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, 801 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 favourite
Cottage in Sullivan
5 out of 5 average rating, 265 reviews

3-Acre Country Escape | Wildlife | Total Serenity

A freshly updated cottage, nestled in the country of Sullivan, just minutes from boating, camping, golf, theatre style shows, Amish country, and more. If you are looking for peaceful nights, this place is for you! Surrounded by mature 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 #1.

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.
Home in Decatur
4.82 out of 5 average rating, 350 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! 🐚

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!

Guest favourite
The exterior of Grimsley’s Flower Store is showcased, featuring large windows displaying floral arrangements. A bright green sign hangs above the entrance, illuminating the space below. Soft lighting within creates a welcoming atmosphere as flowers are visible through the glass.
Flat in Clinton
4.91 out of 5 average rating, 117 reviews

Spacious 3-bedroom above historic flower shop

Stay the night at this conveniently located apartment on Mr Lincoln Square in Clinton, IL above historic Grimsley’s Flower Store. Enjoy easy access to dining, shopping, and activities. Get ideal parking for Clinton’s famous Apple and Pork Festival. Outdoor fun is a short drive away at Clinton Lake or Weldon Springs Park. Friends and family can visit in the spacious living room. Multiple tvs, activities, and a dining area for six helps keep the whole family entertained.

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, 147 reviews

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.

Guest favourite
The single-family home features a well-maintained exterior with light blue siding and a welcoming front porch. Leaf-covered landscaping surrounds the entrance, while a carport provides covered parking. Large windows allow natural light into the living space, creating a bright and inviting atmosphere.
Home in Decatur
4.97 out of 5 average rating, 92 reviews

Newcastle Estate: 3 Bdrm Bungalow - North Side

This clean, comfortable, single family home is located in an established residential neighborhood and is conveniently located within minutes of most businesses and restaurants in Decatur. This place is designed specifically for individuals, couples, and families who want a home-away-from-home while traveling for work . > High speed WiFi > Smart TV's in living room and master bedroom > Fully stocked kitchen > Dedicated workstation with monitor > Gas grill > King bed

Guest favourite
A single-story home is featured with white siding and a gently sloped roof. Large windows offer views of the front yard, which includes a small tree and well-maintained grass. Tall trees are present in the background, contributing to the serene surrounding environment.
Home in Mount Zion
4.86 out of 5 average rating, 7 reviews

Quiet 3BR Home with Basement

Enjoy the comfort and space in this quiet 3-bedroom, 2-bath home with a full basement. The basement has a pull out couch for additional sleeping room. Located in a peaceful neighborhood, it’s perfect for families, work trips, or weekend getaways. Relax in a cozy living area, cook in the fully equipped kitchen, and enjoy the quiet backyard! Includes washer/dryer, free parking, and WiFi. Whether you’re here for business or pleasure, you’ll feel right at home!

Guest favourite
Home in Decatur
4.82 out of 5 average rating, 145 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
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, 127 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 favourite
A spacious living area is furnished with a light-colored sectional sofa, accompanied by decorative pillows. A glass coffee table sits in front, displaying a small plant. Large windows allow natural light, while a ceiling fan and wall mirror enhance the open feel of the room.
Home in Decatur
4.97 out of 5 average rating, 31 reviews

Group Getaway 5BR/2BA Sleeps 12 Fire Pit & BBQ

Escape to our newly renovated 5-bedroom Decatur retreat! This bright, stylish home comfortably sleeps 12, perfect for families, groups, and business travelers. Enjoy high-speed Wi-Fi, a fully equipped kitchen, and a private backyard with a fire pit. Located in a peaceful neighborhood near Lake Decatur and Millikin University, it's your ideal home base for exploring the area. Experience comfort and convenience in this spacious getaway.

Top guest favourite
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.

Popular amenities for Oakley holiday rentals

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