752+ Rental Villas and Private Getaways in Hillsmere |
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  3. Annapolis
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Hillsmere Villa Rentals

About Hillsmere Vacation Rentals

There are more than 752 incredible getaway rentals that are available in Hillsmere. 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.

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, 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. Places to stay near Hillsmere are 1033.33 ft² on average, with prices averaging CA $833 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Hillsmere. 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

Type Count
Vacation Homes 542
Holiday Apartments 86
Cottages 13
Unique Vacation Rentals 12
B&B 3
Villas 2
Cabin Rentals 1
Unique Vacation Rentals 1

Use these Quick Filters to Find a Vacation Rental in Hillsmere

★ 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 with BedroomVillas.

Weather in Hillsmere, MD

View the weather forecast for Hillsmere before booking your Hillsmere 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

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Hunt Meadows 776 Properties
Maryland Quiet Waters Park 699 Properties
Hillsmere Shores 352 Properties

Frequently Asked Questions About Hillsmere?

What are the top hotels or resorts in Hillsmere?

We provide an array of great vacation destinations in Hillsmere. If you are looking to stay in or around the Hillsmere 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:

How many vacation rentals have private pools in Hillsmere?

We have 21 luxury villas and vacation rentals featuriung a private pool in and near Hillsmere. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Hillsmere is best for families?

Searching for a family-friendly getaway in Hillsmere? 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?

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 752 in the Hillsmere 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. 

Nearby Neighborhood (1) 
Neighborhood Property Count
Hunt Meadows Rental Villas and Private Getaways in Annapolis, Maryland 776

People Also Ask

There are 61 hotels in Hillsmere and 631 rentals

Recently Booked Hotels, Resorts, or Rentals in Hillsmere