Annapolis Hotels, Resorts, and Rentals
About Annapolis Vacation Rentals
There are more than 1352 places to stay in Annapolis that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Annapolis.
Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Annapolis, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Annapolis. Places to stay near Annapolis are 1066.11 ft² on average, with prices averaging US $609 a night.
Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Annapolis with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.
Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Annapolis
| Type | Count |
|---|---|
| Vacation Homes | 969 |
| Holiday Apartments | 130 |
| Cottages | 37 |
| Unique Vacation Rentals | 22 |
| B&B | 7 |
| Villas | 6 |
| Cabin Rentals | 1 |
| Others | 1 |
| Unique Vacation Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Annapolis
★ Pro Tip: Hotala has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Annapolis.
Weather in Annapolis, MD
View the weather forecast for Annapolis before booking your Annapolis Vacation Rentals to confirm your best time to go.
Stay Near Annapolis's Top Attractions
Hotala can help you find hotels, resorts, and rentals near many of Annapolis's top attractions, neighborhoods, and points of interest.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods
Complexes around Annapolis, MD
Frequently Asked Questions About Annapolis?
What are the top hotels or resorts in Annapolis?
You have a lot of choices in or near Annapolis. If you need a hotel in the Annapolis area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Annapolis:
- Charming Downtown Hotel w/Vintage Character + Modern Amenities
- 86 State Circle - Luxury Boutique Hotel
- 1313 West Luxury Boutique Hotel
- Maryland Inn 2 Doubles, Pet-Friendly, 2 Units
- Robert Johnson 2 Double Beds Pure Wellness Room at Historic Inns of Annapolis
- Elegant Stay Perfect for Romantic Getaway, Just Steps from Waterfront
- Elegant Boutique Hotel Near Maryland State House - Short Walk
- Maryland Inn 2 Double Beds, Historic Inns, Modern Amenities, Event Space, City Center
- Enjoy Stepping Back in Time at Charming Hotel in Annapolis - Pet-Friendly!
- Unique Victorian Stay w/Modern Amenities + Steps from Waterfront
How many vacation rentals have private pools in Annapolis?
There are 72 accommodation options with private pools in or near Annapolis. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:
Which hotel or resort in Annapolis is best for families?
If you are looking for a family-friendly hotel, resort, or vacation home in Annapolis, check out one of the following places to stay as all are highly-rated accommodation choices with excellent reviews for families or groups staying in Annapolis:
- Governor Calvert 2 Double Beds, Historic Inns, Gym Access, Near Naval Academy
- Maryland Inn King, Historic Inns, Elegant Dining, Waterfront Proximity
- DoubleTree by Hilton Hotel Annapolis
How many hotels, resorts, or rentals are available in Annapolis?
At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2026 is over 1352 in the Annapolis area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Annapolis.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Historic District Hotel & Resort Deals in Annapolis, Maryland | 329 |
| Eastport Hotel & Resort Deals in Annapolis, Maryland | 48 |
| West Annapolis Hotel & Resort Deals in Annapolis, Maryland | 801 |
| Arundel on the Bay Hotel & Resort Deals in Annapolis, Maryland | 167 |
| Murray Hill Hotel & Resort Deals in Annapolis, Maryland | 839 |
| Homewood Hotel & Resort Deals in Annapolis, Maryland | 818 |
| Hillsmere Hotel & Resort Deals in Annapolis, Maryland | 821 |
| Epping Forest Hotel & Resort Deals in Annapolis, Maryland | 364 |
| Oyster Harbor Hotel & Resort Deals in Annapolis, Maryland | 235 |
| Atlantis Hotel & Resort Deals in Annapolis, Maryland | 113 |
| Anchorage Hotel & Resort Deals in Annapolis, Maryland | 689 |
| Cape St. John Hotel & Resort Deals in Annapolis, Maryland | 161 |
| Hunt Meadows Hotel & Resort Deals in Annapolis, Maryland | 825 |
| Kingsport Hotel & Resort Deals in Annapolis, Maryland | 801 |
| Winchester-on-the-Severn Hotel & Resort Deals in Annapolis, Maryland | 562 |
| Downs on the Severn Hotel & Resort Deals in Annapolis, Maryland | 144 |
