! Just keep in mind, we can only confirm this 24-48 hours before your arrival, as it depends on the guests checking in or out before/after you. But here’s what’s available:brbr10 AM Early Check-in = $200brbr1 PM Early Check-in = $150brbr1 PM Late Check-out = $150brbr4 PM Late Check-out = $200 brbrParking:brbrHeads up: No parking spaces are included with any Chicago rentals. We have 2 parking spots available on-site for $35 per night. These spots are hotter than a downtown coffee shop, so they’re first come, first served—get in early, or risk the street!brbrFor the adventurous parkers, we’ll send you a map of free nearby parking two weeks before your check-in. You’ll find this treasure map in your digital guidebook. Check out the SpotHero app for additional paid reserved parking in the area.brbrOne last thing: BANGTEL is not liable for parking tickets, towing, or any damage. So, park smart and read the signs! Oh, and parking fees are non-refundable—because once your car’s parked, it’s part of the family.brbrPatio Backyard:brbrThe back patio is a shared space between Aloha and Aloha 2.0—think of it as a peaceful hangout spot where everyone’s invited! Want the patio all to yourselves No problem! Just ask us to reserve it for you, or go big and book both floors for the ultimate Aloha takeover. It’s free to reserve, but just remember, it’s first come, first served—so snag it early if you can.brbrFurry Friends & Service Animals:brbrPets stay with us for FREE! (Yep, you read that right—no extra charge for your four-legged buddy!) Please just let us know if you’re bringing along your furry friend, so we can ensure everything is all set. brbrWe love your furry pals, but they need to be house-trained before they check in. (No one wants an impromptu “indoor water feature” on the rug.)brOur beds and couches are super comfy, but we kindly ask your pet to respect the boundaries.brbrPlease scoop up after your pets and we kindly request that they not be left unattended.brbrIf your pet does decide to redecorate with some furniture damage or starts a neighborhood concert (aka noisy complaints), we’ll have to ask you to foot the bill for repairs. brbrCleanup:brbrPlease leave the property in the same condition as when you arrived. brbrDispose of all trash in the correct receptacles outside (they’re clearly marked, so no need to guess). If you use the wrong one, you might discover an unexpected fine.brbrLeave furniture where you found it or move it back if you do.brbrBefore you go, turn off all lights, shut windows, and lock the doors. Think of it like tucking the house in for the night.brbrSmoking:brbrSMOKING IS NOT ALLOWED INSIDE THE PROPERTY. There’s a $1,000 charge if you’re caught smoking indoors or if we can still smell last night’s smoke after you’ve checked out (we’re very sensitive like that and the next guests checking in may be too). Feel free to light up outside, but be a good sport and please dispose of your cigarette butts properly. Let’s keep the property looking and smelling fresh. We appreciate you!brbrParty Glitter + Confetti: brbrPARTY GLITTER OR CONFETTI IS NOT ALLOWED. Sure, glitter and confetti are the life of the party, but they’re also the nightmare of cleanup. It’s like trying to catch a rainbow in a vacuum cleaner.brbrIf you bring glitter or confetti inside the property (or anywhere on the premises), we’ll charge you a $250 fee. Consider it a `glitter tax` for making us battle with tiny sparkly bits for days.brbrPhotoshoots:brbrNo professional photos or videos allowed without BANGTEL’s prior written permission. We love a good Insta moment, but if you’re planning to turn the property into your personal photo studio, please give us a heads up first! Make sure to let us know before booking or right after, and we`ll let you know if special rates, fees, or conditions apply. brbrIf a photo or video shoot happens without our approval, we’ll charge a fee at our discretion. Not sure if your photography is a professional shoot Don’t worry, we’re happy to review your work! We promise we’re more lenient than magazine editor, but we still need to know what’s going on behind the lens. brbrSpecial Occasions:brbrPlanning to host an event, like a wedding, corporate function, bridal party, or any shindig involving guests not listed in your reservation Well, unless you`re planning a surprise `Party of the Year` with us as your co-host, you’ll need prior written permission from BANGTEL. No impromptu events—this isn’t the venue for a flash mob, no matter how fun that sounds!brbrAdditional fees apply for hosting special occasions, so let us know in advance and we’ll work out the details. We love a good celebration, but we also love keeping property in tip-top shape.brbrBe a Good Neighbor:brbrPlease respect the other tenants and neighbors—after all, we`re all in this together. No noise in or around the property (including hallways and common areas), and please keep your music at a level that doesn’t make the neighbors think they’ve accidentally wandered into a concert.brAfter 10 p.m., let’s keep the volume low enough to hear the crickets, not the bass.brbrBunk Beds: brbrHeads up—this unit may contain bunk beds, and while they’re perfect for feeling like a kid again, they do come with a little responsibility. By using the bunk beds, you agree to hold the host harmless for any damage or injury caused by your daring, gravity-defying moves. brbrAloha Bathtub in Primary Bedroom Ensuite Bathroom:brbrAs much as we wish we could let you sink into the large, inviting blue bathtub in the primary bedroom ensuite, it’s actually for decorative purposes ONLY—no splashing around, sorry!brbrPlease, do not run the water (as tempting as it may be to channel your inner mermaid).brbrAlso, this tub has a weight limit of 250 lbs. So, while it’s perfect for admiring, it’s not built for a full-on soak session with all your friends. Let’s leave it as the beautiful bath decor it was meant to be!brbrLong term Stays (30 days or longer) may require an additional security deposit that will be returned after your checkout as well as payment for cleaning during your stay.
Bed 5

Bed

Bath 2

Bath

Sleep 23

Sleeps

Slider Thumb
Exceptional(11)

$1084.11

/ Nightly
Private Vacation Home

LARGE LUX 6BD, 4BA HOME +garage & patio

Chicago, Illinois, United States

Escape into this Chicago Masterpiece! brbrGuests love this home because:brbr- Surrounded by top-notch restaurants/retail on Southport Ave!br- Close to all popular attractions that make Chicago so greatbr- Luxurious, newly-renovated interior filled with natural lightbr- Just a few blocks from Wrigley Field!!br- Easy in/out access on one of Chicago's safest streetsbr- Fast WiFi (800+ mbps)br- Comfy memory foam mattressesbr- Oversized, 2-car garage, with another optional spotbr- Steps to (CTA-L) train stationbrbrEnjoy our freshly renovated, fully-stocked, detached single-family home! This 3-level home is located in Lakeview/Southport Corridor a few blocks from Wrigley Field!! This spacious home offers all you will need plus more when visiting Chicago. The location and neighborhood are hard to beat when it comes to safety and reputation:brbr“Southport truly offers everything you could want from city living- proximity to public transportation, an abundance of locally owned boutiques, restaurants, bars and coffee houses, all within walking distance. “Family friendly” is definitely a term that applies to Southport- during the day you’ll find plenty of people walking dogs and pushing strollers. Its prime location and friendly neighborhood feel attract a diverse population: students, young professionals, and families all call Southport home. There are many single-family homes in the area, ranging from new construction to vintage greystones. Many of the properties in the area are beautifully appointed, boasting top-notch features such as large kitchens with granite countertops, classic hardwood floors, large bay windows, private roof decks, plenty of storage, and elegant bedrooms.”brbrEscape into this beautiful, spacious 6 bedroom/4 bath gem! Welcome yourself to this freshly luxurious-styled home featuring three levels:brbr* The MAIN LEVEL offers two separate living spaces, a spacious dining room, one Queen bedroom with quick access to the full bath with radiant floors and Kohler plumbing fixtures, and a modern kitchen with sliding doors leading to the expansive deck, complete with privacy shades. The kitchen has undergone a complete renovation, featuring brand-new appliances, white cabinetry, exposed shelving, and a waterfall peninsula with bar seating. Adjacent to the kitchen is a second family room adorned with custom built-ins and a wine/beverage nook!brbr* Moving to the UPPER LEVEL, you will find three bedrooms, including the fabulous King master en-suite boasting a huge walk-in closet, a cozy seating area, and a gorgeous bath with temp-controlled flooring/dual-sink vanity/large walk-in shower! The other two bedrooms have ample closet space in each with quick access to the other full bath up there: Bunk bed consisting of one Full bed on bottom and one Twin bed up top in the second bedroom, and a Queen bed in the third bedroom up there! This UPPER LEVEL also has another family room, and a convenient laundry room!brbrThe LOWER LEVEL has been thoughtfully designed with luxury, vinyl wide plank flooring throughout, another large family room area, a wet bar/kitchenette, two queen bedrooms with a beautiful full bathroom just outside, and a second laundry area!brbr* Total of 4 Fully-stocked full bathrooms with towels & body wash, shampoo, conditioner br* Custom Chef Kitchen on the main level stocked w/ all SS appliances: utensils/pots/pans/dinnerware/glassesbrbrOther things to note about the space:brbr-In/Out Access with this privacy is hard to beat! Large mudroom if entering from garage side!br-FIVE SMART TVs w/ cable provided through YouTube TV, plus another on the back, exterior patio!br-Dining room table can be converted into work-friendly space. br-One indoor staircase which connects all levels in the entire home *Kid-friendly with baby pullout gates where stairs are on main level and Pack n Play br-2 large, washer/dryers and hardwood floors through out. Prime Chicago location just steps away from the vibrant Southport corridor, offering easy access to coffee shops, high-end restaurants/shopping, grocery stores, public transportation, parks, Wrigley Field, and much more! It is a truly unbeatable Lakeview location.brDONE TO PERFECTION! brCLOSE TO LAKE, ENTERTAINMENT, HIGH-END RETAIL AND RESTAURANTS. brbrQ: Is the neighborhood safe brA: Very much so. 24 hours a day. Southport corridor section of Lakeview is considered one of Chicago's safest neighborhoods with median sales price around $1.6 million for detached single family homes.brbrQ: PARKING brA: Oversized, attached 2-car garage. If needing a 3rd spot, you can park in front of the garage blocking access to both garage spots, so you wont be blocking the alley. Not paying for parking in this area of Chicago is a huge plus! brbrQ: Do I need to bring towels, shampoo/conditioner/body wash, a hair dryer, or linens A: Nope! we provide all these things.brbrQ: When can I check in or check out A: Check in is 3pm and check out is 10am. Early check ins can be difficult if there are guests who check out on the same day of your check-in. brbrQ: Can I come and go as I please A: Yes. And we wouldn't trust any listing with which this isn't the case. brbrQ: Is the place professionally cleaned between guests A: Yes, and we take pride in providing a clean home for guests. brbrQ: What's my total booking price A: We honestly have no idea. With fees included, it only shows the guest how much they pay. This figure should be present after you enter your dates. Note that, pricing varies on a daily basis, and it actually uses some crazy algorithm to adjust it automatically, so we don't actually control this. brbrQ: Are the beds comfortable A: Very. Some guests say they're the best they've ever slept on!brbrOTHER THINGS TO NOTE:br-Building security prohibits residents of (city of Chicago/suburbs) unless exception due to certain circumstances!! This has nothing to do with national origin, as any nationality is welcome to book! br-Quiet hours: 11pm to 8ambr-Unauthorized Late Check Out -Up to the cost of any impacted nights subsequent to originally scheduled check-outbr-Smoking in Home - $500.00 minimum charge and eviction from Rental Unitbr-Excessive Cleaning - Up to $125.00 per hour of additional cleaning neededbr-Damaged or Missing Items - Varies depending on cost of itembr-Unauthorized Pets - $250.00 plus any damages or additional cleaning costs incurredbr-Noise Complaints Complaint: potential warning issued or, if necessary, eviction with no refund and a charge of up to $1,000.00br-Party in/outside of Home- Up to $2,000.00 plus any damages. br-Forgotten Personal Belongings - $75.00 minimum chargebrbrYou will be sent all relevant check-in steps (simple access guide) along with the house manual which includes our local recommendations. All through Goog. Doc links 2 days before your check in :)
Bed 6

Bed

Bath 4

Bath

Sleep 13

Sleeps

Slider Thumb
Exceptional(19)

$584.58

/ Nightly
Private Vacation Home

Stylish Chicago Retreat: Walk to Loyola University

Chicago, Illinois, United States

Take the trip of a lifetime with friends and family when you stay at this ultimate Chicago getaway! Boasting a sophisticated interior, a private patio, and an unbeatable location, this 4-bedroom, 3.5-bath vacation rental is your ticket to comfort and convenience. Relax lakeside at Rosemont Avenue Beach, explore campus, or venture downtown to visit Chicago’s top attractions, like Navy Pier and Millennium Park. At day’s end, share a home-cooked meal with loved ones back at this welcoming townhome.brbr-- THE PROPERTY --brbrR24000117149 | Private Patio | Multiple Living Spaces | Steps to Beaches, Restaurants & Public TransitbrbrBedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: King Bed | Bedroom 4: King Bed | Living Room: Queen Sleeper Sofa | Family Room: Twin Daybed w/ Twin Trundle | Additional Sleeping: Crib, Pack 'n PlaybrbrOUTDOOR LIVING: Outdoor dining area, gas grill (propane provided)brINDOOR LIVING: 3 Smart TVs, books, board games, dining table, high chair, breakfast nook, home office space, modern interior, baby gatesbrKITCHEN: Fridge, stove/oven, dishwasher, microwave, cooking basics, single-serve pod coffee maker, blender, toaster, Crockpot, dishware/flatware, paper towels/trash bagsbrGENERAL: Free WiFi, linens/towels, washer/dryer, central air conditioning & heating, ceiling fan, complimentary toiletries, hair dryer, iron/board, keyless entrybrACCESSIBILITY: Tri-level home, exterior staircase required to access, all bedrooms require stairsbrFAQ: Pet fee (paid pre-trip), quiet hours (8:00 PM-8:00 AM)brPARKING: Reserved community parking space (1 vehicle), EV charger available (bring your own cable)brbr-- THE LOCATION --brbrNEIGHBORHOOD: Loyola University Chicago (0.1 miles), Rosemont Avenue Beach/Lake Michigan (0.2 miles), Tobey Prinz Beach Park (0.9 miles)brCHICAGO MUST-SEES: Wrigley Field (4 miles), Navy Pier (8 miles), Field Museum (10 miles), Soldier Field (11 miles), Skydeck Chicago (11 miles), United Center (13 miles)brOUTDOOR DESTINATIONS: Montrose Beach (3 miles), Lincoln Park Zoo (6 miles), Riverwalk (9 miles), Millennium Park (9 miles)brPUBLIC TRANSIT: Granville Station - Red Line (0.2 miles)brAIRPORTS: O'Hare International Airport (14 miles), Chicago Midway International Airport (20 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- Absolutely no smoking of any kind inside or anywhere on the propertybr- Pet friendly w/ $50 fee per stay (+ fees & taxes, max 2)br- No events, parties, or large gatherings br- Please be mindful of the neighbors and observe quiet hours from 8:00 PM to 8:00 AMbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This tri-level home requires 1 flight of stairs to access. All bedrooms are located upstairs or in the basement and require additional stairs
Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb

$170.2

/ Nightly
Private Vacation Home

Home in the Historic Town of Pullman

Chicago, Illinois, United States

Let us welcome you to Chicago's first national park--Pullman National Monument established in 2015. Guests will stay in a restored1885 Skilled Worker's Row House. Home includes 3 bedrooms (1 queen, and 2 twin beds), living room, bathroom with shower and kitchen that includes a stove, refrigerator, coffee maker and microwave, dishes and utensils. All you need are groceries. The Pullman Coffee Shop, Walmart, Potbelly's, Culver's, Lexington Betty's Smokehouse, Wing Stop, Shorty's Mexican Grill, McDonald's, among others are within 5 minutes of the home. There is adequate street parking. and guests are minutes away from the Metra Electric commuter rail line (115th Street Station--Kensington), CTA Bus line (111th Pullman route) and the Bishop Ford and Dan Ryan expressways.brAccess to the property is maintained by a digital keypad. A code will be provided. Upon departure the property will be inspected, inventoried and cleaned. The garage is not available for use. Guests should use street parking. This is a pet-free environment. We understand that pets are part of the family, for the comfort of guests, we have a strict no pet policy. Guests have access to the main and second floor of the home only. There is no access to the basement/storage area. brbrNearly 1,000 of the town's original rowhouses and several major buildings and spaces are still intact and in various stages of restoration. As a community with pride and commitment to the district's heritage, we welcome you to your home away from home and an opportunity to learn more about the historic Pullman neighborhood we call home. This is our family home and we request that you treat our home with care and respect during your stay. If available, long term stays are allowed. brbrThank you. We look forward to hosting you.brbrbrbrbrbr
Bed 4

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(31)

$471.35

/ Nightly
Private Vacation Home

100 Yr. Old Chicago Brick Craftsman with yard, Near Beach and Loyola!

Chicago, Illinois, United States

Welcome to this thoughtfully preserved 110 year old, original Chicago brick home, just 3 blocks from the Lake Michigan shoreline.brbrLots of charm and character in this storied home with a serene backyard oasis in the heart of the city! While this historical gem is the perfect private getaway for you & loved ones, its location makes it easy for you to get around.brbrYou are:br1 Block to Sushi, Thai, Coffee, Jamaican, El Train, Loyola, Live Musicbr15 min to Wrigleybr18 min to Michigan Ave/DowntownbrbrEvery corner of this property has been lovingly cared for to breathe new life into this storied Chicago home while still preserving its history and charm.brThis craftsman style home features plaster walls, an original nickel mirror on closet door, and a mix of original and period replicated hardware throughout.brbrFrom the quiet, tree-line street you'll meet a grand, 2 story red brick home with a welcoming wreath on its glass and oak door.brbrTake a journey back in time as you step onto vintage tile floors and head up the ornate wooden stairs under the art deco light fixtures to your second floor abode.brbrInside, the large foyer opens to the living room which has ample seating. Relax by watching a movie (Apple TV & Netflix provided) or, in the adjoining sun room, enjoy a beverage and peaceful views of the neighborhood.brbrDown the hall, the master bedroom is on the left with two additional bedrooms on the right. Each bedroom has plenty of closet space and a ceiling fan for those that enjoy a little breeze.brbrThe hall opens to a grand dining room with expandable table that seats up to 10 so this room can comfortably accommodate just two for a romantic dinner or host a large group for a bustling family meal.brbrChicago is known for world class restaurants, but sometimes we all need a nice home-cooked meal, right That's why our kitchen is fully stocked with all the spices & essentials you'll need to prepare a delicious meal of your own, if you choose to.brThe kitchen also features a pass-through to the dining room with generous bar seating so everyone can interact while meals are prepared.brbrThe dining room also opens to a fun sun room with a wall of windows overlooking the trees in the lovely backyard. I recommend sipping a cup of tea and spinning a record while you watch the birds. The comfy couch opens to a full-size pull-out sofa bed.brbrThe house is spacious with lots of little areas for family or friends to spend time together or do their own thing. While the home is equipped to host 8 people, we think the perfect group size is 5-6. We're happy to host all 8, but keep in mind it will be a little cozier.brbr*Please inquire if you have a larger group as we have options to expand for up to 16 guests!
Bed 3

Bed

Bath 1

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(12)

$582.4

/ Nightly
Private Vacation Home

Large 5BR Retreat. Perfect for Long Stays & Groups

Chicago, Illinois, United States

Welcome to your spacious and comfortable Chicago retreat — perfect for families, business travelers, travel nurses, relocation stays, and extended visits.brbrThis fully furnished 5-bedroom, 3-bathroom home comfortably accommodates up to 10 guests and is conveniently located near the Obama Presidential Center, Hyde Park, Woodlawn, major hospitals including UChicago Medicine, the lakefront, and downtown Chicago.brbrDesigned for both short and long stays, the home offers the perfect combination of comfort, convenience, and space for larger groups and professionals visiting the city.brbrGuests enjoy:brbr✔ 5 spacious bedroomsbr✔ 3 full bathroomsbr✔ Fast WiFi for work and streamingbr✔ Smart TVsbr✔ Fully equipped kitchenbr✔ Washer & dryerbr✔ Comfortable living and dining spacesbr✔ Free street parkingbr✔ Optional garage parking available for additional conveniencebr✔ Quiet residential neighborhoodbrbrPerfect for:br• Travel nurses and healthcare professionalsbr• Corporate and work travelbr• Insurance displacement staysbr• Family vacations and reunionsbr• Extended winter staysbr• Group trips to ChicagobrbrLocated minutes from hospitals, universities, restaurants, shopping, downtown Chicago, and the lakefront, this home provides easy access to everything while offering a peaceful place to relax after a busy day.brbrWinter Stay Special Available brMonthly and extended-stay discounts are available during winter months for qualifying bookings.brbrWhether you’re visiting Chicago for work, family, relocation, or leisure, this spacious home is designed to make your stay comfortable, convenient, and memorable.
Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(59)

$1679.13

/ Nightly
Private Vacation Home

PRISTINE PREMIER LUXURY 3-STORY GREYSTONE HOME! ABSOLUTELY NO PARTIES!

Chicago, Illinois, United States

PRISTINE PREMIER LUXURY 3-STORY GREYSTONE HOME!!!brABSOLUTELY NO PARTIES OR LARGE GATHERINGS!brWe reserve the right t ask any guest that break the rules to leave!brWhether you are planning a weekend excursion, business trip, or need comfortable lodging to stay with family or friends, look no further. Stay in a beautiful contemporary PRISTINE 3-story Chicago Greystone that is steps away from Wrigley Field, great food, nightlife, shopping, grocery store, public transit, and so much more! Nestled in a family-friendly neighborhood on a quiet tree-lined street, this home is perfect for your stay in Chicago.brbrBEAUTIFUL 4000 square foot contemporary 3-story home with 4 bedrooms and 4.5 bathrooms that can accommodate up to 10 guests! This brand new interior home has all the upgrades, bells, and whistles. During your stay enjoy the top floor bar, dual decks with fireplace and unreal views overlooking Wrigley Field. This home was designed for your family and friends to kick back and relax in this impressive home where you can truly feel like you are all on vacation!brbrThe MAIN FLOOR features a living room and dining room combo with a gas fireplace, state of the art kitchen and great room. Perfect for groups wanting to spend time together. brEnjoy the combined kitchen and great room layout that includes a large kitchen that is fully stocked with everything a chef needs to prepare a gourmet meal. The kitchen includes Quartzite countertops, oversized island (seats five comfortably), butler pantry, bar, wine fridge, beverage fridge, and ice maker. The breakfast dining table seats six and the great room has a comfortable sectional sofa with 75” flat-screen cable TV, surround sound, and a wood-burning fireplace. On the lower level, grab a blanket and head to the back patio area with an outdoor fireplace.brbrThe SECOND FLOOR includes 4 bedrooms, 3 bathrooms, and a laundry room:brbrMASTER BEDROOM suite includes a king-size bed, a walk-in closet, cable tv, and a master bathroom. The master bathroom has a double vanity, free-standing bathtub, a walk-in shower with 3 shower heads and steam unit, separate water closet and radiant heat floors.brbrBEDROOM 2 on-suite includes a queen bed, walk-in closet, ceiling fan, and cable TV. brThis on-suite has a bathroom that has a walk-in shower with one fixed and one handheld head and heated floors.brbrBEDROOM 3 and 4 have queen beds, ceiling fans, cable TV’s, shared bathroom with double vanity and heated floors.brbrOn the TOP FLOOR grab a drink in the fun loft room equipped with a bar, 65” cable tv, and full bathroom with heated floors. Watch the shimmering lights of Wrigley Field on the private deck with a wood-burning fireplace, outdoor tv(In season), and speakers.brbrAmenities:br- Fully equipped kitchenbr- Cable TV’s: (75” flat screen-1st Floor, 65” flat screen- 3rd Floor, 42” flat screen- 3rd Floor Deck)br- AV system throughout the entire homebr- Pack & Playbr- Umbrella Strollerbr- High Chairbr- Queen Air Mattressbr- DVD player and moviesbr- Board games & Children’s Toysbr- Coffee and tea maker with coffee and tea provided br- Linens and towels for each bedroom and bathroombr- Room darkening shades and TV’s in each bedroom br- Every Full Bathroom has Radiant Floor Heatbr- Shampoo, conditioner, body wash and blow dryers in each bathroombr- Washer and dryer with soap provided br- Iron and ironing boardbr- First aid kitbr- Fire extinguisher on each floor br- Quick start Webber charcoal grillbr-Webber Gas grill
Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(63)

$1267.73

/ Nightly
Private Vacation Home

Spacious 4-Level/4-Bedroom Townhouse in West Loop

Chicago, Illinois, United States

Spacious 4 Bedroom/3.5 Bath Townhouse in Chicago's Hip Foodie Neighborhood: West Loop/Fulton Market. This is a Private, 4-Story Townhouse on a Tree-Lined Street just Steps from the Action...while still quiet enough for a good night's sleep. Walk to some of the Nation's Top Restaurants (near Restaurant Row), Clubs, Pubs, Groceries, Parks, Coffee Shops. Easy Train Transit to O'Hare, Navy Pier, Mag Mile, McCormick Place, etc...Terrace w/Skyline Views & Attached Garage Parking for 1 Regular-Sized Vehicle Included!brbrThis Spacious 3000 Square Foot, 4-Level Townhouse Comfortably Welcomes Up To 15 Guests: 11 people in beds, 2 people on the sofa sleeper bed, and 2 people on air mattresses...plus a travel sized crib for babies/toddlers.brbrLEVEL 1br• ATTACHED GARAGE with parking for 1 regular sized vehicle....2 cars can squeeze in.br• BEDROOM #1 with queen sized bed and attached bathroom br• ENTRYWAY FOYERbrbrLEVEL 2br• LIVING ROOM with Huge Sectional Couch, 60 LCD TVbr• DINING ROOM with Large 10-person Tablebr• EAT-IN KITCHEN with an Attached Balcony and Weber Gas Grill. brbrLEVEL 3br• MASTER SUITE LUXURY OASIS! High-End, Memory Foam King Bed with Nightstandsbr• SITTING AREA with twin bunk beds and trundle (3 twin beds), and Washer/Dryerbr• MASTER BATH with Double Sinks, Deep Soaking Tub and Separate ShowerbrbrLEVEL 4br• FAMILY ROOM with Views of the City Skyline, 50 Smart TV with DVD Collection Sofa with Queen Pull Out Bedbr• 2ND BEDROOM has a Queen Bedbr• 3RD BEDROOM has a Queen Bedbr• FULL BATHROOM with Tub and Shower Combobr• OUTDOOR TERRACE with Skyline Views and Comfortable Lounge SeatingbrbrGuests have Private Access to the Entire Townhouse and Garage for 1 regular-sized car or 2 very small cars...There is also free street parking available in the neighborhood.brbrI almost always meet guests in person to give a quick tour of the home, answer any questions, and give recommendations if requested. After that, I am available on an as needed basis, just a quick phone call away if anything comes up...or if you need a tip on the best place to have dinner, go shopping, see a game/show, or the best way to get from here to there. Just a phone call or text away.brbrThis townhouse is strategically positioned in the middle of West Loop, Fulton Market District, and River West. It's foodie heaven with both Michelin-starred restaurants and cozy cafes, all within an easy walk. Walk to Girl and the Goat, Au Cheval, Soho House, Monteverde, Nobu, The Loyalist, Momotaro, The Publican, Roister, Next, The Aviary, Swift & Sons, La Scarola, and so many other neighborhood gems. Grocery stores within walking distance for any supplies you might need. Also a couple blocks to the Blue Line train station to easily transport you to any other Chicago neighborhood.brbr• Many Chicago neighborhoods are easily accessible via foot (20 minute walk to Downtown Loop, 25 minute walk to Navy Pier, 25 minute walk to Wicker Park, 10 minute walk to West Loop)br• If you want to go a little further/faster, there is a Divvy Bike Station 3 blocks away (public bike sharing)br• If you bring a car, there is an attached garage is available for your use (fits 1 regular-sized car or 2 very small cars...additional free street parking available)br• 2 'El' stations within walking distance: br5 minute walk to Blue Line, Grand Station (35 minutes to/from O'Hare Airport, 5 minute train to downtown)br5 minute walk to Green Line, Morgan Station (5 minute train to downtown)br• 2 Major Bus Lines within walking distance:br2 minute walk to Grand Bus (easy access to Navy Pier)br10 minute walk to Madison Bus (easy access to Loop/Millennium Park)brbrNot your average AirBNB!!brbrThis home is a true luxury oasis in the heart of the big city. If you're looking for space to enjoy and relax with all the comforts of home, search no further, this luxury townhouse is for you and your group! Strategically located in between West Loop, Fulton Market District, River West, River North, and Downtown, you'll have no trouble reaching the hottest destinations in Chicago via foot, cab, uber, train, or bike.brbr2 living spaces feature big-screen smart HDTV. You have private access to 2 separate outdoor spaces (1 with skyline views!), a BBQ grill and spacious seating.brbrKitchen is fully equipped, feel free to use anything you need (including pots & pans, toaster, grill, dishwasher, coffee maker, tea kettle, blender, etc.) Light groceries are also included (including coffee, tea, cereal, oatmeal, snacks, spices, oils, etc.) The dining area offers a huge, beautiful table that seats 10 or feel free to share a meal at the eat-in kitchen or balcony.brbrThe bathrooms are fully stocked with all the essentials (shampoo, conditioner, soap, hairdryer, & fresh towels and washcloths, etc.)brbrGuests may use our full-size, in-unit washer & dryer (don't pack detergent...we've got you covered!)brbrSuper fast high speed Goooogle fiber internet
Bed 4

Bed

Bath 3

Bath

Sleep 15

Sleeps

Slider Thumb
Exceptional(5)

$558.47

/ Nightly
Private Vacation Home

Flat in Lincoln Park 2-Flat Central to Everything

Chicago, Illinois, United States

Historic, newly renovated flat in the heart of Lincoln Park, with garage space! A block from the famous Blues club `Kingston Mines`. Close to great bars and restaurants, including Alinea, the only restaurant in Chicago awarded 3 Michelin Stars. A mile to Lincoln Park Zoo, less than 1-1/2 miles to the lake. Beautiful yard (shared with lower unit) has gas grill, patio, deck, and a garage space. Enjoy the Lincoln Park area in this unique home that offers everything you need for your holiday in Chicago.brbrHistoric, Spacious & Newly renovated home in the heart of Lincoln Park with garage. brbrThis is a beautiful 2-Flat home that features 2 Bedrooms, 2 full bathrooms. The Primary Bedroom is the entire upper level and offers a sitting area, on-suite bath, walk-in closet, full laundry room, and a private balcony. brbrComfortable living room, lounge/library, dedicated office space, large kitchen with Viking range, walk-in pantry, dining table that seats 6, plus chairs in front of the bright and sunny windows for your morning coffee. brbrBeautiful private backyard (shared with lower unit) features a Weber gas grill, patio, deck with dining table for 4, bluetooth music, and garage. brbrEnjoy the best and most popular neighborhood in Chicago in this Amazing Fully Furnished and Completely Unique Family Home.brbrThis home is 1 mile to Lincoln Park Zoo & Lincoln Park Conservatory, Less than a mile and a half to the lake. 10 blocks from Wrigley Field, 5 miles to the Kennedy Expressway, 4 blocks to the Diversey L station, 1 block to grocery store. Short walk to DePaul University, bars, restaurants, and entertainment on Lincoln Ave. Everything you need is here!brbrYou will not find a nicer Family Home in Chicago. The house has 2 decks, and a garage (No off street parking needed). The primary suite is beautiful with a large shower and jacuzzi tub. brbrSleeping Arrangements for 6 people:br-Master Bedroom - King Bed (1) br-2nd Bedroom - Queen (1) brAir mattress that can be setup in a number of areasbrbr*Note the air mattresses are electric and are easily filled by simply plugging into an outlet. brbrLarge Dining area that seats 6. 1 Outside Deck dining area that seats 4. brbrWe offer self check-in as we use code entry locks on all doors including the garage. brbrWe are very customer service oriented. You will receive multiple messages from us on your day of arrival and throughout the rest of your stay. These messages will include and not be limited to the following: brbr-House informationbr-Area attractionsbr-Recommended bars and restaurants. br-Our favorite locations and attractionsbrbrPlease note: Our home is equipped with almost anything you would need to enjoy your stay in Chicago. Following are just some of the amenities that we offer:brbr-Coffee/K-cupsbr-Coffee Pot and Keurigbr-Microwave, Oven, Dishwasher, Refrigerator, Washer/Dryerbr-Dishes, Glassware, Silverware, Pots, Pans, Bakeware, br-Kitchen Utensils br-Towels, linens, bedding, Shampoo, Conditioner & Body Washbr-TV`s in every bedroom, TV in living room, TV in Kitchenbr-Outdoor Bluetooth Speaker SystembrbrWe work very hard to ensure that you truly enjoy our home and have an amazing holiday. brbrCheers, brBrianbrbr*Looking for more room, nearby for larger groups of friends and family Check out our neighboring downstairs property, `Charming 2 Bedroom Flat, in heart of Lincoln Park`! Sleeps 4!*brbrGuest can access the home from garage through back yard or from the front door. Everything door has electronic key code entry. There are stairs at both entrances.brbrI am always available for my guests. If you need me for questions and/or concerns I will be available. If there is an issue with the house or question about the house or area I will respond immediately.brbrYou will find Lincoln Park to be accessible to loop and many attractions in the city, while being very neighborhood oriented. A short walk to DePaul University, Lincoln Park Zoo, many great restaurants, bars, and music venues. brbrLess than a mile and a half to the lakefront where you can bike, run, or walk along the lakefront trail or have a beach day at North Avenue Beach. Close to both Belmont & Diversey Harbors. Enjoy the theater district on Halsted, or take in a game or event at Wrigley Field. brbrRental bikes are also available just a block away.brbrThe Diversey Brown Line `L` is approximately 4 blocks awaybrThe Bus line bus line is approximately 1 block awaybrUberbrLyft brChicago Taxi ServicebrbrUnit is 2nd and 3rd floor of a 2-flat. There are tenants in the 1st floor flat. This is typical in this area of Chicago. Most building structures in Lincoln Park have multiple living spaces. You may encounter tenants in common area (porch, hallway, backyard). Please be respectful of the number of guests you have in light of Covid.brbr***PLEASE READ BEFORE MESSAGING***brbrDISCOUNTS: Our pricing is haggle-free and always represents the lowest and best price we can offer, including long-term and seasonal rates. Weekly and monthly discounts are shown, if applicable. We are not able to provide additional discounts.br-brAVAILABILITY: Our calendar is up to date and accurate. If your requested dates are showing as available, you are welcome to proceed with your booking!br-brEARLY CHECK-IN: Due to our high number of turnovers, we cannot accommodate early check-in or late check-out requests.br-brCANCELLATION POLICY: Please read and understand the cancellation policy prior to booking. This policy is firm, and we will be upheld in the event of a cancellation. We recommend purchasing travel insurance if you have concerns that you may need to cancel your reservation for any reason.br-brPET POLICY: We only allow dogs; no cats. This is non-negotiable.br-Check-in time is 4:00pm. br-Check-out time is 11:00am.br-No smoking indoors. $250 fee will be charged to guest after departure if evidence of smoking cigarettes or marijuana indoors is detected.br-Please keep all exterior doors shut when air-conditioning or heat is running.br-We are pet friendly. However, we only accept dogs.br-Do not let your dogs leave the property unless they are on a leash. br-Please place trash in trash bins located next to garage. br-Please clean dog waste in the yard. There is a dog waste shovel and scoop at the bottom of stairs.br-Please keep exterior door to home closed at all times to prevent bugs entering home.br-Please place dirty dishes in dishwasher and run upon departure.br-Place all dirty linens in basket marked `Linens`.br-Please place HVAC on 68 in winter months and 72 in summer months upon departure.br-Any and all acts by guest(s) and/or its invitees, that result in damages to the property or its contents, whether such act was intentional or the result of negligence will allow the host and or owner to deduct from the security deposit any and all cost incurred or to be incurred in returning the property or its contents to its original state and/or replace the item(s) as needed.br-Owner is not responsible for articles left in the premises. br-Guest(s) shall leave the property in neat and undamaged condition.br-No loud music after 9:00pm.br-Respect thy home and neighbors.br-Enjoy & have a blast!
Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps

Slider Thumb

$210.53

/ Nightly
Private Vacation Home

Good Ol' Greystone, A Genuine Chicago Experience

Chicago, Illinois, United States

Welcome to the charming Good Ol' Greystone, located in the vibrant heart of Wicker Park, one of Chicago's trendiest neighborhoods. Here, you'll be steps away from an array of exceptional dining options, exciting nightlife, fantastic shopping opportunities, thrilling adventures, and much more. Enjoy features such as a plush linens, lightning-fast internet, fully equipped kitchen, Bluetooth speaker, Netflix, and everything else you require—and more—for a stellar 5-star experience in Chicago.brbrStep into our late 1800s Greystone and be transported back to a time of exquisite craftsmanship, cozy comfort, hard work, and unforgettable memories. Inside, you'll have the chance to delve into the captivating story of the Folk Hero Himself, the colorful and mythical character who constructed this remarkable Greystone with his own two hands. You'll even get a glimpse of the tools he used during the construction process. While our space pays homage to historic Chicago, rest assured that you'll find all the modern amenities you need for a comfortable and modern stay. Enjoy features such as a fully equipped kitchen, plush linens, lightning-fast internet, Bluetooth speaker, Netflix, and everything else you require—and more—for a stellar 5-star experience in Chicago.brbrThe Good Ol' Greystone is the ground level unit of a 3 unit building. Enjoy full access of the space as well as a private entrance.
Bed 3

Bed

Bath 1

Bath

Sleep 8

Sleeps