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Compare 93 Vacation Homes in Jeffersonton with updated reviews, rates, and availability.

Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

9.8 out of 10, Exceptional, (28)
"Fantastic weekend with my family...highly recommend 3 Penny Acres!"
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine

9.8 out of 10, Exceptional, (47)
"With grandparents and 2 families with children, not only was the house perfect but the fenced yard was huge and spectacular. We didn’t use the hot tub, but there was plenty of good space for adults, too. We gathered for a family wedding, but the space enabled us to spend a few wonderful relaxing days with family we rarely see. Communication with Leora was prompt and accommodating. 5 stars all around! Thank you!"
5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine

Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery

9.8 out of 10, Exceptional, (47)
"We had a wonderful stay at this house! The rooms were cozy and comfortable, perfect for relaxing after a day of activities. While the kitchen is a bit outdated, it still had everything we needed for preparing meals. The location was fantastic - close to everything we wanted to explore. My friends and family had a great time and we're definitely planning to return in the future. Highly Highly recommend "
Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery

Balcony & Pool Access: Modern Gainesville Home

Balcony & Pool Access: Modern Gainesville Home

Old Rag View Horse Farm with Log Lodge and Treehouse

10.0 out of 10, Exceptional, (156)
"This was a great spot for a college reunion of 10 guys. We jump around from year to year, but are planning to come back here. We were all amazed at the construction of the main house and it's giant pine logs. (Suggestion: hire a professional photographer to represent the place better on this site.) We had plenty of space in the main house, but also used the tree house which was great as well. The kitchen had everything we needed and was spacious. The fireplaces got used a bunch, but did take...
Old Rag View Horse Farm with Log Lodge and Treehouse

Modern Mountain Retreat w/ Deck + Hot Tub!

10.0 out of 10, Exceptional, (66)
"The owner communicated well and was very responsive. The fireplace stove was great and we used the hot tub every day. Kitchen was well stocked. We cooked almost every meal and had everything we needed. The office space is a nice, private, comfortable space, as well. "
Modern Mountain Retreat w/ Deck + Hot Tub!

HB1 at Spring Haven Farm

9.8 out of 10, Exceptional, (52)
"Very quiet with wonderful surroundings! "
HB1 at Spring Haven Farm

Stunning Old Rag and Shenandoah Vistas from this Gorgeous, Peaceful Retreat

10.0 out of 10, Exceptional, (134)
"great house, well appointed and fully stocked with every cooking needs. Terrific fenced in yard. Great area hiking and extremely knowledgeable and helpful owner. "
Stunning Old Rag and Shenandoah Vistas from this Gorgeous, Peaceful Retreat

1900s farmhouse with yard games, firepit, & renovated interior - dog-friendly

9.4 out of 10, Exceptional, (10)
"We loved our stay at this historic farmhouse in Culpeper. The location was perfect, halfway between Leesburg and Charlottesville and near central Virginia destinations. The listing and photos are accurate. Beds are very comfortable. First floor bedroom worked well for our family. Kitchen very well stocked, we even did some Christmas baking. Convenient to grocery stores and restaurants and parks. Yard was great for our dog. Recommended for family and friend groups who appreciate historic homes....
1900s farmhouse with yard games, firepit, & renovated interior - dog-friendly

⭐️Lunar Lookout ⭐️ NEW Build Geodesic Dome situated on 8 acres!

9.6 out of 10, Exceptional, (4)
"We stayed with our adult son and 2 dogs over Thanksgiving week. The house was very cool, had a great layout, comfortable furniture and well-equipped kitchen. On the down side, there was no heat in the bathrooms, the rain shower heads sprayed all over the place, the towels were more like blankets than towels (we went and purchased regular terry towels). The driveway is steep and would require 4-wheel drive in winter. We wanted to do some star gazing but there were so many outside lights...
⭐️Lunar Lookout ⭐️ NEW Build Geodesic Dome situated on 8 acres!

Cabin, Pool, Hot Tub, Lake, Wineries and Mountains Oh My!

10.0 out of 10, Exceptional, (51)
"We were in Culpepper for a family wedding. The reception was at the nearby country club, so the location was great. The kitchen was fully stocked, hot tub & grill worked great, loved ping pong table & fun things to do in the house. Enough room for everyone to space out & relax together. No ice maker so had to buy a bag of ice, but that was an easy solution!!!"
Cabin, Pool, Hot Tub, Lake, Wineries and Mountains Oh My!

Lakefront Access | Hour from DC | Kayaks Provided

9.0 out of 10, Wonderful, (2)
" Check in process and home was perfect for our family ,when driving up to home it’s deceiving then you walk in and it’s amazing view of lake house it very comfortable would definitely stay there again, Thank you "
The price is AED 422
AED 1,677 total
includes taxes & fees
26 Mar - 27 Mar
Lakefront Access | Hour from DC | Kayaks Provided

New - Modern Mountain Retreat w/ Hot tub and view!

10.0 out of 10, Exceptional, (13)
"This house is beautiful and so thoughtfully decorated and stocked with everything you’d need for the perfect weekend. Highly recommend for anyone looking for a relaxing retreat to disconnect and reconnect with family and friends."
New - Modern Mountain Retreat w/ Hot tub and view!

Cozy property, a short walk to a lake front beach.

10.0 out of 10, Exceptional, (41)
"Just as described - cute place!Kitchen and bathrooms stocked with goodies"
Cozy property, a short walk to a lake front beach.

The Nest at Chester Gap

10.0 out of 10, Exceptional, (97)
"Very enjoyable; peaceful, isolated--excellent place to relax; good hiking nearby "
The Nest at Chester Gap

Huge house with a great escape

The price is AED 815
AED 1,040 total
includes taxes & fees
17 Apr - 18 Apr
Huge house with a great escape

Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home

10.0 out of 10, Exceptional, (217)
"Everything was perfect. Everything you could possibly need was there. Great experience would definately return"
Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home

Paradise Found: ☼Lakefront Home in Locust Grove

10.0 out of 10, Exceptional, (12)
"My partner and I do not often have the opportunity to "get away" due to conflicting schedules, however we were lucky enough to book a short stay on this property and I couldn't have been happier with our choice. The house was clean and spacious and the owners provided tons of amenities like towels, sheets, and kitchen tools which meant I didn't have to pack anything other than my personal belongings. We even received a goodie basket with snacks and coffee pods.The owner was very prompt in...
Paradise Found: ☼Lakefront Home in Locust Grove

Rustic Lakeview Cabin: Gazebo, Chimney & Grill

8.8 out of 10, Excellent, (6)
"Great location and beautiful area. The towels smelled musty and the hall bathroom smelled. Needs a bit more towels and hand towels. The bar stools needed to be tightened and the chairs around the table. "
Rustic Lakeview Cabin: Gazebo, Chimney & Grill

Hummingbird Lakehouse

10.0 out of 10, Exceptional, (4)
"We enjoyed every inch of this space to reunite for the Thanksgiving holiday. The lakehouse was immaculate and spacious"
Hummingbird Lakehouse
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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Other property types in Jeffersonton

Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

9.8 out of 10, Exceptional, (28)
"Fantastic weekend with my family...highly recommend 3 Penny Acres!"
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

Historic apartment in Old Town Warrenton, Virginia

9.8 out of 10, Exceptional, (36)
"This adorable home was perfect for two adult family members to make delightful memories and reconnect considering the somber circumstances. Flexible configuration will meet the needs from young family to girlfriend weekend away: Highly recommend!"
The price is AED 606
AED 915 total
includes taxes & fees
30 Mar - 31 Mar
Historic apartment in Old Town Warrenton, Virginia

Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery

9.8 out of 10, Exceptional, (47)
"We had a wonderful stay at this house! The rooms were cozy and comfortable, perfect for relaxing after a day of activities. While the kitchen is a bit outdated, it still had everything we needed for preparing meals. The location was fantastic - close to everything we wanted to explore. My friends and family had a great time and we're definitely planning to return in the future. Highly Highly recommend "
Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery
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.