Bed and breakfast vacation rentals in Bennington County

Bromley View Inn Suite #12

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 work table. 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.

A detailed map illustrates the layout of Farm Road Estate. Key features include the Inn, Sawmill Bar & Table, various cottages, a gazebo, and multiple ponds. Paths lead to the pool and hiking trails, surrounded by lush greenery and natural landscapes.

5 out of 5 average rating, 6 reviews

Luxury King with balcony in Historic Inn, rm 10

Our oversized Deluxe King room with balcony is located upstairs in our historic Inn. Plush king bed and full bath with double sinks, bathtub and shower. Inn Room 10 comes with towels, toilet paper, shampoo, conditioner, body lotion and other toiletries. The balcony has a bistro set for enjoying a coffee or happy hour. This unit also has a mini fridge and coffee maker. We provide Keurig K-cups, tea, sugars and complimentary snacks. This room sleeps 2. Inn room 10 is not pet friendly.

A rustic living area showcases a large stone fireplace, with a log fire crackling inside. Leather sofas are arranged around a wooden coffee table, and a chandelier hangs from the exposed beam ceiling, adding an elegant contrast to the warm wood tones.

5 out of 5 average rating, 6 reviews

Classic King+bunkbed in Historic Inn, rm 7

The perfect room for parents w/children, Inn Room 7 features a King Bed and bunkbed inside our historic Inn. A great home base for a weekend of skiing in winter or hiking & swimming in the summer. Inn Room 7 is upstairs and has a full bath with bathtub and shower. Room comes with towels, toilet paper, shampoo, conditioner, body lotion and other toiletries. This unit also has a mini fridge. We provide Keurig and K-cups, tea, sugars and various snacks. Inn room 7 is not pet friendly.

An entrance area is captured, showcasing floral wallpaper and large windows that allow natural light. A cozy seating nook is seen beside the window, and a patterned area rug lies on the wooden floor. A small table and plants add to the welcoming ambiance.

Private room in Bennington

1800's Victorian Estate Sleigh Suite

Located on the floor of the Carriage House this romantic room offers a queen-size Sleigh style bed, working fireplace, full private bath w/ jetted tub and separate shower, individually controlled A/c, heat and ceiling fans as well das skylight in both the bedroom and bath. The cable TV with DVD player is housed in a comfortable sitting area apart from the bedroom which is furnished with a love seat and wing chair, plus a wet bar equipped with a coffee maker and small refrigerator.

A rustic sitting area features a large brown leather sectional couch and a wooden coffee table. A brick fireplace is centered along the wall, with a fire burning brightly. A chandelier hangs above, adding a touch of elegance to the room with exposed beams and wooden accents.

Classic King in Historic Inn on 32 acres, rm 6

Inn room 6, inside our newly renovated Historic Inn, features a King bed with a full bath including a bathtub and shower.This room sleeps 2 and is upstairs on the third floor. Room comes with towels, toilet paper, shampoo, conditioner, body lotion and other toiletries. Includes a mini-fridge and Keurig coffee maker. We provide Keurig K-cups, coffee creamer, tea, sugars and various snacks, all complimentary. Inn room 6 is not pet friendly.

A rustic living area features exposed wooden beams and a brick fireplace, with a cozy fire burning inside. Deep brown leather sofas surround a low coffee table, and a chandelier hangs overhead, adding a touch of elegance to the warm space.

4.97 out of 5 average rating, 38 reviews

Deluxe King, kitchenette,fireplace- Cider House 1

This high-end studio at Farm Road Estate has a luxury king bed and sitting area, a kitchenette with cooktop, refrigerator, Keurig coffee maker (we provide k-cups, sugars, and creamers), microwave, and toaster. The living room has a 65 inch 4K Roku TV. This unit has 2 sinks in the bathroom, a full tub and separate shower. Toilet is in a private room. Cider House 1 has a private patio and parking area. Cider House 1 not pet friendly.

A wooden railing borders a deck, providing a view of a winding road and lush greenery. The landscape is framed by trees, with hints of a river visible in the distance, creating a natural connection to the surrounding environment.

Private room in Whitingham

Wilmington Room @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!

Our "round room" is particularly spacious and enjoys great privacy as well as morning sun through the bay windows. The room also has a huge Sleep 2 Live (Kingsdown) King-sized sleigh bed and an overly wide whirlpool bath. It is located in the Main House on the second floor and includes a leather reclining reading chair. All rooms include breakfast & all guests have access to our common areas loaded with games & our on-site bar.

The bathroom features a full tub/shower with a protective shower curtain. A modern toilet is positioned beside a decorative shelf with personal care items. Natural light enters through a small window adorned with lace curtains, while dark patterned tiles create visual interest on the floor.

The Engel House Room 5: Mt Snow/Wilmington VT Area

Room 5 is one of the original bedrooms of the house and is a comfy place to relax. This large room boasts many windows to get lots of natural light and second floor views of our quaint little village. The attached private bath offers a spa-like experience with a full tub/shower and a light that can give you mood lighting as well as a Bluetooth speaker that can play your own music through your cell phone or wireless device.

A spacious great room displays exposed wooden beams and large windows that invite natural light. Cozy leather sofas and a wooden coffee table are arranged for relaxation, while a dining area with a large table is visible in the background, all designed for comfort and sociability.

5 out of 5 average rating, 11 reviews

Classic Queen – 2 Queen beds in Historic Inn, rm 5

Inn room 5 inside of our newly renovated Historic Inn has two Queen beds and 1 full bath with bathtub and shower. Room comes with towels, toilet paper, shampoo, conditioner, body lotion and other toiletries. This room is upstairs and sleeps up to 4 guests. Includes a mini fridge and Keurig coffee maker. We provide Keurig K-cups, coffee creamer, tea, sugars and various snacks. Inn room 5 is not pet friendly.

Vacation rentals for every style

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Kick off your hiking boots at these rustic lodgings

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A space thats all yours, with room for everyone

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Bennington County bed and breakfast rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly bed and breakfast rentals

A historic yellow inn is surrounded by lush greenery and tall trees. A white picket fence frames the property, while American flags hang from the porch and roof. The inn features multiple gabled roofs and a welcoming front porch with ample seating.

Private room in Sunderland

4.95 out of 5 average rating, 43 reviews

The Ira Allen House - The Ethan Allen Suite

VicRating, 5 stars20 months ago

Kevin went out of his way to cook us a vegan breakfast, the best we've ever had. Kevin is fun to be around, the common room was cozy and soothing, small B&B so met and chatted with people.

A historic yellow inn is framed by lush greenery and bright skies. A white picket fence encloses the front yard, where vibrant flowers add color. A porch is accessed by steps, adorned with American flags. The inn's two-story structure exhibits classic charm.

Private room in Sunderland

5 out of 5 average rating, 9 reviews

The Ira Allen House B&B - Ira Allen Suite

MichelleRating, 5 stars20 months ago

Michael was a wonderful host. Was right there when we checked in even though it was late. He was helpful and kind and we felt right at home from the moment we walked in the door. Michael is a fabulous cook and breakfast each day was amazing. He remembered what you liked or your dietary restrictions. I can't say enough good about the place. From the basket of knitting, to the puzzles, reading materials, and games, you felt like you were one of the family just hanging out. Many thanks Michael and Kevin for an awesome stay!! I know we will be back!!

The historic inn stands surrounded by trees, showcasing a yellow facade with dark shutters. A welcoming porch is visible, and an American flag flies gently. A white picket fence frames the property, adding to the charming exterior that reflects the inn's inviting character.

Private room in Sunderland

5 out of 5 average rating, 7 reviews

The Ira Allen House Abigail's Suite

MalloryRating, 5 stars33 months ago

My mom, sister & I stayed at the Ira Allen House for Labor Day weekend, and it was the perfect location for our getaway! It is a beautiful, historic home with so much charm! Our room was clean, comfortable, and the perfect amount of space for us 3 adults. Every breakfast we had was delicious and the best way to start our day. Kevin & Michael were also very accommodating to our various dietary restrictions! The other bed & breakfast guests were all so friendly as well, and we enjoyed engaging in conversation with them over coffee in the dining room where breakfast is served. We loved the beautiful property - sitting on rocking chairs on the front porch and on Adirondack chairs near the Battenkill River were a relaxing post-breakfast activity before exploring nearby Manchester, VT. The Ira Allen House is also a convenient location to get to Saratoga, NY in just about an hour! Can't wait to visit again for hopefully a Fall or Winter or even Spring retreat! Vermont is so beautiful and this stay captured the true Vermont essence!

A bright bedroom features a spacious bed dressed in white linens, flanked by two bedside lamps on wooden tables. Natural light filters through two windows covered by light draperies, against a backdrop of green walls and warm wood accents.

Joseph Courtemanche Suite @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!

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Bed and breakfast rentals with breakfast

A well-lit bathroom features a large whirlpool bath positioned under a skylight, providing natural light. A wooden cabinet sits nearby, and sheer white curtains frame the window, which offers a view of surrounding greenery. The clean, neutral walls enhance the serene atmosphere.

TaraRating, 5 stars52 months ago

Molly Stark Suite @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!

Excellent stay! Breakfast every morning was delicious. Walking distance to several restaurants and only a 15 minute drive to Mt Snow. Charlie and Megan were great and always available.

A natural wooden railing overlooks a scenic view of greenery and a gently flowing river, bordered by trees. The image captures the tranquil setting with a nearby road visible, inviting a sense of peace in a rural environment.

5 out of 5 average rating, 5 reviews

Betty's Room @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!

CherylRating, 5 stars53 months ago

This is a lovely place and space! Cozy, comfortable, clean and simple style, Charlie & Megan go the extra mile to make sure your stay is comfortable and you have everything you need. They communicate before and during your trip and help with anything you need. They are COVID conscious and we felt very comfortable and safe with the measures they put in place. Oh, and the breakfast menu is delicious and they have an amazing cocktail list perfect for winding down at the end of the day.

Four wooden Adirondack chairs are arranged around a central fire pit, with a warm flame flickering. A snowy landscape extends in the background, showcasing distant mountains and a partially cloudy sky. The tranquil scene offers a cozy outdoor space for guests to enjoy.

Private room in Winhall

4.86 out of 5 average rating, 7 reviews

Bromley View Inn Suite #15

ThomasRating, 5 stars11 months ago

Nice stay at Bromley View Inn! The views were stunning, and the cozy, pet-friendly vibe made us feel right at home. The room was comfy, and we enjoyed relaxing in the lounge. Breakfast was a treat every morning. Enjoyed Fiddlehead IPA at Haig’s Sports Bar and at the 19th hole at Stratton’s Golf Course. Highly recommend this spot for a great location and welcoming stay!

A wooden railing features a natural finish, offering a clear view of the lush greenery surrounding the area. Beyond the railing, the road can be seen winding through the landscape, with trees framing the scene and a gentle slope leading to a stream.

5 out of 5 average rating, 10 reviews

Chimney Hill Room @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!

LianaRating, 5 stars40 months ago

what a lovely stay! rustic inn, super friendly and helpful hosts! we wil be back 💞 thank you!