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Crossbridge - Vintage Charm & Unique CharacterHouse in West Stockbridge, Massachusetts

Managed by Red Cottage

Overview

Crossbridge is a spacious 6 bed, 7 bath property 2. 5 hrs from Boston & under 3 hrs from NYC featuring a main house with 4 beds and an apartment with 2 beds.

11 guests · 6 bedrooms · 7 baths · 6000 sqft

Good for: families with young kids · infants · remote workers · Family Reunion · Group Getaway · Work Retreat

Pricing

From $750/night + tax · $720 cleaning fee · 2-night minimum · View rate calendar

Amenities

Sprawling 25-Acre Estate · Historic Charm & Unique Character · Spacious Accommodations for 11 · Multiple Laptop-Friendly Workspaces · Berkshires Gateway

Location

19 mins to Bousquet Mountain · nearby to Ski Butternut · 19 mins to Monument Mountain · 16 mins to Ice Glen

Reviews

5/5 from 5 reviews — "Stayed here for a girls weekend and WOW was it perfect" · Read all reviews

Popular with: Group: 5.0/5 (2 reviews) · Family: 5.0/5 (2 reviews) · Large_group: 5.0/5 (2 reviews)

Guests mention: Quiet_peaceful · Modern_design · Stocked_kitchen · Spacious · Rustic_charm

Policies

No pets · Check-in 16:00 · Check-out 11:00

FAQ

Is this property pet-friendly? No, pets are not allowed.

How far is this from local attractions? 19 mins to Bousquet Mountain, nearby to Ski Butternut, 19 mins to Monument Mountain, 16 mins to Ice Glen.

What are check-in and check-out times? Check-in: 16:00, Check-out: 11:00

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Crossbridge - Vintage Charm & Unique Character

West Stockbridge, Massachusetts
6 bedrooms · 6 beds · 7 bathrooms · Sleeps 11

Where you’ll sleep

King
Bedroom 1: Master
Twin
Bedroom 2
King
Bedroom 3
Queen
Bedroom 4
King
Bedroom 5
Queen
Bedroom 6

Vintage Charm Meets Unique Character on a Sprawling 25-Acre Estate.

  • Expansive 25-acre estate with private pond and trails.
  • Historic New England home featuring a unique turreted structure.
  • Versatile layout with main house and separate apartment, ideal for groups.

Crossbridge is a spacious 6 bed, 7 bath property 2. 5 hrs from Boston & under 3 hrs from NYC featuring a main house with 4 beds and an apartment with 2 beds.

About this property

Crossbridge is a spacious 6 bed, 7 bath property 2.5 hrs from Boston & under 3 hrs from NYC featuring a main house with 4 beds and an apartment with 2 beds. It is a beautiful private property of 25 acres inclusive of a pond, gazebo, vegetable garden and walking trails featuring a turreted structure, wooden accents, stone brick walls, several fireplaces, large windows & multiple laptop friendly work spaces.

Nearby towns: Stockbridge(10mins), Lee(15mins), Great Barrington(20mins), Catamount Ski Mountain(25mins)

This charming historic home blends classic New England architecture with unique character featuring a beautiful turreted structure, welcoming covered porch and multiple dormer windows that frames a cozy, light-filled interior. From the mudroom, climb the spiral staircase to access the main house to the right or the apartment to the left.

Main House:

With its rustic charm, the sun room offers rich polished wood floors, a matching wooden staircase with metal railings and large industrial-style windows to fully take in the views. The décor combines contemporary and vintage elements including cozy seating, a wooden armoire, potted plants and pendant globe lighting enhancing the room’s natural tones.

In the bright and cozy TV room is a vaulted ceiling with a skylight, large windows framed in dark wood offering picturesque views, neutral toned sofas arranged around a lucite coffee table atop a soft patterned area rug. A welcoming open-plan living and dining area offers comfortable seating by large windows, a round dining table for six and two fireplaces while the fully equipped kitchen boasts a lovely stone brick wall pizza oven, white cabinetry with brass handles, soapstone countertops and stainless steel appliances.

There are three bedrooms on the upper floor of the main house each with its own ensuite bathroom. Two bedrooms are accessible via one staircase, while the third is reached by a separate staircase.The primary bedroom is spacious, featuring a king bed positioned in front of large windows, beautiful wooden floors, a dresser, decorative fireplace and ample seating including a rocking chair while the ensuite bathroom boasts a separate bathtub and shower.

The twin bedroom features a wooden desk plus chair, chest of drawers, single chair and its ensuite bathroom includes a walk-in shower while the queen bedroom offers a laptop-friendly workspace, a plush red sofa and dresser. Its ensuite bathroom has a combined tub and shower. On the main level, the lively yellow bedroom features a decorative fireplace, laptop-friendly workspace, comfy chairs, expansive windows and a bookcase filled with a range of books. The ensuite bathroom is a striking royal blue with a large walk-in shower.

The Apartment:

This cozy, open-concept living space includes a kitchen and a sitting area with a rustic and cottage-like charm, vaulted ceilings with exposed wooden beams and large windows framed in light wood. The kitchen presents white cabinetry with a bright green accent wall and a black metal pot rack hangs from the ceiling, enhancing the kitchen's rustic aesthetic.

The living area is furnished with blue-striped sofas and armchairs, a woven natural fiber rug and a small wooden entertainment stand with TV. A built-in bookshelf, filled with a diverse collection of books, is neatly tucked under the wooden staircase, contributing to the home’s cozy and inviting atmosphere.

This apartment offers two bedrooms, each with an ensuite bathroom. The primary bedroom, located upstairs, features a king-size bed, a chest of drawers and a single chair, a separate workspace area and its sleek black ensuite bathroom boasts a large walk in shower. Downstairs, to the left of the wooden staircase, is the queen bedroom. Soft lavender-coloured walls create a soothing ambiance, complemented by a small wooden nightstand, dresser, and sliding glass doors that lead to the back deck. The attached bathroom is designed with beige tiles and includes a combined tub and shower.

Surrounded by stunning wooded landscapes, this private retreat offers rustic charm with modern potential—ideal for those seeking a peaceful getaway or quality time with close family and friends. Crossbridge is the perfect retreat for relaxation while enjoying the scenic outdoor views.

The area

West Stockbridge, Massachusetts is known for its quaint charm, rich history, natural beauty and year round appeal. Whether you're an outdoor enthusiast, an art lover or a foodie, this destination has something for everyone.

For winter thrills, hit the slopes at nearby Bousquet Mountain or Ski Butternut both offering trails for skiers and snowboarders of all skill levels. In the warmer months, explore the town's numerous hiking trails including the scenic routes at Monument Mountain and Ice Glen where you’ll find picturesque views and diverse terrain. The Williams River is perfect for kayaking and canoeing allowing you to immerse yourself in the area's natural beauty. Don't miss TurnPark Art Space, an open-air museum set in a former quarry featuring sculptures, exhibitions and performances in a beautiful outdoor setting.

When it's time to refuel, enjoy a meal at Amici, a cozy Italian spot offering pasta, pizza and classic Italian dishes or head to Truc Orient Express, a hidden gem serving up authentic Vietnamese pho and other flavourful dishes. Try Number Six Depot a beloved coffee shop and roastery in the oldest train station in the Berkshires. For a more upscale experience, Once Upon a Table in Stockbridge focuses on fresh, seasonal ingredients in a refined setting. If you're venturing south, Prairie Whale in Great Barrington offers farm-to-table American fare in a charming house with a hip, rustic feel.

With a mix of outdoor adventures, vibrant art, interesting heritage and great food, there’s no shortage of things to do in the Berkshires. Explore nature or dive into the region's cultural offerings, there's something for everyone!

Crossbridge is approx 2.5 hours from Boston and under 3 hours from New York City. You'll definitely want a car to get there and around the area. In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads.

Notes from your host

The Berkshires is full of cellular dead zones, so we recommend downloading the region’s online maps to your device prior to arrival or any day while you’re here at the house.

Please Note - No parties or large gatherings are allowed

full description, the area, host notes




Managed by Red Cottage

Red Cottage

New York, NY

4.9

2,520 reviews

Red Cottage is a vacation rental management company offering curated Catskills, Hudson Valley, Berkshires and Northeast properties with guest services and multi-platform listings.



Rules & Policies


Spaces


Location

Approximate location · exact address shared after booking

Nearby · 11

  • Bousquet Mountain

    19 mins drive
  • Ski Butternut

    nearby
  • Monument Mountain

    19 mins drive
  • Ice Glen

    16 mins drive
  • Williams River

    9 mins drive
  • TurnPark Art Space

    7 mins drive
  • Amici

    6 mins drive
  • Truc Orient Express

    nearby
  • Number Six Depot

    nearby
  • Once Upon a Table

    14 mins drive
  • Prairie Whale

    18 mins drive