Entire home

20-guest Historic Home Near Downtown|Walkable|Food

Holiday home in Roanoke with kitchen and balcony

6 bedrooms, iron/ironing board, travel cot, WiFi

20-guest Historic Home Near Downtown|Walkable|Food provides laundry facilities and more. Guests can connect to in-room WiFi.

Exceptional

Entire home

6 bedrooms5 bathroomsSleeps 20

Popular amenities

Breakfast available
Dryer
Pet-friendly
Washer
Kitchen
Air conditioning

Add dates for prices

About this property

Entire place

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

20-guest Historic Home Near Downtown|Walkable|Food

Summary:

Welcome to The Winona House, a one-of-a-kind boutique hotel-style property nestled in the heart of Roanoke’s most beloved neighborhood—Wasena. This beautifully restored 1930s home has been transformed into four private, themed apartments, offering 6 bedrooms and sleeping space for up to 20 guests.

The Space:

You are renting a remodeled historic home with four unique, private apartments. Each themed differently with relevance to the Roanoke area & its' history. Updated from top to bottom, you will have the modern comforts of wi-fi, smart TV, new appliances & keyless access all with the historic charm this 1930s home effortlessly boasts.

Guest Access:

This property is 100% self check in at all hours of the day. We use smart digital locks with a secure lock code that is sent to you before your check in day. No need to meet the hosts or exchange keys.

The Neighborhood:

Nestled in the heart of Roanoke lies Wasena, a neighborhood that seamlessly melds historical charm with contemporary vibrancy. Its streets, lined with an array of architectural marvels from the 20th century, evoke an aura of timeless elegance. A mere stroll away is the tranquil Wasena Park, offering both locals and visitors a verdant retreat along the scenic Roanoke River. The park's proximity to the Roanoke River Greenway provides outdoor enthusiasts a perfect route for jogging or cycling amidst Virginia's natural splendor. This tight-knit community thrives on a spirit of togetherness, frequently coming together for seasonal events, farmers' markets, and cultural festivals, providing a glimpse into the soul of Roanoke. The neighborhood's culinary scene is a testament to its diverse palate, with cozy cafes, gourmet restaurants, and craft breweries that echo the city's rich gastronomic culture. Yet, despite its laid-back ambiance, Wasena enjoys the advantage of being just minutes from downtown Roanoke, ensuring that the bustling city's entertainment and shopping hubs are always within reach. The district also prides itself on safety, tranquility, and excellent connectivity, making it a prime choice for those seeking an authentic Roanoke experience. Whether it's diving into eclectic local shops, exploring art galleries, or simply soaking in the area's rich history, Wasena promises an unforgettable blend of old-world charm and modern allure.

Getting Around:

Street parking is free and plentiful. There is normally a spot available immediately in front of the property or within a one block distance. Public bus access is located adjacent to the property. There are bike rental options available one block away at Roanoke Mountain Adventures as well as Uber & Lyft. The greenway is located one block away connecting to Downtown as well as the Mill Mountain trail system providing options for both transportation and recreation.

Other Things to Note:

🏡 The Winona House | Boutique Historic Stay for Groups Up to 20 | Walkable Wasena District

Welcome to The Winona House, a one-of-a-kind boutique hotel-style property nestled in the heart of Roanoke’s most beloved neighborhood—Wasena. This beautifully restored 1930s home has been transformed into four private, themed apartments, offering 6 bedrooms and sleeping space for up to 20 guests.

Whether you’re planning a family gathering, corporate retreat, or a friends’ getaway, The Winona House delivers both comfort and character, all within walking distance of the best Roanoke has to offer.

🛏️ A Stay That Feels Like Home—Only Better

4 uniquely designed apartments, each inspired by Roanoke’s local history

6 total bedrooms + additional sleeping areas

Fully equipped kitchens in each unit

Smart TVs, fast WiFi, and keyless entry throughout

New appliances, stylish décor, and thoughtful touches in every space

Self check-in anytime with secure digital locks—no keys, no stress

☕ Walkable, Vibrant Wasena

You’re steps from local favorites like:

RND Coffee (right across the street)

Bloom Restaurant & Wine Bar (next door)

Wasena Park & Roanoke River Greenway (1 block away)

Roanoke Mountain Adventures for bike/kayak rentals

Downtown Roanoke’s shops, music, breweries & more—all within a short stroll, bike, or Uber ride

📍 Prime Central Location

15 min to Roanoke-Blacksburg Regional Airport

5 min to Roanoke Memorial Hospital

10 min to Roanoke Community Hospital

1 hour to Virginia Tech University

🚗 Getting Around

Free street parking usually available right out front or within a block

Public bus stop adjacent to the property

Bike & e-scooter rentals nearby

Easy access to Uber & Lyft

🐾 Bringing Pets?

Please add them to your reservation to make sure all pet fees are paid up front.

$199 pet fee for up to 2 pets max.

🔐 Easy Self Check-In

No need to meet anyone on arrival. You’ll receive a secure digital code prior to check-in, allowing you and your group to access the building and units on your own time. Hosts are available if you'd like a personal walkthrough—just let us know!

🛎️ Important Notes

Quiet hours: 10 PM – 8 AM (Please be respectful of creaky floors and thinner walls typical of charming historic homes!)

We operate under the name Stay Roanoke, offering elevated experiences across the city

From curated interiors to a location that can't be beat, The Winona House offers the perfect mix of historic charm, modern convenience, and group-friendly flexibility. Whether you're exploring the outdoors, diving into local cuisine, or just looking for a unique stay that feels like home—you’ve found it.

Book today and make your next Roanoke visit unforgettable.

Interaction with Guests:

We have designed entry so that contact is not necessary. You will be provided with a secure keypad code. If you would like to meet the host on site, we are more than happy to arrange doing so. Otherwise, feel free to access the unit at your own leisure.

Property amenities

Internet

Available in the house: WiFi

Parking and transport

Onsite parking options include a garage

Kitchen

Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Microwave
Oven
Refrigerator
Toaster

Dining

Breakfast available for a fee

Bedrooms

6 bedrooms
Bedsheets provided

Bathroom

5 bathrooms
Hair dryer
Shower

Entertainment

TV with cable/satellite channels

Outdoor areas

Balcony

Laundry

Laundry facilities
Washing machine

Work spaces

Office

Comfort

Air conditioning
Heating

Pets

Pet friendly

Suitability/Accessibility

Smoke-free property

Services and conveniences

Iron/ironing board

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)
Fire extinguisher

Similar properties

Washer
Dryer
Pet-friendly
Air conditioning

includes taxes & fees

21 Oct - 22 Oct

Policies

Check-in

Check-in time starts at 4:00 PM

Minimum check-in age - 21

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

Rules

Noise levels must be kept strictly under 60 dBA (normal conversation volume) during the day. Music and/or excessive noise outdoors (i.e., yelling, ...

Pets

Pets are allowed

Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

Events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.

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

This property accepts cash

Parties and events are allowed on site

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

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

If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

689600abc9ce46001923834a

About the area

Wasena, a neighbourhood in Roanoke, is home to this holiday home. City Market Building and Bennington Place Shopping Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Smith Mountain Lake and Read Mountain Preserve. Looking to enjoy an event or a game while in town? See what's happening at The River Rock or Jefferson Center.

Visit our Roanoke travel guide

View more Holiday homes in Roanoke

Roanoke, VA

What's nearby

Virginia Museum of Transportation - 3 min drive - 1.7 km
Center in the Square - 4 min drive - 2.4 km
Carilion Roanoke Memorial Hospital - 4 min drive - 2.4 km
Berglund Center - 4 min drive - 3.4 km
Mill Mountain Star - 6 min drive - 3.1 km

Getting around

Roanoke Station - 11 min drive
Roanoke, VA (ROA-Roanoke Regional) - 14 min drive

Restaurants

‪Bobby’s Hot And Cheesy - ‬4 min drive
‪A Few Old Goats Brewing - ‬10 min walk
‪RND Coffee Lounge - ‬1 min walk
‪Starbucks - ‬4 min drive
‪Firehouse Subs - ‬3 min drive

Frequently asked questions

Is 20-guest Historic Home Near Downtown|Walkable|Food pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at 20-guest Historic Home Near Downtown|Walkable|Food?

Check-in begins at 4:00 PM.

What time is check-out at 20-guest Historic Home Near Downtown|Walkable|Food?

Checkout is at 11:00 AM.

Where is 20-guest Historic Home Near Downtown|Walkable|Food located?

Located in Wasena, this holiday home is within a 15-minute walk of The River Rock, Shaftman Performance Hall and Jefferson Center. River's Edge Sports Complex and Virginia Museum of Transportation are also within 1 mile (2 km).

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20-guest Historic Home Near Downtown|Walkable|Food Reviews

Exceptional

10/10

Cleanliness

10/10 Excellent

Joy C.

17 Sept 2024

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

Perfect Getaway

Excellent accommodations for our extended family - all apartments had full kitchens, baths, washer/dryer, everything you would need. All units opened up to inside in addition to individual exterior entrances. Perfect location for outdoor activities with Greenway and playgrounds as well as coffee bar, restaurant/wine bar, tap house, and outdoor adventure store all within walking distance.

Stayed 4 nights in Sep 2024