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Oakside Retreat – Private Getaway with Huge Yard, Firepit and Game Room

Photo gallery for Oakside Retreat – Private Getaway with Huge Yard, Firepit and Game Room

A modern kitchen with white cabinetry, a wooden countertop, and pendant lighting.
A dining area with a wooden table set for four, black chairs, a vase with flowers, and a black abstract wall art piece.
A modern kitchen with white cabinetry, stainless steel appliances, a wooden island, and black bar stools.
An outdoor seating area with Adirondack chairs, a fire pit, and a marquee displaying "Oakside Retreat Evansville Indiana."
A modern bedroom with a bed, desk, chair, and a ceiling fan.

Reviews

9.6 out of 10
Exceptional

Entire home

3 bedrooms2 bathrooms130 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Evansville, IN
  • Place, Olmstead Park
    ‪18 min walk‬
  • Place, Garvin Park
    ‪3 min drive‬
  • Place, Bosse Field
    ‪4 min drive‬
  • Airport, Evansville, IN (EVV-Evansville Regional)
    ‪11 min drive‬

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About the area

Evansville

A family-friendly stay in Evansville awaits you at this holiday home. You'll be within a 20-minute walk of Olmstead Park and 2.2 km (1.4 mi) from Fendrich Golf Course. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .Home features 2 bathrooms, a Smart TV and a coffee/tea maker. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A hairdryer, an iron/ironing board and a desk are also available. .This pet-friendly holiday home offers a games room and barbecues. Added amenities include laundry facilities. .Sights within a 30-minute walk of this Evansville holiday home include Garvin Park and Kleymeyer Park.
View more Holiday homes in EvansvilleOpens in a new window

What's nearby

  • Olmstead Park - 18 min walk - 1.6 km
  • Garvin Park - 3 min drive - 1.7 km
  • Kleymeyer Park - 4 min drive - 2.0 km
  • Bosse Field - 4 min drive - 2.4 km
  • Ford Center - 9 min drive - 5.1 km

Getting around

  • Evansville, IN (EVV-Evansville Regional) - 18 min drive

Restaurants

  • ‪Circle K - ‬5 min drive
  • ‪McDonald's - ‬5 min drive
  • ‪Huck's - ‬2 min drive
  • ‪Rally's - ‬4 min drive
  • ‪McDonald's - ‬3 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Oakside Retreat – Private Getaway with Huge Yard, Firepit and Game Room

Welcome to Oakside Retreat
Oakside Retreat is a private, fully remodeled 3-bedroom, 2-bathroom home tucked away at the end of a quiet street in Evansville. Surrounded by mature trees, this thoughtfully designed property offers comfort, style, and space to relax—perfect for weekend getaways, family visits, or longer stays.


The Space
Inside, you'll find a bright and open layout with modern finishes and stylish furnishings throughout. The spacious living area offers comfortable seating and a Smart TV, ideal for relaxing after a day out. The fully equipped kitchen includes a large island, perfect for meal prep, casual dining, or entertaining.


Game Room
A detached game room provides plenty of entertainment for all ages. Features include:

• Full-size pool table
• Classic Pac-Man arcade game
• A variety of board games
• Smart TV and lounge seating

Whether it’s family game night or unwinding with friends, the game room offers a fun retreat steps from the main house.


Outdoor Space
The backyard is fully fenced and designed for enjoyment, with:

• A wood-burning Solo Stove fire pit
• String lights for evening ambiance
• Picnic table and Adirondack chairs
• Frisbee golf nets
• Giant Connect 4 and Yahtzee dice

It’s a great space for gathering, playing games, or enjoying a peaceful moment outdoors.


Bedrooms
• Bedroom 1: Queen bed, ensuite bathroom, Smart TV
• Bedroom 2: Queen bed, Smart TV
• Bedroom 3: Queen bed

All bedrooms feature soft bedding, blackout curtains, and a cozy atmosphere for a restful night's sleep.


Location
While Oakside Retreat feels private and tucked away, it’s less than 10 minutes from downtown Evansville, the University of Evansville, local shops, restaurants, and entertainment. Enjoy the peaceful setting without sacrificing access to everything you need.


Amenities
✔ Fast Wi-Fi
✔ Smart TVs in two bedrooms and the game room
✔ Washer and dryer
✔ Fully equipped kitchen
✔ Self check-in
✔ Free driveway parking
✔ Fire pit, BBQ, and outdoor games
✔ Family-friendly items available upon request (Pack 'n Play, high chair)

PETS: Bringing a pet? We’re pet-friendly with approval. The pet fee is $125 per stay (up to 2 pets). Please message us right after booking so we can update the reservation accordingly. Unauthorized pets may result in additional charges.

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Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Games
  • Smart TV
  • Stereo

Outdoor areas

  • Barbecue grill
  • Firepit
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming cats and dogs only
  • 2 pets total

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 4 steps to reach entrance
  • Area rugs in public areas
  • Hardwood flooring in public areas
  • No lift (single-level property)
  • Single level property
  • Thin carpet in public areas
  • Tile flooring in public areas
  • Well-lit path to entrance
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Things to do

  • Arcade/game room
  • Billiards/pool table

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Some LED lighting used
  • Unit size: 1,400 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 18

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Turn thermostat off
Failure to complete these may result in a negative review from the host.

Pets

  • Pets are welcome
  • Only dogs and cats are allowed
  • Maximum 2 pets
    • Service animals are exempt from fees.
  • Note from host: $125 fee (up to 2 pets). Contact us after booking.

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock in all accommodation.

Frequently asked questions

Does Oakside Retreat – Private Getaway with Huge Yard, Firepit and Game Room have a pool?

No, this holiday home doesn't have a pool.

Is Oakside Retreat – Private Getaway with Huge Yard, Firepit and Game Room family-friendly?

You bet! With amenities such as a playground, an arcade and highchairs, it's no surprise that Oakside Retreat – Private Getaway with Huge Yard, Firepit and Game Room is a winner with our family travellers.

Is there a free airport shuttle available at Oakside Retreat – Private Getaway with Huge Yard, Firepit and Game Room?

No, Oakside Retreat – Private Getaway with Huge Yard, Firepit and Game Room does not offer an airport shuttle service.

What time are check-in & check-out at Oakside Retreat – Private Getaway with Huge Yard, Firepit and Game Room?

Check-in begins at 4:00 PM. Check-out time is 11:00 AM.

Oakside Retreat – Private Getaway with Huge Yard, Firepit and Game Room Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 23 out of 32 reviews
Rating 8 - Good. 9 out of 32 reviews
Rating 6 - Okay. 0 out of 32 reviews
Rating 4 - Poor. 0 out of 32 reviews
Rating 2 - Terrible. 0 out of 32 reviews

9.8/10

Cleanliness

Reviews

Verified review

8/10 Good

William J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean rooms, family and pet friendly. Host was great to work with.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Essence H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
rooms were clean, no complaints at all about anything. i enjoyed the stay
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Benjamin C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a great property to use for our family of 5 and it was very easy to work with the host!
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Shari C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a fun stay! The kitchen was fully equipped which made it easy to prepare meals. The game room was fun for all of us. It was easy to communicate with the host.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Haeley E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very accommodating and loved the game room!
Stayed 2 nights in Nov 2025
Verified review

8/10 Good

Sarah D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Was great cute place a little smaller then expected though.
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Lori R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay was good and the property was as describe. We were in town for a weeding so we didn’t spend a lot of time hanging out at the house. Game room was cool and wish we had more time to enjoy it. Could use a few more bathroom and kitchen linens, but other than that we would definitely stay here again.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Christina C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home was very nicely decorated, very clean and in a great location at the end of a street. The backyard is very beautiful where you can hang out and enjoy being outside. The game room is a great touch and would have been used more if we would have been in town longer. Enough space for our family. Great and quick communication by property owner/manager. Location was close to University of Evansville where we spent most of our time for baseball.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

scott g.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Response time from host was excellent
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Kristi M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We hosted our family Christmas at Oakside. The house was nice and the game room was fun!
Stayed 2 nights in Dec 2025
Verified review

8/10 Good

Chelsea K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very cute concept. Host was responsive. Towels seemed a little dingy so we opted to purchase our own.
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Jessica B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house is absolutely beautiful! It was very clean and we had so much fun here. The host was so sweet and very attentive. Would love to stay here again.
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

Rick K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice house. Great for a quick get away. Well maintained and clean.Thanks for the hospitality.
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

gina d.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything we needed in the kitchen was there. Also the shampoos, conditioner and body wash in the showers were great.
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

Scott J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house. Fun game room, all updated and clean interiors.
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

Topiary P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding weekend

Bobby’s place was perfect for our family stay in Evansville. The location was convenient and the house was exactly as described - clean and comfortable. Would def stay here again!
Stayed 3 nights in Feb 2025
Verified review

10/10 Excellent

Andrew P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic!

Perfectly situated between the North and East sides, and a very nice house. Would stay here again.
Stayed 3 nights in Dec 2024
Verified review

10/10 Excellent

Jammaal F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

The stay was as expected. We did end up needing more towels, but that was no fault of the owners. We really enjoyed our time.
Stayed 2 nights in Feb 2025
Verified review

10/10 Excellent

Kaitlyn M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fun time!

Check in was easy, host was very nice and welcoming and allowed us to stay an extra night. The only issue is the game room was filled with bugs and spiderwebs but we cleaned it out and it was alright. Overall amazing stay!
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

Leona S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend Getaway

Exceptional rental. Everything needed was available. The game room was such a hit with the younger ones. We would love to rent this location again.
Stayed 2 nights in May 2025
Verified review

8/10 Good

Steven G.

Liked: Cleanliness, check-in, communication, listing accuracy

awesome place

Stay was fantastic. A few things to note.-the buckets holding the light poles in the back hold water and will bread mosquitos, you should drill a drain hole in them.-pool table is way out of level-should hang curtains on front door and kitchen window-air freshener in the garage/game roomThese are very small improvements you could make and increase the experience even more.Great place would stay again
Stayed 5 nights in May 2025
Verified review

8/10 Good

Rodney M.

Liked: Cleanliness, check-in, communication, listing accuracy

Nice property

The property was nice. The garage was awesome! Had some issues with the locks but the host promptly took care of it. Overall we had a great experience!
Stayed 2 nights in Apr 2025
Verified review

10/10 Excellent

Dennis F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our stay at your Oakside Retreat was Perfect!

This property was better than they described it for our Family. We enjoyed the game room, the beds slept great and it was super stocked with dishes and bedding. Wish the weather was a little warmer to enjoy all the outdoor activities they had on hand. WWould definately recommend!
Stayed 1 night in Mar 2025
Verified review

10/10 Excellent

Angie F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Hidden Gem

Bobby was great to work with. A few minor complications but Bobby was on it immediately. Decor of house was AMAZING! Outside was so much fun!
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

Cindy G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for a Girl's Weekend

Our group of 6 enjoyed our overnight stay. It was a quick drive to the Ford Center for a concert. There was a little hiccup with the key code, but the owner was quick to respond and fix the problem.
Stayed 1 night in Nov 2024