Vacation rentals in Willoughby Spit, VA

Best vacation rentals and Airbnb offers in Willoughby Spit, VA

Pink Flamingo at the Beach cottage

Holiday Home, Willoughby Spit

Pink Flamingo at the Beach cottage is a holiday home in Willoughby Spit, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring…

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About Pink Flamingo at the Beach cottage

Pink Flamingo at the Beach cottage is a holiday home in Willoughby Spit, 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, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,499.

From$268/night

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Manor and Mutts #2 cottage

Holiday Home, Willoughby Spit

Manor and Mutts #2 cottage is a holiday home in Willoughby Spit, with pet-friendly space and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Manor and Mutts #2 cottage

Manor and Mutts #2 cottage is a holiday home in Willoughby Spit, with pet-friendly space and easy beach 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 beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,764.

From$405/night

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Captains Quarters by the Bay cottage

Holiday Home, Willoughby Spit

Captains Quarters by the Bay cottage is a holiday home in Willoughby Spit, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Captains Quarters by the Bay cottage

Captains Quarters by the Bay cottage is a holiday home in Willoughby Spit, 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, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,950.

From$426/night

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Cozy Suite - Pet friendly, Beach Side apts

Apartment, Willoughby Spit

Cozy Suite - Pet friendly, Beach Side apts is a apartment in Willoughby Spit, with pet-friendly space and easy beach access. This stay gives travelers a comfortable base for exploring the…

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About Cozy Suite - Pet friendly, Beach Side apts

Cozy Suite - Pet friendly, Beach Side apts is a apartment in Willoughby Spit, with pet-friendly space and easy beach 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 beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,548.

From$163/night

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Vacation rentals with a pool in Willoughby Spit, VA

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

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

Holiday Home, Willoughby Spit

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

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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 Willoughby Spit, 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 $1,092.

From$156/night

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Hampton Condo: By Convention Center & Coliseum!

Holiday Home, Willoughby Spit

Hampton Condo: By Convention Center & Coliseum! is a holiday home in Willoughby Spit, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Hampton Condo: By Convention Center & Coliseum!

Hampton Condo: By Convention Center & Coliseum! is a holiday home in Willoughby Spit, with pool 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, free wifi, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,072.

From$336/night

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Hampton Condo: By Convention Center & Coliseum!

Condo, Willoughby Spit

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

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About Hampton Condo: By Convention Center & Coliseum!

Hampton Condo: By Convention Center & Coliseum! is a condo in Willoughby Spit, 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 $2,402.

From$343/night

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Hampton Condo: By Convention Center & Coliseum!

Apartment, Willoughby Spit

Hampton Condo: By Convention Center & Coliseum! is a apartment in Willoughby Spit, with pool access 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 apartment in Willoughby Spit, with 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,192.

From$377/night

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Vacation rentals with parking in Willoughby Spit, VA

Find vacation rentals that make arriving by car easier.

Riverside Tiny Home Retreat

Holiday Home, Willoughby Spit

Riverside Tiny Home Retreat is a holiday home in Willoughby Spit, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Riverside Tiny Home Retreat

Riverside Tiny Home Retreat is a holiday home in Willoughby Spit, with parking, kitchen 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $909.

From$130/night

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Cute Guest House in Beautiful Wythe! Great Monthly!

Apartment, Willoughby Spit

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

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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 Willoughby Spit, 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 $980.

From$140/night

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Sojourn's Harborage | Pet-Friendly

Apartment, Willoughby Spit

Sojourn's Harborage · Pet-Friendly is a apartment in Willoughby Spit, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Sojourn's Harborage | Pet-Friendly

Sojourn's Harborage · Pet-Friendly is a apartment in Willoughby Spit, 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 $1,186.

From$169/night

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Charming Hampton Home w/ Yard: 2 Mi to Beach!

Holiday Home, Willoughby Spit

Charming Hampton Home w/ Yard: 2 Mi to Beach! is a holiday home in Willoughby Spit, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Charming Hampton Home w/ Yard: 2 Mi to Beach!

Charming Hampton Home w/ Yard: 2 Mi to Beach! is a holiday home in Willoughby Spit, with 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 wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,830.

From$177/night

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Pet-friendly vacation rentals in Willoughby Spit, VA

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

Pink Flamingo - Pet Friendly, Beach Side, Wi-Fi

Holiday Home, Willoughby Spit

Pink Flamingo - Pet Friendly, Beach Side, Wi-Fi is a holiday home in Willoughby Spit, with pet-friendly space and easy beach access. This stay gives travelers a comfortable base for…

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About Pink Flamingo - Pet Friendly, Beach Side, Wi-Fi

Pink Flamingo - Pet Friendly, Beach Side, Wi-Fi is a holiday home in Willoughby Spit, with pet-friendly space and easy beach 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, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,032.

From$147/night

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Sojourn's Harborage S

Apartment, Willoughby Spit

Sojourn's Harborage S is a apartment in Willoughby Spit, 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 Sojourn's Harborage S

Sojourn's Harborage S is a apartment in Willoughby Spit, 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 $1,100.

From$157/night

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Sojourn's Harborage | Pet-Friendly

Apartment, Willoughby Spit

Sojourn's Harborage · Pet-Friendly is a apartment in Willoughby Spit, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Sojourn's Harborage | Pet-Friendly

Sojourn's Harborage · Pet-Friendly is a apartment in Willoughby Spit, 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 $1,170.

From$167/night

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The Boat House - Water Front, WiFi, Pet Friendly by RedAwning

Holiday Home, Willoughby Spit

The Boat House - Water Front, WiFi, Pet Friendly by RedAwning is a holiday home in Willoughby Spit, with pet-friendly space and parking. This stay gives travelers a comfortable base for…

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About The Boat House - Water Front, WiFi, Pet Friendly by RedAwning

The Boat House - Water Front, WiFi, Pet Friendly by RedAwning is a holiday home in Willoughby Spit, 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, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,913.

From$273/night

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Vacation rentals with a kitchen in Willoughby Spit, VA

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

Charming 2-bedroom house with WiFi, AC in pleasant Norfolk - Close to beach

Holiday Home, Willoughby Spit

Charming 2-bedroom house with WiFi, AC in pleasant Norfolk - Close to beach is a holiday home in Willoughby Spit, with easy beach access, kitchen access, and room for a group. This stay…

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About Charming 2-bedroom house with WiFi, AC in pleasant Norfolk - Close to beach

Charming 2-bedroom house with WiFi, AC in pleasant Norfolk - Close to beach is a holiday home in Willoughby Spit, with easy beach access, 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 kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,075.

From$154/night

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Norfolk Beach Casita / Fenced Yard / Dog Friendly

Holiday Home, Willoughby Spit

Norfolk Beach Casita / Fenced Yard / Dog Friendly is a holiday home in Willoughby Spit, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a…

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About Norfolk Beach Casita / Fenced Yard / Dog Friendly

Norfolk Beach Casita / Fenced Yard / Dog Friendly is a holiday home in Willoughby Spit, with pet-friendly space, easy beach 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,728.

From$247/night

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*20% OFF Newly Remodeled #4* 5min walk to the Beach, Amazing Virginia Pro Host.

Apartment, Willoughby Spit

*20% OFF Newly Remodeled #4* 5min walk to the Beach, Amazing Virginia Pro Host. is a apartment in Willoughby Spit, with easy beach access, parking, and kitchen access. This stay gives…

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About *20% OFF Newly Remodeled #4* 5min walk to the Beach, Amazing Virginia Pro Host.

*20% OFF Newly Remodeled #4* 5min walk to the Beach, Amazing Virginia Pro Host. is a apartment in Willoughby Spit, with easy beach 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,806.

From$258/night

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Willoughby 4BR Coastal Home • Steps to Shore

Holiday Home, Willoughby Spit

Willoughby 4BR Coastal Home · Steps to Shore is a holiday home in Willoughby Spit, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Willoughby 4BR Coastal Home • Steps to Shore

Willoughby 4BR Coastal Home · Steps to Shore is a holiday home in Willoughby Spit, 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 $2,020.

From$289/night

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Family-friendly vacation rentals in Willoughby Spit, VA

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

Historic Beach Side Getaway - Pet friendly, WiFi cottage

Holiday Home, Willoughby Spit

Historic Beach Side Getaway - Pet friendly, WiFi cottage is a holiday home in Willoughby Spit, with pet-friendly space and easy beach access. This stay gives travelers a comfortable base…

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About Historic Beach Side Getaway - Pet friendly, WiFi cottage

Historic Beach Side Getaway - Pet friendly, WiFi cottage is a holiday home in Willoughby Spit, with pet-friendly space and easy beach 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 beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,610.

From$394/night

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Cozy Bay View OceanSide cottage

Holiday Home, Willoughby Spit

Cozy Bay View OceanSide cottage is a holiday home in Willoughby Spit, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Cozy Bay View OceanSide cottage

Cozy Bay View OceanSide cottage is a holiday home in Willoughby Spit, 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, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,660.

From$289/night

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Cozy Bay View OceanSide by RedAwning

Cottage, Willoughby Spit

Cozy Bay View OceanSide by RedAwning is a cottage in Willoughby Spit, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Cozy Bay View OceanSide by RedAwning

Cozy Bay View OceanSide by RedAwning is a cottage in Willoughby Spit, 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, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,536.

From$362/night

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Sojourn | Coastal Cottage | 3 BR

Holiday Home, Willoughby Spit

Sojourn · Coastal Cottage · 3 BR is a holiday home in Willoughby Spit, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Sojourn | Coastal Cottage | 3 BR

Sojourn · Coastal Cottage · 3 BR is a holiday home in Willoughby Spit, 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 $2,538.

From$363/night

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