Bed and breakfast holiday rentals in Addison County

Bright and spacious room at The Tillerman

The Tillerman is an inn restored and re-imagined from its 1785 bones. We invite you to spend a little time enjoying the simple things in life... 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.

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.

Inn at Charlotte, Cottage Room (yes dog)

Multi-room unit with large eat-in kitchen; bedroom with queen & full beds; kid-friendly; TV, big grounds, fire pit, great hiking, biking from your door, wine, the best restaurant in VT, best ferry on Lake Champlain. Two nights required certain busy weekends. A dog-friendly unit. Does experience a little road noise. A very good breakfast option is available for a fee. Located in one of New England's most beautiful areas.

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.

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.

The James Fenimore Cooper Room - Two Double Beds

You won’t want to leave this charming, one-of-a-kind place: The Inn in Westport. An Adirondack Inn overlooking Lake Champlain. Wonderful on-site Book Store, Coffee Shop, Metaphysical Shop and Art Gallery. Several fine restaurants within easy walking distance. You will be hosted by two experienced innkeeping professionals.

Vermont Bed & Breakfast - Sugar Maple Room

Enjoy the comforts of home in a relaxed country setting. This renovated B&B features 3 rooms with private bathrooms, a fireplace, porch, sun room, pond and stunning mountain views. The Sugar Maple Room is wheelchair accessible. The price is listed per room. Please inquire.