See all properties
Entire home

Massachusetts Vacation Rental w/ Deck & Grill

Choose dates to view prices

Photo gallery for Massachusetts Vacation Rental w/ Deck & Grill

4 bedrooms, desk, iron/ironing board, WiFi
Property grounds
TV, fireplace, stereo
Fridge, microwave, stovetop, dishwasher
Exterior

Reviews

9.2 out of 10
Wonderful

Entire home

4 bedrooms3 bathroomsSleeps 82900 sq ft

Popular amenities

  • Gym
  • Parking available
  • Washer
  • Barbecue grill
  • Fireplace
  • Pet friendly

Explore the area

Map
Cummington, Massachusetts
  • Massachusetts Museum of Contemporary Art
    ‪31 min drive‬
  • Berkshire East Ski Resort
    ‪34 min drive‬
  • Mount Greylock
    ‪50 min drive‬
  • Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪46 min drive‬

Room options

About the neighborhood

Windsor

In Windsor .Within 9 miles (15 km) of this vacation home, you'll find Susan B. Anthony Birthplace Museum and Tannery Falls. Swift River is within 9 miles (15 km) and Adams Theater is within 12 miles (20 km).
View more Vacation Homes in WindsorOpens in a new window

What's nearby

  • Massachusetts Museum of Contemporary Art - 31 min drive - 19.2 miles
  • Berkshire East Ski Resort - 34 min drive - 17.9 miles
  • Williams College - 42 min drive - 25.6 miles
  • Mount Greylock - 50 min drive - 26.0 miles
  • Tanglewood Music Center - 53 min drive - 30.3 miles

Getting around

  • Pittsfield Station - 28 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 40 min drive

Restaurants

  • ‪Swistak's - ‬15 min drive

About this property

Entire place

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

Massachusetts Vacation Rental w/ Deck & Grill

Your next rejuvenating retreat awaits with a stay at this peaceful vacation rental nestled on 38 acres in Cummington, Massachusetts. This pet-friendly home comes equipped with 4 bedrooms, 3 bathrooms, a wraparound deck with a gas grill, a full kitchen, and ample entertainment space for the whole family. If you feel like venturing out, consider checking out the Bridge of Flowers or visiting the Berkshire Botanical Garden, then head back home for drinks shared with loved ones around the fire pit.

-- THE PROPERTY --

MassTaxConnect ID: C0412433450 | Pet Friendly w/ Fee | 38-Acre Property | Near Windsor State Forest

Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Full Bed | Loft: Twin Daybed

INDOOR LIVING: Wood-burning stove, Smart TVs, jetted tub, dining table, exercise bike, yoga mats, board games, Bose sound system
KITCHEN: Coffee maker & grinder, cooking utensils, dishware & flatware, dishwasher, hot water pot, microwave, spices, toaster, wine glasses
OUTDOOR LIVING: Deck, gas grill, fire pit w/ seating, dining area, hiking trails, on-site creek
GENERAL: Free WiFi, keyless entry, central heating, complimentary toiletries, hair dryer, hangers, in-unit laundry machines, laundry detergent, iron/board, linens/towels, trash bags/paper towels
FAQ: Steps required to access, pet fee (paid pre-trip), 2 exterior security cameras (facing out), hot tub not available for use, no A/C
PARKING: Driveway (5 vehicles)

-- THE LOCATION --

OPT OUTSIDE: Snowshoeing, hiking, bird watching; Westfield River (across street), Wahconah Falls State Park (11 miles), Natural Bridge State Park (15 miles), Zoar Outdoor Adventure Resort (16 miles), Bridge of Flowers (25 miles), Berkshire Botanical Garden (32 miles)
HIT THE SLOPES: Berkshire East Mountain Resort (16 miles), Bousquet Mountain Ski Area (23 miles)
NEARBY TOWNS: Adams (9 miles), Charlemont (16 miles), Pittsfield (19 miles), Shelburne Falls (25 miles), Berkshire (32 miles)
AIRPORTS: Bradley International Airport (56 miles), Albany International Airport (57 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 --

- No smoking
- Pet friendly w/ $100 fee (+ fees & taxes, 1 pet max)
- No events, parties, or large gatherings
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: The property does not have air conditioning
- NOTE: The property requires stairs to access
- NOTE: The hot tub is nonfunctional and is not available for guest use
- NOTE: Your safety matters. This property features 2 exterior security cameras: camera 1 is a Ring Doorbell device located at the front entrance facing the driveway, and camera 2 is located in a tree near the driveway and is facing the driveway. The cameras are outward facing and do not look into interior spaces. Camera 1 records video and sound when activated by motion, while camera 2 only records video when activated by motion

Property manager

Evolve

Languages

English, French, German, Spanish

Similar properties

Terrace/patio

Charlemont Retreat on Chickley River w/ EV Charger

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
4.8 out of 5, Exceptional, 27 reviews
Charlemont Retreat on Chickley River w/ EV Charger

Property amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Separate dining area
  • Wood stove

Entertainment

  • Games
  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Firepit
  • Garden
  • Gas grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Things to do

  • Gym
  • Hiking/biking trails 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

  • Garden
  • Unit size: 2,900 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
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

Pets

  • Pets are welcome
  • Service animals are exempt from fees
  • Note from host: A maximum of 1 pet is allowed.

Children and extra beds

  • Children are welcome.

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

Property Registration Number C0412433450

Property is also known as

492487

Frequently asked questions

How close is Massachusetts Vacation Rental w/ Deck & Grill to the airport?

This vacation home is 23.4 mi (40-min drive) away from the Pittsfield, MA (PSF-Pittsfield Municipal) airport, the closest popular airport to the property.

Does Massachusetts Vacation Rental w/ Deck & Grill have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Massachusetts Vacation Rental w/ Deck & Grill to the beach?

This vacation home is 16.1 mi (32-min drive) from Campers Beach.

Does Massachusetts Vacation Rental w/ Deck & Grill offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Massachusetts Vacation Rental w/ Deck & Grill?

No, there is no casino at this vacation home.

What time is check-in at Massachusetts Vacation Rental w/ Deck & Grill?

Check-in begins at 4:00 PM.

Is there free parking at Massachusetts Vacation Rental w/ Deck & Grill?

Free parking is not available at this vacation home.

Does Massachusetts Vacation Rental w/ Deck & Grill have a pool?

This vacation home does not have a pool.

Does Massachusetts Vacation Rental w/ Deck & Grill have a spa?

There are no spa services available at this vacation home.

How close is Massachusetts Vacation Rental w/ Deck & Grill to downtown Windsor?

This vacation home is 2.5 mi away from Windsor.

Massachusetts Vacation Rental w/ Deck & Grill Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 11 out of 15 reviews
Rating 8 - Good. 2 out of 15 reviews
Rating 6 - Okay. 2 out of 15 reviews
Rating 4 - Poor. 0 out of 15 reviews
Rating 2 - Terrible. 0 out of 15 reviews

8.8/10

Cleanliness

6.0/10

Amenities

8.0/10

Property conditions & facilities

8.0/10

Eco-friendliness

Reviews

10/10 Excellent

Douglas N.

Liked: Cleanliness

Great property!

Great spot for a ski weekend at Berkshire East.
Stayed 2 nights in Feb 2025

10/10 Excellent

Ashley H.

Liked: Cleanliness

Great property

There’s a backup generator if you lose power!! Great log cabin feel and plenty of space.
Stayed 3 nights in Feb 2025

8/10 Good

kathleen e.

Magnificent

The photos do not do justice to this stunning home and property. Incredibly well- appointed and comfortable, from the kitchen with everything you could need to the comfortable beds. But the best part is the property. We heard nothing but silence and saw real darkness at night, with the exception of one rather annoying security light in the driveway.This is an exceptional place and we felt fortunate to be able to stay here!
Stayed 3 nights in Feb 2025

6/10 Okay

Andriana P.

Disliked: Cleanliness

Ok

Location was good. House was spacious with amenities. Bathrooms can definitely use some upgrading, along with the heating of the house. House was also pretty dirty when we arrived and definitely would’ve appreciated it if the house was clean prior to our arrival especially traveling with a one year old. Overall an ok stay.
Stayed 4 nights in Jan 2025

10/10 Excellent

stephen s.

Liked: Cleanliness

What a spot

This place was spectacular. Definitely suggest staying here if you're looking in the area. Everything was spotless.
Stayed 2 nights in Sep 2024

10/10 Excellent

Mario W.

Wonderful private getaway

Amazing place!! Perfect for a peaceful getaway with friends family, or loved ones. The home is nestled in the trees, and it is absolutely peaceful. You can only hear the wind blow through the trees and the babbling brook nearby. All amenities are there. Nothing was needed. The deck is awesome, and there’s a huge firepit on the property. Tons of rooms beds, and blankets. Kitchen is fully equipped. Nothing needed.
Stayed 3 nights in Oct 2024

10/10 Excellent

Cherie K.

Liked: Cleanliness

Cozy, peaceful and rustic

This "tree house " was an amazing find! It was perfect for our family and friends to gather together for our daughter's college graduation weekend! We brought with us all that we would need but everything you could think of was there and available and a store was only 10 minutes away if needed. To sit out on the gorgeous deck and hear the stream was so peaceful and we will definitely return again to enjoy it when it's a less chaotic weekend for us!
Stayed 4 nights in May 2024

10/10 Excellent

Hope B.

Liked: Cleanliness

Absolutely amazing!

I loved this house so much and can not wait to return!
Stayed 2 nights in Jan 2024

10/10 Excellent

JESSE S.

Liked: Cleanliness

Loved it!

We really enjoyed our stay here. The house was well appointed and very clean. The instructions were clear and the listing was accurate. We loved hiking around the property and playing outside. Very comfortable beds and a cozy house! Would definitely come back!
Stayed 5 nights in Dec 2023

8/10 Good

Donna C.

Treehouse

Property was very spacious and comfortable.
Stayed 3 nights in Oct 2023

10/10 Excellent

Bernadette C.

Liked: Cleanliness

Charming House - great memories

Our family enjoyed our stay in this unique and charming home. Very comfortable, lots of amenities, beautiful location. Would highly recommend!
Stayed 5 nights in Oct 2023

10/10 Excellent

Amit

Traveled with group
Liked: Cleanliness, property conditions & facilities
Very nice property.
Stayed 3 nights in Jul 2023

10/10 Excellent

Robert T.

Liked: Cleanliness

Exactly as advertised

What you see in the pics is what you get. Nice, large, comfortable cabin/house in a secluded area. Almost too secluded to be honest, three out of the four parties had difficulties finding the location (phone service is spotty at best in the area.) About a half hour from Sherbourne Falls/Charlemont (assuming you don’t get lost-gps had us take some crazy back roads) and rafting area. All in all thoroughly enjoyed our stay here. Highly recommend!!
Stayed 2 nights in Aug 2023

10/10 Excellent

David N., Scituate MA

Liked: Cleanliness

Treehouse Treasure

A stunning multi level log cabin structure with a huge covered deck at tree top level. The house was immaculate with every last detail attended to. It sits on a secluded road bordering the state forest. We loved our time here, felt right at home and found the property to be just as advertised !
Stayed 2 nights in Jul 2023