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