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Holiday rentals in Oakland

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Top-rated holiday rentals in Oakland

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

Guest favourite
Home in Mattoon
Brickway Retreat
Newly Remodeled 2 Bed, 1.5 Bath home in quiet neighborhood. This modernized house features a large fully furnished kitchen that is open to the dining area. The large living room with 10 ft ceilings has a pull-out sofa. Big screen TVs equipped with Roku streaming service in the master bedroom and living room. Wi Fi throughout the house is included. Enjoy your mornings on the cozy front porch featuring cedar pillars and stamped concrete and enjoy your evenings on the back patio around the fire pit
Individual Host
Guest favourite
Home in Champaign
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.
Individual Host
Guest favourite
Tiny home in Arcola
Tiny home
Welcome to our suite! 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. Then watch the sheep and chickens graze in the pasture. 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.
Individual Host

Popular amenities for Oakland holiday rentals

Other great holiday rentals in Oakland

Guest favourite
Loft in Monticello
Monticello Carriage House
Individual Host
Guest favourite
Flat in Arthur
The Hideaway - Charming apartment in Arthur IL
Individual Host
Guest favourite
Cottage in Sullivan
Lakewood Cottage #1 @ Lake Shelbyville
Professional Host
Guest favourite
Cottage in Sullivan
Prairieview Cottage OASIS - Hot Tub Sunsets
Individual Host
Guest favourite
Cottage in Casey
Cottage By The Park Across From Fairview Park
Individual Host
Guest favourite
Cabin in Danville
Rustic and Serene Cabin in the Woods
Individual Host
Guest favourite
Loft in Champaign
Rustic lux loft in historic neighborhood
Individual Host
Guest favourite
Guest house in Effingham
Country cottage tiny home.
Individual Host
Guest favourite
Cottage in Danville/Hillery
The Little House *NEW High Speed WI-FI*
Individual Host
Guest favourite
Home in Greenup
Cozy Corner 1 Mile from I-70
Individual Host
Guest favourite
Guest house in Terre Haute
College Cottage
Individual Host
Guest favourite
Farm stay in Charleston
Peaceful Country Farm Stay
Professional Host

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