300+ point inspection. 15 minutes to Great Barrington, Tanglewood, and Jacob’s Pillow. The perfect getaway: 5 bd, 3 ba, 3 acres. Warm your heart this holiday season in this cozy cottage next to downtown Lenox. BEAUTIFUL Ski-In/Ski-Out - Jiminy Peak Mountain Resort - Berkshires. 4 BR home w/ beautiful gardens on pond in Berkshires. Top rated vacation home in Berkshires is Recently renovated 4 bedroom lakefront house in The Berkshires. Most popular short term rental in Berkshires is Yankee Inn; Cheapest place to stay in Berkshires is Weathervane Motel Lanesboro; Most expensive holiday rental in Berkshires is Gt. Huge Luxe Williamstown Updated Victorian, All Ensuite Baths, Walk to Spring St! Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut! Your trip designer can plan every last detail and make sure everything is just right. C$0. 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. View our map to find vacation home rentals in the Northern Berkshires, Central Berkshires and Southern Berkshires. 1-844-934-1851 . Four courts offer ample space for a few leisurely matches. Beautiful +Family Friendly - W Tree House & Tennis Court, New Rates! Berkshire Rental Properties Whether you’re looking for a cute cozy cottage or a stunning multifamily estate Berkshire Rental Properties offers luxury at every level. Berkshires Luxury Vacation Rentals; Search. Whether you're getting cozy inside your fairytale luxury cottage or enjoying the views from your modern cabin, this collection of rentals is sure to make your vacation to the Berkshires one you'll never forget. All other days are non-selectable. Warm-up in our fitness room, then cool off in our large swimming pool. Communities. Paddleboard, kayak, or take a rowboat for an easy-going float on the water. Best Berkshires Resorts on Tripadvisor: Find traveller reviews, candid photos, and prices for resorts in Berkshires, Massachusetts. Your family vacation awaits in Berkshire! There are 0 vacation homes in Berkshires resorts. 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. Beautiful home with all amenities. Sleeps a total of 12 people; pet friendly! April 45°F                   October 54°F 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. On your next trip, consider a Berkshires vacation home rental for your accommodations. Communities. Mountain . From vacation homes for rent to vacation apartment and condo rentals, each vacation rental offers a truly unique lodging experience. Apartment Rentals in Berkshires: View Tripadvisor's 3,436 unbiased reviews, 11,444 photos and great deals on Berkshires Apartment Rentals 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. Large groups are welcome with three floors, five bedrooms, and three full baths. $1,000+ Suitability. The upstairs has 2 beds and 1 bath. Find a cabin or condo that offers all the luxury amenities you and your family need, then relax, unwind, and make great vacation memories. Amenities. Routines are important, even on vacation. Stay two nights get one free for March and April! 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. Contact us for Monthly Specials! Owner log in. Perfect for 2 families or 4 couples. Jan 9, 2021 - View the Best 410 vacation rentals with Prices in Berkshires with Tripadvisor's 3,433 unbiased reviews for a great deal on cabin rentals in Berkshires, MA This is the version of our website addressed to speakers of English in the United States. Custom itineraries. 0+ rooms, 2+ guests. While at our country home, you’ll have access to the Clubhouse. List your property. From night skiing to ice-skating to snowboarding, there are winter sports for all ages. February 30°F           August 67°F Beautiful 1920's Colonial 20 Minutes from Tanglewood, Charming Downtown Williamstown Cottage - 5 Min Walk to Campus. Barrington Compound w/ Scenic Mountain View(s) Luxury 5-bedroom vacation rental in the Berkshires makes for a memorable vacation. 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. Sign Up; Login; Find Real Estate. Birchwood Inn offers you and your loved ones the chance to get away from it all. Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood! Take in the Berkshires’ bucolic scenery from this lakefront haven. Fantastic Fall Stay at Berkshires Lake Home. Owner log in. A scenic four season playground, The Berkshires has something to offer everyone. $0. Spacious with mountain views on 47 acre estate, convenient to culture & recreation. Relax after dinner in the adjacent bar or in front of the fireplace. 0+ rooms, 2+ guests. The best place to stay around The Berkshires is … more, InterContinental (IHG) Hotels in Berkshires. Price per night. View Map. Great Barrington Lenox Monterey … Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table. Choose from more than 1,000 properties, ideal house rentals for families, groups and couples. Effortless arrivals. 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. Vacation Rentals in the Berkshires. 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! May 56°F                    November 44°F Luxury Cabin in the Berkshires Woods A clean, safe, luxury cabin smack in the middle of the Berkshire woods. 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. Check above for the most selected filters in The Berkshires and the number of vacation rentals that provide them. Stay at one of the many vacation home rentals throughout the Berkshires. Lake . Kid friendly (188) Pet friendly (34) Elder access (33) Business Travel (30) Show more. Cozy accommodations provide you with plenty of space to relax... more. from $209. General Williams Estate House Lenox/Stockbridge, A Beautiful Log Cabin In The Woods, On A Lake (Pontoosuc), Yet Near Everything. Vacation home rentals are generally appealing for many reasons. Browse all rentals currently on the market in the Berkshires. Walking distance to town. Our luxury Berkshires rental sleeps 12. Fully equipped to meet your needs, with ample space and privacy. Explore an array of The Berkshires, US vacation rentals, including houses, cabins & more bookable online. Showing 1-15 of 15 Family Resorts. Features include a picnic and children’s play area and big-screen TV, perfect for movie nights. A dining room that can comfortably seat 12, with a bonus eat-in kitchen that seats six. Great Barrington Retreat ! Unplug and reconnect with nature and the outdoor adventures unique to the Berkshires. Berkshires Luxury Rentals. Exclusive Properties Search Homes for Sale Search Rentals Search Waterfront Homes Search Land for Sale Search Commercial for Sale. Bathrooms. Sign Up; Login ; Find Real Estate. Berkshire Mountain Lodge New one bedroom suites. Secluded Vacation Rentals in the Berkshires, Massachusetts Create awesome memories for you and your loved ones at one of these secluded vacation rentals in the Berkshires, Massachusetts! Birchwood Inn . Close to everything. Minutes to Tanglewood, golfing, skiing, hiking, lakes, fine arts and more. COUPLE(S) PERFECT!! Spotlight. Rent a whole home for your next weekend or holiday. 'The Mill River Cabin’ w/ Fireplace & River View! Thoughtfully curated for desirability, location, and great amenities, BRP listings are a step above the typical offerings. Save time searching for Berkshires rental vacations and Berkshires accommodations! Lenox, Massachusetts, United States . We understand what attracts you to the Berkshires. You can only select check-in or check-out days (Thursday/Friday). View Map. Any. Check-in — / — / — Check-out — / — / — Guests. Bathrooms. 413–528–6800 info@bpagents.com. Room to Roam. 413–528–6800 info@bpagents.com. 1 km. A serene a-frame deck provides the perfect lookout and grill spot. Spacious, Modern House 5 Bedrooms, 2.5 Bathrooms, Sleep 12 on small horse farm. Our 2020 vacation rental listings offer a large selection of 796 house rentals around The Berkshires. Elegant 19th Century New England 2BR Vacation Rental at Garfield House. January 27°F              July 69°F Distance from. Distance from. 1 mi. List your property. C$1,000+ Suitability. Full kitchens, WiFi, indoor pool, hot tub. Any. Check in — / — / — Check out — / — / — Guests. Each property is verified for pristine condition and meticulously maintained. Best Luxury Hotels in Berkshires on Tripadvisor: Find traveller reviews, candid photos, and prices for 9 luxury hotels in Berkshires, Massachusetts. Local to Berkshires attractions. Stay. Recently renovated 4 bedroom lakefront house in The Berkshires. Call Berkshire Property Agents today for more information. Whether you’re looking for a log cabin to host your weekend of solitude or are curious about one of many luxury cabin rentals to host you and your special someone, Travelocity has everything you need for your next vacation. Luxury amenities. Travelers have always appreciated The Berkshires for its natural wonders, and now you can too. 'Too Good' With 11 Private Acres. Create awesome memories for you and your loved ones at one of these rustic mountain cabins near the Berkshires, Massachusetts! Some of the foremost being cost savings, more space, and no tips or service charges that are associated with hotel rooms. Overlooking the majestic lake and woods; can you spell LOVE? Modern home with all amenities + sep. cabin on 10+ wooded acres. Berkshire County, located in the far western region of Massachusetts, is one of the premier destination spots in all of New England.Abutting New York to the West, Vermont to the North and read … Amenities. Vacation rentals in the Berkshires make for a memorable Berkshire vacation. March 34°F                September 65°F Let us be your home away from home! Kid friendly (196) Pet friendly (34) Elder access (33) Business Travel (29) Show more. The breathtaking view of the lake, forests, and Appalachian trail can be enjoyed all four seasons. Great Barrington Lenox Monterey … Luxury . 2 BED/BATHS ; CENTRAL AC; FIREPL; ROMANTIC 'SKI LODGE' FEEL. Booking for the Fall & Winter Now! Fiber optic internet. 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. Berkshires' Award-Winning Fairfield by Marriott Relax and Rejuvenate this winter at one of Marriott’s 4.8 out of 5 guest rated hotels. Spring Break Special! Tranquil 3BR Stockbridge House w/Private Deck, Unique People & Pet-Welcoming Country Haven, Berkshires: Romantic Cottage with spectacular view, Close To Skiing! Call Berkshire Property Agents today for more information. Exclusive Properties Search Homes for Sale Search Rentals Search Waterfront Homes Search Land for Sale Search Commercial for Sale. Book vacation rentals directly from owners of chalet, cabin, home, and condo accommodations at The Berkshires, MA, USA. #11-Apartment at the Rose and Goat Retreat. Berkshires Luxury Vacation Rentals. June 64°F                   December 31°F. RANKED #1 for 5 STAR REVIEWS covering 355 properties. From 84 cabin rentals to 563 house rentals, find unique vacation rental for you to enjoy a memorable holiday or a weekend with your family and friends. 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