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