TOP 10 Summer house lodging in Massachusetts

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Berkshire Mountain Lodge is a charming lodging institution located at 8 Dan Fox Drive in Pittsfield, Massachusetts. Situated in the beautiful Berkshires region, the lodge offers a perfect blend of cultural attractions, historical sites, and natural beauty. Guests can explore nearby attractions such as The Mount, the former estate of American author Edith Wharton, and Tanglewood, the summer home of the Boston Symphony Orchestra. Berkshire Mountain Lodge is a family-friendly vacation destination that offers a variety of amenities and activities for guests of all ages. The resort has received numerous awards, including the RCI Gold Crown Status, Tripadvisor's Travelers' Choice Award, and the Hotels.com Loved by Guests Award, all of which recognize the exceptional service and hospitality provided by the lodge.

Falmouth Heights Motor Lodge is a charming lodging establishment located at 146 Falmouth Heights Road in the picturesque town of Falmouth, Massachusetts. Situated in the United States, this cozy motor lodge offers comfortable and affordable accommodations for guests looking to explore the beautiful Cape Cod region. With its convenient location near the beach and local attractions, Falmouth Heights Motor Lodge is the perfect choice for a relaxing getaway or a fun-filled vacation. Experience warm hospitality and a welcoming atmosphere during your stay at this lovely institution.

ShoreWay Acres Inn & Cape Cod Lodging is a charming and historic lodging option located at 59 Shore Street in Falmouth, Massachusetts. This family-owned inn offers a unique glimpse into authentic Cape Cod life, past and present, with a focus on preserving history and tradition. The inn started with nine rooms in a historic sea captain's home built in 1806 and has since expanded to offer 70 rooms with modern amenities. Guests can enjoy a variety of accommodations, from traditional rooms to suites and vacation rentals with full kitchens. The inn is located on one of Falmouth's most historic streets, providing a peaceful and residential atmosphere while still being within walking distance to Falmouth Village and Surf Drive Beach. Nearby attractions include Martha's Vineyard ferries, the Shining Sea Bikeway, and day trips to Plymouth, Hyannis, and Provincetown.

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.

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.

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.

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.

The Summer House Fair Street is a charming lodging institution located at 27 Fair Street in the picturesque town of Nantucket, Massachusetts. This historic establishment offers a cozy and inviting atmosphere for guests looking to experience the beauty and tranquility of the island. With comfortable accommodations, friendly staff, and a convenient location near the beach and downtown area, The Summer House Fair Street is the perfect choice for a relaxing getaway on Nantucket. Whether you're looking for a romantic retreat or a family vacation, this charming inn has everything you need for a memorable stay.

The Summer House Cottages is a charming seaside retreat located at 17 Ocean Avenue in Siasconset, Massachusetts. This institution offers a unique combination of food, lodging, and restaurant services, making it the perfect destination for a relaxing getaway by the ocean. The cozy cottages provide a comfortable and intimate stay, while the on-site restaurant serves delicious meals made with fresh, local ingredients. Guests can enjoy stunning views of the ocean and easy access to the beach, creating a peaceful and rejuvenating atmosphere. Whether you're looking for a romantic escape or a family vacation, The Summer House Cottages is the ideal choice for a memorable stay on the beautiful island of Nantucket.

Chatham Harborview Lodge is a stunning vacation rental located at 200 Barcliff Avenue in Chatham, Massachusetts. This beautiful property offers breathtaking views of Oyster Pond and provides access to the water for activities such as kayaking and paddleboarding. Perfect for family reunions, the lodge offers both togetherness and privacy, along with versatile and comfortable sleeping arrangements. The open-floor-plan house features a sophisticated beach-style decor, spacious grounds, and refreshing ocean breezes. Guests can relax on the 30-foot deck overlooking the picturesque harbor, or take a short walk to the nearby marina or Harding's Beach. With two kitchens, multiple bedrooms, and plenty of space to spread out, this property is ideal for large groups and extended families. The owner, Kibibi, is responsive and accommodating, ensuring a memorable stay for all guests. Don't miss out on the opportunity to experience "Summer Glamping" at Chatham Harborview Lodge. Book now for an unforgettable Cape Cod vacation!

Summer Village on the Pond Westford is a charming lodging institution located at 6 Summer Village Road in Westford, Massachusetts. Nestled in a picturesque setting by a serene pond, this institution offers a peaceful and idyllic retreat for guests looking to escape the hustle and bustle of everyday life. The accommodations are cozy and comfortable, providing a perfect home away from home for visitors. With a range of amenities and activities available on-site, including swimming, fishing, and hiking, guests can enjoy a relaxing and rejuvenating stay in the heart of nature. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Summer Village on the Pond Westford is the perfect destination for your next trip.

The Original Summer Breeze is a charming lodging and real estate agency located at 140 Linda Lane in Eastham, Massachusetts, United States. Nestled in a peaceful and picturesque setting, this institution offers a unique and unforgettable experience for guests looking to relax and unwind in the beautiful Cape Cod area. With cozy accommodations and personalized real estate services, The Original Summer Breeze is the perfect destination for those seeking a tranquil retreat or looking to invest in a piece of paradise. Experience the warmth and hospitality of this one-of-a-kind institution during your next visit to Eastham.

Welcome to Bunker Hill Lodge, a historic gem nestled at 1 Monument Square in the heart of Boston, Massachusetts. Located on the iconic Bunker Hill Monument Grounds, our lodge offers visitors a unique glimpse into the past, with its stunning Greek Revival architecture reminiscent of a classical temple. Constructed in 1902, this enduring structure stands as a testament to the rich history and architectural elegance that defines our nation's early years. As you explore Breed's Hill in Charlestown, you'll encounter two remarkable structures that echo ancient civilizations: the Egyptian-inspired Bunker Hill Monument and our very own Bunker Hill Lodge, designed in the style of a Greek temple. The lodge, with its solid masonry and graceful Grecian columns, provides an inviting gateway to the historical significance of this site.

Welcome to Wilder House Berkshires, your serene escape nestled in the heart of the picturesque Berkshires. Located at 48 South Main Street, Sheffield, Massachusetts, our charming lodging offers a perfect blend of comfort, tranquility, and rustic elegance. Whether you're seeking a peaceful retreat or an adventurous getaway, Wilder House provides the ideal base for exploring the natural beauty and cultural richness of the area. Our accommodations are thoughtfully designed to provide a cozy and inviting atmosphere, ensuring a restful stay for all our guests. Each room is equipped with modern amenities while retaining the charm and warmth of a classic Berkshire residence. Wake up to the stunning views of the surrounding landscapes and enjoy a delicious breakfast to start your day.

The John Carver Inn & Spa is a charming boutique hotel located in the heart of Historic Plymouth, Massachusetts. This lodging option offers a unique blend of Colonial charm and modern amenities, making it the perfect choice for visitors looking for a relaxing getaway. The hotel features 80 spacious guest rooms and luxury suites, each offering comfortable accommodations and upscale amenities. Guests can enjoy the exclusive Suite Dreams Experience in the elegant fireplace suites, which include oversized whirlpool tubs for ultimate relaxation. One of the highlights of the John Carver Inn & Spa is the Pilgrim Cove Indoor Theme Pool, which features an 80-foot water slide, waterfalls, a Jacuzzi, lap lanes, and a fitness room. This family-friendly hotel provides a fun and exciting experience for guests of all ages. Additionally, the on-site spa offers a tranquil escape with a variety of treatments and services to help guests unwind and rejuvenate.

The Charlotte Inn is a luxurious lodging institution located at 27 South Summer Street in the charming town of Edgartown, Massachusetts. This elegant inn offers a unique and unforgettable experience for guests seeking a tranquil and upscale retreat on Martha's Vineyard. With its beautifully appointed rooms, impeccable service, and exquisite dining options, The Charlotte Inn is the perfect destination for those looking to indulge in a truly refined and relaxing getaway. Whether you're exploring the island's picturesque surroundings or simply unwinding in the inn's serene atmosphere, The Charlotte Inn promises a memorable stay in a stunning New England setting.

The Inn At Cape Cod is a charming lodging establishment located at 4 Summer Street in Yarmouth, Massachusetts. This historic inn offers guests a cozy and comfortable retreat in the heart of Cape Cod. With beautifully appointed rooms, delicious breakfast options, and warm hospitality, The Inn At Cape Cod is the perfect place to relax and unwind during your visit to the United States. Experience the beauty and charm of Cape Cod while staying at this lovely inn.

Jiminy Peak Vacation Home Rentals is a real estate and travel agency located at 37 Corey Road in Hancock, Massachusetts, United States. We offer cozy vacation homes perfect for winter weekends, holiday periods, and spring, summer, and fall getaways. For winter weekends and holiday periods, we require a 7-day cancellation notice with a 10% cancellation fee of the total reservation. For midweek stays during non-holiday periods, we require a 48-hour cancellation notice with the same cancellation fee policy.

Located at 29 Main Street in Orleans, Massachusetts, WeNeedaVacation.com is a premier institution offering lodging, real estate, and travel services. Specializing in vacation rentals on Cape Cod, Martha's Vineyard, and Nantucket since 1997, we provide a wide range of options for travelers looking to explore the beautiful beaches, natural landscapes, and unique history of these iconic destinations. From historic Plymouth to the tip of Provincetown, the Cape offers an unparalleled combination of beauty and fun activities. Martha's Vineyard Island boasts six charming towns and 110 square miles of natural beauty, while Nantucket features a preserved main town surrounded by picturesque seaside communities. We offer flexible-length plans with no hidden fees or commissions, guaranteeing booking results and providing personalized services and resources for our members. As the go-to rental site for the Cape & Islands, WeNeedaVacation.com ensures a memorable and stress-free vacation experience. For added protection, travelers can also obtain instant travel insurance quotes through our website.

The Ponds at Foxhollow is a secluded resort located in the heart of the Berkshire Mountains at 3 Fox Hollow Drive, Lenox, Massachusetts. The resort offers one and two bedroom condominiums for timesharing or rental purposes, each with a master bedroom, fully equipped kitchen, living area with a double sleeper sofa, and a deck overlooking a picturesque pond. The property spans 223 acres, perfect for hiking in the warmer months and cross country skiing in the winter. The resort also offers outdoor activity equipment and canoes for guests to use. With breathtaking mountain views and a variety of recreational and cultural activities nearby, The Ponds at Foxhollow is the perfect destination for a relaxing getaway. Please note that the hot tub is temporarily out of service, but a new one is on the way.

Welcome to Brook Farm Inn, a charming lodging establishment located at 15 Hawthorne Street in Lenox, Massachusetts. Our Victorian Inn offers 15 guest rooms, including a carriage house with three luxury accommodations, perfect for a relaxing getaway in the beautiful Berkshires. Surrounded by trees and award-winning gardens, our inn provides a serene and secluded atmosphere, while still being just a short walk from historic Lenox village. Built in 1882 and furnished with antiques, our elegant inn features a library filled with poetry, history, and literature, where guests can enjoy the soothing sounds of classical music. Each room at Brook Farm Inn includes a full plated breakfast, providing a perfect start to the day before exploring all that the Berkshires have to offer. From skiing and hiking to theater and antiquing, there is something for everyone to enjoy in the area.

Jiminy Peak Mountain Resort is a premier destination located at 37 Corey Road in Hancock, Massachusetts, United States. This institution offers a wide range of activities for visitors, including skiing and snowboarding in the winter, as well as hiking, biking, and zip-lining in the summer. With on-site lodging options, dining establishments, and a variety of recreational amenities, Jiminy Peak Mountain Resort is the perfect destination for a family vacation or weekend getaway. Experience the beauty of the Berkshire Mountains while enjoying all that this top-rated tourist attraction has to offer.

Edgartown Commons is a charming lodging institution located at 20 Peases Point Way in the picturesque town of Edgartown, Massachusetts. This cozy retreat offers comfortable accommodations in the heart of Martha's Vineyard, just a short walk from the town's shops, restaurants, and scenic beaches. With its convenient location and affordable rates, Edgartown Commons is the perfect home base for exploring all that the island has to offer. Whether you're looking for a relaxing getaway or a fun-filled adventure, this welcoming institution is sure to make your stay unforgettable.

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 Island Inn on Martha's Vineyard by Vacasa is a charming vacation destination located at 30 Island Inn Road in Oak Bluffs, Massachusetts, United States. This condominium resort sits on five acres of beautiful land and is open year-round, offering a perfect New England getaway. The Island Inn on Martha's Vineyard offers a variety of vacation rentals to suit every traveler's needs. Whether you're looking for a cozy retreat for two or a spacious home for the whole family, there is something for everyone. The property boasts 51 vacation rentals with internet access, allowing guests to stay connected during their stay.

Sun Retreats Cape Cod is a charming lodging and RV park located at 130 Thomas B Landers Road in Falmouth, Massachusetts. Surrounded by the natural beauty of Cape Cod, this institution offers a peaceful retreat for guests looking to escape the hustle and bustle of everyday life. Whether you prefer to unwind in a cozy cabin or park your RV in a scenic spot, Sun Retreats Cape Cod provides a comfortable and relaxing environment for your stay. With easy access to nearby beaches, hiking trails, and local attractions, this institution is the perfect destination for a rejuvenating getaway on the East Coast.

Located at 247 Commercial Street in Provincetown, Massachusetts, The Crown & Anchor is a vibrant institution that offers a unique blend of bar, food, lodging, and restaurant services. This iconic establishment boasts a grand columned portico and tower, making it one of P-town's most recognizable facades. On any given summer night, the Crown & Anchor comes alive with performers from the Cabaret, often in drag, entertaining passers-by with their lively acts. Originally known as the Central House in the mid-19th century, The Crown & Anchor has a rich history rooted in entertainment and hospitality. Over the years, the establishment has evolved into the town's largest entertainment complex, offering a range of amenities for guests to enjoy. From its beginnings as a public hall for shows and entertainment, to its transformation into a hotel with sleeping rooms and a bowling alley, The Crown & Anchor has been a staple in Provincetown for generations.

Located at 535 U.S. 6 in Truro, Massachusetts, Dune Crest Hotel is a charming lodging institution offering comfortable accommodations with stunning views of the surrounding area. With a prime location near the beach, guests can enjoy easy access to the sand and surf, as well as nearby attractions and activities. The hotel features well-appointed rooms, friendly staff, and a range of amenities to ensure a pleasant stay for all guests. Whether visiting for a relaxing getaway or exploring the beauty of Cape Cod, Dune Crest Hotel is the perfect choice for a memorable stay.

Kalmar Village is a charming lodging establishment located at 674 Shore Road in Truro, Massachusetts, United States. As a unique combination of a lodging, real estate agency, and travel agency, Kalmar Village offers guests a one-of-a-kind experience. Whether you're looking for a cozy place to stay, interested in purchasing a vacation home, or in need of assistance planning your next trip, Kalmar Village has you covered. With its picturesque location near the shore, guests can enjoy the beauty of Cape Cod while receiving top-notch service from the friendly staff. Experience the best of Truro at Kalmar Village.

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.