Vacation rentals in Windsor Hills, VA

62 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Windsor Hills, VA

BRAND NEW DOWNTOWN HOUSE SLEEPS 5 HIGH END LUXURY - Windsor Hills, VA

BRAND NEW DOWNTOWN HOUSE SLEEPS 5 HIGH END LUXURY

Apartment, Windsor Hills

BRAND NEW DOWNTOWN HOUSE SLEEPS 5 HIGH END LUXURY is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About BRAND NEW DOWNTOWN HOUSE SLEEPS 5 HIGH END LUXURY

BRAND NEW DOWNTOWN HOUSE SLEEPS 5 HIGH END LUXURY is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $771.

From$82/night
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Windsor Lofts 2 - Windsor Hills, VA

Windsor Lofts 2

Apartment, Windsor Hills

Windsor Lofts 2 is a apartment in Windsor Hills, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Windsor Lofts 2

Windsor Lofts 2 is a apartment in Windsor Hills, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $813.

From$85/night
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🥤The Coca Cola House 🥤 - Windsor Hills, VA

🥤The Coca Cola House 🥤

Holiday Home, Windsor Hills

🥤The Coca Cola House 🥤 is a holiday home in Windsor Hills, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About 🥤The Coca Cola House 🥤

🥤The Coca Cola House 🥤 is a holiday home in Windsor Hills, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $859.

From$94/night
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PRIVATE INDUSTRIAL LOFT IN DOWNTOWN BRAND NEW - Windsor Hills, VA

PRIVATE INDUSTRIAL LOFT IN DOWNTOWN BRAND NEW

Apartment, Windsor Hills

PRIVATE INDUSTRIAL LOFT IN DOWNTOWN BRAND NEW is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About PRIVATE INDUSTRIAL LOFT IN DOWNTOWN BRAND NEW

PRIVATE INDUSTRIAL LOFT IN DOWNTOWN BRAND NEW is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $869.

From$94/night
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Best Windsor Hills, VA vacation rentals with parking

Find vacation rentals that make arriving by car easier.

The West End Flats - Windsor Hills, VA

The West End Flats

Apartment, Windsor Hills

The West End Flats is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About The West End Flats

The West End Flats is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,010.

From$116/night
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The West End Flats • Downtown • Free Parking • ⛰️ - Windsor Hills, VA

The West End Flats • Downtown • Free Parking • ⛰️

Apartment, Windsor Hills

The West End Flats · Downtown · Free Parking · ⛰️ is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About The West End Flats • Downtown • Free Parking • ⛰️

The West End Flats · Downtown · Free Parking · ⛰️ is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,010.

From$116/night
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The West End Flats - Windsor Hills, VA

The West End Flats

Apartment, Windsor Hills

The West End Flats is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About The West End Flats

The West End Flats is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,012.

From$116/night
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The West End Flats • Downtown • Free Parking • ⛰️ - Windsor Hills, VA

The West End Flats • Downtown • Free Parking • ⛰️

Apartment, Windsor Hills

The West End Flats · Downtown · Free Parking · ⛰️ is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About The West End Flats • Downtown • Free Parking • ⛰️

The West End Flats · Downtown · Free Parking · ⛰️ is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,012.

From$116/night
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Best Pet-Friendly Vacation Rentals in Windsor Hills, VA

Bring your pet along with stays that welcome four-legged travelers.

The West End Flats - Windsor Hills, VA

The West End Flats

Apartment, Windsor Hills

The West End Flats is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About The West End Flats

The West End Flats is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,010.

From$116/night
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The West End Flats - Windsor Hills, VA

The West End Flats

Apartment, Windsor Hills

The West End Flats is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About The West End Flats

The West End Flats is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,010.

From$116/night
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The West End Flats - Windsor Hills, VA

The West End Flats

Apartment, Windsor Hills

The West End Flats is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About The West End Flats

The West End Flats is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,010.

From$116/night
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The West End Flats - Windsor Hills, VA

The West End Flats

Apartment, Windsor Hills

The West End Flats is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About The West End Flats

The West End Flats is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,010.

From$116/night
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Best Windsor Hills, VA vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

The West End Flats - Windsor Hills, VA

The West End Flats

Apartment, Windsor Hills

The West End Flats is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About The West End Flats

The West End Flats is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,012.

From$116/night
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Bankers Loft w/ Washer, Dryer King Size Bed Beautiful Space for a Beautiful Stay - Windsor Hills, VA

Bankers Loft w/ Washer, Dryer King Size Bed Beautiful Space for a Beautiful Stay

Apartment, Windsor Hills

Bankers Loft w/ Washer, Dryer King Size Bed Beautiful Space for a Beautiful Stay is a apartment in Windsor Hills, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Bankers Loft w/ Washer, Dryer King Size Bed Beautiful Space for a Beautiful Stay

Bankers Loft w/ Washer, Dryer King Size Bed Beautiful Space for a Beautiful Stay is a apartment in Windsor Hills, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,141.

From$120/night
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Newly Renovated Downtown Roanoke Apartment with Queen Bed & FREE private Parking - Windsor Hills, VA

Newly Renovated Downtown Roanoke Apartment with Queen Bed & FREE private Parking

Apartment, Windsor Hills

Newly Renovated Downtown Roanoke Apartment with Queen Bed & FREE private Parking is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives…

Read more

About Newly Renovated Downtown Roanoke Apartment with Queen Bed & FREE private Parking

Newly Renovated Downtown Roanoke Apartment with Queen Bed & FREE private Parking is a apartment in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,085.

From$123/night
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Roanoke Roost | Secluded | 2BR | Fire pit | Cozy - Windsor Hills, VA

Roanoke Roost | Secluded | 2BR | Fire pit | Cozy

Holiday Home, Windsor Hills

Roanoke Roost · Secluded · 2BR · Fire pit · Cozy is a holiday home in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Roanoke Roost | Secluded | 2BR | Fire pit | Cozy

Roanoke Roost · Secluded · 2BR · Fire pit · Cozy is a holiday home in Windsor Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,258.

From$125/night
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Our Favorite Family-Friendly Vacation Rentals in Windsor Hills, VA

Plan a trip with stays that give families more room to spread out.

Beautiful Renovated Lake Cottage in SW County and only minutes from Downtown! - Windsor Hills, VA

Beautiful Renovated Lake Cottage in SW County and only minutes from Downtown!

Holiday Home, Windsor Hills

Beautiful Renovated Lake Cottage in SW County and only minutes from Downtown! is a holiday home in Windsor Hills, with kitchen access. This stay gives travelers a comfortable base for…

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About Beautiful Renovated Lake Cottage in SW County and only minutes from Downtown!

Beautiful Renovated Lake Cottage in SW County and only minutes from Downtown! is a holiday home in Windsor Hills, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,466.

From$158/night
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Roanoke’s modern Lower Level Apt. (Basement). - Windsor Hills, VA

Roanoke’s modern Lower Level Apt. (Basement).

Holiday Home, Windsor Hills

Roanoke’s modern Lower Level Apt. (Basement). is a holiday home in Windsor Hills, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Roanoke’s modern Lower Level Apt. (Basement).

Roanoke’s modern Lower Level Apt. (Basement). is a holiday home in Windsor Hills, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,704.

From$183/night
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Roanoke Mountain Home: 4 Mi to Blue Ridge Parkway! - Windsor Hills, VA

Roanoke Mountain Home: 4 Mi to Blue Ridge Parkway!

Cottage, Windsor Hills

Roanoke Mountain Home: 4 Mi to Blue Ridge Parkway! is a cottage in Windsor Hills, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Roanoke Mountain Home: 4 Mi to Blue Ridge Parkway!

Roanoke Mountain Home: 4 Mi to Blue Ridge Parkway! is a cottage in Windsor Hills, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,654.

From$184/night
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1 Mi to Dtwn Roanoke: Home w/ Yard & Mtn View! - Windsor Hills, VA

1 Mi to Dtwn Roanoke: Home w/ Yard & Mtn View!

Cottage, Windsor Hills

1 Mi to Dtwn Roanoke: Home w/ Yard & Mtn View! is a cottage in Windsor Hills, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About 1 Mi to Dtwn Roanoke: Home w/ Yard & Mtn View!

1 Mi to Dtwn Roanoke: Home w/ Yard & Mtn View! is a cottage in Windsor Hills, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,016.

From$224/night
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