TOP 30 Best Classic rentals in Massachusetts

Greydon House, located at 17 Broad Street in Nantucket, Massachusetts, is a unique institution that combines a bar, restaurant, and lodging all in one historic sea captain's house. With 20 beautifully designed rooms by Roman and Williams, known for their work at Ace Hotel New York and The Standard, High Line, Greydon House stands out among Nantucket hotels. Guests can enjoy artworks by Terry Winters, an English garden, and a Venetian-inspired restaurant called Via Mare. The accommodations at Greydon House are stylish and luxurious, with custom-designed beds, block-printed linens by John Robshaw, Waterworks brass fixtures, and Acqua di Parma bath products. The restaurant, Via Mare, offers eclectic cuisine and drinks in a variety of settings, from the dining room to the covered porch to the garden.

Captain Jack's Wharf is a charming institution located at 73 Commercial Street in Provincetown, Massachusetts. This real estate and travel agency offers classic old Cape Cod cabins on a historic fishing wharf, providing guests with a nostalgic experience. Each cabin varies in size and comes equipped with a fully stocked kitchen and linens, as well as access to free wifi. Guests can enjoy sunny decks overlooking the stunning tidal flats and bay beach. The Wharf is open from Memorial Day Weekend on May 23, 2024, until October 14, 2024. Cabins are available for weekly rentals from Saturday to Saturday, or for a three-night minimum at a discounted rate. Don't miss the opportunity to stay at this unique and picturesque destination in Provincetown.

Sodade's Barber Shop is a premier hair care institution located at 1145 Main Street in Brockton, Massachusetts. Our skilled barbers provide top-notch services to help you achieve your desired look, whether it be a classic haircut, a stylish shave, or a trendy new hairstyle. At Sodade's, we prioritize the health and well-being of our clients, using high-quality products and techniques to ensure that your hair is always looking its best. Come visit us at Sodade's Barber Shop for a personalized and professional grooming experience.

The Strand Theatre is a historic movie theater located on Oak Bluffs Avenue in Oak Bluffs, Massachusetts. This charming institution offers a nostalgic movie-going experience with its classic architecture and comfortable seating. Movie buffs can enjoy the latest blockbusters and indie films in this cozy venue. The Strand Theatre is a beloved destination for locals and tourists alike, providing entertainment for all ages. Experience the magic of the silver screen at this iconic movie theater in the heart of Oak Bluffs.

Terry's Barber Shop is a cozy and welcoming hair care institution located at 43 Main Street in the heart of Maynard, Massachusetts. Our skilled barbers provide top-notch grooming services for men of all ages, ensuring each customer leaves looking and feeling their best. From classic cuts to trendy styles, we cater to all preferences and hair types. With a focus on precision and attention to detail, Terry's Barber Shop is the go-to destination for those seeking a quality haircut experience. Visit us today for a fresh look and a boost of confidence.

Alibrandi's Barber Shop is a premier hair care institution located at 194 Holland Street in Somerville, Massachusetts. With a focus on health and wellness, our skilled barbers provide top-notch grooming services for men of all ages. From classic haircuts to modern styles, our team is dedicated to helping you look and feel your best. Visit us today for a relaxing and professional grooming experience.

Rafy Barber Shop is a premier hair care institution located at 1210 Blue Hill Avenue in Boston, Massachusetts. Our skilled barbers offer a wide range of services to help you achieve your desired look, from classic haircuts to modern styles. We prioritize the health and well-being of our clients, using only the highest quality products and tools. Whether you're looking for a quick trim or a complete hair transformation, Rafy Barber Shop is the place to go for all your hair care needs.

Frank's Barber Shop 2 is a popular hair care institution located at 23 Garfield Avenue in Chelsea, Massachusetts. This cozy barber shop offers a range of grooming services for men and women, including haircuts, beard trims, and styling. With skilled barbers and a friendly atmosphere, Frank's Barber Shop 2 is the perfect place to refresh your look and boost your confidence. Whether you're looking for a classic cut or a trendy new style, you can trust the experienced team at Frank's Barber Shop 2 to deliver top-notch results. Visit us today for a relaxing and rejuvenating hair care experience.

Del Patio Barbershop is a premier hair care institution located in Lynn, Massachusetts. Our skilled barbers provide top-notch grooming services in a welcoming and comfortable environment. From classic cuts to modern styles, we cater to all your hair care needs. Visit us at 234 Washington Street for a relaxing and professional experience.

The Federal is a charming restaurant located at 74 Tower Road in Waltham, Massachusetts. Our institution offers a warm and inviting atmosphere where guests can enjoy delicious food and excellent service. Whether you're looking for a casual meal with friends or a special night out, The Federal is the perfect place to dine. Our menu features a variety of dishes made with fresh, locally sourced ingredients, ensuring a memorable dining experience for all who visit. Come and join us at The Federal for a culinary journey you won't soon forget.

Pilgrim Belle Cruises LLC, located at 77 Water Street in Plymouth, Massachusetts, is a travel agency specializing in scenic cruises on their classic paddlewheel boat, the Pilgrim Belle. Whether you prefer to soak up the sun on deck or relax in the climate-controlled cabin with galley service and a full bar, a cruise on the Pilgrim Belle is the perfect way to experience the beauty of Plymouth Harbor. Watch the sunset over the harbor while enjoying a cocktail, beer, or wine from the full-service bar. In addition to leisure cruises, the Pilgrim Belle is also available for special events and occasions, providing a unique and memorable venue for celebrations. Conveniently located in Plymouth, Captain John Boats offers easy access to the stunning coast of New England, with Boston and New Bedford just a short drive away. For those looking to explore further, the ferry to Provincetown is just a 90-minute ride from Plymouth. Embark on a journey with Pilgrim Belle Cruises LLC and create unforgettable memories on the water.

Mangia Mangia North End is a charming Italian restaurant located at 147 Endicott Street in the heart of Boston's historic North End. Known for its authentic and delicious Italian cuisine, Mangia Mangia offers a warm and welcoming atmosphere for diners to enjoy a taste of Italy right in the United States. From classic pasta dishes to mouth-watering pizzas and fresh seafood, the menu at Mangia Mangia North End caters to all tastes. Whether you're looking for a romantic dinner for two or a lively meal with friends and family, Mangia Mangia North End is the perfect spot to indulge in traditional Italian flavors in a cozy setting.

Crumpin-Fox Club is a prestigious 18-hole golf course located in Bernardston, Massachusetts. Founded in 1969 by David Berleson, the course was designed by Roger Rulewich of Robert Trent Jones, Inc. The front nine holes were built first, followed by extensive renovations to the back nine holes, driving range, and irrigation system. The course features bent grass fairways and opened in June of 1990. Our mission at Crumpin-Fox Club is to provide an enjoyable and challenging golf experience while promoting the values of the game. The club is also home to Zeke's Grill, a popular restaurant named after the beloved family dog who made the course his home in 1991. Zeke's Grill serves classic pub food and comfort dishes, perfect for golfers, locals, and travelers alike.

Tim's Auto & Truck Repair is a trusted car repair institution located at 163 Salem Street in Woburn, Massachusetts. With years of experience in the industry, our skilled technicians are dedicated to providing top-notch repair services for both cars and trucks. From routine maintenance to major repairs, we have the expertise and tools to get your vehicle back on the road in no time. Customer satisfaction is our top priority, so you can trust us to deliver high-quality service at competitive prices. Visit Tim's Auto & Truck Repair today for all your automotive repair needs.

Patriots Auto Body | Collision Center in Lowell, Massachusetts, offers first-class auto body repair services with many years of experience in the industry. From minor scratches to major dents, our skilled team handles all types of auto body repairs and customized car paint jobs. Our state-of-the-art collision repair center is equipped with top-of-the-line tools and technology to ensure your vehicle is restored to its best condition. We back our work with a 5-year warranty and work with all insurance companies to handle the paperwork for you. Our services include 24/7 towing and rental options for your convenience. From bumper repairs to paintless dent removal, our expert team is dedicated to providing top-quality collision repair services for all types of vehicles.

De Collibus Auto Body is a reputable car repair institution located at 609 Waverly Street in Framingham, Massachusetts. With years of experience in the industry, our skilled technicians provide top-notch auto body repair services to ensure your vehicle looks as good as new. Whether you need dent repair, paint touch-ups, or collision repairs, our team is dedicated to delivering high-quality workmanship and exceptional customer service. Trust De Collibus Auto Body to get your car back on the road in no time.

Welcome to Wenham Tea House, a charming haven nestled in the heart of Wenham, Massachusetts. Located at 4 Monument Street, our historic establishment offers a delightful escape into a world of culinary elegance and timeless tradition. As both a café and restaurant, Wenham Tea House is renowned for its exquisite selection of teas, delectable pastries, and sumptuous meals, all crafted with the finest ingredients and a touch of local flair. Step inside and experience the warm, inviting ambiance that has made us a beloved gathering spot for residents and visitors alike. Whether you're joining us for a leisurely breakfast, a sophisticated afternoon tea, or a delightful lunch, our menu is designed to cater to every palate. Our skilled chefs and attentive staff are dedicated to ensuring that each visit is a memorable one.

Welcome to Bay State Limousine, your premier luxury transportation provider located in the heart of Haverhill, Massachusetts. Situated at 102 Hale Street, we specialize in offering top-notch limousine services tailored to meet your every need. Whether you're planning a wedding, corporate event, prom night, or simply require airport transfers, our professional and courteous chauffeurs are dedicated to ensuring a seamless and comfortable experience. At Bay State Limousine, we pride ourselves on our diverse fleet of impeccably maintained vehicles, ranging from classic stretch limos to modern SUV limousines, all equipped with the latest amenities for your comfort and convenience. Our commitment to punctuality and exceptional customer service makes us the preferred choice for discerning clients across the region.

Welcome to EZ Storage, your premier choice for state-of-the-art self-storage solutions in Newton, Massachusetts. Conveniently located at 300 Needham Street, just off Route 128 at the intersection of Christina St. and Needham St. in The Shops at 300 Needham, our facility offers unmatched accessibility and convenience for all your storage needs. At EZ Storage Newton, we pride ourselves on providing top-notch service and security. Our drive-thru self-storage warehouse features computer-controlled access, 100% climate-controlled storage spaces, and high-tech security systems including individual door alarms and 24-hour video surveillance. Whether you're storing personal belongings, a classic car, or a boat, we have the perfect solution for you.

Welcome to Kung Fu Video & DVD, your ultimate destination for movie rentals in the heart of Boston! Conveniently located at 365 Washington Street, Boston, Massachusetts, we are proud to serve the vibrant community with an extensive collection of films that cater to all tastes and preferences. Whether you're a fan of timeless classics, the latest blockbusters, or niche genres, our diverse selection ensures you'll find something to enjoy. At Kung Fu Video & DVD, we believe in the magic of movies and the joy of discovering new stories. Our friendly and knowledgeable staff are passionate about cinema and are always ready to help you find the perfect film for your next movie night. In addition to our wide range of DVDs, we also offer a selection of Blu-rays to enhance your viewing experience.

Welcome to Revolution Road Harley-Davidson, your premier destination for all things Harley-Davidson in West Bridgewater, Massachusetts! Conveniently located at 751 North Main Street, our store and repair center is dedicated to providing motorcycle enthusiasts with exceptional service and a wide selection of high-quality Harley-Davidson products. At Revolution Road Harley-Davidson, we understand the passion and pride that comes with owning a Harley. Our knowledgeable and friendly staff are here to assist you with everything from routine maintenance and repairs to helping you find the perfect bike or accessory. Whether you're a seasoned rider or new to the Harley-Davidson family, our team is committed to ensuring your experience is as thrilling and satisfying as the ride itself.

The Emerson Colonial Theatre, located at 106 Boylston Street in Boston, Massachusetts, is a historic institution that has been a cornerstone of the city's performing arts scene for over a century. Originally opened in 1900, the theatre has hosted countless iconic productions and renowned performers throughout its storied history. Today, the Emerson Colonial Theatre continues to showcase a diverse array of live performances, ranging from Broadway musicals to cutting-edge plays, making it a must-visit destination for theatre enthusiasts in the United States. With its stunning architecture and rich cultural heritage, the Emerson Colonial Theatre is a true gem in the heart of Boston.

North River Theatre & Community Club is a historic institution located at 513 River Street in Norwell, Massachusetts. Established in 1927 by the Church Hill Association, the theatre has been producing shows and hosting events for over 90 years. Housed in a former one-room schoolhouse built in 1865, the building retains its original charm with remnants of student chairs and desks still visible in the floor. In 1996, the institution was officially renamed North River Theater, Inc. and continues to be a hub for quality entertainment in the community. Join us for a night of live theatre, performances, dinners, and more at this hidden gem in the woods.

Shire Beer Co. is a cozy bar and restaurant located at 63 Flansburg Avenue in Dalton, Massachusetts. Situated in the historic Stationery Factory, this establishment offers a unique and inviting atmosphere for guests to enjoy delicious food and a variety of craft beers. Whether you're looking to grab a casual drink with friends or host a special event, Shire Beer Co. has you covered. From corporate events to weddings, their experienced staff is ready to help make your occasion a memorable one.

BONAO'S BARBER SHOP is a premier hair care institution located at 381 Main Street in Fitchburg, Massachusetts. Our skilled barbers provide top-notch services to help you achieve your desired look and maintain your overall health. Whether you're looking for a classic haircut, a trendy style, or a relaxing shave, our team is dedicated to providing a personalized experience tailored to your needs. Visit us today for a professional and rejuvenating grooming experience.

Fenfen's Barber Shop, located at 509 Main Street in Malden, Massachusetts, is a premier destination for all your hair care needs. Our skilled team of barbers and stylists are dedicated to providing top-notch services to help you look and feel your best. From classic haircuts to trendy styles, we offer a range of services to cater to all hair types and preferences. Whether you're in need of a trim, a shave, or a complete makeover, Fenfen's Barber Shop is here to help you achieve your desired look. Visit us today for a relaxing and rejuvenating experience that will leave you feeling refreshed and confident.

Aziz Barber Shop is a premier hair care institution located at 28 Eastern Avenue in Malden, Massachusetts. Our experienced barbers provide top-notch haircuts, beard trims, and grooming services to help you look and feel your best. Whether you're looking for a classic style or a trendy new look, our skilled team is here to cater to your needs. Visit us for a relaxing and enjoyable grooming experience in a welcoming atmosphere. Experience the difference at Aziz Barber Shop today!

The Liberty Fleet of Tall Ships Boston/Bahamas is a travel agency located at 67 Long Wharf in Boston, Massachusetts, United States. Under new ownership and with a new location at Fan Pier, the institution offers day sail adventures in Boston Harbor aboard the classic schooner, the Liberty Star. Experience the beauty of Boston from the water during a sunset cruise on a classic tall ship. The friendly and knowledgeable crew is always available to help, ensuring a relaxing and unforgettable sail. Guests can participate in raising the sails and enjoy a unique sailing experience around the harbor. Whether it's a bachelorette party or a leisurely cruise, the Liberty Fleet of Tall Ships offers a memorable and enjoyable way to see Boston. Don't miss out on this incredible opportunity to explore the city from a different perspective. Visit the Boston Travel Guide for more travel inspiration.

East Street Video is a one-stop shop for all your convenience needs located at 10 Lyman Street in Pittsfield, Massachusetts. Our store offers a wide range of food items, snacks, and beverages to satisfy your cravings. In addition, we have a vast selection of movies available for rental, perfect for a cozy night in or a movie marathon with friends and family. With our friendly staff and convenient location, East Street Video is the go-to spot for all your entertainment and convenience needs.

Safe Harbor Green Harbor is a storage and store institution located at 239 Dyke Road in Marshfield, Massachusetts, United States. We take pride in caring for your boat with passion and meticulous attention to detail. As a Member of Safe Harbor, you have access to our premium locations, amenities, events, and unparalleled boating lifestyle opportunities. One 3 Nine is a local spot that has been serving up fresh American classics for over 30 years. With a menu featuring a wide variety of delicious offerings such as burgers, salads, tacos, fish and chips, flatbreads, and tantalizing desserts, it's the perfect place to relax and enjoy a meal with stunning waterside views, full bar service, and TVs to catch the big game.