Holiday houses in Sycamore

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Quick stats about holiday rentals in Sycamore

  • Total holiday rentals

    Explore 10 holiday rentals in Sycamore

  • Nightly prices starting at

    Sycamore holiday rentals start at $86 NZD per night before taxes and fees

  • Verified guest reviews

    Over 570 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Sycamore holiday 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!

Top-rated holiday rentals in Sycamore

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

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Top Guest favourite
Guesthouse in Burlington
5.0 out of 5 average rating, 9 reviews

Cozy apartment above cute coffee shop

Stay in the heart of downtown Burlington in this cozy, charming farmhouse apartment located directly above The Burlington Bean Coffee Shop. This spacious two-bedroom retreat features a full kitchen, a bright dining room, and plenty of room to relax. Enjoy your morning coffee on the welcoming front porch, unwind in the large yard shaded by a beautiful old oak tree, or take a short walk to local restaurants and bars. A perfect, central home base for exploring Burlington and the surrounding cities.

Guest favourite
The exterior of a charming Barndominium is showcased, featuring a neutral color palette with a metal roof. The building displays large windows and a large garage door. Flower planters line the entrance, and well-maintained grass surrounds the structure, enhancing the rural ambiance.
Barn in Clare
4.92 out of 5 average rating, 104 reviews

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.

Top Guest favourite
The exterior of the historic home presents a charming two-story structure with light-colored siding and dark shutters. A welcoming front door is framed by neatly trimmed hedges and stone steps. The setting features a well-maintained yard with trees and shrubs, creating a pleasant approach.
Home in Sycamore
4.98 out of 5 average rating, 62 reviews

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.

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
5.0 out of 5 average rating, 51 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.

Guest favourite
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
4.93 out of 5 average rating, 14 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 favourite
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, 145 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.
Apartment in Cherry Valley
4.97 out of 5 average rating, 462 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
Apartment in Sycamore
4.96 out of 5 average rating, 85 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
Loft in West Dundee
4.97 out of 5 average rating, 526 reviews

124 Lofts #2 - 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 #2, 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.

Top Guest favourite
A modern living space features a sectional sofa adorned with a throw blanket, complemented by an accent pouf. A central area rug adds warmth to the room, which is well-lit by pendant lighting and natural light from the windows. The kitchen is visible in the background.
Home in Geneva
5.0 out of 5 average rating, 66 reviews

Perfect little paradise

Take it easy at this unique and tranquil getaway. Everything you need when you are away from home. A short Bike ride/walk or drive to downtown Geneva and all it has to offer. Please note that, although we have a fenced in private yard, that it is only accessible from the outside. Relax in the spacious primary bedroom featuring a queen-size bed with premium linens, soft pillows, and a cozy throw, designed for a restful night’s sleep.

Superhost
Home in Malta
4.85 out of 5 average rating, 20 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.

Guest favourite
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
4.93 out of 5 average rating, 14 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!

Popular amenities for Sycamore holiday rentals

Frequently Asked Questions

  • What are the best places to stay in Sycamore?

    Many visitors enjoy staying near Sycamore’s historic downtown area for easy access to shops, dining, and community events. Rentals in quiet neighborhoods often provide outdoor space and a relaxed home base.

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

    Families can explore local parks with playgrounds, visit hands-on exhibits at the Sycamore History Museum, or look for seasonal community events that welcome children. Many local bakeries and ice cream shops are frequently suggested for a sweet stop.

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

    You can explore historic downtown Sycamore with its shops and cafes, visit local museums, or spend time in nearby parks with walking trails. Community events and markets add to the small-town character throughout the year.

  • How is the weather in Sycamore?

    Sycamore experiences cold winters around 13–33°F (-10–1°C), with moderate snowfall, and warm summers near 80–82°F (26–28°C). Spring and autumn bring mild days and cool nights, so layers are helpful for changing conditions.

  • When is the best time to visit Sycamore?

    Early fall is often recommended due to seasonal festivals and comfortable temperatures. Spring and summer are also pleasant, with mild weather and outdoor events, while winter provides a quieter atmosphere.

  • What are the best places to visit in Sycamore?

    Sycamore has a historic Main Street area with shops and local dining, the DeKalb County History Center, and parks where people often gather for picnics. Seasonal markets and community events add to the lively atmosphere around the town center.

  • What are some hiking trails in Sycamore?

    Sycamore has local parks with walking and biking trails suitable for all ages. Nature enthusiasts often explore forested paths, prairie areas, and paved routes in and around the community.

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

    Families can spend time together at playgrounds, picnic areas, and seasonal farmers markets. Exploring the Sycamore History Museum and taking part in local festivals also provide engaging, family-oriented experiences.

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

    Around Sycamore, you can explore nearby nature preserves, visit orchard farms in the region during harvest season, or discover local art galleries in surrounding towns. Regional history museums and forested parks are frequently suggested for short excursions.

  • Are there any pet friendly accommodations available in Sycamore?

    Some accommodations in Sycamore are pet friendly, often providing easy access to local parks and trails for daily walks. Check with your host about specific pet policies to ensure a comfortable stay for everyone.

  • What are some local tips for visiting Sycamore?

    Exploring on foot allows you to discover local shops and historic architecture in downtown Sycamore. Early fall is often recommended for visiting local festivals, and packing comfortable shoes can help with enjoying local parks and trails.

  • What is Sycamore known for?

    Sycamore is known for its historic downtown with preserved architecture, an annual fall Pumpkin Festival, and a friendly small-town atmosphere. Its local parks, community events, and agricultural heritage shape the area’s character.

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

    Discover Sycamore’s tucked-away antique shops, small local art galleries, and quiet neighborhood parks. Walking historic residential streets reveals unique architecture and pocket gardens not always found in guides.

  • What are the best foods to try in Sycamore?

    Sycamore is known for classic Midwest comfort fare, including hearty sandwiches, locally made pizza, and seasonal baked goods. Visitors often seek out farm-fresh produce, homestyle breakfasts, and homemade pies at local diners or bakeries.

  • What should I bring for a trip to Sycamore?

    Pack weather-appropriate layers, as temperatures shift by season, along with comfortable shoes for exploring downtown and parks. In cooler months, a warm jacket, gloves, and hat are useful, while spring and summer visitors may want rain gear and sun protection.

  • What is the nightlife in Sycamore like?

    Sycamore has a relaxed nightlife scene with casual bars, local pubs, and some live music venues. Many visitors enjoy neighborhood restaurants that feature regional brews, seasonal cocktails, and comfort food.

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

    Sycamore is known for its annual fall Pumpkin Festival, which draws visitors for themed parades, arts, and local foods. Seasonal farmers markets and summer concerts in the park are also popular community gatherings.

  • Are there family friendly vacation rentals in Sycamore?

    Sycamore has a variety of vacation rentals suitable for families, including homes with roomy living spaces and outdoor areas. Many are situated near parks and quiet residential neighborhoods, making them a convenient base for family activities.

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