Fantastic Fall Stay at Berkshires Lake Home. Four courts offer ample space for a few leisurely matches. Lake . May 56°F                    November 44°F Owner log in. Mountain . Let us be your home away from home! Many vacation rentals are located within a short distance to one of our wonderful Berkshire attractions such as Tanglewood, MASS MoCA, The Colonial Theatre, Norman Rockwell Museum, Barrington Stage Company, Williamstown Theatre Festival, Clark Art, Ski Areas, Colleges and more. Berkshires Luxury Rentals. Create awesome memories for you and your loved ones at one of these rustic mountain cabins near the Berkshires, Massachusetts! Booking for the Fall & Winter Now! Berkshire Mountain Lodge New one bedroom suites. Amenities. 'Too Good' With 11 Private Acres. Kid friendly (188) Pet friendly (34) Elder access (33) Business Travel (30) Show more. Best Berkshires Resorts on Tripadvisor: Find traveller reviews, candid photos, and prices for resorts in Berkshires, Massachusetts. Spring Break Special! No matter what activities you have in mind for your vacation or what time of year you plan to visit the Berkshires, you'll find endless things to do here, and the best way to enjoy it all is with your own private vacation rental. The best place to stay around The Berkshires is … Vacation Rentals in the Berkshires. Features include a picnic and children’s play area and big-screen TV, perfect for movie nights. Luxury 5-bedroom vacation rental in the Berkshires makes for a memorable vacation. Our luxury Berkshires rental sleeps 12. Fully equipped to meet your needs, with ample space and privacy. Beautiful Waterfront home with deep water dock on Onota Lake, Historic Red Schoolhouse featured in the 2015 Home & Garden TV Special, Tranquil Lake House Getaway on Onota Lake, 2 bedroom Riverhouse in the Heart of the Berkshires. 413–528–6800 info@bpagents.com. Relax after dinner in the adjacent bar or in front of the fireplace. Sleeps a total of 12 people; pet friendly! Situated on the pristine waters of Pontoosuc Lake in Lanesborough, Massachusetts at the foothills of the Berkshire Mountains, The Lake House is a waterfront, boutique-style cottage resort; offering an all-season charming and tranquil escape with a touch of luxury in the heart of The Berkshires- meaning you can get to any part of the Berkshires within 30 minutes! Barrington Compound w/ Scenic Mountain View(s) On your next trip, consider a Berkshires vacation home rental for your accommodations. Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table. Spacious with mountain views on 47 acre estate, convenient to culture & recreation. Take in the Berkshires’ bucolic scenery from this lakefront haven. Close to everything. Elegant 19th Century New England 2BR Vacation Rental at Garfield House. 'The Mill River Cabin’ w/ Fireplace & River View! Best Luxury Hotels in Berkshires on Tripadvisor: Find traveller reviews, candid photos, and prices for 9 luxury hotels in Berkshires, Massachusetts. Price per night. Call Berkshire Property Agents today for more information. Luxury Cabin in the Berkshires Woods A clean, safe, luxury cabin smack in the middle of the Berkshire woods. This luxurious and newly renovated home in the heart of a beautiful community offers all the charm of New England, along with the modern amenities you desire. Your trip designer can plan every last detail and make sure everything is just right. Luxury . Showing 1-15 of 15 Family Resorts. Communities. Kid friendly (196) Pet friendly (34) Elder access (33) Business Travel (29) Show more. View our map to find vacation home rentals in the Northern Berkshires, Central Berkshires and Southern Berkshires. Sign Up; Login ; Find Real Estate. 1 mi. The Berkshires Travel Guide Flights to The Berkshires Things to do in The Berkshires Car Rentals in The Berkshires The Berkshires Vacation Packages Massachusetts may have travel restrictions in place, including self-quarantine, due to COVID-19. While at our country home, you’ll have access to the Clubhouse. You can only select check-in or check-out days (Thursday/Friday). Spotlight. Huge Luxe Williamstown Updated Victorian, All Ensuite Baths, Walk to Spring St! $1,000+ Suitability. Walking distance to town. Overlooking the majestic lake and woods; can you spell LOVE? Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood! C$1,000+ Suitability. Warm your heart this holiday season in this cozy cottage next to downtown Lenox. Communities. Warm-up in our fitness room, then cool off in our large swimming pool. Simply click the "Inquire Now" button, complete a short inquiry form, and within minutes you will start receiving multiple offers from Berkshires vacation home rentals owners as well as from Berkshires resorts, Berkshires cabin rentals, and Berkshires vacation homes. If you are a resident of another country or region, please select the appropriate version of Tripadvisor for your country or region in the drop-down menu. We understand what attracts you to the Berkshires. Exclusive Properties Search Homes for Sale Search Rentals Search Waterfront Homes Search Land for Sale Search Commercial for Sale. Find a cabin or condo that offers all the luxury amenities you and your family need, then relax, unwind, and make great vacation memories. $0. Whether you're hanging out inside your secluded getaway or taking in the views from your stately cabin, this collection of rentals is sure to make your vacation to the Berkshires one you'll never forget. Each property is verified for pristine condition and meticulously maintained. Check above for the most selected filters in The Berkshires and the number of vacation rentals that provide them. List your property. RANKED #1 for 5 STAR REVIEWS covering 355 properties. Price per night. Berkshire Pontoosuc Lake Beauty Too-Brand new construction on the lake, Lovingly restored Victorian in Lee's Historic District **Spring:3rd nt 1/2 off, PRIVATE LAKEFRONT BEACH PROPERTY ON GOOSE POND near TANGLEWOOD. Choose from more than 1,000 properties, ideal house rentals for families, groups and couples. Any. Berkshires' Award-Winning Fairfield by Marriott Relax and Rejuvenate this winter at one of Marriott’s 4.8 out of 5 guest rated hotels. 300+ point inspection. Effortless arrivals. 1 km. Check in — / — / — Check out — / — / — Guests. June 64°F                   December 31°F. Lenox, Massachusetts, United States . Beautiful home with all amenities. 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