Round Hill Holiday Rentals

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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Round Hill holiday rentals

Exterior

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (72 reviews)
"Cozy home, great location, and kind and helpful host. Would like to stay again. "
United States
Matthew S.
The price is HK$564
HK$1,106 total
includes taxes & fees
20 Apr - 21 Apr
❤️ Secluded 1940s Romantic Tiny House on the River
Exterior

Cottage on King | Charming Historic Leesburg Home

Cottage on King | Charming Historic Leesburg Home
Leesburg's Old and Historic District
9.6 out of 10, Exceptional, (69 reviews)
"the cottage had everything we needed. "
United States
christa S.
The price is HK$1,949
HK$3,548 total
includes taxes & fees
6 Apr - 7 Apr
Cottage on King | Charming Historic Leesburg Home
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, (31 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$1,489
HK$1,816 total
includes taxes & fees
6 Apr - 7 Apr
Blue Mountain Cabin, secluded, perfect for couples, near main road
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, (16 reviews)
"Absolutely amazing place and stay! I could not possibly be more impressed and I look forward to coming back."
United States
Jasmine M.
The price is HK$1,764
HK$3,074 total
includes taxes & fees
6 Apr - 7 Apr
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Casino

5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit

5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit
Sharpsburg
10.0 out of 10, Exceptional, (42 reviews)
"We only stayed 2 nights for a little getaway, but this fit the bill perfectly. Everything was clean and comfortable, and the host was very responsive. Will be looking to stay again when the weather is warmer! "
United States
Matthew M.
The price is HK$745
HK$2,131 total
includes taxes & fees
13 Apr - 14 Apr
5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit
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, (61 reviews)
"The beds were incredibly comfortable. Great house. Great location. "
United States
Julie B.
The price is HK$666
HK$1,845 total
includes taxes & fees
6 Apr - 7 Apr
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Terrace/patio

The Cottage on Royal - Historic Leesburg Home

The Cottage on Royal - Historic Leesburg Home
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (19 reviews)
"Delightful cottage, super convenient, and our host was extremely nice and attentive. "
United States
Mark M.
The price is HK$1,961
HK$4,067 total
includes taxes & fees
7 Apr - 8 Apr
The Cottage on Royal - Historic Leesburg Home
Property grounds

A unique mountaintop getaway overlooking Willow Croft Winery.

A unique mountaintop getaway overlooking Willow Croft Winery.
Leesburg
10.0 out of 10, Exceptional, (116 reviews)
"Wonderful home with outstanding hosts! Will hope to stay here every time we visit Leesburg!"
United States
Ethan R.
The price is HK$2,469
HK$4,691 total
includes taxes & fees
7 Apr - 8 Apr
A unique mountaintop getaway overlooking Willow Croft Winery.
Fridge, microwave, oven, stovetop

Quaint Royal Cottage @ Historic Leesburg

Quaint Royal Cottage @ Historic Leesburg
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (10 reviews)
"Great location in a great town!"
United States
Gigi D.
The price is HK$1,714
HK$3,729 total
includes taxes & fees
6 Apr - 7 Apr
Quaint Royal Cottage @ Historic Leesburg
Exterior

The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views

The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views
Haymarket
8.6 out of 10, Excellent, (15 reviews)
"Absolutely amazing place!Very clean and great viewThe hot tub was stellar and sparkling clean!A lot of stairs up to it and switchbacks driving but totally worth it!Bed was sooo comfortable!Definitely take Logmill Road untilit meets Gore Road and ignore GPS….A fabulous place with a lot ofhistory!Great sunrises but close the downstairs bedroomdoor if you don’t want to wake up that earlyLoved our stay and would definitely return!Spent the week over Thanksgiving visiting family"
United States
Kathleen G.
The price is HK$1,965
HK$3,660 total
includes taxes & fees
28 Apr - 29 Apr
The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views
Terrace/patio

Hillside Hideaway in Lowertown Harpers Ferry

Hillside Hideaway in Lowertown Harpers Ferry
Harpers Ferry
10.0 out of 10, Exceptional, (19 reviews)
"The house is in a perfect spot to explore downtown Harpers Ferry! So much history within walking distance and so many beautiful homes. "
United States
Anonymous traveller
The price is HK$2,587
HK$4,069 total
includes taxes & fees
12 Apr - 13 Apr
Hillside Hideaway in Lowertown Harpers Ferry
Exterior

Beautiful, Historic, Hiking, Biking and C&O Canal

Beautiful, Historic, Hiking, Biking and C&O Canal
Brunswick
10.0 out of 10, Exceptional, (24 reviews)
"For visiting Harpers Ferry, location was ideal."
United States
Barbara W.
The price is HK$905
HK$1,541 total
includes taxes & fees
6 Apr - 7 Apr
Beautiful, Historic, Hiking, Biking and C&O Canal
Exterior

18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (57 reviews)
"Loved out stay! "
United States
Emilee
The price is HK$2,156
HK$3,087 total
includes taxes & fees
16 Apr - 17 Apr
18th Century Stone Cottage minutes from historic Middleburg
3 bedrooms, desk, iron/ironing board, travel cot

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, (7 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.
The price is HK$1,505
HK$3,580 total
includes taxes & fees
6 Apr - 7 Apr
Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV
Interior

Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI
Harpers Ferry
9.2 out of 10, Wonderful, (32 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$1,349
HK$2,362 total
includes taxes & fees
13 Apr - 14 Apr
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI
Fridge, oven, stovetop, dishwasher

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
Harpers Ferry
The price is HK$1,261
HK$2,595 total
includes taxes & fees
12 Apr - 13 Apr
Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
Exterior

Cozy Cottage - 6 Mins To River, Hiking & Trails - Work From Home Paradise

Cozy Cottage - 6 Mins To River, Hiking & Trails - Work From Home Paradise
Harpers Ferry
10.0 out of 10, Exceptional, (10 reviews)
"The home was clean and beautifully decorated. "
United States
Preeti r.
The price is HK$1,764
HK$3,892 total
includes taxes & fees
8 Apr - 9 Apr
Cozy Cottage - 6 Mins To River, Hiking & Trails - Work From Home Paradise
Interior

Loft Apt Just off C&O near Harpers Ferry and AT

Loft Apt Just off C&O near Harpers Ferry and AT
Brunswick
10.0 out of 10, Exceptional, (18 reviews)
"Very nice stay!"
United States
Daniel K.
The price is HK$845
HK$1,560 total
includes taxes & fees
6 Apr - 7 Apr
Loft Apt Just off C&O near Harpers Ferry and AT
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, (85 reviews)
"The host had great communication and the place was exactly as pictured! "
United States
Colleen J.
The price is HK$931
HK$2,312 total
includes taxes & fees
6 Apr - 7 Apr
Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!
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$2,744
HK$6,550 total
includes taxes & fees
26 Apr - 27 Apr
Hunters Retreat with High Speed Internet
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

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent
"I love staying at the Microtel In Winchester VA. It's close to highway exit and many options for dining. The staff are amazing and friendly. The rooms are always clean. Highly recommend it....and I will be back."
Josephine 1-night trip
Posted 1 hour ago
Microtel Inn & Suites by Wyndham Winchester

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?

Riverside cottage, minutes from historic Harpers Ferry! Private river access!: This holiday home rental outside of Round Hill offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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.