Vacation rentals with breakfast in Bennington County

Find and book unique breakfast rentals on Airbnb

Top-rated breakfast rentals in Bennington County

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

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Top guest favorite

Home in Dorset

5.0 out of 5 average rating, 17 reviews

Dorset - Manchester Lower Hollow House on River

Beautiful home in Dorset perched on the Mettawee River - 12 min to Bromley or Manchester Village, 9 min to the Dorset Horse Show. This 3500 square ft. home has all your needs covered. Smart tech, 2 fireplaces, 5 TV's, streaming+cable entertainment, vaulted living room ceiling, dining room w/ large table, sun room, fully equipped kitchen, 3 private acres, sun deck, walking trails. Close to the Dorset Inn, Barrows House, Dorset Bakery and Dorset Field Club. Ride your bike to the Quarry for a swim.

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Guest favorite

Chalet in Winhall

5.0 out of 5 average rating, 9 reviews

Chalet /Stratton Mountain VT /Tesla Charger/5 bdrm

Ski Chalet w/Tesla Charging! A quick 5-minute drive to Stratton Base, offering captivating views of Stratton Mountain on 8.82 acres of tranquil countryside. 5 bedrooms, 3 baths spread across multiple levels. The lower level unit is a versatile in-law setup or separate space for kids, while the wrap-around deck welcomes you to fully immerse yourself in nature. A detached 2-car garage with a Tesla Wall Charger. Don't miss this exceptional opportunity to make this prime location your next vacation!

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Top guest favorite

A charming townhouse is set amidst vibrant autumn foliage, showcasing a classic exterior with a gabled roof and large windows. The surrounding trees display a mix of red, orange, and green leaves, creating a picturesque environment that highlights the seasonal beauty.

Townhouse in Dover

4.99 out of 5 average rating, 76 reviews

Experience Vermont's Fall Magic at the Lemondrop

Wake up minutes from Mount Snow at The Lemondrop Lodge, a whimsical 3BR/3BA mountain townhouse made for hiking weekends, golf getaways, lake days, and summer family trips, wedding trips. Spend the day exploring nearby trails, biking the mountain, playing a round at Mount Snow Golf Club, or swimming, paddling, and boating at Harriman Reservoir. Then come home to grill on the private deck, relax by the fireplace, unwind in the indoor heated pool, or settle in with foosball, Xbox, and board games.

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Home in Winhall

4.78 out of 5 average rating, 64 reviews

Stratton Mountain Chalet | Hot Tub, Game Room & EV

Escape to this spacious Stratton ski chalet, just 7 mins from Stratton Mountain Resort and mins from Bromley Mountain and Manchester. This family-friendly mountain retreat which sleeps up to 16 guests, is the perfect vacation rental for ski trips, family reunions, large group getaways, workcations, and year-round adventures. Whether you're planning a winter ski vacation, a spring hiking trip, a summer retreat, or a fall getaway, this all-season home is perfectly located for exploring Vermont.

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Top guest favorite

Farm stay in Bennington

4.98 out of 5 average rating, 263 reviews

The Farm Cottage- Quiet 1BR on Hobby Farm

Welcome to our peaceful 1-bedroom cottage on a small hobby farm, perfect for couples or solo travelers visiting the Bennington area. This cozy space is designed for rest and simplicity. Whether you're in town visiting family, exploring local trails, or just passing through for a few days, you’ll have a comfortable place to unwind and recharge. Thoughtful touches like fresh eggs from our chickens and homemade jams await you, while the cozy setup makes it easy to settle in and feel at home.

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The exterior of the guest house is framed by vibrant autumn foliage, showcasing shades of orange and yellow. A small lawn area is visible in front, with two red chairs positioned beside decorative planters. The front entrance features multiple black-paneled doors, evoking a rustic charm.

Tiny home in Shaftsbury

4.53 out of 5 average rating, 147 reviews

Studio style Vintage Garden Bungalow

Studio style guest house set on a 22 acre vintage Vermont farm. You be able to enjoy some of the originality of gardeners quarters together with the renovated and updated space. The bungalow consists of two rooms plus bath, a bedroom with double bed and a kitchenette/sitting area. Kitchenette is equipped with microwave, refrigerator, toaster oven,griddle and complimentary coffee, tea and coco. Out back a Vermont white marble veranda , seating and grill. Shower in bath, complimentary shampoo

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Guest favorite

The entrance reveals a cozy room featuring a king-sized bed with a decorative quilt. A warm hue emanates from a pendant light above, illuminating a wooden table and a comfortable armchair. Natural light filters through the window, enhancing the inviting ambiance of the space.

Hotel room in Manchester

4.93 out of 5 average rating, 82 reviews

6 Bam Boo! Cozy escape in the heart of Vermont

6 Bam-Boo! is your cozy escape in the heart of Vermont just minutes to Manchester Center. Stay in the center of the action at this one-of-a-kind whimsical room w King-sized bed, a comfy armchair, a table with chairs, flat-screen TV with streaming services, a mini-fridge + freezer and coffee maker. Be sure to grab a snack or coffee / tea from the Snack Lounge, open 24 hours. Bam-Boo 6 is the perfect spot to unwind and recharge after exploring the Green Mountain State. Come stay with us!

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Superhost

A spacious lounge area features a central fireplace surrounded by a large, U-shaped wooden seating arrangement with colorful cushions. A bar is visible in the background, along with large windows allowing natural light to fill the room. Wooden beams and stars add character to the ceiling.

Private room in Winhall

4.83 out of 5 average rating, 12 reviews

Bromley View Inn Suite #15

Welcome to the Bromley View Inn, where strangers become friends. While staying in this suite you will have access to our large lounge featuring a fireplace, tons of seating, a bar and worktable. Outdoors guests will have access to our beautiful deck with fire pits and seating looking over Bromley Mountain. Around the grounds you'll find two ponds, a scenic and walkable property with plenty of space to enjoy. We are 4 miles from Bromley Mountain and just 7 from both Manchester and Stratton.

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A charming house features a front porch with rocking chairs, framed by lush green grass and blooming flower beds. An American flag is displayed prominently. Tall trees create a natural backdrop, enhancing the sense of privacy and tranquility.

Home in Manchester

Secluded VT home, close to town and skiing

Lovely, privately situated home (3 bedrooms, 2 1/2 baths, sleeps 6) with the true feeling of Vermont. Around the Property: Plenty of space for lawn games: croquet, horseshoes, badminton, catching fireflies. Golfers can take a 9-iron or wedge out to the 'long yard'. it's ninety yards to the tree line. Strolling, running hiking and biking on Three Maple Drive, one of the prettiest roads in Manchester. Our house is five minutes into town, 15 to Bromley, 20 to Stratton.

Guest favorite

A spacious living area features wooden beams and an inviting layout. Comfortable seating includes a green sofa and soft neutral armchairs surrounding a wooden coffee table. Bright patterned decor complements the vibrant green kitchen cabinetry visible in the background.

Home in Winhall

4.97 out of 5 average rating, 33 reviews

Fall Escape - Winhall - Fire-pit, Hot Tub

3 Bedroom, 3 Bathroom Hot Tub, Fire Pit - 5 minutes from Bromley Mountain - 8 minutes from Stratton Mountain - 15 minute drive to Manchester Bedroom Highlights: - Primary Bedroom: King bed with en-suite bathroom - Second Bedroom: Ideal for families, featuring twin and full bunk beds - Third Bedroom: Queen bed with en-suite bathroom Outdoor Amenities: - Relax in the private hot tub under the stars - Gather around the cozy firepit for evening conversations

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Home in Wilmington

5.0 out of 5 average rating, 4 reviews

Chalet Lopez

Welcome to Chalet Lopez, your cozy getaway in Wilmington, Vermont. Enjoy fast WiFi, a fully equipped kitchen, comfy living spaces with propane heat, and a beautiful fireplace ready for you to relax by. You will be close to Mount Snow, hiking trails, lakes, golf, great restaurants, and local bars. House rules are simple: no pets, no smoking, no parties, quiet hours at 9pm, and please keep food out of bedrooms. Checkout is easy and quick.

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Top guest favorite

The historic two-story house features a blue exterior complemented by a white porch adorned with hanging flower baskets. A pathway lined with greenery leads to the entrance, enhancing the inviting appearance of the home surrounded by mature trees.

Guest suite in Dorset

4.91 out of 5 average rating, 220 reviews

Guest Suite in historic 1804 tavern, w/ Breakfast.

You'll have the whole 3rd floor to yourself with a new private bath, large bedroom with a/c, and a separate sitting room/library. Stay in an historic gem, listed on the National Register of Historic Places. Historically sensitive restoration has been done. You'll have a continental breakfast in the house's original dining room. We're a four a minute drive from the center of historic Dorset village.

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