Holiday rentals in Oakwood

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Top-rated holiday rentals in Oakwood

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Guest favourite
The open-concept living area features a sleek black sofa and a decorative area rug. A staircase leads to the loft space above. Large windows allow for natural light, while wooden accents on the walls and ceiling create a warm, inviting environment.
Home in Potomac
4.93 out of 5 average rating, 225 reviews

Wren House in the Woods

This is a lovely private guest house in the woods along a stream Main bedroom has queen bed. Loft has 2 twins. Full private bath with large step in shower. The lighted screened porch and open deck sit above the west creek near the banks of the Middlefork River -- enjoy nature at its midwestern best. This home is surrounded by oaks, maples, and walnut trees, so the birds are all around, along with other wildlife. Middlefork, designated as a "National Scenic River". Extra people see other details

Top guest favourite
The sleeping area features a spacious bed adorned with a textured grey blanket, flanked by soft, natural light filtering through sheer white curtains. Framed art hangs above the bed, complemented by wooden shelves displaying decorative items.
Loft in Champaign
4.97 out of 5 average rating, 589 reviews

Lux loft in historic neighborhood

Luxury loft just minutes from downtown Champaign. This renovated 2nd fl apartment with private entrance is perfect for whatever brings you to town. Vaulted ceiling with exposed rafters, ceiling fans, and remote controlled skylights give the space an open, airy feel. The full kitchen includes local Amish crafted cabinets, stainless steel appliances, and seating area. Historic Davidson Park neighborhood features cobblestone streets and vintage street lights. Let us be your home away from home.

Top guest favourite
The exterior of a charming mid-century home is shown, surrounded by lush greenery and flowering plants. The house features a light-colored facade, blue window trim, and a welcoming front porch. A gravel driveway and a parked car are visible alongside the residence.
Home in Urbana
4.94 out of 5 average rating, 158 reviews

Dottie's Digs: Mid-Century Modern Cozy Home

Enjoy delightful Urbana in this cozy, sophisticated mid-century home. Dottie's Digs is nestled in the quiet, tree-line neighborhoods of historic east Urbana—also close to the University of Illinois, downtown Urbana, shopping, and Carle hospital. This spacious home is sure to cover all your needs: parking, full kitchen, 2 bedrooms & bathrooms, large office/den, screened in back patio, large private yard, TV/bluetooth speaker, & exquisite vintage-boho decor inspired by my grandmother, Dottie.

Top guest favourite
A modern living room is presented, featuring a large sectional sofa in dark gray and a sleek white coffee table. A 65" TV is mounted on the wall, with light wood flooring adding warmth to the space. Natural light floods the room through sheer curtains, creating an inviting atmosphere.
Home in Urbana
4.96 out of 5 average rating, 115 reviews

Chic Home + Chef’s Kitchen near UIUC, Carle, DT

Escape to a charming Urbana retreat—just a 5-min walk to UIUC, 2 mins to Carle Hospital, and 5 mins to Downtown. Tucked in a quiet neighborhood yet steps from cafés, restaurants, yoga studios, parks, grocery stores, and the bus stop. Perfect for work, wellness, or a cozy getaway. Designed for movie nights(massive 85" TV), cooking dates(designer kitchen), and restful sleep, this modern stay offers comfort, convenience, and a touch of magic—all within walking distance of everything you need.

Top guest favourite
The kitchen features light wood cabinetry and a variety of modern appliances, including a stove and double-door refrigerator. A wooden dining table with chairs is positioned beneath a stained glass window, with sunlight illuminating the space. The warm wooden flooring complements the rustic decor.
Home in Champaign
4.96 out of 5 average rating, 784 reviews

The Depot B & B: A Peaceful Retreat

Just minutes from campus, downtown, and the airport, The Depot is a historic home attached to 5 wooded acres, a lake, and a "big sky" view across the prairie for watching sunsets and night skies. Originally a train depot constructed in 1857, it has been fully modernized for contemporary living. However, we have taken great effort to preserve its rustic charms that Abraham Lincoln would have known during his circuit riding days before the Civil War. These include graffiti from 1917.

Guest favourite
A bright and airy guest suite features large windows allowing natural light to fill the space. A coral-colored sofa is positioned next to a marble-topped table. A dining area with wooden chairs is seen in the background, complemented by decorative shelves.
Guest house in Urbana
4.95 out of 5 average rating, 299 reviews

West Urbana state street guest suite

Next to the heart of the UIUC campus and surrounded by mature trees, this spacious, serene guest suite offers a relaxing stay. It has a private entrance with a foyer, a studio style main room and a bathroom. Sleeps two comfortably with a queen bed and a sofa (not a pull-out) for lounging. No TV, washer, or dryer. No kitchenette, but a microwave, mini fridge, and coffee maker are provided. Snacks and coffee pods provided. Not accessible for limited mobility. No parties and no smoking.

Top guest favourite
A single-story house is surrounded by lush greenery, featuring a well-maintained lawn and mature trees. The front porch provides access to the entryway, with a gravel driveway visible in the foreground. The property offers a sense of seclusion within a natural setting.
Home in Oakwood
4.96 out of 5 average rating, 83 reviews

Kickapoo Creekside Escape

Escape the ordinary and immerse yourself in the beauty of nature at our 3BR/2BA home nestled by a creek just a short 1/2 mile from Sportsmans Lake, Vermilion River, Middle Fork, and all that Kickapoo has to offer. This is the ultimate haven for outdoor enthusiasts seeking a break from the chaos of everyday life. Come unwind and relax knowing you are equipped with all the amenities you need for a comfortable stay without sacrificing the rustic charm of the wilderness.

Top guest favourite
A spacious bedroom is highlighted with warm red and neutral tones. A king bed is complemented by a textured blanket and soft pillows. Natural light filters through the covered window, illuminating wooden flooring. A decorative cabinet and bedside table add functional elegance to the room.
Townhouse in Champaign
4.84 out of 5 average rating, 275 reviews

The Edge - Chambana Suites

This 2 bedroom - 1 bath - Industrial style apartment can sleep up to 4 guests and is a short 5 minute drive to both downtown Champaign and University of Illinois making it an ideal location for your next visit to Champaign. The Edge is an 1st floor suite in a 100 year old Victorian-style home that has been converted into a duplex. This downstairs apartment features a spacious and open kitchen area, as well as a king bedroom suite, 55” smart TV, and Murphy beds.

Top guest favourite
A comfortable seating area is visible, featuring a light-colored couch and a matching ottoman. A television screen displays a bright advertisement. Soft lighting is provided by a lamp, creating a relaxed ambiance in the room. An open doorway leads to a kitchen area.
Home in Danville
4.9 out of 5 average rating, 20 reviews

Carol’s Cottage

Cozy 2 bedroom home blocks from VA Medical Center and Danville Area Community College Updated with new carpet, a queen bed and a twin bed with a trundle to make it perfect for a small family. Enjoy our miniature ponies Sonny and Mavis in the pasture next door and watching birds out the large picture window You may also like a cozy wood burning stove on chilly midwestern evenings. Discounts available for longer stays!

Guest favourite
A charming cottage is nestled in a spacious yard surrounded by lush greenery. The exterior features a dark siding with white trim, a welcoming front porch, and patio chairs positioned for relaxation. A gravel driveway leads up to the entrance, enhancing accessibility.
Cottage in Danville
4.94 out of 5 average rating, 433 reviews

The Little House *Weekly/Monthly Special Rate*

Quiet little cottage is situated in the back of our large peaceful property. We are located outside of city limits with our cottage being bordered on one side by dense woods and several large oak trees shading the entire area. This cottage has it's own private driveway with easy one level access. It's common to have deer grazing in the yard during the early morning and evening hours. A great place to relax.

Guest favourite
The exterior of a single-story house is depicted, featuring a light-colored facade with dark shutters. A pathway lined with gravel leads to the front door, which is flanked by two large windows. A leafy shrub is situated near the entrance, and a large tree provides shade.
Home in Urbana
4.85 out of 5 average rating, 131 reviews

Entire two bedroom house!

Kick back and relax in this calm, stylish space. Located close to Memorial Stadium, Carle Hospital, State Farm Center, and the University of Illinois! Free parking, WiFi, Keurig Coffee Machine, Washer & Dryer, and a smart tv to connect to all your favorite streaming services! All the amenities you could possibly need! Fenced in back yard for added privacy! *No parties!*

Top guest favourite
A spacious bedroom features a large king-size bed topped with a bright yellow blanket. Natural light floods the room through multiple windows and a vaulted skylight. A blue dresser provides a pop of color, alongside a contemporary desk and chair. A TV is mounted on the wall.
Cottage in Urbana
5 out of 5 average rating, 287 reviews

Sun-Splashed Private Cottage 10-min to U of I

Cozy, one-bedroom guest cottage on the edge of town, just a 10-minute drive to campus. This charming hideaway provides all the comforts of home, with sunlit rooms overlooking a peaceful private pond. Enjoy easy access to the vibrant life of Champaign-Urbana, then return home to a relaxing retreat, surrounded by nature. Perfect for a solo sojourn or a romantic getaway!

Popular amenities for Oakwood holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Vermilion County
  5. Oakwood