The Berkshires of Massachusetts are chock-full of history, culture, and important sites. A branch of the Appalachian Mountains, Berkshires resorts are set against a rural and charming atmosphere famous for attracting metropolitans for generations. Guests of Berkshires vacation rentals have the opportunity to visit the home of Herman Melville, the Clark Museum of Art, or the world famous Norman Rockwell Museum. The summers bring guests of Tanglewood vacation rentals crisp blue skies, as well as the Boston Symphony. Wonderful outdoor activities draw droves of visitors, including downhill and cross-country skiing, hiking, biking, whitewater rafting, fishing and golf.
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Berkshires Vacation Rentals
Berkshires Vacation Rentals - Search Over 250,000 Listings
| Featured Rentals | Type | Beds | Baths | Sleeps | Rate | |
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Charming Falmouth Heights Vacation Rental - Walk to Beach and Vineyard FerryAmenities:Beach, Kitchen, Washer/Dryer, Pets OK, TV Description:You're invited to spend the week of 8/23 - 8/30 at a pleasant vacation home located in Falmouth, Massachusetts on Cape Cod. This welcoming 2 bedroom, 1 bathroom home sleeps 6 and includes amenities such as cable, dvd player, laundry, microwave, gas grill, and a screened porch well suited for relaxing. It is located in a quiet neighborhood a short distance from many area attractions. Walking distance to: Falmouth Heights and Bristol Beaches Falmouth Harbor Island Queen Ferry to Martha's Vine |
House |
2 Beds |
1 Baths |
6 People |
$167 - $167 |
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Secluded Family Home near Waquoit Bay - East FalmouthAmenities:Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Beautiful home on 1.77 acres of landscaped lawn with large shade trees as well as sunny patches of grass. A secluded sandy beach on Waquoit Bay is a 5 minute stroll down a private road. A spacious 70' deck runs the length of the front of the house overlooking the grounds, perfect for entertaining outdoors and enjoying family lawn games. |
House |
3 Beds |
2.5 Baths |
6 People |
$343 - $343 |
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Cape Cod Cottage - YarmouthAmenities:Beach, Ski, Golf Course, Kitchen, Air Conditioning, Pets OK, TV Description:Adorable 2 bdr cottage...full bath eat in kitchen..fireplaced LR...air conditioned..washer/dryer fenced rear yard...BBQ grill and picnic table on patio |
House |
2 Beds |
1 Baths |
6 People |
$114 - $114 |
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Falmouth - Surf Drive Beach Area on Cape CodAmenities:Beach, Golf Course, Kitchen, Dishwasher, Washer/Dryer, TV Description:3 bedroom 2 full bath home that sleeps 7 within walking distance to Surf Drive Beach (3/10 mile) with an outside shower, weber grill, garage for bikes and golf clubs, outside patio and all the comforts of home located in Falmouth Mass on a cul de sac between Salt Pond and Sider's Pond. |
House |
3 Beds |
2 Baths |
7 People |
$232 - $286 |
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Lieutenant Island Home - WellfleetAmenities:Beach, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, Pets OK, TV Description:Set within the trees and surrounded by the neighborhood wildlife, this charming 4 bedroom, 2.5 bath home has everything one would need for the perfect Cape Cod vacation, including stunning sunset views across the Wellfleet Bay and a gorgeous stretch of private beach that is just a minute walk from the front door. The home truly epitomizes the feeling of Cape cod life. |
House |
4 Beds |
2.5 Baths |
8 People |
$100 - $571 |
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Cute Cape Cod Cottage, Close to the Beach - South HarwichAmenities:Beach, Golf Course, Kitchen, TV Description:Cute 3 bedroom cottage with spacious eat in kitchen. Located on quiet dead end street. Short walk to Red River Beach, 0.3 miles. Indoor and outdoor shower. New patio with barbecue. |
House |
3 Beds |
1 Baths |
6 People |
$143 - $200 |
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Sunny West End Guest Apartment - ProvincetownAmenities:Beach, Kitchen, Air Conditioning, TV Description:This West End Apartment has been recently built with all amenities. Very sunny , large 12ft.x25ft. bedroom w/ walk-in closet,ceiling fan, king size bed. Beautiful 9 1/2 ft x 14 ft bathroom with seperate shower, jacuzzi,sky light to view the moon from the tub. Lots of rubber duckies to add joy to your bath. Great room/kitchenette is 19Ft X 25 ft. private balcony off both great room and bedroom. |
Condo |
1 Beds |
1 Baths |
2 People |
$129 - $186 |
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Saltbox Home on Secluded Private Road - EasthamAmenities:Beach, Golf Course, Kitchen, Dishwasher, Washer/Dryer, TV Description:Neat, clean and secluded saltbox home situated on a quiet private road located minutes from National Seashore and Cape Cod Bay beaches. First floor offers an open floor plan with fully equipped kitchen open to dining and living room areas. Living room offers full cable television, DVD player and FM stereo. Living room opens to a private 12' x 20' deck. First floor also includes master bedroom and full bath. |
House |
3 Beds |
2 Baths |
6 People |
$129 - $179 |
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Truro - Contemporary HomeAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Charming stained glass window Art surrounds this elegant home. The interior includes; 2600 SF open floor plan. quality cherry cabinet kitchen, beautiful maple wood floors, Fireplaced living room, family room and Master bedroom. with jacuzzi full bath. the private 2 level decks afford dramatic sky views. Located on a private cul de sac, on 2 acres of land. A home built for comfort and memorable vacations. |
House |
4 Beds |
2.5 Baths |
6 People |
$429 - $643 |
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Remodeled Stone Barn & panoramic salt marsh view - West FalmouthAmenities:Beach, Ski, Golf Course, Kitchen, Dishwasher, Washer/Dryer, TV Description:The Old Stone Barn is a unique vacation rental on 1 1/2 acres overlooking Buzzards Bay and the Great Sippewissett Salt Marsh in West Falmouth. The home has 5 bedrooms with pine floors, 2 newly remodeled baths, and a large deck with private view of Sippewissett marsh, Black Beach, and Buzzards Bay on the second floor. |
House |
5 Beds |
2.5 Baths |
10 People |
$65 - $357 |
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