Vacation rentals in Windsor, VA

82 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Windsor, VA

Courtland Inn By Townhouse Franklin VA US 58 - Windsor, VA

Courtland Inn By Townhouse Franklin VA US 58

B & B, Windsor

Courtland Inn By Townhouse Franklin VA US 58 is a b & b in Windsor, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Courtland Inn By Townhouse Franklin VA US 58

Courtland Inn By Townhouse Franklin VA US 58 is a b & b in Windsor, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $403.

From$53/night
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Guesthouse in ideal location with private entrance - Windsor, VA

Guesthouse in ideal location with private entrance

Apartment, Windsor

Guesthouse in ideal location with private entrance is a apartment in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Guesthouse in ideal location with private entrance

Guesthouse in ideal location with private entrance is a apartment in Windsor, 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 $952.

From$97/night
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Modern Bunkhouse in a rural Virginia setting near Williamsburg & Smithfield - Windsor, VA

Modern Bunkhouse in a rural Virginia setting near Williamsburg & Smithfield

Country House, Windsor

Modern Bunkhouse in a rural Virginia setting near Williamsburg & Smithfield is a country house in Windsor, with kitchen access. This stay gives travelers a comfortable base for exploring…

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About Modern Bunkhouse in a rural Virginia setting near Williamsburg & Smithfield

Modern Bunkhouse in a rural Virginia setting near Williamsburg & Smithfield is a country house in Windsor, 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 $891.

From$103/night
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The Magnolia JEM With A Private Entrance - Windsor, VA

The Magnolia JEM With A Private Entrance

Apartment, Windsor

The Magnolia JEM With A Private Entrance is a apartment in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About The Magnolia JEM With A Private Entrance

The Magnolia JEM With A Private Entrance is a apartment in Windsor, 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 $1,047.

From$106/night
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Browse Vacation Rentals with a Pool in Windsor, VA

Add a pool to the search when you want an easy place to cool off between outings.

Charming studio with AC and WiFi in enchanting Newport News. - Windsor, VA

Charming studio with AC and WiFi in enchanting Newport News.

Apartment, Windsor

Charming studio with AC and WiFi in enchanting Newport News. is a apartment in Windsor, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Charming studio with AC and WiFi in enchanting Newport News.

Charming studio with AC and WiFi in enchanting Newport News. is a apartment in Windsor, with pool access, 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,386.

From$147/night
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Hampton Condo: By Convention Center & Coliseum! - Windsor, VA

Hampton Condo: By Convention Center & Coliseum!

Condo, Windsor

Hampton Condo: By Convention Center & Coliseum! is a condo in Windsor, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Hampton Condo: By Convention Center & Coliseum!

Hampton Condo: By Convention Center & Coliseum! is a condo in Windsor, with pool access, 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,777.

From$265/night
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LuxeStay • Modern Pool Retreat • Central & Safe - Windsor, VA

LuxeStay • Modern Pool Retreat • Central & Safe

Holiday Home, Windsor

LuxeStay · Modern Pool Retreat · Central & Safe is a holiday home in Windsor, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable base for…

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About LuxeStay • Modern Pool Retreat • Central & Safe

LuxeStay · Modern Pool Retreat · Central & Safe is a holiday home in Windsor, with pet-friendly space, pool access, and a quieter setting. 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, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,650.

From$270/night
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Best Windsor, VA vacation rentals with parking

Find vacation rentals that make arriving by car easier.

❤️Ice Ice Baby❤️Downtown Newport News! - Windsor, VA

❤️Ice Ice Baby❤️Downtown Newport News!

Apartment, Windsor

❤️Ice Ice Baby❤️Downtown Newport News! is a apartment in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About ❤️Ice Ice Baby❤️Downtown Newport News!

❤️Ice Ice Baby❤️Downtown Newport News! is a apartment in Windsor, 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 $1,395.

From$146/night
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❤️Breakfast @ Tiffany's❤️Downtown Newport News! - Windsor, VA

❤️Breakfast @ Tiffany's❤️Downtown Newport News!

Apartment, Windsor

❤️Breakfast @ Tiffany's❤️Downtown Newport News! is a apartment in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About ❤️Breakfast @ Tiffany's❤️Downtown Newport News!

❤️Breakfast @ Tiffany's❤️Downtown Newport News! is a apartment in Windsor, 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 $1,409.

From$148/night
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❤️The Safe House❤️Downtown Newport News! - Windsor, VA

❤️The Safe House❤️Downtown Newport News!

Apartment, Windsor

❤️The Safe House❤️Downtown Newport News! is a apartment in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About ❤️The Safe House❤️Downtown Newport News!

❤️The Safe House❤️Downtown Newport News! is a apartment in Windsor, 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 $1,436.

From$151/night
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The \"KINGSDALE\" 2 Bedrooms - Windsor, VA

The \"KINGSDALE\" 2 Bedrooms

Holiday Home, Windsor

The \"KINGSDALE\" 2 Bedrooms is a holiday home in Windsor, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About The \"KINGSDALE\" 2 Bedrooms

The \"KINGSDALE\" 2 Bedrooms is a holiday home in Windsor, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,744.

From$200/night
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Best Pet-Friendly Vacation Rentals in Windsor, VA

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

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth - Windsor, VA

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

Holiday Home, Windsor

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth is a holiday home in Windsor, with pet-friendly space, pool access, and kitchen access. This stay gives…

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About Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth is a holiday home in Windsor, with pet-friendly space, pool access, 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, pool, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,277.

From$135/night
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The Speakeasy Downtown Newport News - Windsor, VA

The Speakeasy Downtown Newport News

Apartment, Windsor

The Speakeasy Downtown Newport News is a apartment in Windsor, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About The Speakeasy Downtown Newport News

The Speakeasy Downtown Newport News is a apartment in Windsor, with pet-friendly space and parking. 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 parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,541.

From$169/night
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Near Waterfront! Retreat 6 Mi to Hampton Coliseum - Windsor, VA

Near Waterfront! Retreat 6 Mi to Hampton Coliseum

Holiday Home, Windsor

Near Waterfront! Retreat 6 Mi to Hampton Coliseum is a holiday home in Windsor, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Near Waterfront! Retreat 6 Mi to Hampton Coliseum

Near Waterfront! Retreat 6 Mi to Hampton Coliseum is a holiday home in Windsor, with pet-friendly space, easy beach access, and parking. 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 $2,080.

From$173/night
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Best Windsor, VA vacation rentals with a kitchen

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

Cute Guest House in Beautiful Wythe! Great Monthly! - Windsor, VA

Cute Guest House in Beautiful Wythe! Great Monthly!

Apartment, Windsor

Cute Guest House in Beautiful Wythe! Great Monthly! is a apartment in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cute Guest House in Beautiful Wythe! Great Monthly!

Cute Guest House in Beautiful Wythe! Great Monthly! is a apartment in Windsor, 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 $1,140.

From$110/night
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Tucked away 3-bedroom estate with AC and WiFi in fabulous Hampton - Windsor, VA

Tucked away 3-bedroom estate with AC and WiFi in fabulous Hampton

Holiday Home, Windsor

Tucked away 3-bedroom estate with AC and WiFi in fabulous Hampton is a holiday home in Windsor, with kitchen access and room for a group. This stay gives travelers a comfortable base for…

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About Tucked away 3-bedroom estate with AC and WiFi in fabulous Hampton

Tucked away 3-bedroom estate with AC and WiFi in fabulous Hampton is a holiday home in Windsor, with kitchen access and room for a group. 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, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,440.

From$131/night
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3D Theater plus Dock on Small Lake - Windsor, VA

3D Theater plus Dock on Small Lake

Holiday Home, Windsor

3D Theater plus Dock on Small Lake is a holiday home in Windsor, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 3D Theater plus Dock on Small Lake

3D Theater plus Dock on Small Lake is a holiday home in Windsor, 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 $1,892.

From$185/night
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Charming 2800 sq.ft 4-bedroom home with AC and WiFi in Suffolk - Windsor, VA

Charming 2800 sq.ft 4-bedroom home with AC and WiFi in Suffolk

Holiday Home, Windsor

Charming 2800 sq.ft 4-bedroom home with AC and WiFi in Suffolk is a holiday home in Windsor, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Charming 2800 sq.ft 4-bedroom home with AC and WiFi in Suffolk

Charming 2800 sq.ft 4-bedroom home with AC and WiFi in Suffolk is a holiday home in Windsor, with parking, kitchen access, and room for a group. 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 $2,139.

From$224/night
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