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
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
Property Registration Number C0214960870
Frequently asked questions
Is Tranquil 3 BR Stockbridge House w/ Private Deck! pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Tranquil 3 BR Stockbridge House w/ Private Deck!?
As of 5 Apr 2026, prices found for a 1-night stay for 2 adults at Tranquil 3 BR Stockbridge House w/ Private Deck! on 10 May 2026 start from AU$316, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Tranquil 3 BR Stockbridge House w/ Private Deck!?
On-site parking is available at the property.
What time is check-in at Tranquil 3 BR Stockbridge House w/ Private Deck!?
Check-in begins at 3:00 PM.
What time is check-out at Tranquil 3 BR Stockbridge House w/ Private Deck!?
Checkout is at 10:00 AM.
Where is Tranquil 3 BR Stockbridge House w/ Private Deck! located?
Situated in South Lee, this holiday home is within 1 mile (2 km) of Housatonic River, Berkshire Botanical Garden and Chesterwood. Norman Rockwell Museum and Mission House are also within 3 miles (5 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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!
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.
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.
Eileen S.
Stayed 4 nights in Dec 2025
Verified
10/10 Excellent
Veronica
15 Sept 2025
Liked: Cleanliness, amenities, property conditions & facilities, communication
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!
Veronica
Stayed 3 nights in Sep 2025
From a partner site
10/10 Excellent
Nancy
18 Aug 2025
Excellent!
Wonderful property and Great location. Looking forward to renting next year.
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.
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.
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!
Wonderful house and property that evoke another time when things were (or at least seemed) more tranquil. Great access to all that the Berkshires has to offer. Dog loved it too!
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.
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"!
Maureen M.
Stayed 3 nights in Aug 2024
From a partner site
10/10 Excellent
Robert
18 June 2024
Great Stay
The house was everything it was billed to be. Quiet, yet close to everything. Beautiful grounds. House well equipped. Had a wonderful time.
Our family felt so welcome at the Redway House. Chris and the family have gone above and beyond to make this antique house comfortable for guests (including solo female travelers), providing everything you could possibly need for a getaway in the Berkshires and making it easy for us to simply enjoy our vacation. We'll definitely be booking again when we're next in the area!
Anna M.
Stayed 4 nights in Jul 2023
From a partner site
10/10 Excellent
Becky
4 Jan 2025
New years 2025!!
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!
An old, historic home with wonderful modern amenities!
The house was immaculate and had everything we needed!
We walked the trails on the property and sat out on the spacious back deck!
This property is a treasure!
Our family stayed at the Redway House for a long weekend in October and couldn’t be happier that we did. We felt remote and isolated which was so nice and relaxing, but we were only a short drive to multiple towns and events. The house was clean and so well stocked with everything we could possibly need (linens, toiletries, kitchen items, etc). Would definitely recommend staying at The Redway House to anyone looking for a unique getaway in the Berkshires.
Wonderful, quiet place that we thoroughly enjoyed with our dog Pippa. Minutes from Stockbridge and Lenox, but you really don't have to go anywhere if you want to escape! The owners are uber friendly, and they have created just the coziest spot with everything one would need. We will be back!
Julie & Dan S.
Stayed 4 nights in Feb 2024
From a partner site
10/10 Excellent
Maureen
28 Oct 2024
Awesome house and property!
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!
This property has so much to offer. We enjoyed the hiking trails and house itself, which was the perfect set-up for two couples and two kids (11 and 14) plus a dog. And you are only a few minutes from the heart of Stockbridge, which offers so much. Highly recommend!
Erika F.
Stayed 3 nights in Jun 2023
From a partner site
10/10 Excellent
Dee
18 Jan 2024
Wonderful Stay
This is my second visit to the Redway House. The homeowner's care and attention to detail surpasses all expectations. You are left wanting for nothing as they anticipate your every need. I thank them for sharing their lovely home with my family during the holiday season. I look forward to our next visit.
Dee
Stayed 7 nights in Dec 2023
From a partner site
10/10 Excellent
michael
6 July 2023
Perfect Berkshires getaway
This was our second time staying and the Redway House, and it certainly wont be our last!. The home is super comfortable and it had a ton of privacy, super quiet area, you just hear the birds chirping... but at the same time you are close to Lenox, Stockbridge and Great Barrington, so it's the perfect spot to day trip around without going far at all. Plus the hosts are stellar, the house is stocked, even w spare travel-size toiletries (nice touch!), and they are very responsive and accommodating. Thank you for a lovely stay! Michael & Stephen