Vacation rentals in Oakley

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

Family · Value · Condition

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 the airport. Flexible check-in/out and outdoor security cameras for peace of mind. Perfect for families, couples, or business travelers!

Location · Family · Nearby

Asa Creek Cottage

This open concept cottage offers the perfect blend of nature and modern comfort for families and small group gatherings. Enjoy the creek side deck, and listen to the gentle sound of the little waterfall nearby. On cooler evenings, gather around the fire to warm up. The interior boasts a spacious design, close to The Little Theatre on the Square, walking trails, and Lake Shelbyville with boating, fishing and swimming. Relax with a modern kitchen, 3 bedrooms, 2 bathrooms and a rainfall shower.

Location · Family · Hospitality

Sundrift Lakehouse | Sunsets, Kayaks+Paddleboards!

Enjoy stunning sunsets on the lake all year long! 🌅 3 BR | Sleeps 8 | Private lake access ✔️ Minutes to Devon Amphitheater🎸, Scovill Zoo🦁, Millikin UniversityⓂ️ ✔️ Spacious living room, Infinity game table, & fully stocked kitchen 🍽️ ✔️ Relax on the upper deck with gliders around a fire-table 🔥 ✔️ 3 kayaks and 2 paddleboards for summer fun 🌊 ✔️ Basement featuring a 75” TV and retro arcade games 📺🕹️👾 Perfect for families, friends, or couples seeking a memorable lakeside getaway!

Location · Family · Sleep quality

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! 🐚

Location · Value · Grill

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!

Value · Location · Sleep quality

Game Room Getaway 4BR 3BA w/ Pool Table in Decatur

Spacious 4BR/3BA Decatur brick home perfect for families or workers. Relax in open living areas, play a game on the pool table, or enjoy coffee from the stocked bar. A dedicated desk and fast Wi-Fi make remote work easy, while free parking out front keeps travel simple. Whether you’re gathering with family, traveling with colleagues, or needing a comfortable base during a work project, this Decatur stay offers the space, amenities, and welcoming atmosphere to make you feel at home.

Location · Value · Sleep quality

Critter Cove

1350 N Country Club Critter Cove Nestled on 33 acres of Wooded wonderland in a country setting is the log cabin for you. Perfect for a getaway, family reunion, corporate retreat or even that upcoming wedding. The 4 bedroom and loft (5th bedroom) have single beds that can be pushed together to form king size beds. Perfectly nestled in the woods allowing you to become one with nature. Enjoy the peace and quiet and beautiful nature and wildlife views from your deck. Pet friendly!

Family · Location · Hot tub

Cozy Lakefront Retreat w/ Dock, Kayaks & Games

Welcome to Lake Shore Cottage, hosted by Beyond the Path Vacation Rentals, where your experience is our priority. 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.

Location · Family · Comfort

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

Family · Location · Condition

Lakefront Haven in Decatur

Escape to the peaceful shores of Lake Decatur at this beautifully updated lakefront retreat. Enjoy fishing, boating, or relaxing from your private dock, then unwind around the stunning fireplace or take in sunset views from the spacious deck. The open-concept layout offers inviting gathering spaces and plenty of room for families and friends to connect, relax, and enjoy the perfect lake getaway just minutes from local dining, parks, and attractions.

Location · Family · Accuracy

Upper Deck

Beautiful 3 bedroom home. Conveniently located on the edge of town, minutes from Clinton Lake and Historical downtown Clinton. Close to multiple restaurants, shopping and other entertainment options. The home has a well stocked kitchen with a charming dining room. There is also a large back deck with furniture and a grill. Plenty of on-premise parking. This is a second story home so there are stairs to access the property.

Family · Value · Laundry