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Pilottown Village Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Pilottown Village holiday rentals

A room with a large window overlooking a river, a wicker chair, and a glass table.

1. Spacious Condo•Pond Views•Centrally located

Spacious Condo•Pond Views•Centrally located
Plantations East
9.6 out of 10, Exceptional, (42 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 NZ$476
includes taxes & fees
28 Oct - 29 Oct
Spacious Condo•Pond Views•Centrally located
A kitchen with a wooden island, bar stools, white cabinets, and stainless steel appliances.

2. Oasis at Muchy Branch

Oasis at Muchy Branch
Midway
9.8 out of 10, Exceptional, (30 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 NZ$488
includes taxes & fees
26 Oct - 27 Oct
Oasis at Muchy Branch
A modern kitchen with a central island, bar stools, and a dining area with chairs.

3. 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 NZ$528
includes taxes & fees
27 Oct - 28 Oct
Delightful Cottage•Pet Friendly•Fenced Yard
A kitchen with wooden cabinets, a dishwasher, a sink, and pendant lighting.

4. 2 Bedroom Condo Henlopen Station w/ Brand New Bed

2 Bedroom Condo Henlopen Station w/ Brand New Bed
West Rehoboth
9.6 out of 10, Exceptional, (39 reviews)
"Fantastic price for proximity and size!"
United States
Anonymous traveller
The price is NZ$341
includes taxes & fees
1 Nov - 2 Nov
2 Bedroom Condo Henlopen Station w/ Brand New Bed
A two-story house with a front porch, a driveway, and a landscaped garden with various plants and a small tree.

5. 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)
"The suite was very clean and our two children greatly enjoyed the pool!"
United States
Kay Lorelle R.
The price is NZ$373
includes taxes & fees
26 Oct - 27 Oct
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
A covered patio with a ceiling fan, white cushioned seating, and a patterned floor rug.

6. Cozy Townhouse for perfect beach getaway

Cozy Townhouse for perfect beach getaway
Lewes
10.0 out of 10, Exceptional, (13 reviews)
"Was perfect for our July 4th getaway. Easily enough room for 5 ppl and a dog. I thought it looked better than the pictures,was spacious, just what we needed."
United States
Samantha M.
The price is NZ$377
includes taxes & fees
4 Nov - 5 Nov
Cozy Townhouse for perfect beach getaway
A modern living room with a flat-screen TV, grey sofa, and a dining area with a white table and chairs.

7. 1st Floor Beach-town Condo. We are Pet Friendly!

1st Floor Beach-town Condo. We are Pet Friendly!
Villages of Five Points
9.8 out of 10, Exceptional, (45 reviews)
"Fantastic stay!!!! Very safe, extremely pet friendly for our senior dog - 1000% recommend "
United States
Mandy M.
The price is NZ$572
includes taxes & fees
4 Nov - 5 Nov
1st Floor Beach-town Condo. We are Pet Friendly!
A dining area with a black table, woven placemats, and a potted plant.

8. 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 NZ$510
includes taxes & fees
26 Oct - 27 Oct
Coastal Condo Near Rehoboth Beach and Lewes. Close to bike trails and Outlets.
A covered porch with a wicker chair, a potted plant, and a small round table.

9. 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)
"The house by Jim was great! It is newly renovated, the appliances are new, and the property is very clean and well maintained. The location is excellent! it is near Rehoboth and Dewey so you can get sun and relaxing beach time during the day and an energetic bar scene at night. The house is on a quiet road that is easy to get to and close to super markets and many stores on the main road so that you can get anything you may have forgotten to bring. The backyard is great for a small pet, the...
United States
Michael V.
The price is NZ$1,240
includes taxes & fees
3 Nov - 4 Nov
Charming Beach Cottage in Timeless Rehoboth Beach, under 5 min to Boardwalk!
A modern kitchen with dark cabinets, a stainless steel refrigerator, a microwave, a stove, and a sink.

10. 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 NZ$283
includes taxes & fees
27 Oct - 28 Oct
2 Bedroom Condo Less Than A Mile To Rehoboth & Dewey Beaches
A kitchen with white cabinets, a granite countertop, a stainless steel refrigerator, a microwave, and a stove.

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 NZ$726
includes taxes & fees
8 Nov - 9 Nov
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
A single-story house with a covered porch, a number '374' on the side, and a covered grill area.

12. 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 NZ$614
includes taxes & fees
2 Nov - 3 Nov
Charming 1-bedroom cottage with loft in Rehoboth Beach
An aerial view of a residential area with houses, a swimming pool, and a parking lot.

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 NZ$1,435
includes taxes & fees
2 Nov - 3 Nov
Modern 3-bedroom house with fitness room, pool and WiFi on Rehoboth Bay
A dining area with brick flooring, white chairs, a wooden table, and a chandelier.

14. Junior Suite | Balcony & Jetted Tub

Junior Suite | Balcony & Jetted Tub
South Rehoboth
The price is NZ$392
includes taxes & fees
4 Nov - 5 Nov
Junior Suite | Balcony & Jetted Tub
A modern kitchen with white cabinetry, a central island, and a dining area with white chairs and a wooden table.

15. 4BR Beach House Sleeps 12/Screened Porch/Parking for 6 cars /Rehoboth

4BR Beach House Sleeps 12/Screened Porch/Parking for 6 cars /Rehoboth
Midway
10.0 out of 10, Exceptional, (2 reviews)
"The house was very clean and spacious. We were a group of 7 adult women who came to the area for a shopping trip. We hung out in the kitchen at night and played games. There was room for everyone and we’d definitely recommend again."
United States
Brittany S.
The price is NZ$838
includes taxes & fees
1 Nov - 2 Nov
4BR Beach House Sleeps 12/Screened Porch/Parking for 6 cars /Rehoboth
A balcony with a view of a marina and boats.

16. 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, (82 reviews)
"Great place!"
United States
Paul R.
The price is NZ$556
includes taxes & fees
27 Oct - 28 Oct
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
A spacious living area with a large sofa, a dining table, and a kitchen with white cabinets and a wooden countertop.

17. Coastal Cottage 15 Minutes to Lewes Beach + Bike Trail Access.

Coastal Cottage 15 Minutes to Lewes Beach + Bike Trail Access.
Milton
10.0 out of 10, Exceptional, (37 reviews)
"Great location, beautiful house, perfect for our kids and dogs!"
United States
Alexis P.
The price is NZ$805
includes taxes & fees
25 Oct - 26 Oct
Coastal Cottage 15 Minutes to Lewes Beach + Bike Trail Access.
Pool

18. 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 NZ$333
includes taxes & fees
25 Oct - 26 Oct
Tiny house w/ Pool on water near Beaches / turf
A kitchen with white cabinets, a granite countertop, a dishwasher, and a dining area with a table and chairs.

19. Coastal Modern Condo - Central Location!

Coastal Modern Condo - Central Location!
Midway
10.0 out of 10, Exceptional, (2 reviews)
"My family was looking for a place for just one day and this condo was perfect. Immaculately clean and well stocked. We were close to the beach and easy access to lots of great food options. "
United States
Adam B.
The price is NZ$674
includes taxes & fees
1 Nov - 2 Nov
Coastal Modern Condo - Central Location!
A single-story house with a garage, a front porch with a white railing, and solar panels on the roof.

20. 3-bedroom house in Rehoboth Beach 5 miles from boardwalk and next to outlets

3-bedroom house in Rehoboth Beach 5 miles from boardwalk and next to outlets
Maplewood
The price is NZ$620
includes taxes & fees
25 Oct - 26 Oct
3-bedroom house in Rehoboth Beach 5 miles from boardwalk and next to outlets
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

ICONA Cape May

ICONA Cape May

10/10 Excellent
"We had a nice time. Going in October, we missed the crowds but it was still warm enough to see what Cape May had to offer. The hotel was in a great location. The staff was warm and welcoming. Albert, the shuttle driver, was especially kind and courteous. The room was clean and well appointed. We would definitely stay there again."
Mark 2-night trip
Posted 2 hours ago
ICONA Cape May

Find out more about Pilottown Village

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Pilottown Village holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Pilottown Village. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Pilottown Village. Seeing all the best attractions is bound to make you fall in love with Pilottown Village. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Pilottown Village short-term rentals, that won’t be hard to do.

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.