Vacation rentals in Oakland City
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Top-rated vacation rentals in Oakland City
Guests agree: these stays are highly rated for location, cleanliness, and more.
Cabin in Winslow
4.9 out of 5 average rating, 251 reviewsPrimitive Historical Escape with Modern Amenities
If you desire an escape from the bigger city life and want to slow things down a bit with a place that makes you feel like you have went back in time to a simpler time, while still being close to it all, then this cabin getaway is your destination. Our cabin is perfect for a family weekend retreat, anniversary celebrations, and hunters. We are excited to be able to continue to maintain this historical building and still be able to offer it as a place for people to enjoy and stay in to this day.
Nov 10 – 17
Home in Winslow
5.0 out of 5 average rating, 16 reviewsTwin Lakes
Twin Lakes has a unique location on 60 acres in between 2 wildlife filled lakes stock with fish and wild geese flying in and out. A habitat for deer, squires and rabbits. The house is located down a long drive off the county road in a rural area. Very peaceful to sit on the back deck in the morning and enjoy a cup of coffee and watch the wildlife. Fishermen are invited to enjoy the lake from lakeside or small boat. The home is very comfortable with 2 queen size beds and a futon. Enjoy & relax!
Dec 7 – 14
Loft in Huntingburg
4.92 out of 5 average rating, 119 reviewsLovely Country Loft Lake, Hiking, Woods, Relaxing
Take it easy at this unique and tranquil getaway. This loft was made from wood sawn and milled on this farm. Enjoy Indiana hardwoods as they surround you in this space. Centrally located, you are not far from Holiday World, Jasper, Lincoln City, Patoka Lake and Historic Huntingburg. The Master Bedroom boasts a king-size bed. The living area has two twin beds, TV, WiFi and Kitchen. This space is perfect for singles, couples, or small families. Most love the spiral staircase and large deck.
Mar 12 – 19
Vacation rentals for every style
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Popular amenities for Oakland City vacation rentals
Other great vacation rentals in Oakland City
Home in Vincennes
4.96 out of 5 average rating, 73 reviewsCheerful 3-bedroom home with huge yard
Aug 7 – 14
Home in Vincennes
5.0 out of 5 average rating, 30 reviewsErnie's Place
Nov 18 – 25
Home in Haubstadt
4.99 out of 5 average rating, 67 reviewsSmall town charm
Jan 26 – Feb 2
Home in Vincennes
4.94 out of 5 average rating, 66 reviewsCozy Two Bedroom Home
Jul 25 – Aug 1
Cabin in Fairfield
4.97 out of 5 average rating, 69 reviewsForested Retreat
Aug 11 – 18
Home in Owensville
4.95 out of 5 average rating, 59 reviewsNew Luxurious Modern Private Home Near Evansville
Mar 15 – 22
Loft in Washington
4.86 out of 5 average rating, 72 reviewsLovely 3 bedroom loft apartment!
Aug 23 – 30
Home in Olney
4.96 out of 5 average rating, 25 reviewsLakeside Lodge with Private Dock and Kids' Kayaks
Aug 13 – 20
Home in Huntingburg
5.0 out of 5 average rating, 88 reviewsChestnut Street Retreat
Nov 25 – Dec 2
Home in Jasper
5.0 out of 5 average rating, 26 reviewsLake House
May 21 – 28
Home in Loogootee
4.86 out of 5 average rating, 64 reviewsThe Getaway House
May 28 – Jun 4
Cabin in West Salem
4.99 out of 5 average rating, 99 reviewsLake Cabin in the Woods
Oct 27 – Nov 3
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