Vacation rentals with breakfast in Bennington County

We had an excellent stay at Henry House. The interior was cozy and well decorated - with so many extra touches. Our favorite activity was sitting on the lovely front porch, looking out at the spectacular landscaping and watching the world pass by on the quiet country road. We highly recommend this rental for a large party.

Great space! We were comfortable with a big group here, and loved being so close to the slopes. Hot tub seems new and is in great condition.

5 stars all around! The view and the setting are magical. The house is brilliantly appointed and designed. What a dream to stay in this house!! We want to come back for a stay in every season to experience it again and again! The interior is extremely cozy while being beautiful at the same time. One of the best Airbnb homes we've ever stayed in! Book your stay now -- you will love it!!

Beautiful cottage. Close to town but very quiet. Loved the restaurants we went to - The Publyk, Craft 421, and Madison's. This is a nice place. I would go back if in the area.

We came to Vermont to look at the beautiful fall colors and for a Vermont experience. Staying in a stately house that originates from the 1700’s gave us both. The bedrooms are spacious and comfortable. The downstairs sitting area is elegant with plenty of room to spread out read like a country squire. Mary makes an excellent breakfast and is accommodating about when and what to eat. Be sure to try the apple pancakes. Manchester with all its fine restaurants is 15 minutes away. Otherwise, the Wayside Country store is right down the road. The view out the back of the house is outstanding. We highly recommend this house for a Vermont getaway.

Joan’s house is beautiful and cozy, looks exactly like the pictures if not better. We are very happy for our stay here. Location of the house is great for our ski trip to Stratton, only 30 mins easy drive and it is close to the Manchester town. We didn’t have the opportunity to explore the shops and restaurants in the town this time, so we will definitely be back for another stay. Joan is a fantastic host. She’s very responsive to our questions, even left breakfast (egg/bacon/English muffin/butter/half&half) for our stay, and she’s very accommodating by allowing us left our luggage for a little longer after checking out.

Our stay was great! Having 2 living rooms was great to spread out! Kitchen was very clean and dinner with a large group were easy. Plenty of bedrooms and beds to fit multiple families. The owners were very very responsive and ensured our stay was going as expected!

From the moment we arrived at this gem in the heart of Vermont, we knew we’d found something special. The home was a perfect blend of rustic charm and modern comfort—thoughtfully designed, warmly inviting, and deeply peaceful. Mornings brought mist over the valley and quiet coffee, while days unfolded gently with plenty to do. Evenings were magical—blankets, stars, laughter. It wasn’t just the stunning location or the beautiful house—it was the feeling of slowing down and being truly together as a family. Every detail encouraged presence and ease. This stay didn’t just give us rest—it gave us memories. If you’re seeking something restorative, grounding, and quietly unforgettable, this is it. A perfect Vermont retreat. The Kane Family

This is a lovely place and space! Cozy, comfortable, clean and simple style, Charlie & Megan go the extra mile to make sure your stay is comfortable and you have everything you need. They communicate before and during your trip and help with anything you need. They are COVID conscious and we felt very comfortable and safe with the measures they put in place. Oh, and the breakfast menu is delicious and they have an amazing cocktail list perfect for winding down at the end of the day.

The inn is in a great location, close to both Stratton and Bromley. Austin was quick to communicate with, check-in was easy, room was clean and comfortable, and breakfast in the morning was great - eggs and bacon, muffins, waffles, etc.

The Wilmington Inn is always a favorite place to stay! It's always quiet and so convenient to restaurants and the shops--we'll be back!

As usual, everything perfect at Ernie's. It's a great place to be.

Had a great visit. Ernie is a generous and kind host. Will be visiting again

My boyfriend and I spent two wonderful nights in Cider House 1. We had a fabulous time. Peaceful and relaxing with beautiful fireplace.

Kevin went out of his way to cook us a vegan breakfast, the best we've ever had. Kevin is fun to be around, the common room was cozy and soothing, small B&B so met and chatted with people.

Michael was a wonderful host. Was right there when we checked in even though it was late. He was helpful and kind and we felt right at home from the moment we walked in the door. Michael is a fabulous cook and breakfast each day was amazing. He remembered what you liked or your dietary restrictions. I can't say enough good about the place. From the basket of knitting, to the puzzles, reading materials, and games, you felt like you were one of the family just hanging out. Many thanks Michael and Kevin for an awesome stay!! I know we will be back!!