Need a flexible short-term rental in Annapolis? Browse fully furnished stays tailored for extended holidays, digital nomad bases, or business travel. Compare verified options to secure a convenient setup for your visit.
Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Exceptional
6 reviews
Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Exceptional
41 reviews
Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay
Good
4 reviews
AC, Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area
Exceptional
17 reviews
Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering
Fabulous
19 reviews
AC, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking
Exceptional
10 reviews
Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay
Review score
1 reviews
AC, Heater, Internet, Kitchen, Laundry, No Smoking, TV, Washer
Exceptional
6 reviews
Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay
AC, Heater, Internet, Microwave, No Smoking, TV
Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Exceptional
1 reviews
Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay
AC, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking
Good
1 reviews
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave
AC, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space
Exceptional
70 reviews
AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen
Exceptional
26 reviews
AC, Dryer, Extra Bed, Heater, Internet, Kitchen, Laundry, Living Area, Microwave
Exceptional
17 reviews
Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short Term Rentals in Annapolis.
OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.
What makes our short term rentals stand out?
Every short term rentals shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Compare a range of properties and find fair, transparent pricing—no hidden fees.
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Some of the best short term rentals in Annapolis are:
There are a lot of options in Annapolis. If you plan on staying in the Annapolis area, consider making a reservation for a few nights at one of these properties as these have been rated the top Short-term Rentals in Annapolis
You can explore 535 verified short-term rentals in Annapolis, including apartments, houses, and furnished stays suitable for both travel and temporary living.
Short-term rental prices in Annapolis vary depending on location, property size, and travel dates. Rates typically start from around $208 per night, with higher prices for premium properties or peak seasons.
Many short-term rentals in Annapolis include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.
Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Annapolis, booking earlier can help secure better options.
In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.
Short-term rentals in Annapolis often include amenities such as Fireplace/Heating, Laundry, and Wellness Facilities, providing a comfortable and convenient stay.
Short-term rentals in Annapolis are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.