Entire home

Prospect on the Hill

Photo gallery for Prospect on the Hill

large Smart TV
Welcome to Prospect in the Hill
Snow Days at Prospect on the Hill
ambient touches!
pool table converts to air hockey
3 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Outdoor space
AU$625
avg per night

Explore the area

View map
Great Barrington, MA
  • Place, Mahaiwe Performing Arts Center
    ‪8 min walk‬
  • Place, Housatonic River Walk
    ‪10 min walk‬
  • Place, Housatonic River
    ‪10 min walk‬
  • Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪37 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom #2

1 Queen Bed

Bedroom #3

2 Double Beds

Primary Bedroom

1 King Bed

3 bathrooms

Lower Level Bathroom

Toilet · Shower only

Primary Bedroom En Suite Bathrrom

Toilet · Shower only

Shared Full Bathrrom

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Outdoor play area
Dining area
The current price is AU$625
avg per night

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About the area

Great Barrington

Located in Great Barrington, this holiday home is in the city centre. Tanglewood Music Center and Great Barrington Historical Society & Museum are cultural highlights, and some of the area's activities can be experienced at Ski Butternut and Catamount Ski Area. Travelling with kids? Consider Mahaiwe Performing Arts Center and Lenox Arts Center. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

What's nearby

  • Mahaiwe Performing Arts Center - 8 min walk - 0.7 km
  • Housatonic River Walk - 10 min walk - 0.9 km
  • Housatonic River - 10 min walk - 0.9 km
  • Lake Mansfield Park - 16 min walk - 1.4 km
  • Ski Butternut - 7 min drive - 6.1 km

Getting around

  • Pittsfield, MA (PSF-Pittsfield Municipal) - 42 min drive

Restaurants

  • ‪Cumberland Farms - ‬13 min walk
  • ‪McDonald's - ‬6 min drive
  • ‪Café Holli - ‬11 min walk
  • ‪Café Rena - ‬3 min drive
  • ‪Dunkin' - ‬18 min walk

About this property

Prospect on the Hill

span style="font-size:14px;">Amenities Include: 3 bedrooms and 3 full bathrooms (sleeps 8 in beds), bonus finished basement game room, high speed internet/WiFi, AC throughout, 2 Smart TVs with streaming channels like Netflix & Hulu, Billiards Table/Air Hockey Table, All new stainless steel appliances, washer/dryer, 2 car garage with direct entry into the kitchen, fully fenced back yard, outdoor seating with propane BBQ grill, outdoor umbrella, seasonal fire pit, loads of fun toys and all the linens are included, too.
Prospect On The Hill: a lovely mid-century modern boasting one-level living, with easy access to Lake Mansfield Park and the center of downtown Great Barrington. The house is light-filled, spotlessly clean, with thoughtful touches throughout. The front room has a cozy elegant seating area with fun battery operated candles in the fireplace for great ambience. There are books and games available and a large coffee table perfect for a puzzle or a board game. This is a great room to enjoy appetizers before dinner or to cozy up in with a book. The recently updated kitchen has all new stainless steel appliances which include: a refrigerator/freezer, electric range, dishwasher, microwave, toaster, and standard drip coffee maker. With plenty of counter space and kitchen, preparing your meals is a breeze. The kitchen is "eat in" with table seating for 6 along with additional counter seating for 3. The large media room is just off the kitchen and offers guests comfortable seating with it's oversized leather sofa & chairs, alongside a 65" Smart TV with access to all of your favorite streaming channels.
Bedrooms: Head down the hall from the front room to the three (3) bedrooms and two (2) full baths. The primary bedroom has a king bed and ensuite full bathroom with walk-in shower. Guest room #2 has a queen bed and guest room #3 has two (2) full size beds. These 2 bedrooms share another bathroom #2, with a tub/shower combo.
Lower Level: The fully finished playroom has a lot to offer: with billiards table that can convert into an air hockey table, another smart TV, sitting area, indoor basketball shoot-out game, doll house, toys, games, and more. This area is multi-purpose and also includes a craft table and other fun things to do for kids of all ages. The laundry room is also located on this lower level.
Outside: The backyard, fully fenced, is easily accessed through the media room. There is a crushed stone patio has a dining table and chairs, outdoor umbrella, chaise lounge and propane BBQ grill. There is also a fire pit for guests to enjoy.
The garage is attached and provides an easy access into the kitchen and ample storage place for snow gear
Location: The house is an easy walking distance into town as well as to Lake Mansfield, with a sandy beach, swimming (lifeguard on duty in summer), picnic tables, swings, play structures, standing charcoal grills and hiking trail - all less than a 1/2 mile from the house. The center of Great Barrington is also less than a mile away and offers shops, restaurants, bars, galleries, bakeries, coffee, movies and more to explore. Both Ski Butternut and Catamount Ski are just 10 minutes away and Tanglewood is only 25 minutes. You will not want to miss this sweetly re-done and perfectly located rental opportunity, granting you access to all the Berkshires has to offer.
No smoking
Pets are welcome guests, along with a pet fee.
Please see House Rules for more details

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Outdoor space

House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

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, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number C0359651130

Frequently asked questions

Is Prospect on the Hill pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Prospect on the Hill?

As of 22 Mar 2026, prices found for a 1-night stay for 2 adults at Prospect on the Hill on 14 Oct 2026 start from AU$625, 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 Prospect on the Hill?

On-site parking is available at the property.

What time is check-in at Prospect on the Hill?

Check-in begins at 3:00 PM.

What time is check-out at Prospect on the Hill?

Checkout is at 11:00 AM.

Where is Prospect on the Hill located?

Located in the centre of Great Barrington, this family-friendly holiday home is within a 15-minute walk of Mahaiwe Performing Arts Center, Housatonic River Walk and Housatonic River. Lake Mansfield Park and Great Barrington Historical Society & Museum are also within 2 miles (3 km).

Prospect on the Hill Reviews