Bed and breakfast vacation rentals in Rutland County

Fenn Farmstead - w/farm-to-table breakfast 1 BR

Paradise in Vermont’s Green Mountains! On a quiet, scenic, country road, our spacious home has all the comforts for a good night’s rest with a delicious farm to table breakfast. Ski Okemo or Killington. In summer find over 75 recorded species of birds, enjoy the gardens and learn about sustainable agriculture. Pick raspberries and blueberries in July and August. In autumn enjoy Vermont's spectacular leaf colors. **Now hosting only guests with complete, verifiable Covid-19 vaccine plus booster.**

Value · Location · Wifi

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 · Value · Biking

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.

Value · Family · Cleanliness

Balm of Gilead B & B Blue Suite

This Bed & Breakfast has two suites available (listed below as bedrooms). Each suite has a private bathroom and sitting room. My place is close to restaurants, great views, outdoor activities, ski resorts, hiking, Okemo, Killington, Pico. Restfull ambiance, outdoors space, fresh air, are yours to enjoy. My place is good for couples, families, solo adventurers, business travelers, and furry friends (pets). For an additional facility fee of $2000 it is available for small weddings.

Value · Location · Checkout

Cozy 1-bedroom in Brigid's Crossing

Stay in a beautifully preserved Victorian home in the heart of Vermont! This cozy single bedroom features a comfortable queen bed and a private bathroom, offering the perfect blend of comfort and privacy. Nestled near top seasonal attractions, from skiing, mountain biking, and Vermont’s stunning fall foliage, this property is ideal for leaf-peepers and outdoor enthusiasts alike. Enjoy a warm, welcoming B&B-style atmosphere with all the charm of historic architecture.

Family · Location · Decor

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.

Family · Location · Wifi

Cozy and Quiet Suite by the Mountains

Cozy up next to the fire after a long day on the slopes. This open concept suite has a large private bathroom, closet + plenty of storage for your gear, queen size pullout couch, futon, queen bed, TV, dinner table, breakfast corner with a microwave and coffeemaker. Sleeps 4 adults comfortably. Separate private entrance. Under 22 minutes to Killington, under 15 minutes to Pico and 8 minutes to downtown restaurants, bars, and groceries in Rutland.

Value · Location · Getting around

Efficiency Apartment with Queen and Twin over Queen Bunk - The Trailside Inn

This classic farmhouse has everything you could hope for in your Vermont vacation. You'll love the Trailside Inn! This listing is for a Efficiency Apartment Queen with Twin over Queen Bunk Room in the main inn. All of our rooms have full private bathrooms. The maximum occupancy for this room is 5 guests. We are offering continental breakfast, coffee and tea service daily. For more than 5 travelers, ask about our larger room options.

Family · Location · Checkout

Queen with Twin Bunk Bed - The Trailside Inn

This classic farmhouse has everything you could hope for in your Vermont vacation. You'll love the Trailside Inn! This listing is for a Queen with Twin Bunk Bed Room in the main inn. All of our rooms have full private bathrooms. The maximum occupancy for this room is 4 guests. We are offering continental breakfast, coffee and tea service daily. For more than 4 travelers, ask about our larger room options.

Location · Family · View

Queen & Twin Room with Private Bath- Trailside Inn

This classic farmhouse has everything you could hope for in your Vermont vacation. You'll love the Trailside Inn! This listing is for a Queen & Twin Room in the main inn. All of our rooms have full private bathrooms. The maximum occupancy for this room is 3 guests. We are offering continental breakfast, coffee and tea service daily.  For more than 3 travelers, ask about our larger room options.

Family · Location · Cleanliness

King Room with Private Bath - The Trailside Inn

This classic farmhouse has everything you could hope for in your Vermont vacation. You'll love the Trailside Inn! This listing is for a King Room in the main inn. All of our rooms have full private bathrooms. The maximum occupancy for this room is 2 guests. We are offering continental breakfast, coffee and tea service daily. For more than 2 travelers, ask about our larger room options.

Location · Family · Shared spaces

Twin Room with Private Bath - The Trailside Inn

This classic farmhouse has everything you could hope for in your Vermont vacation. You'll love the Trailside Inn! This listing is for a Twin Room in the main inn. All of our rooms have full private bathrooms. The maximum occupancy for this room is 1 guest. We are offering continental breakfast, coffee and tea service daily. For more than 1 traveler, ask about our larger room options.

Value · Family · Getting around