Round Hill Holiday Rentals

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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Round Hill holiday rentals

Outdoor spa tub

A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub

A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
Linden
9.4 out of 10, Exceptional, (13 reviews)
"Great place to stay to catch the northern entrance to Shenandoah. Comfortable beds, great furniture, and easy drive to Front Royal for dining. "
United States
Scott M.
A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
Exterior

Custom Train-Themed Lodge on 7 Private Acres with Walking Trails

Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Martinsburg
9.8 out of 10, Exceptional, (23 reviews)
"Host was super nice and location was pretty. "
United States
Kimberly B.
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Outdoor dining

Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets
Harpers Ferry
10.0 out of 10, Exceptional, (26 reviews)
"Host was helpful and everything was wonderful."
United States
Karen
The price is HK$1,911
HK$3,934 total
includes taxes & fees
22 May - 23 May
Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets
Property grounds

Charming Cabin in the Woods with River Access

Charming Cabin in the Woods with River Access
Shepherdstown
9.6 out of 10, Exceptional, (44 reviews)
"Loved the place and area."
United States
Steve R.
The price is HK$1,507
HK$2,644 total
includes taxes & fees
25 May - 26 May
Charming Cabin in the Woods with River Access
Fridge, microwave, oven, stovetop

Royal Heritage Home @ Historic Leesburg

Royal Heritage Home @ Historic Leesburg
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (40 reviews)
"Awesome spot, truly walking distance to all the cool little downtown stuff. Host was kind and there wasn't almost any check out procedure! "
United States
Charles K.
Royal Heritage Home @ Historic Leesburg
Interior

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
9.8 out of 10, Exceptional, (17 reviews)
"GREAT stay…loved the location, the hot tub, the amenities, and the host."
United States
Domenic E.
The price is HK$1,762
HK$3,117 total
includes taxes & fees
26 May - 27 May
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Dining

~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!

~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!
Harpers Ferry
10.0 out of 10, Exceptional, (89 reviews)
"The host had great communication and the place was exactly as pictured! "
United States
Colleen J.
The price is HK$1,448
HK$3,006 total
includes taxes & fees
25 May - 26 May
~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!
Interior

Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV

Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV
Harpers Ferry
10.0 out of 10, Exceptional, (10 reviews)
"Perfect place to spend a few nights with our two dogs. Very clean, great amenities, and beautifully decorated. Highly recommend!! "
United States
Megan L.
Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV
Exterior

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (74 reviews)
"Cozy home, great location, and kind and helpful host. Would like to stay again. "
United States
Matthew S.
The price is HK$508
HK$1,042 total
includes taxes & fees
1 Jun - 2 Jun
❤️ Secluded 1940s Romantic Tiny House on the River
Exterior

18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (60 reviews)
"Loved out stay! "
United States
Emilee
The price is HK$2,154
HK$3,093 total
includes taxes & fees
7 Jun - 8 Jun
18th Century Stone Cottage minutes from historic Middleburg
Outdoor dining

3BR cabin w/ hot tub & game room

3BR cabin w/ hot tub & game room
Harpers Ferry
9.0 out of 10, Wonderful, (65 reviews)
"House was wonderful, and I loved how often Tony checked in! Will absolutely be staying here again!"
United States
Chelsey-Ann
The price is HK$1,379
HK$2,641 total
includes taxes & fees
25 May - 26 May
3BR cabin w/ hot tub & game room
Property grounds

Blue Mountain Cabin, secluded, perfect for couples, near main road

Blue Mountain Cabin, secluded, perfect for couples, near main road
Front Royal
10.0 out of 10, Exceptional, (34 reviews)
"Great stay! The place was clean, comfortable, and exactly as described. Host was responsive and helpful. Would definitely stay again."
United States
Wafaa L.
The price is HK$1,488
HK$1,840 total
includes taxes & fees
24 May - 25 May
Blue Mountain Cabin, secluded, perfect for couples, near main road
Exterior

The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views

The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views
Haymarket
8.6 out of 10, Excellent, (16 reviews)
"The house was pretty much as described. It was a nice area, and secluded to itself. The exterior is pretty well aged, but still in decent shape to spend time outside."
United States
Erek J.
The price is HK$2,220
HK$4,071 total
includes taxes & fees
26 May - 27 May
The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views
Outdoor spa tub

Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi

Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi
Boyce
10.0 out of 10, Exceptional, (35 reviews)
"A very spacious and well equipped home to get away from it all; but, also convenient to Winchester for a night out. The fenced in areas for dogs were lovely."
United States
David A.
The price is HK$2,541
HK$5,188 total
includes taxes & fees
7 Jun - 8 Jun
Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi
Interior

Forest chalet w/ hot tub & BBQ grill

Forest chalet w/ hot tub & BBQ grill
Harpers Ferry
9.2 out of 10, Wonderful, (33 reviews)
"Enjoyed the levels, hot tub, porch to get outside with my coffee, pet strolling area marvelous and washer/dryer."
United States
tracey b.
The price is HK$1,483
HK$2,569 total
includes taxes & fees
26 May - 27 May
Forest chalet w/ hot tub & BBQ grill
Property grounds

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

Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location
Harpers Ferry
7.6 out of 10, Good, (27 reviews)
"The inside was well done and clean. Even though the neighbors are close, they were quiet. My husband and I were able to relax in a comfortable setting."
United States
Melissa H.
The price is HK$1,403
HK$2,755 total
includes taxes & fees
3 Jun - 4 Jun
Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location
Interior

A peaceful, forest retreat with stunning views near historic Harpers Ferry.

A peaceful, forest retreat with stunning views near historic Harpers Ferry.
Harpers Ferry
9.6 out of 10, Exceptional, (9 reviews)
"Great place to stay!! Very happy with the accommodations "
United States
Amanda E.
The price is HK$1,424
HK$2,991 total
includes taxes & fees
27 May - 28 May
A peaceful, forest retreat with stunning views near historic Harpers Ferry.
Outdoor dining

Hunters Retreat with High Speed Internet

Hunters Retreat with High Speed Internet
Middleburg
10.0 out of 10, Exceptional, (6 reviews)
"We had the best fall weekend and the property is amazing "
United States
Kelly T.
The price is HK$5,992
HK$10,859 total
includes taxes & fees
2 Jun - 3 Jun
Hunters Retreat with High Speed Internet
Interior

Mountain cabin near national park & wineries

Mountain cabin near national park & wineries
Linden
10.0 out of 10, Exceptional, (31 reviews)
"The house and location were perfect for a little getaway with friends. It was very clean, and the location was great! We were very pleased with the entire experience."
United States
Jennifer d.
The price is HK$1,480
HK$3,335 total
includes taxes & fees
25 May - 26 May
Mountain cabin near national park & wineries
Fridge, microwave, oven, stovetop

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Jefferson
9.8 out of 10, Exceptional, (63 reviews)
"The beds were incredibly comfortable. Great house. Great location. "
United States
Julie B.
The price is HK$705
HK$1,926 total
includes taxes & fees
25 May - 26 May
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Round Hill Hotel Reviews

Hampton Inn & Suites Washington-Dulles International Airport

Hampton Inn & Suites Washington-Dulles International Airport

10/10 Excellent
"Short stay, everything was excellant"
Ben 1-night trip
Posted 4 hours ago
Hampton Inn & Suites Washington-Dulles International Airport

Find out more about Round Hill

Search for holiday rentals in Round Hill on Expedia! You can easily find your home rentals, villas, holiday apartments in Round Hill using one of the methods below:

  • View our selection of featured holiday rentals in Round Hill
  • Use the map to find apartments and other holiday homes in the Round Hill neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Round Hill while they last

Look no further and take a look at our great range of rental properties in Round Hill!

Frequently asked questions

Are there holiday rentals in Round Hill?

Yes, there are holiday rentals in Round Hill close to Round Hill Arts Center, or you can select a more secluded option if you're looking for a relaxing stay. Round Hill is known for its golf courses and art.

What are some of the best holiday rentals that Round Hill has to offer?

Terra Alta - Incredible River Views and Hot Tub!: This holiday home rental outside of Round Hill is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Round Hill?

Choose from 6 Expedia holiday rentals in Round Hill for a memorable holiday.

What can I see and do in Round Hill?

Family-friendly attractions include Hill High Country Store and K & S Pewter, whereas Sleeter Lake is a spot to enjoy the outdoors. Stoneleigh Golf and Country Club and Round Hill Arts Center are other places to visit while you're in town.

What are holiday rentals like in Round Hill?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Round Hill. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip.