Best Vacation Homes in Jefferson County
House
10.0(1 Review)
11 Bedrooms
6 Baths
22 Guests
Hot Tub
Fireplace/Heating
Balcony/Terrace
Kitchen
US $5,054/Night
7 Nights - US $35,378
Ski Chalet
10.0(4 Reviews)
3 Bedrooms
2 Baths
7 Guests
2249.66 ft²
- Balcony/Terrace
Parking
Air Conditioner
Internet
US $821/Night
7 Nights - US $5,750
Bed & Breakfast
9.6(447 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
Breakfast- Kitchen
US $178/Night
7 Nights - US $1,244
Cabin
10.0(201 Reviews)
2 Bedrooms
1 Bath
4 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
US $218/Night
7 Nights - US $1,529
House
10.0(2 Reviews)
2 Bedrooms
2 Baths
5 Guests
1420.84 ft²
- Pet Friendly
- Parking
- Air Conditioner
- Internet
US $447/Night
7 Nights - US $3,127
House
10.0(194 Reviews)
3 Bedrooms
2 Baths
9 Guests
1900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $429/Night
7 Nights - US $3,003
House
10.0(161 Reviews)
4 Bedrooms
3 Baths
8 Guests
2000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $393/Night
7 Nights - US $2,752
House
10.0(111 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $399/Night
7 Nights - US $2,791
Jefferson County Luxury Rentals
Cabin
9.8(19 Reviews)
16 Bedrooms
14 Baths
30 Guests
14951 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $1,863/Night
7 Nights - US $13,039
House
10.0(7 Reviews)
6 Bedrooms
8 Baths
16 Guests
7000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $1,850/Night
7 Nights - US $12,950
House
10.0(3 Reviews)
6 Bedrooms
7 Baths
16 Guests
6000 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $1,811/Night
7 Nights - US $12,680
House
10.0(4 Reviews)
7 Bedrooms
4 Baths
14 Guests
3000 ft²
Private Pool- Hot Tub
Spa- Fireplace/Heating
US $1,303/Night
7 Nights - US $9,118
House
9.8(62 Reviews)
5 Bedrooms
3 Baths
22 Guests
5600 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
Pool
US $1,152/Night
7 Nights - US $8,067
House
5 Bedrooms
3 Baths
14 Guests
3315.28 ft²
- Fireplace/Heating
View- Pet Friendly
- Air Conditioner
US $1,128/Night
7 Nights - US $7,893
House
9.0(1 Review)
5 Bedrooms
4 Baths
22 Guests
5597.23 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Parking
US $1,030/Night
7 Nights - US $7,210
House
5 Bedrooms
3 Baths
16 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- View
US $960/Night
7 Nights - US $6,720
Jefferson County Pet Friendly Vacation Rentals
Cabin
10.0(90 Reviews)
2 Bedrooms
1 Bath
5 Guests
750 ft²
Oceanfront- Fireplace/Heating
Ocean View- Balcony/Terrace
US $251/Night
7 Nights - US $1,755
Apartment
9.5(4 Reviews)
1 Bedroom
1 Bath
3 Guests
796.53 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $200/Night
7 Nights - US $1,399
House
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $347/Night
7 Nights - US $2,428
House
10.0(88 Reviews)
3 Bedrooms
2 Baths
6 Guests
2254 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $325/Night
7 Nights - US $2,272
Apartment
9.0(5 Reviews)
1 Bedroom
1 Bath
2 Guests
64.58 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $137/Night
7 Nights - US $959
Cabin
10.0(55 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $380/Night
7 Nights - US $2,658
Apartment
10.0(51 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $244/Night
7 Nights - US $1,709
House
10.0(50 Reviews)
3 Bedrooms
3 Baths
6 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $300/Night
7 Nights - US $2,097
Jefferson County Large Vacation Homes
House
10.0(50 Reviews)
5 Bedrooms
2 Baths
12 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $736/Night
7 Nights - US $5,149
House
9.3(12 Reviews)
4 Bedrooms
3 Baths
12 Guests
2098.96 ft²
Private Beach- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $799/Night
7 Nights - US $5,593
House
10.0(42 Reviews)
5 Bedrooms
5 Baths
10 Guests
3600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $490/Night
7 Nights - US $3,430
Bed & Breakfast
9.0(268 Reviews)
5 Bedrooms
5 Baths
10 Guests
688.89 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Breakfast
US $170/Night
7 Nights - US $1,191
House
10.0(16 Reviews)
4 Bedrooms
2 Baths
12 Guests
2100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $386/Night
7 Nights - US $2,703
Cabin
10.0(11 Reviews)
5 Bedrooms
3 Baths
14 Guests
3316 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $796/Night
7 Nights - US $5,571
House
10.0(4 Reviews)
5 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $197/Night
7 Nights - US $1,380
House
10.0(1 Review)
2 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $314/Night
7 Nights - US $2,195
Why Choose Rent By Owner for your Jefferson County Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Jefferson County
When should you plan your Vacation Rentals stay?
Choosing the ideal time to vacation here can enhance your experience and help you make the most of the region's natural beauty and local events, ensuring a memorable stay in Jefferson County, West Virginia, USA.
Peak Season Highlights
Spring (March to May)
During spring, the area comes alive with blooming landscapes and milder temperatures, making it an ideal time to explore local outdoor activities while enjoying comfortable weather.
Average Temperature Daytime: 60°F to 75°F - Nighttime: 40°F to 55°F
Fall (September to November)
Autumn offers vibrant foliage and cool, pleasant days, perfect for scenic drives or outdoor excursions while avoiding larger crowds typically seen in peak summer months.
Average Temperature Daytime: 55°F to 70°F - Nighttime: 35°F to 50°F
Off-Season Highlights
Winter (December to February)
Winter is quieter here with colder temperatures, providing a cozy atmosphere and fewer visitors, which may appeal if you prefer a peaceful retreat during the off-peak months.
Average Temperature Daytime: 30°F to 45°F - Nighttime: 20°F to 30°F
Summer (June to August)
While summer can be warm and vibrant, it also attracts many visitors. Traveling early or late in the season can help you enjoy the region with fewer crowds and more affordable rates.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Weekly Weather Forecast for Jefferson County
How to Book Your Jefferson County Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Jefferson County
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor grilling with a fully-equipped barbecue area for cookouts in the area’s scenic environment.
- Relish in the privacy of your own outdoor patio or deck, perfect for relaxing and taking in the surrounding views.
- Make the most of spacious yards or gardens ideal for family activities or outdoor games.
- Take advantage of nearby hiking trails and nature walks directly accessible from your rental property.
- Relax by an outdoor fireplace or fire pit, perfect for cozy evenings under the stars.
- Benefit from access to outdoor swimming pools or hot tubs available at some properties, adding to your outdoor leisure options.
- Explore the region on well-maintained outdoor sports courts, such as tennis or basketball facilities, often included with the rentals.
Top Attractions Around Jefferson County
What attractions are nearby?
While staying here, you'll find a variety of outdoor activities and cultural experiences nearby, allowing you to immerse yourself in the natural beauty and rich history that this destination has to offer.
Family Activities
- Harper's Ferry National Historical Park: Explore the rich history and scenic views of this iconic park, perfect for family outings and educational adventures.
- Kate Waller Barrett Park: Enjoy outdoor activities and picnicking in a peaceful setting that offers play areas for children along with picturesque walking trails.
- Climbing at Shenandoah River State Park: Experience family-friendly rock climbing and tubing opportunities along the river within easy reach of the region.
- Historic Downtown Shepherdstown: Discover charming shops, local eateries, and historic sites that provide an engaging cultural experience for all ages.
Adult Activities
- Hiking and Nature Trails: Explore scenic trails that showcase the area's natural beauty, perfect for outdoor enthusiasts staying in nearby vacation rentals.
- Historical Tours: Discover the region's rich history through guided tours that bring to life the stories of this captivating destination.
- Enjoy tasting sessions at local wineries and breweries, offering a relaxing way to experience the area's flavors.
- Antiquing and Shopping: Browse charming shops and antique stores in the area, ideal for those looking to find unique souvenirs during their stay.
Other Places to Stay in Jefferson County, WV
Summit Point Raceway
Winchester Visitors Center
Shenandoah Junction
Charles Town
Harpers Ferry
Kearneysville
Ranson
Kabletown
Middleway
Bolivar
Shepherdstown
Summit Point
Jefferson County Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Events: Check the area’s event calendar to align your stay with festivals or outdoor activities that showcase the region's unique charm.
- Explore Natural Beauty: Take advantage of nearby parks and scenic spots to experience the stunning landscapes that make this destination a nature lover’s paradise.
- Choose a Central Location: Select a vacation rental situated conveniently to major attractions, ensuring you maximize your time exploring rather than commuting.
- Engage with Local Recommendations: Connect with hosts or locals to discover hidden gems and authentic experiences that enrich your visit here.
Transportation Options
- Jefferson County Transit System: Provides local bus routes that connect key points within the area, making it easy to explore without a car.
- Amtrak Station in nearby Charles Town: Offers convenient rail travel options for anyone looking to access larger cities and regions beyond this destination.
- Car Rentals: Numerous rental agencies are available nearby, giving you flexible transportation choices during your stay in the region.
- Shared Rides and Taxis: Accessible through various providers, these services offer reliable means to navigate around this destination effortlessly.
Local Customs Options
- Horseback Riding Etiquette: Respect for the horses and local guides is essential when participating in horseback riding, a popular activity here in the region.
- Local Craftsmanship: Appreciating traditional crafts such as pottery and handmade quilts reflects the area's rich artisan heritage.
- Historical Preservation: Visitors often observe a deep respect for preserving historic sites and landmarks that tell the story of this destination's past.
- Community Festival Traditions: Engaging in community celebrations, like seasonal festivals, highlights the area's hospitality and cultural pride.
Jefferson County Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Jefferson County?
There are a lot of options in Jefferson County. If you plan on staying in the Jefferson County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Jefferson County:
- Charming, Cozy, Mountain Cabin in the Woods
- Downtown Harpers Ferry - In the heart of Harpers Ferry National Historical Park
- Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
- Lovely Historic, Victorian, 4 Bedroom, 3 Bath in Harpers Ferry
- BEST LOCATION: Historic Shepherdstown Getaway
- Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!
- Walk to Harpers Ferry! Dog-friendly. Beautiful Views.
- Shenandoah Paradise – Best River & Mountain Views in Harpers Ferryn
- Caravan Suite location Private Lily Garden BnB
- Renovated WV Schoolhouse: History Buff’s Heaven!
2. How many vacation rentals have private pools in Jefferson County?
There are 2 vacation rentals with private pools near Jefferson County. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Jefferson County are best for families?
If you are looking for a family-friendly vacation home in Jefferson County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Jefferson County:
4. How many Rentbyowner vacation rentals are available in Jefferson County?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 350 in the Jefferson County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Jefferson County.
5. What is the cancellation policy for vacation rentals in Jefferson County, West Virginia?
Cancellation policies vary by listing, so you should review the specific terms outlined on the property’s page. For peace of mind, contact the host directly if you have questions about potential cancellations or refunds.
6. How do I ensure my reservation in this area is secure and reliable?
Booking through verified listings with clear reviews and detailed descriptions helps ensure a trustworthy experience. Reach out to the host if you need additional verification or have special requests.
7. Are there any specific house rules or restrictions I should be aware of before booking?
Each property will have its own set of rules which are typically listed on the booking page. Reading these carefully can help avoid misunderstandings and ensure a smooth stay.
8. What amenities can I expect to find in vacation rentals here?
Amenities vary across properties, but common features include Wi-Fi, parking, kitchens, and outdoor spaces. Check the listing details for a comprehensive list tailored to each property.
9. How close are vacation rentals in the region to local attractions and transportation options?
Many rentals are located conveniently near key transportation routes and local points of interest. Review the property description for specifics on its proximity to major roads, public transit, and attractions in the area.
Jefferson County Top Rated Vacation Rentals
Bed & Breakfast
10.0(64 Reviews)
1 Bedroom
1 Bath
5 Guests
1000 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $191/Night
7 Nights - US $1,337
Apartment
9.8(78 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $236/Night
7 Nights - US $1,650
House
9.8(29 Reviews)
5 Bedrooms
2 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $502/Night
7 Nights - US $3,512
House
9.8(12 Reviews)
3 Bedrooms
3 Baths
8 Guests
2100 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $320/Night
7 Nights - US $2,239
Hotel
9.6(869 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $146/Night
7 Nights - US $1,022
Bed & Breakfast
9.6(88 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $165/Night
7 Nights - US $1,155
House
9.6(25 Reviews)
6 Bedrooms
2 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $577/Night
7 Nights - US $4,038
Cabin
9.6(9 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $498/Night
7 Nights - US $3,487
