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 Huge Yard w/ Patio, Playset! Berkshires Retreat

Entire home in Pittsfield, MA

6 guests·3 bedrooms·2 bathrooms
4.9 · 36 reviews

Why you'll love this stay

Outdoor Living

Outdoor Living

Fire pit evenings and outdoor dining on the patio.

Entertainment & Amenities

Entertainment & Amenities

Peloton, smart TV, and board games fuel indoor fun.

Location & Accessibility

Location & Accessibility

Steps from trails and water access for adventurous days.

Property details

Near Trails & Lake Access | Fire Pit & Grill | 4 Seasons of Fun

Pack up the crew for an unforgettable mountain getaway! This spacious Pittsfield vacation rental sits steps from scenic hiking paths and water access, giving you an effortless launchpad for outdoor fun. Spend your days conquering nearby ski slopes or swimming spots, then come home to kick back. Kids can run wild on the backyard playset while you fire up the grill and settle in for a relaxing evening by the fire pit.

C0597682360

OUTDOOR LIVING
- Fire pit, gas grill
- Patio w/ outdoor dining area
- Swing set

INDOOR LIVING
- Peloton bike
- Smart TV, board games
- Washer and dryer
- Window A/C units

KITCHEN
- Coffee maker
- Refrigerator, stove/oven, dishwasher
- Microwave, blender, toaster
- Cooking basics, dishware and flatware

ACCESSIBILITY
- Multi-story home, 3 steps to enter
- Bedroom & bathroom on 1st floor

PARKING
- Driveway (5 vehicles)
- Trailer and RV parking available

Guests will have access to the entire property via lockbox

- 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

ADDITIONAL INFORMATION
- Kid's swing set on-site; adult supervision required
- Sheet are not provided for the crib; please bring your own

SECURITY CAMERA INFORMATION
- 3 exterior devices
- Location: entrances, doors

Sleeping arrangements

Bedroom 1

1 king Bed

Bedroom 2

1 queen Bed

Bedroom 3

1 double Bed, 2 single Beds

Living room 1

1 sofa Bed

Living room 2

1 sofa Bed

What’s included

  • Self check-in

    Self check-in

  • Free parking on premises

    Free parking on premises

  • Free washer – In unit

    Free washer – In unit

  • Free dryer – In unit

    Free dryer – In unit

  • Portable air conditioning

    Portable air conditioning

  • Central heating

    Central heating

  • Kitchen

    Kitchen

  • LG stainless steel electric stove

    LG stainless steel electric stove

Guest reviews

Star icon 4.9 | 36 reviews
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A

Amanda

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August 2026

Alan and the Evolve team checked to make sure we arrived and if we needed anything. Alan called the next day to see if we needed anything. That was very nice of him to check on us. The place was older but some rooms updated nicely. There was plenty of room and we were able to each spread out in our own rooms to watch TV. The neighborhood was walkable and very quiet. The outside area was nicely done with a patio, covered grill area, fire pit with seating, and a play set for kids. We would look at this place to stay again. Thanks!

S

Sarah

Star Icon 1 0Star Icon 1 1Star Icon 1 2Star Icon 1 3Star Icon 1 4

August 2026

Great place. Close to a bunch of restaurants. Beds and pillows were super comfy.

T

Tilden

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August 2026

Our 10-day Berkshire vacation at Alan’s clean, comfortable Pittsfield home was absolutely wonderful. The three-bedroom house easily accommodated my wife and me, our adult son, and multiple visits from family and friends. We stocked the kitchen using nearby Guido's and New Lebanon Farmers Market. Entry was via a front coded lock and rear lockbox. Alan was accommodating, granting us early entry and using unscented laundry detergent for our linens. We shared long conversations at the large dining table and stayed active by walking the quiet neighborhood, the Onota lakeside trail at Burbank Park, and the grounds of The Mount. This ideal location kept us close to cultural spots: we enjoyed five concerts at Tanglewood, four plays across local theaters, and two performances at Jacob’s Pillow. With nice living room decor, end table with USB ports, thoughtful night lights, and excellent AC units, we rested comfortably. We highly recommend it and hope to return next year! Thank you Alan!

R

Renato

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July 2026

I liked this place

Know before you go

Self check-in

House rules

Check-in: 3:00pm

Checkout: 11:00am

No pets allowed

Min. age to rent: 18

No smoking

No parties

Have a question about this property?

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