TOP 30 Vacation rentals with pool in Massachusetts

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Castle Creek Adventure Land is a thrilling and family-friendly destination located in Salem, Massachusetts. Situated at 100-114 Swampscott Road, this institution offers a wide range of exciting activities for visitors of all ages. From zip lining and rock climbing to mini golf and go-kart racing, there is something for everyone to enjoy at Castle Creek Adventure Land. Whether you're looking for a fun day out with the family or a unique venue for a birthday party or corporate event, this institution has you covered. Come and experience the excitement and adventure that awaits at Castle Creek Adventure Land!

Fourth Cliff Family Recreation Area is a charming campground, lodging, and park located at 348 Central Avenue in Scituate, Massachusetts, United States. Nestled in a picturesque setting, this institution offers a relaxing retreat for families and nature enthusiasts alike. With a variety of accommodations, including cabins and campsites, guests can enjoy a peaceful stay surrounded by the beauty of the outdoors. The park features amenities such as hiking trails, playgrounds, and picnic areas, providing endless opportunities for outdoor recreation and relaxation. Whether you're looking to unwind in nature or embark on an adventure, Fourth Cliff Family Recreation Area is the perfect destination for a memorable getaway.

Plymouth Rock Waterfront is a historic tourist attraction located in Plymouth, Massachusetts, United States. This iconic site is where the Pilgrims first landed in 1620 and is widely considered to be the symbol of the early European settlement in America. Visitors can explore the area and learn about the history of the Mayflower voyage and the founding of Plymouth Colony. The waterfront offers stunning views of the harbor and is a popular destination for tourists looking to immerse themselves in American history.

The Bourne Recreation Authority, located at 370 Scenic Highway in Bourne, Massachusetts, United States, is a park that offers a variety of amenities and activities for visitors. The 2024 season runs from March 29 to October 27, and the park is pet-friendly. With 439 sites, including electric and non-electric options, as well as cabins and lodges, there is something for everyone at Bourne Scenic Park. Visitors can enjoy fishing, hiking, biking, and rollerblading along the banks of the Canal, as well as scheduled activities for both children and adults. The Rec. Hall offers video games and movies, while the Park Store provides groceries, ice cream, clothing, and camping supplies. Guests can also relax in the pools and recreation areas, all while taking in the scenic views of the Canal.

Glendon Beach Cottages is a charming lodging establishment located at 91 Glendon Road in Dennis, Massachusetts, United States. These cozy cottages offer a peaceful retreat just steps away from the beautiful Glendon Beach. Each cottage is tastefully decorated and equipped with all the amenities needed for a comfortable stay. Guests can enjoy stunning ocean views, relax on the private deck, or take a leisurely stroll along the sandy shores. Whether you're looking for a romantic getaway or a fun family vacation, Glendon Beach Cottages is the perfect choice for your next seaside escape.

Heritage Sands is a charming lodging institution located at 61 Old Wharf Road in Dennis, Massachusetts, United States. Nestled along the picturesque coastline of Cape Cod, this seaside retreat offers guests a unique and memorable vacation experience. With cozy cottages, stunning ocean views, and easy access to the beach, Heritage Sands is the perfect destination for those seeking relaxation and rejuvenation. Whether you're looking to unwind by the water, explore the local shops and restaurants, or simply soak up the sun on the sandy shores, Heritage Sands has something for everyone. Come discover the beauty and tranquility of this idyllic retreat on the shores of Cape Cod.

CLS Properties, LLC is a reputable real estate agency located at 20 Summit Road in Wellesley, Massachusetts. With a strong focus on providing top-notch services to clients looking to buy, sell, or rent properties in the area, CLS Properties, LLC is known for their professionalism and expertise in the real estate market. Additionally, they also offer travel agency services, helping clients find the perfect vacation rental or investment property in popular destinations. Whether you are looking for a new home, a vacation rental, or an investment property, CLS Properties, LLC is the agency to trust for all your real estate needs.

First Choice Realty | First Choice Dorsey Group is a reputable institution located at 1396A Beacon Street, Brookline, Massachusetts, United States. As a general contractor and real estate agency, we have a dedicated team of skilled and trained real estate agents who specialize in buyer, seller, and rental representation. Our agents cover the metro-Boston area, including Brookline and Cambridge, offering exclusive off-market listings to our clients. The First Choice Dorsey Group, affiliated with Compass, is known for their expertise in buying and selling properties, increasing ROI for investment properties, real estate development, and property management. Our experienced team strives to provide the best competitive advantages the market has to offer, ensuring a successful and efficient real estate transaction for our clients.

CL Properties is a premier real estate agency located at 112 Union Wharf in Boston, Massachusetts. Our team of experienced and knowledgeable agents are dedicated to helping clients buy, sell, and rent properties in the Greater Boston area. With a focus on personalized service and attention to detail, we strive to make the real estate process as smooth and stress-free as possible for our clients. Whether you are looking for a new home, investment property, or rental, CL Properties is here to help you every step of the way. Contact us today to learn more about how we can assist you with all of your real estate needs.

The Kensington is a premier real estate agency located at 665 Washington Street in the heart of Boston, Massachusetts. Our experienced team of agents are dedicated to helping clients find their dream homes in this vibrant city. With a focus on luxury properties and personalized service, The Kensington is committed to providing top-notch assistance in buying, selling, or renting real estate. Whether you're looking for a chic urban condo or a spacious family home, The Kensington is here to make your real estate dreams a reality. Contact us today to start your journey towards finding the perfect property in Boston.

Berkshire East Mountain Resort is a charming lodging destination nestled in the picturesque town of Charlemont, Massachusetts. Situated at 66 Thunder Mountain Road, this resort offers guests a peaceful and serene retreat surrounded by the stunning Berkshire Mountains. With cozy accommodations, breathtaking views, and a range of outdoor activities including skiing, snowboarding, and hiking, Berkshire East Mountain Resort is the perfect destination for those seeking a relaxing getaway in the heart of nature.

Doherty Properties is a full-service real estate agency located in Chelmsford, Massachusetts. We offer a wide range of services including rentals, sales, retail, commercial, investment, property management, and legal services. Our experienced agents and staff are dedicated to guiding clients through every step of the real estate transaction process. At Doherty Properties, our mission is to provide cutting-edge technology and access to the best rental and sales database in the region. We strive to help clients understand the value of their properties and provide exceptional service throughout their real estate journey.

Silva Realty Group, Inc. is a reputable real estate agency located at 52 Brigham Street in New Bedford, Massachusetts. With a team of experienced and dedicated real estate professionals, we specialize in helping clients buy, sell, and rent residential and commercial properties in the greater New Bedford area. Our commitment to providing personalized service, expert guidance, and exceptional results sets us apart in the industry. Whether you are a first-time homebuyer, seasoned investor, or looking to lease space for your business, Silva Realty Group, Inc. is here to assist you every step of the way. Contact us today to learn more about how we can help you achieve your real estate goals.

Gibson Sotheby's International Realty is a prestigious real estate agency located in the heart of Boston, Massachusetts. Situated at 277 Dartmouth Street, this renowned institution specializes in luxury properties and offers unparalleled service to clients looking to buy or sell high-end homes. With a team of experienced and knowledgeable agents, Gibson Sotheby's International Realty is dedicated to providing top-notch expertise and guidance throughout the real estate process. Whether you are seeking a lavish estate or a chic urban apartment, this agency is committed to helping you find your dream property in one of America's most vibrant cities.

East Coast Divers is a premier diving institution located in Brookline, Massachusetts. As a school, store, and travel agency, we offer a wide range of services to suit all your diving needs. Our experienced instructors provide top-notch training for beginners and advanced divers alike. Our store is fully stocked with all the latest gear and equipment, ensuring you have everything you need for a successful dive. Additionally, our travel agency can help you plan the diving trip of a lifetime to exotic destinations around the world. Come visit us at 213 Boylston Street and let us help you explore the underwater world like never before.

French King Bowling Center and Storage Facilities is a versatile establishment located at 55 French King Highway in Erving, Massachusetts, United States. As a popular bowling alley, it offers a fun and entertaining experience for all ages. In addition to bowling, guests can enjoy delicious food from the on-site restaurant or opt for a convenient meal takeaway option. The facility also provides storage facilities for those in need of extra space. Whether you're looking for a day of bowling fun, a tasty meal, or storage solutions, French King Bowling Center has you covered.

Olindy's Quincy Avenue Lanes is a popular bowling alley located at 170 Quincy Avenue in Quincy, Massachusetts, United States. With a welcoming atmosphere and state-of-the-art facilities, this institution is the perfect place to enjoy a fun-filled day of bowling with friends and family. Whether you're a seasoned bowler or a beginner, Olindy's Quincy Avenue Lanes offers a range of lanes and equipment to suit all skill levels. Additionally, they have a snack bar serving delicious treats and beverages to keep you energized throughout your game. Come on down to Olindy's Quincy Avenue Lanes for a memorable bowling experience in Quincy!

South End Hospitality is a modern and professional management service located in Boston, Massachusetts. Our services are designed to eliminate any stress or worry for property owners and maximize profits. Whether you have a property in Boston, Cape Cod, The Berkshires, or Gloucester, we are dedicated to providing cost-effective vacation rental management services. Our experienced hosts consistently receive five-star ratings, and we strive to be the best management company in the area. With our "Hand Us The Keys" service plan, property owners can sit back and collect profits while we handle pricing, reservations, check-ins, cleaning, laundry, and provide 24/7 on-call staff.

Ledgewood Condominiums is a premier residential community located at 1 Ledgewood Way in Peabody, Massachusetts. Nestled in a peaceful and picturesque setting, this institution offers a luxurious and comfortable living experience for its residents. With spacious and well-appointed units, beautiful landscaping, and top-notch amenities such as a swimming pool, fitness center, and clubhouse, Ledgewood Condominiums provides a perfect blend of tranquility and convenience. The community is also conveniently located near shopping centers, restaurants, and major highways, making it an ideal choice for those looking for a vibrant yet serene place to call home.

Chequessett Yacht & Country Club is a health institution located at 680 Chequessett Neck Road in Wellfleet, Massachusetts. This club offers a variety of activities including Golf, Tennis, Pickleball, and Sailing, all while overlooking the beautiful Wellfleet Harbor. The club features a nine-hole semi-links golf course, Novo Pro Turf tennis courts, and a Waterfront Beach Club. They also have venue spaces for waterfront weddings and special events, as well as a restaurant serving breakfast and lunch with a view of the 9th hole or Wellfleet Bay. Families can register their children for a summer program filled with various activities. Non-members can play the course for a fee, and riding carts are available for members during the winter months. Come enjoy the amenities and create lasting memories at Chequessett Yacht & Country Club in Cape Cod.

Sankaty Head Golf Club is a prestigious golf institution located at 100 Sankaty Road in Nantucket, Massachusetts, United States. This historic club offers a challenging and scenic 18-hole golf course with stunning views of the surrounding landscape. With a rich tradition and top-notch facilities, Sankaty Head Golf Club provides a premier golfing experience for members and guests alike. Whether you are a seasoned golfer or a beginner, this club offers a welcoming and inclusive environment for all levels of players. In addition to the golf course, the club also features a clubhouse, pro shop, and dining options for a complete and enjoyable experience. Come and experience the beauty and excellence of Sankaty Head Golf Club on your next visit to Nantucket.

Yarmouth Cape Cod is a reputable institution located at 279 Orleans Road in Chatham, Massachusetts, United States. As a real estate agency, they specialize in helping clients find their dream homes or vacation rentals in the beautiful Cape Cod area. Additionally, they also operate as a travel agency, offering personalized vacation planning services for those looking to explore the charming town of Yarmouth and beyond. With their expert knowledge of the local area and dedication to customer satisfaction, Yarmouth Cape Cod is the perfect choice for all your real estate and travel needs in Cape Cod.

King's Beach is a popular tourist attraction located at 13 Lynn Shore Drive in Lynn, Massachusetts, United States. This picturesque beach offers stunning views of the Atlantic Ocean and is a perfect spot for sunbathing, swimming, and relaxing. Visitors can enjoy a leisurely stroll along the sandy shore or take a refreshing dip in the cool waters. With its convenient location and beautiful surroundings, King's Beach is a must-visit destination for anyone looking to experience the natural beauty of the New England coastline.

Kent's Point is a picturesque park and tourist attraction located at 40 Keziahs Lane in Orleans, Massachusetts, United States. Situated in a peaceful and natural setting, this institution offers visitors a chance to explore the beauty of Cape Cod's landscape. With walking trails, scenic views, and opportunities for birdwatching, Kent's Point is the perfect destination for nature lovers and outdoor enthusiasts. Whether you're looking to relax and unwind or embark on an adventure, this hidden gem is sure to captivate and inspire all who visit.

Ocean Front Cottage is a charming accommodation located on Wildflower Lane in the picturesque town of Orleans, Massachusetts. This cozy cottage offers stunning views of the ocean, providing guests with a peaceful and tranquil retreat. The cottage is beautifully furnished and equipped with all the amenities needed for a comfortable stay. Guests can relax on the private patio, take a leisurely stroll along the beach, or explore the nearby shops and restaurants. Whether you're looking for a romantic getaway or a family vacation, Ocean Front Cottage is the perfect destination for a memorable stay by the sea.

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.