Vacation rentals in DeKalb

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Top-rated vacation rentals in DeKalb

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

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Guest favorite
A unique exterior view showcases the artistically designed home, featuring a blend of vintage signage and modern architecture. A corrugated metal fence offers privacy, with soft landscaping elements adding a touch of nature. Windows illuminate the space, emphasizing the inviting atmosphere.
Home in Rockford
4.91 out of 5 average rating, 161 reviews

Location+History+Art+Arcade = FUN

ARTISTIC GEM IN THE HEART OF DOWNTOWN RIVER DISTRICT! This unique home is former 1930s gas station designed for entertaining and imagining. It is not just a rental; it’s an experience. Dream kitchen w/concrete countertops & steel island. Exceptional walkability: 1 block to main St; riverfront, farmers market, restaurants, brewery, paths & more! Loads of charm w/skylit ceiling, exposed brick/ductwork, custom mosaic shower, fenced patios. 412 game arcade, painting easel & NEW fireman's pole/loft!

Guest favorite
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, 855 reviews

Enchanted Garden Treehouse (Amenity*)

Spring is here, the flowers out, the treehouse warm and cozy, and the hot tub ready! Relax on cool evenings in our luxurious, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall cuts thru snow into the koi pond, and the fire table and torches blaze. The running stream makes this a wildlife refuge, with tons of birds, squirrels, rabbits, foxes and hawks. We are 420 friendly. Come experience the magic and make a special memory!

Top guest favorite
The cabin features a charming front porch with decorative railings, flanked by two sets of French doors. A sloping roof provides shelter, while a landscaped yard filled with greenery and flowers surrounds the entrance. Trees offer shade, enhancing the outdoor setting.
Cabin in Oregon
4.98 out of 5 average rating, 160 reviews

The Corner Cabin

The cabin has a view of the peaceful Rock River. Very relaxing & cozy. Minutes from Castle Rock State Park. Enjoy canoeing, fishing, & hiking trails. Reconnect with nature, play a board game, barbecue, watch the birds & engage in outdoor activities. Enjoy exploring the quaint small towns, antiquing, & local restaurants. Go from city life to country life, just “90” minutes from Chicago. This is a great place to relax & unwind. Due to location & your carrier you must be patient with our WiFi.

Top guest favorite
A well-defined stone pathway leads to the entrance of the prairie-style home, bordered by lush green grass and neatly trimmed hedges. Hanging flower baskets add vibrant touches above the cozy seating area, surrounded by the serene backdrop of towering oak trees.
Guest suite in Riverwoods
4.95 out of 5 average rating, 458 reviews

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

Top guest favorite
A cozy bed is adorned with a decorative pillow featuring the phrase 'Be Our Guest.' Fresh flowers in soft hues add a touch of elegance, while a bedside lamp provides warm illumination, creating a welcoming sleeping space.
Home in Rochelle
4.97 out of 5 average rating, 122 reviews

Special Tonight 4Snow, 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 favorite
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, 423 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 favorite
A single-story ranch home is presented with a dark blue exterior and white shutters. A neatly trimmed lawn and concrete pathway lead to the front door. Flanking the entrance, small shrubs add greenery, while a tall evergreen tree stands nearby.
Home in Montgomery
4.88 out of 5 average rating, 160 reviews

Nice, Private Ranch Home

Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

Top guest favorite
Home in Rockton
4.97 out of 5 average rating, 102 reviews

HD Jameson House at River’s Edge

Nestled on the Rock River, the HD Jameson House, a National Historic Register gem, blends historic charm with modern amenities. Enjoy river views and with quaint shops and restaurants exploring the Village of Rockton is a perfect family-friendly retreat. This haven is surrounded by nature but close to numerous attritions, ideal for a romantic getaway or peaceful escape. The HD Jameson House offers a heavenly retreat, blending past beauty with present allure for everyone in the family.

Guest favorite
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.
Apartment in Aurora
4.98 out of 5 average rating, 228 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 favorite
A historic stone home built in 1911 is prominently featured, showcasing its grand architectural details. The façade includes a porch supported by strong columns. A group of individuals stands in front, illustrating the home's welcoming presence in its early days amidst a natural landscape.
Guesthouse in McHenry
4.96 out of 5 average rating, 199 reviews

"The Apartment" in the heart of downtown McHenry

We welcome you to be our guest in this charming, historic home built in 1911 by a German mason. This upper unit Apartment is a spacious 1,100 square feet, lovingly restored with a vintage aesthetic in 2018. The private entrance to "The Apartment" will lead you to; 2 cozy bedrooms & 1 vintage inspired yet modern bath with walk in shower. A large living room, dining area and bright clean kitchen will make you feel right at home. 9 foot ceilings and tons of natural light through out.

Top guest favorite
A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.
Home in Round Lake Beach
4.99 out of 5 average rating, 188 reviews

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Guest favorite
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.
Apartment in Warrenville
4.93 out of 5 average rating, 101 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!

Popular amenities for DeKalb vacation rentals

When is the best time to visit DeKalb?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR1,250 ZARR1,774 ZARR1,250 ZARR1,250 ZARR1,689 ZARR1,605 ZARR1,250 ZARR929 ZARR1,250 ZARR1,588 ZARR1,892 ZARR1,774 ZAR
Avg. temp-6°C-4°C2°C9°C15°C20°C22°C20°C17°C10°C3°C-3°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in DeKalb?

    DeKalb has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in DeKalb?

    Experience the best of DeKalb with our house rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in DeKalb?

    Four-legged friends are welcome in DeKalb. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in DeKalb?

    Yes! Work meets play with ease at over 30 vacation rentals in DeKalb featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in DeKalb have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in DeKalb. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in DeKalb have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in DeKalb. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in DeKalb have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in DeKalb. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in DeKalb have free parking?

    Absolutely! We offer over 20 house rentals with free parking in DeKalb. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in DeKalb

  • Total vacation rentals

    Explore 40 vacation rentals in DeKalb

  • Nightly prices starting at

    DeKalb vacation rentals start at R169 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 1,240 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of DeKalb vacation rentals include wi-fi 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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