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