TOP 30 Quaint cottage vacations in Massachusetts

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The Franklin Hotel Martha's Vineyard is a charming lodging located at 222 Upper Main Street in Edgartown, Massachusetts, United States. This historic hotel offers a unique and relaxing atmosphere for guests looking to experience the beauty of Martha's Vineyard. With comfortable accommodations, personalized service, and a convenient location near local attractions, the Franklin Hotel is the perfect destination for a memorable vacation or weekend getaway. Enjoy the quaint New England charm of Edgartown while staying at this lovely hotel.

Vineyard Square Hotel & Suites is a charming lodging institution located at 38 North Water Street in Edgartown, Massachusetts, United States. Situated in the heart of downtown Edgartown, this boutique hotel offers warm hospitality and comfortable accommodations for a relaxing Martha's Vineyard getaway. Guests can enjoy easy access to gourmet restaurants, quaint shops, and a vibrant arts scene just steps away from the hotel. With luxury amenities, a variety of lodging options, and affordable prices, Vineyard Square Hotel & Suites is the perfect gateway to the island. Guests rave about the excellent service and convenient location of the hotel. The staff is friendly and accommodating, and the homemade breakfast is delicious. Guests can also enjoy access to complimentary bikes for exploring the area. Whether staying in a cozy room or a beautiful suite, visitors appreciate the attention to detail and the overall experience at Vineyard Square Hotel & Suites. With free parking nearby and a variety of nearby restaurants and shops, guests can easily explore all that Martha's Vineyard has to offer. Whether relaxing on the spacious porch or taking a bike ride to Oak Bluffs, guests can make the most of their stay at this highly recommended hotel.

The Christopher is a charming lodging institution located at 24 South Water Street in the historic town of Edgartown, Massachusetts. This picturesque establishment offers comfortable accommodations in a beautiful setting, just steps away from the waterfront. Guests can enjoy the quaint surroundings of Edgartown while staying at The Christopher, making it the perfect destination for a relaxing getaway. With its cozy rooms and convenient location, The Christopher is the ideal choice for those looking to experience the charm of Martha's Vineyard.

Hob Knob is a charming and elegant lodging institution located at 128 Main Street in the picturesque town of Edgartown, Massachusetts. This boutique hotel offers a cozy and welcoming atmosphere, with beautifully decorated rooms and top-notch amenities. Guests can enjoy a relaxing stay in the heart of Martha's Vineyard, surrounded by quaint shops, restaurants, and stunning views. Whether you're looking for a romantic getaway or a peaceful retreat, Hob Knob provides the perfect setting for a memorable vacation experience.

The Oak Bluffs Inn is a charming lodging establishment located at 64 Circuit Avenue in the picturesque town of Oak Bluffs, Massachusetts. This historic inn offers comfortable accommodations and personalized service to all guests. With its convenient location near shops, restaurants, and the beach, The Oak Bluffs Inn is the perfect choice for a relaxing getaway on Martha's Vineyard. Experience the warmth and hospitality of this quaint inn during your stay in this beautiful coastal town.

Northey Street House Bed and Breakfast is a charming lodging establishment located at 30 Northey Street in the historic city of Salem, Massachusetts. This cozy bed and breakfast offers comfortable accommodations in a beautiful Victorian-style home. Guests can enjoy a delicious homemade breakfast each morning and relax in the inviting common areas. Whether you are visiting Salem for its rich history, vibrant culture, or stunning waterfront views, Northey Street House Bed and Breakfast is the perfect place to stay. Book your stay today and experience the warmth and hospitality of this lovely establishment.

The Seaward is a charming lodging located at 42 Marmion Way in Rockport, Massachusetts. Nestled along the picturesque coast, this seaside retreat offers guests a peaceful and relaxing escape. With cozy accommodations and stunning ocean views, The Seaward provides a tranquil setting for a memorable getaway. Whether you're looking to unwind by the water or explore the quaint town of Rockport, this institution is the perfect place to stay. Immerse yourself in the beauty of the New England coast at The Seaward.

Sesuit Harbor House is a charming lodging institution located in Dennis, Massachusetts, along Massachusetts 6A. Nestled in the heart of Cape Cod, this quaint bed and breakfast offers cozy and comfortable accommodations for guests looking to relax and unwind by the sea. With its picturesque surroundings and warm hospitality, Sesuit Harbor House provides the perfect retreat for those seeking a peaceful getaway in the beautiful coastal town of Dennis, Massachusetts.

The Brass Lantern Inn is a charming lodging located at 11 North Water Street in Nantucket, Massachusetts. This cozy inn offers a welcoming atmosphere and comfortable accommodations for guests visiting the historic island of Nantucket. With its prime location in the heart of downtown Nantucket, guests can easily explore the island's shops, restaurants, and attractions. The Brass Lantern Inn provides a peaceful retreat with beautifully appointed rooms, a delicious breakfast each morning, and friendly staff ready to assist with any needs. Whether you are visiting for a romantic getaway, family vacation, or business trip, the Brass Lantern Inn is the perfect place to stay while experiencing all that Nantucket has to offer.

Seven Sea Street Inn is a charming lodging located on Nantucket Island in Massachusetts, United States. Situated at the address 7 Sea Street, this quaint inn offers a cozy and welcoming atmosphere for guests looking to relax and unwind. With comfortable accommodations and personalized service, Seven Sea Street Inn is the perfect home away from home for travelers exploring the historic island of Nantucket. Enjoy a peaceful stay in this beautiful seaside town, just steps away from the beach and local attractions.

Union Street Inn is a charming and elegant lodging establishment located at 7 Union Street in the heart of Nantucket, Massachusetts. This historic inn offers luxurious accommodations in a quaint and picturesque setting, perfect for a romantic getaway or a relaxing weekend retreat. The beautifully decorated rooms and suites exude a cozy and inviting atmosphere, with modern amenities and thoughtful touches to ensure a comfortable stay. Guests can enjoy a delicious gourmet breakfast each morning, as well as afternoon tea and cookies in the elegant parlor. The inn's central location allows easy access to Nantucket's shops, restaurants, and attractions, making it an ideal choice for travelers looking to experience the charm and beauty of this historic island.

Green Harbor Resort is a charming waterfront destination located at 182 Baxter Avenue in Yarmouth, Massachusetts. This unique institution offers lodging, real estate, and travel agency services, providing a one-of-a-kind Cape Cod experience for families and friends. At Green Harbor Resort, every moment tells a story of relaxation and nostalgia. The accommodations are homey and comfortable, perfect for those seeking a timeless retreat by the sea. Whether you choose a spacious suite, a cozy townhome, or a quaint beach cottage, you'll find a place to make memories year after year.

Cape Cod Harbor House Inn is a charming lodging located at 119 Ocean Street in Barnstable, Massachusetts. Situated in the picturesque Cape Cod area, this inn offers cozy and comfortable accommodations with a touch of New England charm. Guests can enjoy beautiful views of the harbor and easy access to nearby attractions, shops, and restaurants. The inn provides a relaxing and welcoming atmosphere, perfect for a weekend getaway or a longer stay on the Cape. With its convenient location and friendly staff, Cape Cod Harbor House Inn is the ideal choice for travelers looking to experience the beauty and hospitality of Cape Cod.

Tidal Cove Tiny Studio is a unique and cozy accommodation located at 16 Tidal Cove Way in beautiful Gloucester, Massachusetts. This charming studio is managed by a real estate and travel agency, offering guests a one-of-a-kind experience in a picturesque seaside setting. Perfect for solo travelers or couples looking for a peaceful retreat, Tidal Cove Tiny Studio provides all the comforts of home in a compact and inviting space. Immerse yourself in the natural beauty of the Massachusetts coast while staying at this quaint and conveniently located institution.

Good Harbor House is a charming lodging institution located at 11 Beach Road in Gloucester, Massachusetts. Nestled in a picturesque seaside town, this cozy accommodation offers a peaceful retreat for guests looking to relax and unwind. With comfortable rooms and friendly staff, Good Harbor House provides a welcoming atmosphere for visitors to enjoy their stay. Whether you're exploring the nearby beaches or indulging in fresh seafood at local restaurants, this quaint inn is the perfect home base for your coastal getaway. Book your stay at Good Harbor House and experience the beauty of Gloucester firsthand.

Gull Cove House is a charming lodging establishment located in the picturesque town of Rockport, Massachusetts. Situated in the United States, this institution offers a unique blend of services as a real estate agency and travel agency in addition to providing comfortable accommodations for visitors. Nestled in a serene cove, Gull Cove House is the perfect destination for those looking to escape the hustle and bustle of city life and immerse themselves in the beauty of the New England coast. Guests can relax in cozy rooms, explore the quaint town of Rockport, or work with the real estate and travel experts on staff to find their ideal vacation home or plan their next adventure. With its convenient location and personalized services, Gull Cove House is the ideal choice for a memorable getaway.

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:

Little Skipper Village is a charming lodging located at 642 Shore Road in the picturesque town of Truro, Massachusetts. Nestled in a serene and scenic setting, this quaint village offers cozy and comfortable accommodations for travelers looking for a peaceful retreat by the sea. With its close proximity to the beach and stunning views of the ocean, Little Skipper Village provides the perfect escape for those seeking a relaxing getaway. Whether you're looking to unwind in a tranquil setting or explore the natural beauty of Cape Cod, this charming institution is the ideal place to stay.

LivNantucket is a premier real estate agency located at 37 Main Street in the charming town of Nantucket, Massachusetts. Our dedicated team of professionals specializes in helping clients find their dream homes on the picturesque island of Nantucket. With a wealth of local knowledge and expertise, we are committed to providing exceptional service and guidance throughout the buying or selling process. Whether you are looking for a quaint cottage or a luxurious waterfront estate, LivNantucket is here to make your real estate dreams a reality. Visit us today and let us help you find your perfect piece of paradise on Nantucket.

Nauset Rental is a real estate and travel agency located at 3 Main Street in Eastham, Massachusetts. Specializing in Lower and Mid Cape Rentals in towns such as Orleans, Chatham, Harwich, Brewster, and Dennis, Nauset Rental offers secure online payments, damage and travel insurance, and is locally owned and operated with proper licensing and insurance. Guests have raved about their experiences staying at Nauset Rental properties, praising the lovely houses and locations, short walks to beautiful beaches, and amenities such as games and music systems. The owner, Kent, has been described as a joy to work with, accommodating last-minute bookings and even welcoming guests with pets. The properties offer private beach access, stunning views, and a quiet, secluded neighborhood close to activities.

Adams Bed & Breakfast is a charming lodging establishment located at 14 Edgerly Road in the heart of Boston, Massachusetts. This cozy bed and breakfast offers comfortable and affordable accommodations for travelers looking for a home away from home. Guests can enjoy a delicious breakfast each morning and relax in the inviting atmosphere of this quaint inn. With its convenient location and friendly staff, Adams Bed & Breakfast is the perfect choice for a memorable stay in Boston.

Great Cape Tiny Village is a charming tourist attraction located at 2628 Main Street in Brewster, Massachusetts, United States. This quaint village is filled with tiny, intricately designed Cape Cod-style houses that showcase the beauty and charm of New England architecture. Visitors can stroll through the village and marvel at the attention to detail in each tiny home, or relax in the village square and enjoy the peaceful atmosphere. Great Cape Tiny Village is the perfect destination for those looking to experience the charm and history of Cape Cod in a unique and whimsical way.

Stones Throw from Follins Pond is a charming lodging establishment located at 34 Drake Street in Yarmouth, Massachusetts, United States. Situated just steps away from the picturesque Follins Pond, this cozy retreat offers guests a tranquil and serene atmosphere to relax and unwind. The quaint accommodations and personalized service make Stones Throw from Follins Pond the perfect destination for a peaceful getaway in the heart of Cape Cod.

Salt Air Village is a charming seaside community located at 262 Old Wharf Road in Dennis, Massachusetts. This quaint institution offers a peaceful retreat by the ocean, where residents can enjoy the fresh salt air and stunning views of the water. With a focus on relaxation and community, Salt Air Village provides a welcoming atmosphere for those looking to escape the hustle and bustle of everyday life. Whether you're looking to unwind on the beach, explore the nearby shops and restaurants, or simply soak in the natural beauty of Cape Cod, Salt Air Village is the perfect destination for a tranquil getaway.

Nestled in the charming town of Wellfleet, Massachusetts, the Weidlinger House offers a serene and welcoming retreat for travelers seeking a cozy place to stay. Located at 54 Valley Road, this quaint lodging institution provides a peaceful atmosphere and comfortable accommodations for guests to relax and unwind. Whether you're visiting for a weekend getaway or an extended vacation, the Weidlinger House is the perfect home away from home. Enjoy the beauty of Wellfleet and all that it has to offer, while staying in this charming and inviting establishment.

Welcome to The Trustees of Reservations, a haven for nature lovers and history enthusiasts alike, located at 1 Sergeant Street, Stockbridge, Massachusetts. As a distinguished museum and tourist attraction, we are dedicated to preserving the exceptional scenic, historic, and ecological treasures of Massachusetts. Our mission is to protect the places you love for their trails, history, gardens, and beaches, recognizing that nature and culture enrich our lives and soothe the soul. Explore the beauty of Massachusetts through our diverse offerings, from historic estates to breathtaking natural landscapes. Immerse yourself in our scenic trails, picturesque gardens, and serene beaches that promise a rejuvenating experience. For those interested in history, delve into the rich past of the region with guided tours and educational programs.

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.

Welcome to Cycad Realty LLC, where we pride ourselves on "Building Trust, Delivering Results." Located at 209 Bedford Street, Fall River, Massachusetts, we have established a reputation forged through proven outcomes in the real estate market. Our team is dedicated to helping you find your dream home or investment property with ease and confidence. At Cycad Realty, we offer a diverse portfolio of properties that cater to various tastes and needs. Whether you are looking for a serene retreat nestled among mature trees, a charming Cape Cod style home, or a multi-family investment opportunity, we have you covered. Our listings include beautifully maintained homes in peaceful neighborhoods, rare development opportunities, and move-in-ready residences in sought-after locations.