Vacation rentals in Lewes

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Top-rated vacation rentals in Lewes

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Guest favorite
Home in Rehoboth Beach
4.96 out of 5 average rating, 148 reviews

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!

Guest favorite
Apartment in Lewes
4.85 out of 5 average rating, 295 reviews

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!

Top guest favorite
A charming two-story home is featured, showcasing a white exterior with dark shutters. A welcoming front porch is adorned with rocking chairs, inviting relaxation. The landscaped yard enhances the property's curb appeal, while the clear blue sky adds to the overall inviting atmosphere.
Home in Lewes
4.98 out of 5 average rating, 115 reviews

Stunning Rustically Modern Downtown Lewes Home

Don’t settle for a hotel! This immaculate three bedroom home in historic downtown Lewes is an ideal blend of classic and modern design. Leave your car in your private space with shops, restaurants, beaches, and the state park a short walk or bike ride away. Enjoy a gourmet kitchen, great room, dining area, & living room space. Lounge in your master bedroom with en-suite bath.The second bedroom (great for families) has double sized bunk beds. The third bedroom has a queen bed and en-suite bath.

Top guest favorite
Two spacious beds with white bedding are positioned against a clean, white wall. A lamp and a small plant rest on a bedside table situated between the beds. Framed botanical artwork is displayed above each bed, adding a touch of nature to the serene space.
Condo in Lewes
4.97 out of 5 average rating, 219 reviews

Villa Del Sol, Beautiful stay near beaches/outlets

This bright and beachy 3 br/2 bath stay in Lewes, De comfortably sleeps 6 to 8 people. Just a short drive (about 10-15 min) to Lewes Beach and Cape Henlopen Park, Villa del Sol is a great beach escape with plenty of parking, as well as access to the community pool (open 5/27 - 9/5). Rehoboth Beach is also just 5 miles away, or you can go shopping at the nearby Tanger Outlets. Walk to Bushel’s or Crooked Hammock Brewery for dinner, or cook something up with enough room to seat the whole family!

Top guest favorite
A shaded outdoor seating area features light-colored sofas with coordinating cushions, arranged around a dark table. An umbrella provides additional shade, while a small shed and a hose are visible in the background, complementing the tranquil setting.
Condo in Lewes
4.86 out of 5 average rating, 313 reviews

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

Top guest favorite
A welcoming outdoor terrace features a round table surrounded by two wicker chairs with blue cushions. Hanging planters filled with greenery create a vibrant atmosphere, while a decorative pot adds a pop of color. Sunlight filters through lush trees, enhancing the serene environment.
Guest suite in Rehoboth Beach
4.99 out of 5 average rating, 210 reviews

Treetops beach getaway walkable to beach/boardwalk

East of Route 1, equidistant to both Rehoboth & Dewey beaches, about 1/2 mile easy bike/walk. Brand new for 2021, this fully equipped guest suite offers a private entrance, bedroom with a king bed on an adjustable frame, full bath, laundry, and a kitchenette. There is NO STOVE in this unit but we have provided a microwave and toaster convection oven/air fryer for easy beach meal prep. There is also a gas grill for barbecuing. Please note that this unit is strictly limited to 2 mature adults.

Top guest favorite
A bright living area features a light-colored sofa and armchair with coastal patterns. A wooden coffee table sits on a textured rug, while a mounted television is visible on the wall opposite. The open layout allows for glimpses of a dining area with a table set for six.
Condo in Lewes
4.98 out of 5 average rating, 113 reviews

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.

Top guest favorite
A tranquil garden path leads to the cottage entrance, flanked by lush greenery and vibrant flowers. A small fountain gently flows, surrounded by well-manicured grass and white gravel. The serene ambience is highlighted by the dappled sunlight filtering through the leaves.
Cottage in Lewes
4.97 out of 5 average rating, 285 reviews

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.

Guest favorite
A cozy sleeping area features a spacious bed with a quilted grey coverlet. Two decorative yellow pillows are positioned at the head of the bed. A small bedside table holds a lamp and books, while a colorful area rug adds warmth to the space.
Tiny home in Lewes
4.95 out of 5 average rating, 188 reviews

Cozy Woodland Cottage

Enjoy the sounds of nature when you stay in this unique place. Located less than 5 miles from downtown Lewes and Delaware Beaches. The cottage guest house is nestled in the woods adjacent to a tree house overlooking a tranquil pond with a calming fountain sounds. On the main property guests have access to a in ground swimming pool (seasonal) with a 60 foot lap lane and slide, schedule times with hosts.. The backyard also includes an organic garden, playground and 🐔 chickens.

Guest favorite
An open living space features a comfortable gray sectional sofa and a light coffee table, creating a cozy seating area. A dining table set for six is visible near large windows, while modern kitchen appliances are seen in the background, contributing to a bright atmosphere.
Apartment in Lewes
4.91 out of 5 average rating, 159 reviews

Bright 2BR, steps from the beach & downtown Lewes!

Relax and escape to this beautiful space, mere steps to the beach! This open, bright two-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.

Top guest favorite
A comfortable living area features a dark sofa adorned with patterned throw pillows. A coffee table sits atop a patterned area rug, while natural light enters through multiple windows adorned with wooden blinds. A TV is positioned on an entertainment unit across from the seating area.
Condo in Lewes
4.94 out of 5 average rating, 143 reviews

Beautiful condo in Villages of Five Points, Lewes

Welcome to our beautiful condo in the desirable family friendly community of The Villages of Five Points ! Our 2 bedroom, 2 bath condo is the perfect place for your beach vacation or any occasion. The condo has been newly painted and new flooring has been installed as well. The condo is right off east of route 1 and about 3 miles from Lewes beach. Biking trails are close by and Cape Henlopen State Park is a short ride of about 3 miles.

Top guest favorite
A wrap-around deck overlooks a tranquil waterfront view, featuring lush greenery and calm waters. A seating arrangement includes four chairs with cushioned backs, positioned for relaxation. The scene is punctuated by nearby trees, contributing to a serene atmosphere.
Home in Lewes
4.99 out of 5 average rating, 214 reviews

Beautiful Waterfront Home-Private, Clean, Relaxing

A beautiful and peaceful get-away all year round! Bright and sunny 3 bed/2 bath waterfront home with wrap-around deck. Fully stocked, community pool, walking trails, kayaks and more! Visit Rehoboth or Lewes Beaches (10 miles away), Cape Henlopen and tax-free outlet shopping (6 miles away)! Great for families, water lovers, and bird lovers! Sunday to Sunday weekly rentals *only* and no pets from Memorial Day to Labor Day.

Popular amenities for Lewes vacation rentals

When is the best time to visit Lewes?

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Avg. priceﺩ.ﺇ735ﺩ.ﺇ735ﺩ.ﺇ735ﺩ.ﺇ837ﺩ.ﺇ988ﺩ.ﺇ1,216ﺩ.ﺇ1,377ﺩ.ﺇ1,366ﺩ.ﺇ1,091ﺩ.ﺇ914ﺩ.ﺇ889ﺩ.ﺇ863
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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 ﺩ.ﺇ257 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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