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Walk to Dining: Downtown Lenox Guest House!

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Lenox Vacation Rental | 3BR | 2.5BA | 1,900 Sq Ft | 3 Steps Required
Living Room | Free WiFi | Central Heating & A/C
Kitchen | 1st Floor | Cooking Basics | Paper Towels & Trash Bags
Interior
Dining Room | 1st Floor

Reviews

9.4 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 6176.5 sq m

Popular amenities

  • Kitchen
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Parking available
  • Barbecue

Explore the area

View map
Lenox, MA
  • Place, Lenox Library
    ‪5 min walk‬
  • Place, Ventfort Hall Mansion and Gilded Age Museum
    ‪6 min walk‬
  • Place, Tanglewood Music Center
    ‪2 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪43 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Double Bed

2 bathrooms, 1 half bathroom

Full Bathroom

Full Bathroom

Half Bathroom

Spaces

Kitchen

About this property

Walk to Dining: Downtown Lenox Guest House!

Steps to Main Street | 2 Mi to Tanglewood | Private Yard w/ Grill

This Lenox vacation rental places you in the heart of the Berkshires! Steps from shops and restaurants and minutes from Tanglewood, you’ll enjoy easy access to world-class arts, culture, and outdoor adventure. The 3-bedroom, 2.5-bath home is also conveniently located within a short drive of the Appalachian Trail and ski resorts. After exploring, relax with a backyard barbecue or unwind inside with all the comforts of home.

-- THE PROPERTY --

C0514291520

SLEEPING ARRANGEMENTS
- Bedroom 1: 1 king bed
- Bedroom 2: 1 queen bed
- Bedroom 3: 1 full bed

STEP OUTSIDE
- Private yard w/ gas grill
- Front yard w/ garden

INDOOR LIVING
- Hardwood flooring
- Smart TVs
- Natural sunlight

KITCHEN
- Refrigerator, stove/oven, dishwasher, microwave
- Drip coffee maker, toaster oven
- Cooking basics

GENERAL
- Free WiFi
- Central heating & A/C
- Linens & towels, complimentary toiletries

FAQ
- Quiet hours (10:00 PM-8:00 AM)

ACCESSIBILITY
- 2-story home, 3 steps to enter

PARKING
- Designated parking spaces (2 vehicles)
- Additional vehicles must be parked in public parking (not at the nearby inn)

-- THE LOCATION --

- Close to hiking trails, skiing resorts & golf courses
- 2 miles to The Mount, Edith Wharton's Home
- 5 miles to Bousquet Ski Area
- 10 miles to Fountain Pond State Park
- 13 miles to Appalachian Trail
- 51 miles to Albany International Airport

-- 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 --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- Please observe quiet hours from 10:00 PM and 8:00 AM

ADDITIONAL INFORMATION
- This 2-story home requires 3 steps to enter

Add dates for prices

Amenities

Kitchen
Dryer
Air conditioning
Outdoor space
Parking available
Barbecue

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
default

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
Property Registration Number C0264961520

About the area

Lenox

Lenox is home to this holiday home. Wyndhurst Golf & Club and Kennedy Park are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Berkshire Performing Arts Center and The Bookstore. Berkshire Scenic Railway Museum and Lenox Arts Center are also worth visiting. Take the opportunity to explore the area for outdoor excitement like hiking.
View more Holiday homes in LenoxOpens in a new window
Map
Lenox, MA

What's nearby

  • Lenox Library - 5 min walk - 0.5 km
  • Ventfort Hall Mansion and Gilded Age Museum - 6 min walk - 0.6 km
  • Shakespeare and Company - 14 min walk - 1.2 km
  • Wyndhurst Golf & Club - 2 min drive - 1.8 km
  • Tanglewood Music Center - 2 min drive - 2.2 km

Getting around

  • Pittsfield Intermodal Transportation Center - 13 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 12 min drive

Restaurants

  • ‪Antimony Brewing - Craft Brewery & Kitchen - ‬4 min drive
  • ‪1894 Fireside Bistro & Bar - ‬4 min drive
  • ‪Harvest Moon - ‬4 min drive
  • ‪Chocolate Springs Cafe - ‬4 min drive
  • ‪Haven Cafe & Bakery - ‬7 min walk

Frequently asked questions

Is Walk to Dining: Downtown Lenox Guest House! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Walk to Dining: Downtown Lenox Guest House!?

As of 28 Mar 2026, prices found for a 1-night stay for 2 adults at Walk to Dining: Downtown Lenox Guest House! on 20 May 2026 start from AU$377, 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 Walk to Dining: Downtown Lenox Guest House!?

On-site parking is available at the property.

What time is check-in at Walk to Dining: Downtown Lenox Guest House!?

Check-in begins at 4:00 PM.

What time is check-out at Walk to Dining: Downtown Lenox Guest House!?

Checkout is at 11:00 AM.

Where is Walk to Dining: Downtown Lenox Guest House! located?

Situated in Lenox, this holiday home is within a 5-minute walk of Lenox Library, The Bookstore and Berkshire Performing Arts Center. Ventfort Hall Mansion and Gilded Age Museum and Shakespeare and Company are also within 15 minutes.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 23 out of 32 reviews
Rating 8 - Good. 7 out of 32 reviews
Rating 6 - Okay. 2 out of 32 reviews
Rating 4 - Poor. 0 out of 32 reviews
Rating 2 - Terrible. 0 out of 32 reviews

9.6/10

Cleanliness

8.0/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

9.6/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Irene N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful place and great location
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Mary Beth R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. Everything was as advertised
Stayed 5 nights in Aug 2025
Verified

10/10 Excellent

Vetta M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
So adorable! Quiet, beautiful, close to everything! The beds were the best part. They were so comfortable!!
Stayed 5 nights in Sep 2025
From a partner site

10/10 Excellent

SUZANNE

fall getaway

The house was very comfortable and very clean. It is set back from the street. The Gps said we had arrived, but we couldn't see a house, parked the car and walked around, and found it behind an inn.
Verified

8/10 Good

Thomas

Liked: Cleanliness, amenities, property conditions & facilities, communication
Great location and convenient walking distance to downtown Lenox.
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Gabrielle F.

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

Another great stay!

We were happy to return with our 3 generations of family. Love the blackout curtains and great AC!
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

jen o.

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

Great location!

My friends and I had a great time in Lenox. The location can’t be beat. We walked to all the shops and restaurants in under 5 min.
Stayed 3 nights in Mar 2024
Verified

8/10 Good

Michael L.

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

Great location

Large downstairs rooms
Stayed 6 nights in Aug 2023
Verified

8/10 Good

marian g.

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

Thanksgiving stay

Some cosmetic repair needed to the front steps, but overall a nice property. A three minute walk from the center of town, shops and restaurants.
Stayed 3 nights in Nov 2023
From a partner site

10/10 Excellent

Gabrielle

excellent as always~

This is our 3rd year staying here. We LOVE it!
Verified

10/10 Excellent

David S.

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

Great location! We had a wonderful time

Steps away from Main strip in Lenox. House is literally in the back parking lot of the Gateway Inn but the parking is fine. The Gateway Inn is there for drinks. The house was clean. The air conditioners were loud, but besides that the place suited us very well.
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Megan L.

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

Great house / location

Prime location in Lenox right behind the Gateway Inn. We had five adults in our group but easily could have fit more as the house was larger than expected and had a pull out couch downstairs and a cot in the closet upstairs. Check in was a breeze and there was plenty of parking. The kitchen was well stocked with pans, plates, utensils, etc. The bathrooms had plenty of towels and great water pressure. We highly recommend this property.
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Karen B.

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

Excellent

We enjoyed our stay here in Lenox. This house was incredibly clean and great location to downtown and the shops and sights. Plenty of towels and well stocked kitchen. The beds were all very comfortable. We had small children and they enjoyed the yard and all the space the house had. Michelle the caretaker was very responsive and available. We will be back!!
Stayed 4 nights in May 2024
Verified

10/10 Excellent

Kathleen C.

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

Lenox getaway

We were five women who were supposed to be in Iceland this week. We canceled that trip due to the state of emergency Iceland had. We decided to meet in Lenox (one of us lives there) and had a wonderful time!
Stayed 3 nights in Nov 2023
Verified

6/10 Okay

Dalia G.

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

The location was great

We were close to everything. The Mr. Coffee coffee maker was enough for only 1 person, but there were 4 adults. Fortunately, we found a Chemex in one of the cabinets. The kettle's lid was wobbly and after 2 or 3 days it broke off. They replaced it with a very nice kettle. We didn't have bath towels at first. When we requested them, they appeared.
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Judith D.

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

Holiday Week Downtime

Loved this house tucked away in downtown Lenox. Everything was better and bigger than expected. Lots of fresh towels available and very comfy beds/bedding. Decor was a contemporary minimalist vibe that was conducive to relaxation. We lingered over a jigsaw puzzle, built a gingerbread house, and gathered for holiday movies. (I even brought a few Christmas decorations to make it feel like the holidays!) Walks through town and runs on nearby sidewalks kept us moving. Highly recommend this spot for de-stressing and reconnecting with a small group of people you love!
Stayed 5 nights in Dec 2022
Verified

8/10 Good

Ryan B.

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

Nice, central location

Location is nice both for town activities and getting around the berkshires. Walk to town is easy and 5-10 min walk to coffee, restaurants, and shops, and walking to Tanglewood is doable, though the hill back would be tough. Plenty of clean towels and sheets, kids liked the chairs in the living room and going to the playground next door. Plenty of room for 6 person multigenerational family. About 5-10 min by car to supermarkets in Pittsfield, slow charging available at the police station and fast chargers 10 min away at Lee outlets. 30 min to Williamstown, 45 to North Adams and Mass Moca.Owners were responsive and helpful-we accidentally left something there and they mailed it back quickly! stairs are a little steep for both my 4 year old and my 80 parents. The views aren’t great from the house (mostly parking lots) but there is a yard kids can play in and the community center next door has a playground and pickleball courts
Stayed 4 nights in Apr 2025
Verified

6/10 Okay

Gladys B.

Liked: Check-in, location, listing accuracy

Disenchanted

The property was in a great location and the manager, Michelle The house was in a great location and the manager/keeper, Michelle, was pleasant but, the only room that had a comfortable bed was the master and the lamps were old and in need of replacement. In addition, the house was not very clean. I was also taken aback when she asked me to put together the trash and dispose of it in the dumpster. Why did I pay a service/cleaning fee?
Stayed 3 nights in Aug 2019
Verified

10/10 Excellent

Naomi L.

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

Enjoyable and convenient

The house was quiet and convenient and comfortable for six people. Some of the check-in directions for Wi-Fi seemed to be out of date or for a different house, but we were able to figure everything out and the weekend/vacation property manager on duty was responsive and helpful.
Stayed 3 nights in Nov 2022
Verified

10/10 Excellent

Brittany B.

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

Fall Trip

The property overall was great. Good location, plenty of space, was even upgraded vs the photos on VRBO. Our only problem was we we did not have WiFi for 90% of the trip and did not get great cell service.
Stayed 3 nights in Nov 2022
Verified

10/10 Excellent

Gabrielle F.

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

Excellent location!

Wonderful place to stay! Love the yard and grill. Will be back for sure!
Stayed 3 nights in Jul 2022
Verified

8/10 Good

Jill F.

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

Clean and comfortable. Great location!

A clean and comfortable property. Should have toilet paper supply in each bathroom. Also, window shades should have some sort of lining especially in bedrooms. Lights from the inn shone through bedroom windows all night!
Stayed 3 nights in Dec 2021
Verified

10/10 Excellent

HELENA B.

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

Anniversary Leafing Adventure

The small towns with friendly shop owners, restaurant and other tourist was a very pleasant vacation
Stayed 3 nights in Oct 2021
Verified

10/10 Excellent

Christie P.

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

Ideal location

Our family loved staying in the heart of Lenox. We could stroll to great restaurants, shopping, and bakeries. It’s hard even to imagine a better location. We found the home to be clean and spacious with comfortable beds. It’s not a “homey” or cozy atmosphere, like some rentals, but that didn’t bother us. Even the occasional noise from a nearby community center and the inn and restaurant was no problem. We hope to return.
Stayed 3 nights in Oct 2021
Verified

10/10 Excellent

Amy A.

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

great

very nice!
Stayed 3 nights in Sep 2021

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