| Pic | Vacation Rentals | Sort by
City | Sort by
BR(s) | Sort by
BA(s) | Sort by
Sleeps | Sort by
Price |
 | Berkshires Getaway in Quiet Village near Waterfall | Mill River | 2.5 | 1 | 6 | $1,250.00 |
 | The Darling House | Williamstown | 3 | 1 | 6-8 | $1,050.00 |
 | BRIARCLIFF INN | Great Barrington | | | | $55.00 |
 | Richmond Retreat - Ooh Fall Colors & Winter Fun Reserve Now | Richmond | 3 | 3 | 6-10 | $1,750.00 |
| Lake Front House on Pristine Private Lake | Becket | two | one | six | $1,000.00 |
| Comfortable Martha's Vineyard High Ranch | Oak Bluffs | 3 | 2 | 6 | $1,300.00 |
| Charming,Historic, Colonial Farmhouse | Great Barrington | 3 | 1 1/2 | 8 | $1,200.00 |
| All-season Berkshire Get-away | Lee | 5 | 2.5 | 11 | $2,650.00 |
| Martha's Vineyard | Oak Bluffs | 2 | 1 | 6 | $1,300.00 |
| Tranquility Pond Manor | Monterey | 7 | 4 Full Baths | 14 | $4,000.00 |
| My Dream House | Hancock | 4 | 2.5 | 8 | $675.00 |
| Historic Oak Bluffs 7 Bedroom, 3 bath (Two Master Bedrooms) - Martha's Vineyard | Oak Bluffs | 7 | 3 | 14 | $2,900.00 |
| Close to Town, Family Neighborhood | Oak Bluffs | 4 | 1 | 10 | $800.00 |
| Deerfield Inn | Deerfield | 23 | 1 full bath per guestroom | 2 per room | $146.05 |
| Berkshire Hideaway with Trout Streams | Becket | 3 | 1 | 6 | $800.00 |
| Cliff Area / Edge of Town - Walk to Beach, Town and Westmoor Tennis Club | Nantucket | 4 | 2.5 | 8 | $1,000.00 |
| The Billington | Plymouth | 2 | 1 | 3 | $500.00 |
| Pic | Vacation Rentals | City | BR(s) | BA(s) | Sleeps | Price |
