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Pilottown Village Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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)
"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 AU$405
includes taxes & fees
26 Oct - 27 Oct
Spacious Condo•Pond Views•Centrally located
A modern kitchen with a central island, bar stools, and a dining area with chairs.

2. Delightful Cottage•Pet Friendly•Fenced Yard

Delightful Cottage•Pet Friendly•Fenced Yard
Midway
9.4 out of 10, Exceptional, (42 reviews)
"Very nice property and quiet for the location. We will plan on staying there again."
United States
Barbara S.
The price is AU$421
includes taxes & fees
7 Oct - 8 Oct
Delightful Cottage•Pet Friendly•Fenced Yard
A modern living room with a flat-screen TV, grey sofa, and a dining area with a white table and chairs.

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, (45 reviews)
"Fantastic stay!!!! Very safe, extremely pet friendly for our senior dog - 1000% recommend "
United States
Mandy M.
The price is AU$473
includes taxes & fees
20 Oct - 21 Oct
1st Floor Beach-town Condo. We are Pet Friendly!
A living room with a leather sofa, a coffee table with a plant, a TV on the wall, and a kitchen in the background.

4. Lewes Beach town Condo on 1st Floor!

Lewes Beach town Condo on 1st Floor!
Villages of Five Points
10.0 out of 10, Exceptional, (27 reviews)
"We had a great stay. The place was prefect! "
United States
Lisa S.
The price is AU$537
includes taxes & fees
3 Oct - 4 Oct
Lewes Beach town Condo on 1st Floor!
A kitchen with a wooden island, bar stools, white cabinets, and stainless steel appliances.

5. Oasis at Muchy Branch

Oasis at Muchy Branch
Midway
9.8 out of 10, Exceptional, (27 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$454
includes taxes & fees
8 Oct - 9 Oct
Oasis at Muchy Branch
A living room with a sofa, a coffee table, and a ceiling fan.

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

Pool • Private Wooded Deck • Mins. to Lewes Beach
Lewes
9.2 out of 10, Wonderful, (7 reviews)
"This is NOT a three bedroom property!!!!!! There are two (2) bedrooms upstairs and a small sleeper-loveseat (that was broken) located on the first floor, in the back room which leads to the rear deck. The host refused to contact me via cell phone, when I discovered this problem upon my arrival. His emails were rude and his attitude was poor overall."
United States
Anthony
The price is AU$491
includes taxes & fees
4 Oct - 5 Oct
Pool • Private Wooded Deck • Mins. to Lewes Beach
A kitchen with wooden cabinets, a dishwasher, a sink, and pendant lighting.

7. 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, (36 reviews)
"Perfect location with a kid! Well appointed with what you need for a great price!!"
United States
Alfredo G.
The price is AU$258
includes taxes & fees
30 Sept - 1 Oct
2 Bedroom Condo Henlopen Station w/ Brand New Bed
A beach with waves and a sunset sky.

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, (15 reviews)
"Had a great stay here and recommend if you are looking for somewhere to stay"
United States
matt R.
The price is AU$427
includes taxes & fees
27 Oct - 28 Oct
Coastal Condo Near Rehoboth Beach and Lewes. Close to bike trails and Outlets.
A covered patio with a ceiling fan, white cushioned seating, and a patterned floor rug.

9. Cozy Townhouse for perfect beach getaway

Cozy Townhouse for perfect beach getaway
Lewes
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful townhouse and one of the cleanest places I've ever stayed at. The glade plug ins were a little strong, but my only regret was not booking more nights!"
United States
Shannon M.
The price is AU$345
includes taxes & fees
26 Oct - 27 Oct
Cozy Townhouse for perfect beach getaway
A modern kitchen with wooden cabinets, a dishwasher, a coffee maker, and a dining area with a chandelier.

10. Cozy Creekwood Getaway on the Highway

Cozy Creekwood Getaway on the Highway
Midway
9.8 out of 10, Exceptional, (22 reviews)
"Great place! "
United States
Cassandra L.
Cozy Creekwood Getaway on the Highway
A hallway with a white door, a mounted television, a framed picture of a ship, and a small decorative item on the wall.

11. Charming Room in Downtown Rehoboth Beach

Charming Room in Downtown Rehoboth Beach
Country Club Estates
10.0 out of 10, Exceptional, (22 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 AU$239
includes taxes & fees
30 Sept - 1 Oct
Charming Room in Downtown Rehoboth Beach
An aerial view of a residential area with houses, a swimming pool, and a parking lot.

12. 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$1,042
includes taxes & fees
30 Sept - 1 Oct
Modern 3-bedroom house with fitness room, pool and WiFi on Rehoboth Bay
A hotel room with a bed, a bedside table with a lamp, a bench with towels, and two colorful wall art pieces.

13. Charming Room in Downtown Rehoboth Beach

Charming Room in Downtown Rehoboth Beach
Country Club Estates
10.0 out of 10, Exceptional, (29 reviews)
"A stay and host. Tim went above and beyond to make us feel welcome. Residence comes with a parking pass that can be used throughout town, nice touch. Will definitely be back!"
United States
Joseph
Charming Room in Downtown Rehoboth Beach
A single-story house with a covered porch, a number '374' on the side, and a covered grill area.

14. 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$484
includes taxes & fees
30 Sept - 1 Oct
Charming 1-bedroom cottage with loft in Rehoboth Beach
A two-story house with a front porch, a driveway, and a landscaped garden with various plants and a small tree.

15. 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)
"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 AU$291
includes taxes & fees
8 Oct - 9 Oct
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
A beach with numerous blue umbrellas and people sunbathing.

16. Spacious Townhouse Retreat Near Rehoboth & Dewey Beach! Linens+Pool Included

Spacious Townhouse Retreat Near Rehoboth & Dewey Beach! Linens+Pool Included
Bayside
9.8 out of 10, Exceptional, (17 reviews)
"The house was clean and ready early! The host responded quickly to any messages we sent. It’s the perfect little get away close to all the activities while still being tucked away and private. 10 of 10 will book again "
United States
Cecelia D.
The price is AU$671
includes taxes & fees
30 Sept - 1 Oct
Spacious Townhouse Retreat Near Rehoboth & Dewey Beach! Linens+Pool Included
A living room with a sofa, coffee table, and a fireplace.

17. Rehoboth & Dewey Getaway with Pool, Patio, Shuffleboard, Linens

Rehoboth & Dewey Getaway with Pool, Patio, Shuffleboard, Linens
Bayside
10.0 out of 10, Exceptional, (3 reviews)
"Very well equipped kitchen, the host Megan, was very helpful, we very much appreciated her quick response to our questions. Highly recommend."
United States
donna h.
The price is AU$613
includes taxes & fees
30 Sept - 1 Oct
Rehoboth & Dewey Getaway with Pool, Patio, Shuffleboard, Linens
A swimming pool with a waterfall feature, surrounded by trees and outdoor seating.

18. Coastal Estate

Coastal Estate
2.0 star property
Cold Spring
9.2 out of 10, Wonderful, (107 reviews)
"Great location. Nice layout . Great experience"
United States
hodan
The price is AU$341
includes taxes & fees
30 Sept - 1 Oct
Coastal Estate
A kitchen with white cabinets, a granite countertop, a stainless steel refrigerator, a microwave, and a stove.

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, (38 reviews)
"Love how pet friendly it was a so close to the beach!"
United States
Lauren B.
The price is AU$712
includes taxes & fees
13 Oct - 14 Oct
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
A living room with a fireplace, a television, a sofa, a coffee table, and a bookshelf.

20. Crepe Myrtle Cottage • Hot Tub • Sleeps 12

Crepe Myrtle Cottage • Hot Tub • Sleeps 12
Midway
10.0 out of 10, Exceptional, (6 reviews)
"Its a quaint home with lots of rooms for large familes. The ample space made the stay comfortable & enjoyable. "
United States
Larisa N.
The price is AU$920
includes taxes & fees
30 Sept - 1 Oct
Crepe Myrtle Cottage • Hot Tub • Sleeps 12
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

Hyatt Place Dewey Beach

Hyatt Place Dewey Beach

10/10 Excellent
"Been here several times over the years. Great location and fantastic breakfast!"
Catarina 2-night trip
Posted 8 hours ago
Hyatt Place Dewey 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$257 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.