Vacation rentals with breakfast in Rutland County

Find and book unique accommodations with breakfast on Airbnb

Top-rated accommodations with breakfast in Rutland County

Guests agree: these breakfast rentals are highly rated for location, cleanliness, and more.

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Guest favourite

A colorful sign for Clear River Inn is prominently displayed, featuring details about the tavern located at the back. The surrounding area includes greenery and flowering plants, with scenic hills visible in the backdrop under a bright blue sky.

Apartment in Pittsfield

Clear River Inn - 2 Bedroom Suite

Live the "Suite Life" at the Clear River Inn in this spacious 2BR, 1-bath suite. Featuring 4 beds between 2 large bedrooms separated by an open kitchen, dining, and living area - this suite perfect for keeping the crew together, or if you just want bragging rights for booking THE spot. Centrally located on scenic Route 100, minutes from skiing, snowmobiling, hiking & more. Enjoy the daily Breakfast Nook & unwind at the Clear River Tavern Weds–Sun, just steps away. Free disc golf course onsite!

LocationValueGetting around

4.92 out of 5 average rating, 26 reviews

Top guest favourite

A two-story house is framed by lush greenery, featuring a spacious deck with wooden railings. The exterior is adorned with large windows, and multiple levels of decking are visible, along with various seating options. The surrounding grass is interspersed with small wildflowers.

Private room in Castleton

Room in rural home with lovely mountain views

Available is a downstairs one-person bedroom 9 X 11 ft, with double bed, wardrobe, adjacent to the house entrance. Surrounded by woodland. There is a larger bedroom for two , under separate listing. Parking close to entrance, Wi-Fi is usually good, and short hiking trails are at your door. There is also a picnic table on the deck. Lovely woods and waterfalls are also within a few minutes walk. The bathroom, kitchen and decks are shared with any other airbnb guests who might be staying.

FamilyLocationNearby

5.0 out of 5 average rating, 253 reviews

A three-level townhome is showcased, featuring a sloping roof and a front deck with wooden railings. Surrounded by trees, the property exhibits a tranquil winter scene with snow-covered ground. A vehicle is parked nearby, and patches of blue sky are visible through the branches.

Townhouse in Ludlow

2026/2027 skiseason 3/4BdrmAvailable for halfshare

Please disregard displayed pricing and inquire for details / pricing options. Located around the corner from the main base & on shuttle route. Fully renovated, townhome located in the quiet community. This 4 bdrm, 2.5 bath home offers a gracious floor plan. Main level offers open concept living with a wood burning fireplace. Upper level features private suite with bathroom. Lower level has 3 bdrm, full bath, and laundry. Expansive mudroom and wrap around deck w/ covered porch and hot tub.

FamilyLocationGetting around

5.0 out of 5 average rating, 3 reviews

Superhost

A living area is showcased, featuring a stone fireplace as a focal point. Comfortable wooden seating arrangements are present, with a coffee table displaying decorative items. Large windows allow natural light, offering views of the outdoors, while a subtle beige carpet adds warmth to the space.

Cabin in Killington

The Chalet at The Snowed Inn

Keep it simple at this peaceful and centrally-located place. The Chalet is a separate unit located at The Snowed Inn, a 5-star Inn in Vermont, offering 2 floors - top floor is large studio space with bed, couch, kitchen, jacuzzi tub, fireplace, balcony. Bottom floor offers pull out couch with large screen TV. The Inn offers complimentary breakfast, 24 hr coffee/tea & outdoor hot tub. Enjoy sitting at the bar and choose from our wine/beer list and pub menu. 1 mile from Killington Mt.

FamilyLocationCondition

4.84 out of 5 average rating, 25 reviews

Top guest favourite

A spacious house sits nestled among trees, showcasing large windows that provide ample natural light. A deck with an umbrella overlooks a well-maintained lawn. The scene is set against a backdrop of colorful foliage and a sky painted with soft clouds.

Private room in Bridgewater

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.

FamilyLocationQuiet

4.99 out of 5 average rating, 183 reviews

Top guest favourite

The Kingsley Grist Mill is positioned alongside a flowing river, surrounded by trees showcasing autumn colors. A historic covered bridge is visible in the distance, enhancing the landscape. The building features multiple stories with varying textures and roof styles, reflecting its rich history.

Castle in Clarendon

Kingsley Grist Mill Waterfall & Private Beach OMG

One of the "World's Most Amazing Vacation Rentals " as seen on the exciting NetFlix series, s.2, ep.7 and on HGTV's "You Live in What?, s.2, ep.1. Join us this season for the romance, the history, the breakfast, the natural mineral spring tap water, the concert, the rafting, the architecture and the legacy of the KGM, Vermont's Wright-esque falling water masterpiece. No cleaning fees added. Come make history with us ! Near Killington & Okemo Mtns.

FamilyLocationRiver

4.98 out of 5 average rating, 520 reviews

Top guest favourite

A serene home is framed by vibrant autumn foliage, showcasing a variety of orange and yellow trees. A white fence lines the property, while a lawn extends in the foreground, under a clear blue sky.

Private room in Wells

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.

FamilyLocationLong stay

4.95 out of 5 average rating, 444 reviews

Top guest favourite

Apartment in Clarendon

Trestle Farm

Trestle Farm, formerly a 50-year old horse rescue ranch, which we are transforming into a floriculture farm. 12 acres of open meadows to enjoy. If you’re looking for a bit of old, rustic Vermont, Trestle Farm offers all you need for a peaceful getaway, and yet it is just minutes to Rutland. With over 30 years of estate caretaking experience we welcome you to Trestle Farm to share this special Vermont hideaway.

LocationFamilyKitchen

4.98 out of 5 average rating, 102 reviews

Top guest favourite

A charming two-story home is surrounded by a lush green lawn, with blooming flowers carpeting the hillside. Bright red shutters frame the windows, adding a pop of color to the neutral exterior. The property features trees, bushes, and a peaceful rural setting.

Private room in Mendon

Cozy private room - Killington

Charming comfortable bedroom in a private home set on a beautiful property, which is located only minutes from Killington, the northeast’s premier ski and golf resort. The residence is situated close to hiking trails, bicycling, fishing, kayaking, skiing, golfing, and Mendon Bikram Yoga. The Blue bedroom offers a queen size bed with a shared bathroom and steam room...

LocationValueCleanliness

4.98 out of 5 average rating, 599 reviews

Top guest favourite

A cozy bedroom features a spacious bed with a white quilt and decorative pillows. Natural light enters through two windows, illuminating the room's soft blue walls. A bedside table with a lamp is positioned next to the bed, adding functional charm to the space.

Apartment in Chittenden

Vermont Country Suite

Located in Chittenden, VT, we are in the heart of the Green Mountains. We are just down the road from the Mountain Top Inn wedding venue and Cross Country Skiing Center. The apartment is an easy 15-20 minute drive to Pico and Killington ski areas. The suite is perfect for winter and summer adventuring or just a quiet get away in Vermont.

FamilyValueIndoor spaces

5.0 out of 5 average rating, 289 reviews

A spacious living area features two comfortable sofas adorned with decorative pillows, complemented by a coffee table on a patterned rug. Large windows allow natural light to fill the space, and a striking wall art piece is displayed above the seating.

Home in Chittenden

Resort Property near Killington

Four Pines is a spacious, flowing house with numerous, comfortable living spaces – including an oversized kitchen, 3 living areas and an expansive deck. Located at Mountain Top Resort we have access to several of the Resorts amenities and a short drive to Killington or Pico Mountains.

LocationConditionHot tub

Superhost

A bright bathroom features a light-colored vanity with a marble countertop and sleek cabinetry. A shower-tub combo is equipped with a shower curtain, while fresh blooms add a touch of color to the space. A toilet and towel holder are also visible.

Cottage in Castleton

6 Bedroom Lakeside Cottage

The Pine Cottage is a 6 bedroom house with full kitchen, living room and dining room. One bedroom has a king bed and the other bedrooms each have one queen. There are 6.5 bathrooms. Located at Lake Bomoseen Lodge, guests have access to the hotel amenities and on site Taproom.

FamilyLocationWalkability

4.97 out of 5 average rating, 35 reviews