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

Lewes Vacation Rentals

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Our top choices for Lewes vacation rentals

1. Lewes Beach town Condo on 1st Floor!

Lewes Beach town Condo on 1st Floor!
Villages of Five Points
10.0 out of 10, Exceptional, (26 reviews)
"We had a great stay. The place was prefect! "
United States
Lisa S.
The price is CA $250
CA $553 total
includes taxes & fees
Oct 3 - Oct 4
Lewes Beach town Condo on 1st Floor!

2. 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 $196
CA $485 total
includes taxes & fees
Oct 20 - Oct 21
1st Floor Beach-town Condo. We are Pet Friendly!

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

Pool • Private Wooded Deck • Mins. to Lewes Beach
Lewes
9.0 out of 10, Wonderful, (6 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 CA $195
CA $496 total
includes taxes & fees
Oct 5 - Oct 6
Pool • Private Wooded Deck • Mins. to Lewes Beach

4. Cozy Townhouse for perfect beach getaway

Cozy Townhouse for perfect beach getaway
Lewes
10.0 out of 10, Exceptional, (7 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 CA $175
CA $365 total
includes taxes & fees
Sep 23 - Sep 24
Cozy Townhouse for perfect beach getaway

5. Lefty’s Poolside Retreat

Lefty’s Poolside Retreat
Lewes
The price is CA $678
CA $1,300 total
includes taxes & fees
Sep 23 - Sep 24
Lefty’s Poolside Retreat

6. Pool • Bike Trail • Minutes to Lewes Beach

Pool • Bike Trail • Minutes to Lewes Beach
Lewes
The price is CA $250
CA $528 total
includes taxes & fees
Oct 13 - Oct 14
Pool • Bike Trail • Minutes to Lewes Beach

7. 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.
Spacious Condo•Pond Views•Centrally located

8. 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 CA $149
CA $457 total
includes taxes & fees
Oct 8 - Oct 9
Oasis at Muchy Branch

9. Charming Room in Downtown Rehoboth Beach

Charming Room in Downtown Rehoboth Beach
Country Club Estates
10.0 out of 10, Exceptional, (21 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 $182
CA $232 total
includes taxes & fees
Sep 25 - Sep 26
Charming Room in Downtown Rehoboth Beach

10. Coastal Estate

Coastal Estate
2.0 star property
Cold Spring
9.0 out of 10, Wonderful, (106 reviews)
"Great location. Nice layout . Great experience"
United States
hodan
The price is CA $184
CA $363 total
includes taxes & fees
Sep 30 - Oct 1
Coastal Estate

11. Beach Bliss! Cozy Ocean-Block Efficiency – 150 Steps to Sand, Partial Weeks OK!

Beach Bliss! Cozy Ocean-Block Efficiency – 150 Steps to Sand, Partial Weeks OK!
Downtown
9.8 out of 10, Exceptional, (126 reviews)
"Great little place for 2 adults. Owners were very responsive and communicative. We will be back!"
United States
Charlotte A.
The price is CA $316
CA $487 total
includes taxes & fees
Sep 23 - Sep 24
Beach Bliss! Cozy Ocean-Block Efficiency – 150 Steps to Sand, Partial Weeks OK!

12. Charming Room in Downtown Rehoboth Beach

Charming Room in Downtown Rehoboth Beach
Country Club Estates
10.0 out of 10, Exceptional, (27 reviews)
"Tim was a wonderful host! We will definitely be staying here again. Super friendly, communicative, and welcoming. The place was immaculately clean and just what we needed for a weekend getaway :) Thank you Tim!"
United States
Adrienne D.
The price is CA $182
CA $233 total
includes taxes & fees
Sep 23 - Sep 24
Charming Room in Downtown 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, (38 reviews)
"Love how pet friendly it was a so close to the beach!"
United States
Lauren B.
The price is CA $292
CA $659 total
includes taxes & fees
Oct 21 - Oct 22
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

14. 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, (35 reviews)
"Perfect location with a kid! Well appointed with what you need for a great price!!"
United States
Alfredo G.
The price is CA $102
CA $264 total
includes taxes & fees
Sep 29 - Sep 30
2 Bedroom Condo Henlopen Station w/ Brand New Bed

15. 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 $211
CA $485 total
includes taxes & fees
Sep 30 - Oct 1
Charming 1-bedroom cottage with loft in Rehoboth Beach

16. Escape to our spacious & serene 3-bedroom home with stunning bay views.

Escape to our spacious & serene 3-bedroom home with stunning bay views.
Milford
9.6 out of 10, Exceptional, (24 reviews)
"We had a great time! Very short walk to the beach. Good communication with the owner. Pet-friendly. Would love to stay here again! "
United States
Dannah D.
The price is CA $340
CA $657 total
includes taxes & fees
Sep 23 - Sep 24
Escape to our spacious & serene 3-bedroom home with stunning bay views.

17. 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, (62 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 $140
CA $285 total
includes taxes & fees
Oct 13 - Oct 14
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

18. The Sandpiper Beach Club

The Sandpiper Beach Club
4.0 star property
Cape May Historic District
9.6 out of 10, Exceptional, (437 reviews)
"Everything was great, I would return."
United States
elisabeth
The price is CA $320
CA $404 total
includes taxes & fees
Oct 18 - Oct 19
The Sandpiper Beach Club

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, (80 reviews)
"Great place!"
United States
Paul R.
The price is CA $261
CA $542 total
includes taxes & fees
Oct 5 - Oct 6
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!

20. Ocean Block Dewey Beach and Pet Friendly!

Ocean Block Dewey Beach and Pet Friendly!
Rehoboth by the Sea
10.0 out of 10, Exceptional, (197 reviews)
"Perfect for a quiet off season get away, would be even better in season. "
United States
Robert G.
The price is CA $490
CA $904 total
includes taxes & fees
Oct 13 - Oct 14
Ocean Block Dewey Beach and Pet Friendly!
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 Lewes Hotel Reviews

Find out more about Lewes

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 Lewes. 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

Are there vacation rentals in Lewes?

Yes, you can find vacation rentals in Lewes near Cannonball Museum, or you can go with a 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 vacation home rentals in Lewes?

On the Beach - Lux Multi-Family House - Get the best weeks of 2026 Now!: Visitors give good reviews to this Lewes vacation home rental, which is located on the beach and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Lewes?

Choose from 166 Expedia vacation rentals in Lewes for a memorable vacation.

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 vacation rental in Lewes like?

A vacation rental is a private property you can book for a few weeks or just a few days in Lewes. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family getaway.