Vacation homes in Lewes

October 2026
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November 2026

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Vacation homes in Lewes

1. 200 Feet to the Beach! Cute Ocean City Condo

200 Feet to the Beach! Cute Ocean City Condo
North Ocean City
200 Feet to the Beach! Cute Ocean City Condo

2. Dagsboro Retreat

Dagsboro Retreat
Dagsboro
$239
$239 total
includes taxes & fees
Nov 1 - Nov 2
Dagsboro Retreat

3. Steps to Ocean City Beach! Couples Retreat

Steps to Ocean City Beach! Couples Retreat
North Ocean City
Steps to Ocean City Beach! Couples Retreat

4. Waterfront Retreat Near Fenwick Extended Stays

Waterfront Retreat Near Fenwick Extended Stays
Selbyville
Waterfront Retreat Near Fenwick Extended Stays

5. Deck w/ Canal Access: Ocean City Townhome

Deck w/ Canal Access: Ocean City Townhome
North Ocean City
Deck w/ Canal Access: Ocean City Townhome

6. Steps to Shore: Spacious Bethany Beach Retreat

Steps to Shore: Spacious Bethany Beach Retreat
North Bethany Beach
Steps to Shore: Spacious Bethany Beach Retreat

7. Walk to Beach: Newly Remodeled Condo in Ocean City

Walk to Beach: Newly Remodeled Condo in Ocean City
North Ocean City
Walk to Beach: Newly Remodeled Condo in Ocean City

8. Coastal Escape w/ Water Access & Sunroom

Coastal Escape w/ Water Access & Sunroom
Ocean View
Coastal Escape w/ Water Access & Sunroom

9. 2 Mi to Bethany Beach: Duplex w/ Private Deck

2 Mi to Bethany Beach: Duplex w/ Private Deck
Bethany Beach
2 Mi to Bethany Beach: Duplex w/ Private Deck

11. Beachy Lewes Home w/ Outdoor Shower & Fire Pit!

Beachy Lewes Home w/ Outdoor Shower & Fire Pit!
Lewes
Beachy Lewes Home w/ Outdoor Shower & Fire Pit!

12. Unwind Poolside, Walk to Sand! Ocean City Condo

Unwind Poolside, Walk to Sand! Ocean City Condo
North Ocean City
Unwind Poolside, Walk to Sand! Ocean City Condo

13. Theater Room & Deck at Massive Salt Pond Home!

Theater Room & Deck at Massive Salt Pond Home!
Bethany Beach
Theater Room & Deck at Massive Salt Pond Home!

14. 12 Mi to Dtwn Lewes & Beach: Delaware Home w/ Deck

12 Mi to Dtwn Lewes & Beach: Delaware Home w/ Deck
Georgetown
12 Mi to Dtwn Lewes & Beach: Delaware Home w/ Deck

15. Game Room & Community Perks! Ocean View Retreat

Game Room & Community Perks! Ocean View Retreat
Ocean View
Game Room & Community Perks! Ocean View Retreat

16. ~ 1 Block to Bethany Beach, Retreat w/ Pool Access

~ 1 Block to Bethany Beach, Retreat w/ Pool Access
Bethany Beach
~ 1 Block to Bethany Beach, Retreat w/ Pool Access

17. 2 Mi to Bethany Beach: Home w/ Furnished Deck

2 Mi to Bethany Beach: Home w/ Furnished Deck
Ocean View
2 Mi to Bethany Beach: Home w/ Furnished Deck

18. Seaside Star On The Boardwalk!

Seaside Star On The Boardwalk!
South Rehoboth
Seaside Star On The Boardwalk!

20. 2 Mi to Bethany Beach! Family Getaway w/ Deck

2 Mi to Bethany Beach! Family Getaway w/ Deck
Savannah's Landing
2 Mi to Bethany Beach! Family Getaway w/ Deck
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Top neighborhoods in Lewes

Historic District

Step back in time on Lewes's cobblestone streets where America's earliest colonial history comes alive. Explore the 1665 Ryves Holt House, Delaware's oldest structure, or discover maritime artifacts at the Lewes Historical Society complex. The Zwaanendael Museum's Dutch colonial facade anchors the town square, while the scenic canal offers waterfront views of fishing boats and pleasure craft. Quaint bistros and seafood restaurants housed in historic buildings serve fresh Delaware Bay blue crab. Boutique shops in restored colonial buildings sell maritime antiques and local art. The area is primarily car-dependent, though the historic core is walkable with brick sidewalks and mature shade trees.

Villages of Five Points

Villages of Five Points gives you a peaceful home base just minutes from Delaware's beautiful beaches without the tourist crowds. Kids play in community parks while you plan adventures to nearby Lewes Beach and Cape Henlopen State Park. The central shopping area has all your vacation essentials, and you're just a short drive from wineries and golf courses. Getting around requires a car, but that means more freedom to explore the coast. Family-friendly restaurants offer casual dining options after a day of sightseeing. Vacation rentals with full kitchens and multiple bedrooms make this neighborhood perfect for travelers who want space, comfort, and value while staying near the shore.

Pilot Point

Lewes Beach's Pilot Point neighborhood delivers the perfect coastal escape right on Delaware Bay. You'll spend your days strolling the pristine shoreline, watching waves lap against the sand, and soaking up spectacular water views. This peaceful residential area offers a true beach retreat without the commercial bustle. The quiet streets lined with charming beach homes create an atmosphere perfect for travelers seeking relaxation. Getting around is primarily by car, though the flat terrain makes walking and cycling pleasant options along beach paths. Vacation rental beach houses dominate accommodations, ranging from cozy cottages to luxury homes with wraparound porches. For dining and shopping, most visitors prepare meals in their rental kitchens or take a short drive to nearby Lewes.

Plantations East

Plantations East offers a peaceful retreat for travelers seeking the comforts of home without the tourist hustle. Tree-lined streets wind through this residential haven where community pools and walking trails provide perfect spots to unwind. Golf enthusiasts will appreciate the nearby Heritage Inn & Golf Club, while beach lovers can quickly reach Lewes Beach with a short drive. Getting around requires a car, with Lewes downtown just 10 minutes away and Rehoboth Beach's attractions within easy reach. Vacation rental homes dominate accommodation options, offering full kitchens and multiple bedrooms for travelers wanting space to spread out and live like locals.

Top landmarks in Lewes

A lighthouse by the sea with waves crashing in the foreground.

Lewes Beach

9.0/10 (865 reviews)
When the beach is calling your name, you might want to head down to Lewes Beach, located 1.4 mi (2.3 km) from central Lewes Beach. Catch the sunset by the shore at Lewes Public Beach, just a short walk away.
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A sandy beach with wooden posts and dunes under a partly cloudy sky.

Cape Henlopen Beach

9.6/10 (92 reviews)
Whether you want to collect beach glass or watch the sunset, Cape Henlopen Beach is a spot you might want to check out, located 2.3 mi (3.7 km) from central Lewes. Enjoy the sunset by the shore at Lewes Beach, Rehoboth Beach, and Lewes Public Beach.
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A cannon on a concrete base by a body of water with boats in the background.

1812 Memorial Park

8.8/10 (13 reviews)
1812 Memorial Park is worth a visit when in central Lewes. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches.
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Savannah Beach

Whether you want to collect beach glass or watch the sunset, Savannah Beach is a spot you might want to check out, located 0.9 mi (1.5 km) from central Lewes Beach. Catch the sunset by the shore at Lewes Public Beach, just a short walk away.
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Beach Plum Island Nature Preserve

8.0/10 (5 reviews)
Beach Plum Island Nature Preserve is 2.7 mi (4.3 km) from central Lewes, why not stop by during your stay.
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Lewes Public Beach

When the beach is calling your name, you might want to head down to Lewes Public Beach, located 1.2 mi (1.9 km) from central Lewes Beach. If you want to continue walking by the waves, head to Lewes Beach and Savannah Beach, both within a short walk.
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Lewes Historic Complex

9.6/10 (52 reviews)
Lewes Historic Complex is just one of the attractions in Historic District, Lewes so you might want to stop by during your trip. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches. If you want to experience more of the culture Lewes has to offer, head to Lewes Beach, Cape May - Lewes Ferry, and Cape Henlopen Beach.
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Nassau Valley Winery

9.2/10 (21 reviews)
Travelers might want a tour of Nassau Valley Winery, just one of the places to visit, and located 3.4 mi (5.4 km) from central Lewes. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches.
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Learn more about Lewes

Beneath the banner of 'The First Town in The First State,' cobblestone streets wind between colorful historic buildings housing boutiques where shopkeepers chat like old friends. The Zwaanendael Museum's Dutch façade tells tales of maritime history while nearby, the Lightship Overfalls offers tours of a floating lighthouse. Cape Henlopen State Park combines pristine beaches with WWII observation towers that provide panoramic views of where Delaware Bay meets Atlantic. History buffs shouldn't miss the Lewes Historic Complex with its collection of centuries-old buildings. After exploring Preservation Forge, catch the Cape May-Lewes Ferry for spectacular water views. The Prime Hook National Wildlife Refuge offers peaceful trails where birds vastly outnumber people.

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A historical marker for the Lightship Overfalls with a red-roofed structure in the background.

About the destination

Lewes is a walkable city where you can spend time at the beach. Nature lovers can visit 1812 Memorial Park and Prime Hook National Wildlife Refuge. You might find that sights like Lewes Beach and Cape May - Lewes Ferry are worth a visit.