Bed and breakfast holiday rentals in Madison County

This place is heaven on Earth! The house is gorgeous and it’s full of details that make it extremely cozy. Jack is a wonderful host! Be prepared for a very friendly man, always willing to socialize and make you feel like home. I am so happy that we found this place, so close from the park and wineries. If you want to spend the day at the house, that’s also a great idea, because the backyard is full of trees, birds and places to relax. Also, if you’re lucky, you’ll see cats, wild turkeys or even deer. Ask Jack for recommendations basically about anything! He’ll provide you with fun stories and a huge respect for nature. This really felt like our country, Chile 🇨🇱. We’re coming back sooner than later ☺️

Sue's house was lovely and charming, and a real B&B experience -- sharing a beautiful, peaceful room in a hospitable person's home. She made a very nice breakfast too!

We had a peaceful stay. Lisa and Scott go out of their way to accommodate. There are a lot of hikers coming through and all kinds of accommodations for hikers. A real blessing for people looking to pause on their journey.

"We had a wonderful stay at Jason’s place! This was a last minute get a way for our family with plenty of room for 7 adults and 5 kids ages 7 and under. The space was clean, comfortable, and perfectly located for our needs. We did have a minor issue and Jason had someone out within 15min to take care of the situation. Jason was very responsive and accommodating, making our check-in and communication seamless. We would definitely recommend this listing to anyone visiting the Shenandoah area.

This is our second visit to Jim and Lisa’s cabins (last time we were at the smaller one) and once again it was PERFECT! A fabulous place for a peaceful getaway in a gorgeous setting in a cozy, comfortable, sparkling clean and well-appointed cabin. It is the perfect combination of simplicity and luxury. We felt as though we were back in much more simple and graceful times, yet with every possible modern amenity at our fingertips. Cozy loving room, spacious open kitchen, charming bedrooms and best of all a great porch to sip coffee slowly and take in the beauty talk around. Thanks again Jim and Lisa! We will be back!

This was our second stay with Linda and Putter and we expect more in the future! Highlights for us are the incredible breakfasts, the big bathtub, and the exceptional warmth and hospitality of our hosts. They went the extra mile to make our trip special and we really appreciated it. Everything was comfortable and clean and we had a great view of the stars at night from the balcony. As far as location goes, it's about 30 minutes to an hour to most of the popular hiking destinations on Skyline Drive. We also liked Shenandoah River State Park for a change of pace during peak bluebell season. Linda's food really is the best we've had in the area but we enjoyed West Main Market's sandwiches and beer garden after day on the trails.

Very beatuiful home in a really nice area. Hosts are super nice and accomadating.

Truly an amazing little Inn. The rooms are so clean and the beds are so comfortable. The owners are lovely, down to earth, kind caring people. They make the stay so enjoyable and we can not wait to return. If you want to get away from the stress of life and enjoy the slower lifestyle of the 1800’s you need to stay here at the Hollymead House Inn.

Traveling is made all the more special by the people you meet along the way. We were delighted by each interaction with Lisa & Scott. We learned a lot about the native plants, and which fruits & nuts grow in their garden. Fortunately we also got to enjoy Scott’s wonderful baked goods. Breakfast was delicious & healthy. We felt do lucky to stay at the Mountain House.

Beautiful little inn very close to Charlottesville in a lovely quiet neighborhood. The owners are wonderful - very kind and informative with lots of great suggestions for things to do and see. Can’t wait to go back!

This place was absolutely amazing! The grounds and everything were gorgeous and well kept. You have to enjoy the breakfast also! I recommend the omelette it was delicious. Would definitely stay here again the next time I’m up in Shenandoah hiking

Our stay was great from beginning to end. Heidi touched base with us before our visit and let us know what to expect with check in, gave us a nice tour of the home with some interesting history, provided restaurant recommendations, and served a nice breakfast with coffee, muffins, quiche, cereal yogurt, and fresh berries. She was also very kind with our quite conversant 6 year old. Oh, and our room and the home were beautiful!

This is the best air bnb I’ve ever stayed at! Amber was an amazing host and she went the extra mile to make us feel comfortable and welcome. From the parking instructions (we had a trailer to back in) to the full on gorgeous and delicious breakfast, we were just blown away by the hospitality. The space is thoughtfully curated and very comfy. There’s everything you need, but no clutter. It looks like someone took a picture out of a magazine and made the perfect air bnb. There’s privacy, 2 bedrooms, a private balcony, and private HUGE bathroom plus a shared living room space and dining room/kitchen. We were able to bring our dog and she had a huge yard to run around in. I would give this place 10 stars if I could…don’t pass up on this place!

We stayed in room #3. It was nicely decorated. The bed was super comfy and we slept great. Fresh flowers were in our room when we got in which was a nice touch. Our room had 2 robes in the closet along with plenty of hangars. Room also had a dresser. No TV is in the bedroom (which we did not miss) but there was a TV in the main house which could be used. The B&B is located within 20 minutes of downtown CVille, Monticello, hiking and our favorite, Snugglebutts Farm. The owners are very nice and knowledgeable about the area. There are a lot of things to look at inside the home which they have a vast knowledge of the history of the items. The breakfast was simple but fantastic. Granola, yogurt, fresh berries, croissants and/or muffins. The coffee was great. They also had a selection of Teas.

Book this now! This little cottage is absolutely stunning inside. The hosts were amazing - so friendly, knowledgeable, helpful, and just plain good people that we felt like we could sit and chat with for hours. The main manor house was so gorgeous inside, and the grounds were beautiful, tranquil, and super fun to explore. I’ve stayed in tons of AirBNBs, and this was a standout experience. Well worth every penny. We left feeling rested and restored, and we’ll definitely be back again.

Very cute bed and breakfast in Louisa! The space was as pictured, and I enjoyed the variety they had at breakfast.

Super comfortable room and bed. Nice coffee nook with snacks and lemon water. Breakfast was delicious. Owners gave great vineyard and restaurant recommendations .

Lovely B&B, it was homey and just what I was looking for. The staff is helpful and communicative and everything was so charming!

Absolutely loved our stay in the Library Loft! It was the perfect cozy getaway — warm, inviting, and full of charm. The host made us feel right at home from the moment we arrived, and their thoughtful touches didn’t go unnoticed. Breakfast was such a treat and truly set the tone for a relaxing morning. We can’t wait to come back! 5 stars all the way!

Jake was an excellent host! He is the property manager, almost always on site and very hospitable. We will definitely stay at Dinsmore Inn again when we are in the area.

We had a wonderful stay. Walking distance to UVA and downtown. Close to a bus stop, which is a great way to get around. We had brunch downstairs three days in a row, and the service and food were fantastic. Jake is a proactive communicator who made us feel at home. The room was gorgeous and clean; we loved the balcony and claw foot tub.

We can’t say enough good things about this hotel, location, host…we’ll return! The room was exactly as described/shown, with a spacious and clean ensuite. Jake was a fantastic host; meeting us upon arrival to help with luggage, explain the check in process, and show us additional amenities we had access to. The Dinsmore (our room) was the master, yet he was so kind to let us utilize another room’s balcony (unoccupied) to watch some trick-or-treaters. The housekeeper, Mrs. Zarghonia was such a delight and took great care of us while we were there. She had everything we needed and was unobtrusive. The room is directly over the dining room and front entrance to the Farmbell restaurant, yet we were never disturbed by associated noise or guests. It was a treat to be able to come straight down to breakfast every morning, as well, in true bed-and-breakfast fashion. The location is walkable in every direction to food, drink, market; since parking is included in the rear of the hotel.