Holiday rentals in DeKalb

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Top-rated holiday rentals in DeKalb

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A cozy living area features a deep-seated leather couch and a reclining chair, surrounded by bookshelves filled with antique books. A coffee table sits in front of the fireplace, which casts a warm glow. Large windows offer natural light, with a small dining table for four nearby.
Home in DeKalb
5 out of 5 average rating, 46 reviews

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.

Top guest favourite
Home in Rochelle
4.97 out of 5 average rating, 143 reviews

Event Room & Pool available, Pets Free

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!

Top guest favourite
A spacious outdoor area features a fire pit surrounded by seating. In the background, a large barn with a green and white exterior is visible, set against a serene landscape of lush grass and trees.
Farm stay in Cherry Valley
4.97 out of 5 average rating, 450 reviews

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.

Top guest favourite
A treehouse elevated above ground showcases a wooden exterior with a balcony. An inviting staircase leads to the entrance, surrounded by lush greenery and vibrant leaves creating a natural setting. The sturdy structure is supported by wooden beams, blending harmoniously with the surrounding trees.
Treehouse in Schaumburg
4.94 out of 5 average rating, 873 reviews

Enchanted Garden Treehouse (Amenity*)

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

Top guest favourite
A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.
Flat in Aurora
4.98 out of 5 average rating, 261 reviews

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.

Top guest favourite
Flat in Sycamore
4.96 out of 5 average rating, 79 reviews

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.

Top guest favourite
The exterior of the home is highlighted by a well-maintained front yard and concrete steps leading to a white front door. A neatly landscaped area includes low shrubs and decorative stones. A single-car garage is visible to the left, complementing the brick facade.
Home in DeKalb
5 out of 5 average rating, 55 reviews

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

Top guest favourite
The living area features a comfortable seating arrangement with a sofa and two armchairs. A round coffee table sits in the center on a patterned area rug. Soft lighting enhances the neutral wall tones, while a decorative plant adds a touch of greenery.
Flat in Warrenville
4.93 out of 5 average rating, 119 reviews

“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!

Superhost
Home in Malta
4.81 out of 5 average rating, 16 reviews

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.

Superhost
A modern kitchen features sleek gray cabinetry and stainless steel appliances. A central island with a white countertop is surrounded by black metal stools. Natural light enters through large windows, illuminating a dining area with a wooden table and matching chairs.
Flat in Sycamore
4.91 out of 5 average rating, 11 reviews

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!

Top guest favourite
Home in Clare
5 out of 5 average rating, 16 reviews

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.

Top guest favourite
A spacious kitchen features warm wooden cabinetry and granite countertops. Four high-backed stools are positioned at the kitchen island. Modern appliances, including a stainless-steel stove and microwave, are present. Soft pendant lights illuminate the area, creating a functional and inviting cooking space.
Home in DeKalb
5 out of 5 average rating, 48 reviews

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.

Popular amenities for DeKalb holiday rentals

When is the best time to visit DeKalb?

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Avg. price£74£72£74£55£74£71£55£41£55£70£83£78
Avg. temp-6°C-4°C2°C9°C15°C20°C22°C20°C17°C10°C3°C-3°C

Frequently Asked Questions

  • What are the best places to stay in DeKalb?

    Stays in the historic downtown, university area, and nearby residential neighborhoods are often recommended for easy access to cultural attractions, dining, and parks. Options range from cozy homes to larger family accommodations.

  • What are the best things to do in DeKalb with kids?

    Families often visit museums, explore playgrounds in Hopkins Park, and attend seasonal events with interactive activities. The local public library regularly hosts youth programs, and outdoor spaces around DeKalb invite creative play and nature exploration.

  • What are some of the best things to do in DeKalb?

    Explore local museums, attend performances at the university arts center, or stroll through Hopkins Park and Prairie Park. DeKalb has seasonal markets, historic architecture, and art exhibits that reflect community traditions.

  • How is the weather in DeKalb?

    DeKalb has cold winters around 13–33°F (-10–1°C), with warmer summers near 60–82°F (16–28°C). Spring and fall are milder, and rain is more frequent in April and May, so a jacket and layered clothing is often useful.

  • When is the best time to visit DeKalb?

    Late spring and early autumn are often recommended for comfortable weather and festive community events. Summer features longer days and outdoor activities, while winter is quieter with indoor attractions and cozy dining.

  • What are the best places to visit in DeKalb?

    Guests often explore the historic downtown, museums, and the university campus, which has galleries and art collections. Hopkins Park and Prairie Park are favorite spots for outdoor activities and seasonal events.

  • What are some hiking trails in DeKalb?

    DeKalb has walking and biking paths through parks such as Hopkins Park and Prairie Park, where visitors enjoy open fields and shaded routes. These trails are suitable for most skill levels and offer a mix of urban scenery and quiet natural spaces.

  • What are some family activities we can do in DeKalb?

    Families can explore playgrounds in Hopkins Park, attend art workshops at the university, and join seasonal community events. Outdoor spaces and interactive museum exhibits help spark creativity and hands-on fun.

  • What are some of the best day trip ideas from DeKalb?

    Explore nearby nature preserves, local museums, and charming towns with distinctive shops. Seasonal festivals in surrounding communities are frequently suggested for those craving local crafts, live music, and food experiences.

  • Are there any pet friendly accommodations available in DeKalb?

    Pet friendly stays are available in DeKalb, especially around the downtown and residential neighborhoods. Local parks, including Hopkins Park, welcome leashed pets for outdoor activities.

  • What are some local tips for visiting DeKalb?

    Locals recommend dressing in layers due to changing weather and bringing comfortable walking shoes to explore parks and historic streets. Try connecting with community events—many are rooted in local agriculture and music traditions.

  • What is DeKalb known for?

    DeKalb has a lively university campus, agricultural history, and a community known for music, art, and local innovation. The city is recognized for its contributions to corn production and vibrant seasonal festivals.

  • What are the best hidden gems to explore in DeKalb?

    Discover public art installations, tucked-away gardens, and lesser-known cultural spaces around the university campus. Local farm stores and art studios often have unique products and a welcoming atmosphere.

  • What are the best foods to try in DeKalb?

    DeKalb has locally rooted comfort foods, including Midwest-style pizza and burgers, seasonal farm-to-table dishes, and popular bakery treats. Many enjoy regional specialties made with corn and fresh produce from nearby farms.

  • What should I bring for a trip to DeKalb?

    Pack layered clothing to adjust for changing temperatures, comfortable shoes for walking, and a light rain jacket in spring or fall. If visiting parks or attending festivals, sun protection and a reusable water bottle are helpful.

  • What is the nightlife in DeKalb like?

    DeKalb has casual venues with live music, social bars, and laid-back eateries, especially near the university area. The downtown district is known for entertainment spaces and frequent performances from local bands.

  • What are the most popular events or festivals in DeKalb?

    DeKalb frequently celebrates with a fall harvest festival, summer music gatherings, and art fairs around the university area. Cultural and community events are often recommended throughout the year, especially during late spring and autumn.

  • Are there family friendly vacation rentals in DeKalb?

    Vacation rentals in DeKalb include family friendly options, especially in residential neighborhoods and near parks. These stays often feature spacious living areas, kitchens, and easy access to playgrounds.

Quick stats about holiday rentals in DeKalb

  • Total holiday rentals

    Explore 40 holiday rentals in DeKalb

  • Nightly prices starting at

    DeKalb holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 1,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    30 of DeKalb holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across DeKalb rentals

  • 4.7 Average rating

    DeKalb stays receive an average rating of 4.7 out of 5 from guests

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