Default HTG hotel image

Pilottown Village Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Pilottown Village vacation rentals

1. Delightful Cottage•Pet Friendly•Fenced Yard

Delightful Cottage•Pet Friendly•Fenced Yard
Midway
9.4 out of 10, Exceptional, (41 reviews)
"Very nice property and quiet for the location. We will plan on staying there again."
United States
Barbara S.
The price is CA $182
CA $491 total
includes taxes & fees
Sep 8 - Sep 9
Delightful Cottage•Pet Friendly•Fenced Yard

2. Pool • Private Wooded Deck • Mins. to Lewes Beach

Pool • Private Wooded Deck • Mins. to Lewes Beach
Lewes
9.0 out of 10, Wonderful, (2 reviews)
"The property was clean, cozy, and safe. We felt right at home while staying there. We had everything we needed and a convenient location for the beach, Surf Bagels, Big Oyster Brewery and Outlet shopping. The pool was small, but we spent the majority of the time in the ocean anyway!"
United States
Adrienne R. G.
The price is CA $186
CA $461 total
includes taxes & fees
Sep 2 - Sep 3
Pool • Private Wooded Deck • Mins. to Lewes Beach

3. 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, (44 reviews)
"Fantastic stay!!!! Very safe, extremely pet friendly for our senior dog - 1000% recommend "
United States
Mandy M.
The price is CA $350
CA $654 total
includes taxes & fees
Sep 17 - Sep 18
1st Floor Beach-town Condo. We are Pet Friendly!

4. Spacious Condo•Pond Views•Centrally located

Spacious Condo•Pond Views•Centrally located
Plantations East
9.8 out of 10, Exceptional, (39 reviews)
"Great set up and plenty of room and parking! Host was easy to communicate with and they were very quick to reply. I would definitely stay there again in the future. "
United States
Jennifer B.
The price is CA $209
CA $524 total
includes taxes & fees
Sep 9 - Sep 10
Spacious Condo•Pond Views•Centrally located

5. 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, (32 reviews)
"Great location for a brief trip to the beach."
United States
Kristina N.
The price is CA $135
CA $282 total
includes taxes & fees
Aug 31 - Sep 1
2 Bedroom Condo Henlopen Station w/ Brand New Bed

6. The Ocean Breeze Retreat • Private Studio Guest House • 2 miles to Beaches

The Ocean Breeze Retreat • Private Studio Guest House • 2 miles to Beaches
Bayside
9.8 out of 10, Exceptional, (22 reviews)
"Very comfortable accommodations!"
United States
William W.
The price is CA $208
CA $435 total
includes taxes & fees
Sep 8 - Sep 9
The Ocean Breeze Retreat • Private Studio Guest House • 2 miles to Beaches

7. Lewes Beach town Condo on 1st Floor!

Lewes Beach town Condo on 1st Floor!
Villages of Five Points
10.0 out of 10, Exceptional, (24 reviews)
"We had a great stay. The place was prefect! "
United States
Lisa S.
The price is CA $334
CA $648 total
includes taxes & fees
Sep 9 - Sep 10
Lewes Beach town Condo on 1st Floor!

8. Tranquil Beach Retreat: Renovated 2nd Floor Apt Rehoboth Beach DE USA

Tranquil Beach Retreat: Renovated 2nd Floor Apt Rehoboth Beach DE USA
Midway
9.0 out of 10, Wonderful, (6 reviews)
"Nice and cozy home, great location to Rehoboth Beach and had everything we needed!"
United States
Brian F.
The price is CA $204
CA $456 total
includes taxes & fees
Aug 20 - Aug 21
Tranquil Beach Retreat: Renovated 2nd Floor Apt Rehoboth Beach DE USA

9. 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, (58 reviews)
"We stayed at this property for 6 nights, everything was exactly like the pictures and very clean. We were just far enough to many shopping areas and grocery stores. It was very quiet and peaceful. Ed and Cindy are amazing hosts, we will be returning next year!"
United States
Haileigh
The price is CA $119
CA $272 total
includes taxes & fees
Aug 23 - Aug 24
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

10. Two bedroom, dog friendly condo with pool, between Lewes and Rehoboth Beach

Two bedroom, dog friendly condo with pool, between Lewes and Rehoboth Beach
Midway
10.0 out of 10, Exceptional, (28 reviews)
"We stayed for a few days leading up to Easter & I don't think we could have picked a better location. Liz was always prompt with responses & we had everything we needed for our stay!! Looking forward to booking again!"
United States
Marvin F.
The price is CA $312
CA $645 total
includes taxes & fees
Aug 30 - Aug 31
Two bedroom, dog friendly condo with pool, between Lewes and Rehoboth Beach

11. Charming Room in Downtown Rehoboth Beach

Charming Room in Downtown Rehoboth Beach
Country Club Estates
10.0 out of 10, Exceptional, (15 reviews)
"Nice space, accessible to the boardwalk, easy parking, and very friendly and accommodating host. Had a great time, highly recommend and would stay here again."
United States
James
The price is CA $180
CA $230 total
includes taxes & fees
Sep 3 - Sep 4
Charming Room in Downtown Rehoboth Beach

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, (24 reviews)
"Very cute, clean and cozy and had everything we needed. Quiet location but, only a short distance from all we wanted to go to.."
United States
Jody M.
The price is CA $226
CA $504 total
includes taxes & fees
Sep 8 - Sep 9
Charming 1-bedroom cottage with loft in Rehoboth Beach

13. Charming Room in Downtown Rehoboth Beach

Charming Room in Downtown Rehoboth Beach
Country Club Estates
10.0 out of 10, Exceptional, (19 reviews)
"Our room was beautiful. Our hosts were fantastic. Kind and friendly without being intrusive in any way (although, they were a couple I’d want to be friends with). It was easy to park. In walking distance from the beach but just far enough we weren't overwhelmed by people. We were shown other beautiful rooms on the property and are 100% going to book again—this time with either a bigger apartment with our whole family or even better us and another couple."
United States
Shoshana K.
The price is CA $180
CA $230 total
includes taxes & fees
Sep 1 - Sep 2
Charming Room in Downtown Rehoboth Beach

14. Modern Condo Under 15 Minutes to Lewes Beach With Pool & Pool Table

Modern Condo Under 15 Minutes to Lewes Beach With Pool & Pool Table
Lewes
10.0 out of 10, Exceptional, (52 reviews)
"Place was just as advertised! Would definitely stay again."
United States
Catherine S.
The price is CA $351
CA $732 total
includes taxes & fees
Aug 19 - Aug 20
Modern Condo Under 15 Minutes to Lewes Beach With Pool & Pool Table

15. Renovated & Spacious Retreat on East Rt 1 – Pool, Bike Trails, Mins to Beach!

Renovated & Spacious Retreat on East Rt 1 – Pool, Bike Trails, Mins to Beach!
Lewes
9.8 out of 10, Exceptional, (42 reviews)
"We enjoyed the property and amenities. Thank you!"
United States
Heather H.
Renovated & Spacious Retreat on East Rt 1 – Pool, Bike Trails, Mins to Beach!

16. Coastal Oasis - Cozy 2BR Condo in Rehoboth Beach

Coastal Oasis - Cozy 2BR Condo in Rehoboth Beach
Bayside
10.0 out of 10, Exceptional, (10 reviews)
"This condo was great and everything around was easy access. We will stay there again "
United States
Tanya
The price is CA $277
CA $581 total
includes taxes & fees
Sep 2 - Sep 3
Coastal Oasis - Cozy 2BR Condo in Rehoboth Beach

17. Pets Friendly, Waterfront, Large backyard, Bonfire with grill, outside shower

Pets Friendly, Waterfront, Large backyard, Bonfire with grill, outside shower
Milton
10.0 out of 10, Exceptional, (15 reviews)
"We had a wonderful time….property was pet friendly. Easy beach access. Property was very clean and well appointed. Communication was terrific; owner quick to respond. I’d totally visit this property again! "
United States
Kara B.
The price is CA $277
CA $565 total
includes taxes & fees
Aug 24 - Aug 25
Pets Friendly, Waterfront, Large backyard, Bonfire with grill, outside shower

18. Executive Townhome featured on A&E’s Vacation Home Potential Feb 2019!

Executive Townhome featured on A&E’s Vacation Home Potential Feb 2019!
West Rehoboth
9.8 out of 10, Exceptional, (104 reviews)
"Lovely stay, great location, well-equipped kitchen. Perfect for biking as the path is right behind the house!"
United States
Erica W.
The price is CA $387
CA $695 total
includes taxes & fees
Aug 19 - Aug 20
Executive Townhome featured on A&E’s Vacation Home Potential Feb 2019!

19. 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, (37 reviews)
"Love how pet friendly it was a so close to the beach!"
United States
Lauren B.
The price is CA $335
CA $712 total
includes taxes & fees
Sep 15 - Sep 16
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

20. Majestic Waterfront Condo on Rehoboth Bay Minutes From The Beach, Sleeps 8-10

Majestic Waterfront Condo on Rehoboth Bay Minutes From The Beach, Sleeps 8-10
Lewes
9.2 out of 10, Wonderful, (23 reviews)
"Perfect weekend stay"
United States
Joan W.
The price is CA $376
CA $747 total
includes taxes & fees
Sep 15 - Sep 16
Majestic Waterfront Condo on Rehoboth Bay Minutes From The Beach, Sleeps 8-10
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

Beach comfort-lovely home, beach, pools, pet friendly!: This vacation home rental outside of Pilottown Village is located near the beach and has a patio, a barbecue grill, and air-conditioning to put you at ease 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 Cape May Beach. In the larger area, you’ll find Lewes Beach and Cape May - Lewes Ferry.

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.