Vacation rentals in Oakley

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Top-rated vacation rentals in Oakley

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

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Top guest favorite
Home in Sullivan
4.99 out of 5 average rating, 134 reviews

Game Room | Hot Tub | Fire Pit @ Lake Shelbyville

Sitting just one mile outside city limits & 2 minutes to Lake Shelbyville, is this beautifully appointed home waiting for guests to enjoy all of its amenities; pool table, fire pit, grilling area, corn hole set, and hot tub. Inside, nothing was held back when it came to decorating this home for a truly relaxing experience. All the amenities of home are here just waiting for you to arrive, relax, and enjoy. We are sure you will rest easy in this boutique style home located at Lake Shelbyville.

Top guest favorite
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
4.98 out of 5 average rating, 796 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

Top guest favorite
The cottage features a large sunroom with multiple windows, allowing natural light to fill the space. A spacious deck extends outward, surrounded by well-maintained greenery and shrubs. The exterior showcases a yellow façade, complemented by a green roof, and a neatly landscaped area is visible in the foreground.
Cottage in Weldon
4.92 out of 5 average rating, 97 reviews

Clinton Lake Vacation Rentals Charlie’s Lakeside

Cozy lakeside cottage with AMAZING views of beautiful Clinton Lake!! Set on the front deck and listen to the sounds of nature while watching all the activity on the lake. Serene and private setting. This quite peaceful country property will allow you to forget all your worries of everyday life!! New custom kitchen with quartz counter tops that will seat up to 12 that’s located at the front of the cottage that boast great views. This charming cottage is one that you will book again and again!!

Top guest favorite
Home in Decatur
4.96 out of 5 average rating, 24 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 favorite
The exterior of the Elk Ridge cabin is showcased from across the pond, surrounded by lush greenery. A spacious deck is visible, offering seating options and access to the waterfront. Two water buffalo are seen grazing nearby, highlighting the natural wildlife setting.
Cabin in Arcola
4.97 out of 5 average rating, 112 reviews

Elk Ridge

Come and enjoy yourself at Elk Ridge, the first B&B of Wildlife Manor! Located within Aikman Wildlife Adventure, we are home to over 240 animals. This retreat offers the scenery of wildlife inside or outdoors. You have the chance to see zebras, bison, camels, and much more! Elk and water buffalo love to take a swim in the pond that Elk Ridge overlooks as well. Enjoy the natural scenery in the evening around a firepit on the waterfront deck. This will be an overnight adventure you won't forget!

Guest favorite
Home in Decatur
5 out of 5 average rating, 16 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!

Guest favorite
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, 345 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! 🐚

Guest favorite
An A-frame cabin is depicted with a welcoming front porch. Two potted plants sit beside the entrance, and a small seating area is positioned on the porch. Surrounding grassy areas are punctuated by vibrant autumn foliage, enhancing the serene outdoor setting.
Cabin in Heyworth
4.97 out of 5 average rating, 219 reviews

Private Wooded Escape | Hot Tub | Fire Pit | Games

Welcome to Hidden Grove, a "Beyond the Path" vacation retreat where your experience comes first. This serene, luxury escape sits on 2 private wooded acres just 10 minutes south of Bloomington, IL—soak in the hot tub under the stars, sway in the hammock with a good book, toast s’mores by the fire, then head out for nearby hiking, outdoor adventures, and charming local restaurants and entertainment for a truly rejuvenating getaway. If you are looking to reset, this is the place!

Guest favorite
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, 132 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.

Top guest favorite
A cozy living area features a brown sectional sofa adorned with textured throw pillows. A coffee table with a small plant is positioned in front. Light floods in from the nearby window, and the kitchen area, with wooden cabinets and modern appliances, is visible in the background.
Home in Decatur
4.99 out of 5 average rating, 123 reviews

The House at Caboose Corner

The House at Caboose Corner is an all new home built on the site of an early 1900's country grocery store. To add to the properties allure, there are two mid 1900's cabooses and a replica depot in the back yard. Situated on a quiet country corner, this peaceful well stocked home will be your home away from home for a weekend or more. Minutes from restaurants, most major Decatur employers, and shopping. Wifi and cable are available.

Top guest favorite
A cozy living area features a large sectional sofa alongside a loveseat, both upholstered in brown fabric. Natural light enters through two windows draped with sheer curtains, complementing the neutral wall tones. A round clock is mounted on the wall near the entrance.
Home in Oreana
4.93 out of 5 average rating, 101 reviews

Small town living

Our place is 10 minutes from the airport and there are family-friendly activities nearby. Good for couples, solo adventurers, business travelers, and families with kids. We've hosted people attending weddings, family get-togethers, training classes, golfing (professionally) and doing short-term work assignments.

Guest favorite
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.
Home in Decatur
4.89 out of 5 average rating, 198 reviews

Freshly remodeled lake area home

Enjoy your time at your home. Located across the street from Nelson Park, it is a short walk to the Devon Amphitheater, Splash Cove and mini golf around the corner. Plenty of restaurants or cook your own meals here. The docks to Lake Decatur and the Beach House restaurant are nearby also. Short drive to the hospitals.

Popular amenities for Oakley vacation rentals

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