Holiday rentals with a hot tub near Grant Park

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

Hygge Hideaway

Experience the perfect blend of historic charm and contemporary amenities in this expansive 2-bedroom apartment located in Chicago’s vibrant Lincoln Square neighborhood. Built in 1924, this updated residence offers a unique and artsy ambiance, providing a cozy retreat for families, couples, and friends alike. A grocery store is across the street, and a bakery and coffee shop are steps from the apartment. It’s also about a ten-minute walk to the Brown Line station, restaurants, shops, and more!

Private hot tub - King bed suite - Free parking

Welcome to this urban retreat in the heart of Chicago's Little Italy neighborhood. Conveniently located adjacent to Chicago's downtown Loop and West Loop neighborhoods, you will find endless opportunities to experience the best of Chicago. At the end of your day, enjoy a relaxing soak in your private outdoor hot tub (open year-round) before sinking in to your Tempur-Pedic king bed for a restful night's sleep. Complimentary off-street parking provides rare convenience near the city center.

Tea Studio in Wicker Park Spring Factory

There's no other place like it in Chicago. A converted 1900's warehouse in the heart of Wicker Park - Once a Prohibition-era distillery, then a spring factory, and finally reimagined as a one-of-a-kind designer loft. Features soaring 14-foot timber ceilings, exposed brick, and a level of finish that earned a national kitchen award and a feature in TimeOut's "Best in Chicago". The kitchen is massive. The bathrooms are luxurious. Plus, Chicago's best neighborhood is right outside the door.

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

Explore Chicago's charm just moments from downtown! This Airbnb boasts a spa bath with a luxurious rain shower and jetted tub, a fully equipped kitchen for culinary adventures, comfortable reclining sofas for relaxation, and ample space to unwind. Sleep like royalty in the master bedroom's king bed, and a queen murphy bed in the living area ensures a comfortable stay for up to four guests. Step outside to the patio with a fire pit for cozy evenings. Your Windy City getaway begins here!

Urban Luxury 1BR/2BA Logan Square Condo w/Garage

Luxurious 1BR/2BA garden-level condo in vibrant Logan Square! Comfortably furnished with tons of light and amenities, conveniently located one block from the Logan Square Blue Line Station and located on a quiet street. Steps from all of the hip restaurants and nightlife in Logan Square. Huge back yard and patio with fire pit for guest use. Free on-site garage parking with remote. And, if using public transit, the Logan Square is 8 stops, ~15-20 minutes from the Loop downtown!

Private Coach house near Lincoln Square!

Lovely 625 Sq Ft detached, single-story coach house(100 years old) located in Bowmanville, nestled between Andersonville, and Lincoln Square. This little piece of heaven offers the privacy of a detached home with a fenced oversized yard perfect for puppies to run around in or enjoy a beer from one of our many local breweries. The house provides a full-size kitchen and bath with a walk Less than 1 mile to the closest CTA and 1.5 from Wrigley. Pets are Allowed!

Level ◆ Brand New Luxe One Bedroom

Designed with you in mind, our One Bedroom Suites range from 560 – 698 sq ft of spacious living space boasting fully-equipped kitchen, comfortable living area, spa-inspired bathroom, bedroom with king bed and open-air balcony. Perfect for couples and corporate travelers alike, all suites also feature in-suite laundry, premium appliances, flat-screen TV with cable, complimentary WiFi and local calling. Welcome to the suite life.

United Center Compound w/Rooftop, Hot Tub, Sauna

Welcome to the Chicago Mid-Century Gem, an extraordinary urban retreat. - Four bedrooms and 3.5 bathrooms - Spacious living area with a chef's kitchen - Rooftop deck with bar for outdoor entertaining - Finished lower level with family/rec room and wet bar - 1200 sqft heated garage with 3 parking spaces - Master suite with jetted tub and custom closet Book your stay with TheDreamRentals today!

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.

Family 7BD Home with Game Rm, Hot Tub, and Sauna

Welcome to TheDreamRentals, a luxurious retreat in Chicago! - 7 spacious bedrooms with plush beds - 4.5 modern bathrooms for convenience - Fully equipped kitchen and elegant dining area - Private backyard with patio and grill - Basement with private kitchen and pool table Book your stay with TheDreamRentals today!

Super Paradise+65 Amenities*Downtown 15 Min

Modern, Spacious, luxurious, Spacious, Flat TVs in every room (living, bedrooms, kitchen, bath). Chef stainless kitchen, 1.5 spa bath w/ whirlpool jets. Backyard oasis: full bar, gas grill, pizza oven, mini fridge, hanging chairs. Ideal for grilling & relaxing. Quiet neighborhood, inmidiate expressway access to down town.