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Pilottown Village Vacation Rentals

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Pilottown Village vacation rentals

A kitchen with wooden cabinets, a dishwasher, a sink, and pendant lighting.

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 traveler
$155 nightly
The price is $158
Nov 9 - Nov 10
Total with taxes and fees
2 Bedroom Condo Henlopen Station w/ Brand New Bed
A room with a large window overlooking a river, a wicker chair, and a glass table.

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.
$256 nightly
The price is $259
Nov 15 - Nov 16
Total with taxes and fees
Spacious Condo•Pond Views•Centrally located
A kitchen with a wooden island, bar stools, white cabinets, and stainless steel appliances.

3. 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.
$295 nightly
The price is $300
Nov 8 - Nov 9
Total with taxes and fees
Oasis at Muchy Branch
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.
$311 nightly
The price is $315
Nov 8 - Nov 9
Total with taxes and fees
Delightful Cottage•Pet Friendly•Fenced Yard
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 accommodations were very comfortable in a private setting. The grounds were beautiful."
United States
Ellen S.
$197 nightly
The price is $201
Nov 9 - Nov 10
Total with taxes and fees
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
A living room with a leather sofa, a coffee table with a plant, a TV on the wall, and a kitchen in the background.

6. Lewes Beach town Condo on 1st Floor!

Lewes Beach town Condo on 1st Floor!
Villages of Five Points
10.0 out of 10, Exceptional, (30 reviews)
"Great location close to everything the kids wanted to go and do. Easy drive to the Lewes Beaches. First time we stayed here, but not our first trip to the area. Will book again if available for our yearly vacation."
United States
Cameron D.
$301 nightly
The price is $307
Nov 24 - Nov 25
Total with taxes and fees
Lewes Beach town Condo on 1st Floor!
A covered patio with a ceiling fan, white cushioned seating, and a patterned floor rug.

7. 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.
$196 nightly
The price is $200
Nov 8 - Nov 9
Total with taxes and fees
Cozy Townhouse for perfect beach getaway
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.
$281 nightly
The price is $287
Nov 8 - Nov 9
Total with taxes and fees
Coastal Condo Near Rehoboth Beach and Lewes. Close to bike trails and Outlets.
A modern kitchen with wooden cabinets, a dishwasher, a coffee maker, and a dining area with a chandelier.

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.
$242 nightly
The price is $247
Nov 9 - Nov 10
Total with taxes and fees
Cozy Creekwood Getaway on the Highway
Property grounds

10. 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
$336 nightly
The price is $336
Nov 8 - Nov 9
Total with taxes and fees
2-bedroom condo in lovely Lewes with walkability, pool access, easy beach access
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.
$368 nightly
The price is $375
Dec 3 - Dec 4
Total with taxes and fees
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
A modern kitchen with dark cabinets, a stainless steel refrigerator, a microwave, a stove, and a sink.

12. 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
$146 nightly
The price is $149
Nov 15 - Nov 16
Total with taxes and fees
2 Bedroom Condo Less Than A Mile To Rehoboth & Dewey Beaches
A single-story house with a covered porch, a number '374' on the side, and a covered grill area.

13. 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.
$315 nightly
The price is $322
Nov 8 - Nov 9
Total with taxes and fees
Charming 1-bedroom cottage with loft in Rehoboth Beach
A living room with two patterned armchairs, a dining table with chairs, a lamp, and a beach view painting.

14. Pool • Bike Trail • Minutes to Lewes Beach

Pool • Bike Trail • Minutes to Lewes Beach
Lewes
$361 nightly
The price is $369
Nov 8 - Nov 9
Total with taxes and fees
Pool • Bike Trail • Minutes to Lewes Beach
An aerial view of a residential area with houses, a swimming pool, and a parking lot.

15. 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.
$680 nightly
The price is $696
Nov 9 - Nov 10
Total with taxes and fees
Modern 3-bedroom house with fitness room, pool and WiFi on Rehoboth Bay
A covered porch with a wicker chair, a potted plant, and a small round table.

16. 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.
$687 nightly
The price is $699
Nov 8 - Nov 9
Total with taxes and fees
Charming Beach Cottage in Timeless Rehoboth Beach, under 5 min to Boardwalk!
A house with a green front door, wooden front steps, and a mailbox.

17. 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, (3 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.
$386 nightly
The price is $394
Nov 10 - Nov 11
Total with taxes and fees
4BR Beach House Sleeps 12/Screened Porch/Parking for 6 cars /Rehoboth
A living room with a gray sofa, a console table with decorative items, a white door, and a window with curtains.

18. 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
10.0 out of 10, Exceptional, (1 review)
"Very nice property. And responsive host.Pet friendly but no fenced yard, but the neighborhood is very walkable and many many others walk their dogs. Very clean, nicely stocked with essentials, towels, etc. Multiple adults may find the second and third bed less appealing as one is definitely more kid focused as a bunk bed. The location is excellent for quick access to major convenience like Walmart, wawa, numerous restaurants and grocery stores, and if the mood strikes and you want the chaos...
United States
Mark G.
$340 nightly
The price is $350
Nov 8 - Nov 9
Total with taxes and fees
3-bedroom house in Rehoboth Beach 5 miles from boardwalk and next to outlets
A balcony with a view of a marina and boats.

19. 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, (85 reviews)
"Great place!"
United States
Paul R.
$278 nightly
The price is $284
Nov 11 - Nov 12
Total with taxes and fees
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
A kitchen with white cabinets, a granite countertop, a dishwasher, and a dining area with a table and chairs.

20. 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.
$345 nightly
The price is $355
Nov 17 - Nov 18
Total with taxes and fees
Coastal Modern Condo - Central Location!
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

Congress Hall

Congress Hall

10/10 Excellent
"10 out of 10 hotel stay experience."
Barbara 3-night trip
Posted 1 hour ago
Congress Hall

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 $233 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?

Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10: This vacation home rental outside of 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 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the 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 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.