TOP 10 Vacation rentals with pool in Massachusetts

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FearlessRose vacation rental is a cozy and welcoming lodging institution located on Appleton Street in Springfield, Massachusetts, United States. Our rental property offers a comfortable and stylish accommodation option for travelers looking to experience the charm of Springfield. With modern amenities, spacious rooms, and a convenient location, FearlessRose vacation rental is the perfect choice for a relaxing and enjoyable stay in the area. Whether you are visiting for business or pleasure, our institution provides a peaceful retreat where you can unwind and recharge during your trip. Book your stay with us today and experience the comfort and convenience of FearlessRose vacation rental.

Welcome to Berkshire Rental Properties, located at 29 Benton Avenue in Great Barrington, Massachusetts. Whether you're in search of a quaint cottage or a luxurious multifamily estate, Berkshire Rental Properties offers a wide range of options to suit your needs. Our listings are carefully selected for their desirability, location, and top-notch amenities, providing a step above the typical rental offerings. At Berkshire Rental Properties, we understand the allure of the Berkshires and aim to provide a seamless getaway experience for our guests. Whether you're seeking outdoor adventures, cultural experiences, or simply a relaxing retreat, our properties serve as the perfect gateway to all that the Berkshires have to offer.

Kirby Condo Rentals is a premier accommodation provider located at 90 McKinstry Avenue in Chicopee, Massachusetts. Our luxurious condos offer a comfortable and convenient stay for both short-term and long-term guests. With top-notch amenities and a prime location, Kirby Condo Rentals is the perfect choice for travelers looking for a home away from home in the United States. Experience exceptional service and a memorable stay at Kirby Condo Rentals.

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.

Del Mar Vacations is a well-established real estate and travel agency located in Orleans, Massachusetts. Specializing in vacation rentals and property management, our dedicated team is committed to providing top-notch service to clients looking to explore the beautiful Cape Cod area. Whether you're looking for a cozy beachfront cottage or a luxurious waterfront home, Del Mar Vacations has a wide range of properties to suit every taste and budget. With our expert knowledge of the area and personalized approach, we strive to make your vacation experience unforgettable. Visit us at 24 South Orleans Road to start planning your dream getaway today.

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.

Nantucket Rentals is a premier real estate and travel agency located at 53 Main Street in Nantucket, Massachusetts. We specialize in providing luxurious vacation rentals on the picturesque island of Nantucket. Our team of experienced agents will help you find the perfect rental property for your next getaway, whether you're looking for a cozy cottage by the beach or a spacious waterfront estate. With our local expertise and personalized service, we ensure that your Nantucket vacation is unforgettable. Contact us today to start planning your dream vacation on this charming island.

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.

Waterfront Rentals is a premier real estate and travel agency located at 411 Massachusetts 28 in Yarmouth, Massachusetts. Specializing in luxurious waterfront properties, our agency offers a wide range of rental options for those looking to enjoy the beauty of Cape Cod's stunning coastlines. Whether you're seeking a peaceful retreat or a fun-filled vacation, our experienced team is dedicated to helping you find the perfect rental for your needs. With top-notch customer service and a diverse selection of properties, Waterfront Rentals is your go-to destination for an unforgettable stay on the shores of 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.

Vacation Village in the Berkshires is a charming lodging institution located at 276 Brodie Mountain Road in Hancock, Massachusetts, United States. Nestled in the picturesque Berkshires region, this resort offers cozy accommodations and top-notch amenities for a relaxing and enjoyable vacation experience. Guests can unwind in spacious suites equipped with modern comforts, take a dip in the indoor or outdoor pools, or explore the nearby attractions such as ski slopes, hiking trails, and cultural venues. Whether you're seeking a romantic getaway or a fun family vacation, Vacation Village in the Berkshires is the perfect destination for your next trip.

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.

Sea Breeze Inn beach rentals is a charming lodging located at 270 Ocean Avenue in Barnstable, Massachusetts, United States. Situated near the beautiful coastline, this institution offers cozy and comfortable accommodations for guests looking to enjoy a relaxing beach getaway. With a serene atmosphere and stunning ocean views, Sea Breeze Inn is the perfect destination for those seeking a peaceful retreat by the sea. Whether you're looking to unwind on the beach, explore the nearby attractions, or simply relax in the comfort of your room, Sea Breeze Inn beach rentals provides a warm and welcoming stay for all visitors.

Bluegreen Vacations The Soundings, Ascend Resort Collection is a charming lodging institution located at 79 Chase Avenue in Dennis, Massachusetts, United States. Situated right on the beautiful shores of Cape Cod, this resort offers guests a peaceful and picturesque getaway. The accommodations are spacious and comfortable, with modern amenities and stunning views of the ocean. Guests can relax by the outdoor pool, take a stroll along the beach, or explore the nearby attractions such as museums, shops, and restaurants. Whether you're looking for a romantic retreat or a fun family vacation, Bluegreen Vacations The Soundings is the perfect destination.

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.

AAA Apartment Rentals, Inc. is a reputable real estate agency located at 449 Ferry Street in Everett, Massachusetts, United States. Specializing in apartment rentals, they offer a wide range of properties to suit every need and budget. With a team of experienced agents, they provide exceptional service to help clients find their perfect rental property. Whether you are looking for a cozy studio or a spacious family home, AAA Apartment Rentals, Inc. has something for everyone. Contact them today to find your dream apartment in the vibrant city of Everett.

Ocean Park Realty Rentals is a reputable real estate agency located at 69 Circuit Avenue in the charming town of Oak Bluffs, Massachusetts. Specializing in vacation rentals, they offer a wide range of properties to suit every taste and budget. Whether you are looking for a cozy cottage by the sea or a luxurious beachfront villa, their dedicated team of professionals is committed to helping you find the perfect vacation rental for your needs. With their extensive knowledge of the local real estate market and personalized service, Ocean Park Realty Rentals is the go-to agency for all your rental needs on Martha's Vineyard.

Martha's Vineyard Vacation Rentals & Real Estate is a premier real estate and travel agency located at 107 Beach Road in Tisbury, Massachusetts, United States. Specializing in luxury vacation rentals and real estate properties on the beautiful Martha's Vineyard island, our dedicated team is committed to providing exceptional service and helping clients find their perfect getaway or dream home. Whether you are looking for a relaxing vacation rental or interested in investing in property on the island, Martha's Vineyard Vacation Rentals & Real Estate has the expertise and resources to make your experience unforgettable. Contact us today to start planning your Martha's Vineyard escape!

Beach Side Rental is a premier real estate and travel agency located at 14 Wildwood Avenue in Wareham, Massachusetts. We specialize in providing top-quality rental properties near the beautiful beaches of Massachusetts. Whether you are looking for a cozy cottage for a romantic getaway or a spacious beach house for a family vacation, we have the perfect rental for you. Our friendly and knowledgeable staff are dedicated to helping you find the ideal property to make your beach vacation unforgettable. Contact us today to start planning your next beachside getaway!

East Sandwich Luxury Vacation Rental is a premier real estate agency located at 11 Fort Hill Road in the charming town of Sandwich, Massachusetts. Our agency specializes in offering luxurious vacation rentals in the East Sandwich area, providing guests with top-notch accommodations and exceptional service. Whether you are looking for a beachfront property, a cozy cottage, or a spacious family home, we have a wide selection of rental options to choose from. With stunning views, upscale amenities, and a prime location near the beach, our vacation rentals are the perfect choice for a memorable getaway on Cape Cod. Book your stay with East Sandwich Luxury Vacation Rental and experience the ultimate in relaxation and comfort.

Yachtsman Condo Rentals is a premier real estate and travel agency located at 500 Ocean Street in Barnstable, Massachusetts. Our agency specializes in luxurious condo rentals for yachtsmen looking to explore the beautiful coastal region of Cape Cod. With stunning views of the ocean and top-notch amenities, our condos provide the perfect home away from home for your nautical adventures. Contact us today to book your dream vacation rental with Yachtsman Condo Rentals.

Nashaquisset is a charming village located on the beautiful island of Nantucket in Massachusetts. This idyllic getaway offers vacation rentals in the form of homes and cottages, perfect for those looking for a peaceful and relaxing retreat. Whether you are looking for a cozy cottage for a romantic getaway or a spacious home for a family vacation, Nashaquisset has a variety of options to suit your needs. As a lodging, real estate, and travel agency, we are dedicated to providing exceptional service to our guests and helping them create unforgettable memories on Nantucket. Visit us at 7 Washaman Avenue to start planning your dream vacation today.

Pilgrims Bliss Nantucket Vacation Home Rental is a luxurious and spacious accommodation located at 27 Pilgrim Road in Nantucket, Massachusetts, United States. This real estate and travel agency offers a main house and guest house that can accommodate up to 24 guests, making it perfect for large families or groups. The property features a heated salt water pool, a pond filled with ducks, a large yard, and is just a short stroll away from town and beaches. The newly updated "Pilgrim's Bliss" provides a unique combination of comfort and convenience, with a 6 bedroom main house and guest house, outdoor living areas, fireplaces, and a private flower-lined path leading to a peaceful pond. The property offers privacy from tall trees and hedges, creating a calm and luxurious setting for guests to enjoy.

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!

Kinlin Grover Vacation Rentals is a premier real estate and travel agency located at 374 Commercial Street in picturesque Provincetown, Massachusetts. With a wide range of vacation rental properties to choose from, Kinlin Grover offers luxury accommodations for every traveler's needs. Whether you're looking for a cozy beachfront cottage or a spacious waterfront estate, their team of experienced agents is dedicated to helping you find the perfect vacation rental. With a reputation for exceptional customer service and attention to detail, Kinlin Grover Vacation Rentals is the go-to agency for your next getaway in Provincetown.

Kinlin Grover Vacation Rentals is a premier real estate and travel agency located in Truro, Massachusetts. Situated at 314 U.S. 6, this institution offers a wide range of vacation rental properties for those looking to explore the beautiful Cape Cod area. Whether you're seeking a beachfront cottage, a cozy cabin in the woods, or a luxurious waterfront estate, Kinlin Grover has the perfect accommodation for your getaway. With exceptional customer service and a knowledgeable staff, you can trust Kinlin Grover Vacation Rentals to help you plan an unforgettable vacation experience.

Leighton Rentals is a versatile institution located at 35 Massachusetts 134 in Dennis, Massachusetts. This establishment serves as a lodging provider, real estate agency, and travel agency all in one. Whether you are looking for a vacation rental, a new property to purchase, or assistance in planning your next trip, Leighton Rentals has you covered. With a prime location in Dennis, Massachusetts, this institution is dedicated to providing top-notch service and accommodations to all of its clients.

Kinlin Grover Vacation Rentals is a premier real estate and travel agency located at 1990 Main Street in Brewster, Massachusetts. Specializing in vacation rentals, they offer a wide range of properties for visitors looking to experience the beauty of Cape Cod. Whether you're looking for a beachfront cottage, a cozy cabin in the woods, or a luxurious oceanfront estate, Kinlin Grover has the perfect accommodation for your getaway. With exceptional customer service and a dedication to providing top-notch accommodations, Kinlin Grover Vacation Rentals is the go-to agency for your next Cape Cod vacation.