Top Rated Activities & Tours in Annapolis
Annapolis Vacation Rentals, Hotels, & Places to Stay
About Annapolis Vacation Rentals
There are more than 1294 places to stay that are available in Annapolis. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Annapolis.
Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Varoom's places in Annapolis, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Annapolis. Places to stay near Annapolis are 994.52 ft² on average, with prices averaging US $572 a night.
Varoom helps you discover places to stay and suggests things to do to create great travel memories in Annapolis. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Top Rental Accommodation Types in Annapolis
| Type | Count |
|---|---|
| Vacation Homes | 916 |
| Holiday Apartments | 131 |
| Cottages | 35 |
| Villas | 6 |
Use these Quick Filters to Find a Vacation Rental in Annapolis
★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Annapolis today.
Weather in Annapolis, MD
View the weather forecast for Annapolis before booking your Annapolis Vacation Rentals to confirm your best time to go.
Top Attractions Around Annapolis, MD
Varoom offers a large selection of top attractions around Annapolis . Research things to do on your vacation before you visit Annapolis.
Other Places to Stay in Annapolis, MD
Complexes around Annapolis, MD
Frequently Asked Questions About Annapolis?
What are the top vacation rentals in Annapolis?
We have scoured the web to find you options in Annapolis. If you plan on staying near or in the Annapolis area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the Top Places to Stay in Annapolis:
- Annapolis waterfront "tiny house" in garden setting
- Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
- Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
- Stunning Waterfront Cottage in the Sailing Capital of the World!
- PERFECT LOCATION in the heart of history
- Ultraclean Family Waterfront Home Annapolis Area - 200+ Top Reviews!
- Charming Historic Annapolis Home With Two Off-street Parking Places!
- Island Life! Kent Island Waterfront with Pool-Bring your boat!
- 240' Private Beachfront @Kent Island Love Point - Great for Families
- Renovated Apt In Historic Dist w/2 Parking Spots
How many vacation rentals have private pools in Annapolis?
We have found 60 places to stay that feature a private swimming pool in or near Annapolis. Some of the best places to stay that feature or have access to a swimming pool are:
- Kent Island Waterfront | Pool | Stunning View
- SpringHill Suites by Marriott Annapolis
- Bay Views, Private Pool & Steps from The Kentmorr Beach Bar and Grill
- Country Inn & Suites by Radisson, Annapolis, MD
Which vacation homes in Annapolis are best for families?
If you are looking for a place to stay that is family-friendly in Annapolis, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Annapolis:
How many Varoom vacation rentals are available in Annapolis?
Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2026 is over 1294 in the Annapolis area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Annapolis.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Historic District Vacation Rentals in Annapolis, Maryland | 370 |
| Eastport Vacation Rentals in Annapolis, Maryland | 60 |
| Murray Hill Vacation Rentals in Annapolis, Maryland | 796 |
| West Annapolis Vacation Rentals in Annapolis, Maryland | 771 |
| Hillsmere Vacation Rentals in Annapolis, Maryland | 797 |
| Homewood Vacation Rentals in Annapolis, Maryland | 777 |
| Arundel on the Bay Vacation Rentals in Annapolis, Maryland | 157 |
| Epping Forest Vacation Rentals in Annapolis, Maryland | 346 |
| Oyster Harbor Vacation Rentals in Annapolis, Maryland | 229 |
| Atlantis Vacation Rentals in Annapolis, Maryland | 113 |
| Cape St. John Vacation Rentals in Annapolis, Maryland | 161 |
| Hunt Meadows Vacation Rentals in Annapolis, Maryland | 825 |
| Kingsport Vacation Rentals in Annapolis, Maryland | 801 |
| Anchorage Vacation Rentals in Annapolis, Maryland | 689 |
| Winchester-on-the-Severn Vacation Rentals in Annapolis, Maryland | 562 |
| Downs on the Severn Vacation Rentals in Annapolis, Maryland | 144 |
