Holiday Rentals in Pilottown Village

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Our top choices for Pilottown Village holiday rentals

The Sandpiper Beach Club

The Sandpiper Beach Club
4.0 star property
Cape May Historic District
9.6 out of 10, Exceptional, (396)
"Excellent staffing, maintenance, off street parking, views. "
United States
Francis
The price is €182
includes taxes & fees
15 Jan - 16 Jan 2026
The Sandpiper Beach Club

Coastal Estate

Coastal Estate
2.5 star property
Cold Spring
9.0 out of 10, Wonderful, (48)
"perfect weekend getaway spot for my husband and i. enjoyed the pool, beaches, shopping, and dinning. "
United States
Megan
The price is €139
includes taxes & fees
17 Dec - 18 Dec
Coastal Estate

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

200 steps to the beach - walk everywhere downtown! Private location.
Downtown
9.0 out of 10, Wonderful, (26)
"Great walking distance. Easy to access. Quite area. Lots to explore. Great for a short get away. "
United States
Wyatt Dylan T.
The price is €196
includes taxes & fees
17 Dec - 18 Dec
200 steps to the beach - walk everywhere downtown! Private location.

Top Performer! Quintessential historic cottage

Top Performer! Quintessential historic cottage
South Rehoboth
9.2 out of 10, Wonderful, (95)
"My family had a great time. The location is super."
United States
StickyNoteCat 4.
Top Performer! Quintessential historic cottage

Beach Retreat Located in the Heart of Dewey!

Beach Retreat Located in the Heart of Dewey!
Dewey Beach
9.4 out of 10, Exceptional, (106)
"The place was wonderful, good location and an easy walk to the beach! "
United States
Christopher C.
Beach Retreat Located in the Heart of Dewey!

Beautiful corner property with cozy beach vibe.

Beautiful corner property with cozy beach vibe.
Village Green
9.6 out of 10, Exceptional, (256)
"This was a great beach getaway property in a nice quiet neighborhood. The property was clean and had laundry, a coffee machine, and a comfortable deck. Great stay!"
United States
Jake E.
Beautiful corner property with cozy beach vibe.

Private Studio Apartment In Lewes

Private Studio Apartment In Lewes
Lewes
9.4 out of 10, Exceptional, (12)
"Small studio. Very easy to get in and out of. On a hidden road off a busy street. Dog friendly was nice"
United States
Matt S.
Private Studio Apartment In Lewes

Lokal Hotel Cape May

Lokal Hotel Cape May
3.5 star property
Cape May Historic District
10.0 out of 10, Exceptional, (69)
"Just an amazing stay! "
United States
Diana
The price is €213
includes taxes & fees
4 Jan - 5 Jan 2026
Lokal Hotel Cape May

Ocean Block Dewey Beach and Pet Friendly!

Ocean Block Dewey Beach and Pet Friendly!
Rehoboth by the Sea
10.0 out of 10, Exceptional, (187)
"We had a great return visit to this little cottage. My whole family enjoyed the location very much. Easy walk to the beach and to town. Everything was clean and the new outdoor shower was lovely. "
United States
Jessica B.
The price is €470
includes taxes & fees
12 Jan - 13 Jan 2026
Ocean Block Dewey Beach and Pet Friendly!

Penthouse- Rehoboth Beach -3 Bedroom with private deck

Penthouse- Rehoboth Beach -3 Bedroom with private deck
Downtown
9.8 out of 10, Exceptional, (24)
"We love the place very clean bright and open, had the comfirt of home. "
United States
Doris U.
Penthouse- Rehoboth Beach -3 Bedroom with private deck

Coastal Estate – Private Cottage with King Bed & Pool Access

Coastal Estate – Private Cottage with King Bed & Pool Access
Cold Spring
9.4 out of 10, Exceptional, (3)
"Day trip to Cape May. Easy drive to town. Quiet and cozy. Everything needed was provided. Would recommend. "
United States
Kathy L.
The price is €173
includes taxes & fees
7 Jan - 8 Jan 2026
Coastal Estate – Private Cottage with King Bed & Pool Access

Turtle Cove Rehoboth Beach 2 Bdrm Parking Smll Dog

Turtle Cove Rehoboth Beach 2 Bdrm Parking Smll Dog
Truitts Park
9.8 out of 10, Exceptional, (6)
"This was a great place to spent the weekend! It’s super close to town and having a parking spot was amazing. It felt like a home away from home. Having the courtyard was great for some outdoor space. We would absolutely stay here again! Cannot recommend enough!"
United States
Alexis H.
Turtle Cove Rehoboth Beach 2 Bdrm Parking Smll Dog

Pet friendly cozy cottage. Walk or Bike 1 mile to the beach!

Pet friendly cozy cottage. Walk or Bike 1 mile to the beach!
Truitts Park
9.4 out of 10, Exceptional, (62)
"love this cottage, second time we have stayed here, perfect for a quiet get away"
United States
alice n.
Pet friendly cozy cottage. Walk or Bike 1 mile to the beach!

Beautiful Victorian Whole House Rental! Empress of Cape May

Beautiful Victorian Whole House Rental! Empress of Cape May
Cape May Historic District
10.0 out of 10, Exceptional, (43)
"When we opened the door, we were impressed with the kitchen - not so much the size, but the decor and the fact that it was perfectly appointed. A step away breaks into the magnificent dining room and living rooms with plenty of space. All of the bedrooms were so beautifully decorated with unique personalities. The fact that each bedroom had its private bath was very helpful given our large family. The outside porch was delightful, and the location is perfect for the beach, shopping, dining,...
United States
Susan M.
Beautiful Victorian Whole House Rental! Empress of Cape May

2 blocks to the beach, 1 block to Rehoboth Ave, and pet-friendly.

2 blocks to the beach, 1 block to Rehoboth Ave, and pet-friendly.
South Rehoboth
10.0 out of 10, Exceptional, (71)
"Great location! We really enjoyed your home! "
United States
Collin K.
2 blocks to the beach, 1 block to Rehoboth Ave, and pet-friendly.

Oceanfront, Pristine 1br 1 Ba Condo, Relax And Rejuvenate By The Sea.

Oceanfront, Pristine 1br 1 Ba Condo, Relax And Rejuvenate By The Sea.
Downtown Bethany Beach
9.8 out of 10, Exceptional, (130)
"Great location. Very clean! "
United States
Eleanor H.
Oceanfront, Pristine 1br 1 Ba Condo, Relax And Rejuvenate By The Sea.

The Beach House one block from the the beach

The Beach House one block from the the beach
North Cape May
9.6 out of 10, Exceptional, (30)
"It was very cozy The beds were very comfy "
United States
Linda
The price is €338
includes taxes & fees
15 Jan - 16 Jan 2026
The Beach House one block from the the beach

Dog-friendly 2-story home near beach with screened porch, fast WiFi, W/D, & AC

Dog-friendly 2-story home near beach with screened porch, fast WiFi, W/D, & AC
South Rehoboth
8.4 out of 10, Very good, (31)
"Excellent location and a good house to bring our dog with us. "
United States
Sharon H.
Dog-friendly 2-story home near beach with screened porch, fast WiFi, W/D, & AC

Modern, Spacious, Pet-Friendly Cape Mackie!

Modern, Spacious, Pet-Friendly Cape Mackie!
Cape May
10.0 out of 10, Exceptional, (167)
"Excellent location and very quiet. Beautiful place!"
United States
Mariano L.
Modern, Spacious, Pet-Friendly Cape Mackie!

Beautiful 6 BR House in center of Historic District 1 Block to Beach

Beautiful 6 BR House in center of Historic District 1 Block to Beach
Cape May Historic District
10.0 out of 10, Exceptional, (61)
"Great property and host!"
United States
Nick N.
Beautiful 6 BR House in center of Historic District 1 Block to 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

Everything you need to know about Pilottown Village holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pilottown Village holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pilottown Village holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pilottown Village holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pilottown Village holiday rentals we have selected for you start as low as €139 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pilottown Village rentals

At Expedia, we put the best Pilottown Village holiday 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 holiday.

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 holiday rental in Pilottown Village?

Yes, there are holiday rentals close to the most popular sights in Pilottown Village, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pilottown Village has to offer?

Beach Retreat Located in the Heart of Dewey!: This holiday home rental outside of Pilottown Village has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 wider area, you’ll find Cape May - Lewes Ferry and Cape Henlopen Beach.

What’s a holiday rental in Pilottown Village like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pilottown Village. Holiday rentals offer amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.