TOP 10 Exclusive vacation homes in Massachusetts

FearlessRose vacation rental is a cozy and welcoming lodging institution located on Appleton Street in Springfield, Massachusetts, United States. Our rental property offers a comfortable and stylish accommodation option for travelers looking to experience the charm of Springfield. With modern amenities, spacious rooms, and a convenient location, FearlessRose vacation rental is the perfect choice for a relaxing and enjoyable stay in the area. Whether you are visiting for business or pleasure, our institution provides a peaceful retreat where you can unwind and recharge during your trip. Book your stay with us today and experience the comfort and convenience of FearlessRose vacation rental.

Berkshire Homes and Condos is a reputable real estate agency located at 48 Saint Ann's Avenue in Lenox, Massachusetts, United States. Specializing in luxury homes and vacation condos in the picturesque Berkshire region, this agency offers exclusive listings and full property details for interested buyers and renters. With prices and inventory updated as of April 5, 2024, Berkshire Homes and Condos provides unparalleled service and expertise in the local real estate market. To access their full range of properties and continue your search, simply agree to their Terms of Use.

CAPTAIN MORSE HOUSE Vacation Rental is a charming lodging option located at 80 North Water Street in the picturesque town of Edgartown, Massachusetts. This historic property offers a unique and cozy atmosphere for guests looking to experience the beauty of Martha's Vineyard. As a real estate and travel agency, CAPTAIN MORSE HOUSE Vacation Rental provides top-notch customer service and a range of accommodation options to suit every traveler's needs. Whether you're looking for a romantic getaway or a family vacation, this institution is the perfect choice for your next holiday.

Martha's Vineyard Island Home Realty is a premier real estate agency located at 97 Circuit Avenue in Oak Bluffs, Massachusetts. Specializing in properties on beautiful Martha's Vineyard, our team of experienced agents is dedicated to helping clients find their dream island home. Whether you're looking for a cozy cottage, a waterfront estate, or a charming vacation rental, we have the expertise to guide you through the buying or selling process. Trust Martha's Vineyard Island Home Realty to make your island living dreams a reality.

Luxe Homes Global brokered by eXp Realty is a premier real estate agency located at 800 Boylston Street in Boston, Massachusetts. Specializing in luxury properties, our team of experienced agents is dedicated to providing exceptional service to clients looking to buy or sell their dream homes. With a focus on customer satisfaction and attention to detail, we strive to exceed expectations and make the home buying or selling process as smooth and stress-free as possible. Contact us today to learn more about our exclusive listings and personalized services.

Welcome to Berkshire Hearth Realty Exclusive Buyer Broker, your dedicated partner in finding the perfect home in the beautiful Berkshires. Conveniently located at 50 Dresser Avenue in Great Barrington, Massachusetts, our real estate agency specializes exclusively in representing home buyers, ensuring your interests are our top priority. At Berkshire Hearth Realty, we pride ourselves on offering personalized and comprehensive services tailored to meet the unique needs of each client. Our team of experienced and knowledgeable agents is committed to guiding you through every step of the home-buying process, from initial consultation to closing. Whether you are a first-time buyer or looking to invest in a vacation property, we are here to provide expert advice and unparalleled support.

Hilton Garden Inn Plymouth is a welcoming lodging establishment located on Home Depot Drive in Plymouth, Massachusetts, United States. Our hotel offers comfortable accommodations and modern amenities for both leisure and business travelers. Guests can enjoy a relaxing stay in our well-appointed rooms, dine at our on-site restaurant, and take advantage of our fitness center and indoor pool. With a convenient location near local attractions and businesses, Hilton Garden Inn Plymouth is the perfect choice for your next stay in the area.

Stone House Properties is a reputable real estate agency located at 35 Railroad Street in Great Barrington, Massachusetts, United States. With a team of experienced agents, including the highly praised Melissa Dimassimo, Stone House Properties is dedicated to providing exceptional service to clients during all stages of the real estate process. Whether you are buying, selling, or renting a property, the team at Stone House Properties is committed to making the experience as smooth and stress-free as possible. Contact Stone House Properties today for all of your real estate needs.

Kirby Condo Rentals is a premier accommodation provider located at 90 McKinstry Avenue in Chicopee, Massachusetts. Our luxurious condos offer a comfortable and convenient stay for both short-term and long-term guests. With top-notch amenities and a prime location, Kirby Condo Rentals is the perfect choice for travelers looking for a home away from home in the United States. Experience exceptional service and a memorable stay at Kirby Condo Rentals.

Staffordshire Country Estates is a prestigious institution located at 500 Stafford Street in Leicester, Massachusetts, United States. Nestled in a picturesque setting, this estate offers luxurious and elegant living spaces for those seeking a refined lifestyle. With beautifully landscaped grounds, top-notch amenities, and unparalleled service, Staffordshire Country Estates provides residents with a truly exceptional living experience. Whether you're looking for a peaceful retreat or a vibrant community, this institution has something for everyone. Experience the epitome of luxury living at Staffordshire Country Estates.

Castle Cove Villa is a luxurious real estate and travel agency located at 202 Killdeer Road in Webster, Massachusetts. Our stunning villa offers a unique and unforgettable experience for those seeking a peaceful and relaxing getaway. Situated in a picturesque location, our villa boasts breathtaking views of the surrounding landscape and a tranquil atmosphere that is perfect for unwinding and rejuvenating. Whether you are looking to purchase a dream vacation home or book a memorable holiday rental, Castle Cove Villa is here to make your travel dreams a reality. Contact us today to start planning your next unforgettable escape.

Reyes International Travel is a premier travel agency located on Maple Street in Springfield, Massachusetts. Our team specializes in creating custom travel experiences for our clients, whether they are looking for a relaxing getaway or an exciting adventure. We pride ourselves on making travel easy and effortless for our customers. At Reyes International Travel, our dedicated team is passionate about turning your travel dreams into reality. We understand that each traveler is unique, which is why we tailor our services to meet your specific preferences and desires. From the moment you get inspired to travel to the moment you return home, we are committed to providing you with a seamless and unforgettable experience.

Grieshaber's Getaway is a premier travel agency located at 60 Sutton Place in East Longmeadow, Massachusetts. We specialize in creating unforgettable travel experiences for our clients, offering a wide range of services including booking flights, accommodations, and activities. Our team of experienced travel experts is dedicated to providing personalized service and expert advice to help you plan the perfect getaway. Whether you're looking for a relaxing beach vacation, a thrilling adventure, or a romantic escape, Grieshaber's Getaway has you covered. Contact us today to start planning your dream vacation!

Pretty Picky Properties is a real estate and travel agency located at 2421 Main Street in Brewster, Massachusetts. Specializing in Cape Cod vacation rentals, this agency offers a wide range of properties to choose from for your next getaway. With a focus on quality and attention to detail, Pretty Picky Properties ensures that each rental meets the highest standards of comfort and convenience. Whether you're looking for a beachfront escape or a cozy cottage near hiking trails, Pretty Picky Properties has the perfect vacation rental for you. Guests rave about the beautiful homes, great locations, and superb amenities offered by this agency. The attentive owner and property management team are quick to address any issues that may arise, ensuring a stress-free stay for all guests.

Island Real Estate is a prestigious real estate agency located at 107 Beach Road in Tisbury, Massachusetts. Specializing in waterfront properties and luxury homes, Island Real Estate offers a unique opportunity to own a piece of paradise on Martha's Vineyard. With panoramic views and exclusive listings like the Harthaven Waterfront Compound, this agency is the go-to destination for those seeking a dream home or vacation property. Whether you are looking to buy, sell, or rent, Island Real Estate's team of experienced agents is dedicated to helping you find the perfect property to suit your needs. Contact us today to start your journey to owning a piece of the beautiful Martha's Vineyard coastline.

Whistler's Inn is a charming lodging establishment located at 5 Greenwood Street in the picturesque town of Lenox, Massachusetts, United States. This cozy inn offers comfortable accommodations and personalized service to make guests feel right at home. With its convenient location near popular attractions such as Tanglewood and the Norman Rockwell Museum, Whistler's Inn is the perfect choice for travelers looking to experience the beauty and culture of the Berkshires. Whether you're visiting for a romantic getaway or a family vacation, Whistler's Inn provides a peaceful retreat in the heart of Lenox.

Four Points by Sheraton Boston Newton is a cozy and comfortable lodging option located at 320 Washington Street in Newton, Massachusetts. With its convenient location just outside of Boston, guests can enjoy easy access to all the city has to offer while still being able to retreat to a peaceful and relaxing atmosphere. The hotel offers modern amenities, spacious rooms, and friendly service to ensure a comfortable stay for all guests. Whether visiting for business or leisure, Four Points by Sheraton Boston Newton provides a welcoming home away from home.

Courtyard by Marriott Boston Downtown/North Station is a modern and stylish lodging option located at 107 Beverly Street in the heart of Boston, Massachusetts. Conveniently situated near North Station, guests have easy access to the city's top attractions, dining, and entertainment options. The hotel offers comfortable and spacious rooms, a fitness center, a restaurant serving delicious meals, and flexible event spaces for meetings or special occasions. Whether visiting for business or leisure, Courtyard by Marriott Boston Downtown/North Station provides a welcoming and convenient home away from home in the bustling city of Boston.

Essex Street Inn & Suites, part of the Ascend Hotel Collection, is a charming and cozy lodging option located in the heart of historic Newburyport, Massachusetts. Situated at 7 Essex Street, this boutique hotel offers comfortable accommodations, modern amenities, and personalized service to ensure a memorable stay for guests. Whether you are visiting for business or leisure, Essex Street Inn & Suites provides a convenient and welcoming home away from home in this picturesque coastal town.

Marblehead Summer House is a charming lodging institution located at 27 Front Street in the historic town of Marblehead, Massachusetts. This quaint and cozy retreat offers a relaxing and comfortable stay for guests looking to experience the beauty and charm of New England's coastline. With its convenient location near local attractions, shops, and restaurants, Marblehead Summer House provides the perfect base for exploring all that this picturesque seaside town has to offer. Whether you're looking for a weekend getaway or a longer stay, this welcoming establishment is the ideal choice for your summer vacation.

Auberge Gladstone is a charming lodging establishment located at 8 Vernon Street in the picturesque town of Plymouth, Massachusetts. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests to relax and unwind. With its convenient location near local attractions such as Plymouth Rock and the Mayflower II, Auberge Gladstone is the perfect home base for exploring all that this historic town has to offer. Whether you're visiting for a romantic getaway or a family vacation, Auberge Gladstone promises a memorable stay filled with comfort and hospitality.

The Sydney is a charming lodging establishment located at 22 Winter Street in the picturesque town of Edgartown, Massachusetts, United States. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to relax and unwind during their stay on Martha's Vineyard. With its convenient location near shops, restaurants, and attractions, The Sydney is the perfect home base for exploring all that this beautiful island has to offer. Whether you're seeking a romantic getaway or a family vacation, The Sydney has everything you need for a memorable and enjoyable experience.

Faraway Martha's Vineyard is a unique lodging institution located at 23 Kelly Street in Edgartown, Massachusetts, United States. Embrace the free-spirited elegance of the island at this enchanting escape, which features 6 lodging properties, 3 dining experiences, and a private pool and patio. Stay in the hotel's main guest house or choose from full-floor suites with harbor views and private patios. Retreat to a stand-alone Captain's house or enjoy a full floor-through suite overlooking the hotel grounds. The premium two-level, two-bedroom suite is perfect for families and friends to gather. Guests can enjoy craft coffee at The Strand, shop at the on-site boutique WHEAT, and relax by the exclusive swimming pool or state-of-the-art fitness courtyard. With luxury toiletries, a custom vinyl record library, and designer beach towels, Faraway Martha's Vineyard offers a truly unique experience for guests to enjoy the beauty of Martha's Vineyard.

Isabelle's Beach House is a charming lodging institution located at 83 Seaview Avenue in Oak Bluffs, Massachusetts, United States. Our family-owned B&B was founded on the principles of hospitality, warmth, and community, making every guest feel like part of our inclusive community. As a gift of Island Joy, we offer 2024 Gift Certificates for a memorable stay at our beach house. Our newly opened boutique in Oak Bluffs, launched in August 2023, serves as a platform for mission-driven businesses and conscious consumers. Summer boutique hours are from May to October, or shop online 24/7 at www.jubileemv.com.

Southcape Resort and Club is a lodging institution located at 950 Falmouth Road in Mashpee, Massachusetts, United States. Situated in one of the most beautiful areas in Cape Cod, Mashpee attracts visitors year-round with its stunning beaches and bay access. The town is known for its fishing and boating community, as well as its proximity to Martha's Vineyard and Nantucket. The resort offers two-bedroom accommodations in either a townhouse or ranch style, each equipped with a fully equipped kitchen and spacious living and dining area. Guests can enjoy resort-style amenities such as five tennis courts, shuffleboard courts, indoor and outdoor pools, and a children's playground. With over thirty golf courses, luxury shopping, delicious restaurants, outdoor activities, and nightlife nearby, Southcape Resort and Club is the perfect home base for exploring all that Mashpee has to offer. Visitors can take advantage of special deals when booking directly with the resort. Whether you're looking to relax by the pool or explore the area's attractions, Southcape Resort and Club has something for everyone.

Brynmere is a charming lodging located at 12 Cambridge Avenue in Gloucester, Massachusetts, United States. Nestled in a picturesque setting, Brynmere offers comfortable accommodations and a warm, welcoming atmosphere. Guests can enjoy modern amenities, cozy rooms, and personalized service during their stay. Whether you are traveling for business or pleasure, Brynmere provides a relaxing retreat for all visitors. Experience the beauty of Gloucester and make Brynmere your home away from home.

Gabriel's, A Provincetown Hotel, located at 102 Bradford Street in Provincetown, Massachusetts, is a charming lodging establishment open year-round. Offering rooms, suites, and full one-bedroom apartments, Gabriel's is the perfect retreat in the heart of Provincetown. Situated just one block away from Commercial Street, guests can enjoy the convenience of being close to all the town has to offer while still enjoying a peaceful oasis in the expansive courtyard with gardens, a goldfish pond, a waterfall, and fire pits. Each accommodation at Gabriel's features Tempur-Pedic mattresses, private baths, Wi-Fi, cable TV, air conditioning, fireplaces, sun decks, and access to the gardens. The hotel is smoke-free and offers specific rooms for children and pets. Many rooms have recently been updated with spa bathrooms featuring walk-in showers and large soaking tubs.

Queen Vic Guest House Provincetown is a charming lodging establishment located at 166 Commercial Street in the picturesque town of Provincetown, Massachusetts. This cozy guest house offers a warm and welcoming atmosphere, perfect for those looking for a relaxing getaway by the sea. The rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a delicious breakfast each morning and relax in the beautiful garden courtyard. With its convenient location near shops, restaurants, and galleries, Queen Vic Guest House Provincetown is the perfect home base for exploring all that this vibrant coastal town has to offer.

Faraway Nantucket is a charming lodging institution located at 29 Centre Street in the picturesque island of Nantucket, Massachusetts. This cozy retreat offers a peaceful and tranquil atmosphere, perfect for those looking to escape the hustle and bustle of everyday life. The accommodations at Faraway Nantucket are comfortable and inviting, providing guests with a home away from home during their stay. With its convenient location in the heart of Nantucket, guests can easily explore the island's many attractions, including beautiful beaches, historic sites, and charming shops and restaurants. Whether you're seeking a romantic getaway or a relaxing vacation with family and friends, Faraway Nantucket is the perfect choice for your next escape.

The Summer House India Street is a charming lodging institution located at 31 India Street in the picturesque town of Nantucket, Massachusetts. Situated in a historic building, this cozy retreat offers guests a peaceful and relaxing atmosphere for their summer getaway. With comfortable accommodations and a convenient location near the island's attractions, The Summer House India Street is the perfect choice for those looking to experience the beauty of Nantucket. Immerse yourself in the island's rich history and natural beauty while staying at this lovely establishment.