
Vacation rentals in Lewes
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Top-rated vacation rentals in Lewes
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Beach Retreat: Easy Walkable Living, Bikes, Coffee
Your basecamp for the best of the Delaware. From the pristine dunes of Cape Henlopen to the gentle waves of Lewes Beach, adventure starts at your front door. We’ve stocked this single-level retreat with everything you need: a pair of cruiser bikes for the trails, beach chairs for the sand, and a curated local coffee bar to fuel your day. Explore the wildlife of the state park by afternoon and walk to world-class restaurants by evening. It’s more than a stay; it’s your key to living like a local.

Rehoboth Beach Gem – Hot Tub + EV Charger 2 BR
This 2 bed/2 bath unit is the bottom floor of a charming & vibrant 1950s era Rehoboth duplex. We decorated with the beach in mind & hope our guests will enjoy all the amenities that we & Rehoboth have to offer! For this listing guests have use of the entire bottom floor unit. Enjoy outdoor living with a hot tub, grill, fire pit, & yard games. Our neighborhood is quiet & a little hidden..like any gem! We provide clear directions. Both units can be rented together for groups message us to inquire!

Charming Apartment in Downtown, Historic Lewes
Unwind in this bright, freshly updated 1-bedroom apartment perfectly situated in the center of charming downtown Lewes. Overlooking the peaceful Mary Vessels Park, this second-floor retreat offers a full kitchen w/coffee bar, spacious layout, and unbeatable walkability. Just steps from local shops, restaurants, historic landmarks, and the scenic Canalfront Park, it's the ideal home base for your coastal getaway. Whether you're here to relax, dine, or discover, you'll love our welcoming hideaway!

A bit of Paradise
Charming end unit secluded in the heart of Lewes. Shady sitting area for viewing the waterfowl & enjoying the peace & quiet. Lewes marina is across the street so is Quest where can rent Kayaks etc. Over the bridge you will enjoy the historic district, town shops, eateries, food market; kiddy park, canal front park; trolley into Rehoboth Beach Henlopen State Park 1 mile; surfing, fishing & nature trails; Bay Beach 1/4 mile w Walk to everything We offer a %15 discount for 7 days or more

First Floor Comfort and Convenience
This first floor condo is conveniently located in a family-friendly community with all you need within walking distance, including several restaurants and a grocery store. A short and easy 3-mile drive to Lewes Beach and the charming town of Lewes makes this an ideal location. Amenities include access to two pools, tennis courts, pickle ball courts and kids play area. The Georgetown Lewes Biking/Walking Trail, that connects to the town of Lewes, is literally steps from our front door.

Charming, Historic Lewes Cottage
This charming cottage is a great romantic getaway. It is cozy and an easy walk into the historic town of Lewes ~ many great restaurants are nearby. Lewes is a fascinating & historic town with so much to do: biking, canoeing, birding, beach time, museums, and more. The doors of the Cottage have low head jams and the stairs are compact. There is some noise from the nearby road ~ a white noise machine is provided. The cottage is compact, the refrigerator for the Cottage is a small one.

Modern 1BR steps from the beach & downtown Lewes!
Relax and escape to this beautiful space, mere steps to the beach! This open, bright one-bedroom features brand-new construction and furnishings, and has everything you need for a fantastic getaway. ✔ One block from the beach! ✔ 10-15 minute walk to the charming restaurants, bars, shops and parks in downtown Lewes ✔ Lots of bike trails nearby, including through gorgeous Cape Henlopen State Park ✔ A quick drive to the neighboring DE beaches: Rehoboth, Dewey and Bethany.

Cozy condo / 3,5 miles from the beach.
Cozy condo in a perfect location, close to Rehoboth and Lewes. This is a spacious and bright ground level condo 2bedrooms/2 full bathrooms in Sandpiper Village. Is a perfect spot for having a great time with family, friends or couples. Sandpiper Village its located between Rehoboth Beach (3.5miles) and Lewes (4 miles). Our condo unit includes free parking, full kitchen, living room, dining room, washer/dryer, dishwasher, Youtube TV /wi-fi. We supply sheets and towels.

The Winkler
The Winkler is a comfortable fully equipped 1BR / 1 BA apartment above our detached 3 garage @ The Tree House. Nestled in lush trees and landscaping in the Rehoboth Beach Country Club. Named after Henry Winkler who played the Fonz on Happy Days, (because he lived in the apt. over the Cunningham's garage). The apartment offers privacy and separation from the main house. Giving you an opportunity to make it your home away from home at the beach. Come Enjoy!!

*Radcliffe Retreat* Studio, Pool & RB Parking Pass
Spacious pet friendly guest suite with Rehoboth parking permit provided. The suite is near outlets, beaches, dining, & Rehoboth boardwalk. Large community pool next door. Charming neighborhood that is a great base to explore all the nearby attractions! Rehoboth boardwalk & beach- 4 mi Outlets- 1 mi Lewes downtown- 4 mi Cape Henlopen State Park- 6 mi 1 dog is allowed with permission.

Spacious| Modern & Cozy| Pool| Close to the Beach
Perfect getaway conveniently nested just off the Costal Highway and just few minutes from the Nassau Valley Vineyard. Less then 5 miles to Lewes Beach and 7 miles to Rehoboth and Dewey Beach to enjoy the Ocean! Cape Henlopen State Park, Great Restaurants, Breweries, Historic Downtown Lewes, Tax free shopping at the Tanger Outlets and much more.

Pet friendly cottage 4 blocks to Beach
South Rehoboth Beach House located in peaceful country club estates. Fully fenced with outdoor shower, 2 screened porches, gas grill, cable TV, wireless internet, full kitchen, beach chairs, 1 car parking in driveway and garage parking for 1 car. In season Rehoboth Beach parking permits provided DOGS ALLOWED $50 per stay fee
Popular amenities for Lewes vacation rentals
Lewes house rentals

Cheerful Bungalow- Near Dogfish + Milton Theatre

Ocean City Townhome by Beach Bayside

Midway Magnolia-3BR/2BA Home, dog-friendly

Hot Tub Backyard Oasis, Private Beach, Local Pool

Glennie's Place Quiet Historic Street/Town

Breakfast at Tiffany - Spacious Home w/ Deck

Willow Oak Waterview Cottage

Beautiful Waterfront Home-Private, Clean, Relaxing
Lewes oceanfront vacation rentals

Cozy beach side condo

Rehoboth Ave Boardwalk, Ocean & Bandstand Views U2

Sandcastle at the Bay/Beach Front Home- 3BR/2FB

Charming Bayfront Tranquility

Steps From The Ocean & Boardwalk On Surf Ave.

Beautiful oceanfront cottage, year-round getaway

Gorgeous New Beachfront! King Bed, Direct Sea View

Sea Dunes King Suite, Exclusive Private Beach - DOG FRIENDLY!
Oceanfront house rentals in Lewes

2 BR Ocean Front Condo w/Pool, Expansive Views

Waterfront Retreat

Shore to Please-11 Beds-Beach View

Boardwalk Oasis Incredible Views, Pets Grill Bikes

Pets Friendly Waterfront Large backyard with grill

Beachfront Home with Beautiful Views of the Bay

Water Views! Private Beach - Luxury Beach Home

YEAR ROUND Beachfront Pool Paradise Cape May Beach
When is the best time to visit Lewes?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $200 | $200 | $200 | $228 | $269 | $331 | $375 | $372 | $297 | $249 | $242 | $235 |
| Avg. temp | 37°F | 39°F | 45°F | 55°F | 64°F | 73°F | 78°F | 76°F | 70°F | 59°F | 48°F | 41°F |
Frequently Asked Questions
What are the best places to stay in Lewes?
Many visitors choose to stay in Lewes' historic district for easy access to shops, restaurants, and museums. Quiet neighborhoods near the water are also frequently suggested for those seeking a more relaxed atmosphere.
What are the best things to do in Lewes with kids?
Families often explore Cape Henlopen State Park for its beaches, nature center, and bike trails. The area around the Lewes Canal is also known for kayaking, boat tours, and interactive maritime history exhibits.
What are some of the best things to do in Lewes?
Explore Lewes' historic district with its preserved homes and landmarks, walk the trails in Cape Henlopen State Park, or relax by the beaches. Maritime museums and local shops offer chances to connect with local traditions.
How is the weather in Lewes?
Lewes has chilly winters near 28–50°F (-2–10°C), with warmer, humid summers reaching 68–87°F (20–31°C). Pack layers and be prepared for some rainfall throughout the year, especially in summer.
When is the best time to visit Lewes?
Late spring through early autumn is often recommended for Lewes, with warmer weather and many community events taking place. Mild temperatures and blooming landscapes create a welcoming atmosphere for exploring outdoors.
What are the best places to visit in Lewes?
Explore Cape Henlopen State Park for beaches and trails, discover the historic district’s museums and landmarks, and walk the paths along the Lewes Canal. Maritime sites nearby highlight the town's heritage.
What are some hiking trails in Lewes?
Lewes has several scenic paths, including trails through Cape Henlopen State Park where you can explore maritime forests, dunes, and salt marshes. Paved and sandy routes make it possible to enjoy wildlife observation, beach views, and local history along the way.
What are some family activities we can do in Lewes?
Spend time exploring Cape Henlopen State Park, where you can bike, swim, and visit a nature center, or join a boat excursion on the Lewes Canal. Maritime and science exhibits around town provide interactive learning for all ages.
What are some of the best day trip ideas from Lewes?
You can explore nearby small towns with historic districts, wildlife refuges rich in birdwatching opportunities, or sandy stretches along the Delaware coast. Museums and farmers' markets around the region are also frequently suggested.
Are there any pet friendly accommodations available in Lewes?
Lewes has pet friendly stays, especially around its historic district and near shoreline areas. Many hosts welcome dogs, and the local trails and some beaches are also frequented by people traveling with pets.
What are some local tips for visiting Lewes?
Arrive early at popular beaches and parks, as spots fill quickly in warmer months. Consider renting a bike to explore flat trails around town, and check local listings for seasonal markets or art walks.
What is Lewes known for?
Lewes is known for its maritime heritage, locally rooted historic sites, and a welcoming small town atmosphere. The area has sandy beaches, trails, and a number of museums that interpret regional history.
What are the best hidden gems to explore in Lewes?
Search for quieter walking trails within Cape Henlopen State Park, or explore local history at smaller museums and art galleries around town. Scenic gardens and birdwatching spots provide calm escapes from busier areas.
What are the best foods to try in Lewes?
Fresh seafood is often recommended, including local crab cakes and oysters. Seasonal ice cream stands, locally baked pies, and regional produce feature in many dining spots.
What should I bring for a trip to Lewes?
Pack comfortable walking shoes, layers for variable coastal temperatures, a bathing suit for beach visits, and sunscreen. A lightweight rain jacket and a reusable water bottle are helpful for outdoor activities.
What is the nightlife in Lewes like?
Lewes has a relaxed nightlife scene with casual bistros, local pubs, and waterfront restaurants. Some venues feature live music or craft beverages, especially around the downtown area.
What are the most popular events or festivals in Lewes?
Lewes hosts events like a spring tulip celebration, arts festivals, and maritime themed gatherings throughout the year. Independence Day and holiday parades are also local favorites for many visitors.
Are there family friendly vacation rentals in Lewes?
Lewes has many family friendly vacation rentals, often located near beaches or in residential neighborhoods with convenient access to parks and local attractions. Features like kitchens and multiple bedrooms make these stays comfortable for group travel.
All about Lewes
Located at the confluence point of Delaware Bay and the Atlantic Ocean, Lewes is blessed with wildlife-rich wetlands and postcard-perfect coastal dunes. While the official population is just a few thousand residents, the quiet streets and namesake Lewes Beach swell with visitors from across the state in summer for surf-fishing, sunbathing, and disc golf. A melange of English and Dutch architecture memorializes the town’s history as a trading settlement in the 1630s. To learn more about this history, you can head to Zwaanendael Museum or the Lewes Historical Society Museum in the heart of town. While the streets are easily walkable, you can also make your way across the canal to board a Cape Water Taxi for a tour of the inland waterways. Further afield are some incredible state parks and preserves, home to endangered shorebirds like the piping plover as well as native Delaware flora.
What are the top things to do in Lewes?
Lewes Beach
Located on the southernmost curve of Delaware Bay, Lewes Beach is a relaxed seaside retreat. Its shallow water and golden sand make it a popular beach for families, and it’s also a launch point for water sports. Lifeguards are on duty from Memorial Day through Labor Day. It’s easy to rent kayaks or hop on a bike to cycle the length of the beach.
Cape Henlopen State Park
Not far from town, Cape Henlopen State Park was one of the first public lands to be established in the United States. It served as a World War II defense site, a trading port, and a safe harbor for ships braving the Atlantic’s rough seas. Nowadays, Cape Henlopen State Park offers swimming and watersports as well as easy cycling on Gordons Pond Trail. Hike to the Point Overlook to spot seals and dolphins playing in the mouth of Delaware Bay.
Zwaanendael Museum
As you stroll in Zwaanendael Park, you might notice a striking building that was modeled on the old Hoorn town hall in the Netherlands. Built in 1931, the Zwaanendael Museum commemorates the first European colony on what is now called the Lewes-Rehoboth Canal. Behind the decorative facade, you’ll find artifacts from early European settlers and memorabilia from the town’s trading and military eras.
Quick stats about vacation rentals in Lewes

Total vacation rentals
Explore 160 vacation rentals in Lewes

Nightly prices starting at
Lewes vacation rentals start at $70 per night before taxes and fees

Verified guest reviews
Over 8,960 verified reviews to help you choose

Family-friendly vacation rentals
140 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
160 of Lewes vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Lewes rentals

4.9 Average rating
Lewes stays are highly rated by guests—averaging 4.9 out of 5!
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