Holiday houses in Sycamore

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.

Lovely 1BR Apt in Sycamore

Lovely unit offers a comfortable escape with unbeatable convenience. Just a short distance from downtown, Dekalb, Northern Illinois University, Northwestern Medicine, and other major hubs, minutes from everything. Shopping centers, restaurants, and local stores are within walking distance. Easy parking and quick access to main roads, getting around is a breeze. Perfect for business travelers, tradesmen, healthcare workers. This well located space works perfect for short and extended stays.

Bed and Breakfast with Horse Hotel at VRR

Victory Reigns Ranch Horse Hotel and Bed and Breakfast boasts a beautiful ranch setting close to Deer Run Forest Preserve, Oak Ridge Forest Preserve and other equestrian trails. *Come with or without your horse. We also have an RV hookup if needed along with spacious trailer and RV parking. *If interested in horse boarding during your stay a 12 x 12 barn stall is $35 per night. Private pasture turn out available for $25 per horse per night. Trailer hook up is $35 per night per trailer.

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.

124 Lofts #3 - 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 #3, 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.

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.

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.

Country charmer 1885 vintage farmhouse near NIU

Spacious 1850’s country home on 5 acres. 4 miles from NIU. Ten minutes from Blumen Gardens, Chapel in the Pines, and Aquaviva Winery. Kitchen has all cooking utensils. Plenty of free parking, Handicap accessible entry. Property offers fire pits, decks, charcoal grills, outdoor games, picnic tables. Stunning view country landscape. Not corporate owned.

Cozy 1BR Apt - heart of historic downtown Sycamore

This unique apartment is located in historic downtown Sycamore surrounded with small town charm. Outside it's doors are shops, restaurants and bars waiting for you to explore. Down the street is the historic DeKalb County Courthouse. It's also only a short driving distance to NIU!