Caroline County Vacation Rentals, Maryland: house rentals & more

Discover a selection of 6 homes and other vacation rentals in Caroline County that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation homes have the amenities you expect for your stay, which might include a pool and a washer and dryer. No matter what you're looking for, you'll be able to choose a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

Find the best place to stay - Caroline County

20 x 40 Salt Water Pool - Open June- October (not heated)

Waterfront Cottage, Private Hot Tub, Fire Pit, Pool - perfect Romantic Getaway

Sleeps 4 · 2 bedrooms · 2 bathrooms

Sunset Landing with Western exposure, pier & salt water pool on the Miles River

Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac

Sleeps 10 · 6 bedrooms · 3+ bathrooms

Popular Caroline County destinations on Vrbo

Cute, well cared for, and very uncrowded state park in Maryland. Rent a canoe and paddle up into the creeks that feed the lake for views of abundant plants and wildlife.

Find spaces that suit your style

Top rated rentals - Caroline County

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Choose a vacation rental for your Caroline County getaway

Experience the unique character of Caroline County with a stay in a vacation home rental. There's no shortage of things to see and do in the area.Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Caroline County

Do you want to find things to do in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Caroline County a fun spot to vacation. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

Harrington Raceway and Casino (13.6 mi / 21.9 km)
Queenstown Harbor Golf Links (19.7 mi / 31.8 km)
Queenstown Harbor Golf Club (19.8 mi / 31.8 km)
St. Michaels Winery (22.4 mi / 36.1 km)
Dover International Speedway (26.4 mi / 42.5 km)
Hog Neck Golf Course (13 mi / 21 km)

Exploring the natural landscape of Caroline County

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Caroline County is a great place to get out in nature. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

Killens Pond State Park (16.8 mi / 27.1 km)
DE Turf Sports Complex (21.7 mi / 35 km)
Chesapeake Bay Environmental Center (22 mi / 35.4 km)
Bill Burton Fishing Pier State Park (23.5 mi / 37.7 km)
Eastern Neck National Wildlife Refuge (23.5 mi / 37.9 km)
Long Wharf Park (25.1 mi / 40.4 km)

Frequently asked questions

What is the most popular type of vacation rental accommodation in Caroline County?

Houses are the most popular style of vacation rental in Caroline County, according to our data. Even if you have a different vision in mind, Vrbo has vacation homes in a variety of shapes and sizes. Look through our options to find your perfect fit.

How much does it cost to rent a vacation rental in Caroline County?

Different factors can determine what you'll pay for a vacation rental in Caroline County, such as the length of stay, type of property and season. However, all Vrbo homes have one thing in common — exceptional value. Simply enter your travel dates to find your ideal escape.

How much does it cost to rent a beach house in Caroline County?

Prices for beach houses in Caroline County will vary depending on the type and size of the property and when you're traveling. All you have to do is enter your travel dates into Vrbo and how many guests to see your rental options and prices. From there you can use our filters to tailor your search results by amenities, ratings, nearby activities and more.

What are popular rental amenities in Caroline County?

A fireplace, a fridge and a microwave oven rank as the most popular rental amenities in Caroline County. Whether you're heading away on your own, with your better half or a group of dear friends, Vrbo will help you find a vacation home that suits your tastes with all the features you'll enjoy.

Are there large group vacation rentals in Caroline County?

With two vacation rentals that can sleep 10 guests or more in Caroline County, there's no need to keep anyone off the invite list. From fun family get-togethers to special events like birthday and Christmas parties, Vrbo can help you find a large group rental to suit the occasion.

What are the top attractions for families in Caroline County?

Keeping the kids entertained during your stay in Caroline County is a cinch with these cool family-friendly attractions:

Museum of Rural Life
Martinak State Park
Adkins Arboretum

Can I find two-bedroom vacation rentals in Caroline County?

Pick from two two-bedroom rentals in Caroline County. Put the kids in the second room or maybe fill it with a couple of your best friends. There's a spot for whoever's fortunate enough to come along for the ride.

Are there vacation rentals with WiFi in Caroline County?

Caroline County has five vacation rentals with WiFi, so you can stay connected while on vacation. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with the family to posting pics on social media, these Vrbo homes make it easy to get online.

How old do you have to be to rent a vacation rental in Caroline County?

The minimum age can differ across properties on Vrbo, so be sure to check the rules of the vacation rental in Caroline County you're considering. But normally, it's 16, 18 or 21.

How long can I rent a vacation rental in Caroline County for?

How long you can book a vacation rental in Caroline County depends on the property. Just enter your desired travel dates to display a list of options offering extended stays. With plenty of amenities like laundries and air conditioning, as well as some offering weekly or monthly discounts, you're sure to discover the perfect place to call your home away from home in Caroline County.