Holiday rentals in Sycamore

4.99 out of 5 average rating, 84 reviews

Flat in Elgin

Peaceful Elgin APT King Bed

Located in a sleepy suburban neighborhood, this freshly renovated apartment offers everything needed for a weekend getaway, business trip, or extended stay with a full kitchen, open living space, and bedroom. Enjoy peace and nature while still being minutes away from restaurants, shopping, outdoor activities, and all that the Chicago suburbs have to offer. The Tipi BNB is a basement APT that provides guests with the privacy and accessibility of a separate entrance and self check in/check out

4.87 out of 5 average rating, 52 reviews

Farm stay in Clare

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.

4.97 out of 5 average rating, 38 reviews

Home in Sycamore

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.

5 out of 5 average rating, 21 reviews

The Gurler House

Take it easy at this unique and tranquil getaway! The Gurler House, built in 1857, was one of the first homes built in DeKalb and is on the National Register of Historic Places. This beautifully updated home sits back in a gorgeous park-like setting surrounded by mature trees. While nestled in a peaceful neighborhood, it is within walking distance to downtown DeKalb, only 2 blocks from the Egyptian Theatre and all the downtown shops and restaurants and only a couple minutes away from NIU.

4.88 out of 5 average rating, 8 reviews

Flat in Sycamore

Charming 1BR Apt in Sycamore

This charming unit offers the best of both worlds: a peaceful, quiet retreat that’s just steps away from the heart of the action. Conveniently located near major shopping centers and within walking distance to popular restaurants and local stores, you’ll have everything you need at your fingertips. Whether you’re here for business, shopping, or a weekend getaway, this location provides unmatched convenience and comfort. Right on the main level with easy parking access short steps away.

5 out of 5 average rating, 14 reviews

Cozy Farmhouse on Campus

Stay in this cozy 4-bedroom, 1.5-bath farmhouse right on the NIU campus. Perfect for families, friends, or academic visitors, this charming home offers spacious bedrooms, a fully-equipped kitchen, and a relaxing living area. Enjoy campus amenities, walking trails, and nearby attractions, all while unwinding in a peaceful, picturesque setting. Whether you’re here for a conference, campus tour, or getaway, this farmhouse is the perfect retreat. Pet friendly Book your stay today!

4.92 out of 5 average rating, 25 reviews

Flat in Sycamore

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.

5 out of 5 average rating, 39 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

4.84 out of 5 average rating, 240 reviews

Flat in Rochelle

Urban Elegance, Small Town Charm Suite #1

Lovely, quaint, and full of urban elegance yet all set in a charming small town setting. Amenities of a luxury boutique hotel, yet the low price of a standard room. Complete with WiFi, The kitchen does not have a stove but does host a small fridge, microwave, toaster oven, coffee maker, dishes. Separate living room with Record Player & Vintage Albums. Luxury Bed in a relaxing space. Workspace so you can conduct your business.

4.95 out of 5 average rating, 58 reviews

Home in Rockford

beautifully restored bungalow | 2 queen beds

Tucked in the heart of Rockford, our meticulously restored bungalow is a haven of historic charm and modern sophistication. Enjoy a cup of pour over coffee in the morning and curl up with a good book from our in house library. This gem features a: fully fenced yard, modern kitchen, curated library, tranquil bedrooms, coffee supplies, luxurious bathroom, cozy decor, & proximity to the hospital.

4.94 out of 5 average rating, 284 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.