Book Holiday Homes in Lewes

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Featured Holiday Homes in Lewes

Waterfront Tranquil Escape-Single Family/Gated Community/Pool/Tennis Courts

Waterfront Tranquil Escape-Single Family/Gated Community/Pool/Tennis Courts

Lewes DE
With a stay at this vacation home in Lewes, you'll be on the waterfront, within a 15-minute drive of Cape Henlopen State Park and Marsh Island Golf Club.
Opens in a new windowWaterfront Tranquil Escape-Single Family/Gated Community/Pool/Tennis Courts
Beach House in waterfront gated community w/ salt water pool

Beach House in waterfront gated community w/ salt water pool

Lewes DE
With a stay at this vacation home in Lewes, you'll be near the beach, within a 15-minute drive of Cape Henlopen State Park and Marsh Island Golf Club.
Opens in a new windowBeach House in waterfront gated community w/ salt water pool
UPDATED KITCHEN SPRING 2026 Private Heated Pool, Game Room, and Pet Friendly

UPDATED KITCHEN SPRING 2026 Private Heated Pool, Game Room, and Pet Friendly

Lewes DE
With a stay at this vacation home, you'll be centrally located in Lewes, steps from Lewes Beach and a short 3-minute drive from Cape May - Lewes Ferry.
Opens in a new windowUPDATED KITCHEN SPRING 2026 Private Heated Pool, Game Room, and Pet Friendly
Save an average of 15% on thousands of hotels when you're signed in
Cozy Townhouse for perfect beach getaway

Cozy Townhouse for perfect beach getaway

Lewes DE
The price is AU$344 per night from 3 May to 4 May
AU$344
3 May - 4 May
includes taxes & fees
When you stay at this vacation home in Lewes, you'll be next to a golf course, a 4-minute drive from Cape Henlopen State Park and 8 minutes from Cape May - Lewes ...
Opens in a new windowCozy Townhouse for perfect beach getaway
Entire home in boating community, community pool, back yard for families - DOG Friendly!

Entire home in boating community, community pool, back yard for families - DOG Friendly!

Lewes DE
With a stay at this vacation home in Lewes, you'll be by the sea, within a 15-minute drive of Cape Henlopen State Park and Marsh Island Golf Club.
Opens in a new windowEntire home in boating community, community pool, back yard for families - DOG Friendly!
Brand New House In-Town Lewes!

Brand New House In-Town Lewes!

Lewes DE
With a stay at this vacation home in Lewes (Historic District), you'll be within a 5-minute drive of Cape Henlopen State Park and Cape May - Lewes Ferry.
Opens in a new windowBrand New House In-Town Lewes!
4 min drive to the beach

4 min drive to the beach

Lewes DE
When you stay at this vacation home in Lewes, you'll be by the sea, within a 10-minute drive of Cape Henlopen State Park and Cape May - Lewes Ferry.
Opens in a new window4 min drive to the beach
510 duPont Avenue - Brand New House In-Town Lewes!

510 duPont Avenue - Brand New House In-Town Lewes!

Lewes DE
With a stay at this vacation home in Lewes, you'll be within a 5-minute drive of Cape Henlopen State Park and Cape May - Lewes Ferry.
Opens in a new window510 duPont Avenue - Brand New House In-Town Lewes!
Cape Cod Charm -- Steps From Beach, 3 King Beds, Beach Equipment & Linens

Cape Cod Charm -- Steps From Beach, 3 King Beds, Beach Equipment & Linens

Lewes DE
With a stay at this vacation home in Lewes, you'll be steps from Lewes Beach and a 4-minute drive from Cape May - Lewes Ferry.
Opens in a new windowCape Cod Charm -- Steps From Beach, 3 King Beds, Beach Equipment & Linens
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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.

Lewes Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Lewes vacation homes are the perfect way for you to wing it.

Holiday houses in Lewes let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Lewes in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Lewes adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Lewes with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Lewes vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Lewes Holiday Homes essential information

Accommodation
303 Holiday Homes
Lowest Price
AU$155
Highest Price
AU$344
Popular accommodation
Waterfront Tranquil Escape-Single Family/Gated Community/Pool/Tennis Courts , Beach House in waterfront gated community w/ salt water pool, UPDATED KITCHEN SPRING 2026 Private Heated Pool, Game Room, and Pet Friendly, Cozy Townhouse for perfect beach getaway, Entire home in boating community, community pool, back yard for families - DOG Friendly!, Brand New House In-Town Lewes!, 4 min drive to the beach, 510 duPont Avenue - Brand New House In-Town Lewes!, Cape Cod Charm -- Steps From Beach, 3 King Beds, Beach Equipment & Linens

Top trending hotels in Lewes

Hyatt House Lewes/Rehoboth Beach

Hyatt House Lewes/Rehoboth Beach

3.5 out of 5
17254 Five Points Square Lewes DE
Fully refundableReserve now, pay when you stay
The price is AU$182 per night from 10 May to 11 May
AU$182
10 May - 11 May
includes taxes & fees
Located in Lewes, Hyatt House Lewes/Rehoboth Beach is within a 10-minute drive of Cape Henlopen State Park and Cape May - Lewes Ferry.
Opens in a new windowHyatt House Lewes/Rehoboth Beach
Home2 Suites by Hilton Lewes Rehoboth Beach

Home2 Suites by Hilton Lewes Rehoboth Beach

3 out of 5
17388 Ocean One Plaza Lewes DE
Fully refundableReserve now, pay when you stay
The price is AU$155 per night from 7 May to 8 May
AU$155
7 May - 8 May
includes taxes & fees
With a stay at Home2 Suites by Hilton Lewes Rehoboth Beach in Lewes, you'll be within a 10-minute drive of Cape Henlopen State Park and Cape May - Lewes ...
Opens in a new windowHome2 Suites by Hilton Lewes Rehoboth Beach
Hotel Blue

Hotel Blue

3 out of 5
110 Anglers Rd., Suite 107 Lewes DE
The price is AU$238 per night from 4 May to 5 May
AU$238
4 May - 5 May
includes taxes & fees
When you stay at Hotel Blue in Lewes, you'll be near the beach, within a 5-minute drive of Lewes Beach and Cape May - Lewes Ferry.
Opens in a new windowHotel Blue
Save an average of 15% on thousands of hotels when you're signed in
Waterfront Tranquil Escape-Single Family/Gated Community/Pool/Tennis Courts

Waterfront Tranquil Escape-Single Family/Gated Community/Pool/Tennis Courts

Lewes DE
With a stay at this vacation home in Lewes, you'll be on the waterfront, within a 15-minute drive of Cape Henlopen State Park and Marsh Island Golf Club.
Opens in a new windowWaterfront Tranquil Escape-Single Family/Gated Community/Pool/Tennis Courts
Don't see what you're looking for?
See all available properties in Lewes
View all properties
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.

Top Picks

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.