Holiday rentals in Waterman

Starved Rock Retreat w/hot tub & full-fenced yard!

2-bedroom, 1-bathroom pet-friendly townhouse with fenced yard in a quiet neighborhood close to everything. Ideal for couples, yet comfortable for all travelers. Safe, private, and well-suited for remote work. Enjoy an open floor plan and a new patio with a year-round hot tub & seating area. Fully fenced yard with a 6-ft vinyl privacy fence is exclusively yours. No pet restrictions. Includes in-unit laundry and two bedrooms - one set up as an office/workout space. Peaceful and made for unwinding.

Haven Estates_: Cozy Barn, Hot Spa & heated Pool

Enjoy a peaceful countryside retreat at this charming Barndominium set on 6.5 private acres, accommodating up to 8 guests This spacious getaway features an 18' x 36' private pool with a hot spa and a solar-heated pool room for year-round relaxation. The Great Room offers open-concept living with comfortable seating, recreation space, and four sleeper sofas. The cozy bedroom includes a king-size bed, while the fully equipped chef’s kitchen boasts an oversized island & a stove with an air fryer.

Snug Owl Cottage - Starved Rock area/dog friendly

Welcome to Snug Owl Cottage and Starved Rock Country! Relax after hiking the parks in your own private nonsmoking dog-friendly tiny home. •Starved Rock State Park 7.3 miles🚲 7.7 miles 🚘 •Matthiessen State Park 8.6 miles •Buffalo Rock State Park 12 miles Historic Downtown LaSalle is a mile away, but you won’t want to miss nearby Utica and Ottawa. The 400 square ft tiny Snug Owl is on its own city lot with fire pit (check for fire weather bans) Yard is not fully fenced. NO CLEANING FEE/PET FEE

Charming Riverfront Stay | Heart of Downtown

Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

Enchanted Garden Treehouse (Amenity*)

Summer's here, the treehouse air conditioned and cozy, and the hot/cool 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!

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

"You're invited" Suitcase Required

The whole group will enjoy easy access to everything from this centrally located place. Head to our many state parks, take a boat ride down the Illinois River, be adventurous and skydive at Skydive Chicago and the list goes on. This two-bedroom 1 bath house welcomes you with all the amenities to feel right at home. Sleeps 3 adults comfortably. (1-Queen Bed and 1 full size bed) It has a fully stocked kitchen. washer/dryer and outdoor seating/dining.

124 Lofts #1 - Downtown Dundee - Walk to Dining

124 Lofts is a boutique collection of modern, design-forward lofts set within a beautifully restored historic building in downtown West Dundee. This listing is for Loft #1, a one-bedroom space featuring exposed brick, timber ceilings, and clean finishes that feel both character-driven and easy to enjoy. Each loft includes a king bed, private bath, kitchenette, fast Wi-Fi, and a 60" smart TV, just steps from restaurants, shops, and the Fox River.

“The remote retreat”

We have a cozy one bedroom apartment that is available on the top floor of the home and has its own independent and separate entrance! Comes with free parking on premises; recently renovated; neighborhood is safe and quiet. Shopping center with grocery store, laundry mat and restaurant is available within walking distance! We are only 5 minutes from the expressway I-88 and 10 minutes from Naperville and the outlet mall in Aurora!

Modern Country Escape | Minutes from NIU

Modern retreat in Malta, IL just 5–10 minutes from NIU & Huskie Stadium! Perfect for parents, alumni, and fans visiting campus, as well as healthcare professionals on local assignments. Enjoy a bright open living area with smart TV, a fully equipped kitchen & coffee bar, cozy bedrooms with fresh linens, fast WiFi, and a quiet neighborhood. Close to downtown DeKalb dining, shopping, and hospitals for both short and long stays.

Hidden Gem of Sycamore

Keep it simple at this peaceful and centrally-located place. Located just 3 blocks/5 minute from downtown. Walking distance to Blumen Gardens and The Regale Center. Apartment is above garage in the historic district of Somonauk St. If you’re coming for the car show in July we are just 1 block from where the car display starts. Sycamore Steam Show is approximately 7miles/15 minutes. City park is 1 block from apartment.

Barn loft near NIU AquavivaWinery Blumen Gardens

The property is 4 miles from downtown which features plenty of restaurants, shopping, antique shops. Built in 1850, the farmhouse was constructed and owned by the Clausen family until 1990. I purchased it in 2001. 5 acres with an arbor, winding walking path, fire pits, decks and a beautiful view of the country. Privacy.