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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 house with a covered patio, a wooden deck, and a fenced yard at night.
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 dining area with a wooden ceiling, large windows, and a view of the outdoors.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms3 bathrooms2500 sq ft

Popular amenities

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

Explore the area

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

Room options

About the neighborhood

Waynesville

This vacation home places you next to Pulaski County Museum and Old Stagecoach Stop Museum. The vacation home includes a kitchen, a patio, and a Smart TV.
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.
The vacation home is air-conditioned and features a kitchen, 2.5 bathrooms, and a patio, and there's space to spread out with 5 bedrooms. Other standard amenities include a washing machine and an ironing board.

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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)
  • Deadbolt lock
  • Fire extinguisher
  • First aid kit

General

  • Garden
  • Unit size: 2,500 square feet

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

  • This property welcomes pets
  • Dogs only
  • 2 total pets
  • Service animals exempt from fees
  • Note from host: Owner approval/ verification for all pets.

Children and extra beds

Children allowed: ages 0-17

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
  • Check-in: 3:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 18

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • 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.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 16.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Additional information about polices, regulations, and more:

  • There are no elevators.

Frequently asked questions

What is there to do near this vacation home?

This vacation home is located in Waynesville, just steps from Pulaski County Museum and Old Stagecoach Stop Museum, and within a short walk of Waynesville Splash Park. You'll also find Roubidoux Park and Little Hero's Playground less than a mile away.

Is there parking available at "Hillside on Benton"- Walkable Restored Mid-Century- Near Fort L. Wood/ RT 66?

Yes, there is wheelchair-accessible parking available.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What do couples enjoy most about "Hillside on Benton"- Walkable Restored Mid-Century- Near Fort L. Wood/ RT 66?

Couples staying at this vacation home will appreciate amenities like a kitchen and a smart TV as well as a garden.

Does "Hillside on Benton"- Walkable Restored Mid-Century- Near Fort L. Wood/ RT 66 have a hot tub?

No, this vacation home doesn't have a spa tub.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay for free?

Although dogs can't stay for free, they are welcome at this vacation home.

Does "Hillside on Benton"- Walkable Restored Mid-Century- Near Fort L. Wood/ RT 66 have connecting rooms available?

No, this vacation home doesn't feature connecting guestrooms.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Fort Leonard Wood, MO (TBN-St. Robert Regional), which is 10.8 mi away (23 minutes by car).

Are there rooms with balconies at "Hillside on Benton"- Walkable Restored Mid-Century- Near Fort L. Wood/ RT 66?

Yes, every house at "Hillside on Benton"- Walkable Restored Mid-Century- Near Fort L. Wood/ RT 66 comes with a patio.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

9.4/10

Cleanliness

Reviews

Verified review

10/10 Excellent

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

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a great place for our large family to gather for our son's graduation from basic training at Ft. Leonardwood. This house is spacious, comfortable, clean and full of character. We loved the big backyard, grill and firepit. It's close to a lovely downtown area where we could walk and shop. Highly recommend this property.
Stayed 3 nights in Sep 2026
Verified review

10/10 Excellent

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