Holiday rentals with a hot tub in West Side

Naperville-Bolingbrook, Hot Tub, 10 beds, Jacuzzi

Discover a world of comfort at our Elegant Cosmos Theme Home. This 5-bedroom, 4-bathroom sanctuary combines modern luxury with a prime location. Step into an oasis of cool blues and silvers, perfect for unwinding. Our well-appointed amenities, from a plush living area to a serene spaces ensure a stay of utmost relaxation. Explore Naperville, Aurora, Romeoville, Plainfield, etc. vibrant scenes, just moments away. Free parking, Wi-Fi and many other convenient amenities. Hot Tub on a beautiful deck

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

Andersonville Luxury Pool Escape

Welcome to the only chic, two-story pool house just steps from the heart of Andersonville. Enjoy a full kitchen, queen bed, spa-style bath, washer/dryer, and high-speed Wi-Fi. Outside, unwind in your private heated pool and spa in a tranquil, secure setting shared with the owner. Perfectly located near vibrant shops, dining, and a pleasant walk to the beach, this stylish retreat blends comfort, privacy, and convenience for the ideal city escape. The pool and spa are heated heated through 12/31.

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

Lakefront Hot Tub-Fishing-Kayak & Pool Table Suite

Very large guest suite w/3 separate areas. Just like your own apartment, just not your own entrance. Great for friends traveling together! ENTRANCE IS THRU THE MAIN PART OF THE HOUSE. This is just for the basement but you have complete privacy down there. Fenced-in yard, hot tub, patio, bbq, firepit, enjoy fishing or sitting watching the sunsets. Stocked lake, walking path, 3 parks! Check out the pictures to see all our home has to offer! Full kitchen,laundry room & yard are shared space

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

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!

Enchanted Garden Treehouse (Amenity*)

Summer's here, the treehouse air conditioned and cozy, and the hot tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

Elegant Executive Residence with Hottub

Escape to your own private retreat, modern charm meets cozy comfort in this beautifully designed space. Unwind with luxe bedding, a full kitchen, fast Wi-Fi, and a serene outdoor deck perfect for morning coffee or stargazing. Quick drive to local shops in Geneva or Elgins downtown, dining, and trails. Ideal for families, couples, or remote work getaways. Your peaceful, picture-perfect stay awaits! Leave your worries at the door, house for all to enjoy! 35 min to O’Hare and 45 to Chicago

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.

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.

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