Vacation rentals in Sycamore

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Top-rated vacation rentals in Sycamore

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

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Top guest favorite
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, 29 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.

Superhost
A modern living area is presented, featuring a comfortable brown sofa across from a flat-screen television mounted on the wall. A coffee table centers the space, with decorative items and a plant displayed on a side table. Soft curtains frame a window, allowing natural light.
Apartment in Sycamore
5 out of 5 average rating, 4 reviews

Adorable 1BR Apt in Sycamore

This adorable unit offers a quiet escape with unbeatable convenience. Just a short distance from downtown Sycamore, downtown Dekalb, NIU, Northwestern Medicine, and other major hubs. You are within minutes from everything. Shopping centers, restaurants, and local stores are within walking distance. Easy convenient parking and quick access to main roads, getting around is very easy. Whether you are here for business, healthcare, or weekend getaway, this well-located space is the perfect stay!

Top guest favorite
A spacious bedroom features a queen bed dressed in crisp white linens, accompanied by decorative pillows. Soft lighting is provided by a bedside lamp, while an accent rug adds warmth to the wood floor. A built-in shelf displays various decorative items.
Guest suite in Saint Charles
5 out of 5 average rating, 300 reviews

Peaceful Private Coach-House in St. Charles

Enjoy our cozy and peaceful Coach-house , private entrance with everything you need for a wonderful stay. Newly renovated and updated throughout. Queen bed with mattress topper, studio area includes Smart TV, water station, Keurig coffee machine and quick-set lock. Even though you are less than a mile from downtown St. Charles and 4 miles to the Geneva train station you have a private area. You may see deer out your window overlooking the pool and tennis. Not suitable for children or pets.

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
4.98 out of 5 average rating, 402 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 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, 197 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 living area features a large flat-screen television mounted on a light blue wall. A patterned armchair sits to the right, and a round dining table with four chairs occupies the corner, illuminated by natural light from a nearby window.
Apartment in Sycamore
4.95 out of 5 average rating, 41 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 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, 170 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 exterior of the Victorian Sherwood House showcases its distinct pink siding accented with green trim. Stained glass windows add character, and multiple gabled roofs enhance its architectural design. A canopy of trees provides a natural backdrop to this charming residence.
Apartment in Elgin
4.8 out of 5 average rating, 182 reviews

Sherwood House

Enjoy the ambience of the Sherwood House, an 1884 Victorian built for Judge David Sherwood. Use of entire first floor apartment including a full kitchen is perfect for longer term stays. Original features include multiple stained glass windows, beautiful wood work, multiple decorative fireplaces and hardwood floors. Located just blocks from downtown Elgin, walk to shops, restaurants, the casino, bike trail or Metra. WiFi and off street parking.

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.
Apartment in Sycamore
5 out of 5 average rating, 4 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!

Superhost
A well-appointed kitchen displays teal cabinetry and a contrasting mosaic tile backsplash. Light reflects off the white countertops, while a modern gas stove and a coffee maker are positioned for convenience. A window allows natural light to fill the space.
Home in Sycamore
4.71 out of 5 average rating, 24 reviews

Heart of Sycamore

Nestled in downtown Sycamore, IL, our small charming home blends rustic elegance with modern comfort. Just steps from local shops and Coroco Coffee, and walking distance to Blumen Gardens, it’s the perfect spot to relax and explore. Whether visiting during Pumpkin Fest, enjoying blooming gardens in spring, or exploring year-round, this cozy retreat offers an ideal base for your Sycamore adventures.

Top guest favorite
The exterior of a charming house is shown, featuring light brown siding and a welcoming front porch. The porch is highlighted by a flower decoration, and a green door adds a pop of color. Lush greenery surrounds the entryway, creating a serene environment.
Home in DeKalb
4.94 out of 5 average rating, 296 reviews

Cozy home in front of the park and close to NIU

This cozy house is set in a quiet and safe neighborhood in DeKalb IL, it has plenty of sunlight, comfortable furniture, high speed internet and TV., your pet will love our big back yard!, there is a park across the street and trails at walking distance. We are five minutes away from NIU and downtown DeKalb, and also very close to supermarkets, restaurants and coffee.

Guest favorite
Home in DeKalb
4.91 out of 5 average rating, 238 reviews

Country charmer house 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.

Popular amenities for Sycamore vacation rentals

Frequently Asked Questions

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

    Yes! Work meets play with ease at over 10 vacation rentals in Sycamore featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Sycamore have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Sycamore. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Sycamore have wifi?

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

  • Are there pet-friendly vacation rentals in Sycamore?

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

Quick stats about vacation rentals in Sycamore

  • Total vacation rentals

    Explore 20 vacation rentals in Sycamore

  • Nightly prices starting at

    Sycamore vacation rentals start at G$8,374 GYD per night before taxes and fees

  • Verified guest reviews

    Over 370 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Sycamore vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Sycamore rentals

  • 4.8 Average rating

    Sycamore stays are highly rated by guests—averaging 4.8 out of 5!

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