Historic Home with Bar Room, Game Room & Hot Tub Near Downtown

Discover a spacious historic home designed for memorable group stays—just a 10-minute walk from downtown Bennington. This property seamlessly combines classic character with modern amenities, offering six bedrooms, 5.5 bathrooms, dedicated entertainment spaces including a bar room and game room, and an outdoor hot tub. Perfectly suited for large groups, families, and friends, it's an ideal base for exploring local culture, outdoor adventures, and year-round attractions. Dynamic pricing ensures groups of all sizes receive the best value for their stay.

6 6 guests
6 6 bedrooms
5.5 5.5 bathrooms
Bennington Bennington, Vermont
The image showcases a stately historic home with a spacious wraparound porch, elegant bay windows, and a lush, well-kept lawn. The inviting porch is perfect for relaxing with morning coffee or enjoying a serene sunset, while the manicured garden offers a peaceful retreat just steps from the vibrant heart of downtown Bennington.
Unwind on the grand wraparound porch of this historic Bennington home, where timeless charm and lush gardens set the scene for unforgettable mornings and golden-hour gatherings.

Six bedrooms and 5.5 bathrooms for group comfort; dedicated bar room and game room for in-house entertainment; outdoor hot tub for relaxation; 10-minute walk to downtown Bennington; close to mountain biking trails and ski resorts.

Gathering Grandeur: Social Spaces for Connection

Features

  • • Bar room
  • • Spacious living areas
  • • Historic detailing
  • • Open flow between living spaces
  • • Easy access to dining and game rooms

Step into an inviting world of togetherness as you enter the home's grand living and entertainment areas. The historic ambiance sets a charming tone, while thoughtfully designed spaces like the bar room and adjoining living areas become the heart of your group getaway. Whether you're toasting to family milestones, enjoying laughter-filled reunions, or simply unwinding after a day of adventure, these expansive social spaces make everyone feel at home. The open flow encourages mingling, conversation, and unforgettable moments, all beneath the character-rich details that tell the story of the home's past.

A welcoming bar room with a classic wooden bar, high stools, and a table with round stools. Warm decorative lighting fixtures illuminate the space, and a large mirror on the wall adds depth. The ambiance is relaxed yet lively, inviting guests to gather for drinks and conversation.
Raise a glass in the inviting bar room—perfect for toasting milestones and sharing laughter with friends.
A stylish bar area featuring a wooden bar, metal stools, hanging light fixtures, a wall mirror, and a decorative plant. The setup is ideal for hosting social gatherings or casual brunches, reflecting a space where guests mingle and enjoy each other's company.
Gather around the stylish bar for intimate conversations and memorable celebrations.
A bright and cozy living area with large windows, comfortable armchairs, a decorative coffee table, stylish area rug, and ambient lighting. The space is perfect for relaxed conversations, morning coffee, or hosting group gatherings in an elegant setting.
Enjoy sunlight-filled living spaces designed for shared moments and weekend gatherings.
A playful and inviting gathering space featuring a foosball table, stained glass artwork, a fireplace, and a decorative shelf. The room is set for both active fun and relaxed moments, making it ideal for game nights and celebrations with friends or family.
Spark friendly competition and lasting memories in the lively game room.

The Chef’s Table: Culinary Delights & Shared Meals

Features

  • • Modern kitchen appliances
  • • Formal dining room
  • • Breakfast nook
  • • Kitchen opens to dining and gathering areas

Nourish both body and soul in the chef-friendly kitchen and inviting dining spaces. Whether you’re planning family-style feasts or intimate late-night bites, these rooms are equipped for culinary creativity—and group dining. The kitchen boasts modern appliances without sacrificing historic charm, while the formal dining room and casual breakfast nook offer settings for any occasion. It’s where meals become memories, and every guest finds a seat at the table.

This image displays a kitchen island with dark wooden cabinets and countertop appliances, arranged in a way that feels both inviting and practical. The accessories and setup suggest that the kitchen is equipped for cooking, family gatherings, and meal preparation, while retaining an appealing balance of modernity and warmth.
A chef-friendly kitchen with modern appliances and inviting space for culinary creativity and connection.
The image features a cozy bar counter with stools, set against a backdrop of brick walls and large windows. The scene is set for casual dining, social gatherings, and entertaining guests. The warm, welcoming atmosphere speaks to memorable shared moments around food and drink.
Gather around the welcoming bar counter for casual meals, drinks, and shared stories.
Here, a row of wooden bar stools sits at a counter, with decorative plants and abstract art providing a stylish, relaxed vibe. The setting encourages intimate conversations, shared meals, or even a quiet morning coffee, enhancing the homely ambiance of the breakfast nook.
Enjoy intimate breakfasts or creative moments in the inviting nook, perfect for any occasion.

Play & Unwind: Game Room, Hot Tub & Après-Adventure Relaxation

Features

  • • Game room with Xbox One
  • • Convertible game table
  • • Outdoor hot tub
  • • Entertainment area accessible from main living spaces

When the day's adventures wind down, retreat to the home’s vibrant entertainment zone. The game room, complete with an Xbox One and convertible game table, promises hours of fun for your group. For ultimate relaxation, slip into the outdoor hot tub—perfect for soothing muscles after mountain biking or skiing. These amenities blend modern entertainment with the promise of comfort, making the home a year-round haven for fun and rejuvenation.

A cozy game room featuring a foosball table at its center, surrounded by comfortable chairs and a bookshelf. The room is warmly decorated with a soft rug, inviting players to enjoy both games and relaxation.
Gather for memorable game nights and friendly competition in the inviting game room.
A welcoming interior scene centered around a chessboard table with two gray upholstered armchairs, wooden flooring, and attractive wall art. The setup invites both socializing and quiet games.
Challenge friends to a chess match or unwind with a casual board game in a relaxed setting.
An outdoor hot tub set amidst autumn foliage, with a stone pathway and peaceful natural surroundings. The image emphasizes relaxation and rejuvenation in a scenic setting.
Soothe your muscles after a day of adventure in the outdoor hot tub, surrounded by nature's beauty.

Private Retreats: Bedrooms & Baths for Restful Nights

Features

  • • Six bedrooms
  • • Five and a half bathrooms
  • • Historic character
  • • Modern amenities
  • • Bedrooms accessible from main living areas

After a day of exploration or celebration, retreat to your own peaceful sanctuary. With six spacious bedrooms and five and a half bathrooms, your group of up to six guests enjoys privacy and comfort. Historic character infuses each room with warmth, while modern amenities ensure restful nights and easy mornings. Perfect for small groups seeking extra space, these private retreats mean no one has to sacrifice comfort—or style.

This image features a refined bedroom with a four-poster bed, a sofa, a decorative fireplace, television, and a window with views. The room is bathed in soft light, showcasing both comfort and elegance. The mix of historic architectural features and contemporary furnishings highlights the blend of old and new.
A spacious four-poster bedroom with elegant decor and cozy seating, perfect for restful nights and relaxed mornings.
This bedroom scene includes a plush bed adorned with decorative pillows, warm table lamps on nightstands, and artwork above the headboard. The lighting and soft textures create a tranquil retreat ideal for rest and reflection.
A tranquil bedroom retreat with plush bedding and calming decor for a peaceful night's sleep.
This bathroom image showcases a stylish vanity with drawers, a glass shower enclosure, and a decorative mirror. The clean lines and contemporary fixtures evoke a spa-like, calming atmosphere perfect for rejuvenation.
A serene bathroom with modern amenities and a spa-like feel, designed for refreshing mornings and relaxing evenings.

Explore the Area

A welcoming exterior view of the house's front porch, framed by large windows and surrounded by vibrant autumn leaves. The porch offers a comfortable space for enjoying coffee or relaxing outdoors, with the home's classic New England charm on full display.
The inviting front porch, perfect for morning coffee or an evening stroll before exploring downtown Bennington.
A spacious view of a large white house with a tall evergreen tree and a gravel driveway, evoking a sense of tranquility and classic New England style. The porch and garden areas are visible, suggesting opportunities for relaxation and outdoor gatherings.
Classic New England architecture and peaceful grounds welcome you back after a day in vibrant Bennington.
An inviting shot of the home's porch, large windows, and prominent chimney, framed by lush landscaping. The scene is serene, with hints of seasonal change and the promise of cozy gatherings both inside and out.
A serene home base, just steps from Bennington’s historic downtown and local treasures.

Downtown Bennington Strolls & Local Culture

Step outside and find yourself just a 10-minute walk from the heart of historic downtown Bennington—a treasure trove of New England charm. Explore the Bennington Museum, Old First Church, and vibrant local shops and galleries. Indulge in coffeehouses, cafés, and diverse dining options, all within easy reach. After a day of culture and discovery, return to your beautifully restored home, blending classic character with modern comforts.

The image features a cozy bunk bed setup with a soft plush carpet and a nightstand with a lamp, set in a relaxed and communal atmosphere. The scene suggests a comfortable place for groups or families to gather, unwind, and bond after outdoor activities.
A welcoming bunk bed nook—perfect for group adventures and post-ride relaxation.
This image shows a room with bunk beds and a nightstand with a lamp, creating a cozy, communal environment ideal for groups to socialize and rest together. The space conveys a sense of shared adventure and bonding after a day outdoors.
Cozy bunk beds foster group camaraderie after a day on the trails.
A sun-drenched living area with bay windows, a plush sofa, and decorative bookshelves, inviting relaxation and socializing. The abundance of natural light and views outside suggest a strong connection to the outdoors.
Bright, airy living spaces connect you to nature—ideal for unwinding after outdoor adventures.

Mountain Biking & Outdoor Adventures

Adventure is right at your doorstep! The BATS mountain biking trails are only a 7-minute drive away, offering terrain for all skill levels. Bring your group, store your gear with ease, and unwind in the hot tub after a day on the trails. Utilize the game room for post-ride fun, making this home a convenient base for outdoor enthusiasts year-round.

A warmly lit sitting room with elegant wooden paneling, a plush sofa, a central coffee table, and soft lighting from stylish lamps. The setting is cozy and inviting, ideal for gathering after a day outdoors. Decorative accents and layered textures evoke a sense of comfort and togetherness, making it perfect for socializing or relaxing.
After a day on the slopes, unwind with friends in this cozy and elegant gathering space.
A pair of tufted chairs sit intimately beside a roaring fireplace, set against warm wood paneling. The room is styled for comfort, with soft textiles and ambient lighting, suggesting a perfect spot for quiet conversation or enjoying a glass of wine by the fire.
Find warmth and camaraderie beside the fireplace—ideal for après-ski conversations and toasting the day's adventures.

Ski Resorts & Après-Ski Relaxation

Hit the slopes at Mt. Snow, Stratton, Jiminy Peak, and other popular ski destinations, all within an hour’s drive. After an exhilarating day, gather your group to soak in the outdoor hot tub or enjoy an evening around the bar and game rooms. With six bedrooms and five and a half bathrooms, everyone in your group of up to six guests will find comfort and space, making winter getaways seamless and memorable.

This image features two upholstered armchairs arranged by a fireplace, with a coffee table and decorative mirror completing the inviting setup. The room is filled with natural light, creating a cozy and welcoming ambiance ideal for socializing and gathering.
Gather around the fireplace for intimate conversations and shared laughter in a warm, inviting setting.
This interior shot captures two upholstered armchairs positioned near an ornate fireplace, a decorative area rug, a large round mirror, and lush potted plants. The mood is cozy and celebratory, perfect for sharing drinks or casual conversations with friends and family.
Celebrate special moments in style—enjoy drinks and camaraderie in a charming, cozy lounge.
A gray tufted sofa sits beside a sturdy wooden coffee table with baskets, with a floor lamp providing soft illumination. The setup exudes comfort and is perfect for larger group conversations or intimate family moments.
Spacious seating invites the whole group to relax, connect, and create lasting memories together.

Group Gatherings & Entertaining Spaces

Whether you’re celebrating a special occasion or just reconnecting, this expansive home is well-suited for socializing. Share meals in the spacious dining area, compete in the convertible game room, or toast to good times in the dedicated bar room. The layout ensures everyone has space to gather and relax, making it a great venue for reunions and milestone events.

A warmly lit bedroom featuring a comfortable bed, plush armchair beside a glowing fireplace, and tasteful artwork. The setting is inviting, with a sense of relaxation and warmth, perfect for unwinding after a day outdoors.
Unwind by the fireplace after a day of adventure, or indulge in a good book in the cozy armchair.
A spacious bedroom with a king-sized bed, an inviting armchair positioned near a large window, and vibrant artwork. The window draws attention to natural light and hints at scenic outdoor views, enhancing the connection to nature and the possibilities of local exploration.
Start your day with sunrise views and a peaceful cup of coffee, just steps from outdoor excitement.

Year-Round Fun in Bennington

In summer, explore nearby hiking, local festivals, and farmers markets. In winter, enjoy cozy nights by the fire after snowy adventures. Thanks to the home’s prime location and versatile amenities, every season offers something special for your stay in Bennington.

Property Amenities All Essentials Included

Accessibility

Step free access

Facilities & Security

Private Entrance

Self Check-in/Check-out

Fire Extinguisher

Home Alarm System

Fire Pit

Safe

Deadbolts

Handicap Accessible: Step free access

Outdoor Space: Patio

Free Parking: Street

Comfort & Lifestyle

Complimentary Toiletries

First Aid Kit

Electric Hot Water Kettle

Dishwasher

Toaster

Coffee Maker

Stove

Oven

Hot Tub

Cable TV

Paper Towels

Hair Dryer

Board Games

BBQ Grill

Wine Glasses

Crib

Library

Clothes Washing Machine: In unit

Clothes Dryer: In unit

Playground

Desk/Work Space

TV: Smart TV

Laundry Basics: Hangers, Clothes Dryer, Clothes Washing Machine

Standard Essentials

This property includes a full set of standard essentials (such as towels, bed linens, basic cooking and cleaning supplies).

Ready to Book Your Stay?

Plan your group’s next memorable escape—book this historic Bennington home for year-round fun, entertainment, and comfort!

Select Check-in Date

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Cancellation Policy: Standard

Cancelation Policy

You can cancel this Vacay and get a Full refund up to 14 days prior to arrival

Important Information

Check-in and Check-out Procedures

  • Check-in time: 15
  • Check-out time: 12

Property Access

  • 6 bedrooms, 5.1 bathrooms
  • Located in Bennington, Vermont
  • Please be sure to inquire with the correct number of guests to see the most accurate pricing, as group size impacts pricing.

Policies and Rules

  • Pets allowed (max 2)
  • Event friendly
  • Family friendly

Fees and Payments

  • Please be sure to inquire with the correct number of guests to see the most accurate pricing, as group size impacts pricing.

Amenities and Features

  • 8 beds: 4 bunk beds and 4 queen beds
  • Bar room
  • Game room with Xbox One and convertible game table
  • Hot tub
  • Towels and bed linens provided
  • Complimentary toiletries
  • Cooking basics, stove, oven, dishwasher, microwave/convection oven, refrigerator, freezer, toaster, coffee maker, electric hot water kettle, wine glasses, basic dishes & silverware, BBQ grill
  • Climate control
  • High-speed internet
  • Cable TV, Smart TV
  • Board games, library
  • Playground, crib
  • Desk/work space
  • Paper towels, toilet paper, cleaning supplies
  • Clothes washing machine, clothes dryer, hangers
  • Private entrance
  • Step free access
  • Fire pit, patio

Parking Information

  • Free parking available

Safety and Emergency Information

  • Smoke alarm
  • Carbon monoxide detector
  • Fire extinguisher
  • First aid kit
  • Deadbolts
  • Safe
  • Home alarm system
  • Self check-in/check-out

Additional Information

  • 7 minutes to BATS mountain biking trails
  • Within an hour from resorts like Mt. Snow, Stratton, Jiminy Peak, and more