Compare villa rentals in Annapolis, MD from 100+ providers!

About: House for 6 guests with an excellent rating of 97% based on 254 reviews. Your accommodation will be located in Annapolis.

Services and facilities include an iron, a garden and a kitchen.

About: Book this vacation rental for 10 people with an excellent rating of 97% based on 178 reviews. Your accommodation will be located in Annapolis.

Facilities and services include a barbecue, a garden and a fridge. Enjoy free parking with this accommodation in Annapolis!

About: This vacation home is situated in the heart of Annapolis' Historic District, steps from St. John's College, Chase Lloyd House, and Hammond-Harwood House. It has excellent user, location, and cleanliness ratings.

The house features 4 bedrooms, a balcony, and a floor area of 1950 square feet. It can accommodate up to 8 guests. The kitchen is equipped with a refrigerator, microwave oven, and dishwasher. The house also has air conditioning, a terrace, a garden, a spa, and parking.

About: This elegant historic brick home, built in 1800, is situated in the heart of Downtown Annapolis, within walking distance of major attractions like the Naval Academy and State House. With excellent user, location, and cleanliness ratings, this house is a perfect choice for travelers visiting Annapolis.

The house has 3 bedrooms, 2 bathrooms, and a guest capacity of 6. It features a chef's kitchen, a master bedroom suite, a loft area that opens up to an IPE roof deck with stunning views, air conditioning, a garden, and internet. The house is also perfect for Naval Academy events and boat shows, and offers proximity to attractions.

About: This vacation home in the Historic District of Annapolis, Maryland, is within walking distance of Spa Creek and the U.S. Naval Academy. It has received excellent ratings for its location, cleanliness, and user experience.

The house has two bedrooms, a sofa bed, and a fully equipped kitchen. It can accommodate up to six guests comfortably. The 900-square-foot house also features a private garden, a terrace or balcony, a spa, parking, air conditioning, and free Wi-Fi.

About: Vacation rental for up to 6 people with an excellent rating of 100% based on 114 reviews. This accommodation is based in Annapolis.

Facilities and services include a fridge, a terrace and a fitness center. This house also has a garden!

About: Cottage listing for 4 people with an excellent rating of 99% based on 311 reviews. Your accommodation will be located in Arnold.

Services and facilities include an iron, air conditioning and a coffee place. This is a pet-friendly accommodation!

About: This midcentury modern architectural gem is located just 1.3 miles from the Annapolis Harbor. It has excellent user, location, and cleanliness ratings.

The house has three bedrooms and two bathrooms, a floor area of 1150 square feet, and a guest capacity of 6. It is fully equipped with a kitchen, flat-screen TV, private balcony and terrace with garden views, air conditioning, and parking. Guests can also enjoy access to activities such as cycling, fishing, and hiking, as well as proximity to major tourist attractions like the Sports Legends Museum at Camden Yards and the Baltimore Convention Center.

About: Cottage for up to 4 people with an excellent rating of 100% based on 63 reviews. You will be located in Annapolis.

Facilities and services include a kitchen, a fridge and a barbecue. Enjoy free parking with this accommodation in Annapolis!

About: **Annapolis House**

This vacation home is located in Eastport, a charming district within walking distance of Spa Creek and the U.S. Naval Academy. The house has received excellent ratings for its location, cleanliness, and user experience.

The house has two bedrooms and one bathroom, and it features a fully equipped kitchen, a patio for outdoor dining, a private garden with barbecue grills, and free WiFi. The house is non-smoking and pet-friendly, and it offers parking.

About: This family-friendly home is located in Annapolis, within walking distance of the historic district and a short drive from the Naval Academy and Chesapeake Bay. It has excellent user, location, and cleanliness ratings.

The three-bedroom house can accommodate up to eight guests and features a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a garden, and parking. It also includes a range of family-friendly amenities such as cribs, toys, and laundry facilities, making it an ideal choice for families with children.

About: This Five Star quality private home is in the historic Murray Hill neighborhood of Annapolis, around the corner from the town center, two blocks from Waterfront Park and a short walk to over 40 restaurants and the Naval Academy. It has an excellent user rating.

The house has 1820 square feet of floor area and can accommodate up to 6 guests. It has 3 bedrooms, each with an en suite bathroom, and 4 bathrooms in total. The house has a chef's kitchen, a dining room, and an outdoor roof top deck with a scenic view. It also has air conditioning, a spa, a garden, a terrace or balcony, parking, and internet.

About: This waterfront vacation home in the Hillsmere neighborhood of Annapolis offers stunning views of the South River and private access to a dock and pier. Just a short distance from downtown Annapolis, it has an excellent user rating.

The home features four bedrooms, including a massive master suite with a private balcony and yoga space, and five bathrooms. It boasts a modern and stylish interior with Brazilian hardwood floors, designer kitchen and baths, and artwork throughout. Guests can enjoy a large contemporary pool, private garden with seating areas, and access to kayaks and bikes.

About: House rental listing at 805 dollars for 6 people with an excellent rating of 95% based on 33 reviews. This accommodation is based in Riva.

Facilities and services: a spa, a kitchen and a garden. Take a dip in the pool of this house in Riva!

About: This charming guesthouse is located in the West Annapolis residential neighborhood, where you can explore quaint shops and restaurants nearby. It has excellent user, location, and cleanliness ratings.

The secluded guesthouse has a unique blend of antique curios and Americana decor, a modern kitchen, and an updated bathroom. It can accommodate up to 2 guests and offers a Treetop Getaway experience with key code access for convenience. The homeowners are on-site for assistance. You will enjoy amenities such as a swimming pool, parking, air conditioning, and internet.

About: This vacation home is in the heart of Annapolis, just a short walk from Spa Creek and the U.S. Naval Academy, making it a perfect base for exploring the city's history and attractions. It has excellent user, location, and cleanliness ratings.

The house has 3 bedrooms and can accommodate up to 6 guests. It features a private yard with a gas grill, a kitchen with a refrigerator and an oven, a fireplace, and free WiFi. Guests can also enjoy an arcade/game room, a spa, and a swimming pool.

About: House rental listing for up to 10 guests. You will stay in Annapolis.

Services and facilities: a dish washer, event friendly rooms and a washing machine. Take advantage of the pool in this house.

About: House rental listing for 6 people with an excellent rating of 100% based on 1 reviews. This accommodation is based in Riva.

Services and facilities: a kitchen, air conditioning and a washing machine. This is a family-friendly house!

About: In the heart of Annapolis' Historic District, steps away from John Smith House and William Paca House, this 2,200 square foot vacation home offers a glimpse into the city's rich past and present. With excellent user, location, and cleanliness ratings, the house provides a comfortable and convenient stay for up to 11 guests.

The house features 4 bedrooms, a fully equipped kitchen, free WiFi, a private outdoor space, and on-request housekeeping, ensuring a relaxing and enjoyable vacation. The house also offers bike parking and is smoke-free, making it suitable for families and groups with various needs.

About: This family-friendly vacation home is located in Annapolis, within 1 mile of Navy-Marine Corps Memorial Stadium, Helen Avalynne Tawes Garden, and Peters Cove. It has an excellent user rating.

The house has 3 bedrooms and 3 bathrooms and can accommodate up to 7 guests. It features a patio with barbecue grills, a DVD player, a fireplace, a kitchen with a refrigerator and oven, a garden, and a spa. Pets are allowed.

About: In the heart of Annapolis's Historic District, this vacation home offers a charming ambiance and proximity to historic sites, just 1 mile from Peters Cove and the U.S. Naval Academy. With excellent user, location, and cleanliness ratings, this 3-bedroom, 1-bathroom house accommodates up to 6 guests.

Amenities include a fully equipped kitchen, free WiFi, a patio with barbecue grills, and air conditioning. Guests can enjoy the convenience of parking, a garden, and proximity to attractions like Stanton School & Community Center and First Baptist Church.

About: Vacation rental for 8 guests with an excellent rating of 98% based on 112 reviews. You will be located in Annapolis.

Facilities and services: a kitchen, air conditioning and a fridge. This house in Annapolis also has a terrace!

About: This Annapolis vacation home is located in the charming Eastport district, just steps away from the waterfront and popular attractions like the Annapolis Maritime Museum, U.S. Naval Academy, and Spa Creek, all within a 10-minute walk. It has received excellent ratings for its location, cleanliness, and user experience.

The house has 3 bedrooms, 3 bathrooms, and a floor area of 2400 square feet, accommodating up to 8 guests. It features a fully equipped kitchen, free WiFi, a sofa bed, and housekeeping available on request. Guests can also enjoy an arcade/game room and barbecue grills for entertainment and relaxation.

About: House to rent for 5 people with an excellent rating of 98% based on 166 reviews. This accommodation is based in Annapolis.

Services and facilities: a dish washer, air conditioning and a washing machine. This house in Annapolis is ideal for families.

About: This waterfront cottage in West Annapolis provides easy access to the city's attractions and amenities, including the US Naval Academy and Annapolis City Dock (both 1.5 miles away). With excellent user, location, and cleanliness ratings, this cottage is a great choice for travelers looking for a comfortable and convenient stay in Annapolis.

The cottage has a floor area of 700 square feet and can accommodate up to 4 guests. It features a fully equipped kitchen, a comfortable queen bed, and a queen sofabed. The outdoor amenities include a fire pit, picnic area, kayaks, paddle boards, and a canoe.

About: This family-friendly vacation home is situated in the heart of Annapolis, just a short walk from the U.S. Naval Academy and other popular attractions. It has received excellent ratings for its location, cleanliness, and user experience.

The house features three bedrooms, a sofa bed, and free Wi-Fi for comfortable accommodations. It has a fully equipped kitchen, a private garden, barbecue grills, a spa, and parking. It is also pet-friendly and has air conditioning, a terrace or balcony, and a floor area of 1500 square feet.

About: This Annapolis vacation home is situated in the Broadneck School District, just across the USNA bridge, within walking distance of the US Naval Academy and close to Chase Lloyd House and Hammond-Harwood House. It has excellent user ratings.

The house features 4 bedrooms, 3 bathrooms, a fireplace, hardwood floors throughout, a flat-screen TV in the living room, a finished basement, a small yard with a gas grill, off-street parking for up to 3 cars, and allows pets. It offers daily, weekly, and monthly rates.

About: This vacation home is conveniently situated in the Historic District of Annapolis, within a 10-minute walk of popular landmarks like John Smith House and the U.S. Naval Academy. The house has excellent user, location, and cleanliness ratings.

The spacious 3-bedroom home with a private yard, perfect for outdoor relaxation and entertainment, has a floor area of 1500 square feet and a guest capacity of 10. It features a cozy fireplace, a fully equipped kitchen, a sofa bed, a smoke-free environment, a garden, and barbecue grills for outdoor dining and gatherings.

About: This historic brick residence, located in the heart of Annapolis's Historic District, is just steps from Ego Alley and the U.S. Naval Academy Golf Club. Guests have rated this house as "excellent". The house has 3 bedrooms and 2 bathrooms, a living room with gas fireplace and smart TV, a dining area for four, and a chef's kitchen with Aga Stove, professional-grade refrigerator, and custom butler's pantry. Guests will also enjoy the rooftop deck with panoramic views of the Naval Academy and State House Domes, and the fact that the house is pet-friendly.

About: This vacation home in the heart of Annapolis's Historic District is within a 5-minute walk of Chase Lloyd House and the U.S. Naval Academy. It has received excellent user ratings and can accommodate up to 6 guests in its 3 bedrooms.

The house features a private fenced yard, a spa tub, a well-equipped kitchen, complimentary Wi-Fi, and a garden. It is pet-friendly, air-conditioned, and has a terrace or balcony.

About: Book this vacation rental from $701 per night for 8 guests with an excellent rating of 100% based on 165 reviews. You will be in Annapolis.

Facilities and services include a washing machine, a kitchen and free parking. Pets are welcome in this house.

About: Vacation rental from 875 dollars. Your accommodation will be located in Annapolis.

Facilities and services: a fridge, a kitchen and air conditioning. This house also has a garden!