
Holiday rentals in Wolf Lake
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Top-rated holiday rentals in Wolf Lake
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Handicap accessible apartment w/Level-2 EV Charger
Just 12.5 miles from downtown in the extremely quiet Chicago neighborhood of Hegewisch. Walking distance to the South Shore train line, which can easily get you to Chicago museums and entertainment, or attractions in NW Indiana. Private parking in back also gives you the option of driving anywhere and then walking directly to your door, and outside cameras are present for security. Banks, restaurants, grocery, convenience, and liquor stores are all 1 block of the apartment for all your needs.

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

Peaceful lake house
Take a break and unwind at this peaceful oasis where you will see Bold Eagles hanging out in our backyard tree. Enjoy kayaking and fishing during the day and beautiful sunsets in the evening. For the boating and fishing enthusiast, local boat launch just around the corner. Warsaw is 20 minutes away, where you can enjoy shopping, dining and sightseeing. For anyone seeking a larger city, Fort Wayne is a 45 minutes' drive, where you can visit the Zoo, Theatres and Botanical Conservatory.

The Ashlin House.
Stay at our family-friendly home on a quiet, cobblestone street on vacation or business. We've recently repainted the exterior and painted the master BR. Walking distance to quaint Downtown Whiting , Lake Michigan, Whihala Beach & Lakefront trails. The Horseshoe Casino, Wolf Lake & Pavilion, Hammond Sportsplex, Calumet College, PNW, IUN, U of Chicago, BP, & golf courses are a short drive. See Chicago's Skyline at Lakefront Park. Chicago's attractions & Hard Rock Casino are < 30 mins away.

Lakeside Retreat Nestled Among the Trees
Please note: Summer stays are 7 night minimums from Friday to Friday. Welcome to our cozy 'Tree House,' nestled among the trees in Lakeside, Michigan! Our renovated cottage is 90 minutes from Chicago in the heart of Harbor Country. Our bright, open home features high end finishes and luxury mattresses. Nature-inspired hues invite you in, making relaxation a top priority! Generous outdoor spaces include a deck with dining area, rocking chairs, and two fire pits for s'mores under the stars.

Waterfront modern cabin w/ kayaks
VERY romantic getaway for 2! Enjoy your own private dock, welcome to tie off your own boat or rent locally. Complimentary use of 2 kayaks. Beautiful modern riverfront cabin near Lake Koshkonong's eateries and entertainment. Soak in the gorgeous Wisconsin summer with water activities at your fingertips. The rest of the year take in the pristine wonderland views in our enclosed balcony. Only 30 minutes from Madison's world class culinary experiences, performance arts, sports & festivals.

Adults Only "Red Room" Home with Hot Tub
Unique adult themed home with a BDSM / "Red Room" experience. It's a great way for couples to turn their fantasies into reality and explore with each other. Includes St Andrews Cross, Swing, and Sybian! Relax on the patio or in the hot tub with a scenic view of the Rock River. Once you arrive you will not want to leave so we try to provide you with everything you may need for your stay! Frozen pizzas, Bottled Water, Coffee, Robes, Firewood and a special gift with each reservation.

Frank Lloyd Wright’s Eppstein House
Designed by Frank Lloyd Wright, the Eppstein House is a rare architectural gem nestled in the same region as Wright’s Meyer May House in Grand Rapids, the Gilmore Car Museum in Hickory Corners, and the charming beach town of South Haven. This is a unique opportunity to experience an extraordinary home—yours to enjoy for a few unforgettable days. Travel + Leisure named the Eppstein House as Michigan’s most unique Airbnb, effectively ranking it #1 in uniqueness for the state.

Blackbird…On the Drive
SEE OUR SPRING DISCOUNTS Fully renovated home with breathtaking views of downtown lights and Peoria Lake - two full king ensuites, custom gourmet kitchen, cozy den w/ fireplace, lounge with walkout access to an amazing second story deck for cocktails, coffee or just relaxing and watching beautiful sunsets. The recently added third story is 600 sq ft suite, complete with king size bed, fireplace, walk-in closet and full bath with double walk-in shower. Pamper yourself

Secluded Modern Retreat Near Beach - "Sandlot"
Stunning modern home overlooks private sand dunes on 5 wooded acres just a mile away from beautiful Lake Michigan beaches and surrounded by the Indiana Dunes National Park. Relax in our updated open-concept unique home nestled in the dunes. Enjoy the trails in the backyard, the friendly community, and local attractions near by. Just an hour to Chicago by car or the South Shore train is 1/2 mile from the house, with easy rides to Chicago and South Bend.

Blended Threads: Barn Stay -cozy & stylish, ND!!!
Looking to stay at a gorgeous & one of a kind space? This modern barn has a beautifully renovated, private apartment for you to enjoy located in the walkout basement of our home; It is close to downtown Wakarusa, Mishawaka, South Bend & only 25 minutes from the Irish of ND! Cozy up in front of the fireplace with coffee & a book, play some board games in the silo-lounge, or make this luxurious space home, while you get out and explore!!!

Peaceful Waterfront~2BR 2BA/ Kayaks & Sunset Views
Enjoy R&R at this peaceful riverfront retreat just minutes from downtown Peoria. Nestled in East Peoria’s countryside along the Illinois River, our 2BR/2BA home offers stunning year-round sunsets, an open floor plan, and beachside charm. Perfect for families or couples, with a boat ramp for kayaks or small boats, plus calm, shallow water for fishing and fun. Pet-friendly, private, and beautifully remote—yet close to everything.
Popular amenities for Wolf Lake holiday rentals
Other great holiday rentals in Wolf Lake

The Bostwick Lake Resort

Curvy Midcentury Waterfront Cabin

Bronzehaus - near McCormick, UChicago & Downtown

The Beach Loft/25 minutes to Chicago Navy Pier

Shore Haven: Spring Adventures Start Here

Stone’s Thoreau I Lakeside Luxury Retreat

Renovated Home 1 Minute to Lake

Luxurious House near downtown Chicago




