TOP 30 Best Resort with pool in Massachusetts

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.

Blue Rock Resort is a charming lodging destination situated at 39 Todd Road in the picturesque town of Yarmouth, Massachusetts, United States. This tranquil resort offers a serene escape for guests looking to relax and unwind in a beautiful natural setting. With comfortable accommodations, modern amenities, and friendly staff, Blue Rock Resort is the perfect choice for a peaceful getaway on Cape Cod. Whether you're seeking a romantic weekend retreat or a family vacation, this resort has everything you need for a memorable stay.

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.

The Soundings Seaside Resort is a charming lodging located at 59 Chase Avenue in Dennis, Massachusetts, United States. Situated right by the beach, this resort offers guests stunning ocean views and easy access to the sand and surf. The accommodations are cozy and comfortable, providing a relaxing retreat for visitors looking to unwind by the sea. With impeccable service and a range of amenities, The Soundings Seaside Resort is the perfect destination for a seaside getaway.

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires is a charming lodging destination nestled in the picturesque town of Lee, Massachusetts. Surrounded by the stunning beauty of the Berkshires, this resort offers a perfect retreat for families and couples looking to relax and unwind in a peaceful setting. The resort features spacious accommodations, including comfortable rooms and suites, all equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a range of on-site facilities, including indoor and outdoor pools, a fitness center, tennis courts, and a game room. There are also organized activities and events for guests of all ages to enjoy.

Located at 327 South Shore Drive in Yarmouth, Massachusetts, the Riviera Beach Resort is a charming lodging institution that offers guests a relaxed and joyful oceanfront experience. Families can enjoy the sprawling private beach, endless activities, and convenient adjoining rooms and spacious suites. Children can build sandcastles on the private beach while parents soak in the sun. With kid-friendly amenities and a world of beach adventures, families can create timeless memories. The resort is known for its proximity to beautiful beaches and quiet residential neighborhoods, offering stunning coastline views and iconic New England seafaring scenes. The beachfront location provides clear ocean views and an open invitation to dive in, bask, and treasure hunt along the enchanting coastline. The resort offers 125 thoughtfully designed guest rooms, from tranquil poolside retreats to ocean view rooms with breathtaking vistas. Guests can enjoy dining options by the pool, at the waterfront bar, or in the dining room, all featuring the classic taste of New England cuisine.

Blue Water Resort, located at 291 South Shore Drive in Yarmouth, Massachusetts, is a vibrant beachfront getaway for those seeking joyful thrills and memorable experiences. Nestled on the Nantucket Sound, this resort offers a range of activities from boogie boarding to enjoying delicious lobster rolls and colorful drinks at the beachside tiki bar. With its enviable location steps away from the shore, guests can indulge in sunrise strolls, afternoon dips, and sunset walks on the beach. The resort's South Yarmouth location on South Shore Drive offers picturesque views, sandy beaches, and a taste of the coastal lifestyle. Guests can choose from a variety of accommodations, including dog-friendly rooms, family suites, and chic accessible rooms. With access to the beaches, pools, and activities at all properties, including the nearby Riviera Beach Resort, guests can truly make the most of their Cape Cod adventure.

Greenwood Memorial Pool and Spray Park is a popular tourist attraction located at 69 Park Street in Gardner, Massachusetts, United States. This institution offers a refreshing oasis for visitors looking to cool off and have fun in the sun. The pool provides a relaxing environment for swimming and lounging, while the spray park offers interactive water features for children to enjoy. With its lush green surroundings and family-friendly atmosphere, Greenwood Memorial Pool and Spray Park is the perfect destination for a day of outdoor recreation and relaxation.

Bluegreen The Breakers Resort is a charming lodging establishment located at 61 Chase Avenue in Dennis, Massachusetts. This beautiful resort offers a peaceful retreat for guests looking to relax and unwind by the ocean. The resort features comfortable accommodations, stunning ocean views, and top-notch amenities such as a swimming pool, fitness center, and on-site dining options. Whether you're looking for a romantic getaway or a fun family vacation, Bluegreen The Breakers Resort is the perfect choice for your next trip to the Cape Cod area.

Yarmouth Resort is a family-friendly lodging located at 343 Main Street in West Yarmouth, Massachusetts. The guest rooms are equipped with a flat screen TV, refrigerator, and kitchenette, with free wifi available for guests. The motel also offers amenities such as a pool, barbeque facilities, and a 24-hour front desk. Free parking is provided for guests' convenience. The resort is conveniently located just 0.7 miles from the beach, with popular attractions like Hyannis Whale Watcher Cruises and Cape Cod Inflatable Water Park within a short drive. Please note that certain facilities or services may be unavailable during specific dates.

Winstead Inn & Resort is a charming lodging establishment located at 116 Parallel Street in Harwich, Massachusetts, United States. Nestled in a picturesque setting, this resort offers a peaceful retreat for visitors looking to relax and unwind. The inn boasts comfortable accommodations, well-appointed rooms, and top-notch amenities to ensure a memorable stay for guests. With its convenient location near the beach and local attractions, Winstead Inn & Resort is the perfect choice for a tranquil getaway in Cape Cod.

Located in Charlemont, Massachusetts, Zoar Outdoor Adventure Resort is the ultimate destination for thrilling outdoor activities. From whitewater rafting and kayaking to zip lining, our adventures are sure to create unforgettable memories. At Zoar Outdoor, we are dedicated to providing the best human-powered outdoor experiences for our guests. Whether you are looking for a day trip or an overnight adventure, we can accommodate groups of all sizes. From bachelor and bachelorette parties to church groups, scout troops, school groups, and families, there is something for everyone at Zoar Outdoor.

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.

Pleasant Bay Village Resort is a charming lodging institution located at 1191 Orleans Road in the picturesque town of Chatham, Massachusetts, United States. Situated near the stunning Pleasant Bay, this resort offers guests a peaceful and serene retreat surrounded by natural beauty. The resort features comfortable accommodations, including cozy cottages and well-appointed guest rooms, perfect for a relaxing getaway. Guests can enjoy amenities such as a swimming pool, tennis courts, and a delicious on-site restaurant. Whether you're looking for a romantic escape or a family vacation, Pleasant Bay Village Resort provides a tranquil and idyllic setting for your stay in Cape Cod.

Located in the picturesque town of Harwich, Massachusetts, the Winstead Inn And Beach Resort offers a truly unique Cape Cod vacation experience. With two properties to choose from, guests can enjoy the charm of the inn in Harwich Center or the beachfront resort in Harwich Port. The Winstead Inn features elegant rooms individually decorated for a luxurious stay, with amenities such as a swimming pool, beautiful grounds, and a spacious great room. Guests can also take advantage of the private beach at the Beach Resort, just a short shuttle ride away.

Even'tide Resort & Cottages is a charming lodging establishment located in Wellfleet, Massachusetts. Situated at 650 U.S. 6, this resort offers cozy cottages and comfortable rooms for guests to enjoy a relaxing stay on Cape Cod. The resort is surrounded by beautiful scenery and is just a short drive away from the beach, making it the perfect destination for a seaside getaway. With friendly staff, clean accommodations, and a peaceful atmosphere, Even'tide Resort & Cottages is a great choice for those looking to unwind and rejuvenate in a tranquil setting.

Red Dog Pet Resort & Spa Boston is a luxurious pet boarding and grooming facility located in the heart of Boston, Massachusetts. Our state-of-the-art facility offers a range of services including overnight boarding, daycare, grooming, and training for your furry friends. Our experienced staff is dedicated to providing the highest level of care and attention to ensure your pet's comfort and happiness during their stay with us. With spacious accommodations, indoor and outdoor play areas, and a dedicated team of animal lovers, Red Dog Pet Resort & Spa Boston is the perfect home away from home for your beloved pets. Visit us at 274 Southampton Street to see why we are the premier pet resort in Boston.

Secret Garden Pet Resort is a premier pet boarding and daycare facility located at 1040 Central Street in East Bridgewater, Massachusetts. Our resort offers a luxurious and safe environment for your furry friends to relax and play while you are away. Our experienced staff provides personalized care and attention to each pet, ensuring they have a comfortable and enjoyable stay. With spacious indoor and outdoor play areas, a swimming pool, and grooming services available, your pet will feel like they are on their own vacation. Trust Secret Garden Pet Resort to provide the highest quality care for your beloved pets.

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.

Veranda Cape Cod Family Resort is a charming lodging located in Yarmouth, Massachusetts. Situated at 1261 Massachusetts 28, this cozy resort offers a perfect retreat for families looking to enjoy a relaxing vacation on Cape Cod. With comfortable accommodations, a range of amenities, and a convenient location near the beach and other attractions, Veranda Cape Cod Family Resort is the ideal choice for a memorable getaway. Whether you're looking to relax by the pool, explore the local area, or simply unwind in a peaceful setting, this resort has everything you need for a wonderful stay.

Horizons Beach Resort is a luxurious lodging facility situated at 190 Shore Road in the picturesque town of Truro, Massachusetts, United States. Nestled along the stunning coastline, this resort offers guests a tranquil and serene atmosphere with breathtaking ocean views. With comfortable accommodations, top-notch amenities, and impeccable service, Horizons Beach Resort is the perfect destination for a relaxing getaway or a romantic escape. Whether you're looking to unwind by the pool, stroll along the beach, or explore the charming town of Truro, this resort has everything you need for a memorable stay. Experience the beauty of Cape Cod at Horizons Beach Resort.

Riverview Resort is a charming lodging establishment situated at 37 Neptune Lane in the picturesque town of Yarmouth, Massachusetts. Nestled along the banks of a tranquil river, this resort offers guests a peaceful and serene retreat surrounded by nature. The resort features comfortable accommodations, a variety of amenities, and stunning views of the river from many of the rooms. Whether you're looking for a relaxing getaway or a fun-filled vacation, Riverview Resort is the perfect destination for travelers seeking a memorable experience in the United States.

Brewster Green Resort is a charming lodging establishment located at 203 Lund Farm Way in Brewster, Massachusetts. As a unique combination of a resort, real estate agency, and travel agency, Brewster Green offers luxurious accommodations, expert real estate services, and personalized travel planning all in one convenient location. Whether you're looking for a relaxing getaway, a new property investment, or assistance with planning your next vacation, Brewster Green Resort has everything you need to make your stay in Brewster unforgettable.

Pine Lake RV Resort & Cottages is a charming lodging destination located at 30 River Road in Sturbridge, Massachusetts. This beautiful resort offers a peaceful and scenic retreat for those looking to relax and unwind in the heart of nature. Guests can enjoy spacious RV sites with full hookups, as well as cozy cottages for a more traditional stay. The resort features a range of amenities including a swimming pool, playground, and recreational activities such as fishing and hiking. Whether you're looking for a weekend getaway or a longer vacation, Pine Lake RV Resort & Cottages is the perfect choice for your next adventure in Massachusetts.

Holiday Inn Club Vacations Oak n’ Spruce Resort - Tour Reception is a welcoming lodging institution located in Lee, Massachusetts, United States. Situated at 165 Meadow Street, this resort offers a relaxing and comfortable environment for guests to enjoy during their vacation. The tour reception area provides guests with information about the resort's amenities and activities, ensuring a memorable stay for all visitors. With its convenient location and friendly staff, Holiday Inn Club Vacations Oak n’ Spruce Resort - Tour Reception is the perfect choice for those seeking a peaceful getaway in the beautiful Berkshires region.

Located on an eight-acre farm in West Tisbury, Martha's Vineyard, Lambert's Cove Inn & Resort is a boutique lodging option that offers overnight accommodations, fine dining, a swimming pool, lawn games, complimentary bicycles, and access to the beautiful private Lambert's Cove Beach. Originally a working farm dating back to 1790, this enchanting property is a retreat for solo travelers, couples seeking a romantic escape, and digital nomads. With fifteen rooms spread across three buildings, guests can choose accommodations that suit their preferences, whether it be a room with a queen or king-size bed, a pull-out sofa, or a screened-in porch. The resort also serves as a popular venue for weddings and group events, offering a unique wedding ceremony space in the English Garden that blends rustic New England charm with British elegance. Guests can enjoy the tastes and hospitality of the resort's restaurant, Woods, which offers a diverse and delicious menu in a welcoming and hip coastal chic atmosphere. For those looking to explore Martha's Vineyard, Lambert's Cove Inn & Resort provides easy access to private Lambert's Cove Beach and is just five miles from Vineyard Haven. Additionally, the resort offers a variety of activities for guests to enjoy on-site, ensuring a memorable and relaxing stay. Whether you choose to explore the island or simply unwind at the resort, Lambert's Cove Inn & Resort promises a unique and unforgettable experience in Martha's Vineyard.

Winnetu Oceanside Resort is a charming lodging institution located at 31 Dunes Road in Edgartown, Massachusetts, United States. This resort is Martha's Vineyard's only resort at iconic South Beach, offering a nostalgic experience reminiscent of carefree childhood days. With various accommodation options ranging from private home rentals to suites and cottages, Winnetu caters to every type of vacationer. Guests can enjoy the stunning beauty of Katama, where farm meets sea at South Beach, just a short distance from historic downtown Edgartown. The resort offers a range of amenities and activities for all ages, including rides in an antique firetruck, weekly clambakes in the summer, an award-winning children's program, and two swimming pools. Guests can also indulge in the flavors of Martha's Vineyard at The Dunes Deck while taking in breathtaking views. For those looking to explore the island, Winnetu provides complimentary shuttles to downtown Edgartown and water taxis to nearby attractions.

InnSeason Resorts Surfside is a charming lodging institution located at 134 Menauhant Road in Falmouth, Massachusetts, United States. Situated just steps away from the beach, this resort offers guests a relaxing and peaceful retreat by the sea. The accommodations are comfortable and well-appointed, with modern amenities to ensure a pleasant stay. Guests can enjoy a range of on-site facilities including a swimming pool, fitness center, and outdoor BBQ area. With its convenient location and cozy atmosphere, InnSeason Resorts Surfside is the perfect choice for a memorable vacation on Cape Cod.

Atlantic Oaks RV Resort is a one-stop destination for all your camping and RV needs in Eastham, Massachusetts. Located at 3700 U.S. 6, this sprawling resort offers a campground, car repair services, lodging accommodations, a park for outdoor activities, RV park for convenient parking, storage facilities for your belongings, and a store for all your camping essentials. Whether you're looking to relax in nature, explore the Cape Cod area, or simply enjoy a comfortable stay in your RV, Atlantic Oaks RV Resort has everything you need for a memorable vacation experience.

Horton's Camping Resort is a picturesque campground and lodging facility located at 71 South Highland Road in Truro, Massachusetts, United States. Situated in a beautiful park-like setting, this resort offers a peaceful and relaxing atmosphere for guests to enjoy. With spacious campsites, cozy cabins, and modern amenities, Horton's Camping Resort is the perfect destination for those looking to experience the great outdoors in comfort. Whether you're looking to relax by the campfire, explore the nearby hiking trails, or simply unwind in nature, this resort has something for everyone. Book your stay today and experience the beauty of Truro at Horton's Camping Resort.