Vacation rentals in Oakley

4.99 out of 5 average rating, 815 reviews

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

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

LocationFamilySolo travel

4.99 out of 5 average rating, 86 reviews

Home in Sullivan

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.

FamilyLocationCondition

4.96 out of 5 average rating, 23 reviews

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!

LocationFamilyTV

Superhost

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.

4.83 out of 5 average rating, 357 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! 🐚

FamilyLocationLong stay

4.99 out of 5 average rating, 160 reviews

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

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!

ValueLocationLayout

Superhost

A log cabin with a green metal roof is set amid a wooded backdrop. The front porch features wooden railings and multiple seating areas. Lush grass surrounds the cabin, enhancing its natural setting. A stone walkway leads to the entrance, creating an inviting access point.

Cabin in Decatur

4.84 out of 5 average rating, 93 reviews

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!

LocationValueIndoor spaces

4.89 out of 5 average rating, 150 reviews

Cottage in Decatur

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.

LocationFamilyCheck-in

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.

5 out of 5 average rating, 19 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

LocationFamilyAccuracy

4.82 out of 5 average rating, 148 reviews

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.

ValueLocationCheck-in

4.97 out of 5 average rating, 142 reviews

The living room features a spacious sectional sofa in neutral tones, accompanied by a wooden coffee table. Natural light enters through the large windows, with light curtains framing the view. A ceiling fan is present, enhancing air circulation. Decorative art is displayed on the walls.

Home in Clinton

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.

LocationValueParks

4.98 out of 5 average rating, 314 reviews

The entrance features a white door framed by blue and white siding. A welcome sign is prominently displayed beside the door, complemented by a potted plant at the base of the steps. Sunlight brightens the area, highlighting the welcoming ambiance.

Apartment in Arthur

The Hideaway - Charming apartment in Arthur IL

Enjoy exploring Illinois' largest Amish settlement while relaxing in this one-bedroom apartment one block from downtown Arthur, a village of 2200. Country charm abounds in this gem which sleeps three (full bed plus fold-out love seat). There is a private entrance, access to laundry facilities, and private parking off the street. We are 9 miles west of I-57 on Route 133 (take exit 203 at Arcola) and 40 miles from Champaign.

ValueLocationWifi

A charming home is captured from the front, featuring a blue exterior and a bright yellow garage door. Lush green grass surrounds the driveway, which is adorned with bricks. A small porch with steps leads to the entrance, framed by welcoming greenery.