Pilottown Village Vacation Rentals

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Vacation Rentals in Pilottown Village

The Sandpiper Beach Club

4.0 star property
9.6 out of 10, Exceptional, (365)
"Excellent stay! Location is perfect."
$185 nightly
The price is $213
Oct 23 - Oct 24
Total with taxes and fees
The Sandpiper Beach Club

Coastal Estate

2.5 star property
9.0 out of 10, Wonderful, (42)
"perfect weekend getaway spot for my husband and i. enjoyed the pool, beaches, shopping, and dinning. "
$171 nightly
The price is $197
Oct 9 - Oct 10
Total with taxes and fees
Coastal Estate

Adorable pet friendly 2 bedroom in Cape May near Rosemans Marina.

9.6 out of 10, Exceptional, (196)
"My girlfriend and I stayed here and couldn’t have asked for anything better. Judy’s property is in a prime location and was very cute and cozy. We enjoyed every second we spent there. Can’t wait to get back!"
Adorable pet friendly 2 bedroom in Cape May near Rosemans Marina.

Brand New Luxury Rehoboth Beach In-Town Home with Private Pool

9.8 out of 10, Exceptional, (78)
"We’ve been going to Rehoboth Beach is a family my whole life, this was our second year at the property and I did an absolutely wonderful time."
Brand New Luxury Rehoboth Beach In-Town Home with Private Pool

200 steps to the beach - walk everywhere downtown! Private location.

9.0 out of 10, Wonderful, (25)
"Great walking distance. Easy to access. Quite area. Lots to explore. Great for a short get away. "
$252 nightly
The price is $258
Oct 1 - Oct 2
Total with taxes and fees
200 steps to the beach - walk everywhere downtown! Private location.

Top Performer! Quintessential historic cottage

9.2 out of 10, Wonderful, (92)
"Everything was great - nice quiet, comfortable cottage blocks to beach, dining and boardwalk. Provided bikes for a great day biking at Gordon’s Pond Beach. Dog friendly, clean and conveniently location. "
Top Performer! Quintessential historic cottage

Walk to Beach and Restaurants! 8BR and 3BA. Pets welcome. Sleeps 16. Incredible!

9.8 out of 10, Exceptional, (46)
"We spent a week here with our family, from elderly grandmother to young kids. The house was very clean and well -equipped. We appreciated the variety of gathering spaces. The location is also very convenient and host communication was great."
Walk to Beach and Restaurants! 8BR and 3BA. Pets welcome. Sleeps 16. Incredible!

Fall Sale! Big Porch, Short Walk to Beach & Boardwalk, Sleeps 10, Lots to Offer!

10.0 out of 10, Exceptional, (6)
Fall Sale! Big Porch, Short Walk to Beach & Boardwalk, Sleeps 10, Lots to Offer!

Beautiful Beach Theme Condo 1.5 Blocks From The Beach & Rehoboth Ave Fun

9.0 out of 10, Wonderful, (40)
"It was the most adorable little place with the cutest decor, and we all enjoyed our stay. It was very clean!"
$480 nightly
The price is $490
Sep 29 - Sep 30
Total with taxes and fees
Beautiful Beach Theme Condo 1.5 Blocks From The Beach & Rehoboth Ave Fun

10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool

9.8 out of 10, Exceptional, (60)
"The location and amenities are amazing! Samanatha was "
10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool

Heated pool and spa. Walk to the beach. With elevator.

10.0 out of 10, Exceptional, (39)
"We enjoyed staying at the house. Close to beach and restaurants."
Heated pool and spa. Walk to the beach. With elevator.

Cape May Bungalow - Iconic Washington St - Bike to Beach

9.8 out of 10, Exceptional, (53)
"We had an incredible time staying at this Cape May Bungalow!! "
Cape May Bungalow - Iconic Washington St - Bike to Beach

Beautiful corner property with cozy beach vibe.

9.6 out of 10, Exceptional, (255)
"Very clean - quiet neighborhood! Close to the beach and restaurants "
$371 nightly
The price is $418
Oct 19 - Oct 20
Total with taxes and fees
Beautiful corner property with cozy beach vibe.

Beach Retreat Located in the Heart of Dewey!

9.4 out of 10, Exceptional, (103)
"We had a great time staying at this condo. It’s located right in the middle of Dewey which made getting around without a car very easy! My friends and I had a blast! "
Beach Retreat Located in the Heart of Dewey!

Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!

9.8 out of 10, Exceptional, (132)
"We had a great stay at this rental. Very clean and a perfect location right on the beach."
Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!

Spacious one bedroom carriage house center of town two blocks from the beach!

10.0 out of 10, Exceptional, (98)
"Charming, clean, cozy, comfortable"
Spacious one bedroom carriage house center of town two blocks from the beach!

2 Bedroom Condo Henlopen Station w/ Brand New Bed

9.4 out of 10, Exceptional, (22)
"Great location for a brief trip to the beach."
$166 nightly
The price is $169
Oct 13 - Oct 14
Total with taxes and fees
2 Bedroom Condo Henlopen Station w/ Brand New Bed

Cozy Condo steps to the beach. 3 BR, 2 BA, Reserved parking and Outdoor Shower.

9.6 out of 10, Exceptional, (109)
"We have been coming to Cape May for years. This was a very memorable stay. The location was perfect and the owners were very responsive. "
Cozy Condo steps to the beach. 3 BR, 2 BA, Reserved parking and Outdoor Shower.

Cozy 2 BR Apt in historic Cape May, 1/2 block from beach and mall

9.6 out of 10, Exceptional, (137)
"Great location, charming property"
Cozy 2 BR Apt in historic Cape May, 1/2 block from beach and mall

Cozy beach cottage, steps from Lewes Beach

10.0 out of 10, Exceptional, (21)
"We had a lovely stay. The house was well stocked and clean. The porch was lovely. The host was very available. Stepdowns between rooms and challenging access to attic bedroom were concerns, particularly for an older member of our party."
Cozy beach cottage, steps from Lewes Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pilottown Village Hotel Reviews

Find out more about Pilottown Village

Find out more about Pilottown Village

Everything you need to know about Pilottown Village vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pilottown Village vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pilottown Village vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pilottown Village vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pilottown Village. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pilottown Village in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $169 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pilottown Village rentals

At Expedia, we put the best Pilottown Village vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pilottown Village rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pilottown Village vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pilottown Village. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Pilottown Village?

Yes, you can find vacation rentals close to popular attractions in Pilottown Village, or you can choose a more remote option if you're looking for a relaxing stay.

What's the top vacation rental that Pilottown Village has to offer?

Heated pool and spa. Walk to the beach. With elevator. : This vacation home rental outside Pilottown Village is located near the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Pilottown Village?

Explore the area and family-friendly sights such as Jungle Jim's River Safari Water Park, or get out into nature at a spot like Lewes Beach. In the larger area, you’ll find Cape May - Lewes Ferry and Cape Henlopen Beach.

What’s a vacation rental in Pilottown Village like?

A vacation rental is a private property where you can stay for a couple of days or more in Pilottown Village. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great option for family gatherings.