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Tranquil 3 BR Stockbridge House w/ Private Deck!

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Dining - Tranquil 3 BR Stockbridge House w/ Private Deck! (Stockbridge)
Exterior - Tranquil 3 BR Stockbridge House w/ Private Deck! (Stockbridge)
3 bedrooms, iron/ironing board, Internet, bed sheets - Tranquil 3 BR Stockbridge House w/ Private Deck! (Stockbridge)
Outdoor dining - Tranquil 3 BR Stockbridge House w/ Private Deck! (Stockbridge)
Outdoor dining - Tranquil 3 BR Stockbridge House w/ Private Deck! (Stockbridge)
Tranquil 3 BR Stockbridge House w/ Private Deck! provides laundry facilities and more. Stay connected with WiFi in public areas.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 6149 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space

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About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Tranquil 3 BR Stockbridge House w/ Private Deck!

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

Property amenities

Internet

  • Available in the house: Internet access

Parking and transport

  • Car recommended
  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Free toiletries
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Fireplace

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Gas grill
  • Patio

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa

Things to do

  • Hiking/biking trails
  • Hiking/biking trails nearby
  • Hunting nearby
  • Motor boating nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Unit size: 1,600 square feet

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Policies

Check-in

Check-in time starts at 3:00 PM

Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Pets

Pets are allowed

Service animals are welcome, and are exempt from fees

Note from host: A maximum of 3 pets are allowed.

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number C0214960870

We should mention

A car is recommended for transport to and from this property

About the area

South Lee is home to this holiday home. Chesterwood and Mission House are local landmarks, and the area's natural beauty can be seen at Monument Mountain and Fairfield Brook WMA. Berkshire Botanical Garden and Hoffman's Pottery are also worth visiting. Power boating offers a great chance to get out on the surrounding water, or you can seek out an adventure with hunting and hiking/biking trails nearby. Visit our South Lee travel guide
View more Holiday homes in South Lee
Map
Stockbridge, MA

What's nearby

  • Housatonic River
    Housatonic River
    18 min walk - 1.5 km
  • Norman Rockwell Museum
    Norman Rockwell Museum
    5 min drive - 2.9 km
  • Berkshire Botanical Garden
    3 min drive - 2.2 km
  • Chesterwood
    5 min drive - 2.5 km
  • National Shrine of the Divine Mercy
    7 min drive - 5.0 km

Getting around

  • Pittsfield Intermodal Transportation Center
    24 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal)
    22 min drive

Restaurants

  • McDonald's
    13 min drive
  • Berkshire Mountain Bakery
    8 min drive
  • The Red Lion Inn
    6 min drive
  • Joes Diner
    14 min drive
  • Fresh City
    13 min drive

Frequently asked questions

Is Tranquil 3 BR Stockbridge House w/ Private Deck! pet-friendly?

Yes, pets are allowed at this property.

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).

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Tranquil 3 BR Stockbridge House w/ Private Deck! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 91 out of 95 reviews
Rating 8 - Good. 3 out of 95 reviews
Rating 6 - Okay. 0 out of 95 reviews
Rating 4 - Poor. 0 out of 95 reviews
Rating 2 - Terrible. 1 out of 95 reviews

9.8

Cleanliness

10

Location

10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

William G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Epitome of the Berkshires

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!
Stayed 4 nights in Aug 2023
Verified

10/10 Excellent

Maureen M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lots of Character!

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"!
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Regina Q.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay

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.
Stayed 3 nights in Aug 2024
From a partner site

10/10 Excellent

Robert

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.
Verified

10/10 Excellent

Bet G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Drstination!

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!
Stayed 3 nights in Nov 2023
Verified

10/10 Excellent

James A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location

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.
Stayed 3 nights in Oct 2023
From a partner site

10/10 Excellent

Becky

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!
Verified

10/10 Excellent

Julie & Dan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

FANTASTIC!

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!
Stayed 4 nights in Feb 2024
From a partner site

10/10 Excellent

Maureen

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!
Stayed 2 nights in Oct 2024
From a partner site

10/10 Excellent

Dee

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.
Stayed 7 nights in Dec 2023
Verified

10/10 Excellent

Michael G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Tanglewood excursion

We were impressed with the property, the house, and quaintness of the place. It was a well preserved, older home with charm to spare. Every detail was attended to including phone chargers, flashlights, cushions, comfortable chairs, kitchen appliances, everywhere you expected one might be. We all agreed that we slept exceptionally well. It was convenient to both Tanglewood and Lenox, as well as Stockbridge and the Great Barrington area. We would definitely return to this cozy retreat.
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Greg M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful setting, charismatic house, well equipped.

Wonderful old house with character, great beds, great fireplace, good kitchen (missing only a 9x13 baking dish - but we made lasagna in a round baking dish)! We walked by the river in Great Barrington, visited the old courthouse/library/gallery in Lenox and walked Lenox in the rain then warmed up at delicious cafe Shots. It was just a long weekend, but we plan to return so we can explore trails on property and visit more local sights. Appreciate the welcome book/visitors guide provided by owners! This place feels like family, and I love the protection of the land.
Stayed 3 nights in Feb 2024
Verified

10/10 Excellent

Cassie L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Outstanding Accommodations

The Redway House is charming and the property is gorgeous. Tad and his family go above and beyond to make you feel at home. The entire house is fully stocked with perfectly clean bedding, incredibly comfortable pillows, and all outdoor essentials. The property is huge and impeccably maintained, and the lovely trails are a huge plus. Lanterns light up the walking paths at night, and the location makes for a perfect night sleep because you cannot hear a sound out here other than those of Mother Nature. I highly recommend staying at the Redway House because of everything I said above, but also because of the location. I'm from the Berkshires and have stayed in a lot of different rentals and areas, and this is by far the most convenient location if you are visiting South and North County. Oh, and I forgot to mention our dog Ralphie absolutely loved it here. He had so much fun on the trails and laying out on the beautiful deck. 10 out of 10 - would recommend!
Stayed 4 nights in Jul 2023
From a partner site

10/10 Excellent

Becky

Slice of heaven

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!
Verified

10/10 Excellent

maria e.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Quaint and quiet. Wonderful place to visit!
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Chip M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Diane S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Veronica

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!
Stayed 3 nights in Sep 2025
From a partner site

10/10 Excellent

Nancy

Excellent!

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

10/10 Excellent

Eileen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

alyssa c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house for family - near Tanglewood

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.
Stayed 6 nights in Jun 2025
Verified

10/10 Excellent

Christa G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A home away from home

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.
Stayed 3 nights in Jan 2025
Verified

10/10 Excellent

alyson419

Liked: Cleanliness, check-in, communication, location, listing accuracy

Enjoyed!

Had a great time!
Stayed 3 nights in Jun 2024
From a partner site

10/10 Excellent

Robert

Quiet weekend

Another cozy quiet weekend at the Redway House!
From a partner site

10/10 Excellent

Caitlin

Perfect Berkshires getaway!

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!