Holiday Homes in Culpeper

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Our top choices for Culpeper holiday homes

1. Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Rixeyville
9.8 out of 10, Exceptional, (17 reviews)
"Very comfortable and clean space. Plenty of room for 1 or 2 people. Check in and out instructions were very detailed. Price was very affordable compared to the nicer hotels in town who were charging $200 to $300 a night. Kind of out in the country but its easy to get to and from town, pretty straight stretch. I was only there in the evenings and everything was very quiet and peaceful."
United States
emily
The price is AU$312
includes taxes & fees
18 Nov - 19 Nov
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

2. Deck & Pasture Views! Bealeton Farmhouse Escape

Deck & Pasture Views! Bealeton Farmhouse Escape
Bealeton
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful home situated in a rural area. Bedding was very cozy! "
United States
Gerrie S.
The price is AU$620
includes taxes & fees
15 Nov - 16 Nov
Deck & Pasture Views! Bealeton Farmhouse Escape

3. Barn Apartment on Farm Near Old Rag and Shenandoah National Park

Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Etlan
10.0 out of 10, Exceptional, (37 reviews)
"Kids absolutely loved the property with many kinds of animals!"
United States
Ikuo
The price is AU$280
includes taxes & fees
13 Nov - 14 Nov
Barn Apartment on Farm Near Old Rag and Shenandoah National Park

4. Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary

Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
Amissville
9.8 out of 10, Exceptional, (92 reviews)
"The absolute nicest, cleanest Vrbo I have ever stayed at! Great communication from the host, the property did not disappoint. It was well stocked with everything needed. And very clear directions for using the property and a terrific folder with area information. Will return."
United States
Janet G.
The price is AU$658
includes taxes & fees
11 Nov - 12 Nov
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary

5. Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (19 reviews)
"Great place - clean and very easy parking. The bed was comfortable too!"
United States
Tracy
The price is AU$345
includes taxes & fees
9 Nov - 10 Nov
Historic Madison Eagle Inn

6. Newly renovated entire guest suite in Orange County.

Newly renovated entire guest suite in Orange County.
Orange
9.8 out of 10, Exceptional, (45 reviews)
"The stay was great. Very close to all the nearby attractions and 30 minutes to skyline drive"
United States
vishal k.
The price is AU$226
includes taxes & fees
17 Nov - 18 Nov
Newly renovated entire guest suite in Orange County.

7. Valley View Farmhouse | Hot Tub + Fenced Yard, Pet Friendly | 2BR, Sleeps 4

Valley View Farmhouse | Hot Tub + Fenced Yard, Pet Friendly | 2BR, Sleeps 4
Amissville
10.0 out of 10, Exceptional, (1 review)
"Loved the house and view. Had a wonderful stay. Low bedroom ceiling height is a consideration. Otherwise a perfect place and host."
United States
Jo F.
The price is AU$679
includes taxes & fees
17 Nov - 18 Nov
Valley View Farmhouse | Hot Tub + Fenced Yard, Pet Friendly | 2BR, Sleeps 4

8. Charming 4-bedroom house in Madison centrally located!

Charming 4-bedroom house in Madison centrally located!
Madison
10.0 out of 10, Exceptional, (4 reviews)
"The home met all our family’s needs during a weekend stay for a party at nearby farm. The layout and outdoor spaces were a bonus. In fact, the view of Hawksbill Mountain from the porch while enjoying our morning coffee: priceless. And importantly easy access to Rt 29 and the town but yet secluded and bucolic."
United States
B D.
The price is AU$659
includes taxes & fees
30 Nov - 1 Dec
Charming 4-bedroom house in Madison centrally located!

9. The Inn 1-Min Walk to Private Suite with Full Kitchen in 3BR Colonial House

The Inn 1-Min Walk to Private Suite with Full Kitchen in 3BR Colonial House
Washington
10.0 out of 10, Exceptional, (22 reviews)
"Perfect location in town"
United States
Mona T.
The price is AU$338
includes taxes & fees
9 Nov - 10 Nov
The Inn 1-Min Walk to Private Suite with Full Kitchen in 3BR Colonial House

10. Private luxury dome with hot tub & fire pit.

Private luxury dome with hot tub & fire pit.
Unionville
The price is AU$587
includes taxes & fees
12 Nov - 13 Nov
Private luxury dome with hot tub & fire pit.

11. The Pembroke Room in the historic Holladay House

The Pembroke Room in the historic Holladay House
Orange
9.4 out of 10, Exceptional, (3 reviews)
"The property is in the perfect location for a visit to Montpelier! Great restaurants and events are nearby. Very cozy! Great host! Expect what you would expect from a historic home. We will return."
United States
Robert
The price is AU$399
includes taxes & fees
19 Nov - 20 Nov
The Pembroke Room in the historic Holladay House

12. Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Gordonsville
9.6 out of 10, Exceptional, (48 reviews)
"Beautiful property and family friendly."
United States
Tracy
The price is AU$243
includes taxes & fees
8 Nov - 9 Nov
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

13. Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse

Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
Sperryville
10.0 out of 10, Exceptional, (33 reviews)
"The property was great -- would definitely book again!"
United States
Everett R.
The price is AU$859
includes taxes & fees
17 Nov - 18 Nov
Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse

14. Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres

Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
Etlan
9.4 out of 10, Exceptional, (74 reviews)
"Wonderful house and great setting; will go back!"
United States
Jay R.
The price is AU$1,028
includes taxes & fees
17 Nov - 18 Nov
Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres

15. The Inn 1 min walk to Entire Colonial 3BR House Fast WiFi

The Inn 1 min walk to Entire Colonial 3BR House Fast WiFi
Washington
10.0 out of 10, Exceptional, (133 reviews)
"Really enjoyed the stay—great house, clean, and perfect for a relaxing weekend."
United States
Daniel R.
The price is AU$403
includes taxes & fees
16 Nov - 17 Nov
The Inn 1 min walk to Entire Colonial 3BR House Fast WiFi

16. Tatum's Mtn View Retreat- SAUNA-Hiking- Unit A

Tatum's Mtn View Retreat- SAUNA-Hiking- Unit A
Madison
10.0 out of 10, Exceptional, (11 reviews)
"This house was perfect for our weekend stay. It was very clean and had a well stocked kitchen and bathrooms. There was plenty of space for our family of 5 to spread out and relax. The beds were all comfortable to sleep in too."
United States
Megan F.
The price is AU$403
includes taxes & fees
29 Nov - 30 Nov
Tatum's Mtn View Retreat- SAUNA-Hiking- Unit A

17. Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues

Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
Madison
8.0 out of 10, Very good, (1 review)
"Positive Highlights: quiet location still close to Skyline Drive, amenities, fresh interior recently modernized, love for details (charging cables, coffee bar, etc)"
United States
Birgit W.
The price is AU$672
includes taxes & fees
8 Nov - 9 Nov
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues

18. Walk to Old Rag | Hot Tub | Mountain Farmhouse

Walk to Old Rag | Hot Tub | Mountain Farmhouse
Sperryville
10.0 out of 10, Exceptional, (29 reviews)
"Wonderful house. Great location for hiking old rag."
United States
Jeffrey C.
The price is AU$930
includes taxes & fees
9 Nov - 10 Nov
Walk to Old Rag | Hot Tub | Mountain Farmhouse

19. Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+

Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+
Stanardsville
10.0 out of 10, Exceptional, (35 reviews)
"Stayed here for a weekend while hiking Old Rag in Shenandoah. Cozy little place that was well equipped with all the amenities we needed! It's conveniently located close to Shenandoah as well as plenty of vineyards. Would not hesitate to stay here again the next time we're in the area!"
United States
Jason
The price is AU$267
includes taxes & fees
8 Dec - 9 Dec
Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+

20. Mint Cottage at Little Washington - a modern, spacious retreat with a view

Mint Cottage at Little Washington - a modern, spacious retreat with a view
Washington
10.0 out of 10, Exceptional, (16 reviews)
"Perfect spot for a couple visiting the area or dining at the Inn. "
United States
Greg S.
The price is AU$717
includes taxes & fees
17 Nov - 18 Nov
Mint Cottage at Little Washington - a modern, spacious retreat with a view
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.

Learn more about Culpeper

Historic brick buildings line Main Street where local shops offer Virginia wines and farm-fresh goods. Spend mornings exploring Civil War sites, then enjoy afternoon tastings at family-owned distilleries and lavender farms just outside town.

An aerial view of a small town with historic buildings, a church, and a dense forest in the background.

Top reviews in Culpeper