Holiday rentals with outdoor seating in DeKalb County

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.

The Gurler House

Welcome to Downtown DeKalb’s most charming and highly-rated historic stay! This beautifully restored home offers both modern comfort and vintage charm. The Gurler House, built in 1857, is on the National Register of Historic Places. This lovingly updated home sits back in a gorgeous park-like setting surrounded by nature. While nestled in a peaceful neighborhood, it is only 2 blocks from the Egyptian Theatre and all the downtown shops and restaurants and only a couple minutes away from NIU.

The 1870 A Historic Downtown Sycamore Home

Welcome to the “1870” A historic home in Downtown Sycamore, IL. The whole group will be comfortable in this spacious and unique space. 4 Bedrooms, first floor master, living room, and 2 full bathrooms. Built in 1870 but full of modern charm. It is only 1 block to Historic Downtown Sycamore, IL. First floor requires no stairs and has a master with a full bath. 2nd floor is 3 bedrooms and a full bath. NO PARTIES are allowed at this home Only 7 miles to NIU. Walk to downtown sycamore.

The Royal Zen Den

Kick back and relax in this calm, stylish space. Located in the heart of Downtown DeKalb! This 1bdroom, 1 bath offers solo or couples a convenient retreat during your stay in Dekalb. Whether you're in town on business, visiting, or just passing through this charming condo offers a seamless stay. This condo has a beautiful outdoor private balcony that features a fire table, eggchair, and bar for your relaxation & enjoyment! Walk to the local library, restaurants, bars, and NIU campus!!!

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 Sycamore. Private laundry room is available to guests and free of charge. 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.

Duplex in Dekalb, IL

Quiet neighborhood with fenced in yard. Patio and grill with solar lights to keep patio lit. 1 Car garage and driveway available for parking. 2 bedrooms with queen sized beds. Smart TV in one room. Living room has Smart TV as well and cozy sectional to hang out. Kitchen comes with all necessities. Washer and drying available in full unfinished basement. Small dogs (40lbs or less) Please no smoking inside home NIU less than 2 miles away Downtown and shopping area <5miles away

Master bed room and master bath

Nestled in a quiet cul-de-sac just minutes from Northern Illinois University and local dining, this spacious and fully furnished retreat offers comfort and convenience. Home is 420 friendly, not child friendly, adults only. Master bed room, master bath plus common areas available to guest. Enjoy a fully equipped kitchen, fast Wi-Fi, a cozy living room with a smart TV, and a private backyard—perfect for relaxing after a day of exploring.

Cozy Farmhouse

Nestled on a farmette, this farmhouse is located 3 miles west of Northern Illinois University and 4.5 miles from DeKalb, Illinois. Enjoy the beautiful sunrises and sunsets from the front and back porches. The farmhouse has 3 bedrooms, 2 full bathrooms, and a full-size kitchen. A washer and dryer are located in the basement. Two Smart TVs, two DVD players, and a selection of DVD’s internet (wifi) with netflix also included.

Spacious 3 bed 2 bath with King Master in Sycamore

This condo is conveniently located in the quaint, quiet town of Sycamore! The home offers 3 bedrooms, 2 full baths, full kitchen, washer/dryer, basement, 2 car attached garage, and a gas fireplace. The home has 2 smart TV's and Wi-Fi is included. The home is located just minutes from all major shopping, the quaint downtown main street of Sycamore, NIU, and interstate 88! Perfect for short stays in the city!

Spacious 4BR Getaway • 3 Acres Near Sycamore

Escape to your bright 4-bed, 1.5-bath farmhouse retreat on 3 peaceful acres in Clare, IL. Wake up to sunshine streaming through big windows, unwind on the breezy patio, and catch stunning sunsets from the front porch. Enjoy smart-lock self check-in, modern comforts, and a touch of farmhouse charm—just 10 minutes from NIU and Sycamore. Perfect for family getaways, retreats, or quiet weekends away.

Private Bay Bedroom next to NIU - Historic Home -

1 of 4 Private bedrooms in a charming historic home. All 4 bedrooms are listed on AirBnb. This bedroom has a double bed, TV & DVD player. Upstairs bathroom is a shared bath with walk-in shower and jet tub. There is an additional powder room on the first floor. Guests have access to kitchen and public spaces. Home is within walking distance from downtown DeKalb, and right next to NIU's lagoon.

Luxury Home Away from Home

When you arrive, you will immediately feel at home. Take off your shoes and relax. Tastefully decorated without clutter. Hickory hardwood floors and custom woodwork abound! Owners pride themselves on creating an atmosphere exceeding your expectations. Owners have stayed at many short-term rentals and hope their experiences will create your stay to be memorable and worry free.