781+ Private Villas and Holiday Rentals in Hillsmere |
  1. USA
  2. Maryland
  3. Annapolis
  4. Hillsmere

Hillsmere Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Hillsmere

Discover more than 781 vacation rentals available in Hillsmere. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Hillsmere.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Hillsmere, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Hillsmere. On average, places to stay near Hillsmere offer 993.87 ft², with nightly prices averaging US $623.

With Casai, finding and comparing holiday rentals in Hillsmere is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Show more
Show less

Top Accommodation Types in Hillsmere

Type Count
Vacation Homes 613
Holiday Apartments 80
Cottages 12
Villas 3

Use these Quick Filters to Find a Holiday Rental in Hillsmere

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Hillsmere.

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

Other Places to Stay in Hillsmere, MD


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

Frequently Asked Questions About Hillsmere?

What are the top holiday rentals in Hillsmere?

With numerous options available in Hillsmere, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Hillsmere:

How many holiday rentals have private pools in Hillsmere?

Discover a selection of holiday rentals with private pools near Hillsmere with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Hillsmere are best for families?

If you're searching for a family-friendly holiday home in Hillsmere, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Hillsmere:

How many Casai.com holiday rentals are available in Hillsmere?

As of 2025, Casai boasts over 781 properties listed in the Hillsmere area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Hillsmere.

Nearby Neighborhood (1) 
Neighborhood Property Count
Hunt Meadows Vacation Rentals in Annapolis, Maryland 776

People Also Ask

There are 781 Hillsmere, MD Holiday Rentals

Recently Booked Holiday Rentals in Hillsmere