Vacation rentals in Lewes

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Top-rated vacation rentals in Lewes

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Guest favorite
Apartment in Lewes
4.86 out of 5 average rating, 297 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
Guesthouse in Lewes
4.95 out of 5 average rating, 116 reviews

Crow’s Nest • 1 BR Lewes Guest Apt – Bike to Beach

Lovely 1 bed/1 bath detached upstairs guest apartment. The space provides privacy & convenience to Lewes activities with serene garden landscaping. It boasts beachy decor with locally sourced touches, a fully stocked kitchen, and a beautiful bedroom complete with a desk and a canopy bed to provide guests with the perfect escape. Enjoy al fresco dining under a pergola & lawn games. Just 3.7 mi to Lewes beach: walk or bike to Old World Bread Bakery, Beach Time Distilling & Lewes Brewing Company!

Top guest favorite
A two-story living space features a spiral staircase leading to the second floor. A comfortable sofa faces a wooden dining table with floral arrangements, while a kitchenette is visible in the background. Natural light is filtered through a window, enhancing the warm atmosphere.
Condo in Cape May
4.92 out of 5 average rating, 163 reviews

John Wesley Inn Carriage House "B"

The Carriage House building is located 1/2 block to the beach and two blocks to the center of the historic downtown. It offers two individual apartments, each with two floors of living space. Apartment "B" is a 1 bedroom, 1 bath. Apartment "A" is 2 bedroom, 2 1/2 baths. Both have a porch and a bedroom balcony. Pricing is for double occupancy. Each can accommodate a maximum of 4 people (children welcome). Conveniences include a full kitchen and complement of electronics. Central air and heat.

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, 286 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, 189 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
A bright and airy living room is furnished with a blue sofa and a gray armchair, arranged around a wooden coffee table. Large windows provide natural light, and a flat-screen TV is mounted on the wall. A woven area rug complements the décor.
Apartment in Lewes
4.87 out of 5 average rating, 210 reviews

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.

Top guest favorite
A serene view of the sunset over the water, with golden light reflecting on the surface. Grassy banks extend along the shoreline, and the distant horizon showcases gentle landforms. The scene exudes calm, complemented by soft clouds in a pastel sky.
Cottage in Milford
4.99 out of 5 average rating, 145 reviews

"Mary's Place" Sunsets, walks on the beach , bird watching & more

Welcome to Mary's Place! Wait until you see the amazing views from the roof deck, which overlooks the Prime Hook Wildlife Refuge. The Sunsets are spectacular, and it's a bird watchers dream! Mary's Place has a large screened porch and a large outdoor shower. Enjoy walks on the beach along the Delaware Bay, which is directly across the street. Bikes are available for your enjoyment. Dogfish Brewery and several restaurants are less than 10 miles away in the town of Milton.

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, 144 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, 216 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.

Top guest favorite
A balcony view captures a wide expanse of lush green fields and dense trees, framed by a soft gray sky. The natural landscape offers a serene backdrop, highlighting a peaceful atmosphere. A railing can be seen in the foreground, providing a sense of depth.
Condo in Lewes
4.99 out of 5 average rating, 179 reviews

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

2 Bedroom Condo Top Floor (3rd Floor) - Waterfront in Lewes/Rehoboth Beach DE Great Scenery Views - The Residence at Rehoboth Bay. *Community Pool available during in-season (8am-8pm) *No cleaning fee Nearby amenities and attractions include: Rehoboth Beach Boardwalk (6 Miles) Cape Henlopen State Park (8 Miles) Dewey Beach, DE (7 Miles) Bethany Beach, DE (18 Miles) Ocean City, MD (32 Miles) Shopping Outlets (4 Miles)

Guest favorite
An inviting entrance features a bright white door adorned with a decorative wreath. Lush white hydrangea flowers bloom vibrantly in the foreground, complementing the blue exterior of the cottage.
Cottage in Lewes
4.86 out of 5 average rating, 210 reviews

BnB’s Dog-Friendly Garden Cottage

YOU MADE IT! Look no further. This comfy cozy little cottage is located along the outskirts of our quaint and busy town. Whether you are looking to jump into the happenings of multiple thriving beach towns (beaches, bike trails, outlets, restaurants, bars, breweries, etc.) or are seeking some peace & quiet, this cottage is for you! We are so excited to share our little piece of Lewes with visitors from near & far!

Top guest favorite
A single-story home is set amidst a grassy lawn, featuring a light exterior and a welcoming front porch. A large tree provides shade in the foreground, while a paved driveway leads to the garage. The surrounding area is landscaped with a mix of greenery.
Guest suite in Rehoboth Beach
4.98 out of 5 average rating, 158 reviews

*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.

Popular amenities for Lewes vacation rentals

When is the best time to visit Lewes?

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Avg. price€ 173€ 173€ 173€ 198€ 233€ 287€ 325€ 322€ 257€ 216€ 210€ 204
Avg. temp3°C4°C7°C13°C18°C23°C26°C24°C21°C15°C9°C5°C

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 € 61 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 Self check-in, Gym, and BBQ grill across Lewes rentals

  • 4.9 Average rating

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

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