Holiday rentals with a hot tub in Downtown Chicago

The Spa of Downtown Whiting

so close to Chicago but so far away. NEWLY REMODELED AND COMPLETELY FURNISHED. There's so much to enjoy in this incredible converted 2 flat, now a single unit. WE COMPLETELY RIPPED ON AND REDID THE ENTIRE INTERIOR. 1ST Flr-spa w/ 2 person jacuzzi, shower, continuous hot water, family room, kitchen 2nd flr, sitting room w/ TV and surround sound, 2 bedrooms, w/ bathroom and bath/shower. -FRONT BALCONY, -SPEAKERS THROUGHOUT -BLOCKS FROM THE BEACH & WOLFE LAKE -PERFECT LOCATION FOR PIEROGIFEST

Luxury 3BR, 2BA + Hot Tub

Discover our delightful raised ranch offering 3BR, 2 Full BA, and an updated kitchen. The open living and dining area is bathed in natural light, while the cozy family room awaits for relaxation. Attached garage. Relax in the sprawling backyard with upper and lower decks, a great hot tub. Easy access to I-294 and I-88, close to Elmhurst Hospital, 20 mins to chi. Indulge in snacks and coffee from the kitchen's bar for a perfect stay. Book now and cherish memorable moments in this tranquil haven!

Elegant 4bedroom, 5 bathroom home on a great block

Elegantly decorated home great for families or large groups. Enjoy a lush backyard, garden, grill, a pergola, 4 fireplaces, hot tub in primary bedroom and a pool table. The glam dining room is a splendid space to host family/friend dinners. We offer plenty of utensils, pots/pans and glassware. Our kitchen and first floor bathroom, are newly remodeled. Entry into the home is quick & easy with a contactless access code. Parking is ample. Crib, packnplay, and highchair are available upon request

Stunning modern home with a lovely backyard

Beautiful modern home in Evergreen Park, not far from Chicago! Features one bedroom, a sofa bed, and two full bathrooms. Enjoy a fully equipped kitchen perfect for home-cooked meals. Step outside to a private backyard patio with an inflatable hot tub(months of May-September: MUST REQUEST) and cozy fireplace, ideal for relaxing evenings. Experience the perfect blend of peaceful suburban comfort and easy access to all the excitement, dining, and attractions the city of Chicago has to offer!

Light Filled Mid-Century Modern Bungalow

This stylish place to stay is a perfect base for exploring Chicago! Enjoy the top level of a 1910s bungalow (a classic Chicago home style) decorated with care and pizazz! Our home is updated to make your stay comfortable and relaxing, while still maintaining its vintage charm. Staying in historic Oak Park provides you with a more relaxed pace compared to city living while also being conveniently nearby to Chicago and many historic Frank Lloyd Wright buildings! Don't miss out, book today!

Cozy Westmont Home: Walk to Metra Station!

Whether you’re visiting friends and family or just need a quiet retreat while exploring the Chicago area, this Westmont vacation rental is the ideal launchpad! Conveniently located near the commuter rail, this home allows you to be on your way to the day’s adventures in no time. Stop by The Morton Arboretum to connect with nature or dine in one of over 90 local eateries in Westmont. Unpack and unwind in this 2-bedroom, 1-bath space, featuring an ample yard and a bonus loft area to enjoy.

Entire Cozy Townhouse

Take it easy at this unique and tranquil getaway. Comfortable and convenient to everything. The lake is a 5-10 minute walk, and so are the grocery stores. The train is right outside the house, literally across the street. The CTA purple and red line trains run through the city and some suburbs. The train will take you to downtown Evanston in 10 minutes ...or to downtown Chicago in 20 minutes. Ask me about the bikes and cars available for rent. This property is not ADA compliant.

25 min from both airports and downtown

Spacious luxury home near Chicago designed for relaxing, entertaining & making memories 🤍 Enjoy a private hot tub, wellness amenities, finished basement, beautiful backyard, and spacious living areas across four levels. Features 5 bedrooms, 3 bathrooms, fast Wi-Fi, smart TVs, full kitchen & free parking. Near shopping, dining, parks, a lakefront park, sand volleyball, walking trails & easy access to downtown Chicago, O’Hare & Midway airports.

1/2 mile to NU, 5min walk to Lake, Swim Spa Pool

Welcome to one of Evanston's most distinctive homes, nestled in the historic neighborhood. This spacious 5-bedroom retreat is ideal for families or sports teams, offering 9 beds and a wealth of amenities. Enjoy a luxurious swim spa, a outdoor fire pit, and a piano indoors. Stay entertained with Bluetooth speakers, board games, and smart TVs with all streaming services, a fully equipped kitchen, and comfortable furnishings.

A Cozy Luxury Niche Central Private Space

Renovated basement suite with private entrance, just 5 miles from O’Hare Airport and a short walk to shops and restaurants. Located near Rosemont fun attractions, Fashion Outlets, Rivers Casino, and Norridge Village pool and gym. Only 13 miles from downtown Chicago. Ideal for business travelers, students, couples, and tourists. Features a spacious living area, jacuzzi, and basic kitchen appliances for a comfortable stay.

The Wellness Stay•Hot Tub •Barrel Sauna •Game Room

Escape to a remodeled wellness retreat in peaceful Arlington Heights. Enjoy the 6-person barrel sauna made with European-imported wood and a Caldera Geneva saltwater hot tub under a year-round gazebo. Plus, have fun in the game room with a basketball arcade and pool table. Minutes from dining, shopping, and the Metra—your space to relax and reconnect. * Hot tub & Sauna available year-round

Modern 2Bdrm Westchester/Chicago Home.With Hot tub

Enjoy a stylish experience at this centrally located home in Westchester, IL. Our home is just 20mins away from downtown Chicago, approx. 10mins away from Premium Oak Brook mall and just 20mins away from Rosemont shopping center. Public Transportation is within walking distance from the home. This beautiful home sits in a peaceful neighborhood for a perfect relaxation getaway.