Calvert County vacation rentals

We found 262 vacation rentals — enter your dates for availability

Select from 99 homes, 31 cottages, and other vacation rentals in Calvert County to find one that's perfect for your trip. Vacation rentals offer the best amenities for you and your friends, family, or even pets, such as a hot tub and garden. You'll be sure to find a rental for everyone's needs, including options that are accessible or non-smoking.

Popular Calvert County destinations on Vrbo

Vacation rentals with weekly discounts - Calvert County

Showing deals for:Jul 25 - Aug 1
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Find out more about Calvert County

Find out more about Calvert County

Why visit Calvert County

  1. Scenic Shorelines: Enjoy beautiful beaches and stunning views along the western coast, perfect for relaxation and exploration.
  2. Outdoor Activities: Engage in hiking, kayaking, and fishing, taking advantage of the county's natural landscapes.
  3. Historic Lighthouses: Discover charming lighthouses that offer a glimpse into the area's maritime history.
  4. Vibrant Marinas: Explore bustling marinas filled with boats, dining options, and opportunities for water sports.
  5. Charming Accommodations: Choose from cozy cottages, private homes, and modern apartments for a comfortable stay.

Popular types of accommodation in Calvert County

If you're looking for the perfect getaway in Calvert County, you're in luck! Our vacation rentals include a variety of popular accommodations such as houses, cozy cottages, and stylish apartments. Whether you prefer the charm of Calvertowne townhouses, the convenience of MD apartments, or a relaxing stay in a bath condo in Huntingtown or a Solomons cabin in Lusby, we have something to suit every traveler's needs.

  • Houses: The top choice for visitors in Calvert County, offering spacious and comfortable amenities perfect for families, friends, or couples.
  • Apartments: A popular selection that provides a convenient and modern living space, ideal for those looking for a home away from home.
  • Cottages: Quaint and charming, these cozy retreats offer a unique and intimate atmosphere for a relaxing getaway.
  • Cabins: Perfect for nature enthusiasts, cabins provide a rustic experience surrounded by beautiful landscapes.**

Top attractions in Calvert County

Calvert County, Maryland, offers a perfect blend of outdoor adventures, scenic views, and cultural experiences. Visitors can explore historic lighthouses, majestic cliffs, and vibrant marinas, making it an ideal destination for those seeking adventure and natural beauty. Whether you're traveling solo or with family, Calvert County promises an unforgettable getaway filled with exploration and discovery.

  1. Calvert Cliffs State Park: Explore stunning natural beauty with towering cliffs along the Chesapeake Bay. Enjoy hiking trails that lead you to scenic overlooks and fossil hunting opportunities along the beach, perfect for outdoor enthusiasts seeking adventure and breathtaking views.
  2. Rod n Reel Charter Fishing: Experience thrilling fishing trips from this vibrant marina. Enjoy a day on the water with expert guides and the chance to catch various fish species while soaking up the beach vibes and fresh sea air.
  3. Breezy Point Beach: Relax at this picturesque beach, known for its soft sands and inviting waters. Ideal for swimming, sunbathing, and beachcombing, it’s a perfect spot for families and those looking to unwind by the shore.

Things to do recommended for couples

Calvert County offers charming experiences for couples. Enjoy a romantic evening at Running Hare Vineyard or Perigeaux Vineyards and Winery, where you can savor fine wines in a lovely setting. For a fun twist, try R&J's PlayPark for a round of mini-golf amidst a lively atmosphere.

Things to do recommended for families

Experience family fun at Chesapeake Beach Water Park, where kids can splash around in thrilling waterslides and pools. The park offers a lively atmosphere, making it a perfect spot for families to enjoy adventure and entertainment together in Calvert County.

What do I need to keep in mind when booking a vacation in Calvert County

If you're planning a trip with a group, family, pets, or seeking longer accommodations, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Calvert County with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Calvert County with young kids: Traveling with young kids can be a bit tricky. It’s important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Calvert County: For many families, a vacation wouldn’t be the same without their furry companions. If you can relate, consider exploring Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Calvert County: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Calvert County

Calvert County, Maryland, is a hidden gem for outdoor enthusiasts and families alike, offering stunning shorelines along the western coast. With its charming cities and friendly atmosphere, visitors can explore art, enjoy relaxing beach days, and embark on exciting excursions. Whether you're hiking scenic trails or soaking up the sun on beautiful beaches, Calvert County is the perfect vacation destination for adventure and relaxation.

  • Chesapeake Beach: Nestled along the western shore of the Chesapeake Bay, Chesapeake Beach is a delightful coastal city in Calvert County, attracting visitors for its stunning scenery and outdoor activities. The city features a charming boardwalk that provides access to beautiful sandy beaches, ideal for family outings and relaxation. Popular attractions include the local recreational areas and shopping centers, where you can find unique souvenirs and indulge in local cuisine. With its family-friendly beach, serene lake views, and proximity to nature, Chesapeake Beach offers a perfect blend of adventure and tranquility.
  • North Beach: Located a few miles north of Chesapeake Beach, North Beach is a picturesque seaside town that captivates tourists with its scenic vistas and family-oriented experiences. The town boasts a welcoming boardwalk, ideal for leisurely strolls, and a beautiful beach perfect for sunbathing and swimming. Visitors can explore nearby recreational areas and shopping mall centers, making it a convenient spot for both relaxation and entertainment. The highlight of North Beach is its close proximity to the national state park, providing ample opportunities for hiking, wildlife viewing, and picnicking in a serene natural setting.
  • Solomons Island: Situated at the confluence of the Patuxent River and the Chesapeake Bay, Solomons Island is a charming destination known for its adventure and outdoor experiences. The island features a vibrant boardwalk lined with shops and eateries, where you can enjoy fresh seafood and local crafts. With its stunning beaches and nearby lakes, Solomons Island is perfect for kayaking, fishing, and exploring nature trails. The presence of a national park nearby adds to the allure, offering hiking trails and scenic views that showcase the beauty of the region. Solomons Island invites you to immerse yourself in its natural wonders and vibrant community.

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner has its perks! When you join our travel rewards program, One Key, you’ll gain immediate access to member discounts and can earn and redeem OneKeyCash™ on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient platform for you to plan new trips, manage your existing plans, or review and organize your reservations. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips. To check out your Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Choose a vacation rental for your Calvert County getaway

Learn about the unique charm of Calvert County with a stay in a private vacation home. There's no shortage of things to see and do in the area.Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Sightseeing in and around Calvert County

Do you want to discover top things to see and do in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Calvert County a fun spot to vacation. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Running Hare Vineyard (5.3 mi / 8.5 km)
  • Perigeaux Vineyards and Winery (8.1 mi / 13 km)
  • Chesapeake Beach Water Park (10.9 mi / 17.5 km)
  • Fridays Creek Winery (12.6 mi / 20.3 km)
  • Port of Leonardtown Winery (17.4 mi / 28 km)
  • Maryland International Raceway (18.8 mi / 30.2 km)

Exploring the natural landscape of Calvert County

Whether you're an adventurous traveler or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Calvert County. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Battle Creek Cypress Swamp Sanctuary (4.4 mi / 7.1 km)
  • Matoaka Beach (5.2 mi / 8.4 km)
  • Breezy Point Beach (6 mi / 9.7 km)
  • Flag Ponds Nature Park (6.9 mi / 11 km)
  • Cove Point Beach (13.1 mi / 21.1 km)
  • Annmarie Sculpture Garden and Arts Center (13.8 mi / 22.2 km)

Frequently asked questions

What is the best area to stay in Calvert County when booking a vacation rental?
One of the more in-demand areas for a Calvert County vacation home is North Beach. When you book your Vrbo vacation property, you will have the entire place to yourselves. That means you won’t have to share it with anyone other than your favorite people.
What is the most popular type of vacation rental accommodation in Calvert County?
According to our research, cottages are considered the most popular type of property in Calvert County. But as you’d expect, everyone’s idea of an awesome stay will differ. Vrbo has vacation rentals with every size, shape and budget in mind, so you’re sure to discover your ideal fit.
How much does it cost to rent a vacation rental in Calvert County?
Several factors can influence how much you’ll pay for a vacation rental in Calvert County, like the time of year, property type and length of stay. However, all our vacation homes have one thing in common — incredible value. Just add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Calvert County?
Prices for beach houses in Calvert County will vary depending on the size and type of the property and when you plan to travel. All you have to do is enter your travel dates into Vrbo and the number of guests to view your vacation rental options and prices. From there you can use our filters to refine your search by ratings, amenities, nearby activities and more.
Are there pet-friendly vacation rentals in Calvert County?
With 19 vacation rentals that welcome pets, your furry best friend can also come along on your Calvert County vacation. Use the filter tool to browse our pet-friendly vacation rentals and find your pawfect digs on Vrbo.
Are there large group vacation rentals in Calvert County?
You’ll find 13 properties in Calvert County that can sleep 10 or more people. Whether you’re organizing a get-together with extended family or a special event like a birthday party, there’s enough space to get your favorite people together under one roof.
What are the top attractions for families in Calvert County?
There are loads of cool things to see and do with the family in Calvert County, including:

  • Breezy Point Beach
  • Chesapeake Beach Water Park
  • Calvert Cliffs State Park

Are there one-bedroom vacation rentals in Calvert County?
You can pick from 14 one-bedroom rentals in Calvert County. Whether you want a secluded cottage or a cabin, Vrbo’s one-bedroom rentals are perfect if you don’t need a lot of space. One of the main perks of having your own place? You won’t ever have to share your vacation with strangers.
Can I find two-bedroom vacation rentals in Calvert County?
Calvert County has 23 two-bedroom vacation properties for you to pick from. Experience a vacation home with all the privacy and space you need at a price that’s hard to resist on Vrbo.
Are there vacation rentals with WiFi in Calvert County?
Whether you want to keep up with the latest headlines, send some emails or surf your social networks, there are 59 vacation homes with WiFi in Calvert County. Check the “WiFi” box when searching on Vrbo and stay connected on your vacation.
How can I find vacation rentals with air conditioning in Calvert County?
You’ll find 78 Vrbo vacation rentals with air conditioning in Calvert County offering that cooling breeze and extra level of comfort. Just enter your desired travel dates and then use our filter tool to help you locate properties with air conditioning.
How old do you have to be to rent a vacation rental in Calvert County?
We advise checking with the Calvert County vacation property you’d like on Vrbo as the age limit differs. However, normally it’s 16, 18 or 21.
How long can I rent a vacation rental in Calvert County for?
It’s really down to the Calvert County property. To see all available options offering extended stays, just enter your dates and number of guests into the Vrbo search page. You can enjoy having the property to yourself, along with comforts such as a fully-equipped kitchen, air conditioning and a backyard where the kids can run around and play. Be on the lookout for any long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Calvert County?
In Calvert County, you’ll find some incredible discounts and bargains for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re wanting a weekend getaway or a couple of weeks away, we’ve got a variety of options that’ll suit your style.

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