Bed and breakfast vacation rentals in Woodstock

Thorny Hills Farm

Private upstairs suite that sleeps up to 6 people. 1 bedroom with a queen sized bed & a bedroom suite with 4 single beds. Sitting area with tables allow for relaxing or group meals. Private bath serves the suite. Mini frig, microwave & coffee maker with grill outside. Private entrance & patio. Perfect for local horse events. No smokers. NOT suitable for young children under 10. No infants. Check in is 4PM but can be adjusted if needed. Check out is 10AM. Additional guests $35/night

Location · Value · Hospitality

Charming two-bedrooms at Brigid's Crossing

Welcome to our Victorian home that blends 19th-century charm with comfort. This suite offers two private bedrooms—one queen and one full bed—and a shared full bathroom exclusively for your group. Set in a classic Vermont village, it’s the perfect base for up to four guests to enjoy the area’s best activities: skiing, mountain biking trails, and the unforgettable fall foliage. After a day outdoors, relax in the warm, B&B-style atmosphere and soak in the quiet elegance of this historic property.

Location · Family · Heating

13 Hills - A Unique Earth-Sheltered Destination

Welcome to 13 Hills! Set in the picturesque Monadnock region, our earth-sheltered, open concept home offers magnificent views, serenity, and comfort. With an 1100 square foot terrace with firepit and year-round hot tub, and pool room with darts, this is not your usual B&B. Your room has a king-size memory foam bed, bureau, 42 inch TV, DVD & internet services, a full bath with tiled shower, a fridge with freezer, microwave and panoramic vistas. Full breakfasts of your choosing are our specialty!

Family · Value · Pool

Spooner House - Atwater Room with Clawfoot Tub

The Spooner House – your retreat in the Upper Valley. This spacious suite features a cozy fireplace, mountain views, and a private bathroom with a clawfoot tub and shower. Enjoy the luxurious king-sized bed and serene ambiance. Located just 15 minutes from Quechee, Norwich, Hanover, and Lebanon, and close to Woodstock (25 min) and Killington (39 min). Your stay includes a self-serve breakfast with granola, yogurt, fruit, espresso drinks, and tea. You'll also have access to the guest kitchen.

Location · Value · Quiet

MT Retreat / Killington, Woodstock, Rutland, Okemo

We also offer our beautiful grounds as a venue for tented events. Bewitching views. Quiet, private suite. C. bkfst. Winter garage! COVID: “VT Forward” guidelines followed. Consider a private cooking class from award-winning Chef Ted and enjoy the foods of your labor in a lovely natural setting. BYOB. See Odyssey Events VT & Airbnb Experiences for cooking options. FYI, Bedroom size: 9' x 14'. Adjoining bathroom: 8' x 9'. The ante-room/office: 8' x 12', which is also yours to use.

Location · Value · Hospitality

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.

Value · Location · Accuracy

HotTub FirePit Games Huge Backyard Family Friendly

The ultimate experience for couples & families 5-10min from hiking trails & ski resorts A Mile from Gregg Lake Beach ALL YEAR PRIVATE/SECLUDED HOT TUB Grill, Hammock, Gym equipment XBox Series S, Life Size Janga, Yahtzee, Darts, Corn Hole, ping pong table, mini pool table Luxury KING PURPLE Brand Mattresses in every bedroom for the best nights rest with individual mini splits for optimal comfort Fully stocked kitchen High speed WiFi, house on 2 private acres

Value · Family · Wifi

Endless Brook Farm B&B w Sauna, Hot Tub, Breakfast

Our home is located in a quiet, beautiful valley, surrounded by 175 acres of gardens, fields, hills, trails, streams, ponds and woods. Our bedrooms are bright and airy, with private bathroom upstairs on your own floor. Breakfast is provided each day -- all natural foods, special diets accommodated. 3-5 mins from Slate Valley Trails and Lake St. Catherine/State Park. 5 mins to Wells center. 10 mins to Poultney. 30 mins to Manchester or Rutland, VT.

Value · Location · Indoor spaces

Eva Blake House-Margaret's Room

Do you like the experience of staying in historic homes? Welcome to the Eva Blake House. A full menu breakfast is served in our dining room between 8 and 10 AM. Three common areas. Abundant amenities. A walk or short drive to The Square with its shops, art galleries, restaurants and our 1927 Opera House movie theater. Margaret's Room has one double bed. A walk down the hall: your large, private bathroom with walk in shower.

Location · Family · Nearby

Longview Cottage on Lake Sunapee

Enjoy wonderful summertime moments and make everlasting memories with loved ones, family and friends at this charming historic cottage built in the 1890’s. Relax at one of the most beautiful locations on Lake Sunapee, with long open 180 degree views of the pristine lake, rolling tree covered hillsides, Mount Sunapee, and the Fells Estate, an 83 acre nature preserve with undeveloped shoreline.

Location · Family · Indoor spaces

Charles Hewes Room- Shaker Hill B&B

Charles Hewes Room- Named for the first occupant of the house, the room has a queen-sized bed with an antique headboard, wide board floors, comfortable chair and a large private bathroom. Decorated in forest greens with cream accents, this room receives morning sun. The room includes breakfast. *A rollaway is available for this room. Please inquire. There is a small additional fee.

Value · Location · Indoor spaces

Corncrib Tiny House Glamping Cabin

Queen-sized bed in historic corncrib cabin in the heart of Vermont with gorgeous views of fields and forest. We also have several other rooms available. The tiny house comes with a queen sized bed in the loft. It has a private full bathroom with clawfoot tub and shower, tiny living room, dining area and full kitchen. It can accommodate one or two people.

Location · Family · Cleanliness