
Holiday houses in Lewes
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Top-rated holiday rentals in Lewes
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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!

Mimi’s Place @ The Villages of 5 Points in Lewes
Enjoy this 3rd floor (no elevator) renovated condo with amenities-tennis courts, walking & biking paths connecting to downtown Lewes & 2 outdoor pools in season. The condo is east of route 1, 3 miles to Lewes beach & 15+ restaurants, 5 you can walk to (2 blocks away), nail salon, a hair salon, grocery store and a CVS (4 blocks). We need pictures of everyone’s license and the person booking must be at least 25 years of age. There is 4 beach chairs and a large umbrella & 2 chair umbrellas.

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.

Beach Sunrise: Walk Downtown & Beach
Explore Lewes (loo-iss) from our walkable in-town spot. ✔ Walk Downtown - Restaurants, shops, parks - 2 minute walk ✔ Walk or bike to Lewes Beach - Less than a half mile ✔ Bike Trails - Plenty of options at your fingertips ✔ Cape Henlopen State Park - Less than 2 miles ✔ Easy electronic keypad entry ✔ Fast Gigabit X2 Speed Wi-Fi (2100 Mbps) ✔ Roku Smart TV - includes free YouTube TV with cable channels ✔ Parking is plentiful *Bonus* Four complimentary bicycles provided

Dewey Beach Condo 2BR+sofa bed. Walk to the beach!
Located near the Town Hall & the Police Department, this charming 2-bedroom ground floor condo is a clean, safe, family-friendly coastal vacation environment! Only 1.5 blocks to the beach, 1 block to beautiful bayside dining, and 5 blocks from downtown Dewey. Fully furnished with 2 queen beds, comfortable sleeper sofa, full bath, washer & dryer, fully equipped kitchen, clean bed sheets & towels, fast WiFi, beach chairs & more. I'm a responsive, experienced SuperHost.

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 and kids play area. The Georgetown Lewes Biking/Walking Trail, that connects to the town of Lewes, is literally steps from our front door.

1st Floor Beach-town Condo in Lewes
Come stay at our favorite little beachtown condo in Lewes! This 1st floor 2 bedroom, 2 bath condo has everything you need for an enjoyable and relaxing vacation! You will be just a few miles to the beach and outlet malls, have access to the community pools (May-Sept), park, and sport courts, and will be within walking distance to several great restaurants and shops. While we are "pet friendly" only 1 pet (dog or cat, 40lb maximum) is allowed per the HOA rules.

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool
Perfect location to enjoy the holiday season in Southern DE for upcoming events, such as Polar Bear Plunge, Super Bowl Weekend or Dewey’s Famous Winter Gala! Whether you're planning a beach vacation, a business trip, or a shopping spree at the nearby Outlets, this condo is the ideal retreat. Conveniently located near dining, shopping, scenic trails, and just a short drive to Lewes, Rehoboth, and Dewey by having everything you need for a memorable stay.

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)

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 holiday rentals
Other great holiday rentals in Lewes

Sunny Coastal Cottage 3bd 2bth

Baby friendly, walk to pool and bakery town home

Beautiful Updated Condo Waterfront, Pool, Sunsets

Tiny Home WOW in Rehoboth Beach

Village of 5 Points Lewes Beach Condo 2BR/2B

Sandbar Coastal Escape

Spacious, Conveniently Located Townhouse

Charming Coastal Cottage
When is the best time to visit Lewes?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $335 NZD | $335 NZD | $335 NZD | $382 NZD | $451 NZD | $554 NZD | $628 NZD | $623 NZD | $498 NZD | $429 NZD | $385 NZD | $384 NZD |
| Avg. temp | 3°C | 4°C | 7°C | 13°C | 18°C | 23°C | 26°C | 24°C | 21°C | 15°C | 9°C | 5°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.
Quick stats about holiday rentals in Lewes

Total holiday rentals
Explore 160 holiday rentals in Lewes

Nightly prices starting at
Lewes holiday rentals start at $117 NZD per night before taxes and fees

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

Family-friendly holiday rentals
140 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
160 of Lewes holiday 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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