Oakland City Vacation Rentals

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Browse Select Oakland City Vacation Homes

Mid-Century Brick Bungalow Home
6.4 out of 10, (5)
"The house was beautiful. I was there to celebrate Mothers Day with my oldest son and his wife. I brought my dog as a car companion and she really enjoyed the fenced in back yard. In fact, we spent 2 days in the shaded back yard with my son and his wife. The neighborhood was quiet and felt safe. I can see myself spending more time at this house for future visits."
The price is CA $142
CA $329 total
includes taxes & fees
Oct 1 - Oct 2
Mid-Century Brick Bungalow Home
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
10.0 out of 10, Exceptional, (6)
"We came in the night before our t-time and was the perfect place to relax with friends and get ready for a day of golf"
The price is CA $159
CA $263 total
includes taxes & fees
Sep 27 - Sep 28
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
Great new home - just for you!
9.8 out of 10, Exceptional, (29)
"We were very comfortable felt like we were at home"
Great new home - just for you!
Historic Home by Dogwood Lake/Glendale
10.0 out of 10, Exceptional, (4)
"We liked that it was in the country. It was quiet and peaceful. It had all the modern amenities making our stay pleasant. They creatively merged the old and new part of the home. The only thing we would have checked before we booked was confirm the size of the bed. We are larger stature people and would have preferred a larger bed. Our host was communicative from the moment we booked through check in. All in all it was delightful . "
Historic Home by Dogwood Lake/Glendale
Comfort and Charm Highly Recommended
9.4 out of 10, Exceptional, (10)
"Great place! It was spacious and clean. The host was accommodating and responded quickly to questions. We asked about a Keurig and there wasn't one on-site so the host brought one to us! There was already snacks and some food and water in the fridge so we didn't have to go out to make a food run immediately upon arrival. Kitchen was equipped with everything - cutlery, cooking utensils and pots, etc. Basic spices, coffee, etc. Plenty of blankets and pillows... very spacious. Great location. Just...
Comfort and Charm Highly Recommended
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
9.8 out of 10, Exceptional, (23)
"Property was very quiet, rustic yet homey. Worked perfect for our family. Host was very accommodating and communicative."
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Fenced-In Yard on the East Side
10.0 out of 10, Exceptional, (6)
"After a long hot day at the car show, it was nice to cal it a day in the clean, cool & comfortable cottage we would call home for our time in Evansville. "
The price is CA $146
CA $324 total
includes taxes & fees
Oct 8 - Oct 9
Fenced-In Yard on the East Side
Pet friendly home in Evansville
10.0 out of 10, Exceptional, (11)
"Was happy to find a place to stay while visiting Evansville. Will use again. Spacious rooms. "
Pet friendly home in Evansville
Charming 2-bedroom pet-friendly duplex in fabulous Newburgh with Hot Tub
Charming 2-bedroom pet-friendly duplex in fabulous Newburgh with Hot Tub
Your home away from home.
Your home away from home.
Wake Up on Walnut
2.0 star property
10.0 out of 10, Exceptional, (1)
"We had an out of town job, she was very accommodating to us and our needs. Highly recommend"
Wake Up on Walnut
2BR/2Bth, walking to Holiday World. Outdoor grilling area. Family Friendly!!
10.0 out of 10, Exceptional, (12)
"Property is nice and clean. Lots of extras for little kids."
2BR/2Bth, walking to Holiday World. Outdoor grilling area. Family Friendly!!
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
Cozy Bungalow in a nice friendly neighborhood
10.0 out of 10, Exceptional, (54)
"There was a bit of a snafu when we were first checking in, but the hosts handled it promptly and efficiently. Quiet and comfortable, perfect for our getaway. Bath and Body Works toiletries were a nice touch!!!"
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
X Marks the Spot(Blue)1.5 miles from Holiday World
9.8 out of 10, Exceptional, (8)
"We stayed here to spend two full days at Holiday World with our families. There were 5 adults and 4 kids. There were plenty of kitchen items for cooking. Excellent space for that post-park resting to be up and ready for the next day! Will definitely stay again! "
X Marks the Spot(Blue)1.5 miles from Holiday World
X Marks the Spot (Purple)
10.0 out of 10, Exceptional, (8)
"We stayed here while spending the weekend at Holiday World. It is very clean and comfortable with plenty of space for the kids to run around. After a long day in the park it’s the perfect spot to go back to."
X Marks the Spot (Purple)
X Marks the Spot (Green)
9.6 out of 10, Exceptional, (4)
"We had a great visit and will rent here again, close to Holiday World (across the street) great for families - teens and littles had a great time. "
X Marks the Spot (Green)
X Marks the Spot(Yellow)1.5 mi. from Holiday World
9.8 out of 10, Exceptional, (11)
"Had everything we needed. Especially enjoyed the front porch and fire pit. Nice big yard for grandkids to play when not at the park. Great spot! Thanks!"
X Marks the Spot(Yellow)1.5 mi. from Holiday World
Chestnut Street Retreat
10.0 out of 10, Exceptional, (32)
"We came into town for the Red, White, and Brauen concert and booked this house to stay in. It was perfect for our needs. It was like going to grandma’s house! It was very clean, in a nice quiet neighborhood, and had comfortable beds. All we really used the property for was sleeping and bathing (always had plenty of hot water). "
Chestnut Street Retreat
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Other property types in Oakland City

Mid-Century Brick Bungalow Home
6.4 out of 10, (5)
"The house was beautiful. I was there to celebrate Mothers Day with my oldest son and his wife. I brought my dog as a car companion and she really enjoyed the fenced in back yard. In fact, we spent 2 days in the shaded back yard with my son and his wife. The neighborhood was quiet and felt safe. I can see myself spending more time at this house for future visits."
The price is CA $142
CA $329 total
includes taxes & fees
Oct 1 - Oct 2
Mid-Century Brick Bungalow Home
Comfort and Charm Highly Recommended
9.4 out of 10, Exceptional, (10)
"Great place! It was spacious and clean. The host was accommodating and responded quickly to questions. We asked about a Keurig and there wasn't one on-site so the host brought one to us! There was already snacks and some food and water in the fridge so we didn't have to go out to make a food run immediately upon arrival. Kitchen was equipped with everything - cutlery, cooking utensils and pots, etc. Basic spices, coffee, etc. Plenty of blankets and pillows... very spacious. Great location. Just...
Comfort and Charm Highly Recommended
Mary - H · Conveniently Located 2bd 2ba Apt w/ Pool & Wi-Fi
10.0 out of 10, Exceptional, (5)
"Easy and quick stay Easy of booking on short notice. Very clean and well maintained property. Comfortable bed. As described Thank goodness!!!"
The price is CA $135
CA $340 total
includes taxes & fees
Oct 1 - Oct 2
Mary - H · Conveniently Located 2bd 2ba Apt w/ Pool & Wi-Fi
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.