Vacation rentals in Cortland

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Top-rated vacation rentals in Cortland

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Top guest favorite
A serene creek flows through a lush green landscape, surrounded by trees with budding leaves. In the background, a house is partially visible amid the foliage, creating a peaceful natural setting.
Home in Plano
5 out of 5 average rating, 10 reviews

Little Rock Woods Retreat

Escape from it all at our tranquil getaway in the woods. Wander the trails exploring nature on this 26 Acre wooded property, including 1000 ft of frontage along Little Rock Creek. Gather with family & friends for a BBQ on the large screened porch and adjoining deck, play bags or shoot hoops in the spacious yard or just enjoy watching the wildlife and listening to the owls hooting back & forth. With 2 kitchens and 2 laundry areas, smart TVs throughout this is the ideal spot for family gatherings

Guest favorite
A bright living area features a comfortable sofa arranged around a modern coffee table. A work desk is positioned near the window, with natural light spilling in. Artwork adorns the walls, and greenery adds a touch of life to the space, enhancing the welcoming atmosphere.
Apartment in West Dundee
4.93 out of 5 average rating, 116 reviews

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

Guest favorite
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.
Farm stay in Clare
4.9 out of 5 average rating, 72 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 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, 31 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.

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, 408 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.

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, 199 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, 44 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
The exterior of the home is highlighted by a well-maintained front yard and concrete steps leading to a white front door. A neatly landscaped area includes low shrubs and decorative stones. A single-car garage is visible to the left, complementing the brick facade.
Home in DeKalb
5 out of 5 average rating, 47 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

Top guest favorite
The cottage exterior is surrounded by lush green grass and mature trees, providing a peaceful setting. A pathway leads to the inviting porch with pleasant lighting. The sunset casts a warm glow, enhancing the tranquil atmosphere of the setting.
Home in Big Rock
5 out of 5 average rating, 19 reviews

Riverside Cottage

Peaceful two bedroom cottage newly refurbished. Plenty of outdoor space, woods streams and walking trails nearby. Tucked out of the way of busy roads or city life but only a short drive to all the amenities of civilization. Keep an eye out for deer, ducks, beavers, hawks and other scenic wildlife out the back window/patio. There’s even a couple bald eagles that live nearby. Consider a longer stay to take advantage of discounts on 2, 4 or 7 night stays

Top guest favorite
Home in Elgin
5 out of 5 average rating, 5 reviews

The Pea Pod

Nestled in a quiet, charming neighborhood, this modern two-story retreat offers the perfect blend of comfort, style, and convenience. Whether you're here for a weekend getaway or a longer stay, you'll feel right at home in this thoughtfully designed space. The home features a cozy fully equipped kitchen, dining area, finished basement with washer and dryer, dedicated workspace, private patio, porch swing, and garage/free street parking!

Guest favorite
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, 5 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!

Top guest favorite
A tranquil lake scene is depicted, featuring autumnal trees reflecting vibrant hues of yellow, orange, and red in still water. The grassy shoreline enhances the serene environment, while neighboring greenery contributes to the picturesque landscape.
Guest suite in Naperville
4.96 out of 5 average rating, 476 reviews

Cozy Lakeview Studio with Private Access

Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.

Popular amenities for Cortland vacation rentals

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