The Redway House - Stockbridge

The Redway House - Stockbridge

Disappear From It All And Be Close To Everything

Elevate your Stockbridge experience by staying at this 3-bedroom, 1.5-bath vacation rental house, which sleeps 6. Nestled at the edge of 114 private acres of serene forestland in the Berkshires, ‘The Redway House’ is the quintessential setting for your next Massachusetts retreat.

Welcome to ‘The Redway House’! You’ll instantly fall in love with the tranquil privacy of this fantastic Stockbridge vacation rental home, tucked away on a quiet dirt road beneath groves of towering trees. Featuring 1,756 square feet of tastefully appointed living space, your entire group will have plenty of room to spread out and relax throughout this abode.

Whether you're snuggling up by a roaring fire while the snow piles up outside or relaxing out on our deck watching wild turkeys meander across the field, The Redway House is your escape from the hustle and bustle of modern living. Take a leisurely walk on one of our many private trails throughout the 114 acres of forestland. Pick herbs from our gardens and prepare a five-star meal in our well-equipped kitchen. Peaceful, pet-friendly, and relaxing.

The Berkshires have always been the cultural center of New England outside of Boston, and the source of inspiration for writers, musicians, artists, and all who aspire to the creative side of the human existence. Now it’s your turn. Let The Redway House be your sanctuary and your source of inspiration that will nurture the creativity inside of you.

Tanglewood - 10 minutes.

Norman Rockwell Museum - 2 minutes.

Chesterwood - 2.5 minutes.

Hancock Shaker Village - 14 minutes.

Red Lion Inn - 5 minutes.

Lee Premium Outlets - 14 minutes.

Berkshire Theater Group - 6 minutes.

West Stockbridge Center - 5 minutes.

114 Acres of peaceful forestland. Almost 3 miles of private trails right on the property. Ideal for hiking, jogging, cross-country skiing, snow-shoeing, or even mountain biking. Two-way radios available.

Just outside our sunny dining room is our spacious deck overlooking the back field. Equipped with a gas grill, glass dining table, ice coolers, market umbrellas, and chairs. Take advantage of our herb gardens.  We also have tomato plants growing in our gardens. Check the weather with our on-site official Weather Underground Personal Weather  Station.

Make yourself a roaring fire in our cozy living room - firewood included. High-speed Internet access with WiFI, Cable TV, two flat screen TVs, Bose Bluetooth sound system, Roku with Netflix, Apple Mac Mini Computer, tablet computer stands, LED Lanterns in every room, and cell phone charging stations throughout the house.

Prepare a 5-Star meal in our well-equipped kitchen. Stove/oven, dishwasher, washer/dryer, microwave, portable ice maker, Keurig Coffee Maker with K-Cups, toaster oven, toaster, electric skillet, classic waffle maker, blender, induction cooktop, and a salad spinner. Cabinets equipped with Olive Oil, and a variety of herbs and spices.  Pick fresh herbs and mint from our gardens.

The area is bustling with outdoor venues throughout the Summer. Experience the classic sounds of Tanglewood as they reflect off the Berkshires, to the magic that unfolds on Jacob's Pillow's outdoor stage.

In October, witness the breath-taking New England foliage as the warm days of summer slip into the crisp golden days of autumn.

Book The Redway House the first weekend in December and participate in bringing Norman Rockwell’s famous 1967 Stockbridge Main Street At Christmas to life.  In the Winter, enjoy a variety of area ski areas.

Walk our trails in the cool of spring and watch nature come back to life after the harsh New England Winter.

Easy access to Stockbridge Bowl for swimming, boating, and sailing!

1756 Square Foot 18th-Century Home - Sleeps Six

Three guestrooms:     

1 King Size Bed - With AC

2 Twin Beds (Default) Or 1 King Bed (Upon Request) - With AC

2 Twin Beds - With AC

1 1/2 Baths with Full Tub

Living Room, Dining Room, Kitchen, Library, Deck.

Keyless entry system. Never worry about losing the key.


- No smoking

- Pet-friendly with $75 fee (maximum 3 pets allowed)

- No events, parties or gatherings of more than 12 people

- Must be at least 25 years old to book

- Additional fees and taxes may apply.

Vacation In Stockbridge

About The Redway House

The Redway House property was purchased over 50 years ago by Albert S. Redway Sr. and his wife Dorothy. Albert first purchased the 54 acres on one side of West Dale Rd from his best friend Doctor Ted Evans in May of 1964. When a rumor was floating around that the Town Of Stockbridge was going to move the town dump to the other side of the road, Albert quickly purchased the other side.  By the time 1968 rolled around he had aquired approximately 114 acres which included a 1350 foot mountain and this 1757 house.

The Redway House is dedicated to Albert S. Redway Sr.