Bed and breakfast holiday rentals in Addison County

Charming king room at The Tillerman

We invite you to spend a little time enjoying the simple things in life. The Tillerman is restored and re-imagined from its 1785 bones. We embrace the quirks, character and eccentricities of this old beautiful building and we hope you do, too. Think fire places, wood burning oven, linen duvets, hardwood floors with vintage rugs, organic mattresses, french press coffee and the sound of the creek. The Tillerman is the ultimate cozy getaway. We have a feeling you will love it here!

Johnnycake Flats Inn, Train Room

Johnnycake Flats is a family owned B&B, an 1800's farmhouse and former stagecoach stop. Three inviting guest rooms, each with private baths and great views. All stays include yummy, homemade breakfasts, using organic and local ingredients. XC skiing and snow shoeing can be accessed on our adjoining field with your own equipment. Sugarbush and Mad River Glen are a 1/2 hour drive via the Roxbury Gap (snow tires and winter driving skills a must) or a 55min drive via I-89, exit 9.

Middlebury Private Suite, walk to campus.

A pleasant walk to Middlebury town and college from this handsome 1827 Federal home which is licensed with the state. The suite has two bedrooms with one private bathroom and it’s own entrance. Each room has a queen bed with a comfortable mattress fitted with sun dried cotton sheets. The suite has a small refrigerator, microwave, electric kettle and French press. If the reservation is for 2 persons but both bedrooms are required, there is an additional $80 per night charge.

Sunny Shelley Room for 3 - Featherbed Inn B&B

A sunny room in our 1806 farmhouse B&B, Shelley is the largest room in the Jenny cottage, a few steps from the main building. The room has its own 2nd floor private entrance and a shared kitchen. This lovely room sleeps three comfortably, with a queen-sized cannonball bed as well as a twin bed in a private alcove. The Shelley room has a spacious sitting area with wing back chairs. Guests are treated to a gourmet three-course breakfasts.

The Victorian Lady, circa 1836

This is a Victorian home built in 1836 and totally restored in 1991. Was operated as a B&B for over 20 years and now available for vacation rental ( entire home) starting June 1, 2023. Located at 6447 Main Street Main St. in Westport, New York with views of Lake Champlain. PLEASE NOTE: ALL PRICES SHOWN ON THIS LISTING ARE PER NIGHT for the entire house. This price does not include breakfast. Discounts apply to length of stay.

Edward Hopper and Chipman Inn

An artistically inspired room, showcasing the brilliance of Edward Hopper. This room features a luxurious king-sized bed and an additional cozy twin bed. Infused with natural light, the room gives off an ambiance that echoes the scenic brilliance often depicted in Hopper's works, some of which were inspired by the breathtaking landscapes of Vermont. The room is also equipped with a private bathroom with a stall shower.

Creek-Side Farmhouse Near Burlington, Vermont

This 200-year-old farmhouse is in in the middle of a country village, close to hiking trails, ski areas, and boating. You will wake up to the sound of birds and the brook that runs next to the house. We are midway between Burlington and Middlebury, which offer many attractions of their own such as music and cultural events, shopping, and great restaurants. Your host is on site to make sure that you are comfortable.

Light-Filled Guesthouse with Mountain Views

With its mix of modern furnishings, reclaimed doors and barn-wood from the property, leaf-green color palette, and knotty-wood floors, this radiant guesthouse has a rich atmosphere of serenity. Invigorating mountain views are never out of sight due to an abundance of windows throughout this home. New EV charging station on premises. Ten-minute drive to free lake access.

Firefly B&B Main House -SIR ROCCO ROOM.

Our SIR ROCCO ROOM features country-contemporary appointed décor with a DOUBLE BED, rattan-furnished sitting area, plus a TWIN bed for third person. This room is on located on the second floor. Complimentary coffee and breakfast pastries served each morning. FREE High-Speed WIFI COFFEE MAKER ROOM FANS 2-night minimum stay required.