Holiday rentals in Oakland

Craftsman Bungalow Guest House

Welcome to the Craftsman Bungalow Guest House. This special place is close to everything, making it easy to plan your visit. It is a 1930's Sears Craftsman home located near downtown Greenup, about 1 mile from Rt 70. Greenup, known as the Village of the Porches between Interstate 70, IL RT 40 and IL RT 130, with over 1500 residents. Our Main Street (Cumberland St/Il Rt 121) is also part of the National Road, attractive old architecture, beautiful overhanging porches leading to our Covered Bridge

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!

Carico - Isolated, comfortable single family home

A newly remodeled stand-alone home with a private drive will be all yours. Please contact us for AVAILABILITY when the day seems unavailable, for long-term reservations, same-day reservations, early check-in, or late checkout. We prefer to host guests with good reviews. Requests from guests with (0)ZERO might be denied solely on this criterion. Tuscola, IL, is the location of one of the busier railroad junctions south of Greater Chicagoland, where UP, CSX, and CN cross the CN together.

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.

The Little Homestead Haven

Welcome to the Little Homestead Haven! Whether you are looking for an anniversary getaway or if you are traveling through the area and looking for a relaxing spot to rest, you will thoroughly enjoy your stay here. Relax and take a soak in the hot tub, while the soothing jets work the tension out of your muscles. It is located less than 2 miles east of Arcola and just off Interstate 57 on Rt. 133, 30 minutes to Champaign airport and right outside of Amish country.

The Guest House by The Trestle

A quaint and cozy cabin using all reclaimed wood. It has been a pleasure creating our dream... The Guest House. It is located on our 15 acre farmette. The barn hosts big and mini horses (ask for rides), chickens, and occasionally some bunnies. It is not unusual to spot deer, fox, birds, and other wildlife in the outdoors. Please note: Our guest house does NOT INCLUDE WI-FI OR TELEVISION. We encourage guests to unplug, relax, and enjoy the peaceful surroundings.

Countryside Guest House

Escape to a peaceful countryside retreat tucked beside a quiet pond and surrounded by open skies and nature. Wake up to serene pond views, enjoy your morning coffee outside, and spend your evenings watching sunsets, fishing, or simply soaking in the peaceful atmosphere. Inside, you’ll find a bright open-concept living space, comfortable furnishings, a half kitchen, cozy bedroom, workspace, and stylish modern finishes throughout.

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.

Ironhide Ranch: Bison Adventures

Escape to the vast, open prairies and immerse yourself in a one-of-a-kind adventure at Ironhide Ranch. Nestled in the heart of rolling grasslands, our working bison ranch offers a cozy retreat where modern comforts meet the untamed spirit of the wild frontier. Whether you're dreaming of a tranquil getaway or looking to reconnect with nature, Ironhide Ranch promises an unforgettable experience.

Simply Savvy

Charming 1 bed, 1 bath home with everything you need for a relaxing stay. Enjoy a full kitchen, in-house laundry, cozy living room, and a spacious bedroom with en-suite bath. The inviting front porch is perfect for morning coffee or evening sunsets. Located on a large lot near downtown with plenty of parking and fun nearby activities. Ideal for both weekend getaways and extended stays.

Little Guy Max Getaway!

You won’t forget your time in this romantic, memorable place. Eight miles of hiking, mountain biking trails on 149 acres. Have a picnic in private by the Embarrass River. Each morning, enjoy farm fresh eggs for your breakfast. A bundle of firewood for each day is provided but if more than your allotted amount is desired, we have bundles available for $5.00.

The Village Retreat

Wake up to the quiet, laid back village life, sip coffee while enjoying the peaceful outdoors, and unwind under starry skies at night. Perfect for travelers seaking a unique getaway, this stay offers character and tranquility. Whether you're here for a weekend escape or a longer adventure, this rare find promises a memorable experience.