Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
8 / 10
Excellent(36 Ratings)
$$$$
House in Great Barrington, MA
10 guests · 4 bedrooms · 2 baths
Reasons to book
Great for petsBring all your friends and family, even the furry ones
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
Rooms
Bedroom 1
1 Double
Bedroom 2
1 Queen
Bedroom 3
1 Double
Bedroom 4
1 Double, 1 Sofa, 1 Single
Location
Reviews
4 / 10
I stayed at this cabin for 3 nights here in January. I tend to not be very picky or inclined to leave reviews unless I have positive things to say. But I have to make an exception for this rental. I’m giving the rental 2 stars instead of 1 simply because the owner was responsive to my calls and texts. They offered us a late check out due to a bad snow storm, and quickly made sure the driveway was plowed when we had to leave. I appreciated that very much.
On the downside, the home was in really bad shape. There was a large hole in the ceiling due to tree damage, covered by plastic and duct tape. Another hole was left open in the ceiling, thankfully not through the roof. The wood stove was not working (in fairness the owner let us know ahead of time) but the vent was covered again by plastic and duct tape. There was a draft in the house that made the hanging pictures constantly sway. Heavy dust and cob webs over every hanging fixture. The window in my loft/bedroom was broken so that it couldn’t properly close. One evening it was just wide open - in 0 degree weather. The screen was left out on the floor. The bathroom shower head had a constant leak, before we even used it. There is water damage on all of the walls. The front steps had inches of snow and ice on them when we arrived. Out back the roof was damaged by a tree and had debris hanging loosely, swaying in the wind. At one point, a piece of wood fell off the roof while we were outside on the deck and missed us by a few feet. It had a nail in it.
I can imagine this being a really beautiful stay - and based on the pictures, you can ‘see it’. However, my recommendation is that the owner should take the listing down for a few months and make the necessary repairs. At the very least, the owner should fix the roof situation because it is drastically different than the expectations in the listing and could have been dangerous. The owner should also fix the windows that don’t close properly. The owner should ensure that all dust and cobwebs are removed from the fixtures. And should take a little extra time to ensure the walkways are cleared before guests arrive. Everything else, I suppose, could be classified as rustic and up to ‘taste’.
8 / 10
Lovely setting
4 / 10
Lovely lakefront but the house situation was not acceptable
10 / 10
We had a wonderful stay. The property is simply gorgeous. The home was beyond comfortable and well stocked with a few sweet welcoming touches. Access instructions came through clearly and early. Would definitely book again!
We had a wonderful stay. The property is simply gorgeous. The home was beyond comfortable and well stocked with a few sweet welcoming touches. Access instructions came through clearly and early. Would definitely book again!
Leave your busy schedule behind for a life of leisure at this vacation rental hideaway. This rustic 4-bed, 2-bath home is complete with woodsy-style decor, contemporary furnishings, and space for 10. It's truly a sportsman's paradise - tucked away in the woods on Round Pond, where you can hike, fish, swim, boat, or admire it all from the deck and dock. Whether you're here for summers at the Symphony, winters on Ski Butternut, or leaf peeping in the fall, Great Barrington has it all.
-- THE PROPERTY --
Bedroom 1: Full Bed | Bedroom 2: Queen Bed | Bedroom 3: Full Bed | Bedroom 4 (Loft): Twin Bed with Twin Pullout (Can be converted into a King), Full Bed
You'll find this rustic property hidden away in a semi-remote, wooded area, with very few neighbors nearby. Mornings here offer incredible views and quiet surroundings - best enjoyed with a warm cup of coffee on the deck.
This property is located right on Round Pond. With crystal clear water untouched by busy beaches or motor boats, this lake is ideal for swimming and fishing! Take a dip off the dock, or venture out on the rowboat provided.
After a day on the lake, head inside to enjoy some downtime. The living room is complete with cathedral ceilings, floor-to-ceiling views, and a cozy wood-burning fireplace, altogether creating the perfect place to unwind.
End the day with a hearty meal made in the fully-equipped kitchen. Follow dinner with a sweet treat of s'mores by the outdoor fire pit!
When you're ready to retire for the night, 4 bedrooms offer space for up to 10 guests.
-- THE LOCATION --
Named as the #1 best place to live by Smithsonian Magazine, Great Barrington is a small-but-mighty town brimming with activities and charm.
Take some time to tour the Berkshires. Within 15 minutes you'll be able to hike across Monument Mountain, shop and dine in Great Barrington, stop by the Norman Rockwell Museum in Stockbridge, or test your winning streak at the Springfield Casino just 40 minutes away.
The famous Tanglewood lies just 10 miles away. Since 1937, Tanglewood has served as the summer home for the Boston Symphony Orchestra. Concerts here will take your breath away!
The Berkshires turn into a winter wonderland when the snow falls. You'll find multiple mountains within 10 minutes of the property, including Ski Butternut and Catamount Ski Area, with Bousquet Ski Area, Jiminy Peak, and more just a short drive further!
-- 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: C0198611130
- No smoking
- Pet friendly w/ $75 fee (+ fees & taxes, dogs only)
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: There is a completely separate unit located next door with its own private entrance. Other guests will not be present however the separate unit is off limits
- NOTE: This unit also has exterior-facing cameras, but they do not look into any interior spaces of the vacation rental
- NOTE: The property requires stairs to access
- NOTE: The property does not have air conditioning
Amenities
Free WiFi/internet
Free Parking
Non-smoking
Pets allowed
TV
Heating
Coffee/tea maker
Kitchen
Kitchenette
Parking Available
Dishwasher
Dryer
Kitchenware
Lake view
Fireplace
Waterfront
Water view
Mountain view
Private entrance
Outdoor Cooking
Family friendly
Ironing facilities
Outdoor dining area
Free toiletries
Towels
Linens
Fan
Dining table
Ground floor unit
Accessible by stairs only
Hairdryer
Telephone
Carbon monoxide detector
FAQs
Is parking included with this house?
Yes, parking is listed as an amenity at Lakefront Berkshires Retreat w/ Deck, Dock & Boat!. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.
Is Lakefront Berkshires Retreat w/ Deck, Dock & Boat! pet friendly?
Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.
What amenities are available at Lakefront Berkshires Retreat w/ Deck, Dock & Boat!?
We found 33 amenities for this rental. This includes free wifi/internet, free parking, non-smoking, pets allowed, and tv.
Great for petsBring all your friends and family, even the furry ones
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
Rooms
Bedroom 1
1 Double
Bedroom 2
1 Queen
Bedroom 3
1 Double
Bedroom 4
1 Double, 1 Sofa, 1 Single
About this house rental
Leave your busy schedule behind for a life of leisure at this vacation rental hideaway. This rustic 4-bed, 2-bath home is complete with woodsy-style decor, contemporary furnishings, and space for 10. It's truly a sportsman's paradise - tucked away in the woods on Round Pond, where you can hike, fish, swim, boat, or admire it all from the deck and dock. Whether you're here for summers at the Symphony, winters on Ski Butternut, or leaf peeping in the fall, Great Barrington has it all.
-- THE PROPERTY --
Bedroom 1: Full Bed | Bedroom 2: Queen Bed | Bedroom 3: Full Bed | Bedroom 4 (Loft): Twin Bed with Twin Pullout (Can be converted into a King), Full Bed
You'll find this rustic property hidden away in a semi-remote, wooded area, with very few neighbors nearby. Mornings here offer incredible views and quiet surroundings - best enjoyed with a warm cup of coffee on the deck.
This property is located right on Round Pond. With crystal clear water untouched by busy beaches or motor boats, this lake is ideal for swimming and fishing! Take a dip off the dock, or venture out on the rowboat provided.
After a day on the lake, head inside to enjoy some downtime. The living room is complete with cathedral ceilings, floor-to-ceiling views, and a cozy wood-burning fireplace, altogether creating the perfect place to unwind.
End the day with a hearty meal made in the fully-equipped kitchen. Follow dinner with a sweet treat of s'mores by the outdoor fire pit!
When you're ready to retire for the night, 4 bedrooms offer space for up to 10 guests.
-- THE LOCATION --
Named as the #1 best place to live by Smithsonian Magazine, Great Barrington is a small-but-mighty town brimming with activities and charm.
Take some time to tour the Berkshires. Within 15 minutes you'll be able to hike across Monument Mountain, shop and dine in Great Barrington, stop by the Norman Rockwell Museum in Stockbridge, or test your winning streak at the Springfield Casino just 40 minutes away.
The famous Tanglewood lies just 10 miles away. Since 1937, Tanglewood has served as the summer home for the Boston Symphony Orchestra. Concerts here will take your breath away!
The Berkshires turn into a winter wonderland when the snow falls. You'll find multiple mountains within 10 minutes of the property, including Ski Butternut and Catamount Ski Area, with Bousquet Ski Area, Jiminy Peak, and more just a short drive further!
-- 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: C0198611130
- No smoking
- Pet friendly w/ $75 fee (+ fees & taxes, dogs only)
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: There is a completely separate unit located next door with its own private entrance. Other guests will not be present however the separate unit is off limits
- NOTE: This unit also has exterior-facing cameras, but they do not look into any interior spaces of the vacation rental
- NOTE: The property requires stairs to access
- NOTE: The property does not have air conditioning
Amenities
Free WiFi/internet
Free Parking
Non-smoking
Pets allowed
TV
Heating
Coffee/tea maker
Kitchen
Kitchenette
Parking Available
Dishwasher
Dryer
Kitchenware
Lake view
Fireplace
Waterfront
Water view
Mountain view
Private entrance
Outdoor Cooking
Family friendly
Ironing facilities
Outdoor dining area
Free toiletries
Towels
Linens
Fan
Dining table
Ground floor unit
Accessible by stairs only
Hairdryer
Telephone
Carbon monoxide detector
Map of Great Barrington, MA
Ratings and reviews
8 / 10
Excellent(36 Ratings)
8 / 10Excellent·Nov 2025
Lovely setting
10 / 10Outstanding·Sep 2023
We had a wonderful stay. The property is simply gorgeous. The home was beyond comfortable and well stocked with a few sweet welcoming touches. Access instructions came through clearly and early. Would definitely book again!
Great for petsBring all your friends and family, even the furry ones
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
Rooms
Bedroom 1
1 Double
Bedroom 2
1 Queen
Bedroom 3
1 Double
Bedroom 4
1 Double, 1 Sofa, 1 Single
Map of Great Barrington, MA
About this house rental
Leave your busy schedule behind for a life of leisure at this vacation rental hideaway. This rustic 4-bed, 2-bath home is complete with woodsy-style decor, contemporary furnishings, and space for 10. It's truly a sportsman's paradise - tucked away in the woods on Round Pond, where you can hike, fish, swim, boat, or admire it all from the deck and dock. Whether you're here for summers at the Symphony, winters on Ski Butternut, or leaf peeping in the fall, Great Barrington has it all.
-- THE PROPERTY --
Bedroom 1: Full Bed | Bedroom 2: Queen Bed | Bedroom 3: Full Bed | Bedroom 4 (Loft): Twin Bed with Twin Pullout (Can be converted into a King), Full Bed
You'll find this rustic property hidden away in a semi-remote, wooded area, with very few neighbors nearby. Mornings here offer incredible views and quiet surroundings - best enjoyed with a warm cup of coffee on the deck.
This property is located right on Round Pond. With crystal clear water untouched by busy beaches or motor boats, this lake is ideal for swimming and fishing! Take a dip off the dock, or venture out on the rowboat provided.
After a day on the lake, head inside to enjoy some downtime. The living room is complete with cathedral ceilings, floor-to-ceiling views, and a cozy wood-burning fireplace, altogether creating the perfect place to unwind.
End the day with a hearty meal made in the fully-equipped kitchen. Follow dinner with a sweet treat of s'mores by the outdoor fire pit!
When you're ready to retire for the night, 4 bedrooms offer space for up to 10 guests.
-- THE LOCATION --
Named as the #1 best place to live by Smithsonian Magazine, Great Barrington is a small-but-mighty town brimming with activities and charm.
Take some time to tour the Berkshires. Within 15 minutes you'll be able to hike across Monument Mountain, shop and dine in Great Barrington, stop by the Norman Rockwell Museum in Stockbridge, or test your winning streak at the Springfield Casino just 40 minutes away.
The famous Tanglewood lies just 10 miles away. Since 1937, Tanglewood has served as the summer home for the Boston Symphony Orchestra. Concerts here will take your breath away!
The Berkshires turn into a winter wonderland when the snow falls. You'll find multiple mountains within 10 minutes of the property, including Ski Butternut and Catamount Ski Area, with Bousquet Ski Area, Jiminy Peak, and more just a short drive further!
-- 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: C0198611130
- No smoking
- Pet friendly w/ $75 fee (+ fees & taxes, dogs only)
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: There is a completely separate unit located next door with its own private entrance. Other guests will not be present however the separate unit is off limits
- NOTE: This unit also has exterior-facing cameras, but they do not look into any interior spaces of the vacation rental
- NOTE: The property requires stairs to access
- NOTE: The property does not have air conditioning
Amenities
Free WiFi/internet
Free Parking
Non-smoking
Pets allowed
TV
Heating
Coffee/tea maker
Kitchen
Kitchenette
Parking Available
Dishwasher
Dryer
Kitchenware
Lake view
Fireplace
Waterfront
Water view
Mountain view
Private entrance
Outdoor Cooking
Family friendly
Ironing facilities
Outdoor dining area
Free toiletries
Towels
Linens
Fan
Dining table
Ground floor unit
Accessible by stairs only
Hairdryer
Telephone
Carbon monoxide detector
FAQs
Is parking included with this house?
Yes, parking is listed as an amenity at Lakefront Berkshires Retreat w/ Deck, Dock & Boat!. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.
Is Lakefront Berkshires Retreat w/ Deck, Dock & Boat! pet friendly?
Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.
What amenities are available at Lakefront Berkshires Retreat w/ Deck, Dock & Boat!?
We found 33 amenities for this rental. This includes free wifi/internet, free parking, non-smoking, pets allowed, and tv.
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