Photo by Stephanie Sutton

Search Vacation Homes in Delaplane

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Check availability on Vacation Homes in Delaplane

Compare 148 Vacation Homes in Delaplane with updated reviews, rates, and availability.

"We thoroughly enjoyed the cozy lodge vibe and the different spaces it offered our group. The host, Leslie, was always available for any questions we had. She also had the place decorated for Christmas which warmed our hearts!! Thank you Bear Chase for a great weekend. "

"We were looking for the perfect place to stay during our week in hunt country- convenient to the farm where we kept our horses and the restaurants in Middleburg. This exceeded our expectations. This house has been lovingly restored and is beautifully decorated. Its cozy, traditional vibe meshes perfectly with its modern updates. There are thoughtful touches everywhere- from a large selection of coffees, to the working fireplace, and many more. The beds and bedding are super comfortable. We...

"The home was in excellent condition, clean, beautiful and overall lovely. Close to Middleburg, a delightful small town. We felt like we were in the country, but close to everything we wanted to do."

"Highly recommend this place."

Welcome to this DC Retreat! A 5BR home with large, heated pool sitting on 8 wooded acres close to wineries, hiking, and history

"We had a small family gathering here around Christmas and we absolutely loved it! We immediately felt right at home. It is a gorgeous property, well appointed, and very comfortable. The game room was a huge hit with everyone. We're hoping to make it an annual tradition, hopefully for longer than one night next time!"

AED 2,247 total

includes taxes & fees

14 Jan - 15 January 2025

3 Penny Acres was built in 1916 on the foundations of an 1800's cabin.

"Hiking, playing in the creek, S'mores by the fire pit, enjoying meals on the porch all add up to fun memories. We enjoyed our stay. "

"Wonderful Thanksgiving in a wonderful home with our family."

"The home is in a very cool location. We loved the drive to the house. There were great views of the river. The home had everything needed to enjoy the river, but our stay was too cold to enjoy the river. Overall, the home was just what we were looking for!"

Gather for magical nights under the stars with our newly built deck and patio

"We hosted Thanksgiving weekend at the house and it perfectly accommodated our large group as well as the varying ages (31-89). House is well organized and amenities were all as described. Plenty of dishwater and glasses for a large group although if you are hosting a large meal bring some disposable platters and a cocktail shaker. Few minutes drive to Purcellville which had plenty of options for live sports and other dinners. Beautifully decorated with plenty of space. Also nice to be at the...

"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!"

Beautiful home on 4 wooded acres, front & back patios, playground & long drivewy

"Perfect house for my family. Perfect location for my granddaughter’s wedding. Only 1.2 miles The house was so well equipped with everything anyone would want or need. Loved the yard and all the surroundings. "

"Beautiful cozy home with a fantast view. Fenced in deck (our dog loved it as well as the fenced in yard)! Great location for day hikes! "

"What a wonderful stay! This VRBO was perfectly clean and super homey. We loved the decor and welcoming touches. I stayed with my colleagues for a week of offsite meetings, so we appreciated the many bedrooms and bathrooms plus the open meeting space. The wifi was a bit slow at times for our purposes working remotely. I'm sure a more casual user wouldn't have any issues. The location was fantastic. So peaceful and secluded feeling, but in reality just a short drive to Purcellville and Leesburg....

"It was perfect for us. 3 adults and 4 kids. Sleeping arrangements were adequate. Place was super clean. Liked being in the country, with great view of the mountains."

"The property was perfect for our large group and the hosts at Castleton Meadows were extremely kind, helpful and communicative. Would definitely return!!!"

Front Royal Vacation Rental | 2BR | 1BA | 908 Sq Ft | Stairs Required

"Fit all our needs. Enjoyed the area. "

Entire Colonial house across famous restaurant the Inn at little Washington Va

"The house was very clean, well stocked and an easy walk to the area businesses. Owners very friendly and informative. We greatly enjoyed our stay! "

AED 1,184 total

includes taxes & fees

21 Jan - 22 January 2025

"We had such a wonderful stay. The most comfortable beds ever and the place was perfect for our small group. (would accommodate many more). Our dogs loved playing in the fully fenced yards (yes there are 2) and exploring along the grounds. We came at the perfect time to see all the leaves changing colors. We didn't go out much but it was nice having the piece of mind that if we needed anything stores were not far away. "

"The photos cannot give you back that charm and welcoming atmosphere that this house gave us at the first sight. The downstairs game area was a bonus! We enjoyed every single moment we spent there. Thank you again!"