Pilottown Village Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Pilottown Village vacation rentals

Sundeck
The Sandpiper Beach Club

Aparthotel in Cape May Historic District

The Sandpiper Beach Club
4.0 star property
9.6 out of 10, Exceptional, (395)
"Great beach view. Many dining options and shopping nearby."
United States
David
The price is ￥26,449
￥33,349 total
includes taxes & fees
Jan 8 - Jan 9, 2026
The Sandpiper Beach Club
Exterior
Coastal Estate

Aparthotel in Cold Spring

Coastal Estate
2.5 star property
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 ￥15,088
￥25,315 total
includes taxes & fees
Dec 14 - Dec 15
Coastal Estate
Fridge, microwave, oven, stovetop
200 steps to the beach - walk everywhere downtown! Private location.

Apartment in Downtown

200 steps to the beach - walk everywhere downtown! Private location.
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 ￥18,052
￥34,879 total
includes taxes & fees
Dec 15 - Dec 16
200 steps to the beach - walk everywhere downtown! Private location.
Outdoor dining
Beach Retreat Located in the Heart of Dewey!

Vacation Home in Dewey Beach

Beach Retreat Located in the Heart of Dewey!
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!
Exterior
Top Performer! Quintessential historic cottage

Cottage in South Rehoboth

Top Performer! Quintessential historic cottage
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
Pool
10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool

Vacation Home in Rehoboth by the Sea

10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool
9.8 out of 10, Exceptional, (62)
"Great home and perfect location. Steps from the beach and walkable to both Dewey and Rehoboth. "
United States
Beth H.
10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool
Exterior
Beautiful corner property with cozy beach vibe.

Vacation Home in Village Green

Beautiful corner property with cozy beach vibe.
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.
1 bedroom, iron/ironing board, WiFi, bed sheets
Private Studio Apartment In Lewes

Apartment in Lewes

Private Studio Apartment In 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
Interior
Ocean Block Dewey Beach and Pet Friendly!

Cottage in Rehoboth by the Sea

Ocean Block Dewey Beach and Pet Friendly!
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 ￥38,873
￥83,014 total
includes taxes & fees
Dec 13 - Dec 14
Ocean Block Dewey Beach and Pet Friendly!
Seasonal outdoor pool, pool umbrellas, sun loungers
Lokal Hotel Cape May

Apartment in Cape May Historic District

Lokal Hotel Cape May
3.5 star property
10.0 out of 10, Exceptional, (69)
"Just an amazing stay! "
United States
Diana
The price is ￥34,286
￥38,958 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Lokal Hotel Cape May
Exterior
Beautiful Victorian Whole House Rental! Empress of Cape May

Vacation Home in Cape May Historic District

Beautiful Victorian Whole House Rental! Empress of Cape May
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
Fridge, microwave, oven, stovetop
Penthouse- Rehoboth Beach -3 Bedroom with private deck

Apartment in Downtown

Penthouse- Rehoboth Beach -3 Bedroom with private deck
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
1 bedroom, bed sheets
Coastal Estate – Private Cottage with King Bed & Pool Access

Cottage in Cold Spring

Coastal Estate – Private Cottage with King Bed & Pool Access
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 ￥16,948
￥30,867 total
includes taxes & fees
Dec 16 - Dec 17
Coastal Estate – Private Cottage with King Bed & Pool Access
Beach
Turtle Cove Rehoboth Beach 2 Bdrm Parking Smll Dog

Condo in Truitts Park

Turtle Cove Rehoboth Beach 2 Bdrm Parking Smll Dog
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
Beach nearby
Pet friendly cozy cottage. Walk or Bike 1 mile to the beach!

Vacation Home in Truitts Park

Pet friendly cozy cottage. Walk or Bike 1 mile to the beach!
9.4 out of 10, Exceptional, (61)
"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!
Terrace/patio
The Beach House one block from the the beach

Vacation Home in North Cape May

The Beach House one block from the the beach
9.6 out of 10, Exceptional, (28)
"It was very cozy The beds were very comfy "
United States
Linda
The price is ￥23,324
￥59,845 total
includes taxes & fees
Dec 15 - Dec 16
The Beach House one block from the the beach
Terrace/patio
Dog-friendly 2-story home near beach with screened porch, fast WiFi, W/D, & AC

Vacation Home in South Rehoboth

Dog-friendly 2-story home near beach with screened porch, fast WiFi, W/D, & AC
8.4 out of 10, Very Good, (31)
"I loved its location and the safe neighborhood. No issue whatsoever with letting the kids explore Rehoboth on their own. 6 minute drive from Dewey, Love love loved it! Don’t let the dogs out, the backyard is home to several bunnies."
United States
Darice P.
Dog-friendly 2-story home near beach with screened porch, fast WiFi, W/D, & AC
TV, DVD player
Modern, Spacious, Pet-Friendly Cape Mackie!

Condo in Cape May

Modern, Spacious, Pet-Friendly Cape Mackie!
10.0 out of 10, Exceptional, (167)
"Excellent location and very quiet. Beautiful place!"
United States
Mariano L.
Modern, Spacious, Pet-Friendly Cape Mackie!
Exterior
2 blocks to the beach, 1 block to Rehoboth Ave, and pet-friendly.

Vacation Home in South Rehoboth

2 blocks to the beach, 1 block to Rehoboth Ave, and pet-friendly.
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.
Beach nearby, sun loungers
Beautiful 6 BR House in center of Historic District 1 Block to Beach

Vacation Home in Cape May Historic District

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

The Bellmoor Inn & Spa

The Bellmoor Inn & Spa

10/10 Excellent
"lovely hotel, excellent staff and amenities"
Kristina 2-night trip
Posted 1 day ago
The Bellmoor Inn & Spa

Find out more about Pilottown Village

Search for holiday rentals in Pilottown Village on Expedia! You can easily find your home rentals, villas, holiday apartments in Pilottown Village using one of the methods below:

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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?

Beach Retreat Located in the Heart of Dewey!: This vacation 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 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 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.