Private suite holiday rentals in West Side

Secret Garden @ The Noble Farmhouse | Wicker Park

While our place truly is a tucked away secret sanctuary, we are also in a sweet spot of ULTRA CONVENIENCE. Wicker Park/Noble Square/West Town has many great bars & restaurants & is an amazing location for exploring the city. WALK to the action on Division St. or Chicago Ave, Chicago's upcoming gallery district. A 1/2 block to the 56 bus takes you to the Loop in 10 min, or to the heart of Wicker Park in 5. A 10 min walk to the BLUE LINE serving O'Hare & Downtown. And Divvy bikes 1/2 block away.

Location · Family · Check-in

Peaceful Portage Park Apartment

You have the entire apartment all to yourself (kitchen, bathroom, 2 bedrooms and an office). Shared backyard. Portage park is located about halfway between O’hare airport and downtown. It is one of the safest neighborhoods in Chicago. Parking is easy! We’re 2 blocks away from a park (dog park, playground, walking/running path, tennis courts, indoor and Olympic sized outdoor pool). Fairly close to coffee shops and good places to eat We are family friendly House trained dogs are ok : $10/night

Family · Location · Biking

Private Suite w/ offstreet pkg, at Logan Sq Blu Ln

Cozy English garden apt (300 sq ft) w/ priv. entrance & free offstreet prkng. 4 min walk to Blue Line. Brightly lit / high ceiling. Adjustable Tempupedic memory foam QUEEN bed plus futon in lvng rm. Kitchenette w/ mini-frig, Nespresso & Keurig, toastr ovn, microwv, and waffle maker w/maple syrp. Designer bath. 30+ restaur/bar nearby. 1-Gig ultrafast Internet! Self check-in. Flexible cancel. Early lugg. drop-off avail. FOR VIDEO TOUR and to meet the HOSTS, go toYouTube: @LoganSquareGuestSuite.

Family · Location · Access

Entirely Private Suite - Urban Oasis - Pilsen/UIC

Pilsen - McCormick Place - Soldier Field - Thalia Hall - UIC - Chinatown - South Loop - Radius Welcome to a brand new, entirely private, spacious and peaceful oasis in Pilsen-UIC with a smartlock system and self check in. Central location near some of the hottest neighborhoods, restaurants, concert and tourism venues, and minutes from the Loop! Full bath with a luxurious spa shower, cable, wifi, flatscreen tv, refrigerator, iron, desk, coffeemaker, toiletries and a lovely private deck.

Value · Location · Sleep quality

2 King Beds /Easy Downtown / Free Str Parking-Read

Welcome to your private home away from home in Ukrainian Village, a Top 10 neighborhood in the nation! Our super comfy space: 2 King pillowtop mattress in the garden (basement) level with everything you need and more. We have been told the photos do not do it justice. Free Street Parking: easy day/harder at night. Walk to a wide variety of award winning restaurants, hip shopping/coffee, grocery, public transport, bars and more! A quiet neighborhood with quick access to all Chicago offers!

Family · Value · Heating

Stylish Studio in Historic Logan Square

Modern garden studio (4 steps down), located in the heart of the highly desirable Logan Square neighborhood. This luxurious space with heated floors & a spa inspired bathroom and kitchenette is situated on the Historic Logan Boulevard, 2 blocks from the CTA Blue Line which runs between downtown & O'Hare airport. The suite has a private entrance & access to a magical shared backyard space. The owner's treehouse deck can be reserved. An oasis in the city with exciting city easily accessible!

Value · Location · Accuracy

Luxe, Private Suite w/Own Entrance-2023 Renovated

Newly remodeled private city oasis! Professionally designed suite with private keyed courtyard entry & small lighted covered patio w/table and chairs (work outside!) New ensuite bathroom w/heated floor, bespoke vanity & fab water pressure. Quiet tree-lined street with free parking, great restaurants, old pubs, shops & transport walkable. Great launch to all Chicago has to offer while enjoying charming Bucktown. Close to Downtown, Wrigley, DePaul, Zoo, Lincoln Pk, United Ctr, Lakefront.

Value · Family · Amenities

A space crafted for comfort and intentional stays.

A calm, light-filled suite in Pilsen, made for staying with intention. Kitchen for everyday cooking, fast Wi-Fi, dedicated workspace for focus. Bedroom stays calm and dark. Art adds warmth throughout. Walkable to cafés, the Pink Line, the Medical District, and McCormick Place. For travel nurses, remote workers, and creatives settling in for more than a weekend. Set up for 2 guests, message us about an extra guest for a fee. Ask about our second unit, bookable separately for groups.

Family · Value · Quiet

Logan Square Chicago 2BR cottage, close to it all!

Beautifully restored 2 bed/ 1 bath apartment in a 100+ year old workman’s style cottage in the heart of Logan Square. Relax in your private 1st (ground) floor unit on a quiet tree-lined residential street. The living & dining rooms are furnished with brand new sofas & multiple vintage pieces perfect for spreading out & relaxing or cooking dinner in the updated kitchen. A cleaning fee has already been included in the nightly rate. Excessive mess will result in additional fees.

Value · Location · Air conditioning

Vintage Suite Home Chicago by Sox/Park/Transit

Walkout basement studio in a ca.1890 home built for laborers in the Chicago Stockyards - Please read entire listing before booking. This quiet, tree-lined neighborhood is a respite from city buzz. Get downtown in 4 stops by train or any of 5 nearby buses. Your space has great natural light, 2 comfy beds, private bath, flexible work/dining area, super-fast WiFi, and kitchen with all the essentials. Private entry via back door Free street parking Se habla español

Value · Family · Indoor spaces

Eddy Street Upstairs Apartment

Make yourself at home in our comfy, cozy upstairs apartment! Located in the Portage Park neighborhood of Chicago, we are close to great food, parks, and fun outings! You can get to O'Hare Airport in less than 20 minutes, depending on traffic. And we're about a 25 minute drive to downtown, or about 45 minutes via public transit. We have free street parking on our block!

Family · Value · View

Spacious Garden Unit • Private Entry + Parking

WELCOME! Your secret hideaway—tucked beneath the streets of Chicago—is ready for your stay! Centrally located with easy access to downtown, CTA Blue Line (4-min walk), and buses. Just 20 mins to the United Center. Nearby: Stax brunch spot, Muse Coffee Studio (Black-owned), and a park for kids and dogs. Enjoy the neighborhood and all the city has to offer!

Family · Value · Parking