Soap · Towels provided · Bathtub or shower · Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Garden
About this property
"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.
Our prices include all fees. No hidden fees.
Add dates for prices
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Events allowed: family gatherings, birthday parties, weddings
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Pets
Pets allowed: dogs (limit 2 total)
Owner approval/ verification for all pets.
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Smoking
Smoking allowed: in designated areas
Check-out instructions
The host requires you to 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.
Important information
You need to know
Property # 5291695vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 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 has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Waynesville
Located in Waynesville, this holiday home is in the city centre. Pulaski County Museum and Old Stagecoach Stop Museum are cultural highlights, and travellers looking to shop may want to visit Hidden Valley Plaza and Uranus Fudge Factory And General Store. Waynesville Splash Park and Little Hero's Playground are also worth visiting. Discover the area's water adventures with scuba diving and fishing nearby, or enjoy the great outdoors with hiking and hunting.
Fort Leonard Wood, MO (TBN-St. Robert Regional) - 23 min drive
Restaurants
McDonald's - 5 min drive
Casey's General Store - 3 min drive
Sonic Drive-In - 3 min drive
Price Cutter - 5 min drive
Ocean Buffet - 5 min drive
Frequently asked questions
Is "Hillside on Benton"- Walkable Restored Mid-Century- Near Fort L. Wood/ RT 66 pet-friendly?
Yes, this property allows dogs (limit 2 total).
How much does it cost to stay at "Hillside on Benton"- Walkable Restored Mid-Century- Near Fort L. Wood/ RT 66?
As of 8 Jun 2026, prices found for a 1-night stay for 2 adults at "Hillside on Benton"- Walkable Restored Mid-Century- Near Fort L. Wood/ RT 66 on 3 Aug 2026 start from £420, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at "Hillside on Benton"- Walkable Restored Mid-Century- Near Fort L. Wood/ RT 66?
On-site parking is available at the property.
What time is check-in at "Hillside on Benton"- Walkable Restored Mid-Century- Near Fort L. Wood/ RT 66?
Check-in begins at 3:00 PM.
What time is check-out at "Hillside on Benton"- Walkable Restored Mid-Century- Near Fort L. Wood/ RT 66?
Checkout is at 10:00 AM.
Where is "Hillside on Benton"- Walkable Restored Mid-Century- Near Fort L. Wood/ RT 66 located?
Located in the heart of Waynesville, this holiday home is steps away from Pulaski County Museum and Old Stagecoach Stop Museum. Roubidoux Park and Waynesville Splash Park are also within 10 minutes.