A wooden bridge surrounded by autumn foliage.

Round Hill Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Round Hill vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. Historic Farmhouse, Fully Renovated in Fall 2023

Historic Farmhouse, Fully Renovated in Fall 2023
Loudoun County
9.8 out of 10, Exceptional, (10 reviews)
"We had a great stay. House is beautiful and clean and owner was highly responsive. "
United States
Michele B.
The price is AED 988
AED 1,929 total
includes taxes & fees
9 Sep - 10 Sep
Historic Farmhouse, Fully Renovated in Fall 2023
Property grounds

2. 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.
Bluemont
9.8 out of 10, Exceptional, (12 reviews)
"Nice owner, great place"
United States
Leslie C.
The price is AED 446
AED 990 total
includes taxes & fees
24 Aug - 25 Aug
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Interior

3. Bluemont home just minutes to wineries, breweries, hiking and more!

Bluemont home just minutes to wineries, breweries, hiking and more!
Bluemont
10.0 out of 10, Exceptional, (1 review)
"Amazingly comfortable place to call home for a few days with plenty of room for activities if you have to stay in! Bedrooms were lovely as were the bathrooms. Updated and very clean!!!! Host was extremely responsive and very easy to work with!! Bonus to bring our pup with us for the stay."
United States
K O.
The price is AED 496
AED 1,278 total
includes taxes & fees
13 Aug - 14 Aug
Bluemont home just minutes to wineries, breweries, hiking and more!
Outdoor spa tub

4. The Blue Jay | New House in the Woods w/ Hot Tub

The Blue Jay | New House in the Woods w/ Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (4 reviews)
"Great place. Very well stocked house everything you need Great response from host. Very nice place. Road is a little rough as explained in listing "
United States
Brett D.
The price is AED 367
AED 1,361 total
includes taxes & fees
17 Aug - 18 Aug
The Blue Jay | New House in the Woods w/ Hot Tub
Smart TV, fireplace

5. Secluded Cabin a Stone's Throw From the A.T.!

Secluded Cabin a Stone's Throw From the A.T.!
Harpers Ferry
10.0 out of 10, Exceptional, (42 reviews)
"We had a great stay!"
United States
Olivia T.
The price is AED 367
AED 1,455 total
includes taxes & fees
19 Aug - 20 Aug
Secluded Cabin a Stone's Throw From the A.T.!
Terrace/patio

6. Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
The price is AED 367
AED 1,267 total
includes taxes & fees
12 Aug - 13 Aug
Woodsy Retreat with a Hot Tub and Seasonal Views!
Property grounds

7. Lunar Loft, with mountain views

Lunar Loft, with mountain views
Bluemont
9.0 out of 10, Wonderful, (10 reviews)
"Stayed here with my 5 month old daughter, my mom and a friend and we had a blast. Kind folks, beautiful grounds and a super cute barn apartment! The fresh flowers in the kitchen were a lovely touch. "
United States
Haley M.
The price is AED 340
AED 803 total
includes taxes & fees
17 Aug - 18 Aug
Lunar Loft, with mountain views
Smart TV, fireplace, table tennis

8. Blue Ridge Getaway - Sunset Views, A.T. Access

Blue Ridge Getaway - Sunset Views, A.T. Access
Harpers Ferry
9.8 out of 10, Exceptional, (75 reviews)
"This was an absolutely amazing stay. Beautiful location, extremely comfortable. Well stocked kitchen. Wonderful hot tub. Perfection for a getaway."
United States
Andrew L.
The price is AED 367
AED 1,361 total
includes taxes & fees
12 Aug - 13 Aug
Blue Ridge Getaway - Sunset Views, A.T. Access
Outdoor spa tub

9. Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"We enjoyed our stay and the property was exactly what we were looking for in a mountain getaway peaceful, private, and immersed in the woods with beautiful views and a relaxing atmosphere.The home was clean, quiet, and met our needs well for a restful escape. The hosts were communicative and supportive, although we did not need to reach out during our stay.The driveway is definitely mountain-style, so guests should come prepared and be mindful of the vehicle they bring, but the secluded setting...
United States
B S.
The price is AED 378
AED 1,423 total
includes taxes & fees
19 Aug - 20 Aug
Cottage w/ Hot Tub and 100-Mile Valley Views!
Terrace/patio

10. Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (40 reviews)
"Nice view . Perfect for a boys stay"
United States
Ahffan k.
The price is AED 481
AED 1,568 total
includes taxes & fees
26 Aug - 27 Aug
Rebels Rest - Cabin with Enchanting Sunset Views!
Dining

11. Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!

Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
Harpers Ferry
10.0 out of 10, Exceptional, (99 reviews)
"Great property, host was very communicative!"
United States
Lizzy H.
The price is AED 661
AED 1,378 total
includes taxes & fees
24 Aug - 25 Aug
Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
Smart TV

12. Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (19 reviews)
"We had a wonderful stay. The communication and the guestbook were wonderful. The view was gorgeous and the property was clean and comfortable. "
United States
Kaitlyn C.
The price is AED 367
AED 1,447 total
includes taxes & fees
24 Aug - 25 Aug
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Property grounds

13. 4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline

4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
Harpers Ferry
9.6 out of 10, Exceptional, (9 reviews)
"House was beautiful and fully equipped for our stay. The host was very communicative and we really enjoyed our time here. If in the area again would definitely stay here. "
United States
Maeve K.
The price is AED 367
AED 1,520 total
includes taxes & fees
12 Aug - 13 Aug
4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
TV, fireplace, table tennis

14. Aslan's How - Cabin with Valley Views & Hot Tub!

Aslan's How - Cabin with Valley Views & Hot Tub!
Harpers Ferry
9.6 out of 10, Exceptional, (10 reviews)
"We stayed here for our honeymoon and it was very nice and peaceful "
United States
Robert F.
The price is AED 367
AED 1,406 total
includes taxes & fees
17 Aug - 18 Aug
Aslan's How - Cabin with Valley Views & Hot Tub!
Dining

15. Log Cabin w/ Hot Tub & Waterfront Patio!

Log Cabin w/ Hot Tub & Waterfront Patio!
Harpers Ferry
9.6 out of 10, Exceptional, (25 reviews)
"Excellent property!"
United States
Michelle R.
The price is AED 525
AED 1,537 total
includes taxes & fees
19 Aug - 20 Aug
Log Cabin w/ Hot Tub & Waterfront Patio!
Interior

16. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (39 reviews)
"Excellent property for a relaxing getaway. Very clean. Host very responsive."
United States
Brad C.
The price is AED 661
AED 1,919 total
includes taxes & fees
31 Aug - 1 Sep
Peaceful Lakefront Cottage with Mountain Views!
Interior

17. Stone Cabin on Valley View: Fire Pit + Hot Tub

Stone Cabin on Valley View: Fire Pit + Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful scenery! Beautiful home! Wonderful hosts!"
United States
Brian S.
The price is AED 667
AED 1,490 total
includes taxes & fees
31 Aug - 1 Sep
Stone Cabin on Valley View: Fire Pit + Hot Tub
Outdoor dining

18. 3BR cabin w/ hot tub & game room

3BR cabin w/ hot tub & game room
Harpers Ferry
9.0 out of 10, Wonderful, (66 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 AED 706
AED 1,320 total
includes taxes & fees
12 Aug - 13 Aug
3BR cabin w/ hot tub & game room
Property grounds

19. Mountain Cabin in the Woods, Near Wineries & More!

Mountain Cabin in the Woods, Near Wineries & More!
Harpers Ferry
8.8 out of 10, Excellent, (35 reviews)
"Scott very responsive; gave us multiple recommendations for restaurants and places to see, things to do. My kids loved the hot tub, beds were very comfortable- we had a great time!"
United States
Katie F.
Mountain Cabin in the Woods, Near Wineries & More!
Dining

20. Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna

Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
Harpers Ferry
9.8 out of 10, Exceptional, (48 reviews)
"Very relaxing great time."
United States
Alfred A.
The price is AED 786
AED 1,911 total
includes taxes & fees
12 Aug - 13 Aug
Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
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

TRU By Hilton Winchester

TRU By Hilton Winchester

10/10 Excellent
"Loved that there were several door options available to enter from outside for any room, the room in general was all I needed, the staff was very friendly and helpful!!!!! Loved the mattress and the pool!!"
Donna 1-night trip
Posted 6 hours ago
TRU By Hilton Winchester

Frequently asked questions

Are there vacation rentals in Round Hill?

Yes, we have vacation rentals in Round Hill close to Round Hill Arts Center, or you can choose 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 vacation home rentals that Round Hill has to offer?

Icy…New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct: This vacation home rental near Round Hill offers a patio, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Round Hill?

Choose from 7 Expedia vacation rentals in Round Hill for a memorable vacation.

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 Bogati Bodega & Winery are other places to visit while you're in town.

What are vacation rentals like in Round Hill?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Round Hill. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for family gatherings.