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Pilottown Village Vacation Rentals

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Our top choices for Pilottown Village vacation rentals

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 CA $101
CA $400 total
includes taxes & fees
Nov 1 - Nov 2
Spacious Condo•Pond Views•Centrally located

2. 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 CA $108
CA $404 total
includes taxes & fees
Nov 1 - Nov 2
Oasis at Muchy Branch

3. 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 CA $91
CA $250 total
includes taxes & fees
Nov 2 - Nov 3
2 Bedroom Condo Henlopen Station w/ Brand New Bed

4. 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.
The price is CA $88
CA $257 total
includes taxes & fees
Nov 9 - Nov 10
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

5. Lewes Beach town Condo on 1st Floor!

Lewes Beach town Condo on 1st Floor!
Villages of Five Points
10.0 out of 10, Exceptional, (29 reviews)
"We had a great stay. The place was prefect! "
United States
Lisa S.
The price is CA $187
CA $452 total
includes taxes & fees
Nov 24 - Nov 25
Lewes Beach town Condo on 1st Floor!

6. 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 CA $137
CA $303 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Townhouse for perfect beach getaway

7. 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 CA $133
CA $455 total
includes taxes & fees
Nov 9 - Nov 10
Delightful Cottage•Pet Friendly•Fenced Yard

8. 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 CA $159
CA $420 total
includes taxes & fees
Nov 4 - Nov 5
1st Floor Beach-town Condo. We are Pet Friendly!

9. 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 CA $177
CA $427 total
includes taxes & fees
Nov 3 - Nov 4
Coastal Condo Near Rehoboth Beach and Lewes. Close to bike trails and Outlets.

10. 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 CA $210
CA $986 total
includes taxes & fees
Nov 6 - Nov 7
Charming Beach Cottage in Timeless Rehoboth Beach, under 5 min to Boardwalk!

11. 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 CA $95
CA $239 total
includes taxes & fees
Nov 15 - Nov 16
2 Bedroom Condo Less Than A Mile To Rehoboth & Dewey Beaches

12. 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 CA $198
CA $548 total
includes taxes & fees
Nov 3 - Nov 4
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

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.
The price is CA $210
CA $483 total
includes taxes & fees
Nov 6 - Nov 7
Charming 1-bedroom cottage with loft in Rehoboth Beach

14. Junior Suite | Balcony & Jetted Tub

Junior Suite | Balcony & Jetted Tub
South Rehoboth
The price is CA $351
CA $425 total
includes taxes & fees
Nov 29 - Nov 30
Junior Suite | Balcony & Jetted Tub

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 CA $264
CA $596 total
includes taxes & fees
Nov 1 - Nov 2
4BR Beach House Sleeps 12/Screened Porch/Parking for 6 cars /Rehoboth

16. 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 CA $200
CA $1,049 total
includes taxes & fees
Nov 2 - Nov 3
Modern 3-bedroom house with fitness room, pool and WiFi on Rehoboth Bay

17. The Sandpiper Beach Club

The Sandpiper Beach Club
4.0 star property
Cape May Historic District
9.6 out of 10, Exceptional, (443 reviews)
"Location excellent. Lots of room for my whole family."
United States
gina
The price is CA $295
CA $371 total
includes taxes & fees
Nov 22 - Nov 23
The Sandpiper Beach Club

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.
The price is CA $298
CA $524 total
includes taxes & fees
Nov 1 - Nov 2
3-bedroom house in Rehoboth Beach 5 miles from boardwalk and next to outlets

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, (84 reviews)
"Great place!"
United States
Paul R.
The price is CA $157
CA $424 total
includes taxes & fees
Nov 3 - Nov 4
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!

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.
The price is CA $317
CA $506 total
includes taxes & fees
Nov 1 - Nov 2
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

Find out more about Pilottown Village

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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.