Entire home

Great Barrington Lakeside Getaway w/ Kayak & Grill

Great Barrington vacation home with kitchen

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Photo gallery for Great Barrington Lakeside Getaway w/ Kayak & Grill

A wooden cabin with a large glass windowed porch, a dining table with chairs, and a sofa.
A wooden deck with chairs and a table overlooking a lake, surrounded by autumn foliage.
A wooden dock with a kayak and a chair by a calm lake, surrounded by lush greenery and hills.
A spacious wooden deck with a ceiling fan, a blue sofa, a table, and chairs.
A spacious dining area with a large wooden table, chairs, and a rug.

Reviews

9.2 out of 10
Wonderful

Entire home

4 bedrooms4 bathroomsSleeps 102200 sq ft

Popular amenities

  • Kitchen
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available
  • Barbecue grill

Explore the area

View in a map
Great Barrington, MA
  • Place, Housatonic River
    ‪8 min drive‬
  • Place, Monument Mountain Reservation
    ‪10 min drive‬
  • Place, Norman Rockwell Museum
    ‪15 min drive‬
  • Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪30 min drive‬

Room options

About the neighborhood

Great Barrington

On lake.You'll find Housatonic River and Art et Industrie within 3 miles (5 km) of this vacation home. Lake Mansfield Park and Monument Mountain are also within 6 miles (10 km).

What's nearby

  • Housatonic River - 8 min drive - 3.6 miles
  • Monument Mountain Reservation - 10 min drive - 4.7 miles
  • Lake Mansfield Park - 14 min drive - 4.9 miles
  • Norman Rockwell Museum - 15 min drive - 6.9 miles
  • Mahaiwe Performing Arts Center - 16 min drive - 6.2 miles

Getting around

  • Pittsfield Intermodal Transportation Center - 33 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 26 min drive

Restaurants

  • ‪McDonald's - ‬13 min drive
  • ‪Marketplace Kitchen Table - ‬12 min drive
  • ‪Café Holli - ‬12 min drive
  • ‪Berkshire Mountain Bakery - ‬7 min drive
  • ‪Cumberland Farms - ‬11 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.

Great Barrington Lakeside Getaway w/ Kayak & Grill

Enjoy stunning water views and lakeside fun at this 4-bedroom + den, 4-bath vacation rental in the Berkshires. A mixture of older appliances and modern amenities, like 2 large decks and a kayak, makes this home a bright and comfortable nature retreat. Enjoy eclectic shops, galleries, and farm-to-table restaurants only a few miles away in the vibrant town of Great Barrington. Check out attractions like Tanglewood, Butternut Basin, Jacob's Pillow, museums, and bike trails on the Appalachian Trail.

-- THE PROPERTY --

Permit: C0462781130 | 6 Mi to Skiing | Fireplace | Hiking, Skating, Ice Fishing, & Swimming (On-Site) | Fast EV Charger

Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: 2 Twin Beds | Bedroom 4: Full Bed | Den: Full Futon

OUTDOOR LIVING: Gas grill, kayak, wraparound deck, lake w/ spacious dock (walking distance), walking trails nearby
INDOOR LIVING: Board games, en-suite bath, flat-screen TV, jetted tub, fireplace
KITCHEN: Dishwasher, microwave, stove/oven, dishware & flatware, cooking basics, toaster oven
GENERAL: Linens, dryer, hair dryer, iron/board, complimentary toiletries, keyless entry, laundry detergent, towels, trash bags/paper towels, free WiFi, central heating, central air conditioning (older unit)
ACCESSIBILITY: 2-story home, exterior staircase required, interior steps required to access bedrooms
FAQ: Quiet hours (8:00 PM-8:00 AM), 152 steps required to reach lake (waiver may be required), gun club nearby (may occasionally hear gun shots)
PARKING: Driveway (4 vehicles)

-- THE LOCATION --

WINTER FUN: Butternut Ski Area and Tubing Center (6 miles), Catamount Mountain Resort (10 miles), Bousquet Mountain Ski Area (15 miles), Jiminy Peak Mountain Resort (29 miles)
SUMMER SUN: Housatonic Flats Reserve (5 miles), Fountain Pond State Park (5 miles), Monument Mountain (5 miles), East Mountain State Forest (7 miles), Edith Wharton Park (13 miles), Appalachian Trail (14 miles)
THINGS TO DO: Berkshire South Regional Community Center (5 miles), Norman Rockwell Museum (5 miles), Berkshire Botanical Garden (6 miles), Lee Premium Outlets (14 miles), Canyon Ranch Lenox (14 miles)
AIRPORTS: Albany International Airport (51 miles), Bradley International Airport (76 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
- No pets allowed
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: This charming property is on the lake and is the perfect place to relax. This is an older property with stunning lake views
- NOTE: This 2-story home requires using an exterior staircase to enter; additional interior steps are required to access the bedrooms
- NOTE: Please observe quiet hours from 8:00 PM to 8:00 AM
- NOTE: There are 152 steps on a long wooden staircase required to reach the dock at the lake. These stairs are not shoveled or cleared of ice in the winter. A waiver may be required before using the stairs
- NOTE: There is a gun club down the road and occasionally, usually on a Sunday, you may hear gunshots
- NOTE: This home offers old-fashioned appliances and quirks. While not a luxury property, it offers all the essentials for a pleasant stay!

Similar properties

Property amenities

Internet

  • Available in the house: Internet access

Parking and transportation

  • Parking on site

Kitchen

  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Paper towels
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 4 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Fireplace

Entertainment

  • Games
  • TV

Outdoor areas

  • Gas grill
  • Patio

Laundry

  • Dryer
  • Laundry facilities

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • On a lake
  • On the waterfront

Things to do

  • Hiking/biking trails nearby
  • Kayaking 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: 2,200 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 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

  • No pets 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
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 C0462781130

Property is also known as

509683

Frequently asked questions

How close is Great Barrington Lakeside Getaway w/ Kayak & Grill to the airport?

This vacation home is 14.4 mi (26-min drive) away from the Pittsfield, MA (PSF-Pittsfield Municipal) airport, the closest popular airport to the property.

Does Great Barrington Lakeside Getaway w/ Kayak & Grill have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does Great Barrington Lakeside Getaway w/ Kayak & Grill offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Great Barrington Lakeside Getaway w/ Kayak & Grill?

No, there is no casino at this vacation home.

What time is check-in at Great Barrington Lakeside Getaway w/ Kayak & Grill?

Check-in begins at 4:00 PM.

Is there free parking at Great Barrington Lakeside Getaway w/ Kayak & Grill?

Free parking is not available at this vacation home.

Does Great Barrington Lakeside Getaway w/ Kayak & Grill have a pool?

This vacation home does not have a pool.

Does Great Barrington Lakeside Getaway w/ Kayak & Grill have a spa?

There are no spa services available at this vacation home.

How close is Great Barrington Lakeside Getaway w/ Kayak & Grill to downtown Great Barrington?

This vacation home is 3.8 mi away from Great Barrington.

Great Barrington Lakeside Getaway w/ Kayak & Grill Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 17 out of 22 reviews
Rating 8 - Good. 3 out of 22 reviews
Rating 6 - Okay. 1 out of 22 reviews
Rating 4 - Poor. 0 out of 22 reviews
Rating 2 - Terrible. 1 out of 22 reviews

9.0/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Bailey G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was very well stocked with anything you could need for a weekend away. Very homey and comfortable!
Stayed 2 nights in Mar 2026
From a partner site

10/10 Excellent

Suzanne

Great winter getaway!

2nd year staying here for a 3 day family stay in GB. House is cozy, comfortable, and great setup for 10 people.
Verified review

10/10 Excellent

Philippe C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful location. Well maintain house. Will definitely consider a return trip
Stayed 2 nights in Jan 2026
Verified review

8/10 Good

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay, loved the deck for hanging out, kayacking and canoeing was lots of fun, very peaceful and comfortable.
Stayed 3 nights in Jul 2025
Verified review

10/10 Excellent

s b.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location to visit family that live in Housatonic. We visit every Oct. and will definitely stay there again! Lots of room for everyone.
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Tracy P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property! The house and the surrounding area were very nice
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

scott w.

Liked: Cleanliness, check-in, communication, location, listing accuracy
house was perfect. great location. abundance of firewood.loved the open layout and light from all the windows. definitely will come back in the warmer months.
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

Loretta E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful place. Girls getaway - loved it! Bed in master was very comfortable. Lots of space to spread out plus great common area with fireplace. Would go back again.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Jeanette D.

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

Amazing House Great Stay

The house was clean, comfortable, and had everything we needed. One of our best VRBO rentals to date! Will definitely stay here again.
Stayed 2 nights in Mar 2025
Verified review

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy
An amazing property. Better than the photos depicted. We enjoyed all of it. A very special time.
Stayed 5 nights in Sep 2025
From a partner site

8/10 Good

Stephen

Beautiful Setting

We had a wonderful stay. House was clean and the setting was terrific. We enjoyed the outdoors as well as a fantastic living space.
Stayed 2 nights in Sep 2024
Verified review

10/10 Excellent

Pedro C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My family just had a one week vacation in this home. It was stunning, immaculate and everything that is the description, was accurate. We had so much fun there and felt at home. I would definitely recommend this home to any family or friends looking for a nice home in a location surrounded by nature.
Stayed 4 nights in Jul 2025
Verified review

8/10 Good

Ben G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was an excellent house. The lake view was excellent. The outdoor seating was ample. The screened in porch was awesome. The furniture was comfortable the beds were of average quality and in good condition. The house was very clean.We were visiting for a guys weekend and all of us had our own beds and space.Some down sides were, only one TV and it was in a small side room. There were some nice looking speakers in the living room area but the wires to them were clearly cut, total shame because it would be excellent to have some background music. The walk down to the lake is substantial and steep. The fireplace was missing a pane of glass so we could not use it to have a fire but the weather was too warm for it anyway and the property management offered to send someone out to fix it, but I passed. Many of the sinks needed some TLC because the spouts sprayed out wide in multiple directions because of hard water build up.The center of town is a few minute drive and had all of the regular amenities.Overall, good place for the price.
Stayed 3 nights in May 2026
From a partner site

10/10 Excellent

annette

Annette

Great time at this location. Five girlfriends on a shopping trip. House was in a great location, fulky furnished with all you could want and more.Definetly a place you will be comfortable at and wonderful stay.
From a partner site

10/10 Excellent

Amy

One of the best properties we've stayed at

The home was beautiful with plenty of room for our family of 8 to spread out and relax. The kitchen was well-appointed, all linens and toiletries available. This is a perfect writer's retreat with so many windows, light coming in and beautiful scenery.
Stayed 3 nights in Apr 2024
Verified review

10/10 Excellent

Suzanne H.

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

Winter fun in GB

Comfortable stay at this roomy home just off main road to GB. Easy driveway in and out to street. Very convenient location to downtown. Cozy fireplace. Beautiful spot in woodsy area with view of pond. Lots of winter fun skiing, snowboarding, and tubing at Butternut. Did local trail hike in snow and sledded at nearby hill. Great time in GB!
Stayed 3 nights in Feb 2025
Verified review

10/10 Excellent

mary ellen m.

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

The view is amazing!

We were in town for a memorial service and several family members stayed together in this house. We had a wonderful dinner on the patio Saturday night. My brother and his wife jumped in the pond for a swim. They said the water was crystal clear and refreshing!
Stayed 2 nights in May 2024
Verified review

10/10 Excellent

Maria H.

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

Beautiful home

House was beautiful! Rooms are huge, kitchen is fully stocked, fireplace was a favorite spot after dinner to play card games. House is stock with lots of games. 1 room only has a tv which worked for us made us spend more time playing games and talking. Deck on main floor is huge and beautiful, we loved our stay here
Stayed 4 nights in May 2024
Verified review

6/10 Okay

deborah d.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

Getaway in the Berkshire’s

This is a lovely home nestled in the Berkshire Hills where we enjoyed chilling on their open porch overlooking the pond and enjoying wine and cheese 😊 There was ample room for socializing and welcomed toiletries left for us in each of our rooms. Unfortunately upon arrival the kitchen area was in need of some serious cleaning. The owner and Evolve were very responsive to our needs. We would definitely rent here again.
Stayed 7 nights in Jul 2024
Verified review

2/10 Terrible

Verified traveler

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

Avoid the Evolve Rental Agency

The property is very isolated out in the woods. We arrived after dark and found the house frighteningly unsecured, with the rear sliding door left completely open and the kitchen door unlocked. We initially had difficulty finding a cell phone signal, which was even more unsettling. We then discovered opened, partially consumed bottles of unidentifiable liquids and condiments in the refrigerator and the freezer filled with food packages, as if someone else were living there. We finally got through to the designated customer service representative who told us the maintenance man had probably left the doors open and that the owner requested to leave her food in the refrigerator rather than clean it out for the renter's use. We told her we considered this house to be in an unacceptable condition contrary to the rental agreement promising to provide clean, safe and secure living environment and that we therefore did not want to stay and demanded our money back. After ignoring our protests at first, saying she was only the cleaning lady and had no financial control, the customer service rep finally relented and contacted what she said was the owner and followed up with a call stating that we would indeed be granted a full refund. However, the following day we received a contradictory email from the Evolve Group saying that they would only offer us a 25% refund even though we left the same night we arrived and never stayed at the property at all. Very frustrating to say the least.
Stayed 5 nights in May 2024