Vacation rentals in Lewes

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Top-rated vacation rentals in Lewes

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Top guest favorite
A spacious living area features a large sectional sofa adorned with yellow accent pillows, providing ample seating. A coffee table sits in the center, and a colorful wall art piece adds a focal point. Natural light filters through the window, enhancing the inviting environment.
Condo in Lewes
4.98 out of 5 average rating, 265 reviews

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.

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 welcoming space is featured, showcasing a luxurious jacuzzi with a wooden tray holding candles and decor. Nearby, a cozy living area with a modern couch is highlighted against an artistic forest mural. An adorable Highland cow stands nearby, adding a touch of rustic charm.
Ranch in Selbyville
4.98 out of 5 average rating, 279 reviews

Ranch Stay- Farm Animals, Jacuzzi, Arcade, Beaches

Welcome to the Swedish Cowboy, your ultimate escape! This unique BARNDOMINIUM home is designed to offer a memorable retreat for up to four (4) guests, with the flexibility to accommodate two (2) additional guests for a small fee. Enjoy the charming backyard where you can meet a variety of fuzzy and feathered friends or head inside and play on the arcade or relax in the jacuzzi. Perfectly situated near popular beaches and bustling boardwalks, you'll have plenty of options for fun and relaxation.

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 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
Apartment in Lewes
4.88 out of 5 average rating, 209 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 spacious bedroom features a large bed with dark bedding, complemented by wooden nightstands and lamps on either side. A world map accent wall adds visual interest, while natural light from a window with sheer curtains brightens the room. An adjoining bathroom is visible in the background.
Apartment in Rehoboth Beach
4.97 out of 5 average rating, 624 reviews

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.

Top guest favorite
The structure features a modern design with a wooden exterior and large glass windows. A spacious deck is accessible from the upper level, surrounded by lush greenery. The ground floor includes a stone facade with garage doors, creating a harmonious blend with the natural surroundings.
Guesthouse in Rehoboth Beach
4.87 out of 5 average rating, 346 reviews

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!!

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.

Top guest favorite
Home in Rehoboth Beach
4.95 out of 5 average rating, 221 reviews

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

Guest favorite
An inviting living area features a dark grey couch complemented by a decorative blue pillow. A wooden dining table accommodates six chairs, positioned near a softly lit ceiling fixture. A television rests on an earthy-toned cabinet, while an open kitchen area is visible in the background.
Condo in Rehoboth Beach
4.84 out of 5 average rating, 141 reviews

2b 2b condo! 2 master bedrooms! rehoboth beach

Enjoy a stylish experience at this centrally-located place. Just minutes from downtown Rehoboth and downtown lewes. Close tax- free shipping and endless restaurants near by. Unit is family friendly and features a two en-suite bathrooms. Unit is located on the second floor. In creekwood development. Unit 411

Popular amenities for Lewes vacation rentals

When is the best time to visit Lewes?

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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 € 59 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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