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