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Compare 62 Vacation Homes in Oakland City with updated reviews, rates, and availability.

Nature’s Retreat with Game Room | Hot Tub | Sauna

2.0 star property
10.0 out of 10, Exceptional, (1)
"We started looking for a place much later than anticipated and since we were a "larger" group, we were very limited. But this home fit our needs to a "T". Plenty of beds for our large group, a nice kitchen and dining area for cooking meals, with a game room, sauna and hot tub as added benefits! (Unfortunately the hot tub was unavailable for use, but the sauna was perfect for our athletes.) Jason, the host, was quick to respond with the few small concerns we had. He was even relatable to the...
Nature’s Retreat with Game Room | Hot Tub | Sauna

Chestnut Street Retreat

10.0 out of 10, Exceptional, (34)
"Very clean and a great location. The kitchen was well stocked with everything you needed to prepare meals. The furniture was comfortable and the tv looked brand new."
Chestnut Street Retreat

Cozy Bungalow in a nice friendly neighborhood

9.8 out of 10, Exceptional, (60)
"The host is responsive and professional. The home is clean and well equipped. Check in was easy and we found the house comfortable and well-appointed. We’d recommend it to anyone that wants to stay in the Evansville area."
Cozy Bungalow in a nice friendly neighborhood

Another Oasis just 6 miles from Holiday World

8.8 out of 10, Excellent, (10)
"This house was amazing! The house was way bigger then we could of imagined. My whole family came and everyone had their own space. The bedrooms and closets are huge. The best part was the outside area. The host was gracious and quick to help with any issue. We will definitely be back. "
Another Oasis just 6 miles from Holiday World

THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water

2.0 star property
10.0 out of 10, Exceptional, (1)
"“The Getaway” was a good location to travel to other areas & see different things. The home was well stocked with everything you would need. Aubrey answered all questions and responded quickly. She even gave us some nearby things to do. "
The price is AED 485
AED 975 total
includes taxes & fees
31 Mar - 1 Apr
THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water

Vibrant and art-filled retreat, perfect for families and small groups.

2.0 star property
9.4 out of 10, Exceptional, (6)
"We had a great time. The house was a short drive from the Ford Center. The house was clean, quiet and comfortable. Rob was helpful in answering our questions. "
The price is AED 165
AED 634 total
includes taxes & fees
6 Apr - 7 Apr
Vibrant and art-filled retreat, perfect for families and small groups.

The Family Oasis just 6 miles from Holiday World

9.2 out of 10, Wonderful, (33)
"The place was amazing. Very nice place to stay for the weekend "
The Family Oasis just 6 miles from Holiday World

Tranquil Hideaway: Your Private Lakefront Retreat

7.4 out of 10, Good, (3)
"This was a very beautiful lake house, it’s a nice place to find peaceful vibes and a wonderful view !!! I enjoyed myself very much so and wish I would have stayed one more day !! "
The price is AED 356
AED 835 total
includes taxes & fees
29 Mar - 30 Mar
Tranquil Hideaway: Your Private Lakefront Retreat

Spacious 1450 sf 2 BR Private Suite w/Dog Fe

10.0 out of 10, Exceptional, (9)
"It's often hard to find a dog friendly place to stay. My service dog in training Jack and I spent two nights there. We loved it! It is clean, well furnished, and has a great cozy seating spot by the living room TV that was perfect for my needs. While it was just the two of us, there is plenty of space for a large family. We didn't use the kitchen much, but had I known how nice it would be, I'd have brought more food. It appears I will soon have more things to do in Huntingburg. I will book...
The price is AED 489
AED 773 total
includes taxes & fees
30 Mar - 31 Mar
Spacious 1450 sf 2 BR Private Suite w/Dog Fe

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

9.8 out of 10, Exceptional, (28)
"Needed a place to stay while we visited our parents nearby. Easy in and out. Only comment would be: it was nice to have coffee. QUALITY of coffee was kinda meh. At least it had caffeine "
The price is AED 478
AED 1,185 total
includes taxes & fees
28 Mar - 29 Mar
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

Comfort and Charm Highly Recommended

9.6 out of 10, Exceptional, (12)
"We stayed here for a weekend and it was a pleasant stay. It was cute, charming, and a good size. The host was very communicative and left plenty of snacks for us, which was great! The house is in a great location and was presented to us in superb condition. Would highly recommend this place!"
Comfort and Charm Highly Recommended

Cozy Cottage, 3 mins from EVV, fenced yard

10.0 out of 10, Exceptional, (11)
"For the price point, this was everything we expected. Communication was excellent. The house was clean and well furnished. Extra amenities added a caring touch. If you are bringing a dog, the fenced in backyard is definitely a plus. We were very happy with our stay and would do it again if they would have us. "
Cozy Cottage, 3 mins from EVV, fenced yard

Stylish 3-bedroom home centrally located in wonderful Evansville

10.0 out of 10, Exceptional, (5)
"The cute house on Tennessee was the perfect place for my family and me to crash after a day of helping my sister move out of her house. We appreciated being able to relax after long days of packing and cleaning. "
Stylish 3-bedroom home centrally located in wonderful Evansville

Sweet Spot in the City

9.8 out of 10, Exceptional, (6)
"We had an amazing stay! This is the cuttest house. It's modern and clean. The location is perfect. We were able to walk to resturaunts and shops. Would love to go back! Definitely recommend!"
Sweet Spot in the City

Cozy 3BR Spacious home w/Patio -Sleeps8

10.0 out of 10, Exceptional, (2)
"Everything in the house was very nice. The owners were very accommodating in letting us have a later check out due to our fight departure change. The beds in all the rooms were very comfortable. The only thing missing was a full size mirror. I highly recommend this rental.. "
Cozy 3BR Spacious home w/Patio -Sleeps8

Barn in the Burgh

10.0 out of 10, Exceptional, (1)
"Hosted a small Sweet 16 birthday for our daughter here for her and 6 of her friends. Great place to decorate, dance and have fun along with a great area for them to have a sleepover while mom and dad relaxed in the main part of the barn. We are from the area but would certainly rent again for family get togethers or small events. Everyone loved the cornhole boards and ping pong table... loved that they provide table and chairs that can be set up as needed too. "
The price is AED 393
AED 1,193 total
includes taxes & fees
3 Apr - 4 Apr
Barn in the Burgh

2BR/2Bth, walking to Holiday World. Outdoor grilling area. Family Friendly!!

10.0 out of 10, Exceptional, (14)
"House was clean had everything we needed. Neighborhood was quiet and relaxing. Perfect weekend getaway "
2BR/2Bth, walking to Holiday World. Outdoor grilling area. Family Friendly!!

The Potter Cottage -A great family getaway 3 miles from Holiday World

10.0 out of 10, Exceptional, (160)
"The house was very clean on arrival and was nicely decorated! It was the perfect spot for a weekend stay. We even made the mistake of taking the Bluetooth speaker thinking our friend left it behind and the host was very understanding and we were able to get it back to them! "
The Potter Cottage -A great family getaway 3 miles from Holiday World

Mid-Century Brick Bungalow Home

6.2 out of 10, (10)
"Jason has a nice cozy home. "
The price is AED 441
AED 955 total
includes taxes & fees
30 Mar - 31 Mar
Mid-Century Brick Bungalow Home

River View in Downtown Newburgh

9.0 out of 10, Wonderful, (2)
"The views of the Ohio River were beautiful. Lots of steps up to house but the views were worth it! House was clean and neat…gorgeous furniture. Our grandchildren especially loved the games in the library room. We also loved being able to seat the whole family at dining table for meals. Lovely home. "
River View in Downtown Newburgh
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.