TOP 10 Vacation cottage rentals near me in Annapolis, Maryland

The Captain's Cottage is a charming lodging located at 985 Awald Road in Annapolis, Maryland, United States. This cozy retreat offers a unique and inviting atmosphere for guests looking for a relaxing getaway. The cottage is tastefully decorated with a nautical theme, paying homage to the maritime history of the area. Guests can enjoy comfortable accommodations, modern amenities, and personalized service from the friendly staff. Whether you're in town for a weekend escape or a longer vacation, The Captain's Cottage is the perfect place to unwind and experience the beauty of Annapolis.

Welcome to The Cottages at Greenbury Point - a stunning new residential community located at 11 Bayview Terrace in Annapolis, Maryland. Nestled in a picturesque setting overlooking the water, our cottages offer luxurious living in a peaceful and serene environment. Each cottage is thoughtfully designed with modern amenities and stylish finishes, creating a comfortable and inviting atmosphere for residents. With a prime location near downtown Annapolis and easy access to outdoor recreational activities, The Cottages at Greenbury Point is the perfect place to call home. Come experience the beauty and tranquility of our community - now open and ready for you to explore!

Annapolis Corporate Housing offers temporary furnished rentals in the charming city of Annapolis, Maryland. Located on Forbes Street, our real estate and travel agency specializes in providing comfortable and convenient accommodations for business travelers, relocating professionals, and anyone in need of a short-term housing solution. Our properties are meticulously maintained and fully equipped with all the amenities you need for a stress-free stay. Experience the comforts of home while enjoying the convenience of a prime location in Annapolis. Contact us today to book your temporary furnished rental.

Navy Getaways Annapolis Suites, RV Park, Campground, and Cottages is a new institution set to open in 2022 at 2 Truxtun Road in Annapolis, Maryland, United States. This facility will offer a range of accommodations including suites, RV sites, and cottages for visitors looking to enjoy a peaceful and scenic getaway. The campground and park will provide a tranquil setting for guests to relax and unwind, with various outdoor activities and amenities available. Stay tuned for the grand opening of Navy Getaways Annapolis in 2022!

Historic Inns of Annapolis is a charming lodging institution located at 58 State Circle in the heart of Annapolis, Maryland. This historic property offers guests a unique and unforgettable experience with its beautifully restored buildings dating back to the 18th century. Each inn boasts a blend of colonial charm and modern amenities, providing a comfortable and inviting stay for visitors. Situated just steps away from the waterfront, shops, and restaurants, Historic Inns of Annapolis is the perfect choice for those looking to immerse themselves in the rich history and culture of this picturesque city. Whether you are visiting for business or pleasure, you are sure to enjoy a memorable stay at this one-of-a-kind institution.

Annapolis Short Term Rental Hotel is a charming lodging option located at 126 Prince George Street in the historic city of Annapolis, Maryland. As a real estate and travel agency, we offer a variety of short term rental options for visitors looking to experience all that Annapolis has to offer. Our accommodations are comfortable, convenient, and well-equipped for a relaxing stay. Whether you're in town for business or pleasure, our hotel is the perfect home base for exploring the sights and sounds of this beautiful city. Book your stay with us today and enjoy a memorable experience in Annapolis.

Annapolis Accommodations is a premier real estate and travel agency located at 320 6th Street in the historic city of Annapolis, Maryland. We specialize in providing top-notch accommodations for visitors looking to experience all that this charming waterfront city has to offer. Whether you're looking for a cozy bed and breakfast, a luxurious waterfront rental, or a convenient downtown apartment, our team of experienced agents is here to help you find the perfect place to stay during your visit. Let us make your trip to Annapolis unforgettable with our personalized service and attention to detail. Contact us today to book your dream accommodations!

PMI Annapolis is a premier institution located at 1910 Towne Centre Boulevard in Annapolis, Maryland, United States. We are dedicated to providing top-notch project management education and certification services to professionals in the area. Our experienced instructors and comprehensive courses ensure that our students are well-equipped with the knowledge and skills needed to excel in their careers. Whether you are looking to advance your project management skills or pursue a certification, PMI Annapolis is the perfect place to achieve your goals. Join us and take your career to the next level!

The Waterfront Oasis of Annapolis is a luxurious lodging facility located at 233 Mountain Laurel Lane in the picturesque city of Annapolis, Maryland. Situated right on the waterfront, this oasis offers stunning views of the water and a peaceful atmosphere perfect for relaxation and rejuvenation. Guests can enjoy spacious and elegantly appointed rooms, top-notch amenities, and personalized service that will make their stay unforgettable. Whether you're looking for a romantic getaway, a family vacation, or a peaceful retreat, the Waterfront Oasis of Annapolis is the perfect destination for your next escape.

Berkshire Hathaway HomeServices PenFed Realty: Annapolis is a leading real estate agency located in Annapolis, Maryland, United States. Our team of experienced agents are dedicated to helping clients buy, sell, and rent properties in the Annapolis area. With a focus on providing exceptional customer service and personalized attention, we strive to make the home buying and selling process as smooth and stress-free as possible. Whether you are looking for your dream home or trying to sell your current property, Berkshire Hathaway HomeServices PenFed Realty: Annapolis is here to help you every step of the way.

Downtown Annapolis Partnership is a travel agency located on Main Street in the charming city of Annapolis, Maryland. Specializing in providing visitors with unique and memorable experiences in the historic downtown area, this institution offers a wide range of services including guided tours, event planning, and accommodation bookings. With a team of knowledgeable and friendly staff members, Downtown Annapolis Partnership is dedicated to helping travelers make the most of their time in this picturesque waterfront destination. Whether you're interested in exploring the local shops and restaurants, learning about the city's rich history, or simply relaxing by the water, this agency is your go-to resource for all things Annapolis.

Crowne Plaza Annapolis, an IHG Hotel, is a luxurious lodging option located at 173 Jennifer Road in Annapolis, Maryland, United States. This upscale hotel offers modern amenities, elegant accommodations, and exceptional service for both business and leisure travelers. Guests can enjoy well-appointed rooms, a fitness center, on-site dining options, and convenient access to local attractions and businesses. Whether you're visiting Annapolis for work or pleasure, Crowne Plaza Annapolis provides a comfortable and convenient stay in the heart of this historic city.

Sonesta ES Suites Annapolis is a charming lodging institution located at 170 Admiral Cochrane Drive in Annapolis, Maryland, United States. This comfortable and welcoming hotel offers spacious suites with modern amenities, perfect for both short and extended stays. Guests can enjoy complimentary breakfast, free Wi-Fi, a fitness center, and a seasonal outdoor pool. The convenient location allows easy access to Annapolis attractions such as the United States Naval Academy and Historic Downtown. Whether traveling for business or leisure, Sonesta ES Suites Annapolis provides a relaxing and enjoyable stay for all guests.

Courtyard by Marriott Annapolis is a comfortable and modern lodging option located at 2559 Riva Road in Annapolis, Maryland, United States. This hotel offers spacious rooms, a fitness center, a swimming pool, and a convenient location near popular attractions such as the United States Naval Academy and historic downtown Annapolis. Guests can enjoy a relaxing stay with excellent amenities and friendly service at Courtyard by Marriott Annapolis.

Long & Foster Real Estate - Property Management Division is a leading real estate agency located in Annapolis, Maryland. Our dedicated team of professionals specializes in property management services, ensuring that landlords and tenants have a seamless and stress-free experience. Whether you are looking to rent out your property or find the perfect rental home, our experienced agents are here to assist you every step of the way. With a commitment to excellence and personalized service, Long & Foster Real Estate - Property Management Division is your go-to destination for all your real estate needs. Visit us at 41 Maryland Avenue, Annapolis, Maryland for a consultation today.

Stahley Thompson Homes Monument Sotheby's International Realty is a prestigious real estate agency located at 209 Main Street in Annapolis, Maryland, United States. Specializing in luxury properties, their team of experienced agents provide exceptional service to clients looking to buy or sell homes in the area. With a reputation for excellence and a global network through Sotheby's International Realty, Stahley Thompson Homes Monument offers unparalleled expertise in the real estate market. Whether you are searching for your dream home or looking to list your property, their dedicated team is committed to providing the highest level of service and expertise. Visit their office today to explore the finest selection of homes in Annapolis and beyond.

Quarterdeck 1880 is a unique institution located in the heart of historic Annapolis, Maryland. As a real estate and travel agency, we specialize in providing exceptional services for those looking to buy, sell, or rent properties in the area, as well as assisting travelers in planning their next adventure. Our experienced team is dedicated to helping clients achieve their real estate and travel goals with personalized attention and expert guidance. Visit us at 146 Prince George Street to discover the unparalleled service and expertise that Quarterdeck 1880 has to offer.

Stone Point Apartments is a premier real estate agency located at 116 Stone Point Drive in Annapolis, Maryland. Our apartments offer luxurious living spaces with modern amenities and breathtaking views. Our professional team is dedicated to providing top-notch customer service and ensuring a comfortable living experience for our residents. Come experience the ultimate in upscale apartment living at Stone Point Apartments.

Curtis Real Estate is a reputable real estate agency located at 8 Randall Street in Annapolis, Maryland. With a team of experienced and knowledgeable real estate agents, Curtis Real Estate is dedicated to providing top-notch service to clients looking to buy, sell, or rent properties in the area. Whether you are a first-time homebuyer or a seasoned investor, Curtis Real Estate is committed to helping you achieve your real estate goals. Contact us today to learn more about our services and how we can assist you in your real estate journey.

Alison Wisnom, Realtor is a trusted and experienced real estate agency located at 3 Church Circle in Annapolis, Maryland. With a focus on personalized service and attention to detail, Alison Wisnom is dedicated to helping clients buy or sell their dream home in the Annapolis area. Whether you are a first-time homebuyer or looking to upgrade to a larger property, Alison Wisnom, Realtor is committed to providing top-notch service and expertise every step of the way. Contact us today to start your real estate journey with a knowledgeable and dedicated professional.

ResideOne | Real Estate & Property Management is a leading real estate agency located at 9470 Annapolis Road in Lanham, Maryland. Our team of experienced professionals is dedicated to providing top-notch real estate services, including property management, buying, selling, and leasing. Whether you are looking to find your dream home, invest in real estate, or need help managing your properties, ResideOne is here to help. With our personalized approach and exceptional customer service, we strive to exceed our clients' expectations and make the real estate process as smooth and stress-free as possible. Contact us today to learn more about how ResideOne can assist you with all of your real estate needs.

The Mr Waterfront Team of Long and Foster Real Estate, Inc is a leading real estate agency located in Annapolis, Maryland. Specializing in waterfront properties, our team of experienced professionals is dedicated to helping clients find their dream homes along the beautiful shores of Maryland. With a prime location at 320 6th Street, we offer unparalleled expertise and personalized service to ensure a smooth and successful real estate experience. Whether you are buying or selling a waterfront property, trust the Mr Waterfront Team to guide you every step of the way.

TTR Sotheby's International Realty is a prestigious real estate agency located at 209 Main Street in Annapolis, Maryland, United States. With a reputation for excellence, TTR Sotheby's International Realty specializes in luxury properties and offers unparalleled service to clients looking to buy or sell their homes. Their team of experienced agents is dedicated to providing personalized assistance and expert guidance throughout the real estate process. Whether you are searching for your dream home or looking to list your property, TTR Sotheby's International Realty is the go-to agency for all your real estate needs.

Nola Meyers Realtor is a reputable real estate agency located at 320 6th Street in the charming city of Annapolis, Maryland, United States. With years of experience and a deep knowledge of the local market, Nola Meyers Realtor is dedicated to providing exceptional service to clients looking to buy or sell property in the area. Whether you are searching for your dream home or looking to list your current property, Nola Meyers Realtor is committed to helping you achieve your real estate goals with professionalism and expertise. Contact us today to learn more about how we can assist you in your real estate journey.

A's by the Cove is a cozy lodging establishment located at 108 South Street in the charming city of Annapolis, Maryland. Situated by the cove, this institution offers a peaceful and serene atmosphere for guests to relax and unwind. The rooms are comfortable and tastefully decorated, providing a home away from home experience. Whether you are visiting for business or pleasure, A's by the Cove is the perfect place to stay. Enjoy the beautiful views of the cove and the convenient location near local attractions. Book your stay today and experience the hospitality of A's by the Cove.

RE/MAX One is a reputable real estate agency located at 172 West Street in Annapolis, Maryland. With a team of experienced and knowledgeable agents, RE/MAX One is dedicated to helping clients buy, sell, and rent properties in the Annapolis area. Whether you're looking for a new home, investment property, or commercial space, RE/MAX One is committed to providing top-notch service and expertise to meet your real estate needs. Contact us today to see how we can help you achieve your real estate goals.

Student Travel Services, located at 2431 Solomons Island Road in Annapolis, Maryland, is a premier travel agency specializing in Spring Break travel packages for students. Whether you're looking to party poolside with top DJ's, participate in crazy contests, snorkel in crystal clear waters, or just relax on the beach, STS has you covered. With all-inclusive packages, you can jump to the front of the line and party like a rock star at the hottest clubs. Safety is a top priority at STS Travel, as they carefully select locations and hotels that cater to young adults. Their staff is always on-location to assist you throughout your Spring Break experience. Follow their tips for a safer and more enjoyable trip. Don't miss out on the ultimate Spring Break experience with Student Travel Services.