Private holiday cottages in Massachusetts

The Coolidge Corner Guest House is a charming Victorian bed and breakfast located in a quiet residential neighborhood in Brookline, Massachusetts. Just a short walk from the Green Line public transit station, this affordable lodging option offers comfortable guest rooms with modern amenities such as flat-screen TVs and free WiFi. Guests can enjoy a complimentary breakfast featuring Boston's best bagels, as well as access to common areas including a private garden and kitchenette. The friendly and knowledgeable staff are happy to provide recommendations for dining and sightseeing in the area. With easy access to downtown Boston, local colleges, and hospitals, the Coolidge Corner Guest House is the perfect place to stay for exploring the historic town of Brookline and the bustling city of Boston. Contact us directly for the best rates and deals on your stay!

Oasis Guest House is a charming lodging establishment located at 22 Edgerly Road in the heart of Boston, Massachusetts. Offering a peaceful and relaxing escape from the bustling city, this guest house provides comfortable accommodations and personalized service to ensure a memorable stay for all guests. With its convenient location, guests can easily explore the nearby attractions and enjoy all that Boston has to offer. Whether you are visiting for business or pleasure, Oasis Guest House is the perfect home away from home.

Mac's Guest House Inc is a cozy and welcoming lodging establishment located at 194 Callender Street in the heart of Boston, Massachusetts. Our guest house offers comfortable and affordable accommodations for travelers looking to explore all that the city has to offer. Conveniently situated near popular attractions, restaurants, and shopping destinations, Mac's Guest House Inc is the perfect home away from home for your next visit to Boston. Our friendly staff is dedicated to providing exceptional service and ensuring that your stay is enjoyable and memorable. Book your stay with us today and experience the comfort and hospitality of Mac's Guest House Inc.

The Onset Beach Compound is a luxurious Cape Cod beach resort and oceanic habitat located at 35 East Boulevard in Wareham, Massachusetts, United States. This idyllic retreat offers a perfect blend of relaxation and adventure, with stunning views of the ocean and access to pristine sandy beaches. Guests can enjoy a range of amenities including spacious accommodations, fine dining options, and recreational activities such as swimming, kayaking, and beachcombing. Whether you're seeking a romantic getaway or a fun-filled family vacation, The Onset Beach Compound is the perfect destination for your next seaside escape.

Castle by the Sea is a charming lodging institution located at 100 Sargent Street in the picturesque coastal town of Winthrop, Massachusetts. This unique establishment offers guests a one-of-a-kind experience with its castle-like architecture and stunning views of the sea. Whether you are looking for a romantic getaway or a relaxing retreat, Castle by the Sea provides a tranquil and luxurious setting for your stay. Indulge in the elegant accommodations, impeccable service, and serene surroundings that make this institution a truly unforgettable destination.

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.

The Cove At Rockport is a charming lodging located at 1 King Street in the picturesque town of Rockport, Massachusetts. Situated in the United States, this institution offers cozy accommodations with stunning views of the surrounding area. Guests can enjoy a peaceful retreat by the sea, with easy access to local attractions, shops, and restaurants. Whether you're looking for a romantic getaway or a family vacation, The Cove At Rockport provides a comfortable and welcoming atmosphere for all travelers.

Beachside Village is a charming lodging institution located at 45 Surf Drive in the coastal town of Falmouth, Massachusetts, United States. Situated just steps away from the sandy shores of the beach, this quaint village offers a peaceful retreat for visitors looking to relax and unwind by the sea. The cozy accommodations and picturesque surroundings make Beachside Village the perfect destination for a tranquil getaway. Whether you're seeking a romantic escape or a family vacation, this seaside retreat provides a comfortable and inviting setting for guests to enjoy the beauty of the Massachusetts coastline.

A Beach House Oceanfront is a charming lodging located at 45 Black Pond Lane in Plymouth, Massachusetts, United States. Situated right on the oceanfront, this institution offers stunning views of the sea and direct access to the beach. Guests can enjoy a peaceful and relaxing stay in a cozy beach house, complete with all the amenities needed for a comfortable vacation. Whether you're looking to unwind by the water, explore the nearby attractions, or simply soak up the sun, A Beach House Oceanfront is the perfect destination for a seaside getaway.

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.

The Pequot Hotel, located at 19 Pequot Avenue in Oak Bluffs, Massachusetts, is a charming lodging establishment nestled among the historic "Gingerbread" cottages of the area. With a prime location just one block from the beach, four blocks from the ferry, and a short walk to Circuit Avenue, the hotel offers convenience and comfort to its guests. Closed for the winter season, the Pequot Hotel will reopen in early May for the 2024 season, with reservations becoming available starting January 2, 2024. The 32-room hotel features classic cottage décor, decorative lattice porches, and modern amenities such as private baths, air conditioning, and free wifi.

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.

Gloucester House Rental - Belle View is a charming lodging establishment located at 57 Grapevine Road in Gloucester, Massachusetts, United States. As a real estate and travel agency, we specialize in providing luxurious house rentals with breathtaking views of the surrounding area. Our properties are meticulously maintained and offer all the amenities needed for a comfortable and relaxing stay. Whether you are looking for a weekend getaway or a longer vacation, Gloucester House Rental - Belle View is the perfect choice for your next trip to Gloucester.

Dyer's Beach House is a charming lodging located at 173 Commercial Street in the picturesque town of Provincetown, Massachusetts. Situated right on the beach, this cozy and intimate accommodation offers stunning views of the ocean and easy access to the sand and surf. The rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay for guests. With its prime location, Dyer's Beach House is the perfect retreat for those looking to relax and unwind by the sea.

The Nantucket Hotel & Resort is a historic lodging institution located at 77 Easton Street in Nantucket, Massachusetts, United States. Situated in the charming Brant Point neighborhood, it is just steps away from downtown Nantucket and a short bike ride from the beach. As Nantucket's only year-round hotel, The Nantucket Hotel offers warm hospitality and a range of amenities for guests to enjoy. Guests can choose from elegant 1-4 bedroom suites and cottages with luxurious touches and ocean views. The hotel features two heated pools, a children's program, concierge services, and shuttle service to Jetties Beach and around town. Dining options include Breeze and Sailor’s Valentine, offering a mix of nostalgia and contemporary flair.

RockView Minot Beach House is a charming lodging located at 102R Glades Road in the picturesque town of Scituate, Massachusetts. Situated just steps away from the beautiful Minot Beach, this cozy beach house offers stunning views of the rocky coastline and the Atlantic Ocean. Guests can enjoy a peaceful and relaxing stay in this tranquil seaside retreat, complete with comfortable accommodations and modern amenities. Whether you're looking for a romantic getaway or a family vacation, RockView Minot Beach House is the perfect destination for a memorable stay by the sea.

Pilgrim Beach Village is a premier real estate and travel agency located at 174 Shore Road in Truro, Massachusetts. Our agency specializes in providing luxurious beachfront properties for sale or rent, as well as personalized travel experiences for those looking to explore the beautiful Cape Cod area. With a team of experienced agents and travel experts, Pilgrim Beach Village is committed to helping clients find their dream vacation home or plan the perfect getaway. Whether you're looking for a relaxing beach retreat or an adventurous outdoor excursion, Pilgrim Beach Village has the resources and expertise to make your travel dreams a reality. Visit us today and let us help you create unforgettable memories on the stunning shores of Truro, Massachusetts.

The Mooring at Harwich Port is a charming lodging facility located at 525 Massachusetts 28 in the picturesque town of Harwich, Massachusetts, United States. This cozy retreat offers guests a peaceful and comfortable stay, with well-appointed rooms, friendly staff, and a convenient location near the beautiful beaches and attractions of Cape Cod. Whether you are seeking a relaxing getaway or a fun-filled vacation, The Mooring at Harwich Port is the perfect place to rest and rejuvenate.

Located on 300 feet of private beachfront overlooking the Nantucket Sound in Dennis Port, MA, Edgewater Beach Resort offers a fully renovated 76-room resort for year-round enjoyment. Whether you're looking for a summer escape or a cozy winter retreat, Edgewater Beach Resort has something for everyone. Vacation ownership options allow guests to return to the same unit each year or explore other locations through exchange partners. The resort prides itself on ongoing maintenance and renovations to ensure a relaxing and enjoyable experience for all guests.

Red Jacket Beach Resort & Spa is a luxurious lodging institution located at 1 South Shore Drive in Yarmouth, Massachusetts, United States. Nestled along a pristine private shoreline, the resort is the flagship property of a collection that offers spacious rooms and vacation cottages perfect for couples, groups, and anyone seeking a Cape Cod experience filled with coastal comforts. Situated by the beautiful banks of Parker's River in South Yarmouth, Red Jacket Beach Resort boasts panoramic vistas that combine the expansive beauty of the ocean with the picturesque sights of the river. As the central hub for indulgence and notable amenities, the resort offers unparalleled hospitality and a curated menu of distinctive treatments at the on-site spa.

Linger Longer By the Sea Apartments is a lodging institution located at 261 Linnell Landing Road in Brewster, Massachusetts, United States. This establishment offers terrific value for guests, with private beach access on Cape Cod Bay. The apartments have been updated and reconfigured, featuring multiple baths and available for daily or weekly rentals. Guests have praised the accommodations and the helpfulness of the staff, particularly mentioning the beautiful sunsets and long sandy beach perfect for leisurely walks. The institution also offers guided beachside exploration tours at low tide in collaboration with the Cape Cod Museum of Natural History.

Rugosa Boutique Guest House is a charming lodging establishment located in Eastham, Massachusetts, United States. Situated at 4885 U.S. 6, this boutique guest house offers a cozy and intimate atmosphere for guests looking for a peaceful retreat on Cape Cod. The beautifully decorated rooms and personalized service make it a perfect choice for those seeking a relaxing getaway. With its convenient location and comfortable accommodations, Rugosa Boutique Guest House is the ideal place to stay while exploring the natural beauty and attractions of the Cape Cod area.

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.

My Cape Cod Vacation Home is a coastal retreat located in Dennis Port, Massachusetts, offering a peaceful getaway on beautiful Cape Cod. Our lodging establishment features 5 uniquely designed guest rooms, each providing a tranquil environment for a restful night's sleep. Situated within walking distance to the beach, guests can enjoy the sun, sand, and surf just moments away. Additionally, our property boasts a cozy fire pit for evening relaxation and central air conditioning for ultimate comfort. Whether you're looking for a relaxing beach vacation or a convenient home base for exploring all that Cape Cod has to offer, My Cape Cod Vacation Home is the perfect choice.

Near Beach Rentals is a cozy lodging option located at 183 Captain Chase Road in Dennis, Massachusetts. Just a stone's throw away from the beach, this institution offers comfortable accommodations for those looking to enjoy a relaxing getaway by the sea. Whether you're looking for a romantic escape or a fun-filled family vacation, Near Beach Rentals provides the perfect home base for your coastal adventures. With its convenient location and charming atmosphere, this institution is the ideal choice for travelers seeking a peaceful retreat near the shore.

"A Tranquil House in Cambridge offers a peaceful and cozy lodging experience in the heart of Cambridge, Massachusetts. Located at 13 Holmes Street, this charming institution provides a serene escape from the hustle and bustle of city life. Guests can relax in comfortable rooms, enjoy a complimentary breakfast, and explore the nearby attractions such as Harvard Square and MIT. Whether you are visiting for business or pleasure, A Tranquil House in Cambridge is the perfect retreat for a restful stay."

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.

Kinlin Grover Vacation Rentals is a premier real estate and travel agency located at 4 Wianno Avenue in Barnstable, Massachusetts, United States. With a reputation for excellence in the vacation rental industry, Kinlin Grover offers a wide range of luxury properties for rent in the beautiful Cape Cod area. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious family home, Kinlin Grover has the perfect vacation rental for you. Their team of experienced agents is dedicated to helping you find the ideal accommodation for your next getaway, ensuring a memorable and stress-free vacation experience. Experience the best of Cape Cod with Kinlin Grover Vacation Rentals.

Property Cape Cod Vacation Rentals is a premier real estate and travel agency located in the heart of Barnstable, Massachusetts. We specialize in providing top-notch vacation rental properties on the beautiful Cape Cod peninsula. Our dedicated team of professionals is committed to helping you find the perfect rental for your next getaway, whether you're looking for a cozy beach cottage or a luxurious waterfront estate. With our extensive knowledge of the area and personalized service, we strive to make your vacation experience unforgettable. Contact us today to start planning your dream Cape Cod vacation!

Apple Tree Cape Cod Vacation Properties is a charming institution located at 40 Leilla Rich Drive in Wellfleet, Massachusetts, United States. As a park, real estate agency, and travel agency all rolled into one, we specialize in providing top-notch vacation properties for those looking to experience the beauty of Cape Cod. Our properties are nestled among the iconic apple trees of the region, offering a peaceful and serene setting for guests to relax and unwind. Whether you're looking for a cozy cottage for a romantic getaway or a spacious beachfront home for a family vacation, we have the perfect property for you. Let us help you create unforgettable memories on your next trip to Cape Cod.