Entire home
20-guest Historic Home Near Downtown|Walkable|Food
Photo gallery for 20-guest Historic Home Near Downtown|Walkable|Food





Reviews
10 out of 10
Exceptional
6 bedrooms 5 bathrooms Sleeps 20
Popular amenities
Explore the area

Roanoke, Virginia
Rooms & beds
6 bedrooms (sleeps 20)
Bedroom 1
2 Queen Beds
Bedroom 2
2 Queen Beds
Bedroom 3
1 Queen Bed
Bedroom 4
1 Queen Bed
Bedroom 5
1 Queen Bed
Bedroom 6
1 Queen Bed
5 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Bathroom 5
Toilet · Shower only
Spaces
Kitchen
Office
Balcony
Dining area
About this property
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.
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.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Breakfast available
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Spacious house in charming Roanoke with AC, WiFi this home can sleeps 6-8
Spacious house in charming Roanoke with AC, WiFi this home can sleeps 6-8
- Washer
- Dryer
- Pet-friendly
- Air conditioning
House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
Events allowed
Pets
Pets 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
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 and a first aid kit
About the area
Roanoke
Located in Roanoke, this holiday home is in the mountains. Shaftman Performance Hall and Jefferson Center are cultural highlights, and some of the area's attractions include Science Museum of Western Virginia and Hopkins Planetarium. Looking to enjoy an event or a game while in town? See what's happening at The River Rock or Berglund Center.

Roanoke, Virginia
Getting around
Restaurants
- Bobby’s Hot And Cheesy - 4 min drive
- A Few Old Goats Brewing - 10 min walk
- RND Coffee Lounge - 1 min walk
- Firehouse Subs - 3 min drive
- Starbucks - 4 min drive
Frequently asked questions
About the host
Hosted by Stay Roanoke

Premier Host
They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback