Tranquil 3 BR Stockbridge House w/ Private Deck!

Stockbridge, Massachusetts
$377 avg/night Minimum Stay 3 Nights
Bed 3

Bed

Bath 1

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 3 nights

Min Stay

Elevate your Stockbridge experience by staying at this 3-bedroom, 1.5-bath vacation rental house! Boasting a private deck, fireplace, in-unit laundry, and 114 acres of property to explore, this home-away-from-home can’t be beat! When you aren’t enjoying the stunning exterior space on the expansive deck or spotting wildlife like owls, foxes, and deer, venture off-site for skiing at Butternut Basin or swimming at Stockbridge Bowl. Whether snowy or sunny, endless adventures await!>
-- THE PROPERTY --

1,600 Sq Ft | Pets Welcome | Free WiFi

Nestled within the serene forests of the Berkshires, ‘The Redway House’ is the quintessential setting for your next Massachusetts retreat, complete with tranquil privacy and modern comforts.

Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: 2 Twin Beds

OUTDOOR LIVING: Gas grill, 114 acres of hiking trails
KITCHEN: Fully equipped, drip coffee maker, Keurig coffee maker, toaster, electric pancake skillet, ice cube maker, cafe table
INDOOR LIVING: 2 TVs, HD TV, fireplace, dining table, Apple Mac-Mini computer, cell phone charging station
GENERAL: Washer & dryer, towels, linens, complimentary toiletries, central air conditioning/heat, keyless entry, pet fee (paid pre-trip)
SUITABILITY: Stairs required
PARKING: Driveway (2 vehicles), detached garage (1 vehicle), outdoor area (1 vehicle)

-- THE LOCATION --

STOCKBRIDGE BOWL (4.0 miles): Stockbridge Town Beach, BSO Beach, Stockbridge Bowl Boat Ramp, boating, swimming, fishing, kayaking, paddle boarding, canoeing
HIKING: 114 acres on-site, Stevens Glen Trail Head (4.8 miles), Monument Mountain Reservation (4.8 miles), Olivia's Overlook (5.5 miles), Brothers Trail (6.0 miles), Burbank Trail (6.2 miles), Parsons Marsh Reserve (6.5 miles), Appalachian Trail (12.1 miles)
LOCAL ATTRACTIONS: Norman Rockwell Museum (1.4 miles), Orleton Farm (3.7 miles), Tanglewood (5.6 miles), Koussevitzky Music Shed (5.8 miles), Seiji Ozawa Hall (6.7 miles), Frelinghuysen Morris House & Studio (6.7 miles), The Playhouse (6.9 miles), Ventfort Hall Mansion and Gilded Age (7.4 miles), The Mount, Edith Wharton's Home (7.5 miles)
SKIING: Ski Butternut (9.9 miles), Catamount Mountain Resort (14.6 miles), Jiminy Peak Mountain Resort (25.8 miles)
AIRPORT: Albany International Airport (48.0 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- Massachusetts Tax ID: C0214960870
- No smoking
- Pet friendly w/ $75 fee (+ fees & taxes, maximum 3 pets allowed)
- No events, parties, or gatherings of more than 6 people
- No fireworks allowed on the property
- Garage is unavailable during winter months (11/15-4/15)
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: Access to the home requires stairs

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1600 Sq Ft (149 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    WiFi Available
  • OUTDOORS

    Gas Grill Patio
  • BATHROOMS

    1.5 Bathrooms Free Toiletries Hair Dryer Towels Provided
  • LANGS SPOKEN

    English French German Spanish
  • THINGS TO DO

    Hiking Nearby Hiking/biking Trails Nearby Hiking/biking Trails On Site Hunting Nearby Power Boating Nearby
  • ENTERTAINMENT

    TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Veronica

    Submitted Sep 15, 2025

    Stayed Sep 11, 2025

    What a beautiful property! My family of four plus our dog had an amazing long weekend relaxing on the grounds and exploring the surrounding area. Of note are the expansive lawn (great for dogs and kids) and the cozy historical house, especially the deck and dining room. We'd love to stay here again!

  • Becky

    Submitted Jan 24, 2026

    Stayed Jan 15, 2026

    We come every January for my husband’s birthday to just sit by the fire & read. It’s the perfect quiet and comfortable get away!

  • Eileen S.

    Submitted Dec 27, 2025

    Stayed Dec 22, 2025

    I can’t say enough about how much we enjoyed spending Christmas at the Redway House. The host thought of everything possible to make our stay comfortable. This historic home is beautifully maintained and the best equipped of any place I’ve ever stayed. We enjoyed the fireplace every night, and the peace and quiet of the surrounding 100 snow-covered acres added to the serenity of the entire experience. That, combined with a short drive to Main Street in Stockbridge made for the most memorable Christmas imaginable. We couldn’t have asked for more.

  • Chip M.

    Submitted Oct 20, 2025

    Stayed Oct 17, 2025

    Private hideaway but only a few minutes from Stockbridge and 20 minutes from Lenox. Comfortable, well stocked, and in an absolutely beautiful setting! Adults and kids loved it!

  • Caitlin

    Submitted Oct 16, 2025

    Stayed Oct 9, 2025

    If you're going to the southern Berkshires, this is the place to stay. The location is fantastic - minutes from the Berkshire Botanical Garden, Great Barrington, Stockbridge, and tons of parks. The house is down a quiet road with friendly neighbors. We visited in the fall and the property was gorgeous, and the owners have taken the time to build trails all over so you can get in some lovely walks. The porch was also a great place to hang out. There's fast internet service, comfortable beds, hot water with good water pressure, washing machine, dishwasher, a doggie gate for the porch...all the modern conveniences, with none of the urban hassle. The owner is friendly and has thought of everything on this one. It's clear this is a well-loved home. Plus it's historical (built in 1757)! This was a great vacation and we highly recommend staying here!

  • Diane S.

    Submitted Sep 5, 2025

    Stayed Aug 29, 2025

    We had a very pleasant stay. The host thought of every little detail. The accommodations were comfortable and the location was beautiful. We really enjoyed the sunny deck.

  • Nancy

    Submitted Aug 18, 2025

    Stayed Aug 14, 2025

    Wonderful property and Great location. Looking forward to renting next year.

  • maria e.

    Submitted Jul 31, 2025

    Stayed Jul 27, 2025

    Quaint and quiet. Wonderful place to visit!

  • alyssa c.

    Submitted Jul 12, 2025

    Stayed Jun 29, 2025

    We stayed here with my parents and toddler son and it was great. The house was really wonderful, has everything you could possibly need in it. The location is amazing, on a large forested area with easy walking paths. The owners were super responsive and came to fix an issue when it popped up immediately.

  • Elisabeth B.

    Submitted Jun 30, 2025

    Stayed Jun 21, 2025

    Had a wonderful time staying at the Redway House. We had a personalized check in booklet, fully stocked house (everything from organic spices and TP to fresh towels, pillows and lanterns), dining table was pre set for our use, and the large deck was arranged with cushions and umbrellas.Trail guides, dinner menus and a host of other comfort bits (like a basket with extra soap, shaving cream, etc.) were presented in the front hall. Everything was clean and thoughtfully decorated with Norman Rockwell prints and cosy rooms. And although the floors do slope (esp. in the kitchen), it's to be expected staying in a house of it's age. We had a relaxing time reading and going for walks on the property's trails and the neighbors were friendly and obliging. Thank you for the great communication Tad and we wish you a lovely summer ahead!

  • Christa G.

    Submitted Feb 9, 2025

    Stayed Jan 18, 2025

    We've stayed here a couple of times and will certainly return again. The home has been in the family for generations and you can feel the love for it. It's very well appointed, cozy and charming.

  • Becky

    Submitted Jan 4, 2025

    Stayed Dec 30, 2024

    I believe this was our 5th visit ~ always in January. We love just relaxing by the fire and late lunches in the Tavern Room at the Red Lion. We absolutely love it and look forward to next year. Thank you for sharing it with us!

  • Maureen

    Submitted Oct 28, 2024

    Stayed Oct 4, 2024

    If you'd like to truly get away from it all ... but be only a few minutes from everything the Berkshires has to offer .. Redway House is the choice for you! Comfy beds (and has KING beds), plenty of towels and a well stocked kitchen are top features for most people. For us, the deck with a quiet view of the fall foliage and the walking trails throughout the property are the highlights! I can see us staying at this home again ... in all seasons!

  • Robert

    Submitted Oct 17, 2024

    Stayed Dec 31, 1969

    Another cozy quiet weekend at the Redway House!

  • Regina Q.

    Submitted Aug 18, 2024

    Stayed Aug 8, 2024

    We had such a lovely stay at this beautiful house. Everything and anything you could need was supplied in abundance. We enjoyed spending time on the deck and walking the grounds. The location was perfect. Very close to everything. We will rent again.

  • Maureen M.

    Submitted Aug 6, 2024

    Stayed Aug 2, 2024

    We loved that the family has been coming to this home for generations. The trails through the woods, the quiet deck and secluded location all added to our delightful stay. We are booked again in October for leaf peeping!

  • alyson419

    Submitted Jun 23, 2024

    Stayed Jun 13, 2024

    Had a great time!

  • Robert

    Submitted Jun 18, 2024

    Stayed Dec 31, 1969

    The house was everything it was billed to be. Quiet, yet close to everything. Beautiful grounds. House well equipped. Had a wonderful time.

Your dates are Available!

Total

Includes taxes and fees
$377+
View details