Pilottown Village Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Pilottown Village holiday rentals

A covered patio with a round glass table, four striped chairs, and a potted plant.

1. 2 Bedroom Condo Henlopen Station w/ Brand New Bed

2 Bedroom Condo Henlopen Station w/ Brand New Bed
West Rehoboth
9.4 out of 10, Exceptional, (40 reviews)
"Fantastic price for proximity and size!"
United States
Anonymous traveller
The price is AU$261
includes taxes & fees
13 Dec - 14 Dec
2 Bedroom Condo Henlopen Station w/ Brand New Bed
A residential building with a wooden deck, a tree, and a garden with flowers.

2. Spacious Condo•Pond Views•Centrally located

Spacious Condo•Pond Views•Centrally located
Plantations East
9.6 out of 10, Exceptional, (43 reviews)
"This place is a great central location to everywhere we wanted to go! The whole living room area was a great space for everyone to get together and hang out. The enclosed patio is also great for playing games and relaxing. Communication was also very good and we enjoyed our stay!"
United States
Bianca S.
The price is AU$397
includes taxes & fees
16 Nov - 17 Nov
Spacious Condo•Pond Views•Centrally located
A swimming pool with a white fence, surrounded by trees and a house.

3. EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Georgetown
9.8 out of 10, Exceptional, (63 reviews)
"Great stay. We enjoyed the pool and property."
United States
Holly S.
The price is AU$310
includes taxes & fees
14 Nov - 15 Nov
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
A modern kitchen with a central island, bar stools, and a dining area with chairs.

4. Delightful Cottage•Pet Friendly•Fenced Yard

Delightful Cottage•Pet Friendly•Fenced Yard
Midway
9.4 out of 10, Exceptional, (43 reviews)
"Very nice property and quiet for the location. We will plan on staying there again."
United States
Barbara S.
The price is AU$472
includes taxes & fees
30 Nov - 1 Dec
Delightful Cottage•Pet Friendly•Fenced Yard
A covered patio with a ceiling fan, white cushioned seating, and a patterned floor rug.

5. Cozy Townhouse for perfect beach getaway

Cozy Townhouse for perfect beach getaway
Lewes
10.0 out of 10, Exceptional, (13 reviews)
"Great stay! Everything was clean and comfortable."
United States
Peter R.
The price is AU$304
includes taxes & fees
16 Nov - 17 Nov
Cozy Townhouse for perfect beach getaway
A kitchen with a wooden island, bar stools, white cabinets, and stainless steel appliances.

6. Oasis at Muchy Branch

Oasis at Muchy Branch
Midway
10.0 out of 10, Exceptional, (31 reviews)
"Very pet friendly for my two small dogs 9lbs and 15lbs.So satisfied I think we will return the end of September for a few days."
United States
Bill G.
The price is AU$449
includes taxes & fees
16 Nov - 17 Nov
Oasis at Muchy Branch
A modern kitchen with dark cabinets, a stainless steel refrigerator, a microwave, a stove, and a sink.

7. 2 Bedroom Condo Less Than A Mile To Rehoboth & Dewey Beaches

2 Bedroom Condo Less Than A Mile To Rehoboth & Dewey Beaches
Truitts Park
9.0 out of 10, Wonderful, (6 reviews)
"Thank you to George! Great spot, very responsive, made sure we had everything we needed. Thank you again for everything! Highly recommend."
United States
Justin
The price is AU$210
includes taxes & fees
15 Nov - 16 Nov
2 Bedroom Condo Less Than A Mile To Rehoboth & Dewey Beaches
Property grounds

8. 2-bedroom condo in lovely Lewes with walkability, pool access, easy beach access

2-bedroom condo in lovely Lewes with walkability, pool access, easy beach access
Villages of Five Points
The price is AU$499
includes taxes & fees
14 Nov - 15 Nov
2-bedroom condo in lovely Lewes with walkability, pool access, easy beach access
A balcony with wicker furniture, a white door, and a view of a parking lot.

9. Cozy Creekwood Getaway on the Highway

Cozy Creekwood Getaway on the Highway
Midway
9.8 out of 10, Exceptional, (23 reviews)
"This property is a great place to stay. It was quiet as it is located at the back of the property so you don't hear Rt 1 noise. It was clean and decorated beautifully and had everything there you might need. Highly recommend and will be booking early next year so I make sure I get this property!"
United States
Bonnie D.
The price is AU$363
includes taxes & fees
17 Nov - 18 Nov
Cozy Creekwood Getaway on the Highway
A beach with a sunset and ocean.

10. Coastal Condo Near Rehoboth Beach and Lewes. Close to bike trails and Outlets.

Coastal Condo Near Rehoboth Beach and Lewes. Close to bike trails and Outlets.
Midway
10.0 out of 10, Exceptional, (16 reviews)
"Had a great stay here and recommend if you are looking for somewhere to stay"
United States
matt R.
The price is AU$418
includes taxes & fees
15 Nov - 16 Nov
Coastal Condo Near Rehoboth Beach and Lewes. Close to bike trails and Outlets.
A beach with a sandy shore, a few footprints, and a building with a balcony on the left.

11. Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
Milton
9.8 out of 10, Exceptional, (39 reviews)
"Love how pet friendly it was a so close to the beach!"
United States
Lauren B.
The price is AU$536
includes taxes & fees
7 Dec - 8 Dec
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
A beach with a sunset, sandy shore, and green vegetation.

12. Charming Beach Cottage in Timeless Rehoboth Beach, under 5 min to Boardwalk!

Charming Beach Cottage in Timeless Rehoboth Beach, under 5 min to Boardwalk!
Bayside
9.8 out of 10, Exceptional, (8 reviews)
"This was a wonderful stay! The house was immaculate and everything was super easy and accessible! Jim was a wonderful host. We would happily rent this property again next summer :)"
United States
Olivia R.
The price is AU$1,029
includes taxes & fees
16 Nov - 17 Nov
Charming Beach Cottage in Timeless Rehoboth Beach, under 5 min to Boardwalk!
A spacious indoor area with wicker furniture, including sofas and chairs, arranged around a central table.

13. Modern 3-bedroom house with fitness room, pool and WiFi on Rehoboth Bay

Modern 3-bedroom house with fitness room, pool and WiFi on Rehoboth Bay
Bayside
10.0 out of 10, Exceptional, (9 reviews)
"The house was clean, comfortable and spacious. We were able to extend our checkout time easily. My family really enjoyed our long weekend stay!"
United States
Daniel R.
The price is AU$1,035
includes taxes & fees
16 Nov - 17 Nov
Modern 3-bedroom house with fitness room, pool and WiFi on Rehoboth Bay
A swimming pool with a waterfall feature, surrounded by rocks and vegetation.

14. Coastal Estate

Coastal Estate
2.0 star property
Cold Spring
9.2 out of 10, Wonderful, (124 reviews)
"Nice and quiet, great for solo traveling!"
United States
Emily
The price is AU$350
includes taxes & fees
17 Nov - 18 Nov
Coastal Estate
A single-story house with a covered porch, a number '374' on the side, and a covered grill area.

15. Charming 1-bedroom cottage with loft in Rehoboth Beach

Charming 1-bedroom cottage with loft in Rehoboth Beach
Truitts Park
9.8 out of 10, Exceptional, (26 reviews)
"loved our stay!"
United States
Clair H.
The price is AU$480
includes taxes & fees
14 Nov - 15 Nov
Charming 1-bedroom cottage with loft in Rehoboth Beach
A rectangular outdoor swimming pool with a metal ladder, surrounded by a white fence, and a building with a flat roof in the background.

16. Pool • Bike Trail • Minutes to Lewes Beach

Pool • Bike Trail • Minutes to Lewes Beach
Lewes
The price is AU$548
includes taxes & fees
15 Nov - 16 Nov
Pool • Bike Trail • Minutes to Lewes Beach
A beach with a sunset, waves, and a person walking.

17. Coastal Creekwood Retreat | Pool & Screened Porch

Coastal Creekwood Retreat | Pool & Screened Porch
Midway
The price is AU$449
includes taxes & fees
18 Nov - 19 Nov
Coastal Creekwood Retreat | Pool & Screened Porch
A beach with sand and grass in the foreground, and a sunset in the background.

18. ⛱Beach Days & Quiet Nights | 3BR Home Near Bethany

⛱Beach Days & Quiet Nights | 3BR Home Near Bethany
Millville
9.8 out of 10, Exceptional, (18 reviews)
"Perfect, would book again"
United States
Jeremy R.
The price is AU$323
includes taxes & fees
15 Nov - 16 Nov
⛱Beach Days & Quiet Nights | 3BR Home Near Bethany
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

19. Tiny house w/ Pool on water near Beaches / turf

Tiny house w/ Pool on water near Beaches / turf
Lincoln
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful tiny home with lavish pool in a quiet neighborhood. Loved the area, the home, and amenities provided. Although, we did not receive the code to unlock the door at check in time and host did not answer our text for about 40 minutes. Thankfully the housecleaner was there to let us in! Still a great stay. "
United States
Jessica W.
The price is AU$270
includes taxes & fees
15 Nov - 16 Nov
Tiny house w/ Pool on water near Beaches / turf
A balcony with a view of a marina, outdoor seating, and a table.

20. Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!

Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
Dewey Beach
9.8 out of 10, Exceptional, (86 reviews)
"Great place!"
United States
Paul R.
The price is AU$403
includes taxes & fees
17 Nov - 18 Nov
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
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

An outdoor patio with a fire pit, seating areas, and string lights.
Home2 Suites by Hilton Lewes Rehoboth Beach

Home2 Suites by Hilton Lewes Rehoboth Beach

Home2 Suites by Hilton Lewes Rehoboth Beach
Lewes

10/10 Excellent

Fantastic property. Clean, comfortable and great staff.
Australia
Rachel
Reviewed October 1, 2026
Home2 Suites by Hilton Lewes Rehoboth Beach

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, 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 favourite 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 depend 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 AU$210 per night. Entering your travel dates in the search wizard might find you 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?

Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10: This holiday home rental outside of Pilottown Village is located near the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

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.