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 new hot tub sits on a stone patio, featuring a bubbling water surface and steps leading up for easy access. The surrounding area is enclosed by a white fence, providing privacy for relaxation.
Home in Sullivan
4.99 out of 5 average rating, 130 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 favourite
Home in Clinton
4.98 out of 5 average rating, 131 reviews

Upper Deck

Newly renovated, 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 with room for up to four trailers and vehicles. This is a second story home so there are stairs to access the property.

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, 790 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
A spacious waterfront deck is shown, featuring four chairs arranged around a central fire pit. Lush trees frame the view of the calm pond, with gentle ripples reflecting the blue sky. The wood decking complements the natural surroundings, inviting relaxation and enjoyment.
Cabin in Arcola
4.97 out of 5 average rating, 110 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!

Top guest favourite
Home in Champaign
4.96 out of 5 average rating, 843 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, 344 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
The outdoor area features a heated pool with soft, illuminated water under ambient lighting. Nearby, a pergola is surrounded by seating, offering a cozy space for evening gatherings. The setting is framed by large trees, enhancing the serene landscape.
Home in Farmer City
4.97 out of 5 average rating, 132 reviews

Platypus Hills, Lake, Heated Pool, Hot tub,Firepit

This cozy 2-bedroom country house sits on 8 acres, sleeps 4 and overlooks Clinton Lake with amazing views. We offer a hot tub, heated pool, kayaks, 10 miles of hiking, hunting, and horse trails. The boat ramp is located at the end of the driveway and across the street. We are located 30 minutes between Bloomington & Champaign. All guests must be 18+. An additional $50 per person per night over 2. Pool open May-Sept. PLEASE READ THE ENTIRE LISTING TO ENSURE IT MEETS YOUR NEEDS.

Top guest favourite
The living area features natural wood beams and a staircase leading to an upper level. A cozy sofa is paired with a navy ottoman and a textured throw. A large screen is mounted on the wall, overlooking a window with views of greenery outside.
Cabin in Ashmore
4.89 out of 5 average rating, 297 reviews

Sweet Dreams Cabin. Peaceful & Relaxing

Get some quality family time at this newly remodeled cabin near the beautiful Embarrass river. You are surrounded by beautiful woods and a small creek. Lush wildlife is all around you so you can be one with nature. The cabin has all the luxury's to allow for a long term stay as well. Beautiful Lake Charleston is not far away. The large circle drive offers plenty of parking for your boat and guest. The large deck on the rear gives a beautiful view to be enjoyed by all.

Guest favourite
Home in Decatur
4.95 out of 5 average rating, 129 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 favourite
The kitchen features dark wood cabinetry that provides ample storage, complemented by a granite countertop. A gas stove and sleek sink are visible, alongside kitchen appliances like a coffee maker. The layout offers a functional space for meal preparation.
Home in Champaign
4.94 out of 5 average rating, 532 reviews

3BR 1BA Northwest Champaign

This full property is just off the interstate, in a small neighborhood surrounded by mature trees. North Prospect and Marketplace mall restaurants and shopping destinations are less than 1 mile away. The University of Illinois and Carle Hospital are about 10 miles from the rental property. This is a pet friendly Airbnb, with no additional charge for pets and up to 6 guests. High-speed Wifi is provided by Xfinity with 4 TVs, each with guest mode Roku.

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
4.82 out of 5 average rating, 143 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.

Top guest favourite
Home in Decatur
4.99 out of 5 average rating, 122 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.

Popular amenities for Oakley holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Macon County
  5. Oakley