404+ Rental Villas and Private Getaways in Hillsmere Shores |
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  2. Maryland
  3. Annapolis
  4. Hillsmere Shores

Hillsmere Shores Villa Rentals

About Hillsmere Shores Vacation Rentals

There are more than 404 incredible getaway rentals that are available in Hillsmere Shores. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Hillsmere Shores.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. 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 BedroomVillas in Hillsmere Shores, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Hillsmere Shores. Places to stay near Hillsmere Shores are 1272.68 ft² on average, with prices averaging $681 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Hillsmere Shores. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Hillsmere Shores

Type Count
Vacation Homes 323
Holiday Apartments 38
Cottages 11
Unique Vacation Rentals 8
B&B 1

Use these Quick Filters to Find a Vacation Rental in Hillsmere Shores

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Hillsmere Shores with BedroomVillas.

Weather in Hillsmere Shores, MD

View the weather forecast for Hillsmere Shores before booking your Hillsmere Shores Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Hillsmere Shores's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Hillsmere Shores's Research Top Attractions For Your Vacation


U.S. Naval Academy
Six Flags America
Westfield Annapolis Mall
Annapolis City Dock
Chesapeake Bay Bridge
Sandy Point State Park
Show Place Arena
Bowie State University
Chesapeake Beach Water Park
Anne Arundel Medical Center
Maryland State House
Navy-Marine Corps Memorial Stadium
Rod n Reel Charter Fishing
Annapolis Harbour Center
Kunta Kinte–Alex Haley Memorial
Fort George G. Meade
St. Michaels Winery
Prince George's Community College
Queenstown Premium Outlets
Annapolis Maritime Museum

Frequently Asked Questions About Hillsmere Shores?

What are the top hotels or resorts in Hillsmere Shores?

We provide an array of great vacation destinations in Hillsmere Shores. If you are looking to stay in or around the Hillsmere Shores area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Hillsmere Shores:

How many vacation rentals have private pools in Hillsmere Shores?

We have 15 luxury villas and vacation rentals featuriung a private pool in and near Hillsmere Shores. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Hillsmere Shores is best for families?

Searching for a family-friendly getaway in Hillsmere Shores? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Hillsmere Shores?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 404 in the Hillsmere Shores area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Hillsmere Shores. 

Nearby Neighborhood (1) 
Neighborhood Property Count
Hillsmere Rental Villas and Private Getaways in Annapolis, Maryland 718

People Also Ask

Hotels in Hillsmere Shores 1 resorts, and 361 rentals

Recently Booked Hotels, Resorts, or Rentals in Hillsmere Shores