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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Guest favorite

Home in DeKalb

4.91 out of 5 average rating, 191 reviews

Country charmer house near NIU

Spacious 1850’s country home on 5 acres. 4 miles from NIU. 6 bedrooms:1 king size bed, 4 queen size beds; guest bedroom/office with leather pullout. 2 bathrooms: 1 accessible bathroom on first floor; plus a full bathroom on 2nd floor. New 55 inch smart TV. Formal dining room. 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.

Sep 13 – 20

G$36,762 GYD per night

Guest favorite

Guest suite in St. Charles

5.0 out of 5 average rating, 249 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, studio area includes blue ray player, reverse osmosis drinking water, 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.

Aug 13 – 20

G$19,318 GYD per night

Guest favorite

Farm stay in Cherry Valley

4.97 out of 5 average rating, 273 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.

Aug 20 – 27

G$20,529 GYD per night

Guest favorite

Home in Montgomery

4.84 out of 5 average rating, 107 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.

Aug 18 – 25

G$21,121 GYD per night

Guest favorite

Apartment in St. Charles

4.97 out of 5 average rating, 154 reviews

Peaceful apartment close to everything

Spacious 1 bedroom, living room, kitchen and laundry. Separate entrance. Sit out and enjoy nature on your private patio. Light and airy basement apartment. Super clean. Suitable for remote workers - office desk, chair and great wifi. A full kitchen or enjoy a long list of local places to eat out. Enjoy your own laundry in apartment. All space listed is just for Guests Pet free property, includes service/emotional support animals. Host has condition & lives at the property upstairs.

Aug 13 – 20

G$28,146 GYD per night

Guest favorite

Farm stay in Hampshire

4.96 out of 5 average rating, 211 reviews

Country Farmhouse with Multiple Rooms

This 1890s farmhouse gets lots of natural light and offers all the comforts of home. From the comfy quilts to beautiful grounds, make this your home away from home for your stay with us. Just 35 minutes from O'Hare International Airport and a short drive off I-90, our home is a convenient location between Chicago and Rockford, Illinois. Host on-site in attached live-in quarters. Breakfast is available upon request for $10 per person. Please note information below on WiFi access.

Jul 7 – 14

G$37,171 GYD per night

Guest favorite

Tiny home in LaSalle

4.99 out of 5 average rating, 167 reviews

Snug Owl Cottage - Starved Rock area/dog friendly

Welcome to Snug Owl Cottage and Starved Rock Country! Relax and feel the Hygge after hiking the parks in your own clean and private dog-friendly tiny house. •Starved Rock State Park 7.3 miles🚲 7.7 miles 🚘 •Matthiessen State Park 8.6 miles •Buffalo Rock State Park 12 miles Historic Downtown LaSalle is about a mile away, but you won’t want to miss nearby Utica and Ottawa, too. The Snug Owl is a house on its own private city lot with a backyard fire pit and is around 400 square feet.

Aug 8 – 15

G$25,909 GYD per night

Guest favorite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 291 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

Dec 19 – 26

G$20,303 GYD per night

Guest favorite

Treehouse in Schaumburg

4.93 out of 5 average rating, 713 reviews

Enchanted Garden Treehouse (Amenity*)

Spring is here, the flowers are starting to bloom, and the treehouse is warm and cozy! Relax in our luxurious, very private, new 4' deep cedar hot tub nestled in the evergreens, while the stars and moon swirl overhead, the waterfall tumbles 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 and even foxes and hawks. We are 420 friendly. Come experience the magic!

Jul 9 – 16

G$56,789 GYD per night

Guest favorite

Barn in Freeport

4.97 out of 5 average rating, 509 reviews

Cute Little Country Guest House

An old barn/machine shed transformed into a great little rustic retreat (which we affectionately call "Westhaven")! A great secluded place to get away from the day-to-day grind. Hiking trails on the premises and possible kayaks. About 5 miles from civilization (town). Come unwind! FRIENDLY DOGS WELCOME (we speak fluent WOOF! :-) ) (Please NO cats!) This is not just a place to stay, but an experience to remember.

Sep 10 – 17

G$22,408 GYD per night

Guest favorite

Home in DeKalb

4.95 out of 5 average rating, 237 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.

Aug 20 – 27

G$26,349 GYD per night

Guest favorite

Cabin in Oregon

4.96 out of 5 average rating, 166 reviews

Hidden Gem - Rock River

Escape it all at the Eagles Nest, a cozy, newly renovated cabin on stilts. Located 5 minutes outside of Oregon, Il, the cabin is nestled on 5 acres of of woods with panoramic views of the Rock River and Kyte Creek. Whether you are here to fish, hike, kayak or just escape the city life, you will find the Eagles Nest is the perfect spot for your getaway.

Jan 30 – Feb 6

G$53,232 GYD per night