Vacation rentals in Round Hill, VA

75 available vacation rental offers

airbnbBooking.comVrboExpediaSonderpricelineTripadvisorTrip.comHomestayHotels.comOrbitz

Choose the perfect vacation accommodation

Price per night

Up to $100$100 - 200From $200

Accommodation type

Vacation rentals and Airbnb

Rating

Excellent 9+Very good 8+Good 7+All ratings

Best vacation rentals and Airbnb offers in Round Hill, VA

Harpers Ferry Cabin - Walk to Private Lake! - Round Hill, VA

Harpers Ferry Cabin - Walk to Private Lake!

Holiday Home, Round Hill

Harpers Ferry Cabin - Walk to Private Lake! is a holiday home in Round Hill, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Harpers Ferry Cabin - Walk to Private Lake!

Harpers Ferry Cabin - Walk to Private Lake! is a holiday home in Round Hill, 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 $1,605.

From$144/night
Show
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries. - Round Hill, VA

Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.

Apartment, Round Hill

Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries. is a apartment in Round Hill, with pet-friendly space and parking. This stay gives travelers a comfortable…

Read more

About Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.

Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries. is a apartment in Round Hill, 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 $1,214.

From$173/night
Show
6 Mi to Historic Leesburg: Apt w/ On-site Dining - Round Hill, VA

6 Mi to Historic Leesburg: Apt w/ On-site Dining

Apartment, Round Hill

6 Mi to Historic Leesburg: Apt w/ On-site Dining is a apartment in Round Hill, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About 6 Mi to Historic Leesburg: Apt w/ On-site Dining

6 Mi to Historic Leesburg: Apt w/ On-site Dining is a apartment in Round Hill, 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 $1,550.

From$175/night
Show
Gastropub On-site: Loudoun Wine Country Apartment - Round Hill, VA

Gastropub On-site: Loudoun Wine Country Apartment

Apartment, Round Hill

Gastropub On-site: Loudoun Wine Country Apartment is a apartment in Round Hill, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Gastropub On-site: Loudoun Wine Country Apartment

Gastropub On-site: Loudoun Wine Country Apartment is a apartment in Round Hill, 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 $1,550.

From$175/night
Show

Vacation rentals with a pool in Round Hill, VA

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

The Van Gogh Room in Villa - Round Hill, VA

The Van Gogh Room in Villa

B & B, Round Hill

The Van Gogh Room in Villa is a b & b in Round Hill, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About The Van Gogh Room in Villa

The Van Gogh Room in Villa is a b & b in Round Hill, with pool 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: pool, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,323.

From$332/night
Show
Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view. - Round Hill, VA

Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view.

B & B, Round Hill

Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view. is a b & b in Round Hill, with pool access, outdoor space, and kitchen access. This stay gives travelers a…

Read more

About Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view.

Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view. is a b & b in Round Hill, with pool access, outdoor 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,501.

From$357/night
Show
Shiloh, Shiloh Renovated Farm House in Purcellville - Round Hill, VA

Shiloh, Shiloh Renovated Farm House in Purcellville

Holiday Home, Round Hill

Shiloh, Shiloh Renovated Farm House in Purcellville is a holiday home in Round Hill, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Shiloh, Shiloh Renovated Farm House in Purcellville

Shiloh, Shiloh Renovated Farm House in Purcellville is a holiday home in Round Hill, 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 $5,565.

From$795/night
Show
Tyrolean Garden Suite w/pool/private entrance n patio - Round Hill, VA

Tyrolean Garden Suite w/pool/private entrance n patio

B & B, Round Hill

Tyrolean Garden Suite w/pool/private entrance n patio is a b & b in Round Hill, with pool access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the…

Read more

About Tyrolean Garden Suite w/pool/private entrance n patio

Tyrolean Garden Suite w/pool/private entrance n patio is a b & b in Round Hill, with pool access, outdoor 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: pool, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,698.

From$243/night
Show

Vacation rentals with parking in Round Hill, VA

Find vacation rentals that make arriving by car easier.

Private Downtown Charles Town Condo w/ Laundry Above Abolitionist Ale Works #202 - Round Hill, VA

Private Downtown Charles Town Condo w/ Laundry Above Abolitionist Ale Works #202

Condo, Round Hill

Private Downtown Charles Town Condo w/ Laundry Above Abolitionist Ale Works #202 is a condo in Round Hill, with parking and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Private Downtown Charles Town Condo w/ Laundry Above Abolitionist Ale Works #202

Private Downtown Charles Town Condo w/ Laundry Above Abolitionist Ale Works #202 is a condo in Round Hill, 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 $773.

From$110/night
Show
Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues - Round Hill, VA

Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues

Apartment, Round Hill

Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues is a apartment in Round Hill, with parking and kitchen access. This stay gives travelers a comfortable base…

Read more

About Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues

Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues is a apartment in Round Hill, 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 $1,544.

From$221/night
Show
Villa Maud - Round Hill, VA

Villa Maud

Villa, Round Hill

Villa Maud is a villa in Round Hill, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Read more

About Villa Maud

Villa Maud is a villa in Round Hill, 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: hot tub, free wifi, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,314.

From$263/night
Show
Historic Farmhouse, Fully Renovated in Fall 2023 - Round Hill, VA

Historic Farmhouse, Fully Renovated in Fall 2023

Country House, Round Hill

Historic Farmhouse, Fully Renovated in Fall 2023 is a country house in Round Hill, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Historic Farmhouse, Fully Renovated in Fall 2023

Historic Farmhouse, Fully Renovated in Fall 2023 is a country house in Round Hill, 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: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,734.

From$391/night
Show

Pet-friendly vacation rentals in Round Hill, VA

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

Basement apartment minutes from historic Harpers Ferry - Round Hill, VA

Basement apartment minutes from historic Harpers Ferry

Holiday Home, Round Hill

Basement apartment minutes from historic Harpers Ferry is a holiday home in Round Hill, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Basement apartment minutes from historic Harpers Ferry

Basement apartment minutes from historic Harpers Ferry is a holiday home in Round Hill, 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 $962.

From$137/night
Show
Harpers Ferry Cabin - Walk to Private Lake! - Round Hill, VA

Harpers Ferry Cabin - Walk to Private Lake!

Cabin, Round Hill

Harpers Ferry Cabin - Walk to Private Lake! is a cabin in Round Hill, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Harpers Ferry Cabin - Walk to Private Lake!

Harpers Ferry Cabin - Walk to Private Lake! is a cabin in Round Hill, 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 $1,377.

From$197/night
Show
Magical Log Cabin w/Fireplace/ 15 min to Harpers - Round Hill, VA

Magical Log Cabin w/Fireplace/ 15 min to Harpers

Cabin, Round Hill

Magical Log Cabin w/Fireplace/ 15 min to Harpers is a cabin in Round Hill, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Magical Log Cabin w/Fireplace/ 15 min to Harpers

Magical Log Cabin w/Fireplace/ 15 min to Harpers is a cabin in Round Hill, 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 $1,492.

From$213/night
Show
Charming, Cozy, Mountain Cabin in the Woods<br> - Round Hill, VA

Charming, Cozy, Mountain Cabin in the Woods<br>

Cabin, Round Hill

Charming, Cozy, Mountain Cabin in the Woods<br> is a cabin in Round Hill, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

Read more

About Charming, Cozy, Mountain Cabin in the Woods<br>

Charming, Cozy, Mountain Cabin in the Woods<br> is a cabin in Round Hill, with pet-friendly space, 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,495.

From$214/night
Show

Vacation rentals with a kitchen in Round Hill, VA

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

Quiet Renovated Historic Condo Above Abolitionist Ale Works w/ Washer Dryer #301 - Round Hill, VA

Quiet Renovated Historic Condo Above Abolitionist Ale Works w/ Washer Dryer #301

Condo, Round Hill

Quiet Renovated Historic Condo Above Abolitionist Ale Works w/ Washer Dryer #301 is a condo in Round Hill, with parking, kitchen access, and a quieter setting. This stay gives travelers a…

Read more

About Quiet Renovated Historic Condo Above Abolitionist Ale Works w/ Washer Dryer #301

Quiet Renovated Historic Condo Above Abolitionist Ale Works w/ Washer Dryer #301 is a condo in Round Hill, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $807.

From$115/night
Show
The Outpost Suite 3 - Whimsical Farmhouse Retreat - Round Hill, VA

The Outpost Suite 3 - Whimsical Farmhouse Retreat

Apartment, Round Hill

The Outpost Suite 3 - Whimsical Farmhouse Retreat is a apartment in Round Hill, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base…

Read more

About The Outpost Suite 3 - Whimsical Farmhouse Retreat

The Outpost Suite 3 - Whimsical Farmhouse Retreat is a apartment in Round Hill, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,330.

From$190/night
Show
super cosy cottage with high speed internet! - Round Hill, VA

super cosy cottage with high speed internet!

Holiday Home, Round Hill

super cosy cottage with high speed internet! is a holiday home in Round Hill, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About super cosy cottage with high speed internet!

super cosy cottage with high speed internet! is a holiday home in Round Hill, 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 $1,483.

From$212/night
Show
Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location - Round Hill, VA

Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location

Holiday Home, Round Hill

Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location is a holiday home in Round Hill, with pet-friendly space, kitchen access, and a quieter setting. This stay…

Read more

About Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location

Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location is a holiday home in Round Hill, with pet-friendly space, 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,566.

From$224/night
Show

Family-friendly vacation rentals in Round Hill, VA

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

\"The Wilt House\" - Cozy Vintage Home by Charles Town, Casino & More! - Round Hill, VA

\"The Wilt House\" - Cozy Vintage Home by Charles Town, Casino & More!

Holiday Home, Round Hill

\"The Wilt House\" - Cozy Vintage Home by Charles Town, Casino & More! is a holiday home in Round Hill, with parking and kitchen access. This stay gives travelers a comfortable base for…

Read more

About \"The Wilt House\" - Cozy Vintage Home by Charles Town, Casino & More!

\"The Wilt House\" - Cozy Vintage Home by Charles Town, Casino & More! is a holiday home in Round Hill, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,131.

From$162/night
Show
Cozy Haven Cottage - Wedding and Winery Retreat - Leesburg/Purcellville Area - Round Hill, VA

Cozy Haven Cottage - Wedding and Winery Retreat - Leesburg/Purcellville Area

Cottage, Round Hill

Cozy Haven Cottage - Wedding and Winery Retreat - Leesburg/Purcellville Area is a cottage in Round Hill, with a quieter setting. This stay gives travelers a comfortable base for exploring…

Read more

About Cozy Haven Cottage - Wedding and Winery Retreat - Leesburg/Purcellville Area

Cozy Haven Cottage - Wedding and Winery Retreat - Leesburg/Purcellville Area is a cottage in Round Hill, with 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, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,308.

From$187/night
Show
Suite 4: Outpost · Gorgeous Farm Carriage House Loft - Round Hill, VA

Suite 4: Outpost · Gorgeous Farm Carriage House Loft

Country House, Round Hill

Suite 4: Outpost · Gorgeous Farm Carriage House Loft is a country house in Round Hill, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring…

Read more

About Suite 4: Outpost · Gorgeous Farm Carriage House Loft

Suite 4: Outpost · Gorgeous Farm Carriage House Loft is a country house in Round Hill, 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, family friendly, and kids toys.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,441.

From$206/night
Show
Historic Schoolhouse on Winery Row - Round Hill, VA

Historic Schoolhouse on Winery Row

Cottage, Round Hill

Historic Schoolhouse on Winery Row is a cottage in Round Hill, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Historic Schoolhouse on Winery Row

Historic Schoolhouse on Winery Row is a cottage in Round Hill, 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 $1,452.

From$207/night
Show