Find Vacation Rentals in Lewes

Highlights Lewes

  • Downtown rentals
  • Seaside town
  • State Park
  • Family-friendly festivals and events
  • Dutch settlers

Best Vacation Rentals in Lewes

Guests agree: these stays are highly rated for location, cleanliness, and more.
Lewes, Sussex County (delaware)
Vacation Rental • 2594 ft² • 4 Bedrooms
(16 reviews)
PLEASE READ BEFORE YOU SUBMIT: If submitting a Reservation Request, it will not be accepted until the prospective guest responds to an email we send. We will have a few questions prior to our acceptance of the request, so we make sure we're all on the happy track. We will send you an email very shortly after you submit a Reservation Request, so PLEASE pay attention to your VRBO dashboard. If no reply, the Reservation Request will expire within 24 hours.**********Enjoy your summer vacation in this Summertime Classic! Original Lewes Beach, Victorian-era home with tropical ambiance and décor, ...
from $306 / night
Lewes, Sussex County (delaware)
Vacation Rental • 0 ft² • 4 Bedrooms
(3 reviews)
This beautiful home on a cul-de-sac in Cape Shores has an open floor plan and plenty of room to spread out. The numerous decks, porches and even a roof-top deck afford views from every angle. Cook a gourmet meal on the Viking range for the entire family. A close walk to either the bay or the community pool makes this location ideal. Pets are not permitted at this property. Owner will consider less than a full week in the off season. Call your agent for details. All guests must supply their own sheets, towels and beach towels or OPT in for our linen rental package.Guests must choose to purch...
from $606 / night
Lewes, Sussex County (delaware)
Vacation Rental • 1991 ft² • 3 Bedrooms
(31 reviews)
Enjoy the amenities of a newer home, surrounded by the quaintness of old town Lewes. The house is located on a quiet street, just one block from the Historic District and Ship Carpenter Square. It is a short walk, past historical houses and beautiful gardens, to the great restaurants and quaint shops on 2nd Street, and to Canal front Park. The indoor spaces are comfortable, inviting and spacious, with a large open great room, private sitting room, 3 bedrooms, 2 full baths and powder room. French doors and the many windows bring in lots of light and allow breezes to flow through on days you ...
from $300 / night

Prices and availability

Vacation rental prices in Lewes

$521for 18 Feb - 25 Feb
$522 annual average
Average price per week

Vacation rentals availability in Lewes

57%for 18 Feb - 25 Feb
38% annual average
Percentage of available rentals

Vacation rentals in Lewes

Experience Lewes with a vacation rental

Plan a vacation at the historic seaside town of Lewes set upon the confluence of the Delaware Bay and the Atlantic Ocean. Lewes is Delaware’s first European settlement with strong Dutch roots, and the town’s landmark residences, lightships, towers, and museums are testament to its momentous past. History fans, culture trippers, and nature enthusiasts alike will have much to do from scouting old lightships and defense outposts to enjoying the windswept landscapes. Book a vacation rental on Holidu and let the sightseeing begin!

Pretty vacation properties for everyone

The blissful town of Lewes has vacation rentals that cater to all tastes and sensibilities. Many come equipped with amenities such as outdoor pools, patios, kitchens, and even direct beach access which means you can wake up to the sound of the waves and gaze into the sea right from your bed! Rentals in downtown Lewes are a good idea thanks to proximity to cafés, bars, and landmark attractions. You could also stay at the charming res0rt town of Rehoboth Beach. Waterfront vacation rentals are aplenty, and everyone from families with kids to solo travelers and groups of friends will find what they’re looking for.

Vacations in Lewes

A culture trip awaits

Sun, surf, sand, and landside diversions!

A good starting point to get a feel of the town is at the Lewes History Museum. There are scores of old photographs, artifacts, paintings, and documents here. The museum also hosts the Children's Discovery Center where kids go crazy checking out the lighth0use model, fog horn, and reflecting lights. Delaware’s maritime and colonial past unfolds at the Zwaanendael Museum. The building’s picturesque exterior replicates the appearance of a typical Dutch residence, and exhibits on early Dutch settlements are riveting. Finally, don’t miss a photo op in front of the cannonball that lies affixed (still!) to the spot it landed on at the Lewes Maritime Museum. This small downtown museum is packed with interesting information tidbits on lighth0uses, pirates, and the likes.

Embrace the wild outdoors

Downtown Lewes has quite a few outfitters who’ll help you rent stand-up paddleboards and tandem kayaks. These are a great way to get a feel of Delaware’s waterways. Next is to enjoy a sunset stroll at Rehoboth Beach’s iconic boardwalk – there are tons of sea-facing cafés and bars nearby. Rent a car and drive to Cape Henlopen State Park. Diversions here include bird-watching at the Point Overlook, fishing along the scenic pier, beautiful sunsets, and best of all, the chance to bike through magnificent wetlands and dunes at the park’s Gordon’s Point Trail. While here, do visit the Fort Miles Historical Area, a strategic defense post during World War II. Take their docent-led tour up the tower and pause a moment to take in endless ocean views.

Travelers and activities

Fun festivals and events

Each season in Lewes brings its flavor of festivals and events. The Historic Lewes Farmers Market features friendly vendors who sell everything from freshly laid duck eggs to organic meats and baked vegan delights. A unique event is the Mid-Atlantic Sea Glass & Coastal Arts Festival that takes place in May. This family-friendly affair unites coastal artists who come together to showcase their sea glassworks. September features the Annual Outdoor Antiques, Vintage & Artisans Fair, an extravaganza of eclectic vintage items dating to different periods. Music and local eats and drinks add a festive touch. The year ends with a beloved holiday tradition, the Christmas Tour of Lewes where owners of 18th and 19th-century private residences, open their h0mes to the public. Expect Christmas bazaars, tree lighting, and bake sales too.

A paradise for diehard foodies

For a slice of Ireland in Lewes, try the Irish Eyes Pub, a local haunt for over 30 years now. Their lip-smacking pub food is generously portioned, and Happy Hours with live music are the perfect recipe for a fun night out. The nautical-themed seafood bistro, Striper Bites impresses with its crab bisque, conch fritters, and baked oyster preparations. For sumptuous fish tacos paired with a ruby red sangria, try the elegant Agave Mexican Lounge & Tequila Bar. Finally, satiate dessert cravings with an exquisite hazelnut chocolate truffle available at Edie Bee’s Confection Shop. The candy here is showcased in vintage-looking glass jars.

Did you know that Lewes refers to itself as “The First Town in the First State?”

Top 5 travel tips for Lewes

1. Fun unlimited at Funland

A short ride south of Lewes will get you to Funland, a family-owned amusement park in operation since 1962. The vibe here is decidedly nostalgic thanks to the carnival-type rides, vintage games arcade, and Haunted H0use.

2. Explore Lightship Overfalls

There are lighth0uses and there are lightships! Well, here’s your chance to hop onboard the historic Lightship Overfalls museum ship that once shone a light for sailors lost at sea. This is the largest light vessel built by the US Lighth0use Service.

3. Party Dewey Beach

Lewes is an unabashedly tranquil town so if you’re in the mood to party until dawn breaks, head out to Dewey Beach. The town’s main street is abuzz with nightclubs and bars, and summertime is even more exciting – look forward to beachside concerts, outdoor movie screenings, and a fun festival line-up.

4. Ride the Cape May-Lewes Ferry

A top-rated attraction is the Cape May-Lewes Ferry ride between Delaware and New Jersey where you’ll be treated to views of old lighth0uses and harbors, dolphins, seabirds, and unique seafaring vessels. Tip: enjoy a waterfront meal at the Grain on the Rocks restaurant at Lewes Terminal – they have live music on some nights too.

5. Be a swashbuckling “Pirate of Lewes”

This is a unique attraction where kids are outfitted in pirate garb - tattoos, face paint, eye patches, and more! The “cruise” takes place on a real pirate ship called the Sea Gypsy. Expect water cannon fights, song sessions, treasure hunts, and a genuinely passionate crew!

FAQs: Vacation Rentals in Lewes

How much do you pay, on average, for vacation rentals in Lewes?

Last year, rentals in this destination had an annual average price of around $528 per night.

During which months can you find the best price for vacation rentals in Lewes?

According to our most recent data, the months at the lowest possible cost in Lewes are April, June and July, with average prices of $273, $438, and $443, respectively.

When are vacation rentals more expensive in Lewes?

Analyzing the data from last year, we found that costs per night for accommodation here are usually higher, on average, during the months of February ($689), January ($595), and October ($589).

Are there usually many vacation rentals available in Lewes?

It is better to book sooner than later in Lewes as only 19% of the properties remain available throughout the year, according to last year's data.

Which months offer the highest availability?

The months that offer the most accommodation options are, on average, November (with an availability of 36%), October (35%), and December (33%), according to the trends observed in the prior year.

How many rentals does Holidu have in Lewes?

Holidu offers around 260 accommodations in Lewes from 2 different partners, so find the perfect type of accommodation you are looking for. We have everything you need!

Holidu compares hundreds of websites to find your perfect holiday rental for the best price. Vacation Rentals in Vacation Rentals in Lewes
Airbnb Vacation Rentals in LewesAirbnb Vacation Rentals in Lewes
Vrbo Vacation Rentals in LewesVrbo Vacation Rentals in Lewes
Bookiply Vacation Rentals in LewesBookiply Vacation Rentals in Lewes
FeWo-direkt Vacation Rentals in LewesFeWo-direkt Vacation Rentals in Lewes
Abritel Vacation Rentals in LewesAbritel Vacation Rentals in Lewes
HRS Vacation Rentals in LewesHRS Vacation Rentals in Lewes
500+ more
  1. Vacation Rentals
  2. USA
  3. Delaware
  4. Lewes