TOP 30 Best Summer house rental deals in Massachusetts

Summer House is a charming institution nestled in the heart of Southwick, Massachusetts. Located at 552 College Highway, it is a delightful combination of a food establishment, restaurant, and store all rolled into one. With a warm and inviting atmosphere, Summer House offers a diverse menu of delicious dishes, as well as a selection of unique and locally sourced products for purchase. Whether you're looking for a tasty meal, a relaxing dining experience, or a one-of-a-kind shopping experience, Summer House has something for everyone. Come and visit us today and discover the joys of summer all year round.

Cape Cod Vacation Rentals is a reputable real estate and travel agency located at 33 Bradford Street in Concord, Massachusetts. Specializing in providing high-quality vacation rental properties in the picturesque Cape Cod area, our agency offers a wide range of accommodations to suit every traveler's needs. Whether you're looking for a cozy beachfront cottage or a spacious luxury villa, our team of experienced agents is dedicated to helping you find the perfect vacation rental for your next getaway. With personalized service and attention to detail, Cape Cod Vacation Rentals is your go-to destination for a memorable and relaxing vacation experience on the beautiful shores of Cape Cod.

Martha's Vineyard Rentals is a reputable real estate and travel agency located at 13 Beach Street Extension in Tisbury, Massachusetts. Specializing in vacation rentals on the picturesque Martha's Vineyard island, this agency offers a wide range of properties to suit every traveler's needs. Whether you're looking for a cozy cottage by the beach or a luxurious waterfront estate, Martha's Vineyard Rentals has something for everyone. With personalized service and attention to detail, they strive to make your vacation experience unforgettable. Book your dream getaway with Martha's Vineyard Rentals today and start planning your perfect island escape.

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 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.

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.

Summer Breeze Cape Cod is a reputable real estate and travel agency located at 175 Meadow Drive in Eastham, Massachusetts. Specializing in vacation rentals and property sales in the picturesque Cape Cod area, we offer a wide range of accommodations to suit every traveler's needs. Our experienced team is dedicated to providing exceptional service and helping clients find their perfect summer getaway. Whether you are looking to rent a cozy beachfront cottage or purchase a dream vacation home, Summer Breeze Cape Cod is here to make your stay on the Cape a memorable one. Contact us today to start planning your summer escape!

Hopper Real Estate ~ Outer Cape Rentals is a reputable real estate agency located in Eastham, Massachusetts, United States. Specializing in Outer Cape rentals, they offer a wide range of vacation homes and properties for visitors looking to experience the beauty of Cape Cod. With a team of experienced agents, Hopper Real Estate is dedicated to providing top-notch service to help clients find the perfect rental property for their vacation needs. Whether you're looking for a beachfront cottage or a cozy cabin in the woods, Hopper Real Estate has something for everyone. Visit their office at 5150 U.S. 6 to start planning your dream Cape Cod getaway today.

Kinlin Grover Vacation Rentals is a premier real estate and travel agency located in Harwich, Massachusetts. Situated at 476 Massachusetts 28, this institution offers a wide range of vacation rental properties for those looking to explore the beautiful Cape Cod area. With a reputation for excellence and exceptional customer service, Kinlin Grover Vacation Rentals is the perfect choice for anyone seeking a memorable and enjoyable vacation experience. Whether you are looking for a beachfront cottage or a cozy cabin in the woods, this agency has something for everyone. Book your dream vacation rental today and let Kinlin Grover Vacation Rentals help you create lasting memories.

Cape Cod Skaket Beach Waterfront Rental is a premier real estate and travel agency located at 193 Skaket Beach Road in Orleans, Massachusetts. Offering exquisite waterfront rental properties with stunning views of Skaket Beach, this institution specializes in providing luxurious accommodations for those looking to experience the beauty of Cape Cod. Whether you're seeking a relaxing beach getaway or a fun-filled family vacation, Cape Cod Skaket Beach Waterfront Rental has the perfect rental for you. Book your stay today and enjoy a truly unforgettable experience on the shores of Cape Cod.

Summerwind Cottage Rental is a charming real estate and travel agency located in Gloucester, Massachusetts. Situated at 5 Stanwood Terrace, this institution offers a variety of cozy and picturesque cottages available for rent during the summer months. Whether you're looking for a romantic getaway or a family vacation, Summerwind Cottage Rental has the perfect accommodation for you. With stunning views of the surrounding area and convenient access to local attractions, this institution is the ideal choice for those seeking a relaxing and memorable summer retreat. Book your stay today and experience the beauty of Gloucester at Summerwind Cottage Rental.

CAPE COD VACA RENTAL @CAPECODVACA is a premier real estate and travel agency located at 34 Wild Hunter Road in Yarmouth, Massachusetts. Specializing in vacation rentals on beautiful Cape Cod, our agency offers a wide selection of properties to suit every traveler's needs. Whether you're looking for a cozy beach cottage or a luxurious waterfront estate, we have the perfect vacation rental for you. Our experienced team is dedicated to providing exceptional service and helping you create unforgettable memories on your Cape Cod getaway. Contact us today to start planning your dream vacation!

Seaside Summer Rentals is a premier real estate and travel agency located at 1370 Massachusetts 134 in Dennis, Massachusetts. We specialize in providing luxury vacation rentals along the picturesque seaside of Cape Cod. Our properties range from cozy beach cottages to spacious waterfront estates, ensuring that every guest can find their perfect summer retreat. With our personalized service and attention to detail, we strive to make your vacation experience unforgettable. Contact us today to start planning your dream getaway by the sea!

Barker House by Wedgewood Weddings is a historic waterfront wedding venue located at 21 Barker Road in Scituate, Massachusetts. Nestled in the seaside town of Boston's South Shore, overlooking Scituate Harbor, this charming venue offers a picturesque setting for your special day. The venue is currently undergoing renovations to enhance the get-ready suites and outdoor ceremony site, while still maintaining its historic charm. The venue features two grand halls, the Williams Room and the New England Room, both offering a unique and elegant space for your wedding celebration. The lush gardens surrounding the venue provide a stunning backdrop for outdoor ceremonies, bursting with color during spring and summer.

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.

Valebrook Apartments is a modern residential complex located at 11 Summer Street in Lawrence, Massachusetts, United States. Our apartments offer spacious living areas, updated amenities, and a convenient location close to shopping, dining, and entertainment options. Residents can enjoy beautifully landscaped grounds, a fitness center, swimming pool, and on-site laundry facilities. With easy access to public transportation and major highways, Valebrook Apartments is the perfect place to call home in the heart of Lawrence.

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.

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.

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.

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.

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.

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.

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 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.

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.