Lewes Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Lewes vacation 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, (43 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 $382 total
includes taxes & fees
Nov 16 - Nov 17
Spacious Condo•Pond Views•Centrally located
A living room with a leather sofa, a coffee table with a plant, a TV on the wall, and a kitchen in the background.

2. Lewes Beach town Condo on 1st Floor!

Lewes Beach town Condo on 1st Floor!
Villages of Five Points
10.0 out of 10, Exceptional, (30 reviews)
"Great location close to everything the kids wanted to go and do. Easy drive to the Lewes Beaches. First time we stayed here, but not our first trip to the area. Will book again if available for our yearly vacation."
United States
Cameron D.
The price is CA $178
CA $441 total
includes taxes & fees
Nov 24 - Nov 25
Lewes Beach town Condo on 1st Floor!
A covered patio with a ceiling fan, white cushioned seating, and a patterned floor rug.

3. 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 $133
CA $286 total
includes taxes & fees
Nov 10 - Nov 11
Cozy Townhouse for perfect beach getaway
A modern living room with a flat-screen TV, grey sofa, and a dining area with a white table and chairs.

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, (45 reviews)
"Fantastic stay!!!! Very safe, extremely pet friendly for our senior dog - 1000% recommend "
United States
Mandy M.
1st Floor Beach-town Condo. We are Pet Friendly!
A living room with two patterned armchairs, a dining table with chairs, a lamp, and a beach view painting.

5. Pool • Bike Trail • Minutes to Lewes Beach

Pool • Bike Trail • Minutes to Lewes Beach
Lewes
The price is CA $250
CA $530 total
includes taxes & fees
Nov 8 - Nov 9
Pool • Bike Trail • Minutes to Lewes Beach
Exterior

6. Beach & Bay at Five Points-3 BR/2BA Pet Friendly Condo-Pool, Tennis & Pickleball

Beach & Bay at Five Points-3 BR/2BA Pet Friendly Condo-Pool, Tennis & Pickleball
Villages of Five Points
The price is CA $315
CA $641 total
includes taxes & fees
Nov 9 - Nov 10
Beach & Bay at Five Points-3 BR/2BA Pet Friendly Condo-Pool, Tennis & Pickleball
A swimming pool with a blue light feature, a white outdoor seating area with a sofa and chairs, and a glass door leading to an indoor space with a ping pong table.

7. NEW 7-bed with PRIVATE HEATED POOL! Lewes Beach Hideaway, steps to beach & town!

NEW 7-bed with PRIVATE HEATED POOL! Lewes Beach Hideaway, steps to beach & town!
Lewes
10.0 out of 10, Exceptional, (7 reviews)
"This property is absolutely stunning. Everything looked just like the photos and the house was very clean upon arrival. Mike was an excellent host and very easy to communicate with. Already looking for an excuse to come back!"
United States
Poneh G.
The price is CA $1,121
CA $2,061 total
includes taxes & fees
Nov 9 - Nov 10
NEW 7-bed with PRIVATE HEATED POOL! Lewes Beach Hideaway, steps to beach & town!
A two-story house with a front porch, a covered entryway, and a visible garage.

8. Cape Shores Luxury - Brand NEW 2024 Pool, Beach, Private Fishing Pier, Park!

Cape Shores Luxury - Brand NEW 2024 Pool, Beach, Private Fishing Pier, Park!
Lewes
10.0 out of 10, Exceptional, (35 reviews)
"Wonderful stay - great property and great location."
United States
Jay T.
The price is CA $701
CA $1,333 total
includes taxes & fees
Nov 9 - Nov 10
Cape Shores Luxury - Brand NEW 2024 Pool, Beach, Private Fishing Pier, Park!
A modern kitchen with a central island, bar stools, and a dining area with chairs.

9. 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 $453 total
includes taxes & fees
Nov 8 - Nov 9
Delightful Cottage•Pet Friendly•Fenced Yard
A kitchen with a wooden island, bar stools, white cabinets, and stainless steel appliances.

10. 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 $149
CA $432 total
includes taxes & fees
Nov 8 - Nov 9
Oasis at Muchy Branch
A kitchen with wooden cabinets, a dishwasher, a sink, and pendant lighting.

11. 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 $88
CA $235 total
includes taxes & fees
Nov 8 - Nov 9
2 Bedroom Condo Henlopen Station w/ Brand New Bed
A two-story house with a front porch, a driveway, and a landscaped garden with various plants and a small tree.

12. 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 $244 total
includes taxes & fees
Nov 12 - Nov 13
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
A kitchen with white cabinets, a granite countertop, a stainless steel refrigerator, a microwave, and a stove.

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, (39 reviews)
"Love how pet friendly it was a so close to the beach!"
United States
Lauren B.
The price is CA $211
CA $541 total
includes taxes & fees
Nov 30 - Dec 1
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
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 CA $210
CA $462 total
includes taxes & fees
Nov 8 - Nov 9
Charming 1-bedroom cottage with loft in Rehoboth Beach
A swimming pool with a waterfall feature, surrounded by trees and outdoor seating.

15. Coastal Estate

Coastal Estate
2.0 star property
Cold Spring
9.2 out of 10, Wonderful, (123 reviews)
"Nice and quiet, great for solo traveling!"
United States
Emily
The price is CA $162
CA $338 total
includes taxes & fees
Nov 9 - Nov 10
Coastal Estate
An aerial view of a beach with rows of pink and white umbrellas and beach chairs, and people enjoying the beach and the ocean.

16. The Sandpiper Beach Club

The Sandpiper Beach Club
4.0 star property
Cape May Historic District
9.6 out of 10, Exceptional, (445 reviews)
"Beautiful spacious condo across the street from the beach & within walking distance to shops & restaurants."
United States
Eva
The price is CA $340
CA $428 total
includes taxes & fees
Nov 22 - Nov 23
The Sandpiper Beach Club
A glass of red wine on a table with a view of the ocean and a sandy beach.

17. 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, (302 reviews)
"This place is amazing. You will love it."
United States
Shelly B.
The price is CA $167
CA $310 total
includes taxes & fees
Nov 19 - Nov 20
OSPREY NEST • Peaceful & Secluded Cape May Garden Escape• 275 Five-Star Reviews
A balcony with a view of a marina and boats.

18. 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, (85 reviews)
"Great place!"
United States
Paul R.
The price is CA $174
CA $426 total
includes taxes & fees
Nov 11 - Nov 12
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
A kitchen with a modern design, featuring a hexagonal tile backsplash, a wooden countertop, and a stainless steel sink.

19. Bike to the Beach! Next to EVERYTHING!

Bike to the Beach! Next to EVERYTHING!
West Rehoboth
9.8 out of 10, Exceptional, (56 reviews)
"One of the cleanest and most nicely decorated VRBO homes we have been to. Host was very responsive. Would highly recommend."
United States
Vicki R.
The price is CA $273
CA $572 total
includes taxes & fees
Nov 8 - Nov 9
Bike to the Beach! Next to EVERYTHING!
A modern kitchen with a large island, built-in appliances, and a view of the sea.

20. Beach Front Villa in Dewey Beach

Beach Front Villa in Dewey Beach
4.0 star property
Rehoboth by the Sea
The price is CA $2,827
CA $3,958 total
includes taxes & fees
Nov 8 - Nov 9
Beach Front Villa in Dewey Beach
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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Find vacation rentals that suit your style

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Top Lewes Hotel Reviews

A modern building with a central fountain, surrounded by landscaped garden beds and a covered walkway.
Cambria Hotel Rehoboth Beach

Cambria Hotel Rehoboth Beach

Cambria Hotel Rehoboth Beach
Bayside

10/10 Excellent

Excellent customer service
Canada
Naval
Reviewed September 17, 2025
Cambria Hotel Rehoboth Beach

Find out more about Lewes

Everything you need to know about Lewes vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lewes vacation rental for you. At Expedia, you can take your pick from private vacation 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 Lewes vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lewes vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lewes. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lewes vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lewes vacation rentals we have selected for you start as low as CA $99 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Lewes rentals

At Expedia, we put the best Lewes vacation 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 Lewes 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 Lewes vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lewes. 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

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 169 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.