Great Barrington, MA
Prospect on the Hill
About the property
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
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
Availability & Pricing
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Apr 24, 2026 | $325 | Not Available | 2 |
| Apr 25, 2026 | $325 | Not Available | 2 |
| Apr 26, 2026 | $325 | Not Available | 2 |
| Apr 27, 2026 | $325 | Not Available | 2 |
| Apr 28, 2026 | $325 | Not Available | 2 |
| Apr 29, 2026 | $325 | Not Available | 2 |
| Apr 30, 2026 | $325 | Not Available | 2 |
| May 1, 2026 | $325 | Not Available | 2 |
| May 2, 2026 | $325 | Not Available | 2 |
| May 3, 2026 | $325 | Not Available | 2 |
| May 4, 2026 | $325 | Not Available | 2 |
| May 5, 2026 | $325 | Not Available | 2 |
| May 6, 2026 | $325 | Not Available | 2 |
| May 7, 2026 | $325 | Not Available | 2 |
| May 8, 2026 | $325 | Not Available | 2 |
| May 9, 2026 | $325 | Not Available | 2 |
| May 10, 2026 | $325 | Not Available | 2 |
| May 11, 2026 | $325 | Not Available | 2 |
| May 12, 2026 | $325 | Not Available | 2 |
| May 13, 2026 | $325 | Not Available | 2 |
| May 14, 2026 | $325 | Not Available | 2 |
| May 15, 2026 | $325 | Not Available | 2 |
| May 16, 2026 | $325 | Not Available | 2 |
| May 17, 2026 | $475 | Not Available | 2 |
| May 18, 2026 | $475 | Not Available | 2 |
| May 19, 2026 | $475 | Not Available | 2 |
| May 20, 2026 | $475 | Not Available | 2 |
| May 21, 2026 | $475 | Not Available | 3 |
| May 22, 2026 | $475 | Not Available | 3 |
| May 23, 2026 | $475 | Not Available | 3 |
| May 24, 2026 | $475 | Not Available | 3 |
| May 25, 2026 | $475 | Not Available | 2 |
| May 26, 2026 | $475 | Not Available | 2 |
| May 27, 2026 | $475 | Not Available | 2 |
| May 28, 2026 | $475 | Not Available | 2 |
| May 29, 2026 | $475 | Not Available | 2 |
| May 30, 2026 | $475 | Not Available | 2 |
| May 31, 2026 | $475 | Not Available | 2 |
| Jun 1, 2026 | $450 | Not Available | 2 |
| Jun 2, 2026 | $450 | Not Available | 2 |
| Jun 3, 2026 | $450 | Not Available | 2 |
| Jun 4, 2026 | $450 | Not Available | 2 |
| Jun 5, 2026 | $450 | Not Available | 2 |
| Jun 6, 2026 | $450 | Not Available | 2 |
| Jun 7, 2026 | $450 | Not Available | 2 |
| Jun 8, 2026 | $450 | Not Available | 2 |
| Jun 9, 2026 | $450 | Not Available | 2 |
| Jun 10, 2026 | $450 | Not Available | 2 |
| Jun 11, 2026 | $450 | Not Available | 2 |
| Jun 12, 2026 | $450 | Not Available | 2 |
| Jun 13, 2026 | $450 | Not Available | 2 |
| Jun 14, 2026 | $450 | Not Available | 2 |
| Jun 15, 2026 | $450 | Not Available | 2 |
| Jun 16, 2026 | $450 | Not Available | 2 |
| Jun 17, 2026 | $450 | Not Available | 2 |
| Jun 18, 2026 | $475 | Not Available | 3 |
| Jun 19, 2026 | $475 | Not Available | 3 |
| Jun 20, 2026 | $475 | Not Available | 3 |
| Jun 21, 2026 | $475 | Not Available | 3 |
| Jun 22, 2026 | $475 | Not Available | 3 |
| Jun 23, 2026 | $475 | Not Available | 3 |
| Jun 24, 2026 | $475 | Not Available | 3 |
| Jun 25, 2026 | $475 | Not Available | 3 |
| Jun 26, 2026 | $475 | Not Available | 3 |
| Jun 27, 2026 | $475 | Not Available | 30 |
| Jun 28, 2026 | $475 | Not Available | 30 |
| Jun 29, 2026 | $475 | Not Available | 30 |
| Jun 30, 2026 | $475 | Not Available | 30 |
| Jul 1, 2026 | $475 | Not Available | 30 |
| Jul 2, 2026 | $475 | Not Available | 30 |
| Jul 3, 2026 | $475 | Not Available | 30 |
| Jul 4, 2026 | $475 | Not Available | 30 |
| Jul 5, 2026 | $475 | Not Available | 30 |
| Jul 6, 2026 | $475 | Not Available | 30 |
| Jul 7, 2026 | $475 | Not Available | 30 |
| Jul 8, 2026 | $475 | Not Available | 30 |
| Jul 9, 2026 | $475 | Not Available | 30 |
| Jul 10, 2026 | $475 | Not Available | 30 |
| Jul 11, 2026 | $475 | Not Available | 30 |
| Jul 12, 2026 | $475 | Not Available | 30 |
| Jul 13, 2026 | $475 | Not Available | 30 |
| Jul 14, 2026 | $475 | Not Available | 30 |
| Jul 15, 2026 | $475 | Not Available | 30 |
| Jul 16, 2026 | $475 | Not Available | 30 |
| Jul 17, 2026 | $475 | Not Available | 30 |
| Jul 18, 2026 | $475 | Not Available | 30 |
| Jul 19, 2026 | $475 | Not Available | 30 |
| Jul 20, 2026 | $475 | Not Available | 30 |
| Jul 21, 2026 | $475 | Not Available | 30 |
| Jul 22, 2026 | $475 | Not Available | 30 |
| Jul 23, 2026 | $475 | Not Available | 30 |
Where you'll sleep
Amenities
Guests love this place
4.93
based on 29 reviews
Perfect for a family. Great stay. Perfect for a family and very very close to downtown and skiing. Thanks!

Great stay. Perfect for a family and very very close to downtown and skiing. Thanks!
A very nice house in a quiet neighborhood. A very nice house in a quiet neighborhood. The kitchen is large, and the dining table seats 8 people comfortably. Great outdoor space with a nice patio/fire pit area and a nice hot tub that can easily fit 8 people.
4.93
based on 29 reviews
Perfect for a family. Great stay. Perfect for a family and very very close to downtown and skiing. Thanks!

Great stay. Perfect for a family and very very close to downtown and skiing. Thanks!
A very nice house in a quiet neighborhood. A very nice house in a quiet neighborhood. The kitchen is large, and the dining table seats 8 people comfortably. Great outdoor space with a nice patio/fire pit area and a nice hot tub that can easily fit 8 people.
Awesome place for a family. Awesome place for a family super close to town but with a great and private backyard for cookouts and time around the fire pit. Would def stay again!

Awesome place for a family super close to town but with a great and private backyard for cookouts and time around the fire pit. Would def stay again!
Prospect on the Hill 13-20 September Property was great for periodic gathering of 70-something parents, two 40s children and their partners. Lots to do for Arlo Guthrie fans, apple and cider lovers and we got to the Big E as well. A few minor things we wish were provided, but the supermarket in town was great. The three hangout rooms let us watch TV, do puzzles and practice musical instruments, and the back patio was great for drinks in good weather. Great week!

What we expected
Terrific for Families We had a terrific time during the New Year. Despite there being no snow in the area, we found plenty to do downtown, visiting other local towns, and hanging out at the house. Very comfortable and private setting. We all had a great stay and recommend this spot for families.
Fantastic We had a fantastic stay at the Berkshire Rental Property. The house was exceptionally comfortable, providing all the amenities we needed for a relaxing holiday getaway. The charming town added to the experience with picturesque scenery, shops and good eats. We truly enjoyed our time here and highly recommend this property! Our pups loved the back yard and playing in the snow! Great time was had by all!

We had a terrific time during the New Year. Despite there being no snow in the area, we found plenty to do downtown, visiting other local towns, and hanging out at the house. Very comfortable and private setting. We all had a great stay and recommend this spot for families.
Where you'll be
Great Barrington, MA, 1230, US
Immerse yourself in the cultural and outdoor allure of Great Barrington, where historic charm meets the rugged beauty of the Berkshires. Stay steps away from the Mahaiwe Performing Arts Center for world-class entertainment and browse artisanal goods at the adjacent Berkshire Food Co-op before enjoying refined dining nearby at Cafe Adam, Bar and Restaurant. Experience year-round adventure a short drive away at Ski But
Immerse yourself in the cultural and outdoor allure of Great Barrington, where historic charm meets the rugged beauty of the Berkshires. Stay steps away from the Mahaiwe Performing Arts Center for world-class entertainment and browse artisanal goods at the adjacent Berkshire Food Co-op before enjoying refined dining nearby at Cafe Adam, Bar and Restaurant. Experience year-round adventure a short drive away at Ski But