luxury houses for rent Massachusetts, United States

A Classic Tudor home adjoining Forest Park offers a unique combination of historic charm and modern amenities.This well-maintained rental property has 4 spacious bedrooms & 2.5 remodeled bathrooms. The primary suite on the 3rd floor has its' own sitting area and full bath for ultimate privacy. Here are some other standout features: inlaid hardwood flooring, an original French doorway to a study with stained glass windows and exquisite millwork throughout! The study could easily be utilized as a home office space or a second living area. The clean, modernized Kitchen has stainless steel appliances and a granite peninsula with plenty of space to prep meals. The kitchen opens to the backyard where you can enjoy a patio and a white stone gravel area in which to relax and dine. Laundry is in the basement for renters use as well as a 2 car garage. Located in a quiet neighborhood. Steps away from the Farmers Market in FP as well as all the other year round attractions the park provides.

Idyllic Berkshire cottage set on serene, historic, 100+ acres in Lenox, Ma. 2-bedroom, 2-bathroom duplex with fireplace, high ceilings, elegantly furnished with luxurious appointments. Lower level includes private entrance through large, stone terrace, king bed, walk-in closet, and full bath with shower. Primary level contains large king bedded room with expansive private bath – soaking tub, shower, 2 vanities and terrace with access to lower level. Full kitchen, stone fireplace in expansive living / dining area with large screened-in porch – ideal for summer enjoyment. Access to walking trails and lovely grounds. 7 minutes to Tanglewood. Weekly housekeeping services and concierge included. $5,000 Weekly Rate.

Brilliant country cottage with picturesque landscape on serene, historic 100+ acres in Lenox, Ma. One level cottage includes large, king-bedded room with bay windows overlooking meadows. Open kitchen, dining, living area with porch and beautiful views. An adjacent, handicap accessible, 1-bedroom designer cottage, with private entrance, porch and matching views offers a king bedded room with large walk-in closet, expansive bathroom with deep soaking tub and shower. A spacious, luxuriously furnished living area with pantry, fireplace, and access to walking trails and lovely grounds. 7 minutes to Tanglewood. Weekly housekeeping services and concierge included. $4,000 Weekly Rate.

Gorgeous 2-bedroom, 2-bathroom country cottage facing scenic meadows on serene, historic 100+ acres in Lenox, Ma. One level cottage includes primary bedroom with king bed, walk-in closet with full bath. Second bedroom consists of 2 twin beds with adjacent full bath. Open kitchen, dining and living room with fireplace and terrace with fire pit – perfect for evening s'mores. Ideal for summer fun in the Berkshires. Access to walking trails and lovely grounds. 7 minutes to Tanglewood. Weekly housekeeping services and concierge included. $4,000 Weekly Rate.

This stunning mid-century 3-bedroom, 3.5-bathroom house is indeed a hidden gem nestled in the sought-after village of Mill River. Offering a harmonious blend of tranquility, luxury, and convenience, this property promises an unparalleled living experience. Upon entering the grounds, you'll immediately be captivated by the picturesque setting. Sunlight filtering through the woodlands casts a gentle glow over the meticulously manicured gardens, creating an oasis of complete privacy and serenity. The home itself is a masterpiece of modern design, exuding elegance and sophistication at every turn. Each of the three spacious bedrooms boasts its own newly renovated en-suite bath, ensuring comfort and privacy for residents and guests alike. Additionally, a versatile sunroom offers the flexibility to serve as additional guest space or a cozy retreat for relaxation. At the heart of the home lies a double-sided stone fireplace, which serves as both a focal point and a source of warmth and comfort for cooler evenings in the open-plan kitchen, living, and dining area. This seamless integration of spaces fosters an inviting ambiance, perfect for gatherings with loved ones or simply unwinding after a long day. Moreover, the property boasts additional amenities such as a Steamshower, outdoor sauna, high-speed internet and is pet-friendly, enhancing the overall living experience. In summary, this exceptional property offers a rare combination of elegance, comfort, and convenience, making it the ultimate retreat for enjoying the summer months in the idyllic village of Mill River. Whether you seek a peaceful sanctuary or a stylish space for entertaining, this home is sure to exceed your expectations and provide an unforgettable living experience.

$3500/ month plus utilities long term lease - Greylock Estates offers a serene and picturesque setting, and this 3 bedroom contemporary-style home has all the appealing features. The mid-century vibes, warm solarium, oversized windows that bring in natural light contribute to a welcoming atmosphere. The custom-built kitchen cabinetry with new appliances, hardwood floors, a interior balcony off the kitchen and the attached garage add to the home's charm and functionality. The main bedroom suite has lots of closets, laundry, and a full bath for convenience. The presence of the gas stove makes for a cozy and inviting ambiance, allowing to enjoy warmth and relaxation. The deck with dramatic views overlooking the large yard with berry bushes and Mt. Greylock provides a scenic outdoor space for further enjoyment. Being centrally located in the Berkshires and just minutes from Jiminy Peak and Mt. Greylock adds to the property's appeal, making it convenient for outdoor activities and exploration. The property will be rented with fresh interior paint and empty.

This classic picture-perfect contemporary home features an open floor plan, cathedral ceilings, updated everything, and an in-ground heated pool. In addition, this outstanding Alford property is located on 5.46 acres, and it is less than a 10 minute drive to the center of Great Barrington with all of that town's fabulous restaurants, shops and food stores. The screened porch overlooks a recently constructed stone patio and deck with a built-in top-of-the-line gas grill and an easy access to the fabulous in-ground heated pool. If you are looking to escape to the ideal vacation home, this listing should be Option #1. The famous real estate saying about location, location, location could have this property as its photography definition. Rental rates beyond the July and August period are significantly lower. Landlord fills propane tank prior to move-in, and tenant fills propane tank at time of move-out.

Stunning FURNISHED South End three bedroom two and a half bath home available June 1st. This stylish home features a large open parlor level dining room, living room with fireplace and a cozy office. The garden level boasts a sundrenched eat in cook’s kitchen with gas cooking, wine fridge and a separate butler’s pantry. There are gorgeous French doors that lead to a spacious walk out private garden. Upstairs boasts a full floor primary suite with a spacious walk in closet and a private bath with a luxurious bathtub flanked by a fireplace. The upper level features skylights, two large bedrooms and a pretty Victorian full bath complete with claw foot tub. Other features included C/A, basement with abundant storage, and exquisite original details throughout this home. Garage rental parking available one block away. Nestled in a quiet eight streets neighborhood that is in walking distance to all the boutiques, restaurants and coffee shops the South End has to offer! Garage parking avail.

Whether you are looking for a peaceful retreat or a base to explore all that the Berkshires have to offer, this property has it all. Enjoy the tranquility of the surrounding nature while still being close to all the amenities and attractions of the area. The chef's kitchen is perfect for preparing meals and entertaining guests, while the open floor plan allows for easy flow between the living and dining areas. The exposed beams and floor to ceiling windows add character and charm to the space, while the hardwood floors add warmth and elegance.

Nestled three miles from the heart of downtown Great Barrington, this contemporary oasis offers a designer details and breathtaking 360-degree views. A wood burning stove invites warmth and comfort, beamed ceilings, designer lighting, and wide plank wood floors add a touch of elegance. Chefs kitchen and soaking tub beckon for indulgence, while the main floor primary bedroom with a wraparound deck offers a private retreat. A second primary bedroom on the second floor provides additional luxury. Step into the spacious gym on the lower level and feel your worries melt away as you gaze out at the beautiful views from every window. Serenity surrounds you as you wander through this private haven, close to Lake Mansfield. Available June, July and August of 2024

If you want the charm of an 1810 New England farmhouse with all the comforts and conveniences of 2024, this is the house for you! Set on a hilltop overlooking 15 private acres, with the Green River (known for trout fishing) running through the property. This charming four-bedroom house overlooks a 20x40 foot pool, beautifully nestled in complete privacy with lovely views of the surroundings. Each of the four large bedrooms in this air-conditioned house has its own ensuite bathroom. There is also a powder room in the common area and another full bath in the finished basement. Three of the bedrooms have queen-sized beds, while the fourth has two single beds (which can be converted to a king). There are two twin beds in the basement, which also has a sitting area with a large-screen TV and a ping pong table. For people on a working vacation, one of the bedrooms has an office nook and another has a desk, and fiber optic internet service distributes a strong Wi-Fi signal throughout the house. One of the two ground-floor bedrooms has French doors that open onto a private porch with beautiful views. A formal dining room, living room, den, and large kitchen round out the ground floor, and there are two laundry rooms, one on each floor. The fully equipped kitchen has almost new appliances, a table that seats 6, and a center island with 3 bar stools. The kitchen opens onto a lovely screened-in porch a wonderful place to read a book, have a drink, or enjoy a meal with friends. A gas grill outside is a few steps away, making it easy to barbecue dinner. The house is 6 miles from Great Barrington and 6 miles from Guido's, likely the best supermarket you'll ever go to. Tanglewood, Shakespeare & Co., The Mount (Edith Wharton's house), and Jacob's Pillow are all within easy reach. Beautiful flower and vegetable gardens surround the house. The pool has a lovely flagstone patio with a large seating area and a built-in firepit. The price includes weekly housekeeping service, scheduled at your convenience. Available August 1, 2024 through Labor Day, September 2, 2024

Located in much sought after West Concord Village and just a short stroll to the train station, shops, dining, and Freeman Rail Trail. Unit features a wonderful Cook’s kitchen with center island, stainless appliances, quartz counters and matching back splash, and an abundance of cabinetry, all open to the spacious living room. Also at this level, a half bath and mudroom. Two spacious bedrooms and family bath on the second floor and delightful private primary suite on the 3rd. The lower level is perfect for a home gym, office or extra storage. There’s a cozy rear deck with privacy partition and parking for 2 vehicles, with a pre-wired electric car outlet. First and security. Excellent credit and references required.

Exceptional rental opportunity on Menemsha Pond. This stunning compound features a main house with eight ensuite bedrooms, showcasing a remarkable first-floor primary suite with two full bathrooms. Two kitchens, equipped with top-of-the-line appliances, provide a luxurious culinary experience. Additional features include a home theater with massage chairs and expansive indoor and outdoor living spaces against the backdrop of breathtaking water views. Included with the main house is a large waterfront deck with outdoor Italian seating that can comfortably accommodate 20 people. There is an outdoor dining table that can accommodate 24 guests, as well as a large built in Kalamazoo grill and pizza oven, an outdoor wooden bar, an outdoor built in stone fire pit and two large built in Tucci umbrellas. The pool house serves as a haven of relaxation, featuring an indoor heated 10' X 30' pool and a spa surrounded by floor-to-ceiling sliding glass doors that seamlessly blend the interior with the exterior. Additional amenities include a sauna, steam room, wet bar, and two guest bedrooms. The second-floor is a full guest suite, including a large bedroom, washer and dryer, a living room and two spacious balconies.The first-floor guest bedroom enhances the overall luxurious accommodations. Perched atop the compound is a hilltop writer's cottage with one bedroom, offering panoramic views overlooking the pond. Also included on the property is an entertainment building including a large full gym with various cardio and weight machines by Technogym and Peloton. The gym features floor-to-ceiling windows providing scenic views. There is also an indoor basketball court with an NBA professional basketball shooting machine. Below is a 6 car garage with Porsche and Tesla electric car charging stations. Guests can also enjoy outdoor recreational activities with a tennis court that doubles as a pickle ball court with appropriate lines, and a large cedar jungle gym. The property includes a 115' deep-water dock with a boat house featuring numerous waterfront activities including paddle boards, kayaks, and wetsuits for added convenience. Additionally, three purpose-designed boats are available for use during the stay. Guests have the option to rent one, two, or all three: Boat One is a 55-foot Novamarine BS160, custom made in Italy, equipped with 5 outboard Mercury Racing engines and significant customization (captain required). Boat Two is a Mastercraft X26, perfect for water skiing, wake surfing, wakeboarding, etc. The boat features a computer touch panel for creating a customizable surf wave behind the boat. Boat Three is a Zodiac Open 7.0 speed boat, versatile for water skiing and well-suited for navigating open oceans with waves. This 26-foot boat is powered by a Yamaha 200 HorsePower outboard engine, offering both agility and stability on the water. The nearby beaches offer delightful opportunities for sunbathing, swimming, and savoring the picturesque ocean views. Menemsha, a charming fishing village nestled in Chilmark, is celebrated for its delightful harbor, delicious seafood, and enchanting sunsets. From the property itself, guests can enjoy breathtaking views of Menemsha Pond, particularly at sunset, when warm hues paint the sky and cast reflections on the serene waters, creating a tranquil and visually captivating setting. The island plays host to a variety of events and activities, including farmers' markets, art fairs, and community gatherings. The lush green surroundings, invigorating coastal breezes, and overall sense of serenity make it an attractive destination for those in search of an escape. This rental opportunity guarantees an immersive, high-end escape where guests can unwind in a serene atmosphere, surrounded by the beauty of nature and the thoughtful luxury woven into every aspect of the property. Available for any 4 consecutive weeks May-July & September-October

Winter & Summer Rental - Private West Stockbridge 3 bedroom + cottage, only 5 minutes from Tanglewood in Lenox and 2 miles to downtown West Stockbridge. Open floor plan with galley kitchen, dining and living area with large fieldstone fireplace and cathedral ceilings with sky light. The main bedroom and a full bath complete the main floor. The lower level surprises with a large bonus room, 2 bedroom and another full bath. The property is furnished and the kitchen is fully equipped. New heating system and A/C. Winter $3,500/ month, Summer $12,000/ month

Winter season (January to March) $4,000 except heat, everything else is included. Located within five minutes to Butternut Ski Mountain and 10 minutes into downtown Great Barrington. Four bedrooms and five bathrooms with 1st floor main bedroom suite and jacuzzi bath. The finished walkout basement has TV with surround sound, music room, pool table and full bath. The main floor is open between kitchen, dining area and living room with wood burning fireplace. The mudroom becomes handy in the winter season and features a half bath and laundry. Off the dining area is a large screened porch with open deck and BBQ. The second floor has three more guest bedrooms with two having their own bath. No pets!

Escape to the tranquil embrace of this charming two-bedroom guest cottage by the sea! Nestled along the sun-kissed shores, this idyllic retreat promises an unforgettable summer getaway. Wake up to the gentle lullaby of waves, and savor your morning coffee with breathtaking panoramic views of the sparkling sea. Step directly onto the sandy shores from your doorstep, for sun-soaked days of relaxation and access to two private beaches. Wash off the sand in the outdoor shower. Eat-in kitchen with top-of-the-line appliance package. Spacious family and living rooms. With a pull-out sleeper sofa and several beds, this can easily sleep 8 comfortably. Dine in style on two private decks, enjoying fresh seafood and spectacular sunsets, creating cherished memories with loved ones. Discover nearby biking trails, 6 bicycles and helmets included, charming coastal towns, and a plethora of water-based activities for adventurers of all ages. Just a short drive from town, you'll have easy access to restaurants, shops, and local attractions, making your stay even more enjoyable. Book Now for Your Picture-Perfect Summer Escape! Rental Terms: Summer Monthly: $60,000 Per Month Summer Weekly: $9,000 Per Week

Lovely bungalow for rent 1.5 miles from Ski Butternut during winter season approximately December 24 - March 31 (flexible on dates). This one level living Bungalow style home has an open living, dining and kitchen area. The main bedroom suite has a king size bed and there are two guest bedrooms - one furnished with a queen sized bed and the other with a twin bed. All bedrooms have shades. There is a one car attached garage and a space for an additional car in the driveway. Laundry is in the basement. Utilities are capped (mini splits, baseboard heat and oil). Internet is extra. This home is located between downtown Great Barrington and Butternut Ski Resort. No pets! Please inquire for other rental dates.