Search Vacation Homes in Middlebrook

"We had a wonderful getaway at Deer Ridge. What a comfortable snd impeccably clean home! Highlights were morning coffee on the screened porch, evenings by the fire pit, and relaxing in the hot tub. Alex is a star host whose hospitality made our stay memorable. "

"There are not enough adjectives in the dictionary to describe this AMAZING home! The views are literally the best in the area! The home was stunning- the layout, convenience, furniture, fixtures, amenities-it was as close to perfection as you can get. Our large Italian family travels a lot and have rented some lavish homes, but we all agreed this was THE BEST OVERALL we have ever stayed in! The owner was also super informative and super quick to respond to messages- and even let us have one...

"Everything was as advertised- family of 6 was well accommodated for a Thanksgiving weekend. Very cold windy and snowy outside but house was warm and comfortable. Very large kitchen was well suited for preparing Thanksgiving dinner. "

"We had such a nice relaxing vacation. The views were beautiful. Great resource provided for local activities, trails, restaurants, etc."

"As the title implies, my sister and I found the Cozy Craftsman to be comfortable and very convenient. We were able to walk into Staunton to visit Antique stores and restaurants. A short drive led us to two beautiful parks where we enjoyed beautiful scenery and enjoyable trail walks. "

"Exactly as described. Nice property and a short distance from downtown and hiking. Enjoyed the animals on property as well as interaction w hosts."

"This home is perfect for a larger group staying in Lexington. The home was very clean, well equipped and the beds were very comfortable. I would love to visit in the warmer months to take advantage of the porch and garden area. Being within walking distance of everything in town was so convenient. Peter was quick to reply when I contacted with questions. I highly recommended property!"

"We loved our stay here! The house itself is charming and clean. And we loved the porch with the rocking chairs and the view. My daughter loved the goats, chickens and swim. We all enjoyed the hammock and fire pit. It was a fantastic stay and we hope to come back again. "

"Amazing! I could spend hours at examining the decorations that each seem to have a story of their own. No detail overlooked! Felt like a step into the past ☺️"

"We recently stayed here in early April 2025. We got to experience amazing spring blooms from native flowers, a beautiful and remote home, quiet atmosphere and surroundings, complete with excellent proximity to a number of outdoor activities.Our hosts were very thoughtful, helpful, and provided plenty of suggestions and tips for the area as well as a clean home with board games, views, amenities, etc.I couldn't recommend this home more and we will assuredly make it a point to return to this home,...

"The owner was amazing"

"From the moment I stepped into this spacious, yet cozy property I knew it was going to be a wonderful weekend. I had arranged this weekend to celebrate a soon to be “mother of the bride” and mutual friends. The home was absolutely immaculate! No musty mountain smell that I have experienced in other homes located among the trees. Furnishings were updated and comfortable. The kitchen was very well stocked with lots of dish-ware, cookware, and utensils. The linens and towels are hotel quality. Such...