Holiday rentals in Oakley

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Top-rated holiday rentals in Oakley

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A historic two-story home features a large front porch with white railings, surrounded by a well-maintained lawn and decorative flower planters. Tall trees provide shade, and a driveway leads to a two-car garage at the side.
Loft in Monticello
4.99 out of 5 average rating, 759 reviews

Monticello Carriage House

This carriage house is located at the back of the property of a 117-year-old historic home 4 blocks from downtown shopping and dining. We're 15 minutes from Allerton Park & Retreat Center, 25 minutes to Champaign and 30 minutes from Decatur. You’ll enjoy the comfy bed, two dining/game spaces, TV area, a small kitchen with cooktop, small refrigerator, microwave, coffee pot and a full bathroom. It is great for a weekend get-away! Come to enjoy Monticello! Same-day bookings-6:30 check-in time

Guest favourite
Home in Decatur
4.92 out of 5 average rating, 13 reviews

Welcome to your home away from home!

Whether you’re here for work, relaxation, or a little of both, our thoughtfully designed space offers comfort, convenience, and plenty of room to unwind. Spacious 3BD/2BR home with new furniture, full kitchen, large living room, central A/C, free Wi-Fi, and on-site laundry. Off-street parking for 2 cars. Walk to Starbucks, Target, Olive Garden & 15 min from DEC airport. Flexible check-in/out and outdoor security cameras for peace of mind. Perfect for families, couples, or business travelers!

Guest favourite
A charming bungalow exterior is shown, featuring a well-maintained white facade, black railing leading to the front door, and multiple windows allowing natural light. A landscaped area with low shrubbery surrounds the home, while a clear blue sky provides a bright backdrop.
Home in Decatur
4.88 out of 5 average rating, 17 reviews

23rd Rose

Welcome to a home away from home. A clean and bright, simply charming 4 room bungalow. A spacious driveway with night lighting welcomes you with 3 steps and a 12ft. porch to the front door. This home is conveniently located, with easy access around town. Just 3 blocks to Splash Cove Water Park, 1 mile to St. Mary's Hospital, 3 miles from the airport, and within 10 min. to all the industries. The interior is bright with a living room, full kitchen, 2 bedrooms. and laundry in a nice basement.

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, 799 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
The exterior of a charming cottage features a white facade with yellow awnings above the windows. A small porch is adorned with blue chairs and a yellow bicycle, complemented by a neatly manicured lawn and vibrant lavender flowers along the front edge.
Home in Decatur
4.83 out of 5 average rating, 314 reviews

Beach Vibes in the City | Family & Pet-Friendly

Soak up summer vacation vibes all year long at our breezy beach-themed cottage! 🌴 Fully fenced backyard is perfect for kids & fur babies to safely play. 3 minutes to Millikin University & Fairview Park 8 minutes to Memorial Hospital 15 minutes to Caterpillar & ADM Gas, groceries, and Walgreens are just around the corner. Check out family-owned local faves - Diamond's Family Restaurant & Krekel's Kustard Kick off your shoes and relax—you’ve found your home away from the shore! 🐚

Top guest favourite
A renovated red caboose, TP&W 527, is positioned on railroad tracks surrounded by grass. The structure features white wheels and an elevated cupola, with windows and a yellow emblem. Green trees provide a natural backdrop, and a cobblestone pathway leads to the entrance.
Train in Oreana
4.99 out of 5 average rating, 141 reviews

The Caboose on Mayberry

Welcome to our mid 1900s caboose TP&W 527 and step back in time. Unwind and relax as you settle into your retreat. Enjoy the view from the cupalo as you browse through one of the books on board, or sit at your dinette and enjoy a board game. Sit out back in one of the adirondack chairs around your own private fire pit and enjoy s'mores, or just a peaceful evening. The caboose has been completely renovated and many modern convienences added. You'll love this unique and romantic escape!

Guest favourite
Home in Decatur
5 out of 5 average rating, 10 reviews

Cozy Home

Welcome to your home away from home!Whether you're a contractor, travel nurse, or working professional in town for a short-term assignment, this space is designed with comfort and convenience. Enjoy fast Wi-Fi for work or streaming, smart TVs in the living room and bedrooms, and a fully equipped kitchen for home-cooked meals. With close proximity to local hospitals job sites, and downtown amenities, plus a relaxing lake just steps away, this spot is ideal for both work and downtime.

Guest favourite
A peaceful view of the lake at sunset, framed by two wooden chairs positioned around a smoke-less fire pit. Reflections of clouds and trees are visible on the water's surface, creating a serene atmosphere for relaxation.
Cottage in Decatur
4.89 out of 5 average rating, 143 reviews

Cozy Lakefront Retreat w/ Dock, Kayaks & Games

Welcome to Lake Shore Cottage, hosted by Beyond the Path Vacation Rentals. Check out our excellent online reviews! Enjoy lakefront living: fish from the private dock, paddle kayaks, relax by the fire pit, and enjoy the peaceful waterfront views. Comfortable beds, fast Wi‑Fi, huge digital game board, smart TV, fully equipped kitchen, quiet safe neighborhood, minutes to Scovill Zoo, Devon Amphitheater, Nelson Park, Splash Cove, restaurants, shopping, and available boat rental.

Top guest favourite
An outdoor patio area features a square fire table surrounded by four wooden chairs. Lush green grass stretches out beyond the patio, with trees and open fields visible in the background, creating a serene setting for relaxation.
Cottage in Sullivan
5 out of 5 average rating, 247 reviews

Freshly updated/3 acres/Wildlife/Boat parking

A completely renovated cottage, nestled in the country of Sullivan, just minutes from boating, camping, golf, theatre style shows, and more. If you are looking for peaceful nights, this place is for you! Surrounded by trees and nature where many days you will catch deer roaming the yard. Plenty of yard space for games, a fire table to converse around, and chairs on the porch to sit back, relax, and take in the tranquil sounds that surround you here at Lakewood Cottage.

Guest favourite
The home's exterior features a welcoming porch with red chairs, an American flag, and a landscaped front yard. The architectural design exhibits a combination of traditional elements with a pitched roof and wood siding. A concrete driveway leads to the front steps.
Home in Decatur
4.95 out of 5 average rating, 122 reviews

Cozy Cottage

Beautiful two bedroom one bath home. Finished basement. Full two car garage. Three car driveway. Gas oven with full size kitchen. Full size washer and dryer. Screened in back porch. Outdoor dining area. Queen bed and full size in bedrooms. Fold out sofa in basement. High speed WiFi with two smart TVs. Two blocks from Millikin University. 5 minutes to downtown Decatur. Quiet street across from elementary school. Come stay at our lovely little piece of Decatur.

Guest favourite
A comfortable navy blue sofa is adorned with gold and blue decorative pillows. In front, a glass coffee table holds a gold bowl and blue candles. Wall art is featured above the sofa, framed in gold, complementing the contemporary decor.
Home in Decatur
5 out of 5 average rating, 15 reviews

My Home is Your Home

Stylish & Cozy Retreat / Great Location: Relax in this calm, modern space featuring a comfy leather sectional, ottoman, fireplace and 65' smart TV with all streaming services plus PPV. The open family/dining room seats four, and both bedrooms offer queen beds and 55' mounted TVs. Enjoy a quiet reading room, large kitchen and bath and washer and dryer. Outside, enjoy a large fenced-in yard. Centrally located near ADM, The Devon and Farm Progress Showgrounds

Guest favourite
A spacious living area features a unique circular fireplace as the focal point, surrounded by soft couches and accent chairs. Large windows provide abundant natural light and views of the lake. Wooden floors enhance the inviting atmosphere of this communal space.
Home in Decatur
4.81 out of 5 average rating, 133 reviews

Lakefront Haven in Decatur

This stunning lakefront property offers unparalleled views and a tranquil living experience. With a private dock and easy access to Lake Decatur, it's perfect for water enthusiasts who love fishing, boating or simply relaxing by the water. The backyard boasts a large deck and perfect for entertaining or spending quality time with family and friends. The interior has an open floor plan with lots of space to gather with an impressive fireplace.

Popular amenities for Oakley holiday rentals

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  3. Illinois
  4. Macon County
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