Deep Hole vacation rentals

We found 655 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 78 homes and other vacation rentals in Deep Hole that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll have the amenities you expect and more, which might include WiFi and a washer and dryer. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

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Choose a vacation rental for your Deep Hole getaway

Learn about the unique charm of Deep Hole with a stay in a private vacation home. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Sightseeing in and around Deep Hole

Are you looking for attractions to visit while you're in the area? Venture out of your cozy vacation rental and experience everything that makes Deep Hole a one-of-a-kind vacation spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Maui Jack's Waterpark (0.8 mi / 1.3 km)
  • Nassawango Golf Course (15.6 mi / 25.1 km)

Exploring the natural features in Deep Hole

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Deep Hole is a great spot to appreciate mother nature. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Chincoteague National Wildlife Refuge (1.6 mi / 2.6 km)
  • Assateague Point (3.5 mi / 5.6 km)
  • Oyster Bay (1.1 mi / 1.8 km)
  • Robert N. Reed Downtown Waterfront Park (1.4 mi / 2.2 km)
  • Pocomoke River State Park (14.8 mi / 23.8 km)
  • Cypress Park (15.3 mi / 24.7 km)

Transportation options to and around Deep Hole

The nearest airport is in Ocean City, MD (OCE-Ocean City Municipal), located 28.7 mi (46.2 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional), which is 29.4 mi (47.3 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Deep Hole?

According to our data, houses are the most sought-after property type in Deep Hole. But that goes without saying, everyone's idea of the perfect stay can differ. Vrbo has vacation rentals of all sizes and shapes, so you're bound to find your ideal fit.

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

Season, length of stay and property type are some things that can influence the price of a vacation home. Simply add your dates of travel to find your perfect fit. From cozy chalets to plush villas, all Vrbo vacation rentals offer incredible value.

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

The average price for a vacation home by the beach in Deep Hole depends on when you're traveling and the type and size of property you want. You can find prices easily and quickly on Vrbo by entering your travel dates. Then use our handy filter tool to pick the number of bedrooms and amenities essential to you, like a pool, air conditioning and WiFi.

Are there pet-friendly vacation rentals in Deep Hole?

With 54 vacation rentals that welcome four-legged guests, your furry little friend can join you on your Deep Hole vacation. Use our filter tool to search our pet-friendly vacation rentals and find a stay that'll set tails wagging on Vrbo.

Can I rent a house with a pool in Deep Hole?

Tick the "pool" box in our handy filter tool and take your pick of two houses with private pools in Deep Hole on Vrbo. Ball games, gentle soak or noodle joust? Downtime is up to you when your Vrbo vacation home has its own swimming pool.

What are popular rental amenities in Deep Hole?

A nearby waterfront, a garden and a swimming pool rank as the most popular rental amenities in Deep Hole. Whether you're planning to travel solo, with your significant other or a group of friends, Vrbo will help you find a vacation rental that matches your style with all the extras you're looking for.

Are there large group vacation rentals in Deep Hole?

Deep Hole has 10 vacation properties that can accommodate 10 or more people. These stays come with the privacy and space you need to share good times with family and friends.

Are there vacation rentals in Deep Hole that welcome kids?

Gather your whole crew for a fun-packed adventure in Deep Hole at one of our 46 family-friendly properties. Many of these stays provide conveniences that are ideal for trips with the kids, such as dining rooms, living rooms and outdoor spaces. Just click on the "Properties good for families" filter and pick your favorite option.

What are the top attractions for families in Deep Hole?

Keeping the kids amused during your stay in Deep Hole is a cinch with these exciting family-friendly attractions:

  • Maui Jacks Waterpark
  • Robert N. Reed Downtown Waterfront Park
  • Oyster Bay

Can I find two-bedroom vacation rentals in Deep Hole?

Gather your loved ones and relax in total privacy and comfort in one of the nine two-bedroom vacation properties Deep Hole has to offer.

Are there vacation rentals with WiFi in Deep Hole?

Whether you'd like to keep up with world events, reply to emails or surf social media, there are six vacation homes with WiFi in Deep Hole. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.

How can I find vacation rentals with air conditioning in Deep Hole?

Pick your dates and then use our filter tool to see vacation rentals with ac in Deep Hole on Vrbo. With 37 air-conditioned properties available, you can enjoy a comfortable and cool stay.

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