Preston Vacation Rentals, Maryland: house rentals & more

Scroll through and select from vacation rentals in Preston to find one that's perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation homes have the best amenities for hanging out with the people that matter most, which might include a garden and pool. You'll be able to choose a rental to meet everyone's needs, including places that are non-smoking or accessible.

Find the best place to stay - Preston

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

Find spaces that suit your style

Top rated rentals - Preston

Image of Private, gated country home with outdoor pavilion & EV charger - dog-friendly

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Book a vacation rental for your Preston getaway

Learn about the unique charm of Preston with a stay in a private vacation home. There's no shortage of things to see and do in the area.Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Preston

Are you searching for attractions to see while you're in town? Venture out of your cozy vacation rental and check out everything that makes Preston a fun place to get away. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

St. Michaels Winery (17.5 mi / 28.1 km)
Easton Cycle and Sport (9.3 mi / 15 km)
Hog Neck Golf Course (11.1 mi / 17.9 km)
Layton's Chance Vineyard and Winery (15.4 mi / 24.7 km)
Talbot Massage (9.5 mi / 15.3 km)
Triple Creek Winery (11.4 mi / 18.3 km)

Exploring the natural features in Preston

Whether you're looking for fun outdoor activities or just want to take in the scenery, Preston is a great spot to appreciate mother nature. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

Bill Burton Fishing Pier State Park (11.1 mi / 17.9 km)
Great Marsh Park (12.8 mi / 20.6 km)
Long Wharf Park (12.9 mi / 20.8 km)
Barnes Woods Nature Preserve (15.6 mi / 25.2 km)
Adkins Arboretum (16.8 mi / 27 km)
Tuckahoe State Park (17.2 mi / 27.7 km)

Traveling to and around Preston

Fly into Easton, MD (ESN-Easton - Newnam), the closest airport, located 10.8 mi (17.3 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Georgetown, DE (GED-Sussex County), which is 29.5 mi (47.5 km) away.

Frequently asked questions

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

A range of factors influence how much you'll pay for a vacation rental in Preston, including the type of property, season and length of stay. However, all our vacation homes have something in common — incredible value. Just enter your travel dates to find your home away from home.

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

The average price for a vacation rental close to the beach in Preston depends on when you're traveling and the type and size of property you're looking for. You can easily find prices on Vrbo by entering your travel dates and destination. Then use the filter tool to select the number of bedrooms and amenities that you require, like air conditioning, a pool and WiFi.

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

The minimum age can differ across properties on Vrbo, so check the rules of the vacation rental in Preston you want. But in general, it's 16, 18 or 21.

How long can I rent a vacation rental in Preston for?

It really depends on the Preston property. To view a list of options offering extended stays, simply type your dates and number of people into Vrbo. You can enjoy having the entire property to yourself, as well as amenities such as a kitchen, air conditioning and a backyard where the kids can burn off energy. Be on the lookout for long-term stays that offer weekly or monthly discounts.