Vacation rentals in Pittsylvania County, VA

Best vacation rentals and Airbnb offers in Pittsylvania County, VA

Renovated , cozy condo overlooking Smith Mountain Lake waits for you!

Condo, Pittsylvania County

Renovated , cozy condo overlooking Smith Mountain Lake waits for you! is a condo in Pittsylvania County, with pool access. This stay gives travelers a comfortable base for exploring the…

Read more

About Renovated , cozy condo overlooking Smith Mountain Lake waits for you!

Renovated , cozy condo overlooking Smith Mountain Lake waits for you! is a condo in Pittsylvania County, 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $942.

From$135/night

Show›

Cozy 2b/1bath Home- 3 miles to Casino

Holiday Home, Pittsylvania County

Cozy 2b/1bath Home- 3 miles to Casino is a holiday home in Pittsylvania County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Cozy 2b/1bath Home- 3 miles to Casino

Cozy 2b/1bath Home- 3 miles to Casino is a holiday home in Pittsylvania County, 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 washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,152.

From$165/night

Show›

Central Haven, 2 mins from Downtown, 2bd/1bt

Apartment, Pittsylvania County

Central Haven, 2 mins from Downtown, 2bd/1bt is a apartment in Pittsylvania County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Central Haven, 2 mins from Downtown, 2bd/1bt

Central Haven, 2 mins from Downtown, 2bd/1bt is a apartment in Pittsylvania County, 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 washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,152.

From$165/night

Show›

The Southwest meets D-Vegas

Holiday Home, Pittsylvania County

The Southwest meets D-Vegas is a holiday home in Pittsylvania County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About The Southwest meets D-Vegas

The Southwest meets D-Vegas is a holiday home in Pittsylvania County, 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 $1,175.

From$168/night

Show›

Vacation rentals with a pool in Pittsylvania County, VA

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

Frazier 102, A Fully Restored Historic Home

Holiday Home, Pittsylvania County

Frazier 102, A Fully Restored Historic Home is a holiday home in Pittsylvania County, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the…

Read more

About Frazier 102, A Fully Restored Historic Home

Frazier 102, A Fully Restored Historic Home is a holiday home in Pittsylvania County, with pet-friendly space and 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, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,261.

From$180/night

Show›

Romantic condo with beautiful sunset views of Smith Mountain Lake

Condo, Pittsylvania County

Romantic condo with beautiful sunset views of Smith Mountain Lake is a condo in Pittsylvania County, with pool access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Romantic condo with beautiful sunset views of Smith Mountain Lake

Romantic condo with beautiful sunset views of Smith Mountain Lake is a condo in Pittsylvania County, 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,282.

From$183/night

Show›

Spacious 2BR + Loft Condo • Pool • Gorgeous Lake View

Condo, Pittsylvania County

Spacious 2BR + Loft Condo · Pool · Gorgeous Lake View is a condo in Pittsylvania County, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base…

Read more

About Spacious 2BR + Loft Condo • Pool • Gorgeous Lake View

Spacious 2BR + Loft Condo · Pool · Gorgeous Lake View is a condo in Pittsylvania County, with pool 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,428.

From$204/night

Show›

Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake

Condo, Pittsylvania County

Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake is a condo in Pittsylvania County, with pool access. This stay gives travelers a comfortable base for exploring…

Read more

About Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake

Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake is a condo in Pittsylvania County, 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: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,462.

From$209/night

Show›

Vacation rentals with parking in Pittsylvania County, VA

Find vacation rentals that make arriving by car easier.

Sleeps 6 ½ Mi to Casino 2bd/1bath 3 Beds

Holiday Home, Pittsylvania County

Sleeps 6 ½ Mi to Casino 2bd/1bath 3 Beds is a holiday home in Pittsylvania County, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

Read more

About Sleeps 6 ½ Mi to Casino 2bd/1bath 3 Beds

Sleeps 6 ½ Mi to Casino 2bd/1bath 3 Beds is a holiday home in Pittsylvania County, 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 $1,317.

From$188/night

Show›

The Central Nest-3bd/1bth -2.5miles from Casino

Holiday Home, Pittsylvania County

The Central Nest-3bd/1bth -2.5miles from Casino is a holiday home in Pittsylvania County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About The Central Nest-3bd/1bth -2.5miles from Casino

The Central Nest-3bd/1bth -2.5miles from Casino is a holiday home in Pittsylvania County, 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 $1,532.

From$219/night

Show›

Smith Mountain Lake w/ Private Beach ONLY 2 people

Apartment, Pittsylvania County

Smith Mountain Lake w/ Private Beach ONLY 2 people is a apartment in Pittsylvania County, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base…

Read more

About Smith Mountain Lake w/ Private Beach ONLY 2 people

Smith Mountain Lake w/ Private Beach ONLY 2 people is a apartment in Pittsylvania County, 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 $1,548.

From$221/night

Show›

The Dragonfly, 3bd/1.5bth, 2.2 miles to Casino

Holiday Home, Pittsylvania County

The Dragonfly, 3bd/1.5bth, 2.2 miles to Casino is a holiday home in Pittsylvania County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About The Dragonfly, 3bd/1.5bth, 2.2 miles to Casino

The Dragonfly, 3bd/1.5bth, 2.2 miles to Casino is a holiday home in Pittsylvania County, 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 $1,636.

From$234/night

Show›

Pet-friendly vacation rentals in Pittsylvania County, VA

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

Waterfront Condo with Pool for Romantic Getaways and Fisherman. Pet Friendly!

Condo, Pittsylvania County

Waterfront Condo with Pool for Romantic Getaways and Fisherman. Pet Friendly! is a condo in Pittsylvania County, with pet-friendly space, pool access, and easy beach access. This stay gives…

Read more

About Waterfront Condo with Pool for Romantic Getaways and Fisherman. Pet Friendly!

Waterfront Condo with Pool for Romantic Getaways and Fisherman. Pet Friendly! is a condo in Pittsylvania County, with pet-friendly space, pool access, 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: pool, free wifi, kitchen, and with kitchen.

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

From$155/night

Show›

The Cedar Farm Close To VIR, Danville

Holiday Home, Pittsylvania County

The Cedar Farm Close To VIR, Danville is a holiday home in Pittsylvania County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About The Cedar Farm Close To VIR, Danville

The Cedar Farm Close To VIR, Danville is a holiday home in Pittsylvania County, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,464.

From$209/night

Show›

Walking Distance to Casino

Holiday Home, Pittsylvania County

Walking Distance to Casino is a holiday home in Pittsylvania County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Walking Distance to Casino

Walking Distance to Casino is a holiday home in Pittsylvania County, 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 $1,745.

From$249/night

Show›

Cozy Home Centrally Located + Great Amenities

Holiday Home, Pittsylvania County

Cozy Home Centrally Located + Great Amenities is a holiday home in Pittsylvania County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Cozy Home Centrally Located + Great Amenities

Cozy Home Centrally Located + Great Amenities is a holiday home in Pittsylvania County, 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 $1,754.

From$251/night

Show›

Vacation rentals with a kitchen in Pittsylvania County, VA

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

2bd/1ba Home-Minutes from Casino

Holiday Home, Pittsylvania County

2bd/1ba Home-Minutes from Casino is a holiday home in Pittsylvania County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About 2bd/1ba Home-Minutes from Casino

2bd/1ba Home-Minutes from Casino is a holiday home in Pittsylvania County, 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, kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,490.

From$213/night

Show›

Smith Mountain Lake Retreat w/ Private Beach!

Apartment, Pittsylvania County

Smith Mountain Lake Retreat w/ Private Beach! is a apartment in Pittsylvania County, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Smith Mountain Lake Retreat w/ Private Beach!

Smith Mountain Lake Retreat w/ Private Beach! is a apartment in Pittsylvania County, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,891.

From$226/night

Show›

Comfortable Lakefront Property With Views

Holiday Home, Pittsylvania County

Comfortable Lakefront Property With Views is a holiday home in Pittsylvania County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Comfortable Lakefront Property With Views

Comfortable Lakefront Property With Views is a holiday home in Pittsylvania County, 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: hot tub, kitchen, with kitchen, parking, and onsite parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,712.

From$245/night

Show›

Danville Retreat w/ Hot Tub & Cozy Fireplace!

Holiday Home, Pittsylvania County

Danville Retreat w/ Hot Tub & Cozy Fireplace! is a holiday home in Pittsylvania County, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

Read more

About Danville Retreat w/ Hot Tub & Cozy Fireplace!

Danville Retreat w/ Hot Tub & Cozy Fireplace! is a holiday home in Pittsylvania County, 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, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,477.

From$354/night

Show›

Family-friendly vacation rentals in Pittsylvania County, VA

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

Cozy Red Door Cottage - 5 mins from Casino

Holiday Home, Pittsylvania County

Cozy Red Door Cottage - 5 mins from Casino is a holiday home in Pittsylvania County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Cozy Red Door Cottage - 5 mins from Casino

Cozy Red Door Cottage - 5 mins from Casino is a holiday home in Pittsylvania County, 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 $1,596.

From$228/night

Show›

Shangri La Family town home with Internet

Holiday Home, Pittsylvania County

Shangri La Family town home with Internet is a holiday home in Pittsylvania County, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

Read more

About Shangri La Family town home with Internet

Shangri La Family town home with Internet is a holiday home in Pittsylvania County, 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 $1,701.

From$243/night

Show›

Family Friendly, Lake Front Condo on Quiet Southern Part of the Smith Mtn Lake

Condo, Pittsylvania County

Family Friendly, Lake Front Condo on Quiet Southern Part of the Smith Mtn Lake is a condo in Pittsylvania County, with pool access, room for a group, and a quieter setting. This stay gives…

Read more

About Family Friendly, Lake Front Condo on Quiet Southern Part of the Smith Mtn Lake

Family Friendly, Lake Front Condo on Quiet Southern Part of the Smith Mtn Lake is a condo in Pittsylvania County, with pool access, room for a group, 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,908.

From$273/night

Show›

Avalon Cottage w/ hot tub

Cottage, Pittsylvania County

Avalon Cottage w/ hot tub is a cottage in Pittsylvania County, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Avalon Cottage w/ hot tub

Avalon Cottage w/ hot tub is a cottage in Pittsylvania County, 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 $2,110.

From$301/night

Show›