A wooden building with a sign for 'King's Homemade Ice Cream' and a Citizens Bank sign.

Lewes Holiday 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 Lewes holiday rentals

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

Pool • Private Wooded Deck • Mins. to Lewes Beach
Lewes
9.4 out of 10, Exceptional, (3 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 NZ$525
includes taxes & fees
2 Sept - 3 Sept
Pool • Private Wooded Deck • Mins. to Lewes Beach

2. Cozy Townhouse for perfect beach getaway

Cozy Townhouse for perfect beach getaway
Lewes
10.0 out of 10, Exceptional, (7 reviews)
"The townhouse was exactly as listed. It was clean and had all the essentials. It is located in a quiet neighborhood. Our dog also enjoyed her stay. There are steep (uncarpeted) stairs to get upstairs to the bedrooms, so be sure that everyone in your group ( including the dog) is able to handle stairs. A great weekend away. "
United States
Joy L.
The price is NZ$428
includes taxes & fees
20 Sept - 21 Sept
Cozy Townhouse for perfect beach getaway

3. 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 NZ$577
includes taxes & fees
21 Sept - 22 Sept
Spacious Condo•Pond Views•Centrally located

4. 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 NZ$670
includes taxes & fees
2 Sept - 3 Sept
1st Floor Beach-town Condo. We are Pet Friendly!

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, (25 reviews)
"We had a great stay. The place was prefect! "
United States
Lisa S.
The price is NZ$708
includes taxes & fees
9 Sept - 10 Sept
Lewes Beach town Condo on 1st Floor!

6. 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 NZ$856
includes taxes & fees
21 Sept - 22 Sept
Majestic Waterfront Condo on Rehoboth Bay Minutes From The Beach, Sleeps 8-10

7. Lefty’s Poolside Retreat

Lefty’s Poolside Retreat
Lewes
The price is NZ$1,314
includes taxes & fees
1 Sept - 2 Sept
Lefty’s Poolside Retreat

8. Lewes Beach Retreat**2 Minute Walk to Bay!

Lewes Beach Retreat**2 Minute Walk to Bay!
Lewes
9.4 out of 10, Exceptional, (24 reviews)
"Awesome house and awesome location - very close to the beach. We had a great time and will look to return. "
United States
Jeremy G.
The price is NZ$1,428
includes taxes & fees
31 Aug - 1 Sept
Lewes Beach Retreat**2 Minute Walk to Bay!

9. Slps 6 / Comm. Pool / PetsOK / WD / Bikes / Kayaks

Slps 6 / Comm. Pool / PetsOK / WD / Bikes / Kayaks
Lewes
9.8 out of 10, Exceptional, (15 reviews)
"Great time had by all!!"
United States
Heidi D.
The price is NZ$763
includes taxes & fees
31 Aug - 1 Sept
Slps 6 / Comm. Pool / PetsOK / WD / Bikes / Kayaks

10. 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)
"Perfect location with a kid! Well appointed with what you need for a great price!!"
United States
Alfredo G.
The price is NZ$330
includes taxes & fees
31 Aug - 1 Sept
2 Bedroom Condo Henlopen Station w/ Brand New Bed

11. 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, (59 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 NZ$328
includes taxes & fees
23 Aug - 24 Aug
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

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 NZ$598
includes taxes & fees
21 Sept - 22 Sept
Charming 1-bedroom cottage with loft in Rehoboth Beach

13. 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 NZ$793
includes taxes & fees
21 Sept - 22 Sept
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

14. Dagsboro Retreat

Dagsboro Retreat
2.0 star property
Dagsboro
10.0 out of 10, Exceptional, (1 review)
"I loved it"
United States
Alexandra
The price is NZ$395
includes taxes & fees
20 Sept - 21 Sept
Dagsboro Retreat

15. 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 NZ$863
includes taxes & fees
23 Aug - 24 Aug
Executive Townhome featured on A&E’s Vacation Home Potential Feb 2019!

16. Rehoboth Townhouse with Pool! 3 Blocks to Beach!

Rehoboth Townhouse with Pool! 3 Blocks to Beach!
Country Club Estates
10.0 out of 10, Exceptional, (198 reviews)
"nice place, great walkable location."
United States
Lamouse-Welch F.
The price is NZ$844
includes taxes & fees
10 Sept - 11 Sept
Rehoboth Townhouse with Pool! 3 Blocks to Beach!

17. Coastal Estate

Coastal Estate
2.0 star property
Cold Spring
9.0 out of 10, Wonderful, (94 reviews)
"Awesome place to stay"
United States
LAWRENCE
The price is NZ$577
includes taxes & fees
22 Sept - 23 Sept
Coastal Estate

18. Getaway on 1/2 Acre w/ Deck in Georgetown

Getaway on 1/2 Acre w/ Deck in Georgetown
3.0 star property
Georgetown
10.0 out of 10, Exceptional, (1 review)
"This place is just as you see in the photos; clean, welcoming, great location, and very peaceful. We are certainly looking forward to staying here next year, if available. The contact person was available and answered quickly when I contacted him. "
United States
ANA
The price is NZ$551
includes taxes & fees
8 Sept - 9 Sept
Getaway on 1/2 Acre w/ Deck in Georgetown

19. OSPREY NEST • Peaceful & Secluded Cape May Garden Escape• 275 Five-Star Reviews

OSPREY NEST • Peaceful & Secluded Cape May Garden Escape• 275 Five-Star Reviews
North Cape May
9.8 out of 10, Exceptional, (287 reviews)
"This was the perfect place for a weekend getaway! Super cozy, has everything you need. Craig was a great host, even left helpful notes around with instructions and answers to any questions you might have. Would definitely stay again!"
United States
Corinne C.
The price is NZ$426
includes taxes & fees
23 Aug - 24 Aug
OSPREY NEST • Peaceful & Secluded Cape May Garden Escape• 275 Five-Star Reviews

20. Pet-friendly, 4-bedroom home 15-min walk to beach and Cape Henlopen State Park.

Pet-friendly, 4-bedroom home 15-min walk to beach and Cape Henlopen State Park.
Washington Heights
10.0 out of 10, Exceptional, (121 reviews)
"The place was perfect all around. "
United States
Brittany R.
The price is NZ$1,229
includes taxes & fees
9 Sept - 10 Sept
Pet-friendly, 4-bedroom home 15-min walk to beach and Cape Henlopen State Park.
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 Lewes Hotel Reviews

Find out more about Lewes

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 Lewes 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 Lewes. 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 Lewes. Seeing all the best attractions is bound to make you fall in love with Lewes. 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 Lewes short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia

Frequently asked questions

Are there holiday rentals in Lewes?

Yes, there are holiday rentals in Lewes close to Cannonball Museum, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Lewes is known for its shops and beaches. Make sure you have time to check out the waterfront and parks during your trip.

What are some of the best holiday rentals that Lewes has to offer?

NEW 7-bed with PRIVATE HEATED POOL! Lewes Beach Hideaway, steps to beach & town!: This highly rated holiday home rental in Lewes offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a patio and a selection of games. Some other top choices in Lewes are Waterfront Tranquil Escape-Single Family/Gated Community/Pool/Tennis Courts and Fully renovated cottage in amenity rich waterfront community - Angola By The Bay.

How many holiday rentals are there in Lewes?

Choose from 146 Expedia holiday rentals in Lewes for a memorable holiday.

What’s there to see and do in Lewes?

Enjoy the outdoors at Lewes Beach and Cape Henlopen Beach, or simply take in cultural attractions like Lewes Historic Complex and Zwaanendael Museum. While here, Cape May - Lewes Ferry and Cape Henlopen State Park are other places worth a visit.

What’s a holiday rental in Lewes like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Lewes. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a family getaway.