Vacation rentals in Oakland
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Top-rated vacation rentals in Oakland
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Oakland vacation rentals
Other great vacation rentals in Oakland
Guest favorite
Cabin in Terre Haute
4.99 out of 5 average rating, 233 reviewsLog Cabin + Guest House on a Pond with Hot Tub
Oct 14 – 21
R4,022 ZAR per night
Guest favorite
Guesthouse in Effingham
4.92 out of 5 average rating, 206 reviewsCountry cottage tiny home.
Oct 13 – 20
R1,084 ZAR per night
Guest favorite
Cottage in Danville/Hillery
4.94 out of 5 average rating, 348 reviewsThe Little House *NEW High Speed WI-FI*
Nov 13 – 20
R2,329 ZAR per night
Guest favorite
Loft in Monticello
4.98 out of 5 average rating, 598 reviewsMonticello Carriage House
Feb 1 – 8
R1,559 ZAR per night
Guest favorite
Home in Greenup
4.95 out of 5 average rating, 181 reviewsCozy Corner 1 Mile from I-70
Mar 24 – 31
R2,723 ZAR per night
Guest favorite
Home in Teutopolis
4.96 out of 5 average rating, 191 reviewsWooden Shoe Factory, Historic, w/ Bar & Breakfast
Dec 4 – 11
R1,294 ZAR per night
Guest favorite
Home in Teutopolis
4.95 out of 5 average rating, 148 reviewsMack’s Birdhouse🕊 5 min to interstate 57/70. Cute!
Jul 9 – 16
R1,952 ZAR per night
Guest favorite
Bungalow in Clinton
4.89 out of 5 average rating, 187 reviewsSmall Town Bungalow
Sep 10 – 17
R2,061 ZAR per night
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