TOP 30 Best Vacation rentals in Portland, Maine

Sail Portland Maine, located at 1 Marina Way in Portland, Maine, offers the best boat charters in the city. Relax with friends and family aboard the Eleanor Hawkes or Calista Ann as you cruise through the tranquil waters of Portland Harbor and Casco Bay. Enjoy the sights of the Portland skyline, historic forts, and wildlife like seals swimming in the harbor. Experience the ultimate Flappy Hour celebration with a chartered cruise to Crown Jewel on Great Diamond Island. Choose from public or private charters, and bring your own food and beverages aboard. Private charters are perfect for special occasions, from romantic dinners to elopements.

New England EcoAdventures in Portland, ME offers unique and thrilling boat tours that blend adventure and education. Departing from the picturesque Portland Harbor, our small, intimate excursions take you to places other tour boats can't reach. From whale watching in the Gulf of Maine to exploring the Kennebunkport Coastline, our tours offer something for everyone. Our knowledgeable captains will tailor the tour to the weather and your preferences, ensuring a first-class experience. Whether you're a sightseer, thrill-seeker, or marine lover, our boat tours are the perfect way to explore the beauty of the Maine coastline. Don't miss out on the opportunity to see lighthouses, wildlife, and historic forts while enjoying a thrilling marine adventure with New England EcoAdventures. Book your tour today and create unforgettable memories on the Atlantic Ocean.

Portland Paddle is a travel agency located at 1 Cutter Street in Portland, Maine, United States. Glide across Casco Bay as the sun sets on a leisurely paddle along the waterfront or into the islands for a panoramic view of the city. Explore historic sites like Fort Gorges on a guided sea kayak tour or learn basic sea kayaking skills in a weekend workshop. Island-hop through Casco Bay or join a three-day journey on the Maine Island Trail. Experience Muscongus Bay on a three-day trip or explore the waters between Penobscot Bay and Acadia National Park on a four-day expedition. Learn kayak rescues or plan a winter paddling adventure with Portland Paddle. Clients rave about their experiences, praising the knowledgeable guides and unforgettable trips. Book your kayaking adventure with Portland Paddle today!

TurnKey Vacation Rentals in Maine offers a wide range of vacation homes, cabins, and cottages in this picturesque state known for its pine trees, lighthouses, and charming resort towns. Located in Boothbay Harbor, our real estate and travel agency provides a variety of options for visitors looking to explore Maine's stunning coastline and inland hamlets. With over 230 miles of coastline, our vacation rentals allow guests to bring their furry friends along, with many homes accommodating dogs. Stay connected with internet access in over 700 of our vacation rentals, and relax knowing our professional housekeepers will ensure your accommodations are clean and stocked with amenities upon arrival. Maine's rich history and natural beauty offer a unique experience for visitors year-round. From the upscale resort town of Kennebunkport to the vibrant city of Portland, there is something for everyone to enjoy. Explore the islands of Casco Bay, visit Acadia National Park, or head to the Maine Highlands for a serene escape in nature. Whether you're looking for a beachfront rental, a cozy cabin in the woods, or a lakeside retreat, our vacation homes in Maine provide the perfect setting for a memorable getaway. Discover the charm of Maine with TurnKey Vacation Rentals.

Canopy by Hilton Portland Waterfront is a modern and stylish lodging located at 9 Center Street in the heart of Portland, Maine. Situated along the beautiful waterfront, this hotel offers stunning views of the harbor and easy access to the city's top attractions. With contemporary design, comfortable rooms, and top-notch amenities, Canopy by Hilton provides a welcoming and relaxing stay for guests looking to experience the best of Portland. Explore the vibrant local food scene, enjoy outdoor activities like kayaking and hiking, or simply unwind in the hotel's cozy lounge areas. Whether you're traveling for business or pleasure, Canopy by Hilton Portland Waterfront is the perfect choice for your stay in Maine.

Portland Maine Rentals is a premier real estate agency located at 225 Cumberland Avenue in Portland, Maine. Our dedicated staff is committed to helping you find the perfect rental unit that meets your specific needs and desired stay. With a reputation for providing immaculate, nicely furnished units that are conveniently located near all the amenities Portland has to offer, our properties have become a favorite choice for visitors and new residents alike. Our beautiful gardens are meticulously tended to, creating a peaceful and welcoming environment for our tenants. Whether you are visiting Maine for a short stay or looking to relocate to Portland, Portland Maine Rentals has the perfect rental apartment for you. Come experience the comfort and convenience of PMR properties and see why our tenants keep coming back year after year. Copyright 2024, Portland Maine Rentals. Designed and built by Maine Creative.

Portland Country Club is a prestigious and historic institution located in Falmouth, Maine, United States. Situated at 11 Foreside Road, this exclusive club offers members a luxurious and scenic retreat from the hustle and bustle of everyday life. With top-notch amenities including a championship golf course, tennis courts, swimming pool, and fine dining options, Portland Country Club provides a sophisticated and welcoming environment for socializing, recreation, and relaxation. Whether you are a golf enthusiast, a tennis pro, or simply looking for a place to unwind, Portland Country Club is the perfect destination for those seeking a premier country club experience.

Located just minutes away from the Portland International Jetport, Courtyard by Marriott Portland Airport offers comfortable and convenient lodging in South Portland, Maine. This modern hotel features spacious rooms with contemporary amenities, a fitness center, indoor pool, and on-site dining options. Whether you're traveling for business or leisure, Courtyard by Marriott Portland Airport provides a welcoming atmosphere and top-notch service for all guests.

Visit Portland, Maine Information Center is your one-stop destination for all things related to exploring the vibrant city of Portland, Maine. Located at 14 Ocean Gateway Pier, this tourist attraction and travel agency provides visitors with valuable information on the best attractions, activities, and events in the area. Whether you're looking for recommendations on where to eat, shop, or stay, the knowledgeable staff at the information center is here to help. Stop by to pick up brochures, maps, and other resources to make the most of your visit to Portland, Maine.

Apex Luxury Rentals is a premier real estate agency located at 317 Foreside Road in Falmouth, Maine. We specialize in providing luxury property rentals in Southern Maine and soon in Naples, Florida. Our goal is to offer top-notch accommodations and ensure a stress-free and enjoyable stay for our clients. Whether you are looking for a short-term rental for a week, a month, or a long-term lease of 1 years, we have a diverse portfolio of options to choose from. From elegant townhouses in Portland's East and West End to deluxe oceanfront condos and single-family homes in desirable locations such as Yarmouth, Cumberland, Falmouth, Cape Elizabeth, and Freeport, we have something for everyone.

Holiday Inn Portland-By the Bay is a modern and stylish lodging option located at 88 Spring Street in the heart of Portland, Maine. This hotel offers comfortable accommodations and top-notch amenities for both business and leisure travelers. Guests can enjoy spacious rooms, a fitness center, an indoor pool, and on-site dining options. The convenient location allows easy access to popular attractions, restaurants, and shopping in downtown Portland. Whether you're visiting for business or pleasure, Holiday Inn Portland-By the Bay provides a welcoming and convenient stay in this charming New England city.

Located at 1210 Brighton Avenue in Portland, Maine, the Hampton Inn & Suites Portland West offers comfortable and modern lodging for both business and leisure travelers. The hotel features spacious rooms and suites equipped with amenities such as free Wi-Fi, flat-screen TVs, and mini-fridges. Guests can enjoy a complimentary hot breakfast each morning and access to the fitness center and indoor pool. Conveniently located near downtown Portland and popular attractions, the Hampton Inn & Suites is the perfect choice for a relaxing stay in the vibrant city of Portland.

Casco Bay Hotel is a convenient and comfortable lodging option located near the Maine Mall and PWM Portland Airport in South Portland, Maine. The hotel offers cozy rooms and modern amenities for a relaxing stay. Whether traveling for business or leisure, guests can enjoy easy access to shopping, dining, and transportation options. With its central location and friendly staff, Casco Bay Hotel is the perfect choice for visitors looking to explore the beautiful state of Maine.

Visit Portland Maine is a premier travel agency located at 1375 Congress Street in Portland, Maine, United States. Specializing in creating unforgettable experiences in one of New England's most charming cities, Visit Portland Maine offers a wide range of services including hotel bookings, guided tours, and personalized itineraries. Whether you're looking to explore the historic Old Port district, sample delicious seafood, or take in the natural beauty of the surrounding coastline, Visit Portland Maine is your go-to resource for all things Portland. Let us help you plan your next adventure in this vibrant and welcoming city.

Maine Camping Gear Rentals is a store located in Portland, Maine, United States, specializing in providing high-quality camping gear for rent. Whether you're a seasoned camper or a first-timer looking to explore the great outdoors, we have everything you need to make your camping experience comfortable and enjoyable. From tents and sleeping bags to cooking equipment and hiking gear, we've got you covered. Visit us today to gear up for your next adventure in the beautiful state of Maine.

Jacqueline Nedwell of Town & Shore Real Estate in Portland, Maine is a versatile and experienced real estate agent who is dedicated to helping her clients find their dream homes. With a background in business, finance, massage therapy, doula work, and scuba diving, Jacqueline brings a unique set of skills and perspectives to the real estate industry. Originally from London, England, Jacqueline has traveled the world but always comes back to Maine, where she has lived for over fifteen years. She has a deep knowledge of the local market and has been recognized as one of the top-performing agents in the state. Whether you are buying or selling a home, Jacqueline will guide you through the process with professionalism and expertise. Trust Jacqueline Nedwell to help you navigate the real estate market in Greater Portland and find the perfect property for your needs.

Candlewood Suites Portland - Scarborough, an IHG Hotel, is a cozy and comfortable lodging option located at 700 Roundwood Drive in Scarborough, Maine, United States. This hotel offers spacious suites with fully equipped kitchens, free Wi-Fi, and a 24-hour fitness center. Guests can enjoy the convenience of an on-site convenience store, laundry facilities, and a BBQ area. Whether you are visiting for business or leisure, Candlewood Suites provides a relaxing and welcoming atmosphere for your stay.

Fireside Inn & Suites Portland is a cozy and inviting lodging establishment located at 81 Riverside Street in the charming city of Portland, Maine, United States. This hotel offers comfortable accommodations and a warm atmosphere, perfect for both business and leisure travelers. With its convenient location and friendly staff, guests can enjoy a relaxing stay while exploring all that Portland has to offer. Whether you're visiting for a weekend getaway or an extended stay, Fireside Inn & Suites Portland provides a welcoming home away from home.

Extended Stay America - Portland - Scarborough is a comfortable and convenient lodging option located at 2 Ashley Drive in Scarborough, Maine. This institution offers spacious suites with fully equipped kitchens, making it perfect for guests looking for a longer stay. The hotel also provides free Wi-Fi, on-site laundry facilities, and a complimentary grab-and-go breakfast. With its prime location near popular attractions and businesses in Portland, Extended Stay America - Portland - Scarborough is an ideal choice for both leisure and business travelers.

Logan Express Car Portland is a reputable car rental service located at 477 Congress Street in Portland, Maine. We offer a wide range of vehicles for rent, including sedans, SUVs, and luxury cars, to meet your transportation needs. Our friendly and professional staff are dedicated to providing excellent customer service and ensuring a smooth rental experience for all our clients. Whether you need a car for a business trip, family vacation, or just to get around town, Logan Express Car Portland has you covered. Contact us today to reserve your vehicle and enjoy the convenience of reliable transportation in Portland.

Portland Harbor Fleet is a renowned institution located at Chandlers Wharf in Portland, Maine, United States. With a long history of providing exceptional maritime services, Portland Harbor Fleet offers a wide range of boating and sailing experiences for enthusiasts of all levels. From boat rentals and charters to sailing lessons and regattas, this institution is dedicated to promoting a love for the sea and fostering a strong sense of community among sailors and seafarers. With a prime location on the beautiful Portland Harbor, visitors can enjoy stunning views of the water while experiencing the thrill of being out on the open sea. Whether you're a seasoned sailor or a novice looking to learn the ropes, Portland Harbor Fleet has something for everyone.

TownePlace Suites by Marriott Portland Airport ME is a cozy and convenient lodging option located at 70 Maine Mall Road in South Portland, Maine, United States. Perfect for both business and leisure travelers, this hotel offers spacious suites with fully equipped kitchens, free Wi-Fi, and separate living and sleeping areas. Guests can enjoy complimentary breakfast, an indoor pool, a fitness center, and a BBQ area. With easy access to Portland International Jetport and downtown Portland, TownePlace Suites is the perfect home base for exploring all that Maine has to offer.

The Inn at Portland is a charming lodging establishment located at 1150 Brighton Avenue in Portland, Maine. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to experience the beauty and charm of the Portland area. With its convenient location, guests can easily explore all that Portland has to offer, from its picturesque waterfront to its vibrant dining and shopping scene. Whether you are visiting for business or pleasure, the Inn at Portland provides a relaxing retreat for your stay in this coastal New England city.

Babyquip Baby Gear Rentals, Casey Allison, located at 19 Winn Road in Falmouth, Maine, offers a convenient and flexible way to rent baby gear for your little one. Serving the Greater Portland Area, Lakes Region, and Belgrade Lakes region, Casey provides clean and well-maintained gear for your baby's comfort while on the go. Customers have praised Casey for going above and beyond in their interactions, providing excellent service, and ensuring a smooth rental experience. With the option to pick up and return gear at a predetermined location, customers can enjoy a hassle-free rental process. Contact Casey Allison directly for more information or to make a reservation.

Great Group Stays Portland is a reputable real estate agency located at 38 Noyes Street in the vibrant city of Portland, Maine. Our dedicated team specializes in providing top-notch accommodation options for group stays, whether it be for family vacations, corporate retreats, or special events. With a wide selection of properties to choose from, we strive to ensure that every guest has a comfortable and memorable experience during their stay in Portland. Contact us today to book your next group getaway!

Porchside - Vacation Rental is a charming lodging option located at 9 Gilead Street in Boothbay Harbor, Maine, United States. This cozy retreat offers guests a comfortable and relaxing stay, with a porch perfect for enjoying the scenic views of the surrounding area. The vacation rental is conveniently situated near popular attractions and activities, making it an ideal choice for those looking to explore the beauty of Maine. Experience the comforts of home while enjoying a memorable vacation at Porchside - Vacation Rental.

OOBn'it Beach Rental is located on B Street in Old Orchard Beach, Maine, United States. This institution offers beach properties that will make your vacation unforgettable. Old Orchard Beach is known for its 7 miles of pristine sandy beach and its historic pier built in 1898. The area is full of attractions and amusements for all ages. Situated in southern Maine, OOB is close to the city of Portland and a short train ride away from Boston. The area offers a variety of activities including shopping, golf, mini golf, biking, amusement parks, and weekly fireworks. There is always something fun to do in and around OOB.

Sea Rose is a charming lodging institution located at 10 Ship Channel Road in South Portland, Maine, United States. Situated near the beautiful coast, Sea Rose offers guests a peaceful and relaxing retreat with stunning views of the ocean. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the nearby beaches, hiking trails, and local attractions, making Sea Rose the perfect destination for a coastal getaway.

Casco Bay Custom Charters, located at 14 Ocean Street in South Portland, Maine, invites you to embark on an unforgettable journey through the splendor of Casco Bay. Our customizable private boat charters and tours offer a unique perspective of Maine's coastal beauty. For over a decade, we have been providing personalized experiences that showcase the region's landscapes, lighthouses, and culinary delights. Our experienced crews are passionate about sharing their knowledge and love for Maine, ensuring that each voyage is not only enjoyable but truly memorable. Whether you are looking for an intimate cruise for up to 6 guests on a vintage lobster boat or a larger gathering of up to 16, we offer exclusive charters tailored to your preferences.

Maine Coast Cruising, located at 14 Ocean Street in South Portland, Maine, is a travel agency specializing in casual cruising and custom excursions in beautiful Casco Bay. The Maine Cruising Club offers the flexibility to enjoy multiple trips on the water throughout the season at a discounted rate. With a commitment to just 3 trips, members can experience the luxury and comfort of a vessel in Casco Bay without the expense and maintenance of owning a boat. Whether you're looking for a relaxing day on the water or a custom excursion, Maine Coast Cruising has you covered.