Vacation Homes in Jefferson County

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Featured Vacation Homes in Jefferson County

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Exterior detail

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

10.0 out of 10, Exceptional, (128)
"Place was nice and clean. Location was good. We enjoyed the quiet. Had a blast!"
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry
Property grounds

Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

8.8 out of 10, Excellent, (8)
"Four family members stayed for a four day weekend. The place was spotless when we arrived and all amenities are as described. The location is perfect for visiting Harpers Ferry, Shepherdstown, and Antietam. We had wonderful time."
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.
Interior

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.

10.0 out of 10, Exceptional, (62)
"Location and house was just as described. Would highly recommend staying here if your looking for a location close to Harper's Ferry."
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.
Cottage on King | Charming Historic Leesburg Home
Terrace/patio

Cottage on King | Charming Historic Leesburg Home

9.6 out of 10, Exceptional, (54)
"Walkable to downtown historic Leesburg. Clean and super cute little house. Would stay again! "
The price is HK$1,104
HK$2,402 total
includes taxes & fees
9 Sept - 10 Sept
Cottage on King | Charming Historic Leesburg Home
Enchanting Cottage, walk to Downtown Harpers Ferry
Terrace/patio

Enchanting Cottage, walk to Downtown Harpers Ferry

9.6 out of 10, Exceptional, (41)
"This place was perfect for our one-night stay in Harpers Ferry. Its location is in easy walking distance of the main sites. The house is old but charming. "
The price is HK$1,503
HK$2,472 total
includes taxes & fees
3 Sept - 4 Sept
Enchanting Cottage, walk to Downtown Harpers Ferry
Gorgeous apt, pets, outdoor grill & fire pit, walk --> DT Frederick
Property grounds

Gorgeous apt, pets, outdoor grill & fire pit, walk --> DT Frederick

10.0 out of 10, Exceptional, (26)
"This place was very clean and had all necessary amenities. The host communicated well. Walkable to town and the park! "
Gorgeous apt, pets, outdoor grill & fire pit, walk --> DT Frederick
Charming "Cream of the Crop" Cape ~❤️of Middletown
Terrace/patio

Charming "Cream of the Crop" Cape ~❤️of Middletown

10.0 out of 10, Exceptional, (128)
"The property is wonderful! Very cozy and convenient to local attractions."
The price is HK$774
HK$1,972 total
includes taxes & fees
25 Aug - 26 Aug
Charming "Cream of the Crop" Cape ~❤️of Middletown
Terra Alta - Incredible River Views and Hot Tub!
Exterior

Terra Alta - Incredible River Views and Hot Tub!

9.6 out of 10, Exceptional, (58)
"We had a great time! The house overlooks the river and we loved the hot tub and fire pit! "
The price is HK$781
HK$3,165 total
includes taxes & fees
1 Sept - 2 Sept
Terra Alta - Incredible River Views and Hot Tub!
Modern Country House on the Shenandoah River
Property grounds

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (39)
"The views are beautiful and the house was the perfect size for a group of 7 friends. We had a great time!"
Modern Country House on the Shenandoah River
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Property grounds

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

9.6 out of 10, Exceptional, (185)
"Wonderful location near Antietam NP, Shepardstown, and Hagerstown. Small home but plenty of room. My family enjoyed their stay"
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor
Fridge, microwave, oven, stovetop

YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor

10.0 out of 10, Exceptional, (103)
"We stay at Yellowwood every year. It is on a quiet lane in the most picturesque part of Virginia (if not the country)!Also, Middleburg is just a short drive (or walk) away.We love Yellowwood!"
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor
Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry
2 bedrooms, travel cot, WiFi, bed sheets

Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

2.0 star property
9.8 out of 10, Exceptional, (8)
"Great place and good location."
The price is HK$1,407
HK$2,412 total
includes taxes & fees
28 Aug - 29 Aug
Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry
A unique mountaintop getaway overlooking Willow Croft Winery.
Terrace/patio

A unique mountaintop getaway overlooking Willow Croft Winery.

10.0 out of 10, Exceptional, (103)
"The perfect 3 bed/3.5 bath new build cabin for a get away with friends or family. We have nothing negative to say about this property. Our stay was Amazing."
The price is HK$2,461
HK$4,677 total
includes taxes & fees
3 Sept - 4 Sept
A unique mountaintop getaway overlooking Willow Croft Winery.
*Luxury Condo In Downtown Frederick*
Smart TV

*Luxury Condo In Downtown Frederick*

9.0 out of 10, Wonderful, (65)
"The home was exactly as expected and made for a wonderful family/friend reunion! Perfect for socializing and so close to local shops and restaurants."
The price is HK$1,321
HK$2,676 total
includes taxes & fees
15 Sept - 16 Sept
*Luxury Condo In Downtown Frederick*
The Madison
Dining

The Madison

10.0 out of 10, Exceptional, (34)
"We stayed for a week to tour college campuses for our son and are also considering moving there. We felt at home at The Madison and in the community. The house is exactly as described and in a great location to experience Frederick. "
The Madison
Breathtaking View with an Indoor Pool
Outdoor dining

Breathtaking View with an Indoor Pool

9.8 out of 10, Exceptional, (258)
"We really enjoyed our stay at Bear Chase Manor! Amazing property, great pool, in a beautiful area. We are already discussing possible future visits! "
Breathtaking View with an Indoor Pool
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Terrace/patio

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

9.8 out of 10, Exceptional, (119)
"Very nice home with river access. Close to all area attractions."
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Exterior

Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

10.0 out of 10, Exceptional, (140)
"Wonderful house for a great weekend away"
The price is HK$1,516
HK$3,124 total
includes taxes & fees
8 Sept - 9 Sept
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Welcome to the Ladybug Retreat!
Microwave, oven, stovetop, dishwasher

Welcome to the Ladybug Retreat!

10.0 out of 10, Exceptional, (1)
"This home is lovely and the host has thought of everything. We will definitely stay here again. "
The price is HK$1,367
HK$3,163 total
includes taxes & fees
8 Sept - 9 Sept
Welcome to the Ladybug Retreat!
Mulberry Manor House<br> Spacious, Private & Peaceful Retreat -
Exterior

Mulberry Manor House<br> Spacious, Private & Peaceful Retreat -

10.0 out of 10, Exceptional, (22)
"Clean, spacious, very well-equipped. We enjoyed our stay very much."
Mulberry Manor House<br> Spacious, Private & Peaceful Retreat -
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 Jefferson County Hotel Reviews

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent
"It was a great stay for what we needed! A comfortable place to stay while exploring Winchester each day. Pool was a great touch and the front desk lady was helpful and nice! Will be back again!"
Benjamin 2-night trip
Posted 2 days ago
Holiday Inn Winchester Se-Historic Gateway by IHG