TOP 30 Elegant vacation home rental in Massachusetts

18 results found

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.

Welcome to Elite Luxury Rentals – Elevate Your Dreams to Reality Located at 295 Winter Street, Hanover, Massachusetts, Elite Luxury Rentals is your premier destination for experiencing unparalleled luxury and style. Serving the Boston area, Cape Cod, and the entirety of Massachusetts, we specialize in offering a curated collection of the finest automobiles, luxury charters, and exquisite vacation rentals.

Manor Lane is a charming institution located at 145 Hurlburt Road in Great Barrington, Massachusetts. This real estate and travel agency offers a unique rental home with French elegance in the tranquil Berkshire mountains. The private 4 bedroom, 4 bath home is the perfect vacation rental, just 5 minutes away from the town of Great Barrington. Escape to this one-of-a-kind Berkshire vacation rental for a summer getaway or holiday retreat. Immerse yourself in the beauty of the Berkshire mountains while enjoying all that Great Barrington has to offer. Experience the best of both worlds at Manor Lane, where luxury meets relaxation in the heart of Massachusetts.

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.

The Captain's House Plymouth is a charming and historic institution located at 8 Brewster Street in Plymouth, Massachusetts. As a real estate agency, they specialize in helping clients find their dream homes in this picturesque coastal town. Additionally, as a travel agency, they offer personalized vacation planning services to help visitors make the most of their time in Plymouth. With a team of experienced professionals and a deep knowledge of the local area, The Captain's House Plymouth is your go-to destination for all things real estate and travel in Plymouth, Massachusetts.

Downton Valley is a charming lodging institution located at 1089 Westhampton Road in Northampton, Massachusetts, United States. Nestled in the picturesque Downton Valley, this institution offers guests a peaceful and serene retreat surrounded by nature. The cozy rooms are elegantly decorated and provide all the comforts of home. Guests can enjoy a delicious breakfast in the dining area or relax on the outdoor patio overlooking the beautiful valley. With its convenient location and warm hospitality, Downton Valley is the perfect destination for a relaxing getaway.

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.

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.

Welcome to An English Garden Bed & Breakfast, located at 32 Inman Road in Dennis, Massachusetts, United States. Our charming lodging institution offers a cozy and comfortable stay for guests looking to relax and unwind on Cape Cod. In the main inn, we have 9 guest rooms, each featuring a queen bed, private bathroom, climate control, and TV. Guests can enjoy the ocean views from their private balconies or decks, with some rooms overlooking our beautiful gardens in full bloom during late spring and early summer. Children under 8 years old are not allowed in guest rooms, which are accessible via stairs and sleep two guests comfortably. Complimentary breakfast is served in season from May to October.

The Captain Freeman Inn, located at 15 Breakwater Road in Brewster, Massachusetts, is a beautifully restored Sea Captain's mansion just a short walk away from Breakwater Beach. This award-winning Bed and Breakfast has been recognized with the Tripadvisor Certificate of Excellence for the past 11 years, offering guests a deluxe seaside experience year-round. Guests can enjoy the outdoor heated salt water swimming pool and custom firepit, providing the ultimate in luxury and relaxation in every season. The inn also offers a gourmet three-course breakfast made with farm-to-table ingredients, served in a charming indoor dining area or on the screened porch.

The Colony of Wellfleet is a unique lodging institution located at 640 Chequessett Neck Road in Wellfleet, Massachusetts, United States. Originally designed and built in 1948 by architects Nathaniel Saltonstall and Oliver P. Morton, this institution was known as the Mayo Hill Colony Club, serving as a private club and art gallery for artists and patrons. In 1963, Loris and Eleanor Stefani acquired the cottages and transformed them into a hotel, adding their own creative touches and artwork to create The Colony as it is known today. Managed by their son Jeffrey and his wife Mihae since 2019, The Colony offers a truly special summer retreat in the Northeast. The Colony of Wellfleet features 10 Bauhaus-style cottages overlooking Wellfleet harbor and bay, each designed for elegant functionality and furnished with pieces by leading modernists. Guests can enjoy reserved beach space, golf, tennis, pickleball, sailing lessons, and more at the club. The cafe offers coffee, pastries, lunch, and drinks with stunning views. Flexible membership options are available for guests.

7 Warren Terrace is a prestigious institution located in Newton, Massachusetts, United States. This esteemed establishment offers a wide range of educational programs and services to students of all ages. With a focus on academic excellence and personal growth, 7 Warren Terrace is dedicated to providing a supportive and enriching learning environment for all who walk through its doors. Whether you are looking to further your education or enhance your skills, 7 Warren Terrace is the perfect place to achieve your goals. Come and discover all that this exceptional institution has to offer at 7 Warren Terrace in Newton, Massachusetts.

Experience the charm and elegance of a Victorian-era property at the 1 bed Victorian Jameson Prop located at 90 Pleasant Street in Woburn, Massachusetts. This beautifully restored property offers a cozy and inviting atmosphere, perfect for a romantic getaway or a peaceful retreat. With its unique architectural details and modern amenities, guests can enjoy a comfortable stay in a historic setting. Conveniently located near local attractions and dining options, the 1 bed Victorian Jameson Prop is the ideal choice for travelers looking to experience the beauty of Woburn.

The Admiralty Apartments is a luxurious residential complex located at 135 Scranton Avenue in the picturesque town of Falmouth, Massachusetts. Situated in a prime location overlooking the scenic coastline, this waterfront property offers stunning views and easy access to the beach. The apartments are elegantly designed with modern amenities and spacious layouts, providing residents with a comfortable and upscale living experience. The Admiralty Apartments also feature a range of on-site facilities such as a fitness center, swimming pool, and communal outdoor spaces for relaxation and socializing. With its convenient location, upscale amenities, and breathtaking views, The Admiralty Apartments is the perfect place to call home in Falmouth.

Nantucket.House is a prestigious real estate and travel agency located on Hinckley Lane in the charming island of Nantucket, Massachusetts, United States. Our agency specializes in luxury rentals on Nantucket Island, offering a range of exquisite properties for your perfect getaway. Here are some of the features and amenities of our Nantucket Island rentals:

Elevated Boston is a premier real estate agency located at 174 Dorchester Street in the bustling city of Boston, Massachusetts. With a team of experienced and knowledgeable agents, Elevated Boston specializes in helping clients find their dream homes in the vibrant neighborhoods of Boston. Whether you are looking to buy, sell, or rent a property, Elevated Boston is dedicated to providing top-notch service and personalized attention to meet your real estate needs. Trust Elevated Boston to elevate your real estate experience and help you find the perfect place to call home in Boston.

Charles & Flora TonThat is a real estate and travel agency located at 30 Northey Street in Salem, Massachusetts, United States. Established in 2002, this institution also operates a charming Bed and Breakfast Hotel in a historic 1809 Federal home. The building was originally constructed for a distinguished cabinet maker and has been lovingly restored to offer guests a unique blend of historical elegance and eco-friendly innovation. Situated in the heart of Salem, this inn provides a perfect mix of 18th-century authenticity with modern renovations for a truly enchanting coastal lodging experience. Guests can expect to immerse themselves in Salem's rich cultural heritage while enjoying a comfortable and memorable stay at Northey Street House.

Welcome to Diamond Key Real Estate, your premier destination for all your real estate needs in Massachusetts, New Hampshire, and Florida. Located at 780 Main Street, Haverhill, Massachusetts 01830, our dedicated team is here to provide you with the best real estate search experience for homes, condos, land, and foreclosure properties. Our website is designed with you in mind, offering an easy-to-use platform that is updated every 15 minutes by the official Realtor®'s database. Whether you are looking to buy or sell, you can save your searches and receive daily email alerts about new listings, price changes, sold data, and market reports. Our Interactive Map Search feature allows you to view properties on a map or refine your search by drawing boundaries around your desired area.