Holiday rentals with a patio in DeKalb

River Front 3 bed 2 bath! Custom luxury getaway!

River Front massive home Situated along an antique trolley railroad (electric trolleys, very quiet) beautiful views of the Fox River from the full window solarium. Walking path that is right in your HUGE backyard. 3 bedroom, 2 full bath, comfy family home. Classic dining room for 8-10. Large driveway! Railroad & historic memorabilia all over the grounds & in the home. Large 3000 sqft home, sleeps 7-8 easily & entertains up to 12 or more comfortably. Full laundry, cozy fireplace, WiFi & cable TV.

Secluded 6 Bedroom Cabin - Oregon, IL

Relax with the whole family at the Eagle Lodge in Oregon, IL. Secluded on 10 acres of wooded property with gorgeous floor to ceiling windows, this spacious cabin features 6 large bedrooms and 4 full bathrooms. Enjoy our new Firepit! No matter the occasion- this lodge like cabin is the perfect spot for a weekend getaway or retreat. Enjoy a hike through the property, a cozy fire or explore one of the state parks near by. Located just 15 minutes from downtown Oregon and 15 minutes from Dixon.

Peaceful Elgin APT King Bed

Located in a sleepy suburban neighborhood, this freshly renovated apartment offers everything needed for a weekend getaway, business trip, or extended stay with a full kitchen, open living space, and bedroom. Enjoy peace and nature while still being minutes away from restaurants, shopping, outdoor activities, and all that the Chicago suburbs have to offer. The Tipi BNB is a basement APT that provides guests with the privacy and accessibility of a separate entrance and self check in/check out

2BR Cozy Stay | Fire Pit+Parking| King Bed Retreat

✨Stay in the heart of McHenry County at this stylish, modern apartment!✨ Whether it’s a quick trip or an extended stay, you’ll enjoy the comfy king-sized bed, full kitchen, and large bathroom. The back patio and fire pit area are the perfect spots to relax. Plus, you’re less than a 10-minute drive to these local attractions: 🏞️Three Oaks Recreational Area 🌲Moraine Hills State Park 🏙️Downtown Crystal Lake 🏖️Crystal Lake Main Beach Experience Crystal Lake and Cary with us & learn more below!

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

Julie's House, Free Event Room, Pet friendly, Cozy

Super Clean, Quiet & Cozy! 🐕Pet friendly 🙂Event Room Available -Ask!! (Additional fee ) 90 mi to Chicago! 2 hrs to the Dells! 5 min west of Hwy 39/51 15 min to NIU 45 min to Rockford Walking and bike trail nearby! Beautiful home! Super clean! Monday-Sat check: 3 PM Sunday Check-In: 5 PM Our eight-jet power shower will relax those tired muscles after a full day of activity. A soak in our modern,free-standing tub will sooth and your worries away. A well stocked kitchen awaits you!

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

Welcome to the Naperville Nest! Rare North Naperville opportunity to find a home suited for the whole family! Pets are more than welcome to enjoy the 1/2 acre fully fenced in yard. This is a a fully updated home minutes from Downtown Naperville, I-88 and many more exciting destinations in the Western Suburbs. You will feel at home whether you're inside or outside...each bedroom has it's own TV and the outdoor living includes natural gas firepit & grill/dining table...this home has it all!

Mid-Term Ready | 4BR Home, Fast WiFi, Pet-Friendly

Looking for the perfect getaway or a cozy staycation? Welcome to Rockford! Located just a short drive or bus ride from Chicago, our home offers easy access to local favorites like CherryVale Mall, the serene Anderson Japanese Gardens, the thrills of Hurricane Harbor, and the scenic beauty of Rock Cut State Park—all within 10 miles. Whether you’re here to explore, unwind, or a bit of both, this is the ideal spot to relax in comfort while staying close to everything Rockford has to offer.

California Ranch on Acre Lot - Hot Tub & Sauna

This secluded luxurious ranch house sits on a huge 1 acre lot far away from any neighbors and backs-up to a private golf course. Next to downtown Saint Charles, you can walk down the Riverwalk to amazing restaurants. Perfect location for a peaceful getaway or new adventures in a gorgeous historic riverside city. 1 Gigabit Comcast Wi-Fi (Extremely Fast) I added back patio furniture that seat 8! The private outdoor hot tub and indoor infrared sauna are ALWAYS up and running year-round!

The Secret Garden

Summer is COOLER in Geneva! Located just 3 blocks from shops and restaurants in beautiful, downtown Geneva. Our space can sleep up to 4 comfortably. We offer amazing amenities like plush bed & linens, array of coffee and teas and goodies, 50" flat screen smart tv for watching movies after a day of fun in Geneva. Beautiful bath equipped with everything, including homemade salt scrub. A secure, separate entrance to come & go. It is a basement soace so ceilings are lower than average home.

Modern & Clean 3 Bedroom Ranch House with Sunroom

Kick back and relax in this fully renovated and stylish space. House is stocked with new kitchenware, appliances, smart TVs. This rental has everything you need! 6 miles to Schaumburg Convention Center, 17 miles to O'Hare Airport, 5 miles to Woodfield Mall. Enjoy restaurants, parks, golf courses, Legoland, Medieval Times and much more. This is a 3 bedroom 1 bathroom house with a beautiful sunroom that sleeps up to 6 people (2 in each bedroom). Garage is not available for guests' use.

TheGlassCabin @ HackmatackRetreat

The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !