Holiday rentals in Cortland

4.97 out of 5 average rating, 73 reviews

Flat in West Dundee

Charming Riverfront Stay | Heart of Downtown

Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

4.89 out of 5 average rating, 44 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, 72 reviews

Home in Rochelle

Little Blue Charmer Julie's House on Main

Super Clean, Quiet and Cozy! Pet friendly... 🐾 🐕 ❤ 🐶 (Applicant + Fee required) 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! Quiet neighborhood! Budget Friendly for Families! 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!

4.99 out of 5 average rating, 659 reviews

Guest suite in Geneva

A Suite within a Cozy cottage in Geneva Illinois.

Cozy private suite in the lower level. Guests have the suite to themselves. The bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, and a microwave oven. We are in Geneva, Illinois. We are LGBTQ+friendly. Our space is ideal for shorter stays and visitors on the go . Not suitable for staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the suite. In a bind we can accommodate a 3rd guest and a pet. Welcome.

Farm stay in Cherry Valley

4.97 out of 5 average rating, 365 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.

4.99 out of 5 average rating, 155 reviews

Flat in Aurora

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.

Superhost

Flat in Sycamore

5 out of 5 average rating, 3 reviews

Charming 2BR Apt in Sycamore

Charming 2-bedroom unit in the heart of Sycamore. Minutes from NIU, Northwestern Medicine, downtown Sycamore, and major employers. Walk to shops, dining, and essentials. Easy parking and quick access to main roads make travel effortless. Perfect for tradesmen, group travelers, and professionals. Enjoy a relaxful, comfortable stay with modern amenities, fast WiFi, and a fully equipped kitchen. Ideal for work trips, extended stays, or a weekend getaway in a prime convenient location.

5 out of 5 average rating, 10 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!

5 out of 5 average rating, 18 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, 37 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

5 out of 5 average rating, 36 reviews

Luxury Home Away from Home

When you arrive, you will immediately feel at home. Take off your shoes and relax. Tastefully decorated without clutter. Hickory hardwood floors and custom woodwork abound! Owners pride themselves on creating an atmosphere exceeding your expectations. Owners have stayed at many short-term rentals and hope their experiences will create your stay to be memorable and worry free.

4.94 out of 5 average rating, 280 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.

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Other great holiday rentals in Cortland

4.93 out of 5 average rating, 153 reviews

Private room in Batavia

Batavia - World Traveler Hideaway (Room 1)

GinaRating, 5 stars3 weeks ago

Fantastic place to stay! Nancy is so kind and has a beautiful home. The pups are lovely and gave me all the love on difficult days. The house is so pretty. The furnishings are comfortable and artistic. It’s a really lovely place with a beautiful outdoor space. The neighborhood is beautiful and the houses are so pretty. Right around the block is Brianna’s and it’s great for breakfast.

Private room in Richton Park

4.85 out of 5 average rating, 240 reviews

Urbal retreat

ShirleyRating, 5 stars1 week ago

Harvest was such a sweetheart, and very helpful whenever I had a question about something. She made me and my daughter feel very welcome and comfortable in her home. I was a little nervous at first but it turned out to be a great experience for my first time using Airbnb.

Private room in DeKalb

5 out of 5 average rating, 3 reviews

Cozy little home in DeKalb, IL Room #2

AniRating, 5 stars3 months ago

I loved spending a few days here. Quiet, clean and organized place.

4.89 out of 5 average rating, 84 reviews

Private room in Elgin

Private Room in Elgin Treehouse

HunterRating, 5 stars2 weeks ago

it was a very nice stay for while I was there it was comfortable and very homelike environment

4.74 out of 5 average rating, 86 reviews

Private room in DeKalb

Private Bedroom next to NIU - Historic Home - 4

EwertonRating, 5 stars3 months ago

Gwendolyn is a great host. He replies to messages quickly and provides all the support you need to have a good stay. I recommend them to everyone!

4.9 out of 5 average rating, 231 reviews

Private room in Oswego

Friendly, Clean and Quiet, Room A Queen bed

Mo SiRating, 5 stars5 days ago

Great Place, Great Host

Private room in DeKalb

5 out of 5 average rating, 3 reviews

Bright and Private Queen Room | Near NIU DeKalb

KevinRating, 5 stars2 months ago

Arvin was very communicative and responsive both before and during my stay. The home was in a nice location, peaceful surroundings, within quick access to several places! The home amenities were exactly as listed, and I greatly appreciated how “home away from home” it felt!