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"Hillside on Benton"- Walkable Restored Mid-Century- Near Fort L. Wood/ RT 66

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A spacious room with a wooden ceiling, large windows, a dining table with chairs, and a sofa.
A room with a wooden bench, a white chair, and a window with a view of a brick building and greenery.
A brick house with a porch, a staircase, and a mailbox.
A house with a covered patio, a wooden deck, and a fenced yard at night.
A dining area with a wooden ceiling, large windows, and a view of the outdoors.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms3 bathrooms

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Waynesville, MO
  • Place, Old Stagecoach Stop Museum
    ‪5 min walk‬
  • Place, Roubidoux Park
    ‪5 min walk‬
  • Place, Waynesville Splash Park
    ‪8 min walk‬
  • Airport, Fort Leonard Wood, MO (TBN-St. Robert Regional)
    ‪16 min drive‬

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About the neighborhood

Waynesville

With a stay at this vacation home, you'll be centrally located in Waynesville, within a 10-minute drive of Fort Leonard Wood and Pulaski County Museum. .This vacation home is 0.2 mi (0.3 km) from Old Stagecoach Stop Museum and 0.2 mi (0.3 km) from Roubidoux Park.
View more Vacation Homes in WaynesvilleOpens in a new window

What's nearby

  • Pulaski County Museum - 3 min walk - 0.2 miles
  • Old Stagecoach Stop Museum - 5 min walk - 0.3 miles
  • Roubidoux Park - 5 min walk - 0.3 miles
  • Waynesville Splash Park - 8 min walk - 0.5 miles
  • Little Hero's Playground - 8 min walk - 0.5 miles

Getting around

  • Fort Leonard Wood, MO (TBN-St. Robert Regional) - 23 min drive

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪Casey's General Store - ‬3 min drive
  • ‪Bottoms Up - ‬3 min drive
  • ‪Sonic Drive-In - ‬3 min drive
  • ‪Ocean Buffet - ‬5 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.

"Hillside on Benton"- Walkable Restored Mid-Century- Near Fort L. Wood/ RT 66

"Hillside on Benton" is a true home-away-from-home! You'll be staying at a fully restored 1950s custom-brick build overlooking Historic Route 66 and Downtown Waynesville, Missouri. The convenient location connects directly to local downtown businesses, restaurants, parks, walking trails, ADA crosswalks, a free outdoor gym, a seasonal splash pad, a natural spring, and several access points along the Roubidoux River.

As dual-Army veterans, this was our personal home for years before we decided to welcome guests to experience the quaint small-town Americana vibes just like we did for years. Our renovation was extensive with new: insulation, plumbing (including; water softener/ filter, and one water heater for each floor) electrical, HVAC, windows, doors, flooring, paint, fixtures, custom accents, furnishings including all new mattresses... and more.

On Approach/Parking:
Hillside on Benton has an oversized driveway with parking up to 6+ including a basketball hoop as well as a universal EV charger. There are an additional 4-5 parking spots along the sidewalk in the front of the house. The street itself is on a hillside, so there is a slope along the front yard. The two mature trees in the front of the house are Gum Trees and their gumballs can be a tripping hazard if you're not careful.

Exterior: There is a fully fenced backyard with a firepit and a sandy area for little ones to play/dig. There are monitored exterior cameras for everyones safety and security. There are several seating areas along the back deck and smoking is permitted outside only. Dogs are permitted with a non-refundable pet fee, however they're not permitted on the furniture. (dog begs/crates/toys provided)

Main Floor: The Main floor has two full bedrooms, a sunroom with a pull-out sleeper sofa, and 1 full bath/ 1 1/2 bath.

Upper Floor: The upper floor contains two full bedrooms and 1 full bath. Each of the bedrooms upstairs have a twin over full bunk and a twin over twin daybed which can pull out to become a king bed upon request.

Overall, we've put our heart and soul into bringing this property to life and we hope to earn your trust through providing excellent service and accommodations.
Make yourself comfortable in this air-conditioned vacation home, which has a kitchen. There's a private patio. A Smart television is provided for your entertainment. Conveniences include a washing machine and an iron/ironing board.
Take in the views from a garden.
Guests will find features like internet access and onsite parking.

Property amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Wheelchair-accessible parking available

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Toilet paper
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming 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.
  • 5 on-site accessible parking spaces
  • No elevator
  • Wheelchair-accessible parking
  • Designated smoking areas

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a river

Things to do

  • Basketball nearby
  • Birdwatching nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Hunting nearby
  • Scuba diving nearby
  • Swimming nearby

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

  • Garden

Policies

Check-in

Check-in time starts at 3:00 PM

Contactless check-in available

Minimum check-in age: 18

Check-out

Check-out before 10:00 AM

Contactless check-out available

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 complete the following before checking out:

Gather used towels

Remove personal items and remove leftover food and drinks

Lock the doors

We hope you had a great stay. Don’t make a big fuss about cleanup. Consolidate what you can and throw away food or drinks.. Otherwise, we hope you had a great experience!

Failure to complete these may result in a negative review from the host.

Pets

Pets allowed

Service animals are welcome, and are exempt from fees

Welcoming dogs only

2 total pets

Note from host: Owner approval/ verification for all pets.

Children and extra beds

Children are welcome

Events

Events allowed: family gatherings, birthday parties, weddings

Smoking

Smoking allowed: in designated areas

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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 16
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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

We should mention

This property does not have elevators

"Hillside on Benton"- Walkable Restored Mid-Century- Near Fort L. Wood/ RT 66 Reviews

Reviews

10

Exceptional

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

9.0/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Nathan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was amazing. Location was perfect for traveling to Fort Leonard Wood.
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Somar B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place exceeded our expectations. We are so thankful for your home for our mini family vacation.
Stayed 3 nights in Jul 2026